Woodford, VT Vacation Rentals

Explore 56 vacation rentals, homes, and villas in Woodford, VT for your next getaway or business trip. Experience the privacy of a home with premium amenities such as Homes with Free Parking, Best Affordable Homes and Great for Groups, designed for a more comfortable and convenient stay. Every home is curated and professionally managed, with 24/7 local support, high-speed Wi-Fi, and premium linens included. With homes starting as low as $82 per night and featuring up to 6 bedrooms and 5 bathrooms, there's an option for every trip, from family vacations and group getaways to extended stays. However you're looking to experience your stay, Homes & Villas by Marriott has your next vacation home waiting. Marriott Bonvoy members can also earn and redeem points on every booking.

56 Vacation Rentals in Woodford

Searsburg-33 Bond Brook

Readsboro, VT, US
3 Bedrooms 6 Guests
Sep 21 - 23
$677 night

Are you looking for a unique and private getaway destination? Look no further! This breathtaking 3 bedroom, 2 bath + loft chalet is set on 6 private acres, boasting panoramic views and your own private hiking trails that lead to serene streams and ponds. Spend your days lounging in the hot tub, playing in the backyard, or exploring nearby Wilmington and Lake Whitingham. Plus, this cozy chalet is now even more perfect for your group with a brand new queen bed in the 3rd bedroom and a bunk bed moved to the ground level family room! With 24/7 support and reliable local help, you can rest assured any issues you have will be quickly and easily taken care of. Don’t miss out on this unforgettable chalet vacation! *- Winter months require AWS or 4X4 vehicle * - Primary renter must be 30 and over *- Once Booking is confirmed a rental agreement will be required to be signed with a photo id *- Non Shedding dog will be considered. Please inquire about your pet before booking. There will be $75/stay up to 3 nights. *- A preauthorization charge of $500 will be placed on your CC in leu of a refundable security deposit just prior to checkout. This charge will be released no later than 5 days from your departure. *- You can save 4% if you do not pay via CC. Direct payment methods are Venmo, Zelle or Wire *- When booking with CC the CC processing fee is no refundable. Any booking cancellation will be refundable based on the cancellation policy minus the CC processing fee for the amount paid. *- MRT-11212134-002

Ski-in/ski-out condo w/ deck, wood-burning fireplace, wifi, community amenities

Dover, VT, US
1 Bedrooms 3 Guests
Sep 30 - Oct 2
$480 night

Located in the heart of West Dover, VT, this trailside condo in Seasons offers the ultimate ski-in/ski-out experience at Mt. Snow. Step out of your door and onto the Trailside Loop Ski Trail for a day of adventure on the slopes, or relax on your private deck with a cup of hot cocoa by the wood-burning fireplace. Whether you’re into snowshoeing, cross-country skiing, or simply enjoying the winter wonderland, this condo is the perfect base for your mountain getaway. During the warmer months, take advantage of the easy access to hiking trails, mountain biking routes, and golf courses right at your doorstep. After a day of outdoor fun, unwind in the on-site amenities including a pool, hot tub, sauna, gym, and game room. The lighted basketball court and indoor/outdoor swimming pools offer additional entertainment options for guests of all ages. The Tin Lizzy trail is just across the parking lot, providing direct access to the Sundance lift and the Seasons lift for convenient skiing access. In the summer, explore the mountain biking trails or head to nearby attractions such as Sledding at Outpost, Dover Town Park, and Mount Snow Golf Club for a variety of entertainment options. This mountain-style condo features a cozy atmosphere with modern amenities including a deck, wood-burning fireplace, internet access, and a fully equipped kitchen for your convenience. Relax in the living room with a TV, or challenge your travel companions to a game of ping-pong or foosball in the game room. With ski-in/ski-out access and proximity to local attractions, this condo is the perfect retreat for your West Dover vacation. Whether you’re seeking adventure on the slopes or a relaxing mountain retreat, this trailside condo in Seasons offers the best of both worlds. Book your stay today and experience the beauty of Mt. Snow right at your doorstep! Vermont Meals and Room Tax Number: MRT-11472019

Breathtaking Mtn Views: Stylish Rustic Retreat!

Pownal, VT, US
2 Bedrooms 6 Guests
Sep 25 - 27
$529 night

2,000 Sq Ft | Pet Friendly w/ Fee | Fire Pit | Outdoor Shower (Open May-October) | Antique Oak Flooring | Gas Grill Experience true beauty at this Bennington cabin immersed in 100 acres of peaceful seclusion. Only 15 minutes from town, the vacation rental has 2 bedrooms, 2 baths, and a sleeping loft. Plus, the home is ideally located with quick access to scenic drives, winter sports, museums and historic landmarks, fine dining, and Bennington College and Williams College. -- THE PROPERTY -- MRT-11153470-001 SLEEPING ARRANGEMENTS - Bedroom 1: 1 California king bed - Bedroom 2: 1 king bed - Loft: 2 XL twin beds - Additional Sleeping: 1 portable crib INDOOR LIVING - Smart TV - Dining table - Board games, books - Workspace - Ceiling fans KITCHEN - Refrigerator, stove/oven, dishwasher - Microwave, coffee maker, toaster - Dishware & flatware, spices GENERAL - Free WiFi, - Towels, linens - Central heating, window A/C unit (loft) - Vacuum, hangers - Keyless entry FAQ - No fence before pond - 1 Ring doorbell (facing out) - Pet fee (paid pre-trip - 4WD necessary in winter - Homeowner lives on-site (200 yards away) ACCESSIBILITY - Multi-level home, stairs to enter - Bedrooms, sleeping arrangements, & full bathrooms on upper levels PARKING - Driveway (4 vehicles) -- THE LOCATION -- - Close to trails - 5 miles to The Bennington Center for the Arts - 5 miles to Quarry Hill - 6 miles to Old First Congregational Museum & Bennington Museum - 11 miles to Park-McCollugh Historic House - 39 miles to Albany International Airport (39.0 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $75 fee (+ fees & taxes) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This multi-level home requires stairs to enter. Additional stairs are required to access the bedrooms, sleeping arrangements, and full bathrooms on the upper levels - Because the pond is not fenced, the property might not be suitable for young children; adult supervision is recommended - Your safety matters. This property features a Ring Doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera actively records video when motion is detected by the device (including devices linked to the camera such as the alarm system’s motion detector) or when the video doorbell button is pressed - 4-wheel drive or all-wheel drive is necessary in the winter months to access the property - The outdoor shower is available from May to the end of October - The homeowner lives on-site, in a completely separate home (200 yards away), and may be present during your stay. The owner doesn't interact with guests unless needed

Deck & Game Room: Family Wilmington Retreat

Wilmington, VT, US
5 Bedrooms 10 Guests
Sep 20 - 22
$700 night

2 Dogs Welcome w Fee | 4,950 Sq Ft | Quiet Setting | Chimney Hill Community Amenities From the quaint boutiques and eateries in Wilmington to the crisp ski slopes of the Green Mountains, this expansive Vermont vacation rental will not disappoint! With a full kitchen and modern great room, this welcoming home can’t be beat. Explore downtown or hit the slopes at Mount Snow, all within 10 miles. When the sun sets, relax on the deck with views of Harriman Reservoir. Your next getaway awaits! -- THE PROPERTY -- MRT-11153470-001 SLEEPING ARRANGEMENTS - Bedroom 1 (Suite): 1 king bed - Bedroom 2 (Suite): 1 queen bed - Bedroom 3: 1 queen bed - Bedroom 4: 2 twin bunk beds - Bedroom 5: 1 queen bunk bed CHIMNEY HILL AMENITIES - 2 swimming pools, hot tub - Basketball court, beach volleyball - Fitness center, sauna, clubhouse - Snowmobiling trails, ice skating rink OUTDOOR LIVING - Furnished deck - Gas & charcoal grills INDOOR LIVING - Modern great room - Large stone fireplace - Vaulted ceilings - Flat-screen Smart TVs - Large dining table GAME ROOM - Pool table, dartboard - Mini basketball hoop - Fireplace - Smart TV KITCHEN - Fully equipped, updated appliances - Kitchen island - Cooking basics & spices - Coffee maker GENERAL - Free WiFi - Central heating & A/C, ceiling fans - Washer & dryer - Jetted tubs - Complimentary toiletries, linens & towels FAQ - Pet fee (paid pre-trip, dogs only, max 2 allowed) - Wildlife may be present - 4WD or AWD necessary in winter ACCESSIBILITY - Multi-level home, 5 steps to enter - 1 bedrooms & 1 full bathroom on main level PARKING - Driveway (5 vehicles) -- THE LOCATION -- - 8 miles to Molly Stark State Park - 9 miles to Mount Snow & Timber Creek Cross Country Ski - 23 miles to Stratton Mountain - 25 miles to Natural Bridge State Park - 27 miles rot Bennington College & Massachusetts College of Liberal Arts - 62 miles to Albany International Airport -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly with a $200 fee (+fees & taxes, no cats, maximum 2 dogs allowed) - No events, parties or large gatherings - Must be at least 30 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - 4-wheel drive or all-wheel drive is necessary in the winter months to access the property - This multi-level home requires 5 steps to enter; the main level features 1 bedroom and 1 full bathroom - Due to local wildlife, food and trash should not be left outdoors

Elegant home w/ mountain views, trail to riverfront, hot tub, dog-friendly, bbq

Readsboro, VT, US
3 Bedrooms 6 Guests
Sep 20 - 22
$278 night

Escape to Timber Riverhouse, a stunning brand-new (2025) private retreat situated on 90-acres in the heart of Readsboro, VT, offering a perfect blend of modern comfort and natural beauty. This dog-friendly house is situated along the scenic Deerfield River, providing breathtaking mountain and valley views, creating an idyllic escape for those seeking adventure and relaxation. Featuring three spacious bedrooms, two full bathrooms with walk-in showers and heated floors, and a luxurious soaking tub, Timber Riverhouse offers a spa-like experience. A cozy loft and finished basement provide additional sleeping options, making it ideal for families and larger groups. The airy living space is designed for comfort and entertainment, inviting you to unwind after a day of outdoor adventures. Step outside onto the private balcony to soak in the mountain and valley views, relax in the new 6 person hot tub with views, fire up the BBQ grill for outdoor dining surrounded by nature, or follow the private one-mile trail down to the river’s edge and enjoy a nature hike with a 400-foot elevation gain, leading to a fire pit and crystal-clear swimming waters for a peaceful afternoon by the water. Timber Riverhouse is fully equipped with modern amenities for a seamless stay, including wall-mounted A/C’s, a washer and dryer, Nespresso machine, and a Pack ’n Play for families with little ones. Home has a dedicated Level 2 NEMA 14-50 outlet for electric car chargers located on side of deck by driveway. RV Parking with dedicated 30 amp plug-in is available for guest use in the summer months for an additional fee. Beyond the property, outdoor enthusiasts will find endless opportunities for recreation, from skiing at Prospect Mountain Ski Area (16.8 mile drive), Mt Snow (24 mile drive), Berkshire East Mountain Resort (16 mile drive) with excellent Mountain biking and skiing, to snowmobiling adventures on the VASA/VAST/Catamount trail in the immediate area for snowmobiling, cross country skiing, hiking, and Side by Side/UTV trails. Enjoy dining and shopping in Wilmington (30-minute drive) or spend the day boating, swimming and fishing at the 12-mile long Harriman reservoir with a public boat ramp (6 mile drive), High Country Marine with boat and jetski rentals (16 mile drive) and swimming at The Ledges. After a day of exploration, unwind in the inviting living room or step onto the balcony to enjoy a peaceful evening under the stars. Whether you seek adventure or tranquility, this riverfront oasis offers the perfect setting for an unforgettable Vermont getaway. Book your stay at Timber Riverhouse today and experience the beauty of Readsboro, VT! Vermont Meals and Room Tax Number: MRT-11472019

Fishing Pond + Pool! Resort Retreat in Wilmington

Wilmington, VT, US
3 Bedrooms 6 Guests
Sep 21 - 23
$243 night

BBQ-Ready Deck | Game Room | 3 Mi to Harriman Res Craving a resort-style stay in Vermont? Look no further than this amenity-packed vacation rental in Wilmington, where you can spend afternoons fishing on the pond and playing on the tennis courts. Meanwhile, conquer Mount Haystack or hike part of the Appalachian Trail. No matter what the day brings, end the night with a fire under the stars. Secure your getaway before the season slips away! -- THE PROPERTY -- MRT-11153470-001 SLEEPING ARRANGEMENTS- Bedroom 1: 1 adjustable king bed- Bedroom 2: 1 adjustable king bed- Bedroom 3: 2 twin XL beds- Game Room: 1 queen sleeper sofa- Additional Sleeping: 1 portable crib CHIMNEY HILL AMENITIES- Indoor pool & hot tub- Outdoor pool- Stocked fishing pond- Fitness center, tennis & pickleball courts- Ice skating rink w/ complimentary ice skates- Game room, pool table- Kitchen, BBQ area***Clubhouse fall/winter hours starting Tuesday, September 8: Thursday: 10 AM–7 PM Friday–Saturday: 9 AM–10 PM Sunday: 9 AM–7 PM Closed Monday–Wednesday INDOOR LIVING- Completely renovated- Top-of-the-line mattresses, rugs & furniture- 2 living areas, 5 Smart TVs- Electric fireplace- Dining table, breakfast bar- Foosball table, video arcade machine, dartboard- Books, board games OUTDOOR LIVING- Partially covered wraparound deck w/ dining area & seating- Blackstone gas griddle (propane provided)- Fire pit (wood provided)- Private yard KITCHEN- Refrigerator, stove/oven, dishwasher- Dishware/flatware, cooking basics, spices- Drip coffee maker (coffee provided)- Blender, microwave, toaster GENERAL- Free WiFi- Keyless entry- Central heating- Linens/towels, iron/board- Washer/dryer (detergent provided)- Trash bags, paper towels- Hair dryer FAQ- Quiet hours (after 10:00 PM)- Pet fee (paid pre-trip, dogs only, 2 max)- No A/C- Exterior security camera (facing out)- 4WD required in winter ACCESSIBILITY- 2-story home w/ basement, 5 steps to enter- 1st-floor bedroom & full bathroom PARKING- Gravel driveway (3 vehicles) -- THE LOCATION -- - 1-20 miles to hiking trails: Mount Haystack Trail, Deerfield Ridge Trail, Valley Trail, Appalachian National Scenic Trail- 2 miles to Haystack Golf Course- 3 miles to Wilmington: North Branch Deerfield River, shops, cafes, restaurants- 5 miles to Mt. Mills West Picnic Area & Harriman Reservoir- 7 miles to Molly Stark State Park & 11 miles to Woodford State Park- 7 miles to Boyd Family Farm- 62 miles to Albany International Airport -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking- Pet friendly w/ $100 fee (+ fees & taxes, dogs only, 2 max)- No events, parties, or large gatherings- Additional fees and taxes may apply- Photo ID may be required upon check-in- Please observe quiet hours after 10:00 PM ADDITIONAL INFORMATION- This property does not have air conditioning- This 2-story home with a basement requires 5 steps to enter; there is a bedroom and a full bathroom on the 1st floor- Four-wheel drive or all-wheel drive is required in the winter months to access the property- To access the community amenities, please sign in as a guest and use code #554 - Your safety matters. This property features an exterior security camera on the front facing the driveway. This camera is outward facing and does not look into any interior spaces. It streams live video and audio when activated by motion, but does not record -Clubhouse fall/winter hours starting Tuesday, September 8:Thursday: 10 AM–7 PMFriday–Saturday: 9 AM–10 PMSunday: 9 AM–7 PMClosed Monday–Wednesday- Seasonal winter ice rink (9:00 AM–10:00 PM, weather permitting) w/ provided ice skates & professional snow removal; rink closed during occasional grooming- Both king beds are adjustable, allowing guests to raise or lower the head and foot of the bed for added comfort- The twin beds are extra long, providing additional length for taller guests

Wilmington Chalet w/ Hot Tub < 8 Mi to Mount Snow!

Wilmington, VT, US
4 Bedrooms 8 Guests
Sep 21 - 23
$395 night

Experience the mountain charm of Wilmington with ease in this 4-bedroom, 3-bathroom vacation rental. Offering a full kitchen, Smart TVs, a wood-burning stove, outdoor seating areas, and a fire pit, this cabin is perfect for sharing cozy moments during your stay. Take time to explore quiet nature trails, adventurous hikes, or the ease of local parks. Check out nearby attractions like Harriman Reservoir in the summer or the Mount Snow in the winter — there&#39;s something for everyone to see and do! -- THE PROPERTY -- MRT-11153470-001 | Private Hot Tub | Walk to Hiking Trails | Golfing &amp; Boating Nearby | 2,000 Sq Ft | Heated Community Pool Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Twin Bunk Bed, Twin Bed | Bedroom 4: Twin Bunk w/ Twin Trundle | Loft Suite: King Bed COMMUNITY AMENITIES: Indoor pool, outdoor pool, hot tub, game room, fitness center, basketball court, tennis court INDOOR LIVING: Smart TVs, wood-burning stove, ceiling fans, board games, video games, air hockey table, dart board OUTDOOR LIVING: Deck, fire pit, gas grill, outdoor seating area, hot tub KITCHEN: Dishwasher, stove, fridge, stainless steel appliances, drip coffee maker, microwave, toaster oven, water filter, dishware/flatware, basic cooking essentials GENERAL: Free WiFi (40 Mpbs), keyless entry, window A/C unit, washer/dryer, towels/linens, hair dryers, toilet paper, trash bags/paper towels FAQ: Stairs required to access, narrow interior stairs (use caution), exterior security camera (facing out) PARKING: Driveway (3 vehicles) -- THE LOCATION -- SUMMER ACTIVITIES: Harriman Reservoir (5.6 miles), Zoar Outdoor Adventure Resort (23.7 miles), Ramblewild Adventure Park (41.2 miles), mountain biking, cycling, hiking, paddling WINTER ACTIVITIES: VAST snowmobiling (on-site), Mount Snow (7.5 miles), Stratton Mountain (23.8 miles), Catamount Trail, cross-country skiing, snowshoeing, restaurants, shopping PARKS &amp; MOUNTAINS: Green Mountain National Forest (on-site), Molly Stark State Park (5.6 miles), Haystack Mountain (6.2 miles), Hogback Mountain (7.9 miles), Natural Bridge State Park (23.0 miles) WILMINGTON: Valley Trail (0.4 miles), Downtown Wilmington (2.0 miles), Wilmington Reservoir (2.8 miles), Hermitage Club (5.2 miles) COLLEGES: Marlboro College (12.6 miles), Bennington College (24.2 miles), Massachusetts College of Liberal Arts (24.5 miles), Williams College (28.6 miles) AREA ATTRACTIONS: Creamery Covered Bridge (20.0 miles), Bennington (20.3 miles), Dummerston Covered Bridge (21.0 miles), Brattleboro (21.6 miles), Mass MoCA (23.8 miles), Clark Art Institute (30.0 miles), Tanglewood (52.7 miles) AIRPORT: Bradley International Airport (87.3 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you&#39;ll never want to leave. You can relax knowing that our properties will always be ready for you and that we&#39;ll answer the phone 24/7. Even better, if anything is off about your stay, we&#39;ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs to access. The interior stairs are narrow with no room for railing on one side (please use caution) - NOTE: Your safety matters. This property features 1 exterior security camera located on the front of the cabin, facing outward toward the driveway. It does not look into any interior spaces. The camera is outward facing and does not look into interior spaces. The camera does not actively record video or sound while guests are in residence

Elegant Mtn Chalet w/ Deck: 1 Mi to Mt Snow!

Dover, VT, US
4 Bedrooms 8 Guests
Sep 21 - 23
$578 night

Get ready for luxury beyond compare and comfort around every corner when you book this lavish 4-bedroom, 3-bath vacation rental. You&#39;ll be on cloud nine upon arriving at this craftsman chalet, nestled in the thick woods of Vermont and just minutes to skiing, hiking, boating, swimming, and Molly Stark State Park. Enjoy evenings grilling out on the wraparound deck, mornings sipping coffee on the private balcony, and movie nights taking advantage of the Smart TV, all at this impressive hideaway. -- THE PROPERTY -- MRT-11153470-001 | 3,276 Sq Ft | Direct Valley Trail Access | Outdoor Entertainment For those looking for top-notch amenities, ample comforts, and easy access to Mount Snow, this is the best spot for you and your family as you take in the beauty of southern Vermont. Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Queen Bed, Twin Bunk Bed OUTDOOR LIVING: Spacious deck, gas grill, fire pit w/ Adirondack chairs, private balcony, expansive yard, wooded views INDOOR LIVING: Smart TVs, 2 wood-burning fireplaces, expansive dining table, mudroom, wood beam ceilings, multiple living areas, open floor plan KITCHEN: Fully equipped w/ stainless steel appliances, island w/ seating, farmhouse sink, drip coffee maker, toaster, dishware/flatware GENERAL: Free WiFi, central heating &amp; air conditioning, washer &amp; dryer, linens, towels, hair dryer, keyless entry FAQ: Exterior surveillance devices, bedroom &amp; bathroom on 1st floor, stairs required to access main living area + 3 bedrooms PARKING: Garage (2 vehicles), gravel driveway (4 vehicles) -- THE LOCATION -- MOUNT SNOW: Carinthia Base Lodge (0.8 miles), Sundance Base Lodge (1.1 miles), Mount Snow Ski &amp; Snowboard School (2.1 miles) GET OUTSIDE: Timber Creek Cross Country Ski (1.8 miles), Swimming Area at Harriman Reservoir (8.1 miles), Molly Stark State Park (9.7 miles), Green Mountain National Forest (11.4 miles), Woodford State Park (15.1 miles), Lye Brook Falls (31.9 miles) FOOD + DRINK: Two Tannery Road (0.5 miles), West Dover Joe’s (1.0 miles), Snow Barn (1.0 miles), The Last Chair Bar &amp; Grill (1.1 miles), Valley View Saloon (2.3 miles) AIRPORT: Albany International Airport (66.6 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you&#39;ll never want to leave. You can relax knowing that our properties will always be ready for you and that we&#39;ll answer the phone 24/7. Even better, if anything is off about your stay, we&#39;ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No glitter or confetti - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs to access the main living area and 3 bedrooms. It may be difficult for guests with limited mobility - NOTE: Your safety matters. This property features exterior security cameras, around the perimeter, facing out. They do not look into any interior spaces Licence number: MRT-11128044-001

Cozy chalet w/ woodstove, bbq, firepit, w/d, a/c, Chimney Hill Clubhouse access

Wilmington, VT, US
3 Bedrooms 6 Guests
Sep 20 - 22
$154 night

Welcome to your charming retreat in Wilmington, VT! This delightful 3-bedroom, 1.5-bathroom chalet in Chimney Hill is the perfect getaway for families or friends seeking a cozy escape. With a German woodstove and firewood provided, you can enjoy warm evenings by the fire, while the partial air conditioning keeps you comfortable during the warmer months. The wraparound deck is ideal for outdoor dining, complete with a BBQ grill and a firepit for those memorable nights under the stars. Inside, the first floor features a welcoming open dining and living area, a well-equipped galley kitchen, and a convenient bedroom with a washer and dryer. Upstairs, you’ll find two additional bedrooms and a half bathroom, ensuring ample space for everyone. Enjoy movie nights with the DVD player or take advantage of the high-speed internet to stay connected. Chimney Hill offers fantastic amenities, including a clubhouse with both indoor and outdoor pools, a gym, and game room. Engage in friendly matches on the tennis and basketball courts, or explore the nearby VAST snowmobile trails and hiking paths. With skiing, shopping, dining, and beautiful lakes just a stone’s throw away, there’s something for everyone to enjoy year-round. Whether you’re here for winter sports or summer adventures, this chalet is your perfect home base. Book your stay today and experience the beauty and excitement of Wilmington, VT! Vermont Meals and Room Tax Number: MRT-11472019

Cozy A-Frame Cabin w/ Pool Table: 8 Mi to Mt Snow!

Wilmington, VT, US
2 Bedrooms 7 Guests
Sep 20 - 22
$346 night

Quintessential ‘Green Mountain State’ living awaits at this 2-bedroom, 2.5-bath, plus loft, cabin! Conveniently located 8 miles from the area’s premier hiking and skiing, this welcoming vacation rental ensures endless year-round adventure. Head into historic downtown Wilmington to enjoy a farm-to-table feast, take a dip in Harriman Reservoir, or hit the slopes at Mt. Snow! After the day’s excursions, warm up by the wood-burning fireplace and end the night with a game of pool with loved ones. -- THE PROPERTY -- MRT-11153470-001 | Secluded Location | In-Unit Laundry Machines | Long-Term Renters Welcome An ideal home base for families and groups of outdoor adventurers, this Wilmington cabin sits off the beaten path while still offering easy access to hiking, skiing, boating, and even snowmobile trails right outside the door! Bedroom 1: King Bed | Bedroom 2: Full Bed, Queen Bed | Loft: 3 Twin Beds INDOOR LIVING: 2 Smart TVs, 2 wood-burning fireplaces, pool table, books &amp; board games, dining table, rustic charm, cathedral ceilings w/ floor-to-ceiling windows OUTDOOR LIVING: Porch w/ gas grill, wooded views, wildlife viewing KITCHEN: Fully equipped, cooking basics &amp; spices, Keurig coffee maker, dishware/flatware, full knife set, toaster oven GENERAL: Free WiFi, air conditioning/central heating, ceiling fans, complimentary toiletries, hair dryer, hangers, iron/board, laundry detergent, linens/towels, trash bags/paper towels FAQ: Stairs required, 4WD recommended in winter, pets fee (paid pre-trip), 1 exterior security camera (facing out) PARKING: Gravel driveway (4 vehicles), trailer parking available -- THE LOCATION -- MOUNT SNOW RESORT (8.1 miles): Downhill &amp; cross-country skiing, mountain bike park, golf course, snowshoeing, terrain parks, tubing, spa NEARBY SKI RESORTS: Prospect Mountain Ski Area (14.1 miles), Stratton Mountain Resort (21.8 miles), Bromley Mountain (32.1 miles), Magic Mountain Ski Area (35.6 miles) OPT OUTSIDE: Snowmobile trails (behind property), Mt. Haystack Trail (1.8 miles), Haystack Golf Course (2.2 miles), Swimming Area at Harriman Reservoir (5.5 miles), Molly Stark State Park (6.6 miles), Lake Raponda (7.0 miles), Hogback Mountain Conservation Area (7.3 miles), Woodford State Park (10.9 miles), Green Mountain National Forest (19.4 miles) WILMINGTON (~3 miles): Antique shops, thrift stores, boutiques &amp; dining - Dot&#39;s, The Vermont Bowl Company, Norton Quilt House, Bartleby&#39;s Books, Maple Leaf Tavern, Anchor Seafood Restaurant, La Casita, Sitzmark Tavern, Beer Naked Brewery, Vermont Distillers, North Star Bowl AIRPORT: Albany International Airport (62.3 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you&#39;ll never want to leave. You can relax knowing that our properties will always be ready for you and that we&#39;ll answer the phone 24/7. Even better, if anything is off about your stay, we&#39;ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly with a $75 fee (+ fees &amp; taxes) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs and may be difficult for guests with limited mobility - NOTE: 4-wheel drive or all-wheel drive is recommended in the winter months to access the property - NOTE: Your safety matters. This property features 1 exterior security camera located underneath the deck, facing outward toward the driveway and deck staircase. It does not look into any interior spaces. The camera does not record video or sound and will be turned off while guests are in residence

Spacious home,ppong,darts,pick ball net, 6mi mt sn

Wilmington, VT, US
3 Bedrooms 6 Guests
Sep 20 - 22
$334 night

Fall foliage | 2 Mi to Downtown Wilmington, ski locker Launch your ALL season getaway with great outdoor adventures or relaxing strolls downtown. Easy access to Haystack Mt &amp; Mt Snow. Return to this 3-bedroom, 2 add sleep nooks, 3-bath house that blends woodland seclusion, cozy indoor spaces, and outdoor amenities. Gather for a round of darts,ppong,bb hoops game &amp; more or unwind by the outdoor fire. With ample room to relax and reconnect, this retreat is ready for unforgettable memories — -- THE PROPERTY -- MRT-11153470-001 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 full bed - Sleeping Nook 1: 2 twin beds - Sleeping Nook 2: 2 twin beds - Additional Sleeping: 1 portable crib INDOOR LIVING - 3 flat-screen TVs - Dining table, sofa seating - Board games, dart board, ping-pong table - Gas fireplace - Ski locker - 1 portable A/C unit &amp; several portable fans OUTDOOR LIVING - Deck, gas grill - Patio, fire pit KITCHEN - High chair - Dishwasher, refrigerator, stove/oven, microwave - Cooking basics, dishware &amp; flatware - Drip coffee maker, blender, air fryer, knife set, toaster oven - Addt&#39;l standalone ice maker, beverage fridge GENERAL - Free WiFi - 2 portable A/C units, central heating (forced hot air) - Washer/dryer - Linens/towels, complimentary toiletries -Crock Pot ,and Wine Fridge FAQ - 2 exterior security cameras (facing out) ACCESSIBILITY - 3-story home, 6 steps to enter PARKING - Driveway (4 vehicles), front of garage (4 vehicles) - Level 2 EV charger -- THE LOCATION -- Chimney Hill Area - .5 miles to Mount Haystack Trail - .5 miles to Haystack Golf Course - 1 mile to Downtown Wilmington - 3 miles to Swimming Area at Harriman Reservoir - 6 miles to Mt Snow Grand Summit Resort - 62 miles to Albany International Airport -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 3-story home requires 6 steps to enter - There is a ski locker in the basement off the garage to store your equipment - Your safety matters. This property features 2 exterior security cameras: camera 1 is located on the outside of the house facing the side entrance, and camera 2 is located on the outside of the house facing the front entrance. The cameras do not look into any interior spaces. The cameras record video and sound when activated by motion Licence number: MRT-11394755-001

Old Ark Retreat | Secluded & spacious dog-friendly home in Wilmington

Wilmington, VT, US
4 Bedrooms 8 Guests
Sep 21 - 23
$228 night

Serenity awaits at this private all-season retreat, ideally located between Mount Snow, Wilmington Village, Lake Raponda, and a bounty of year-round activities for outdoor enthusiasts of all kinds. In the summer, you can paddleboard, kayak, and boat only seven miles away. In the fall, hike local trails right from the end of your driveway, enjoy local festivals and music at Mount Snow, or tee it up at Haystack Golf Club. In winter, leave the bustle of the mountain behind and enjoy a relaxing soak in the hot tub while you grill or eat takeout from the many nearby restaurants. Situated at the end of a winding country road, the home is a private enclave that welcomes family and friends to its dog-friendly space. Gather around the firepit and play cornhole, and in season, enjoy herbs and some veggies from the raised beds. The open-concept main floor offers a seamless flow between the living, dining, and kitchen areas, creating a warm and inviting space for relaxation. Enjoy Ping-Pong, and foosball on the lower level which also has a myriad of games and puzzles and a tv with a USB to connect to other devices. On the main floor, a wood-burning insert adds a cozy feel, and the Roku TV enables guests to access all their usual streaming from plush and comfy seating. The well-appointed kitchen makes family-style meal prep a breeze, and the large dining table can accommodate larger groups. Things to Know Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises. WINTER CONDITIONS During the winter season, you can expect snowy conditions, icy roads, and occasional snowstorms. We highly recommend an All-Wheel Drive or Four-Wheel Drive vehicle. We also have arranged for plowing and sanding (we do provide salt as well)and shoveling and our people get to the house as soon as they can. Please be aware that inclement weather may lead to power outages or internet disruptions. Vermont Meals and Room Tax Number: MRT-11472019

Sleek Cabin w/ Deck, 8 Miles to Mount Snow & Hikes

Wilmington, VT, US
3 Bedrooms 8 Guests
Sep 20 - 23
$242 night

Escape to the outdoors with this Wilmington vacation rental! Outfitted with all the amenities needed for a comfortable stay, this 3-bed 2-bath upscale cabin boasts an ideal location, close to local hiking and even a trail right into downtown! Hit the slopes at Mount Snow or Stratton Mountain in the winter, and in sunnier months, hike and bike Haystack Mountain or Molly Stark State Park. Unwind in the evenings with a glass of vino on the deck or hot cider on the sofa in your year-round sanctuary! -- THE PROPERTY -- MRT-11153470-001 | Strict No Pets/Dogs Policy | Modern Interior Decor | 1,250 Sq Ft | 2 Miles to Downtown This modern Wilmington home will have you and the family enjoying the best year-round excitement just miles from your doorstep. Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Full Beds CHIMNEY HILL COMMUNITY AMENITIES: Fitness center, clubhouse, tennis courts, basketball courts, indoor &amp; outdoor pools (located at clubhouse), indoor hot tub INDOOR LIVING: Open main living space, gas fireplace, dining table, modern decor, 2 flat-screen Smart TVs, mudroom OUTDOOR LIVING: Private yard area, picnic table, second-story deck KITCHEN: Fully equipped w/ cooking basics, Keurig coffee maker, breakfast bar w/ barstools, knife set, dual toaster GENERAL: Free WiFi, trash bags, paper towels, hairdryer, washer/dryer, linens/towels FAQ: 4-wheel drive necessary in mud season (March-May) PARKING: Gravel driveway (3 vehicles) -- THE LOCATION -- SUMMER REC: Mountain biking, cycling, hiking, paddling, Zoar Outdoor Adventure Resort (23.6 miles), Ramblewild Adventure Park (41.4 miles) WINTER REC: Mount Snow (7.7 miles), Stratton Mountain (24.6 miles), snowmobiling, Catamount Trail, cross-country skiing, snowshoeing PARKS/MTNS: Green Mountain National Forest (on-site), Haystack Mountain (3.1 miles), Molly Stark State Park (5.5 miles), Hogback Mountain (7.8 miles), Natural Bridge State Park (22.9 miles) WILMINGTON: Valley Trail - hike to downtown! (0.4 miles, 2.0 mile hike to downtown), Downtown Wilmington (2.0 miles), Wilmington Reservoir (2.9 miles), Hermitage Club (4.9 miles) DINING: Jezebel’s Eatery (1.8 miles), Dot&#39;s (1.9 miles), The Village Roost (1.9 miles), Anchor Seafood Restaurant (2.0 miles), La Casita (2.0 miles), North Star Pizza (2.8 miles) COLLEGES: Marlboro College (14.0 miles), Bennington College (24.0 miles), Massachusetts College of Liberal Arts (24.4 miles), Williams College (28.9 miles) AREA ATTRACTIONS: Mass MoCA (23.7 miles), Creamery Covered Bridge (20.0 miles), Bennington (20.2 miles), Dummerston Covered Bridge (20.7 miles), Brattleboro (21.5 miles), Mass MoCA (23.7 miles), Clark Art Institute (30.2 miles), Tanglewood (52.5 miles) AIRPORT: Bradley International Airport (85.6 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you&#39;ll never want to leave. You can relax knowing that our properties will always be ready for you and that we&#39;ll answer the phone 24/7. Even better, if anything is off about your stay, we&#39;ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: Your safety matters. An exterior security camera is located at the front door, facing out towards the entrance. The camera does not look into any interior spaces - NOTE: The loft of this home is not accessible - NOTE: This property does not have air conditioning - NOTE: 4-wheel drive or all-wheel drive is necessary to access the property during mud season (March-May) - NOTE: Please note the Chimney Hill Clubhouse will be closed for maintenance approximately from April 25 through the third week in May. Please call to verify closing and opening dates.

Two Brook-41

Wilmington, VT, US
4 Bedrooms 8 Guests
Sep 21 - 23
$342 night

The perfect Vermont getaway, conveniently located just minutes from area resorts (3 miles to The Hermitage Club, 6 miles to Mount Snow), close to shops and restaurants in historic Wilmington Village. Easy access to VAST snowmobile trail system and local mountain bike trails. 5 Minutes from huge Lake Whitingham and Haystack Golf Course for all the summer fun. Beautiful 4 bedroom/3 full & 2 half bathroom house overlooking Two Brook. Warm up with the ambiance and ease of gas fireplaces in both the living room and family/game room. Luxury finishes include hardwood floors, soapstone and granite counter tops, high end appliances, restoration hardware vanities, tiled showers, soaking tubs, wainscoting, barn door accents and much more. Newly renovated chef’s kitchen and expanded dining room perfect for entertaining. Primary bedroom with large spacious bathroom on the main floor. Gather around the outside firepit on the double lot and enjoy gazing at the stars in the Vermont sky overlooking the babbling brook. Hot tub is pending delivery but will be installed and operational prior to Dec 2022 booking - Primary renter must be 30 and over -Primary renter will be required to sign a rental agreement and provide a photo ID - Parking available for 4 vehicles *- A preauthorization charge of $1,000 will be placed on your CC in leu of a refundable security deposit just prior to checkout. This charge will be released no later than 5 days from your departure. *- You can save 4% if you do not pay via CC. Direct payment methods are Venmo, Zelle or Wire *- When booking with CC the CC processing fee is no refundable. Any booking cancellation will be refundable based on the cancellation policy minus the CC processing fee for the amount paid.

Ski-in/ski-out condo w/ deck, wood-burning fireplace, wifi, community amenities

West Dover, VT, US
1 Bedrooms 3 Guests
Sep 22 - 24
$124 night

Experience the ultimate slopeside lifestyle at Mount Snow with this spacious 1-bedroom, 1-bath condo nestled in the desirable Seasons Trailside Community in West Dover, VT. Enjoy unparalleled convenience with direct access to the groomed ski trail just a short walk across the parking lot from your door, making skiing effortless. With an outdoor ski locker included, storing your gear is a breeze, allowing you more time to enjoy the slopes. This mountain-style condo offers a cozy retreat with easy access to the Trailside Loop Ski Trail. Ski out the front door for ultimate convenience, or take advantage of the Seasons amenities, including indoor/outdoor pools, hot tubs, saunas, a fitness room, game room, and more. The lighted basketball court and community area provide additional entertainment options for guests. For outdoor enthusiasts, the Tin Lizzy trail is just across the parking lot, offering access to the Sundance lift and the Seasons lift for a day of skiing or mountain biking in the summer. After a day of adventure, unwind at the beautiful renovated amenity center with a variety of leisure facilities to enjoy. Explore nearby attractions such as sledding at Outpost, North Star Bowl, and Mount Snow Golf Club, all within a few miles of the condo. Whether you prefer outdoor activities or cultural experiences, there’s something for everyone to enjoy in the West Dover area. This condo offers a range of amenities, including a hot tub, pool, sauna, tennis court, wood-burning fireplace, internet access, game room, and ski-in/ski-out access. Relax on the deck or patio, gather around the firepit, or challenge friends to a game of ping-pong or foosball. With comfortable furnishings and a well-equipped kitchen, this condo provides the perfect home base for your Mount Snow getaway. Book your stay today and start planning your Vermont adventure! Vermont Meals and Room Tax Number: MRT-11472019

Mowingway-84

Wilmington, VT, US
4 Bedrooms 8 Guests
Sep 21 - 23
$203 night

Like new Rustic Chalet. All new Kitchen, flooring, Bedding, Appliances, TV’s. Updated bathrooms. Towards the end of a Cul de Sac. Very private yet only 5 minutes from Town. Circular drive can accommodate Snowmobile trailer or Boat Trailer. 10 Minutes from MT Snow Skiing. 5 Minutes from Hermitage MT skiing. 5 Min from the Town of Wilmington. Winter: Can Cross country Ski/Snow Shoe, Sled right on golf course. Access to VAST snowmobile trail via the Golf course trail. Summer: Minutes to Lake Whitingham( 5 Min) and Lake Raponda(10min) for Kayaking and Motor boats. Hiking and biking trails throughout the area. Access to Hermitage Golf course. *-This is not a Party house. We take great pride in our homes and hope that you will respect it like your own. * - Primary renter must be 30 and over *- Pets will be considered (Type, size, etc) up to 2 pets. Fee of $80/ up to 3-night stay. $150 for anything over 3 nights. Please inquire about your pet before booking.) *- Once Booking is confirmed a rental agreement will be required to be signed with a photo id *- A preauthorization charge of $500 will be placed on your CC in leu of a refundable security deposit just prior to checkout. This charge will be released no later than 5 days from your departure. *- You can save 4% if you do not pay via CC. Direct payment methods are Venmo, Zelle or Wire. *- When booking with CC the CC processing fee is no refundable. Any booking cancellation will be refundable based on the cancellation policy minus the CC processing fee for the amount paid. MRT-11212134-001

Spacious Mount Snow condo near slopes with private hot tub, sauna & fireplace

Dover, VT, US
3 Bedrooms 8 Guests
Sep 20 - 22
$121 night

Tucked into the trees close to Mount Snow Ski Resort, you’ll find this inviting three-level condo boasting an ideal location for OTA of fun. The winter is made for skiing, snowboarding, and downhill tubing at the nearby Mt. Snow Resort, roughly five minutes away and accessible via the free Moover shuttle. Summer guests can enjoy hiking, biking, ATVing, and visiting local farm stands and charming small towns. 
At home, spend each morning enjoying coffee on your large, tree-lined deck and each evening soaking under the stars in your private hot tub. Inside, you’ll find a welcoming getaway with soaring ceilings, wood-paneled walls, and a wood-burning fireplace at the center of the open living space. The chef will love the full, well-equipped kitchen, and you can dine together at the large, window-front table. After a day on the slopes, soothe tired muscles in the in-home sauna, then hop back out to the hot tub for another soak. Entertainment options include streaming-enabled TVs in each room, board games, and free WiFi. Keep dinner simple with the gas grill on the deck and call it an early night in any of three well-appointed bedrooms and a kid’s game room with a foosball table - those slopes won’t ski themselves. COMMUNITY AMENITIES -Outdoor pool -Tennis court THINGS TO KNOW Guests must use their own logins for streaming services. The grill is located on the porch and is only available for use seasonally. Vermont Meals and Room Tax Number: MRT-11472019

Multi-level resort home near ski resorts with balcony, streaming, W/D

Wilmington, VT, US
3 Bedrooms 8 Guests
Sep 20 - 22
$309 night

Nestled between the charming towns of Dover and Wilmington, this inviting condo offers a peaceful retreat for your next vacation! This home away from home is conveniently located in the private Hermitage Club community in the scenic Green Mountains region. Wilmington is five miles away and offers a plethora of fun activities that will please everyone, especially outdoor enthusiasts. Make sure to visit Mount Snow Resort (skiing and snowboarding in the winter and hiking, mountain biking, and other outdoor activities in the summer), Molly Stark State Park, Harriman Reservoir (boating, fishing, and swimming), Wilmington Antique and Flea Market, Southern Vermont Natural History Museum, and Wilmington Village Historic District. Located three and a half miles away, Dover enjoys must-visit attractions, including Dover Forge Restaurant, Mount Snow Golf Club, Dover Town Park & Molly Stark Byway, Mount Snow, and Dover Winter Farmers’ Market. Step inside this well-appointed condo and discover a comfortable living space with modern amenities. Prepare a delicious meal in the well-equipped kitchen, complete with all stainless steel appliances, and then gather around the dining table to enjoy a memorable meal together. The spacious living room boasts comfortable sofas throughout, inviting you to spread out and enjoy a tranquil evening at home. Stream an entertaining show or movie on the smart TV. This home features a Sonos music system for home theater sound and for music and fiberoptic WiFi. Bonus track: There is a telescope you can use to explore the night sky and observe celestial objects. The comfortable bedrooms offer a restful night’s sleep, ensuring you wake up refreshed and ready to tackle another day of adventure in Dover. The lower level boasts two beautiful bedrooms. The bunk bedroom is ideal for the kiddos with a stereo and a smart TV. The second bedroom also offers a smart TV for added convenience and entertainment. The upper level houses a private main suite with a large smart TV and an en suite bath. All three bathrooms have radiant floor heat. Don’t miss out on the opportunity to experience the beauty of Vermont from this lovely condo in Dover. Book your stay now and create unforgettable memories in this picturesque setting. Things to Know Vermont Meals and Room Tax Number: MRT-11472019

Vacation Rentals in Woodford by Amenities & Features

Get to Know Woodford

Woodford, Vermont, is a picturesque destination that offers a serene escape into the heart of New England's natural beauty. This quaint town, nestled in the Green Mountains, is a haven for outdoor enthusiasts and those seeking a peaceful retreat from the hustle and bustle of city life. In the warmer months, Woodford becomes a playground for hikers, bikers, and nature lovers. The town is close to the Appalachian Trail, providing access to some of the most scenic stretches of this iconic pathway. The George Aiken Wilderness, part of the Green Mountain National Forest, is another local gem where visitors can immerse themselves in the lush forests and diverse wildlife of Vermont. During the winter, Woodford transforms into a snowy wonderland, attracting skiers and snowboarders to the nearby Prospect Mountain, which offers Nordic skiing with stunning views. Snowshoeing and snowmobiling are also popular activities, allowing visitors to explore the winter landscape in a more leisurely fashion. For those interested in history and culture, Woodford and the surrounding Bennington County are rich in heritage. The area is dotted with historic sites, charming antique shops, and artisanal craft stores, reflecting the region's strong tradition of craftsmanship and Americana. Accommodations in Woodford range from cozy bed and breakfasts to rustic lodges, each offering a warm welcome and a taste of local hospitality. The town's dining scene, though modest, provides hearty meals and a chance to savor Vermont's farm-to-table cuisine, with an emphasis on fresh, locally-sourced ingredients. Woodford's location also makes it an ideal base for exploring the broader attractions of Southern Vermont. Nearby towns like Bennington and Manchester offer additional shopping, dining, and cultural experiences, including the Bennington Museum and the historic Hildene estate. In essence, Woodford, Vermont, is a destination that promises tranquility, natural splendor, and a touch of New England charm. It's a place where time slows down, and the beauty of the mountains and forests takes center stage, offering a truly restorative travel experience.
Woodford, Vermont, nestled in the Green Mountains, experiences a humid continental climate, which brings distinct seasonal changes and a variety of weather conditions throughout the year, making it a picturesque destination for those who appreciate the outdoors in all its seasonal glory. Winter in Woodford, from December through February, is a snow lover's paradise. Temperatures often hover between 10°F and 30°F, and the area can receive significant snowfall, averaging over 80 inches annually. This creates ideal conditions for winter sports like skiing and snowshoeing, especially at nearby resorts. Spring, from March to May, sees a gradual thaw as temperatures rise from the 30s to the 60s°F. This season can be quite variable, with late snowfalls possible in March and early April, followed by a period of melting and occasional rain showers that rejuvenate the landscape. The humidity remains relatively low, making it a refreshing time to witness the awakening of local flora. Summer, from June to August, offers warm and pleasant weather, with temperatures ranging from the high 50s to the low 80s°F. Humidity levels can rise during this season, but the mountainous terrain often provides a cooling respite. This is the perfect time for hiking, fishing, and exploring the natural beauty of the area, including the lush forests and clear mountain streams. Autumn, from September to November, is arguably the most popular and visually stunning time to visit Woodford. Temperatures cool to a comfortable range between the 40s and 60s°F, and the humidity drops, providing crisp, clear days. The highlight of this season is the spectacular fall foliage, as the leaves turn vibrant shades of red, orange, and yellow, drawing leaf-peepers from all over. The most popular weather conditions are prevalent during the autumn months when the foliage is at its peak and the climate is especially pleasant. However, each season in Woodford has its own unique appeal, from the snowy landscapes of winter to the verdant greenery of summer. Visitors are advised to pack accordingly for the season and to be prepared for the occasional weather surprise that the mountains can bring.
Woodford, Vermont, may not be as well-known as some larger cultural hubs, but it offers a unique and intimate experience for travelers seeking arts, history, and local customs. Nestled in the Green Mountains, Woodford is a small town that provides a serene backdrop for a culturally rich getaway. For history enthusiasts, the surrounding Bennington County is steeped in historical significance. The Bennington Battle Monument, just a short drive away, commemorates a pivotal Revolutionary War battle. Visitors can climb to the top for panoramic views and delve into the area's past at the adjacent museum. Art lovers will appreciate the proximity to Bennington, where the Bennington Museum showcases the largest public collection of Grandma Moses paintings in the world, alongside a diverse array of works from other regional artists. The museum's galleries offer a look into the artistic heritage of Vermont, from folk art to modern pieces. Local customs and traditions can be experienced firsthand at the numerous community events and festivals that take place throughout the year. The nearby town of Bennington hosts the annual Bennington Arts Weekend, where visitors can enjoy live music, gallery hops, and artist demonstrations. The Southern Vermont Garlic and Herb Festival is another local favorite, celebrating the region's agricultural roots with food, crafts, and entertainment. Live music can be found at cozy venues in the surrounding towns, where folk and bluegrass reflect the region's musical traditions. For a more classical experience, the Sage City Symphony in Bennington offers free concerts, featuring both traditional compositions and new works by local composers. Woodford and its environs are also home to a number of artisan shops and studios. Travelers can explore these small businesses and meet the artists and craftspeople who draw inspiration from the natural beauty of Vermont. Handcrafted pottery, textiles, and woodworking are just a few examples of the local craftsmanship available. While Woodford itself is a quiet retreat, its location provides easy access to a variety of cultural experiences in the Green Mountain State. It's a place where the pace of life slows down, allowing visitors to savor each cultural encounter and immerse themselves in the local way of life. Whether it's through exploring historical sites, enjoying the arts, or participating in local traditions, Woodford, Vermont, offers a charming and authentic cultural journey.
Woodford, Vermont, nestled in the Green Mountains, offers a serene escape for families seeking outdoor adventures and a chance to connect with nature. This picturesque destination is ideal for children who love to explore and parents who appreciate the tranquility of the great outdoors. Begin your family adventure at the Woodford State Park, where the clear waters of Adams Reservoir invite you to swim, kayak, or paddleboard. The park's gentle hiking trails are perfect for little legs, and the chance to spot local wildlife will thrill young nature enthusiasts. In the winter, the park transforms into a snowy wonderland, with opportunities for snowshoeing and cross-country skiing. For a unique experience, visit the Southern Vermont Natural History Museum, a short drive from Woodford. Here, children can learn about the region's wildlife through engaging exhibits featuring live animals and a collection of over 600 mounted specimens. The museum's interactive displays and educational programs make learning about ecology and conservation fun for all ages. The nearby Harriman Reservoir offers another splendid spot for family recreation. With its calm waters and scenic surroundings, it's an excellent place for a picnic, a swim, or a leisurely boat ride. The reservoir's many coves and inlets are perfect for exploring and provide a peaceful setting for fishing. If your family enjoys winter sports, the Prospect Mountain Nordic Ski Center is a must-visit during the colder months. With trails for all skill levels, it's a great place for children to learn cross-country skiing or for the whole family to enjoy a day gliding through the snowy landscape. For a taste of local culture, the Bennington Center for the Arts is just a short drive away and offers a variety of kid-friendly events and workshops throughout the year. The center's exhibits and performances provide a wonderful introduction to the arts in a family-friendly environment. Woodford and its surrounding areas offer a delightful mix of outdoor fun, educational experiences, and cultural activities that are sure to create lasting memories for your family. Whether you're paddling on a quiet lake, hiking through lush forests, or learning about local wildlife, Woodford, Vermont, is a destination that invites families to enjoy the simpler pleasures of life together.
Woodford, Vermont, is a serene destination that offers a wealth of outdoor activities and natural wonders for those who seek to immerse themselves in nature's beauty. Nestled in the Green Mountains, Woodford is a haven for outdoor enthusiasts and nature lovers alike. The Green Mountain National Forest is a highlight of the area, providing a vast playground for hikers, campers, and wildlife watchers. With its dense forests, clear streams, and a variety of trails, visitors can enjoy the tranquility of the wilderness. The Long Trail and Appalachian Trail both pass through this region, offering challenging hikes and stunning vistas. For those interested in water-based activities, Woodford is near the Harriman Reservoir, where you can indulge in kayaking, canoeing, and fishing. The reservoir's clear waters are surrounded by lush forest, making it a picturesque spot for a day on the water or a peaceful picnic on the shore. During the winter months, Woodford transforms into a snowy wonderland, attracting cross-country skiers and snowshoers to its well-maintained trails. Prospect Mountain Nordic Ski Center is a popular destination, with trails catering to all skill levels and offering panoramic views of the surrounding landscape. Birdwatching is another activity that draws visitors to Woodford. The diverse habitats in the area support a wide range of bird species, making it an ideal spot for both amateur and experienced birders to explore and enjoy the local avian population. For a more leisurely outdoor experience, Molly Stark State Park provides scenic drives, picnic areas, and short walking trails. The park's namesake, the Molly Stark Trail, is a scenic byway that winds through the Green Mountains, offering breathtaking views, especially during the fall foliage season. Woodford is also a gateway to exploring the nearby Bennington area, where you can visit the Bennington Battle Monument or explore the charming downtown with its local shops and historic sites. In Woodford, Vermont, the natural world is at your doorstep, offering a peaceful retreat and a chance to reconnect with the great outdoors. Whether you're trekking through the forest, paddling on a quiet lake, or simply enjoying the mountain air, Woodford is a destination that truly celebrates the splendor of nature.
Woodford, Vermont, is a quaint and picturesque destination nestled in the Green Mountains, offering a serene escape into nature. As a small town, transportation options are more limited compared to larger cities, but there are still several ways to arrive and explore the area. Most travelers coming to Woodford will likely arrive by car. The town is situated near Route 9, which is the main thoroughfare connecting it to other parts of Vermont and neighboring states. Driving provides the flexibility to explore the surrounding areas at your own pace, including the nearby Green Mountain National Forest and the historic town of Bennington. For those who prefer not to drive, the nearest major airport is Albany International Airport in New York, about an hour's drive away. From there, renting a car is the most convenient option to reach Woodford. There are no direct public transportation services from the airport to Woodford, so a taxi or ride-sharing service would be necessary for the final leg of the journey. Within Woodford itself, there is no public transportation system, so having a car is advantageous for getting around. The town's rural nature means that amenities and attractions are spread out, making it less walkable for a typical visitor. However, for those who enjoy hiking and outdoor activities, there are trails and natural sites within walking distance from some of the local accommodations. For visitors without a car, cycling can be an alternative, though it's important to be prepared for hilly terrain and to have the necessary gear. The scenic roads and trails offer a rewarding experience for those who are up for the challenge. In summary, while Woodford is not a hub of transportation, its charm lies in its remote and tranquil setting. A car is the most practical way to explore the area, providing access to the natural beauty and attractions that make this part of Vermont so special. For those seeking a peaceful retreat in the countryside, Woodford is a delightful destination that promises a slower pace and a chance to reconnect with nature.

Woodford FAQs

Woodford, Vermont, is a haven for outdoor enthusiasts. Visitors can enjoy activities such as hiking the trails in the Green Mountain National Forest, fishing in Woodford Lake, cross-country skiing or snowshoeing at Prospect Mountain Nordic Ski Center, and camping at Woodford State Park. The area is also known for its scenic drives, especially during the fall foliage season.
The best time to visit Woodford for fall foliage is typically from late September to mid-October. This is when the leaves are changing colors, and the scenery is particularly breathtaking.
Woodford has a range of accommodations, from cozy bed and breakfasts to cabins and lodges. There are also camping options available at Woodford State Park for those who prefer to be closer to nature.
Dining options in Woodford are limited due to its small size, but nearby towns such as Bennington offer a variety of restaurants ranging from casual eateries to fine dining. Visitors can also find local Vermont specialties like maple syrup products and farm-to-table meals.
Yes, Woodford is great for family vacations. The area offers plenty of outdoor activities that are suitable for all ages, such as hiking, fishing, and skiing. The state park also has a playground and picnic areas.
Woodford is rich in wildlife. Depending on the season, you might see white-tailed deer, moose, black bears, wild turkeys, and a variety of bird species. Always observe wildlife from a safe distance and follow local guidelines.
Woodford itself may not host many large events or festivals, but the surrounding areas, including Bennington, have seasonal events such as the Bennington Battle Day Parade in August, arts and crafts festivals, and farmers' markets. The fall season often brings harvest-related festivities as well.

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Vacation Rentals Near Woodford

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