
Family-friendly holiday rentals in Wardsboro
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Top-rated family-friendly rentals in Wardsboro
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Mountain side acres
10 years of love and affection went into building our 2 bedroom custom home. Sticking with natural products to blend together the beauty of the surrounding area. Lay in bed at night and listen to river that runs the entire length of the property. The house has a full kitchen with seating for 6. Spacious living room for relaxing or admiring one of the many birds that visit all year round. Two upstairs bedrooms and office space. Walkout basement with full entertainment area, hot tub,exercise room.

Glamping Cabin with Hot Tub on Flower Farm
<b>Vermont's Most Wish Listed</b> ﹏﹏﹏ Nestled in a wooded grove on Tanglebloom Flower Farm, this unforgettable glamping-inspired farm stay invites you to escape the everyday & immerse yourself in nature - comfortably. Designed with a clear roof looking up to the trees and screened sides to let in the breeze, the handmade tiny cabin invites you to slow down. Explore southern Vermont's hikes, farmer's markets & swimming holes or stay put. Perfect for a romantic couples retreat or solo getaway.

Cozy Log Cabin Between Mount Snow and Stratton
Charming 3 Bedroom Log Home Located in the Green Mountain National Forest 7 Min. From Mount Snow and 15 Min. from Stratton Mountain. This home offers a large living room and dining room with cathedral ceilings and a wood burning stove nestled into a stone fireplace. Hardwood floors, log walls an ceilings provide the perfect backdrop to this cozy Vermont home. Step onto the back deck and hear the tranquil sounds of the babbling brook or sit on the front porch just enjoying the fresh Vermont air.

Shiny Elk Chalet - near Mt Snow w/ cozy fireplace
The Shiny Elk Chalet is your bright and sunny mountain home located in the Southern VT near the Green Mountain National Forest just 7 miles from Mount Snow Ski Resort, and 13 miles from Stratton Mountain. Rest and relax on a small private cul-de-sac. Huge windows and filled with natural light in the afternoon. Summer: enjoy the firepit and make some s'mores! Grill on our propane grill and enjoy the beautiful stone patio and patio furniture. Explore the local towns, waterfalls, and the VT.

New Cabin in Jamaica
Recently constructed 500sq ft passive solar cabin, 10 minutes to Stratton Mtn., 20 minutes to Mt. Snow and Dover for skiing, shopping, food, or a beer at Snow Republic. Quiet road but very accessible. Perfect area for hiking, biking, relaxing walks along the Ball Mountain Brook or kayaking on Grout Pond or Gale Meadows. Enjoy a campfire in the side yard/former pony corral or relax on the spacious screened in porch. 30 minutes from seasonal farmers market and from Manchester for outlets.

Cabin w/Hot tub, Sauna near Mt.Snow & Stratton.
Rustic cabin situated on a quiet cul-de-sac between Mt. Snow & Stratton Mtns. Features 2 beautiful wood burning fireplaces, sauna, outdoor hot tub & fire pit and Generac stand by generator. Modern kitchen on main floor w/4 bedrooms and 2 full bathrooms . Huge open concept layout perfect for entertaining. Natural light beams in onto the loft and master bedroom just upstairs from the main floor. Basement offers a pull out couch w/ easy access from driveway. Coffee /Firewood included.

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.

Brook Haven Retreat - Minutes to Mt Snow&Stratton
Welcome to Brook Haven Retreat! We are situated directly on Wardsboro Brook, just minutes away from the best skiing and riding, hiking, biking, fishing and relaxation in Southern Vermont.The property features a private fenced yard and deck to take in all the beauty alongside the brook. The home is fully updated with modern conveniences including three sleeping areas, living room, and a fully stocked kitchen. We love and allow well-behaved furry friends in our home!

Vermont Cabin | Hot Tub | Wood Fireplace | Mt Snow
After a full day on the slopes at Mt. Snow or Stratton — or hiking the trails of Green Mountain National Forest right out the back — there's nothing like easing into the private outdoor hot tub while the trees go dark around you. This 4-bedroom cabin is tucked on the edge of the National Forest between both ski resorts, with a wood-burning fireplace, a full kitchen for group meals, and year-round hot tub access. A genuine Vermont mountain escape for up to 10 guests.

Mod Cabin in woods Hot Tub near Stratton & MtSnow
Private AFrame cabin on 7 acres w/hot tub! 7.5 Miles to Mt Snow, 12 Miles to Stratton. Gorgeous modern kitchen fully stocked and open to the living/dining room with a cozy wood burning fireplace. 2 bdrms on 1st floor (1 kid friendly), amazing loft overlooking the living room and sprawling front lawn 3rd bdrm upstairs. Spend the days on the mountain and head back home to crank up the fire and reminisce about your day. Make memories for years to come.

Classic Vermont A-Frame | Fire Pit | Near Stratton
Escape to a classic Vermont A-Frame in Jamaica, Vermont on a private wooded 3-acre property along scenic Route 100. Near Stratton Mountain, Mount Snow, Jamaica State Park, and Pike Falls, this peaceful mountain retreat is perfect for hiking, swimming holes, fall foliage, scenic drives, and outdoor adventures. Enjoy mornings on the screened porch and evenings around the fire pit listening to the river across the street under the Vermont stars.

Log Cabin: Amazing Views, River Frontage, Hot Tub
A sparkling clean, recently renovated log cabin in the woods with beautiful views of river and mountains. Located by the charming villages of Williamsville and Newfane, 12 miles from Mount Snow, and right on the crystal clear Rock River. It's the perfect place for a romantic getaway, a family vacation and quality times with good friends. Now also with outdoor hot tub with views of mountains, river and the wide, open sky above.
Popular amenities for Wardsboro family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful Timber Frame Retreat

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

Schoolhouse Spa Retreat on a Vermont Farm

Luxe Hot Tub, 8–12-Min Sauna, Stratton & Mount Snow

Vermont Mirror House

Modern Cottage between Stratton and Mount Snow VT

Modern Cabin with Outdoor Spa on Vermont Farm

Log Cabin w/ Hot Tub & Fire Pit - Stratton/Mt Snow
Family- and pet-friendly home rentals

Clark Farm-2 Master-Suites, Great kitchen, views!

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

Log Cabin King Beds AC Near Hike Bike Swim Golf!

Apple Blossom Cottage: A Tiny House

Beautiful rustic woods and fields retreat.

Designer Chalet w/ Mountain Views close to it all

Cozy summer cottage in the woods of S. Vermont

Cozy Vermont Antique Sugar House with Fireplace
Family-friendly home rentals with a pool

Adams Farm-"The Little Farmhouse"

~10% OFF~Walk To Mountain~Amenities

Moon Valley Country Retreat no clean fee pets yes

Great Amenties-Seasons Condo gym-sport center-pool

“Sugar Maple” Rustic 4x4 Cabin Getaway, Fireplace

Silver Brook Cabin

Walk to Mt. Snow-Spa-Summer Pool

Hollywood Bungalow in the Berkshires #C0191633410
When is the best time to visit Wardsboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $519 SGD | $495 SGD | $404 SGD | $325 SGD | $334 SGD | $301 SGD | $343 SGD | $329 SGD | $338 SGD | $352 SGD | $348 SGD | $503 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 family-friendly in Wardsboro

Total holiday rentals
Explore 90 holiday rentals in Wardsboro

Nightly prices starting at
Wardsboro holiday rentals start at $129 SGD per night before taxes and fees

Verified guest reviews
Over 5,310 verified reviews to help you choose

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
90 of Wardsboro holiday rentals include wifi access

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

4.8 Average rating
Wardsboro stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Pet-friendly rentals Wardsboro
- Rentals with a patio Wardsboro
- Rentals with a washing machine and dryer Wardsboro
- House rentals Wardsboro
- Rentals with a hot tub Wardsboro
- Rentals with a fireplace Wardsboro
- Rentals with a firepit Wardsboro
- Rentals with pools Wardsboro
- Rentals with outdoor seating Wardsboro
- Cabin rentals Wardsboro
- Family-friendly rentals Windham County
- Family-friendly rentals Vermont
- Family-friendly rentals 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
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Killington Resort
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Rensselaer Polytechnic Institute
- Bromley Mountain Ski Resort
- University of Massachusetts Amherst
- National Museum of Racing and Hall of Fame
- Mount Sunapee Resort
- Mount Monadnock
- Emerald Lake State Park
- Massachusetts Museum of Contemporary Art
- Camp Plymouth State Park
- Mount Greylock





