
House holiday rentals in Bridgewater
Find and book unique houses on Airbnb
Quick stats about house rentals in Bridgewater

Total holiday rentals
Explore 50 holiday rentals in Bridgewater

Nightly prices starting at
Bridgewater holiday rentals start at €104 per night before taxes and fees

Verified guest reviews
Over 2,030 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 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!
Top-rated house rentals in Bridgewater
Guests agree: these houses are highly rated for location, cleanliness and more.

Cape Cod Home in Woodstock, Pet-Friendly & Wooded
Welcome to this charming 4-bedroom Cape Cod-style retreat in Woodstock, Vermont, a picture-perfect New England getaway set on a wooded hillside lot. With original wide-plank hardwood floors, a fully equipped chef's kitchen, and a spacious back deck with a 6-burner propane grill, this home offers the perfect blend of rustic character and modern comfort. Explore the covered bridges and artisan shops of Woodstock Village, or simply unwind in the peaceful garden setting. Please see: Other Things to

Luxurious family retreat home in the mountains
An exquisite newly renovated country retreat nestled between the mountains on 30 acres. Pond, open pasture and woodlands to explore. Indoor infrared sauna with red light therapy. Spa bathroom with freestanding tub and two rain water showers. Organic bedding. Grand fireplace. Large open concept kitchen with top of the line appliances and 14 stage drinking water filter. Movie theater. Kids space. 3 bedrooms + loft Killington Skyship Gondola - 7 minutes Okemo - 25 minutes Woodstock - 20 minutes

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!

Quechee Getaway Book Your Ski Trip Now
New Build Multi family friendly home near Woodstock, Killington and Dartmouth – Sleeps 12, Modern Aesthetic, Private Porch & Fire Pit Escape to this stunning modern ski home, just 25 minutes from the Skyship Gondola of Killington, Vermont. Whether you're hitting the powder in winter or enjoying the breathtaking foliage and outdoor adventures in the warmer months, this luxurious retreat offers the perfect base for your next getaway. Hike the Gorge or stroll thru the quaint village of Woodstock.

Atelier Killington, hottub and amazing location
Welcome to Atelier in Killington, walking distance to shops and restaurants, yet situated in one the most private and enchanting settings in all of Killington. Surrounded by forest and a private reflective pond, foot bridges and cleared paths leading to expanses of protected land. Experience the fall colors or snow covered trees from the brand new pondside hottub. Experience Hygge to its fullest by having hot chocolate by the wood burning fireplace or fondue at our dining table that seats 10.

Private, Large 4BR home | Pet friendly | 10 Acres
Okemo & Killington Ski House Large 4 bedroom 2.5 bath, 3,000+ sq ft home located close to Okemo Ski Resort and surrounded by 10 acres of land at the end of a private road! This recently renovated home features 3 levels, a large game room, 5 separate sleeping areas and a large covered porch! Enjoy ultimate privacy with proximity to multiple outdoor adventures including skiing, golfing, hiking and mountain biking. Just a short drive to downtown Ludlow and other surrounding stores in Cavendish.

Private Oasis Under 10 Mins from Woodstock
Less than ten minutes from Woodstock Village, this bright, 3 bedroom home is nestled on ten private acres with spectacular views of Pomfret's rolling hills. The open living area features a large picture window, cozy fireplace and fully equipped kitchen. Relax on the spacious deck with dramatic views of Pomfret’s hills. Please read reviews to see what our guests love about staying here: - Beautiful location - Squeaky clean - Fully equipped kitchen - Comfortable beds - Thoughtful amenities

Charming, Cozy Cape
Enjoy the warmth, style, and privacy of this lovely home, located on a hillside above the picturesque White River. Just minutes from restaurants, shopping, cocktail bars, and galleries in downtown White River Junction, and a 10-minute drive to Hanover, NH, and the Dartmouth College campus. Set on an acre of open land with beautiful views and sunsets from the back deck. Central heating to keep you cozy during the fall and winter months. Perfect for couples and families ... and pet-friendly!

Greystone 1830
"Greystone" is a charming stacked granite home built in the 1830's as a tavern and one of 4 original structures that made up Hammondsville VT. Greystone is just miles from Woodstock, and down the road from the Green Mountain Horse Association (GMHA). It's a short drive to Killington or Okemo and many other Vermont destinations. Greystone is just off VT Rt 106 on a large lot with a circular driveway and plenty of room for parking. The home is fully renovated and modernized.

Riverfront Retreat Minutes from Woodstock Village
Relax with the whole family at this spacious & peaceful riverside home. Minutes from downtown Woodstock and Killington Mountain Resort, you can spend quality time with family and friends. Perfect for any season, you and your guests can enjoy a bluebird day on the slopes, a perfect summer morning on the golf course, or a crisp afternoon hike during foliage! We’d love to host your weekend getaway, week long vacation or longer!

Riverfront Victorian Near Woodstock & Killington
Escape to the Raspberry Inn, a beautifully restored 1800s Victorian home located right across from the Ottauquechee river, just 10 minutes from both amazing foliage views in Woodstock and skiing at world renowned Killington. With 5 bedrooms, 5 bathrooms, and space for up to 16 guests, this is the perfect spot for family reunions, large friend groups, ski getaways, fall foliage trips, or summer retreats.

ThreeBears- AC, Hot Tub, Views, Fire Pit, Grill
Mountain views, hot tub, fire pit, game room, gym, and AC—Three Bears is the ultimate Killington escape! Spread across 3 levels with a king suite, open-concept living, 75" TV, and EV charger. Soak, stargaze, or gather by the fire after a day on the slopes. Brand-new heat pump AC for year-round comfort. Perfectly located between Bear and Snowshed, with fast Wi-Fi and room for the whole group.
Popular amenities for house rentals in Bridgewater
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Luxury Mid-Century Modern Vermont Home, Okemo View

Ranch at Mendon Mt Orchards

Ski Mountain View Estate

Heated Pool, EV Charging, Hot Tub & Barrel Sauna

Golf and Mountain Biking outside the door!

Beautiful Bromley/Manchester VT Retreat w/hot tub

Classic VT Ski Chalet - Walkable to Okemo Ski Lift
Weekly house rentals

Quaint Cottage

Cozy Riverside Vermont Retreat

Killington - Woodstock: Private Oasis w/ Hot-Tub

Secluded/Hot Tub/views! Minutes to Everything!

Cozy Vermont House Near Killington and Woodstock

Curtis Hollow School House

Black Dog Lodge - Ski Chalet

VT Farmhouse w/ Pond, Stream, Firepit & 20+ Acres
Private house rentals

The Looking Glass, a modernistic escape

5 Minutes to the Mountains - Game Room - Hot Tub

Cedar Wood Lodge

Sunflower Burrow Cottage

On Silver Lake & Close To Woodstock

Pomfret Retreat, near Woodstock

Riverfront Retreat in Stockbridge

8-Acre Retreat Near Killington & Okemo, Sleeps 8
When is the best time to visit Bridgewater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €409 | €425 | €307 | €274 | €259 | €232 | €216 | €262 | €247 | €289 | €314 | €342 |
| 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 |
Destinations to explore
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth College
- Tenney Mountain Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Middlebury College
- Hildene, The Lincoln Family Home
- Killington Resort
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- Stinson Lake
- Montshire Museum of Science
- Mount Sunapee Resort
- Warren Falls
- Camp Plymouth State Park
- Quechee Gorge
- Plymouth State University
- Jamaica State Park
- Dartmouth Skiway
- Things to do Bridgewater
- Things to do Windsor County
- Things to do Vermont
- Wildlife Vermont
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