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

Total vacation rentals
Explore 100 vacation rentals in Waitsfield

Nightly prices starting at
Waitsfield vacation rentals start at G$29,295 GYD per night before taxes and fees

Verified guest reviews
Over 4,720 verified reviews to help you choose

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
100 of Waitsfield vacation rentals include wi-fi access

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

4.9 Average rating
Waitsfield stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Waitsfield
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Peaceable Nation at Sugarbush Mt. Ellen
Peaceable Nation at Sugarbush Mt. Ellen, a world class experience at the foot of Mt Ellen Sugarbush and on the Catamount X-C ski Trail is available as a fun group rental for 2-4 people. The entire cabin complex is yours! Enjoy the The Bear Den, a rustic cabin with Loft (Queen) and pull out Queen, the Whiskey Bunkhouse with a full size and a drop down table twin bed if requested, This charming Village is part of a larger compound. Stunning views. Winter tubing run! One well behaved pet allowed

Casa Rio Loco!
This charming guest cottage affords well appointed privacy while being centrally located in convenient proximity to all the activities the Mad River Valley has to offer. Nestled along a quiet oxbow of our namesake waterway, if you have come for the winter sports you will be a 5/7 minute drive to the Sugarbush base areas, and 10 minutes will bring you to Mad River Glen ("ski it if you can"). Explore the towns of Waitsfield and Warren Village in less than 5... Snowshoeing? Walk out the front door!

The Birch Perch! Treehouse with spa and fire pit!
Romantic Honeymoon or fun family fantasy come true this treehouse has it all! Built by The DYI Network Treehouse Guys! Every detail custom crafted in this home in the tree tops makes your ultimate Vermont experience. All just 8 minutes to the lifts at Sugarbush. Kitchenette, cast iron stove, clawfoot tub, washer/dryer, AC, & outdoor shower all encased in a whimsical perch near skiing, waterfalls, biking and hiking. Incredible hillside views from your private deck! Romantic Hot tub in the trees!

Treehouse at Bliss Ridge Farm - Best Views in VT!
This treehouse, the Birds Nest, is open May-Oct. Our “4-Season Treehouse @ Bliss Ridge,” is open year-round: https://www.airbnb.com/h/bigtreehouseatblissridgefarm — NEW SAUNA on property! Dr. Seuss-inspired tree home perched @top of 88-acre, organic hill farm, surrounded by 1000s acres of wilderness. Designed by B'fer Roth, DIY network host of The Treehouse Guys - built WITHIN living trees, not stilts! Private hiking & panoramic views of Worcester range, MR valley! No pets or animals please.

Weasley's Enchanted Treehouse @ Vermont ReTREEt
Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

Warm Luxury Mid-Century Modern Chalet
Woodward Haus is a stylish MCM retreat with wood, glass, & stone design. Perfect for remote work, a romantic weekend, a multifamily gathering, a girls' weekend, or retreat. MRV offers all season fun: farmer's market, swimholes, farms, hiking, road & mtn bike, golf, climbing, tubes on the river and lake, can't be beat. The house is nestled in the woods w/ beautiful views mountains. The area's food & breweries, including Lawsons are phenomenal. 1 min to MRG & 14 min to Sugarbush. Exp Wifi

Mad River Valley Ski Cabin
Newly renovated cozy 2 bedroom apartment (Casper mattresses) on Bragg Hill. Located conveniently close to downtown Waitsfield , VT. Apartment has a private entrance and includes a kitchen w/ dishwasher, living room, full bath, ski tuning room, fire pit. Ideal cabin stay for skiing at nearby Sugarbush resort and Mad River Glen during the winter months. Comfortably sleeps 5 guests plus additional couch space. Perfect location for enjoying all that the Mad River Valley has to offer.

Historic District Overlooking the Mad River Studio
This beautiful apartment is located the second floor of Bridge Street's most popular building, neighboring the Covered Bridge with views of the Mad River. The setting is gorgeous, the apartment is immaculate and charming. 15 minutes from Sugarbush and Mad River Glen Ski Resorts, endless hiking trails, Mt. biking, kayaking, golfing, swimming, fishing and walking distance to Lawson's Finest Liquids Brewing Company. Please check out our reviews as they have been nothing but positive!

Gorgeous Treehouse High on Mountain-Amazing View!
Lilla Rustica is an elevated cabin among the trees. Private, with Stunning views this was built by "The Tree House Guys" a local Vermont company whom can be found having a season on the DIY network. Tons of detail, while keeping the design natural and simple. Unbelievable views of Camels hump State park. A loft with one queen bed and downstairs has a queen bed with three sides of the bed having windows facing the views. Hiking offered right from the cabin. An awesome getaway!

Private Mad River Valley Cabin: Chef’s Kitchen
Discover a private Vermont retreat in the heart of the Mad River Valley. Secluded in the pines, our well-appointed cabin offers a quiet escape within a scenic 25-minute drive to Sugarbush and Mad River Glen. It’s an ideal base for skiing, hiking, swimming holes or fly fishing the nearby Mad River. After a day of adventure, enjoy local dining or cook a gourmet meal in our chef’s kitchen. Perfect for those seeking both outdoor thrills and total relaxation. Follow @mrvstays

Luxury Glass Tiny House - Mountain View + Hot Tub
Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

von Trapp Farmstead Little House
Come stay in the beautiful Mad River Valley! Our guest house named the Little House is surrounded by forest and 3.5 miles from the town of Waitsfield. Located on the North East corner of our farmland you'll find yourself less than a mile from our Farm Store where you can stock up on our organic cheeses, yogurts, and meats or beer, wine, and other provisions from over 40 local producers. Enjoy a quiet vacation or a skiing, hiking, biking, or rafting adventure!
Popular amenities for Waitsfield family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Bow House Perched in Trees w/ Hot Tub & View

Charming getaway tucked away in the Green Mtns

The Caterpillar House: Tiny w/ Hot Tub & Fire Pit

South Hill Lodge- 5 BR Post & Beam Home

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

Scandinavian design Chalet hiking trail + hot tub

Lower Yurt Stay on VT Homestead

Cozy Cabin -Top of Hill with Views
Family- and pet-friendly home rentals

Cozy Cottage in the Mad River Valley

Captain Tom's Cabin - Secluded Vermont Getaway

Peaceful Treehouse in Woods with Sauna & Stream

1830 Enchanting, Light-Filled Farmhouse Apartment

Mid century modern gem with views of Sugarbush

Forest Hideaway

Private Resort Luxury in the Heart of Vermont

Architectural House Prickly Mountain
Family-friendly home rentals with a pool

Cozy Bolton Valley Ski Studio • Hike & Relax

Mountain Magic: The Cozy Oasis

Sugarbush Mountainside Retreat - Ski in Ski out

Charming Sugarbush Standalone Condo

Private Suite in the Green Mountains

NEW: Stylish Ski On/Ski Off Mountainside Retreat

Ski On Ski Off Welcoming Slope Side Condo

Hill Top Apartment With Amazing View Near Stowe
When is the best time to visit Waitsfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$89,770 GYD | G$91,234 GYD | G$79,935 GYD | G$60,474 GYD | G$61,102 GYD | G$62,776 GYD | G$63,822 GYD | G$64,031 GYD | G$65,078 GYD | G$71,774 GYD | G$59,009 GYD | G$80,353 GYD |
| Avg. temp | -6°C | -5°C | 0°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | -2°C |
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- Family-friendly rentals Washington County
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- Family-friendly rentals United States
- Sugarbush Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Dartmouth College
- Killington Resort
- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
- Middlebury College
- Montshire Museum of Science
- ECHO, Leahy Center for Lake Champlain
- Kingdom Trails
- Snow Farm Vineyard & Winery
- Camp Plymouth State Park
- Shelburne Vineyard
- Shelburne Museum
- Warren Falls
- Cold Hollow Cider Mill
- Elmore State Park
- Quechee Gorge
- Fairbanks Museum & Planetarium
- Waterfront Park
- Boyden Valley Winery & Spirits
- Dartmouth Skiway





