Large group vacation rentals in Whitingham, VT

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

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

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

This idyllic, lodge-style Wilmington retreat, located on a picturesque 16-acre lot, boasts every comfort of home and breathtaking scenery sure to inspire an unforgettable visit. Delight in plenty of family-friendly fun just outside your door with this property’s easy backyard sledding and snow tubing during the winter months. In addition to Mount Snow, you’ll also find Timber Creek Cross-Country Ski (13 miles) and Berkshire East Mountain Resort (20 miles) offer top-tier skiing and snowboarding. Easy access to the wonderful restaurants and shops of downtown Wilmington. During summer, you’ll have convenient access to hiking and the Harriman Reservoir beach which is a few blocks away, then you can come back and unwind on the spacious patio and the Adirondack chairs, have a barbecue, and revel in the magnificent views of Mount Snow. Inside you’ll feel right at home in the open-concept, cozy living area featuring a breathtaking fireplace, high ceilings, plush furniture, wall-to-wall windows, and elegant cabin decor. Snuggle up with some cocoa by the fire as the snow falls, or break out the board games in the loft. A well-appointed kitchen hosts stainless steel appliances, beautiful wooden cabinetry, and counter seating for effortless home-cooked meals. After a fun day on the mountain, take a rejuvenating bath in the large soaking tub to soothe any sore muscles and kick back on the patio with a glass of wine. Or gather around the firepit for s’mores under the stars! The calm surroundings and gorgeous sunset offer a perfect ending to another magical day of your Vermont getaway. 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. Complimentary snow sleds are in the red shed. Please return after use. Please refrain from using the regular fireplace and only utilize the wood-burning stove. Guests are not permitted to access the garage. Vermont Meals and Room Tax Number: MRT-11472019

Enjoy the water views and the rural vibes at this three-level house in Jacksonville! You’ll be staying just half a mile away from Jacksonville where you can find several convenience stores, dining options, and Honora Winery Retail and Tasting. They offer nice outdoor seating areas for tasting. For winter sports lovers, Berkshire East Mountain Resort is 16 miles south and offers skiing, snowboarding, tubing, and more. The Molly Stark State Park is six miles north and is the right place for some outdoor fun. Camping, hiking, mountain biking, and picnicking are some of the activities allowed in the park. The interior decor with wooden touches throughout the home gives that special country vibe you and your group have been looking for. Kick back and relax in the inviting living room area and spend your nights playing one of the many board games available or watching TV. Log Cabin Escape features a jetted tub, a firepit, and an inviting outdoor dining area on your private, large lawn. RESORT AMENITIES -Pool table THINGS TO KNOW This vacation rental is not equipped with air-conditioning. Vermont Meals and Room Tax Number: MRT-11472019

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

Treat the family to an idyllic Vermont getaway at this stunning cabin in Wilmington. No matter the season, this 4-bedroom, 3-bathroom vacation rental makes the ideal base for maximizing your time outdoors. Spend lazy summer days relaxing beside the private community lake, take in colorful views in autumn, and ski powdery runs at Mount Snow in the winter. To put the cherry on top of a perfect day, spend the evening sipping hot chocolate around the fire — either in the backyard or inside! -- THE PROPERTY -- MRT-11153470-001 | Private Community Beach | Pet Friendly w/ Fee | 11 Mi to Mt Snow Bedroom 1: Queen Bed | Bedroom 2: 2 Twin Bunk Beds | Bedroom 3: King Bed | Bedroom 4: Queen Bed COMMUNITY AMENITIES: Lake access & beach (short walk), tennis court, basketball court, lakeside pavilion, gazebo w/ fire pit, boat house w/ 1 kayak (3-person kayak)OUTDOOR LIVING: Private deck, outdoor dining table w/ umbrella, gas grill (propane provided), large grassy yard, fire pit w/ outdoor seating, covered porch w/ seatingINDOOR LIVING: Smart TVs, stone fireplace, group-friendly dining table, rustic cabin decor, 2 living rooms, built-in pizza oven, floor-to-ceiling windows, ceiling fansKITCHEN: Cooking basics, Keurig & drip coffee makers, dishwasher, stove/oven, refrigerator, microwave, slow cooker, spices, water filter, rice cooker, dishware & flatwareGENERAL: Free WiFi, complimentary toiletries, linens & towels, washer & dryer, radiant/baseboard heating, 2 portable fans, hair dryer, laundry detergent, iron/board, trash bags & paper towelsFAQ: Pet fee (paid pre-trip), 4 exterior security cameras (facing out), quiet hours (9:00 PM-7:00 AM), no A/C, 4WD recommended in winterACCESSIBILITY: Step-free entry via back door, 3-story home, bedroom/bathroom on main floor PARKING: Driveway (6 vehicles) -- THE LOCATION -- ATTRACTIONS: Wilmington Village Historic District (2 miles), The Oxbow Loop (4 miles), Lookout (7 miles), Green Mountain Adventure Challenge (8 miles), Dover Town Park (9 miles), Brattleboro Museum & Art Center (18 miles)SKIING: Mount Snow Resort (11 miles), Jiminy Peak Mountain Resort (46 miles), Bousquet Mountain Ski Area (51 miles), Butternut Ski Area and Tubing Center (68 miles), Pats Peak Ski Area (72 miles)HIKING: Mt. Olga Trailhead (2 miles), Molly Stark State Park (2 miles), Hogback Mountain Conservation Area (3 miles), Mount Haystack Trail (7 miles), Hoosac Range Reserve (30 miles)AIRPORT: Albany International Airport (63 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- Pet friendly w/ $90 fee (+ fees & taxes, max 2 pets)- No events, parties, or large gatherings- Additional fees and taxes may apply- Photo ID may be required upon check-in- NOTE: Please observe quiet hours from 9:00 PM to 7:00 AM- NOTE: This property is heated and offers 2 portable fans, but it does not offer air conditioning- NOTE: Your safety matters. This property features 4 exterior security cameras. These cameras are outward facing and do not look into any interior spaces. The cameras are mounted on the highest level on each side of the home under the roof. They face outward overlooking the property and the surrounding area. The cameras actively record video and audio when motion is detected and will be turned on during your stay- NOTE: This 3-story home offers step-free entry via the back door; however, guests must go through the grass in the backyard. A bedroom and bathroom are located on the main floor- NOTE: The house sits on top of a hill. There is snow removal in the winter, but four-wheel drive or all-wheel drive is recommended in the winter to access the property Licence number: 2024-194

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

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.

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

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's something for everyone to see and do! -- THE PROPERTY -- MRT-11153470-001 | Private Hot Tub | Walk to Hiking Trails | Golfing & 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 & 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 -- 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: 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

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