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

Total vacation rentals
Explore 80 vacation rentals in Bridgewater

Nightly prices starting at
Bridgewater vacation rentals start at ﺩ.ﺇ 331 per night before taxes and fees

Verified guest reviews
Over 4,440 verified reviews to help you choose

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

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

Stylish Vermont Cabin | Views · Trails · Luxe
Combining sweeping views of distant hills with complete privacy and wraparound porches on two sides, the Red House is a custom cabin built for couples and smaller families. Surrounded by working farms and within easy reach of trailheads to hike or bike Mt Ascutney, or to visit Woodstock, Hanover, Ludlow and the Upper Valley, the Red House sits among some of the best restaurants in Vermont and awaits the discerning traveler who has earned the right to do absolutely nothing and experience it all.

forest retreat; off-grid writers cabin
Secluded rustic charm, circa 1900 cabin in the woods getaway, spend time in nature surrounded by forest, brook, wildlife, hiking trails, fall foliage, mountain biking skiing. Sauna, Cold Plunge, Outdoor Shower & Hot Bath (seasonal) Unwind from the outside world and reconnect with your self or your loved ones and the natural world around you. Loft with real beds, well stocked kitchen, grill, outhouse, Glamping! Close to Woodstock, VT and Killington, S. Royalton, White River, Lebanon & Hanover NH

Breathtaking Riverfront Retreat w/Mountain Views
Thoughtfully designed to elevate every moment of your Vermont getaway, our home offers a comfortable & uniquely historic experience, along with panoramic views of the beautiful Ottauquechee River. Perfectly nestled between the vibrant towns of Woodstock and Killington, guests have incredible hiking, skiing, golfing, shopping, leaf peeping, delicious dining, and so much more right at your finger tips. Wonderful for families, couples, or small groups looking to explore all that VT has to offer!

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

Vermont Retreat
This is a non-smoking one-bedroom apartment with a king size bed. It is convenient to mountains, lakes, and more. A great place for a trip skiing, hiking, biking, or kayaking . . Check out our guidebook for many fun places to see and places to enjoy. The apartment has a small kitchen. It has almost anything you would need. Curtis and I live in the yellow house across the driveway and welcome any requests you might have. We are located on a country road that is quiet and enjoyable.

Newly Renovated, Hot tub, 2min to Killington lift
Stone’s Throw Vermont is a 3 bed/1.5 bath cottage with hot tub, fireplace, and space for 6 guests conveniently located in central Vermont. Placed right on the US-4 corridor; you’re 2 minutes from the Killington Ski Resort’s Skyship Ski Gondola escorting you to the world class amenities of Killington Resort, 5 min from the best craft beer in the region at Long Trail Brewery, 10 min to Echo Lake, and 20 min from the shops and cafes of Woodstock, VT. Truly everything is a Stone’s Throw away.

Log Cabin - Relaxing Retreat w/1pm Checkout
Cozy Cabin doesn’t charge an additional cleaning fee and offers a late 1pm checkout to our guests! We focus on a comfortable, relaxed, Vermont experience. If you’re looking for a peaceful, yet accessible location, we are situated on 15 acres located between Woodstock Village & Killington. There’s fiber WiFi, Hulu with MAX, +Live TV w/local channels, ESPN+, Disney+. Also Amazon movies & music, Netflix & Peacock. The Rec Room has a pool table, darts, lounge, gym and a desk for remote work.

THE LOFT, stunning views from a timber framed barn
Welcome to "The Loft". A lofted space 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. For more go to @theloft.vt

100 Acres Views & Creek near Woodstock/Killington
You will leave the demands of your busy lifestyle behind when you vacation on our 100+ acre 4 BR 2 BA cabin property with a babbling crystal clear mountain creek. Place your beach chair in the creek, relax with your favorite book for Best Spa Experience Ever! Large open covered porch with porch swing seating to enjoy the expansive mountain views, listen to the leaves rustle and the stream running in the distance. Miles of hiking & biking trails, skiing, restaurants and more nearby.

Private Modern Cabin w/View of Fields, Hills
Enjoy a modern private cabin in the heart of Vermont's pastoral Upper Valley Region. Combining "Glamping" with the comforts of a permanent structure, the "HakuBox" (Haku means "to exhale") was designed to sit lightly on the land and offer a simple, restorative experience. Note: no shower, but swimming holes nearby! Queen bed, fire pit w/grill, free firewood, Adirondack chairs, picnic table, free coffee & tea, dog-friendly with cable trolley, food & water bowls. $39 pet fee applies.

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 Swallows Nest in a wildlife preserve
NEW THIS YEAR: High speed internet, Heat pumps for heat and AC throughout the house, and a new refrigerator/ freezer Secluded and beautiful, at the end of a gravel dead end road, the Swallow’s Nest is part of our organic farm and wildlife refuge. You’ll find serenity here with huge open vistas. We are two miles from the town of Brandon. Brandon has restaurants, shops, art galleries and music venues. Check out what’s happening in Brandon at the Brandon area chamber of commerce.
Popular amenities for Bridgewater family-friendly rentals
Family-friendly home rentals with a hot tub

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

Okemo A-Frame - Floor Hammock, Sauna & Hot Tub

Killington Chalet · Hot Tub · Sauna · Bikes & Skis

Dog heavenly! Private, beautiful and relaxing.

Scandinavian design Chalet hiking trail + hot tub

The Overlook - Views | Hot Tub | Fire Pits | Games

Modern Cabin with Outdoor Spa on Vermont Farm

The Birch Perch! Treehouse with spa and fire pit!
Family- and pet-friendly home rentals

Cabin on the Hill

Treehut - Secluded Treehouse in the Forest

Modern Okemo Smart Cabin - As Seen On DIY Channel

Fairytale cabin at The Wild Farm

The Cluck House

Cozy 4-season Cabin on Pond - "East Cabin"

Yurt In The Woods - Come to the Yurt.

Love Shack Yurt on Star Lake (100% off grid)
Family-friendly home rentals with a pool

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

Steps to Golf and Mountain Biking

Moon Valley Country Retreat no clean fee pets yes

Dog Friendly Mountain Condo w/Spa, Pool, Sauna

Lower Yurt Stay on VT Homestead

Bike Hike Golf we are on the course 2 Bedroom

Dream Catcher Farm

Updated large condo across from AT and skiing
When is the best time to visit Bridgewater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,664 | ﺩ.ﺇ 1,748 | ﺩ.ﺇ 1,403 | ﺩ.ﺇ 1,047 | ﺩ.ﺇ 977 | ﺩ.ﺇ 1,043 | ﺩ.ﺇ 1,065 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,050 | ﺩ.ﺇ 1,135 | ﺩ.ﺇ 1,161 | ﺩ.ﺇ 1,392 |
| Avg. temp | -7°C | -6°C | 0°C | 7°C | 14°C | 18°C | 21°C | 20°C | 15°C | 9°C | 3°C | -3°C |
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- Rentals with a fire pit Bridgewater
- Rentals with a patio Bridgewater
- Pet-friendly rentals Bridgewater
- Rentals with a fireplace Bridgewater
- Rentals with a washer and dryer Bridgewater
- Rentals with outdoor seating Bridgewater
- Rentals with a hot tub Bridgewater
- House rentals Bridgewater
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- Apartment rentals Bridgewater
- Fitness-friendly rentals Bridgewater
- Family-friendly rentals Windsor County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Dartmouth College
- Tenney Mountain Resort
- Killington Resort
- Ragged Mountain Resort
- Fort Ticonderoga
- Hildene, The Lincoln Family Home
- Middlebury College
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Mount Sunapee Resort
- Montshire Museum of Science
- Emerald Lake State Park
- Stinson Lake
- Camp Plymouth State Park
- Plymouth State University
- Warren Falls
- Jamaica State Park
- Quechee Gorge
- Things to do Bridgewater
- Food and drink Bridgewater
- Things to do Windsor County
- Entertainment Windsor County
- Food and drink Windsor County
- Things to do Vermont
- Tours Vermont
- Sightseeing Vermont
- Nature and outdoors Vermont
- Food and drink Vermont
- Things to do United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States





