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

Bridgewater Vacation Rentals

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Our top choices for Bridgewater vacation rentals

1. 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.
The price is CA $151
CA $285 total
includes taxes & fees
Nov 9 - Nov 10
Bridgewater Living - Ben&Jerry Suite

2. Bridgewater Living - Long Trail Suite

Bridgewater Living - Long Trail Suite
Bridgewater
8.0 out of 10, Very good, (1 review)
"The studio was clean with rustic feel. On the main road so easy to find. Short drive to restaurant and brewery. About 1/2 to Woodstock."
United States
Ann
The price is CA $151
CA $283 total
includes taxes & fees
Nov 9 - Nov 10
Bridgewater Living - Long Trail Suite

3. 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, (4 reviews)
"We loved the farmhouse. It was very charming and cozy. Plenty of space for us and exactly as advertised. We would definitely stay here again. Thank you"
United States
Lisa G.
The price is CA $303
CA $720 total
includes taxes & fees
Nov 11 - Nov 12
Pet Friendly | Game Room | Minutes to Woodstock and Killington

4. Bridgewater Living - Ski VT Suite

Bridgewater Living - Ski VT Suite
Bridgewater
The price is CA $151
CA $282 total
includes taxes & fees
Nov 9 - Nov 10
Bridgewater Living - Ski VT Suite

5. Bridgewater Living - Woodstock Suite

Bridgewater Living - Woodstock Suite
Bridgewater
The price is CA $151
CA $283 total
includes taxes & fees
Nov 9 - Nov 10
Bridgewater Living - Woodstock Suite

6. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (15 reviews)
"This property was extremely beautiful and peaceful. Loved being able to walk around the farm and say hi to the animals. The views of the mountains from the cabin or gorgeous, we enjoyed having our coffee on the porch each morning. Having fresh eggs and scones in our cabin upon arrival was a very nice surprise. Will definitely be staying there again."
United States
Brenda
The price is CA $157
CA $248 total
includes taxes & fees
Nov 17 - Nov 18
Fat Sheep Farm & Cabins

7. Brookside Cabin + Hot Tub | Woodstock & Killington

Brookside Cabin + Hot Tub | Woodstock & Killington
Bridgewater
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful property on a nice quiet stream. House was super clean and had everything we needed. We took the dogs and they had fun with us around town and playing in the stream."
United States
tom b.
The price is CA $719
CA $1,172 total
includes taxes & fees
Nov 7 - Nov 8
Brookside Cabin + Hot Tub | Woodstock & Killington

8. Newly renovated cozy ski retreat with view of Killington slopes

Newly renovated cozy ski retreat with view of Killington slopes
Killington
9.6 out of 10, Exceptional, (53 reviews)
"This condo was very warm and cozy and few steps away from the Grand Resort hotel where my conference was taking place. The condo complex included workout room and hot tub/pool. Wayne was very communicative and a gracious host. I highly recommend this reasonable stay in a beautiful resort village of Killington."
United States
Suzanne
The price is CA $283
CA $552 total
includes taxes & fees
Nov 10 - Nov 11
Newly renovated cozy ski retreat with view of Killington slopes

9. The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is CA $318
CA $657 total
includes taxes & fees
Nov 10 - Nov 11
The Suites at Killington Center

10. Private Oasis Under 10 Mins from Woodstock

Private Oasis Under 10 Mins from Woodstock
Pomfret
9.8 out of 10, Exceptional, (6 reviews)
"Great location and views "
United States
Steve L.
The price is CA $175
CA $510 total
includes taxes & fees
Nov 8 - Nov 9
Private Oasis Under 10 Mins from Woodstock

11. Trailside Village #1: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals

Trailside Village #1: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals
Killington
9.2 out of 10, Wonderful, (60 reviews)
"Great stay. We really loved the ski in ski out feature. Host was responsive with any issues"
United States
Andrea W.
Trailside Village #1: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals

12. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
10.0 out of 10, Exceptional, (1 review)
"We were very surprised. The accommodation's well worth the amount we paid. I was surprised how from the start to the close of our Anniversary get away It was such an easygoing experience. The host left fresh towels and bedding linens. The host kept in contact the entire way booking this condo. It was roomy nice Quiet!! I loved the privacy yet close to everything Killington has to offer. Our anniversary was special as we went with the host recommendation for a local resturaunt the Garlic. We have...
United States
Melinda D.
The price is CA $111
CA $362 total
includes taxes & fees
Nov 10 - Nov 11
Luxury Condo Tucked in the Heart of Killington

13. Mountain Green ground-floor condo with private yard off the patio

Mountain Green ground-floor condo with private yard off the patio
Killington
The price is CA $115
CA $399 total
includes taxes & fees
Nov 10 - Nov 11
Mountain Green ground-floor condo with private yard off the patio

14. 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.
The price is CA $211
CA $600 total
includes taxes & fees
Nov 8 - Nov 9
Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

15. Killington resort: Walk to Mountain, Ski/Ride, World Cup

Killington resort: Walk to Mountain, Ski/Ride, World Cup
Killington
9.8 out of 10, Exceptional, (38 reviews)
"Excellent location. Clean and easy."
United States
Todd I.
The price is CA $200
CA $504 total
includes taxes & fees
Nov 10 - Nov 11
Killington resort: Walk to Mountain, Ski/Ride, World Cup

16. Adventure Cabin Hot Tub Sauna Trails Game Area

Adventure Cabin Hot Tub Sauna Trails Game Area
Cavendish
10.0 out of 10, Exceptional, (29 reviews)
"A very clean and modern cabin. Loved the amenities like the paddle boards, kayaks and hot tub.!"
United States
Katherine B.
The price is CA $278
CA $553 total
includes taxes & fees
Nov 15 - Nov 16
Adventure Cabin Hot Tub Sauna Trails Game Area

17. Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
Killington
9.4 out of 10, Exceptional, (10 reviews)
"Beautiful place . My sister was visiting USA/ Vermont for the first time . We went to the Breakfast cafe next door it was amazing . "
United States
Asad B.
The price is CA $135
CA $371 total
includes taxes & fees
Nov 8 - Nov 9
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

18. The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531

The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
Killington
9.6 out of 10, Exceptional, (5 reviews)
"Place was great"
United States
Nathan H.
The price is CA $108
CA $364 total
includes taxes & fees
Nov 8 - Nov 9
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531

19. The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.

The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.
Killington
9.2 out of 10, Wonderful, (10 reviews)
"Perfect clean space, very comfortable and great location for the week. We were not big fans of the mattress toppers, they kept sliding off, but that is a personal preference matter. Staff communication was 10 out of 10. Highly recommend."
United States
Lisa
The price is CA $167
CA $567 total
includes taxes & fees
Nov 8 - Nov 9
The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.

20. Trailside Village 5: Wood Stove, Private Sauna and Hot Tub

Trailside Village 5: Wood Stove, Private Sauna and Hot Tub
Killington
9.6 out of 10, Exceptional, (25 reviews)
"Great stay! Very convenient to slopes!"
United States
Conor D.
The price is CA $278
CA $904 total
includes taxes & fees
Nov 9 - Nov 10
Trailside Village 5: Wood Stove, Private Sauna and Hot Tub
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

Find out more about Bridgewater

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Bridgewater. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.