A rural landscape with a green field, a white house, and a red barn.

Bridgewater Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Bridgewater vacation rentals

A large house with a fire pit and outdoor seating.

1. Pet Friendly | Game Room | Minutes to Woodstock and Killington

Pet Friendly | Game Room | Minutes to Woodstock and Killington
Bridgewater
10.0 out of 10, Exceptional, (2 reviews)
"Great house with fun decorations. Comfortable with lots of room; full kitchen with ample dining area. Loved the coffee available and the sound machine in the bedroom- great conveniences! Communication around booking were great with easy check in and check out."
United States
Susan S.
$491 nightly
The price is $550
Nov 1 - Nov 2
Total with taxes and fees
Pet Friendly | Game Room | Minutes to Woodstock and Killington
A two-story house with a porch, surrounded by a well-maintained lawn and dense trees.

2. Bridgewater Living - Ben&Jerry Suite

Bridgewater Living - Ben&Jerry Suite
Bridgewater
10.0 out of 10, Exceptional, (1 review)
"Swati, my host, helped me when I had difficulties with tech issues and my stay was as smooth as silk. Thanks!"
United States
Sylvia F.
$207 nightly
The price is $232
Nov 1 - Nov 2
Total with taxes and fees
Bridgewater Living - Ben&Jerry Suite
A two-story house with a green roof, a covered porch, and a driveway with a parked car.

3. Bridgewater Living - Long Trail Suite

Bridgewater Living - Long Trail Suite
Bridgewater
$206 nightly
The price is $231
Nov 2 - Nov 3
Total with taxes and fees
Bridgewater Living - Long Trail Suite
A bedroom with two beds, a door, and a small table with a lamp.

4. Bridgewater Living - Ski VT Suite

Bridgewater Living - Ski VT Suite
Bridgewater
$206 nightly
The price is $231
Nov 2 - Nov 3
Total with taxes and fees
Bridgewater Living - Ski VT Suite
A signboard for The Bridgewater Inn with a simple design, located beside a road with a white fence and greenery.

5. Bridgewater Living - Woodstock Suite

Bridgewater Living - Woodstock Suite
Bridgewater
$206 nightly
The price is $231
Nov 2 - Nov 3
Total with taxes and fees
Bridgewater Living - Woodstock Suite
A modern two-story building with a wooden facade, large windows, and a covered porch with seating.

6. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (13 reviews)
"Woman who runs the place is great, such a nice little cabin beautiful views! "
United States
Jessica
$198 nightly
The price is $215
Nov 2 - Nov 3
Total with taxes and fees
Fat Sheep Farm & Cabins
An indoor swimming pool with tiled flooring, a seating area with chairs, and large windows allowing natural light.

7. RabbitHole | AC, Pool, Hot Tub, Near Resort

RabbitHole | AC, Pool, Hot Tub, Near Resort
Killington
10.0 out of 10, Exceptional, (2 reviews)
"Our hosts were super communicative. The check in process was smooth. The condo was clean and well appointed. Beds good. Our hosts even gave us some local coffee and maple syrup as a welcome gift (along with a few other things). Definitely recommend "
United States
Amy G.
$553 nightly
The price is $604
Oct 5 - Oct 6
Total with taxes and fees
RabbitHole | AC, Pool, Hot Tub, Near Resort
A spacious restaurant with high ceilings, exposed ductwork, and a mix of wooden and metal furniture.

8. Killington resort: Walk to Mountain, Bike, Pool

Killington resort: Walk to Mountain, Bike, Pool
Killington
9.8 out of 10, Exceptional, (34 reviews)
"Excellent location. Clean and easy."
United States
Todd I.
$371 nightly
The price is $420
Oct 28 - Oct 29
Total with taxes and fees
Killington resort: Walk to Mountain, Bike, Pool
A modern kitchen with a microwave, stove, and red stools. A living area with a fireplace and a TV is visible in the background.

9. Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
Killington
9.4 out of 10, Exceptional, (12 reviews)
"Quick trip but would stay here again"
United States
John O.
$364 nightly
The price is $412
Oct 5 - Oct 6
Total with taxes and fees
Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
A modern kitchen with stainless steel appliances, a dining area with a glass table, and a living room with a fireplace.

10. Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.

Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
Killington
9.4 out of 10, Exceptional, (6 reviews)
"Everything was as advertised. Host was responsive to questions. Great stay overall."
United States
Riley T.
$368 nightly
The price is $415
Oct 7 - Oct 8
Total with taxes and fees
Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
A modern cabin with a stone chimney, wooden balconies, and a hot tub.

11. Trailside Six: Ski-On/Off Condo for 8 with Private Hot Tub & Sauna. Ski Deals Too.

Trailside Six: Ski-On/Off Condo for 8 with Private Hot Tub & Sauna. Ski Deals Too.
Killington
9.6 out of 10, Exceptional, (73 reviews)
"This is a great house. Super comfortable and the location is amazing. Real ski in ski out. "
United States
Zvi
$919 nightly
The price is $1,039
Oct 5 - Oct 6
Total with taxes and fees
Trailside Six: Ski-On/Off Condo for 8 with Private Hot Tub & Sauna. Ski Deals Too.
A modern living room with a glass coffee table, a sofa, a TV mounted on the wall, a fireplace, and a blue accent wall.

12. Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
Killington
9.6 out of 10, Exceptional, (5 reviews)
"The place was clean and easy to get to. "
United States
Sarah Z.
$264 nightly
The price is $298
Oct 5 - Oct 6
Total with taxes and fees
Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
A spacious living area with a dining table, chairs, a sofa, and a large window.

13. SunBear-Ski on Ski off, Pool, HotTub, Game Room!

SunBear-Ski on Ski off, Pool, HotTub, Game Room!
Killington
9.8 out of 10, Exceptional, (31 reviews)
"Very accommodating and helpful hosts"
United States
Sean W.
$500 nightly
The price is $565
Oct 12 - Oct 13
Total with taxes and fees
SunBear-Ski on Ski off, Pool, HotTub, Game Room!
An indoor swimming pool with a clear view of the surrounding area, including a seating area and a staircase.

14. Trail Creek Killington Condos #18: Ski Home Trail. Bus. Hot Tub. Pool.

Trail Creek Killington Condos #18: Ski Home Trail. Bus. Hot Tub. Pool.
Killington
9.8 out of 10, Exceptional, (14 reviews)
"Great Location"
United States
Brian B.
$558 nightly
The price is $630
Oct 5 - Oct 6
Total with taxes and fees
Trail Creek Killington Condos #18: Ski Home Trail. Bus. Hot Tub. Pool.
A living room with a fireplace, a sofa, a coffee table, and a television.

15. Resort condo with mountain views, full kitchen, and free WiFi

Resort condo with mountain views, full kitchen, and free WiFi
Killington
8.8 out of 10, Excellent, (47 reviews)
"Great location. Great amenities. Great communication. "
United States
Jason B.
$336 nightly
The price is $380
Oct 6 - Oct 7
Total with taxes and fees
Resort condo with mountain views, full kitchen, and free WiFi
A person standing on a sandy beach by a river with trees in the background.

16. Cabin on the hill Ascutney Vt - 4 bedrooms

Cabin on the hill Ascutney Vt - 4 bedrooms
West Windsor
10.0 out of 10, Exceptional, (1 review)
"The Cabin in the Woods looks very rustic on the outside, but a cabin ine the woods should. Inside was a pleasant surprise. Full kitchen, large leather wrap around sofa to watch the LARGE flat-screen TV, large dining room table, 4 bedrooms, and 2 full baths made this a perfect get away place."
United States
Alvin
$466 nightly
The price is $527
Oct 7 - Oct 8
Total with taxes and fees
Cabin on the hill Ascutney Vt - 4 bedrooms
A ski lift with skiers and a snow-covered slope.

17. Lodges at Sunrise 3BR Luxury Ski On Ski Off Condo. Pool. Hot Tub. Gym. Discounted Ski Rentals.

Lodges at Sunrise 3BR Luxury Ski On Ski Off Condo. Pool. Hot Tub. Gym. Discounted Ski Rentals.
Killington
9.8 out of 10, Exceptional, (20 reviews)
"Great stay! "
United States
Corey W.
$754 nightly
The price is $852
Oct 7 - Oct 8
Total with taxes and fees
Lodges at Sunrise 3BR Luxury Ski On Ski Off Condo. Pool. Hot Tub. Gym. Discounted Ski Rentals.
A modern kitchen with a central island, stainless steel appliances, and wooden cabinets.

18. Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532

Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
Killington
9.6 out of 10, Exceptional, (71 reviews)
"Cozy space close to the mountain. Host was very responsive and check in and check out was easy. "
United States
Spencer P.
$344 nightly
The price is $388
Oct 5 - Oct 6
Total with taxes and fees
Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
A swimming pool with a hot tub, surrounded by a building with balconies and a fenced area with trees.

19. Welcoming condo near the slopes with free WiFi and full kitchen

Welcoming condo near the slopes with free WiFi and full kitchen
Killington
$255 nightly
The price is $289
Oct 5 - Oct 6
Total with taxes and fees
Welcoming condo near the slopes with free WiFi and full kitchen
A hot tub with a mountain view, surrounded by snow-covered trees and a wooden structure.

20. Topridge Style 3BR/4BA with Hot Tub, Ski On Ski Off, Mountain Views and Discounted Ski Rentals

Topridge Style 3BR/4BA with Hot Tub, Ski On Ski Off, Mountain Views and Discounted Ski Rentals
Killington
9.8 out of 10, Exceptional, (70 reviews)
"Excellent location and hosts would definitely recommend! House is perfect "
United States
Tim C.
$964 nightly
The price is $1,089
Oct 7 - Oct 8
Total with taxes and fees
Topridge Style 3BR/4BA with Hot Tub, Ski On Ski Off, Mountain Views and Discounted Ski Rentals
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Bridgewater Hotel Reviews

Mountain Sports Inn

Mountain Sports Inn

10/10 Excellent
"Great location in the mountains! The hot breakfast in the morning was delicious and included with your stay. Would definitely stay there again and would recommend to friends or family traveling to Vermont."
Cassie 1-night trip
Posted 6 hours ago
Mountain Sports Inn

Find out more about Bridgewater

Everything you need to know about Bridgewater vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Bridgewater vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bridgewater vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Bridgewater vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bridgewater. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Bridgewater in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $215 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Bridgewater rentals

At Expedia, we put the best Bridgewater vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Bridgewater rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bridgewater vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bridgewater. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Bridgewater?

Yes, we offer vacation rentals close to popular sights in Bridgewater, or you can go with a secluded option if you're looking for relaxation.

What are some of the best vacation home rentals that Bridgewater has to offer?

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: This vacation home rental outside of Bridgewater is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals will I find in Bridgewater?

With 9 Expedia vacation rentals, you're sure to find just the right place for your Bridgewater stay.

What can I see and do in Bridgewater?

Explore the area and family-friendly sights such as Killington Adventure Center, or get out into nature at a spot like Marsh-Billings-Rockefeller National Historical Park. Coolidge State Park and Woodstock Town Hall Theatre are a couple of places you'll find in the larger area.

What are vacation rentals like in Bridgewater?

Vacation rentals are privately owned accommodations you can book for several days or longer in Bridgewater. Vacation rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for small groups.