
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.

Apartment in Vermont Historic Home
This lovely renovated 3-room apartment is attached to our 1885 Vermont italianate home, located is historic Middletown Springs, Vermont. We have been working on restoring this house, listed on Vermont's registry of historic homes, for a dozen years now. The apartment has its own entrance, full kitchen, and one spacious bedroom. The third room is a large sitting room with a shower and closet bath. Enjoy your morning coffee on the front porch, meet our chickens, and explore our garden.

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.

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.

Cabin on the Hill
Enjoy a stay in the hills of Vermont - glamping at its finest! A 5-10 minute hike UPhill to a secluded getaway in the heart of Vermont. Amenities include a quaint outhouse, a unique outdoor shower, a 2 burner outdoor gas stovetop and a fire pit to roast marshmallows. The 12x14 screened in cabin with ladder accessed loft sleeps 2 comfortably. Don't worry about bringing pots and pans - cabin is equipped with dishes and a water supply. Adjustable LED lights to light up the night.

River House Apartment - Dog friendly
Entire downstairs of a house with one double bed. There is nice bathroom with shower. There is a microwave, coffee, massage chair, outdoor grill and picnic table. Internet and cable provided with fire stick for the TV. Fire pit and hot tub are shared by other guests. Up to three and all size dogs or pets are allowed and welcome. The three acres has a lovely place for them to run and has been sprayed for ticks and mosquitos. Please note: key replacement $30 if lost or taken

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.

Your home away from home
Another glorious time of year in Vermont! Our house is close to the mountains (Killington, Pico, Okemo). You'll love our space for its central location to lakes, hiking, skiing, golf, restaurants and dining, downtown, art and culture, shopping and medical facilities.This first floor apartment with its home-like atmosphere has a separate entrance. It is good for couples, small families, solo adventurers, and business travelers.

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!

Cozy Mountain Condo
Updated 1 Bdr Whiffletree condo in the heart of Killington minutes from everything. The condo is fully stocked with all of the essentials you will need for your Vermont get away. Ski locker for all your gear! Sleeps up to 4 with a king bed and queen pullout sofa. Shuttle in/out service available weekends (Dec–April), or ski home when conditions allow (check Killington trail status). Killington Reg #004858

Cozy Poultney Village Apartment
I enjoy booking my two-story in-law apartment with a private entrance, which is attached to my 1850 Poultney Village home. I am located a block from Main Street with shops, books, and eateries. I am in the lakes region of Vermont, close to both Lake St. Catherine and Lake Bomoseen. Killington is 35 miles away. We am also located a mile from the NY border and the entrance to Lake George and the Adirondacks.

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

~The ClubHaus~

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

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

Lower Yurt Stay on VT Homestead

Blueberry Hill Escape | Pet Friendly | HotTub | Fi

SKI ON/OFF Spruce Glen B | Sauna | Fireplace | AC

Newly renovated ski retreat at Killington

Large Chalet; Sauna, Hot Tub; Walk to Trail
Family- and pet-friendly home rentals

Cowshed Cabin Farm

Apartment on Main Street

Private Hilltop farm apartment

Moon Valley Country Retreat no clean fee pets yes

Quiet Vermont Farmhouse

Private Tiny House Retreat

Cozy Home in Poultney, Vermont.

Vermont private retreat with gorgeous views.
Family-friendly home rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Epic Views of the Green Mountains

Ranch at Mendon Mt Orchards

Winterplace - Steps away from Slopes

Serene Top Floor Condo (resort style amenities)

#45 Luxury Ski & Summer Condo with Private Sauna

Private Suite in the Green Mountains

Free shuttle 1 nite Ok Pico 1 bedrom Ski in out
When is the best time to visit Bridgewater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $638 NZD | $729 NZD | $579 NZD | $508 NZD | $474 NZD | $506 NZD | $517 NZD | $535 NZD | $510 NZD | $524 NZD | $478 NZD | $608 NZD |
| 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 |
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 $178 NZD per night before taxes and fees

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

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
90 of Bridgewater holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Bridgewater rentals

4.9 Average rating
Bridgewater stays are highly rated by guests—averaging 4.9 out of 5!
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- Pet-friendly 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
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Ragged Mountain Resort
- Dartmouth Skiway
- Hildene, The Lincoln Family Home
- Hooper Golf Course
- Lucky Bugger Vineyard & Winery
- Dorset Field Club
- Bromley Mountain Ski Resort
- Autumn Mountain Winery
- Whaleback Mountain
- Fox Run Golf Club
- Northeast Slopes Ski Tow
- Montshire Museum of Science
- Ekwanok Country Club
- Mount Sunapee Resort
- Baker Hill Golf Club
- Things to do Bridgewater
- Food and drink Bridgewater
- Things to do Windsor County
- Food and drink Windsor County
- Things to do Vermont
- Food and drink Vermont
- Nature and outdoors Vermont
- Things to do United States
- Sightseeing United States
- Food and drink United States
- Wellness United States
- Tours United States
- Art and culture United States
- Entertainment United States
- Nature and outdoors United States
- Sports activities United States




