
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 €103 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.

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

Midcentury Hillside Retreat - Summer Paradise
Enjoy this peaceful retreat in the heart of the Green Mtns and surrounded by 130+ acres of private woodland. Dramatic field stone fireplace and spectacular panoramic views of Mt Ascutney into New Hampshire from the entire living space. Large chef's kitchen. Private master suite and two guest bedrooms. The perfect get-away for relaxing with family and friends. Exceptional hiking, biking and Connecticut River adventures. Near GMHA and Woodstock. Great restaurants, fun village shopping nearby.

Killington - Woodstock: Private Oasis w/ Hot-Tub
Tucked away in the Green Mountains, you will have plenty of space and privacy to enjoy the fresh mountain air. Get ready for the clear night skies full of stars from the back patio hot tub— whether it’s a cold winter night or a fresh summer evening. The kitchen is furnished with stainless steel appliances and all the essentials to cook and bake! 4 mins driving to the Corner Store, 5 min to Long Trail Brewery, 13 min to Killington's Skyeship Lodge, 15 min to Okemo, and 15 min to Woodstock.

Killington Chalet: Hot Tub, Fireplace, spacious 4b
Welcome to the Skye Ship Chalet, a brand new construction, PET FRIENDLY 4 bedroom 2 full bath cabin in beautiful VT. Enjoy our new 7 person hot tub which is open all year round. Our cabin is nestled in the beautiful green mountains of Vermont, Ideally located right in the heart of the Killington ski resort. Ample seating in kitchen for large family gatherings! Cozy up next to the wood stove in the winter months and feel comfortable in the summer months with AC in each room of the house.

2 Min Walk to Woodstock Village Mountain Views
Elevated, quintessential New England home in the heart of Woodstock village, named by Condé Nast Traveler as America’s most beautiful town. Just a 2-minute walk to Central Street, Everstead Estates pairs historic Vermont character with modern comfort, sun-filled rooms, and sweeping hillside views. Access to Mt. Peg trail just 2-minutes on foot, Quechee Gorge is a 10-minute drive, and Killington and Dartmouth are 25 minutes away. Ideal in every season.

Cozy Riverside Vermont Retreat
Stay in our cozy home away from home in Bridgewater Corners, Vermont! Forget your worries in this spacious and serene space. Private residence with riverside access, close to Killington and Okemo mountain. Perfect for both for the simple relaxers or adventurers. Snowmobiling, golfing ,kayaking, natural watersource swimming, hiking, quiet historical towns, farmers markets, and much more. Book now and find out for yourself!

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

Golf and Mountain Biking outside the door!

Beautiful Bromley/Manchester VT Retreat w/hot tub

Gorgeous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna

Dana Road House Sunlit VT Country Home w/HotTub
Weekly house rentals

Skye Ridge Lodge: Private Hot Tub, Open Concept

Riverfront Victorian Near Woodstock & Killington

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

Secluded/Hot Tub/views! Minutes to Everything!

Curtis Hollow School House

The DeerBrook, Distinctive Vermont Lodging

Historic House near Woodstock Inn with Porch

10 min to killington, 10 min to Woodstock!
Private house rentals

The Westerdale | Woodstock Retreat | Pet Friendly

The Looking Glass, a modernistic escape

Sunflower Burrow Cottage

On Silver Lake & Close To Woodstock

8-Acre Retreat Near Killington & Okemo, Sleeps 8

Hot tub|Sauna|Movie Room! 8 min to Killington Mtn!

Pomfret Retreat, near Woodstock

New Luxury Home with Hot Tub, Sauna and Fireplace
When is the best time to visit Bridgewater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €408 | €424 | €306 | €274 | €258 | €232 | €216 | €262 | €246 | €288 | €313 | €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
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth College
- Tenney Mountain Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Middlebury College
- 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
- Cooking Bridgewater
- Things to do Windsor County
- Cooking Windsor County
- Things to do Vermont
- Wildlife Vermont
- Cooking Vermont
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