
Family-friendly holiday rentals in Waitsfield
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Top-rated family-friendly rentals in Waitsfield
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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!

Bristol Cozy Yurt near Hiking/Foliage|MapleFarm
Our cozy yurt is located within minutes of amazing, hiking, biking, skiing, breweries and much more! Relax around the fire while listening to our resident owls or stare up at the stars through the dome. We're centrally located to some of the best hiking and swimming skiing in Central Vermont. Mt Abe and Bartlett's Falls are the closest options. We're also close to civilization with several towns close by to explore for food, drink, art, and shopping. Or travel a bit further to Burlington..

Cozy Studio/Romantic Getaway
Take it easy at this cozy studio which is nestled in the hills of the beautiful Duxbury Vermont. Offered year round so that our guests can enjoy all that Vermont has to offer such as nearby skiing, changing leaves, hiking and so much more! Guests will enjoy their own private space with access to many amenities such as a full kitchen, private entrance, a queen bed, free WIFI and so much more! So grab a mug and sit back and relax next to the gas fireplace! You will want to return every season!

the little house
Come rejuvenate in our sweet little cabin tucked into the Vermont mountains. It has such wonderful healing energy! ✨ Cozy up to read a book next to the fireplace or book a private healing session at my studio in Montpelier, VT. I have a passion for creating welcoming, safe spaces that support your nervous system & empower your soul. ❤️ -On site Minister Brook access--5 min. walk -Lots of skiing, hiking, water to explore -18 min to Montpelier- funky downtown, eccentric shops & restaurants

4-Season Treehouse @ Bliss Ridge; Best Views in VT
thermostat control! LUXURY! 1-of-a-kind, 5⭐️Interior bathroom, @Bliss Ridge - 88acre, OG farm, private estate surrounded by 1000s acre of wilderness. NEW SAUNA& cold plunge!!! Our 2 architectural wonders = real treehouses, built withIN the living trees, not stilted cabins. Equipped w. a fabulous yotel fireplace, indoor hot shower / plumbing, fresh mtn spring water, stable access ramp. Our original Dr. Seuss treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works!

Off Grid Secluded Cabin on 37 Acre Farm
In a secluded, hand-crafted off the grid cabin, come and enjoy the elements with us at Drift Farmstead. A 3-minute walk leads you through gardens and pasture, to Ravenwood, a small, intimate cabin with everything you need. Be it an extended weekend tucked in seclusion, amongst the birds, river and trees, or find the comforts of a 37 acre small farm nestled in the mountains and settle in, working from afar. Top shelf skiing at Sugarbush is near, along with Vermont's finest grub and beer.

Neighboring the oldest Covered Bridge in VT!
This beautiful apartment is located the second floor of Bridge Street's most popular Historical's Building, neighboring the Covered Bridge with views of the Mad River. The setting is gorgeous, the apartment is immaculate and charming. LOCATION! LOCATION! LOCATION! Central to most all wedding venues in the Mad River Valley, 15 mins. to Sugarbush & Mad River Glen Ski Resorts, endless hiking trails, Mt. biking, kayaking, golfing, swimming and fishing right outside your back door.

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! Fall Foliage Paradise Big 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!

Modern 2BR (K&Q beds). Views! Minutes town!
Come for a quiet retreat in the beautiful woods of the Mad River Valley! Year-around beauty and convenience. Nestled against the 3000-acre state forest, secluded, yet only 3 miles to shops & restaurants in Waitsfield, and 5 to 6 miles to the ski resorts (Sugarbush & Mad River Glen). Sliding on the snow, hiking, biking, swimming... outdoor opportunities abound! This 2 BR guest suite offers a cozy sanctuary for your Vermont getaways! ( Find us on 1nstagram! @maplewoodsvt )

Modest Mountain Dacha
Comfortable one bedroom , 450 sf condo ,small pullman kitchen, small balcony. • King bed in Bedroom, Living-room- 2 couches Powderhound complex includes: Pool open in summer season. And the Mad River just across the road 1000 feet for swimming, kayaking and tubing •Hostel Tevere Pub: light meals, hosts local bands. •on site bus stop: in season to ski areas & village. Sugarbush 3 mi., Mad River Glen 8, Long Trail, Catamount Trail :8 miles, Warren village-1
Popular amenities for Waitsfield family-friendly rentals
Family-friendly home rentals with a hot tub

Stowe Sky Retreat: Hot Tub/Views/Family Friendly

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

Mountain Cabin Retreat: Game Room, Hot Tub,FirePit

Backyard Bunker Retreat

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

Scandinavian design Chalet w/ private hiking trail

Private Barn On a Hilltop in Fairlee, Vermont

Sauna, Cold Plunge, Hot Tub, Paddle Boards, Bikes
Family- and pet-friendly home rentals

Captain Tom's Cabin - Secluded Vermont Getaway

Tiny House at Camp Comyns

VT Hideaway studio: breweries,hiking, dogs welcome

The SugarMaple Treehouse @ Vermont ReTREEt

Fairytale cabin at The Wild Farm

Off Grid Vermont Cabin-Hike-Write

Forest Hideaway

Adventure Yurt - Explore Vermont's Catamount Trail
Family-friendly home rentals with a pool

Ski In/Ski Out with upgrades!

Epic Views of the Green Mountains

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

Sugarbush Mountainside Retreat - Ski in Ski out

Spruce Peak Lodge Studio Mnnt Views! | 1516

Spacious Private Apartment w/ Green Mountain Views

Charming Sugarbush Standalone Condo

Amazing location, views, shared hot tub in Stowe!
Quick stats about holiday rentals that are family-friendly in Waitsfield
Total rentals
100 properties
Nightly prices starting at
$215 AUD before taxes and fees
Total number of reviews
4.3K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
60 properties have a dedicated workspace
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- Sugarbush Resort
- Smugglers' Notch Resort
- Spruce Peak
- Bolton Valley Resort
- Fort Ticonderoga
- Pico Mountain Ski Resort
- Cochran's Ski Area
- Dartmouth Skiway
- Lucky Bugger Vineyard & Winery
- Autumn Mountain Winery
- Montshire Museum of Science
- Northeast Slopes Ski Tow
- Burlington Country Club
- Country Club of Vermont
- Leahy Center for Lake Champlain
- Ethan Allen Homestead Museum
- Storrs Hill Ski Area
- Vermont National Country Club
- Killington Adventure Center
- Lincoln Peak Vineyard
- Boyden Valley Winery & Spirits
- The Quechee Club
- Montview Vineyard
- Snow Farm Vineyard & Winery