
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
4.99 out of 5 average rating, 170 reviews
Luxury Condo Tucked in the Heart of Killington
Welcome to our ❄newly renovated❄ Cozy Condo Located right off the "loop" walking trail on river road. Our end unit condo sits just 5 min from the base of Killington with easy access to night life/restaurants and much more. Whether you are skiing, hiking, biking, kayaking or just enjoying the fresh Vermont air, you'll love the comfort of our condo. Enjoy a space that is truly convenient, comfortable, child-friendly and fun for you to enjoy during your hard-earned vacation time in Killington!
4.86 out of 5 average rating, 257 reviews
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
4.92 out of 5 average rating, 60 reviews
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!
4.97 out of 5 average rating, 107 reviews
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.
4.94 out of 5 average rating, 133 reviews
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.
4.92 out of 5 average rating, 170 reviews
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.
4.93 out of 5 average rating, 102 reviews
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
4.98 out of 5 average rating, 168 reviews
Birdie's Nest Guesthouse
Welcome to our newly renovated studio apartment, nestled among the trees in the serene hills of West Windsor, Vermont. Elevated on the second floor, this separate structure offers a tranquil escape with breathtaking views of Mount Ascutney and our own private pond. Immerse yourself in the comforts of this thoughtfully designed studio apartment, surrounded by the natural beauty of the Vermont landscape. Every detail has been curated to ensure your utmost comfort and enjoyment.
4.98 out of 5 average rating, 186 reviews
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.
5.0 out of 5 average rating, 26 reviews
Scenic Rt 4: Hot tub, minutes to everything!
Our home is located directly on the main road, scenic Route 4! Nestled right in between Woodstock and Killington, the location makes it easy to visit all of your favorite attractions! PET POLICY: LIMIT 2 DOGS (NO HUSKIES) $150 PER PET *Directly across the street from Long Trail Brewery & Bridgewater Corner Store *8 minutes to Skyeship Gondala *13 minutes to the access road *15 minutes to Woodstock
4.97 out of 5 average rating, 32 reviews
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.
4.97 out of 5 average rating, 102 reviewsPopular amenities for house rentals in Bridgewater
House rentals with a pool

Golf and Mountain Biking outside the door!
4.89 out of 5 average rating, 139 reviews
Luxury Mid-Century Modern Vermont Home, Okemo View
4.99 out of 5 average rating, 100 reviews
Ski Mountain View Estate
4.96 out of 5 average rating, 140 reviews
Ranch at Mendon Mt Orchards
4.88 out of 5 average rating, 280 reviews
Magical Farm Getaway - a must visit!
4.98 out of 5 average rating, 213 reviews
Beautiful Bromley/Manchester VT Retreat w/hot tub
4.91 out of 5 average rating, 181 reviews
Classic VT Ski Chalet - Walkable to Okemo Ski Lift
4.92 out of 5 average rating, 114 reviews
Topridge | Luxe 4BR w Game Room & View!
4.97 out of 5 average rating, 35 reviewsWeekly house rentals

Skye Ridge Lodge: Private Hot Tub, Open Concept
4.95 out of 5 average rating, 42 reviews
Cozy Vermont House Near Killington and Woodstock
4.87 out of 5 average rating, 90 reviews
Riverfront Victorian Near Woodstock & Killington
4.9 out of 5 average rating, 41 reviews
Killington - Woodstock: Private Oasis w/ Hot-Tub
4.94 out of 5 average rating, 69 reviews
Cozy Riverside Vermont Retreat
4.76 out of 5 average rating, 17 reviews
VT Farmhouse w/ Pond, Stream, Firepit & 20+ Acres
4.93 out of 5 average rating, 40 reviews
The DeerBrook, Distinctive Vermont Lodging
4.99 out of 5 average rating, 72 reviews
Historic House near Woodstock Inn with Porch
4.93 out of 5 average rating, 83 reviewsPrivate house rentals

The House on the Hill
5.0 out of 5 average rating, 3 reviews
Black Dog Lodge - Ski Chalet
4.74 out of 5 average rating, 19 reviews
The Looking Glass, a modernistic escape
4.98 out of 5 average rating, 47 reviews
The Westerdale | Woodstock Retreat | Pet Friendly
4.97 out of 5 average rating, 31 reviews
Private 3 BR/2 BTH w/hot tub, 5 mins to Resort!
4.97 out of 5 average rating, 87 reviews
Sunflower Burrow Cottage
5.0 out of 5 average rating, 54 reviews
On Silver Lake & Close To Woodstock
4.95 out of 5 average rating, 76 reviews
Quechee Retreat. Close to Everything!
5.0 out of 5 average rating, 26 reviewsWhen 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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