Vacation rentals in Whitingham, VT with free parking

Vermont Post & Beam Home | Wood-Burning Stove | 25 Mi to Battleboro Located just north of the Berkshires, this 4-bedroom, 2.5-bath Whitingham vacation rental ensures easy access to all-season recreation! The hand-built home has plenty of rustic charm and all the modern amenities for a relaxing stay — the perfect place to unwind after a day of adventure. Enjoy summer fun on Lake Whitingham — just 6 miles away — or pack your skis for a day at Berkshire East or Mount Snow! -- THE PROPERTY -- MRT-11153470-001 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed - Bedroom 4 (Access Via Ladder): 2 twin bunk beds INDOOR LIVING - Smart TV - Wood-burning stove (wood provided) - Dining table OUTDOOR LIVING - Deck w/ dining table - Private yard - Fire pit - Wooded views KITCHEN - Refrigerator, stove/oven, dishwasher - Drip coffee pot, blender, toaster oven, microwave - Cooking basics, dishware & flatware - Trash bags & paper towels GENERAL - Free WiFi - Central heating, ceiling fans - Washer & dryer, linens, towels - Complimentary toiletries, hangers - Jacuzzi tub (primary bathroom) - Keyless entry FAQ - No A/C - 1 exterior security camera (facing out) ACCESSIBILITY - 2 steps for entry - 3-story home, all bedrooms on 2nd & 3rd floors PARKING - Driveway (6 vehicles) -- THE LOCATION -- - 1 mile to Sadawga Lake - 6 miles to Lake Whitingham - 7 miles to Wilmington - 14 miles to Berkshire East & 16 miles to Mount Snow Resort - 25 miles to Brattleboro - 68 miles to Albany International Airport -- REST EASY WITH US -- Evolve 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 2 steps for entry. Interior stairs are required to access the 2nd-floor bedrooms and bathrooms, and a ladder is required to access the 3rd-floor bedroom - The property has ceiling fans but does not offer air conditioning - Your safety matters. This property features 1 exterior security camera located on the garage facing outward toward the house. It does not look into any interior spaces. The camera records audio and video when motion is detected

Family Friendly Chalet perfect for all season’s . Minutes from Beautiful Wards beach at Lake Whitingham and 15 minutes from Mt Snow and the Hermitage mountain Skiing. 5 minutes from quintessential Vermont town of Wilmington Summer: Walk to the amazing non developed lake. you can Kayak, boat, fish. Stream runs along the property. Pond in the rear of the property. Winter: Snowmobile & snowshoe right outside the door. 15 Minutes from MT Snow and the Hermitage club Fall: Foliage, Hiking, Breweries 6 Bedroom/2 Bath sleeps up to 18 guests. Ground level- bedroom#2,3,4 1st level- bedroom#1 2nd Level- bedroom#5,6 New Hot Tub right outside the Master bedroom in the ground level * - Primary renter must be 30 and over *- Pets will be considered( Type, size, etc) for a fee of $75/ up to 3 night stay. $150 for anything over 4 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- 11212134-002

This jaw-droppingly beautiful lake side home is a rare find on Lake Whitingham. Enjoy breathtaking views of the undeveloped lake with only a few homes in sight from the shore. An easy walk will take you to the semi-private beach, providing ample opportunities for swimming, fishing, and watersports. The home is perfectly situated only minutes away from the Town of Wilmington for shopping and entertainment, and from Mt Snow or The Hermitage Club for skiing or other mountain activities. For larger groups, inquire about combining this amazing property with the charming Carriage House, allowing for accommodations for up to twelve people. Don’t miss out on this incredible opportunity to make this distinctive property your own! -Primary renter must be 30 and over and will be required to sign a rental agreement with photo ID. - 4X4 or AWD is required in the Winter Months *- 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

Award winning architect designed home with 3 master bedroom suites and 2 large bedrooms with bunk beds. Soaring ceiling in living room with beautiful hearth fireplace, open floor plan with dining room for 10 and additional seating for 6 more on sun porch and kitchen. Large family room in lower level with ping pong table. Beautiful lake views from every room in the house. Private lake front area with Firepit. Adjacent to Sandy beach with swim platform. Minutes from Downtown Wilmington. Split unit A/C’s on the bottom and main levels. Window units on the top 2 bedrooms * - Primary renter must be 30 and over *- Once Booking is confirmed a rental agreement will be required to be signed with a photo id *- 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. Summer Rentals : Linens and towels will be provided and folded on each bed for same day turnovers. *- MRT-11212134-001

Searching for famed winter activities and warm weather fun? Look no further than Jacksonville and stay at this 3-bed, 2-bath vacation rental cabin. The property boasts a large deck with views, grill, comfortable accommodations, and a tranquil location. Browse designer outlets, village greens, old general stores, go hiking, peruse galleries, attend live performances, check out glass blowing, go wine tasting and try all the samples you can get your hands on - this is cheese country after all! -- THE PROPERTY -- MRT-11153470-001 | Free WiFi | 2,000 Sq Ft Perfect for a couples retreat or a family reunion, this cabin provides all the comforts of home and a central location to everything outdoors. Bedroom 1: Queen Bed | Bedroom 2: Full Bed | Bedroom 3: 2 Twin Beds | Living Room: Sleeper Sofa | Additional Sleeping: Pack 'n Play INDOOR LIVING: Air conditioning, flat-screen cable TV, wood-burning fireplace OUTDOOR LIVING: Wraparound deck, patio furniture, charcoal grill, lake view, mountain views GENERAL: Linens/towels, washer/dryer, chairs, umbrella, books, essentials, hairdryer, hangers, laundry detergent, VCR, window A/C units (seasonal), automatic full-house generator KITCHEN: Well-equipped, stainless steel appliances, new dishwasher, ample counter space, coffee maker, cooking basics, Crock-Pot, blender, spices, 8-10 person dining table FAQ: No swimming or skating on pond PARKING: Driveway (4 vehicles), RV parking -- THE LOCATION -- SKI RESORTS: Mount Snow Grand Summit Resort (13.7 miles), Prospect Mountain Ski Area (19.4 miles), Bromley Mountain Ski Resort (39.3 miles), Maple Valley Ski Area (21.1 miles), Magic Mountain Ski Area (42.8 miles), Living Memorial Park Snow Sports Ski Area (15.8 miles) OUTDOOR RECREATION: The Deerfield Valley Sportsman Club (4.3 miles), Harriman Reservoir (8.6 miles), Gates Pond (0.5 miles), Molly Stark State Park (5.4 miles), Husky Works Mushing Company (19.9 miles), Woodford State Park (16.1 miles), Natural Bridge State Park (27.0 miles), Green Mountain National Forest (28.7 miles), kayaking, canoeing, snowmobiling, tubing ATTRACTIONS: Flames Stables (5.3 miles), Southern Vermont Natural History Museum (6.7 miles), Creamery Covered Bridge (15.7 miles), The Old First Church (27.6 miles), Honora Winery (2.4 miles), Mount Snow Golf Club (Nationally acclaimed golf school) (12.9 miles) AIRPORT: Albany International Airport (67.5 miles) -- REST EASY WITH US -- Evolve 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 of any kind anywhere on the property - No pets allowed - No events, parties or large gatherings - Additional fees and taxes may occur - Photo ID may be required upon check-in - Meals & Rooms Tax ID: MRT-11019980-001 - NOTE: The window A/C units are seasonally available in the summer - NOTE: Guests are not permitted to swim in or ice skate on the pond on the property, as it poses a safety concern Licence number: MRT-11019980-001

Completely remodeled lake house. Situated on 12 acres with beautiful views of Lake Raponda. Whether you like to canoe, kayak, sail, bike, hike or just want to relax on the deck in the hot tub, this 4 bedroom, 4 bathroom lakefront home is perfect for families or groups of friends. Remember to bring your fishing gear for a lake full of rainbow trout. 2 car garage with plenty of outside parking. Pet Friendly! Minutes from MT SNOW and the Hermitage club - Primary guest must be 30 and over - Pets are considered (Size, type). Please inquire about your pet prior to booking. $100/pet for first 3 nights. $150/per pet over 3 nights - Once booking is compete a rental agreement will be required with Photo ID. *- A preauthorization charge of $1000 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

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 & 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'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 -- Evolve 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 - 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.

All-Season Fun | Steps to White Water Rafting | Wraparound Deck | 2-Acre Plot Crisp mountain air, sleek finishes, and endless adventure await at this Monroe Bridge vacation rental. Perfectly tailored for outdoor enthusiasts, this cabin places you just steps from the Deerfield River drop zone and hiking trails. Spend your days ziplining at Berkshire East Mountain Resort or exploring the Hoosac Range, then head back to unwind by the fire. Travel in style and book your Berkshire escape today! -- THE PROPERTY -- 0-349-791-328 MAIN FEATURES - Furnished wraparound deck w/ gas grill - Private yard w/ wood-burning fire pit - Smart TV - Electric fireplace - Breakfast bar, dining table & desk - Satellite WiFi - Washer/dryer KITCHEN  - Stove/oven, refrigerator, microwave - Keurig coffee maker (starter coffee provided) - Dishware/flatware ACCESSIBILITY - Single-level home, 6 steps to enter PARKING - Driveway (4 vehicles) - Snowmobile parking under deck - No garage access -- THE LOCATION -- - Secluded 2-acre plot w/ paved road access - 0.2 miles to Deerfield River White Water Rafting Drop Zone - 0.5 miles to Hoosac Range & Deerfield River Valley snowmobiling/hiking networks - 10 miles to North Adams's downtown area - 12 miles to Joe Wolfe Field complex - 15 miles to Berkshire East Mountain Resort - 19 miles to Mount Snow Resort - 24 miles to Prospect Mountain Ski Area -- REST EASY WITH US -- Evolve 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 SECURITY CAMERA INFORMATION - 1 exterior device - Location: front door - Coverage: entry Licence number: C0594551900

Neo-Eclectic 1980s Farmhouse | 3-Story Solarium | Billiards & Ping-Pong | 8,000+ Sq Ft Elevated mountain living awaits at this extraordinary 3-bed, 3-bath estate! This expansive contemporary home sits on 13 scenic acres, complete with winding trails, a spring-fed swimming pond, and a fire pit perfect for s'mores under the stars. After adventurous days at Mt. Snow or Lake Raponda, retreat to the converted art gallery, now a stylish lounge with a performance stage, pool table, and ping-pong. -- THE PROPERTY -- MRT-11153470-001 SLEEPING ARRANGEMENTS - Bedroom 1: 1 full bed - Bedroom 2: 1 king bed - Bedroom 3: 1 queen bed OUTDOOR LIVING - Deck, 2 balconies - Gas grill, wood-burning fire pit - Lounge furniture, patio umbrella - Yard space, 2 ponds ATTACHED BUILDING - Desk w/ laptop & printer, wine cooler - Living area w/ Smart TV - Pool table, ping-pong table - Bar w/ seating INDOOR LIVING - Sunroom, interior balcony - Smart TVs w/ cable, fireplace (decorative) - 2 dining tables, breakfast bar - Vanity (bedroom 2) - Clawfoot bathtub, 2 shower/tub combos - Board games, books KITCHEN - Stovetop, oven, refrigerator, dishwasher - Cooking basics, dishware/flatware - Drip coffee maker (starter coffee provided), tea kettle - Blender, Crockpot, microwave, toaster, toaster oven, water filter, spices GENERAL - Free WiFi - Mini-split A/C & heating units (main house), oil-sourced radiant heat (gallery space), ceiling fans - Complimentary toiletries, hair dryer - Washer/dryer, laundry detergent, hangers, iron/board - Linens/towels, trash bags/paper towels FAQ - No fence around ponds ACCESSIBILITY - Multi-level home, exterior staircase to enter - Bedroom & full bathroom on 1st floor PARKING - Garage (2 vehicles) - Driveway (4 vehicles) -- THE LOCATION -- - 2 miles to Molly Stark State Park & Mt Olga - 3 miles to Wilmington Village Historic District - 11 miles to Mount Snow Resort & 24 miles to Stratton Mountain Resort - 12 miles to Harriman Reservoir: boating, fishing, kayaking, swimming - 64 miles to Albany International Airport -- REST EASY WITH US -- Evolve 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 multi-level home requires an exterior staircase to enter. It features a bedroom and a full bathroom on the 1st floor - The fireplace is unavailable for guest use - This property may not be suitable for young children due to the unfenced pond areas

Discover a cozy and private retreat in the heart of Vermont perfect for all seasons! Set on seventeen acres just minutes away from Lake Raponda and Mt. Snow, this house is ideal for travelers of all ages seeking a peaceful escape. Enjoy unlimited entertainment in the newly completed ground level rec room, fitted with an Xbox gaming system, 55" TV, foosball table and board games. The four bedrooms on the first floor feature comfortable queen beds, making the house accessible to guests of any age and mobility! *- Your pet is welcome (restrictions apply) and fees apply. Please inquiry about your pet prior to booking * A rental agreement will be required upon booking, and a pre-authorization charge of $1000 will be placed on the staying guest’s credit card in lieu of a security deposit. *- You can save a 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