
Family-friendly holiday rentals in Bridgewater
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Bridgewater
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Peaceful Woodland Yurt with Pond View
Enjoy the natural beauty of Vermont in this amazing, fully loaded, 14' guest yurt! It comes with a toasty propane fireplace, queen bed, two burner cooktop, fridge, great wi-fi, an incredibly charming and immaculate bathhouse, magnificent views, and privacy! This is the perfect getaway for those seeking peace and natural beauty without sacrificing comfort or amenities! Explore our remote hiking trails and beautiful pond. And be sure to enjoy off-grid meditation yurt when available in season.

Howling Wolf Farm Yurt--A Magical Glamping Retreat
Our 88-acre farm spreads up a steep hillside above the village of Randolph, one mile away. The land is a mixture of open areas where we rotate our sheep flock daily, and wooded land with trails and old stone walls. You might hear the occasional car or truck on a nearby road, but more likely you'll hear our sheep baaing to one another or the cows across the valley trumpeting, or the abundance of birdsong. The energy here is calming and peaceful--we know you will love it as much as we do.

Inviting studio apartment above barn in Vermont
This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. We are as close or as far away as you would like us to be with our house right next door.

Ogden's Mill Farm
Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.

THE LOFT, stunning views from a timber framed barn
Welcome to "The Loft". The loft is a newly built apartment on the top floor of a timber framed barn. The owners are designer/builders who have combined the elements of old world craftsmanship with high tech efficiency to create a living space that is bright, airy and yet cozy. Powered by solar, this attached carriage barn is located on a quiet back road 3.5 miles from Woodstock Village and 3 miles from GMHA. The Loft has its own private entrance, parking and a sunset balcony.

Cozy Little Spot (Self Check-in)
Contactless check-in. Cozy guest house, cabin-studio-getaway; enjoy the sounds of a stream outside the window (next to the bed). Views of a larger brook below. The"Cabin"is nestled in the trees giving a feeling of floating above the brook below. The interior is decorated w/family heirlooms gathered from around the country. Nothing fancy, just a cozy simple getaway. 3.25 mi from town. Choose from a variety of activities in town or hop on nearby trails. NO PETS ALLOWED.

Beautiful Spacious Condo at Killington Resort
This cozy and spacious Sunrise Mountain Village condo is perfectly situated to nearby mountain sports at Killington Ski Resort. It welcomes up to eight guests for an unforgettable stay in the Green Mountains! Exceptional access to year round outdoor activities, great community amenities, and a comfortable condo to come home to - what more could you ask for? Book Timberline K4 today for a thrilling Vermont getaway!

Beautiful 1 bedroom apartment with balcony
Bienvenue chez nous! Experience comfort and modern beauty in this completely renovated apartment attached to a historic Victorian home. The one bedroom apartment has a private bathroom and your own balcony to enjoy. Close to popular skiing areas of Mt Sunapee (20 minutes) and Okemo (35 minutes), in addition to enjoying local hiking and cycling at Mt Ascutney, Moody Park, and Arrowhead.

FirBear- Pool, Gym, Hot tub.
Revel in this bright and modern ski condo just off Killington's main road and close to everything. Relax after a day on the mountain streaming on one of your 3 smart TVs. Indulge with the fabulous condo amenities including the pool, hot tubs, spa, gym, and tennis courts, or settle in by the wood-burning fire. Spread out in this spacious condo and enjoy all that Killington has to offer.

Killington Skyeship 4 BR | 1 Min Gondola + Hot Tub
Private first-floor apartment in a multi-family home, just 1 mile from Killington’s Skyeship Gondola. Sleeps 12 in 4 bedrooms, with its own entrance, porch, hot tub, kitchen, dining room, and living room—all private to your group. Nestled on a quiet, wooded hillside with plenty of parking and easy access to Route 4. Option to rent both units—see host profile for details.

Apple Hill Cabin at Four Springs Farm
Privately located walk-in camping sites are part of this beautiful working organic farm on a west-facing Vermont hillside. Guests will be dazzled by star-studded skies, treated to spectacular sunsets, and entertained by the two young farm cats. The farm is mosquito free but has millions of fireflies in summer. Have fun exploring. It's nature's playground at her best!!!

Serene Bus Getaway Among Rolling Farm Land
Tucked off a quiet dirt road, this stationary bus promises to provide you and yours an unforgettable accommodation for your next Upstate NY retreat. Come stay in the Sleepy Tire, and wake up to beautiful views of Vermont’s Green Mountains, an indoor bathroom with flushing toilet and hot shower, and WiFi so you can stay connected to those that matter.
Popular amenities for Bridgewater family-friendly rentals
Family-friendly home rentals with a hot tub

~The ClubHaus~

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

Scandinavian design Cabin w/ private hiking trail

Lower Yurt Stay on VT Homestead

Newly Renovated, Hot tub, 2min to Killington lift

Newly renovated ski retreat at Killington

Private Barn On a Hilltop in Fairlee, Vermont

SKI ON/OFF Spruce Glen C | AC | Sauna| Fireplace
Family- and pet-friendly home rentals

Convenient and chic private suite with 2 bedrooms!

"Swiss Charm"- A Beautiful Riverfront Chalet

Sunday Mountain Surprise

100 Acres Views & Creek near Woodstock/Killington

Private Tiny House Retreat

My house is your house!

Camping on a Private Pond

Private Modern Cabin w/View of Fields, Hills
Family-friendly home rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

Comfy ski in/out studio at base of Pico-Killington

Epic Views of the Green Mountains

Ranch at Mendon Mt Orchards

Winterplace - Steps away from Slopes

Private Suite in the Green Mountains

Cozy/Private, close to hospital, i-89
Quick stats about holiday rentals that are family-friendly in Bridgewater

Total holiday rentals
Explore 90 holiday rentals in Bridgewater

Nightly prices starting at
Bridgewater holiday rentals start at £75 per night before taxes and fees

Verified guest reviews
Over 4,090 verified reviews to help you choose

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
90 of Bridgewater holiday rentals include wifi access

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

4.9 Average rating
Bridgewater stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Mount Pocono Holiday rentals
- Quebec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Fitness-friendly rentals Bridgewater
- Rentals with a fireplace Bridgewater
- Rentals with a washing machine and dryer Bridgewater
- Rentals with an EV charger Bridgewater
- Rentals with outdoor seating Bridgewater
- Rentals with a patio Bridgewater
- Pet-friendly rentals Bridgewater
- Rentals with a hot tub Bridgewater
- Rentals with a firepit Bridgewater
- Flat rentals Bridgewater
- House rentals Bridgewater
- Family-friendly rentals Windsor County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Tenney Mountain Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Mount Snow Ski Resort
- Dartmouth Skiway
- Pico Mountain Ski Resort
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Hooper Golf Course
- Bromley Mountain Ski Resort
- Lucky Bugger Vineyard & Winery
- Autumn Mountain Winery
- Northeast Slopes Ski Tow
- Ekwanok Country Club
- Fox Run Golf Club
- Whaleback Mountain
- Montshire Museum of Science
- Baker Hill Golf Club
- Mount Sunapee Resort
- Things to do Bridgewater
- Food and drink Bridgewater
- Things to do Windsor County
- Food and drink Windsor County
- Things to do Vermont
- Nature and outdoors Vermont
- Food and drink Vermont
- Things to do United States
- Sightseeing United States
- Sports activities United States
- Entertainment United States
- Nature and outdoors United States
- Art and culture United States
- Wellness United States
- Food and drink United States
- Tours United States