
Family-friendly vacation rentals in Wardsboro
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Wardsboro

Total vacation rentals
Explore 90 vacation rentals in Wardsboro

Nightly prices starting at
Wardsboro vacation rentals start at G$20,899 GYD per night before taxes and fees

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

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
90 of Wardsboro vacation rentals include wi-fi 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!
Top-rated family-friendly rentals in Wardsboro
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.

Mount Snow Yurt: Hot Tub~Wood Stove~WiFi~EVcharger
Mount Snow Yurt is a one-of-a-kind luxury getaway nestled in the tranquil serenity of Vermont’s mountains, just 7 minutes from the Mount Snow Ski Resort, an Epic Pass destination. This magnificent pet-friendly yurt is surrounded by the captivating scenery of Mount Snow and is located near a beautiful creek, providing an even more peaceful and serene atmosphere. Furnished with modern amenities, including a luxurious private sauna, this yurt offers everything you need for a relaxing stay in nature

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.

Riverbed Treehouse @hot tub & a new sauna & views!
The beautiful & brand new Riverbed Treehouse with private sauna and a stunning new hot tub! Views all day long and wildly awesome sunsets!! Stratton mountain is right at your toes with a babbling brook turned raging river in the Spring! Beautiful woods & trails to explore. Stunning ridge line off the ski trails of Magic Mnt!! Close to town for quick shopping & coffee shops! Xcountry ski or snowshoe or walk our groomed trails!! FAST WiFi, nature lovers & a birdwatchers paradise!! @bentapplefarm

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.

Modern Cottage between Stratton and Mount Snow VT
Escape to a Charming, newly Remodeled Chalet nestled perfectly between Mount Snow and Stratton,this cozy retreat is your ideal getaway—whether you're seeking outdoor adventure or quiet relaxation. Beautifully updated and full of charm, the chalet offers a peaceful setting with easy access to hiking, skiing, and everything Southern Vermont has to offer. Calendar Tip: If your preferred dates appear unavailable, feel free to reach out! The calendar typically opens just 2–3 months in advance.

Apple Blossom Cottage: A Tiny House
The ABC is located just 15 minutes from the Stratton Mountain Gondola and just 2 miles from the popular Jamaica State Park. Comfortable for up to 5 people. The private tiny house includes fresh linens, dedicated Wi-Fi, a kitchenette, hot shower, flushing toilet, fire pit and porch. The calendar is accurate. Stratton Mountain Resort 10 miles Grace Cottage Hospital 7 miles Magic Mtn 15 miles Bromley 18 miles Mount Snow 15 miles Brattleboro 24 miles Okemo 30 miles Killington 47 miles

Cozy Cabin at Frog Pond Farm
Cozy 500sq ft passive solar cabin on our small farm, 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/gardens 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.

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.
Popular amenities for Wardsboro family-friendly rentals
Family-friendly home rentals with a hot tub

Log Cabin: Amazing Views, River Frontage, Hot Tub

Beautiful Timber Frame Retreat

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

Schoolhouse Spa Retreat on a Vermont Farm

Vermont Mirror House

Mod Cabin in woods Hot Tub near Stratton & MtSnow

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Modern Cabin with Outdoor Spa on Vermont Farm
Family- and pet-friendly home rentals

Rustic Cabin in foothills of Green Mountains

Modern Okemo Smart Cabin - As Seen On DIY Channel

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

Classic Vermont A-Frame | Fire Pit | Near Stratton

Stylish Vermont Cabin | Views · Trails · Luxe

Beautiful rustic woods and fields retreat.

Cozy Vermont Antique Sugar House with Fireplace

10 min from Stratton! Log Cabin w/ Beautiful Views
Family-friendly home rentals with a pool

Mountain Getaway @ Seasons on Mt Snow (Ski-In/Out)

Moon Valley Country Retreat no clean fee pets yes

The Brick House on Washington Street

Great Amenities-Season Condo gym-sport center-pool

Cozy Mt Snow Ski In / Out

Cozy condo within walking distance to the slopes.

“Sugar Maple” Rustic 4x4 Cabin Getaway, Fireplace

Walk to Mt. Snow-Spa-Summer Pool
When is the best time to visit Wardsboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$83,803 GYD | G$80,042 GYD | G$65,204 GYD | G$52,456 GYD | G$53,918 GYD | G$48,694 GYD | G$55,381 GYD | G$53,082 GYD | G$54,545 GYD | G$56,844 GYD | G$56,217 GYD | G$81,296 GYD |
| 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 |
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- House rentals Wardsboro
- Rentals with a hot tub Wardsboro
- Rentals with a fireplace Wardsboro
- Rentals with a fire pit 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
- 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
- Mount Sunapee Resort
- Mount Monadnock
- National Museum of Racing and Hall of Fame
- Emerald Lake State Park
- Massachusetts Museum of Contemporary Art
- Camp Plymouth State Park
- Mount Greylock
- The Montague Bookmill





