
Family-friendly holiday rentals in Bridgewater
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Top-rated family-friendly rentals in Bridgewater
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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. Baby Pack & Play crib, mattress and sheets available upon request for $50 per stay. Shuttle in/out service available weekends (Dec–April), or ski home when conditions allow (check Killington trail status). Killington Reg #004858

Jack S'Bearo - Slopes, Fireplace, Pool.
Ahoy, ski enthusiasts! "Jack S'Bearo" - a renovated 1-bed, 1-bath on Pico Mountain, VT, offers an exhilarating ski experience steps from the lift and a shuttle to Killington Resort. The new kitchen, wood-burning fireplace, and balcony make it a haven for relaxation. This ski on/ski off treasure boasts a cool design for easy access to the slopes. Grab your gear from the ski locker, step outside, and set sail to the lifts. Make "Jack S'Bearo" your pirate's cove, where adventure meets comfort!

Vermont Retreat
This is a non-smoking one-bedroom apartment with a queen-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.

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.

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.

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.

Cozy 1BR, Shuttle/Walk to Lifts, Covered Parking
Our bright and cozy 1-bedroom condo in Building 3 at Mountain Green Resort is the perfect home base for your Killington getaway. Reserved parking spot in the garage. Walk to Snowshed Base Lodge or hop on the winter shuttle that runs every 15 minutes. Enjoy a renovated kitchen, dedicated Wi-Fi, and smart TVs for easy streaming. Resort amenities include an indoor pool, hot tub, sauna, and gym year-round, plus an outdoor pool from Memorial Day through mid-September.

Trail Creek - ski home!
Enjoy Killington at competitive pricing without sacrificing comfort! Located in Trail Creek Condo Association. • Ski, hike, bike, or golf just steps away • Cozy up by the wood fireplace (free wood) • Pool, hot tubs, sauna, and game room at community center • 6-minute walk to Snowshed or shuttle (winter weekends/holidays) • Ski home trail (snow-dependent) • Minutes to restaurants, bars, and shops • Convenient bus stop Adventure and relaxation await!

Newly renovated ski retreat at Killington
Located at Mountain Green Resort, Building III. Walk to Snowshed Lodge to begin your day of skiing, or take the free shuttle that will pick you up outside the entrance. After your day of skiing ends and you return to the unit, to experience the many amenities that the resort has to offer: indoor pool, eucalyptus steam room, two spas, sauna, fitness center,. You may prefer to stay in the unit and watch skiers come down the mountain.

Okemo Ski-in/Ski-out, Steps to lift Condo
Just steps of walk to the amazing Okemo slopes, C Building is the closest property to the A-Quad/B-Quad lift and this building offers convenient parking right downstairs and free wi-fi (dedicated Xfinity modem, no issue video conference). You’ll love this cozy place with hardwood floor and private balcony and sunshine after skiing. Great sun exposure. Fireplace has been updated to electric fireplace starting from 2023-2024 season.
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

Dog Friendly Mountain Condo w/Spa, Pool, Sauna

Canyons Unit: Skyeship Gondola 2 miles w/HOT TUB

Beautiful Spacious Condo at Killington Resort

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

Serene Top Floor Condo (resort style amenities)

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed

Killington Skyeship 4 BR | 1 Min Gondola + Hot Tub
Family- and pet-friendly home rentals

Treehut - Secluded Treehouse in the Forest

"Swiss Charm"- A Beautiful Riverfront Chalet

5 miles from Woodstock-Dog Friendly w/FIOS

Vermont Chalet

Quiet Vermont Farmhouse

Casita Cabin -Sun drenched cozy cabin on homestead

Sunset Cabin - your private romantic hideaway

Yurt In The Woods - Private Refuge
Family-friendly home rentals with a pool

Luxury Condo Tucked in the Heart of Killington

1 BR Best Location w/ Pools/Massage Chair/Hottub!

Cozy Slopeside Studio at Pico

Killington Swell Suite: 2RM/2BA Condo|. Pool. 642

Moon Valley Country Retreat no clean fee pets yes

Location + Spa! - Cozy 2BR Condo - Mountain Side

POW Fantastic year Cozy 2 Bedroom .2 mi to lift

Cozy Quechee Cabin near Woodstock and Killington
When is the best time to visit Bridgewater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $608 NZD | $695 NZD | $552 NZD | $484 NZD | $452 NZD | $482 NZD | $492 NZD | $509 NZD | $486 NZD | $525 NZD | $537 NZD | $644 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 100 holiday rentals in Bridgewater

Nightly prices starting at
Bridgewater holiday rentals start at $238 NZD per night before taxes and fees

Verified guest reviews
Over 4,260 verified reviews to help you choose

Pet-friendly accommodation
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
100 of Bridgewater holiday 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!
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- Family-friendly rentals Windsor County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Killington Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Tenney Mountain Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Hildene, The Lincoln Family Home
- Montshire Museum of Science
- Dartmouth College
- Mount Sunapee Resort
- Middlebury College
- Stinson Lake
- Southern Vermont Arts Center
- Plymouth State University
- Emerald Lake State Park
- Warren Falls
- Quechee Gorge
- 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
- Tours United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States
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- Food and drink United States




