
Pet-friendly holiday rentals in Wilmington
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Top-rated pet-friendly home rentals in Wilmington
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Snug Chalet - Wi-Fi + Close to Mount Snow
This stylish 1971 chalet is a country retreat with modern comforts for you and your family... complete with strong WiFi and a fenced-in dog yard! The minimal cabin is tucked in the trees and set up for families and friends, pet & kid-friendly. 10-15 Minutes to Mount Snow 10-15 Minutes to Downtown Wilmington This is a country house, not a boutique hotel :) If booking during winter or spring months, we HIGHLY recommend a 4wd vehicle as the weather can cause some tough road conditions (snow/mud).

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

Spacious Loft with View
Located off a quiet dirt road, this rental features a great view of Putney Mountain, a private Hot Tub(exclusive to just the loft), miles of trails right from your doorstep, & a private rock quarry with swimming spot! Nestled amongst 100+ acres of conserved forest, with many VT destinations just minutes away, we are at the top of a hill overlooking the Putney Mountain ridge line.Just a 7 minute drive to downtown Putney and 20 minutes to Brattleboro.Landmark College (6min) & Putney School (12min)

Log Cabin, King Beds & 7 Min from Stratton Mtn
Kick back and relax in this calm, stylish, newly built log cabin which was finished in early 2022. Fully equipped with stainless steel appliances, soapstone counters, central a/c, all new furniture, mattresses and bedding. First floor master bedroom leads into a large, covered, screened in porch, which is perfect for your early morning coffee or evening cocktails. Starlink high speed Wi-Fi and a smart tv in the living room and bedroom. 7 Minutes from Stratton Mtn, 15 from Mt Snow. Nearby lakes!

Mountain View Retreat: 5 Mi to MT Snow, Hot Tub
Come escape to Wilmington, Vermont. Stunning views of Mt. Snow, a small stream, and a large hot tub on 12 secluded acres. Only 10 minutes to Mount Snow and 30 minutes to Stratton our home is the perfect getaway for your VT adventure with all of your family and friends. Come ski, snowboard, snowmobile, hike, kayak, mountain bike, swim, or fish just minutes away! After your long day exploring come relax in the hot tub, by the fire, in the game room, or just out on our deck taking in the sunset!

Vermont Farmhouse •Walk to Village & Hiking Trails
Experience the magic of this restored 1860s Vermont farmhouse, where historic charm meets modern luxury. This 1,700 sq ft retreat offers 2 cozy bedrooms, 2.5 baths, and sun-drenched living spaces. Relax in Adirondack rockers on the expansive deck, explore 280 acres of woodland trails right outside your door, or take a short stroll into the village. Later, gather at the fire pit for s’mores under the stars. Welcome to your quintessential New England escape at The Vermont Farmhouse.

Rustic Cabin in foothills of Green Mountains
Rennsli Cabin is off grid + nestled on a forested plateau in the foothills of the Green Mountains. You will feel like you are in the middle of nowhere, unplugged and able to regenerate. Kitchen is equipped with cooking essentials, water, coffee, tea, milk, fresh eggs + homemade soap. It has an indoor compost toilet, outhouse + outdoor shower (May-Oct) Most seasons, the cabin is 100ft from parking, but weather conditions may require an 800 ft walk from parking at main house.

Private Brook Chalet: Hot Tub, Fire pit, Mt. Snow
The Brook House Vermont is set back in the trees and unbelievably cozy. It's a place to reconnect while listening to the brook. To enjoy big meals, conversations, and games by the fireplace. To bask in the sun or do yoga on the deck, or gaze into dark, starry skies from the hot tub and fire pit at night. There's skiing mins away at Mount Snow, swimming at Harriman Reservoir, as well as hiking, golf, mountain biking, antiquing, breweries, and some of the best food VT has to offer.

Mt Snow Chalet: Peaceful Escape w/Hot Tub
Escape to the serene beauty of Vermont's Green Mountains at the Mount Snow Chalet, a charming retreat nestled on a private wooded lot in the desirable Chimney Hill community of Wilmington. 🏠🌳 Just minutes from the slopes of Mount Snow, our chalet offers the perfect blend of rustic charm and modern amenities for an unforgettable getaway. Designed with love and care, we invite you to relax and stay awhile! 🥰

Chalet with Hot Tub and Game Room
Escape to The Sugar Maple Chalet, a stylish modern retreat in Wilmington, VT, perfect for families & groups. Just minutes from Mount Snow, this 4-bed, 3-bath home offers a private hot tub, stone fireplace, and a game room. Enjoy fast Wi-Fi for remote work and resort amenities like an indoor pool. Your ideal base for skiing, hiking, and exploring Southern Vermont.

Chalet Mount Snow/Stratton Skiing/hiking
—>(Sleeps 8) Mountain Chalet vibes with exposed wood beams. —>Wood pellet stove —>Mount Snow 14 mins away —>Stratton 37 mins away —>King Bed, Queen bed and sofabed —>Bunk bed room with Arcade Game —>Fully equipped kitchen —>Mountain views —>Adirondack chairs with Solo Stove smokeless firepit —>Firewood Provided —>Smart TV

Walk to Village/Lake Whitingham
The garage apartment is comfortable, clean and pet-friendly. Great for weekend getaways; we are just a stroll away from the lake or the village and a short drive to Mount Snow. The Moover is a local free bus to Mount Snow ski resort, Brattleboro and Bennington and is easily accessible at the traffic light.
Popular amenities for Wilmington pet-friendly home rentals
Pet-friendly house rentals

A paradise in the woods, minutes from MASS MoCA

Pinecone Pond 30 min ski Mt Snow, 45 to Stratton

Quaint One-Story Vermont House with Mountain View

The Post Haus: one-of-a-kind modern VT experience

Hot Tub & Game Room - Ski Mt. Snow/Stratton

Forest Lane - Roomy Mt Snow Home with Hot Tub

Summit View Ski and Golf Retreat w/hot tub & Sauna

Private Hot Tub, 2 Min to Mt Snow, Cozy Fireplace!
Pet-friendly home rentals with a pool

The 1770 House

Rustic Sunny Vermont Home near Mount Snow

Leonard’s Log - Private Hot Tub, Fire Pit, A/C

Bear Tracks Cabin - VT Escape

Beautiful rustic woods and fields retreat.

Cozy Vermont Antique Sugar House with Fireplace

“Sugar Maple” Rustic 4x4 Cabin Getaway, Fireplace

Hollywood Bungalow in the Berkshires #C0191633410
Private, pet-friendly home rentals

Lake View Ski Chalet - Near Mount Snow & Downtown

Vermont Village Retreat Near Mount Snow

Ski & Play in Style-Luxury Mt. Snow Getaway-HotTub

Brook Haven Retreat - Minutes to Mt Snow&Stratton

Home 5 min from The Hermitage, 8 min from Mt. Snow

Central & Stylish 3 Bedroom Retreat |Winter Chalet

Vermont Log Cabin- New Construction w/ EV charger!

The Greylock Cabin
When is the best time to visit Wilmington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $409 SGD | $430 SGD | $344 SGD | $250 SGD | $255 SGD | $257 SGD | $264 SGD | $295 SGD | $285 SGD | $322 SGD | $331 SGD | $444 SGD |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
Quick stats about holiday rentals that are pet-friendly in Wilmington

Total holiday rentals
Explore 150 holiday rentals in Wilmington

Nightly prices starting at
Wilmington holiday rentals start at $115 SGD per night before taxes and fees

Verified guest reviews
Over 8,320 verified reviews to help you choose

Family-friendly holiday rentals
120 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
150 of Wilmington holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wilmington rentals

4.9 Average rating
Wilmington stays are highly rated by guests – averaging 4.9 out of 5!
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- Pet-friendly rentals Windham County
- Pet-friendly rentals Vermont
- Pet-friendly rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Monadnock State Park
- Stratton Mountain Resort
- Mount Snow Ski Resort
- Bousquet Mountain Ski Area
- Saratoga Spa State Park
- Fox Run Golf Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Norman Rockwell Museum
- Naumkeag
- Berkshire Botanical Garden
- National Museum of Racing and Hall of Fame
- June Farms
- Hancock Shaker Village
- New York State Museum
- MVP Arena
- Rensselaer Polytechnic Institute
- Congress Park
- Emerald Lake State Park




