
Vacation rentals with a kayak in Wilmington
Find and book unique kayak rentals on Airbnb
Quick stats about vacation rentals with a kayak in Wilmington

Total vacation rentals
Explore 20 vacation rentals in Wilmington

Nightly prices starting at
Wilmington vacation rentals start at ﺩ.ﺇ 624 per night before taxes and fees

Verified guest reviews
Over 810 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Wilmington vacation rentals include wi-fi 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!
Top-rated kayak rentals in Wilmington
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

The Grafton Chateau
Welcome to the Grafton Chateau, a gorgeous secluded and private country retreat for all of your family and friends. With six bedrooms and a den, four baths, two fireplaces, a sauna and a large private pond beautifully situated on 67 acres of woodlands, the Grafton Chateau is the perfect comfortable home base for ski trips, hiking, antiquing, or just enjoying the scenery while you sit around the fire pit. The garage has outdoor recreation gear, like snowshoes and sleds. The den has a variety of toys, and games for kids and adults. The whole house, sauna house, barn and all 67 acres are all yours! We are always available by phone, text, or email if you have any questions. Grafton is just about the most charming Vermont town you can find and is convenient to four ski mountains and every other outdoor activity you can imagine.

Peaceful VT Chalet w/ Mountain View’s
Our Peaceful chalet has everything you need. A fully equipped kitchen, 3 bedrooms, 2.5 baths, 2 living rooms, elec heat fireplace, outdoor fire pit, washer, dryer, Roku TV’s, great fiber optic internet. Accessible ATV/ snowmobile trails from property. 20 miles to Mt. Snow. Short driving distance to popular golf courses, shops, restaurants,breweries, kayaking, fishing, hiking, white water rafting ect An ideal base to explore the Green Moutain National Forests (VT) or the Berkshire Mountains (MA).

MtSnow* HotTub* Pool * AirHockey* PingPong * Darts
Welcome to our ❄newly listed❄lodge style home! HOT TUB✅ Our home is located on private 2.6 acre lot with beautiful views of Mount Snow in the distance. Our home offers easy access to night life/restaurants and much more. Whether you are skiing, hiking, biking, kayaking or just enjoying the fresh Vermont air, you'll love the comfort of our home. Enjoy a space that is truly convenient, comfortable, child-friendly and fun for you to enjoy during your hard-earned vacation time in southern Vermont!

Lakeview Cabin in the Mountains - beautiful
Lovely log sided cabin situated across from Woodford lake with view. Large Great room cathedral ceiling, halfmoon window, pine ceiling & floors, dining table,woodstove, corner gas fireplace, full kitchen. Beautiful ambiance, rustic yet elegant. 2 bedrooms, full bath with clawfoot tub, romantic sleeping loft w sitting area. Basement play area heated with 2 beds for children. Central heat, washer/dryer TV/Roku, ceiling fans. Great getaway for nature lovers, skiers, snowmobilers, hikers. Wifi.

Game Room, near skiing and lake, walk to downtown
This updated home exhibits rustic charm while also being situated in the perfect location. Spend time with friends and family in this 5 bd, 2 bath home that boasts a large kitchen / dinning room for entertaining. Enjoy the nearby skiing, lakes, hiking within a few miles. Walking distance to downtown where you will be enamored by the many restaurants, bars, breweries, and shops. There is also a one of a kind gameroom with enough room for all! Come experience Vermont the way it should be.

Vermont Country Cottage(Near Village w/Magic View)
This cute, country cottage offers 2 bedrooms, 1 bath with a treehouse loft in the bunk room. The floors are wood, kitchen is custom built with stainless steel appliances, bathroom vanity is custom built using the original kitchen sink from the home, and the twin size bunks are built in as well. There is a very large yard. There are 4 ski resorts within 20 minutes, the Weston Country Store and play house are 5 minutes up the road, and you can walk to the local farmers market every Saturday.

“Heaven on the Hill” Lake view from every room
Lake view from every room. Huge deck to enjoy the beautiful view of the mountains, lake, and stars. Covered porch for comfortable outdoor dining. Walk down a lovely dirt road to fish or swim in the Herriman Reservoir. Use our kayaks or rent a boat to explore the entire reservoir from the local marina. Try out a hike or biking on one of Wilmington's many trails, or spend a day at Mt.Snow on their great mountain. 1.2 miles from the village of Wilmington. 4 wheel drive necessary in snow/ice.

Governer's Brook Camp - 2 Bedroom
Renovated camp, 800 sq ft, near Brattleboro VT & Lake Spofford NH. Hiking trails start at the backyard. I15 minutes to Brattleboro, 5 minutes to the boat ramp on Connecticut River, 15 minutes to Lake Spofford, and 50 minutes to Mt. Snow. Across the road is a (seasonal) tumbling waterfall and gorge called “the Devils Den”. The backyard leads to woodlands with miles of trails. Enjoy a relaxing evening by the firepit overlooking the brook. Or outdoor cooking on a propane grill. ...2 Kayaks.

Vermont lake house near Mt. Snow-fab 360 views!
Welcome to our fabulous farmhouse on 3 green acres! Enjoy amazing views of Lake Sadawga and the surrounding Green Mountains as you kick back in our cozy stylishly furnished home. The house comfortably sleeps 8+ with 4 bedrooms, 2 full bathrooms, and a finished loft space. We are located off the beaten path on a paved road with multi-car parking. This wonderful year-round retreat is a short drive to skiing at Mt. Snow, boating in Harriman Reservoir, and easily accessible to local amenities.

Cozy Cabin ~16 Mi. to Slopes on 10 Acres of Woods!
Tucked away in the bends of Burrington Hill Road, you’ll find our family’s Whitingham Wonderland, where our Irish touch is sure to make you feel at home and our NYC energy will keep you entertained. Our home is stocked with games for all ages as well as multiple Smart TVs, a fire pit and grill. To enjoy all Vermont has to offer we are only 30 minutes from Mt Snow and 45 from Stratton with the towns of Wilmington & Dover peppered along the way. Come make memories to last a lifetime!

The Hideaway Camp
The Hideaway Camp is a very private cabin on a 100 acre property. There are hiking/x country ski trails on the property and close access to the VAST trails. A scenic 20 acre pond for kayack and canoeing and a brook with a rustic cocktail deck overlooking it. the Jacksonville General store is 2 minutes away and it is warm and friendly with all the groceries you might need. The cabin is well stocked for cooking and with high speed internet you can Watch or stream favorite shows.

The Nest at Birch Quarry
Our home is located mid-way between Dorset and Manchester VT. This mid 70's style home has been remodeled and updated. The rooms are tastefully decorated. New baths, a well appointed kitchen, large dining area, vaulted ceilings, large deck & marble patio w/ fire pit. Private setting surrounded by woods and quarry pond. The access is flat and off a paved road. 3 min to Dorset. 5 min to Manchester. 10 min to VT Horse Show. 15 min to Bromley. 25 min to Stratton.
Popular amenities for Wilmington kayak rentals
House rentals with a kayak

Lake & Mountain View Cabin - Sauna, Hot Tub, Hikes

The Birdhouse Retreat w/Hot Tub

The Cozy Cottage @ Woodford Lake

Mt Snow Ski Home Sleeps 13 with EV Charger Hot Tub

Casa Azul: HotTub, Igloo, Games, Mt Snow 10 Min

Memes High Mountain Lake House

Vermonts Best Cabin at Trail End Ranch

The River House
Cottage rentals with a kayak

Fully renovated 1830's farm house

Tiny Cottage on Spofford Lake

Cottage on Spofford Lake “Barn”

Cottage on Spofford Lake “Library”

Emerald Cottage @ Harriman Reservoir

Modern Luxury on the Lake

Blacksmith Cottage on Spofford Lake

Modern Cozy Cottage minutes from Stratton &Bromley
Cabin rentals with a kayak

Farmhouse Cabin on Spofford Lake

Lakehouse Cabin on Lake Raponda

The Tiny Turnout

Lakefront House with Stunning Views and Great Room

Mount Snow Cabin with Hot Tub on Deck

Spacious Wilmington Cabin: Walk to Lake

Cozy Riverfront Cabin-Ski, Swim, Fish, Float, Hike

New waterfront cabin in Vermont!
When is the best time to visit Wilmington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,609 | ﺩ.ﺇ 1,777 | ﺩ.ﺇ 1,385 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,186 | ﺩ.ﺇ 1,087 | ﺩ.ﺇ 1,080 | ﺩ.ﺇ 1,528 | ﺩ.ﺇ 1,194 | ﺩ.ﺇ 1,337 | ﺩ.ﺇ 1,190 | ﺩ.ﺇ 1,906 |
| 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 |
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Boston Vacation rentals
- Québec City Vacation rentals
- Jersey City Vacation rentals
- Newark Vacation rentals
- Portland Vacation rentals
- Mont-Tremblant Vacation rentals
- Providence Vacation rentals
- Atlantic City Vacation rentals
- Newport Vacation rentals
- Fitness-friendly rentals Wilmington
- Apartment rentals Wilmington
- Rentals with lake access Wilmington
- Rentals with beach access Wilmington
- Waterfront rentals Wilmington
- Rentals with pools Wilmington
- Rentals with outdoor seating Wilmington
- Rentals with a patio Wilmington
- Rentals with breakfast Wilmington
- Rentals with a fireplace Wilmington
- Family-friendly rentals Wilmington
- Rentals with a fire pit Wilmington
- Cabin rentals Wilmington
- Rentals with a washer and dryer Wilmington
- House rentals Wilmington
- Rentals with an EV charger Wilmington
- Rentals with a hot tub Wilmington
- Chalet rentals Wilmington
- Aparthotel rentals Wilmington
- Rentals with a sauna Wilmington
- Pet-friendly rentals Wilmington
- Rentals with a kayak Windham County
- Rentals with a kayak Vermont
- Rentals with a kayak United States
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Berkshire East Mountain Resort
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- June Farms
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Rensselaer Polytechnic Institute
- Saratoga Spa State Park
- Bromley Mountain Ski Resort
- University of Massachusetts Amherst
- Naumkeag
- Norman Rockwell Museum
- MVP Arena
- Mount Monadnock
- New York State Museum
- National Museum of Racing and Hall of Fame
- Smith College
- Emerald Lake State Park





