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
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Bridgewater vacation rentals

A large house with a fire pit and outdoor seating.

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 $284 total
includes taxes & fees
Nov 10 - Nov 11
Bridgewater Living - Ben&Jerry Suite
A large house with a fire pit and outdoor seating.

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 10 - Nov 11
Bridgewater Living - Long Trail Suite
A large house with a fire pit and outdoor seating.

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 $305
CA $726 total
includes taxes & fees
Nov 11 - Nov 12
Pet Friendly | Game Room | Minutes to Woodstock and Killington
A large house with a fire pit and outdoor seating.

4. Bridgewater Living - Ski VT Suite

Bridgewater Living - Ski VT Suite
Bridgewater
The price is CA $151
CA $283 total
includes taxes & fees
Nov 10 - Nov 11
Bridgewater Living - Ski VT Suite
A large house with a fire pit and outdoor seating.

5. Bridgewater Living - Woodstock Suite

Bridgewater Living - Woodstock Suite
Bridgewater
The price is CA $151
CA $283 total
includes taxes & fees
Nov 10 - Nov 11
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, (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 $159
CA $250 total
includes taxes & fees
Nov 17 - Nov 18
Fat Sheep Farm & Cabins
A backyard with a hot tub, fire pit, and outdoor seating.

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.
Brookside Cabin + Hot Tub | Woodstock & Killington
A living room with a sofa, armchair, coffee table, TV, fireplace, and artwork on the wall.

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 $284
CA $553 total
includes taxes & fees
Nov 10 - Nov 11
Newly renovated cozy ski retreat with view of Killington slopes
Aerial view

9. The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is CA $319
CA $659 total
includes taxes & fees
Nov 10 - Nov 11
The Suites at Killington Center
A spacious living area with a dining table, chairs, and a sofa. There are large windows providing a view of the outdoors.

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 $512 total
includes taxes & fees
Nov 10 - Nov 11
Private Oasis Under 10 Mins from Woodstock
A wooden cabin with multiple balconies and a stone chimney.

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.
The price is CA $293
CA $964 total
includes taxes & fees
Nov 8 - Nov 9
Trailside Village #1: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals
A kitchen with white cabinetry, a stainless steel refrigerator, a coffee maker, and a dining area with two chairs.

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 $363 total
includes taxes & fees
Nov 10 - Nov 11
Luxury Condo Tucked in the Heart of Killington
A swimming pool with a hot tub, surrounded by a building with balconies and a fenced area with trees.

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 $116
CA $400 total
includes taxes & fees
Dec 8 - Dec 9
Mountain Green ground-floor condo with private yard off the patio
A modern kitchen with a microwave, stove, and red stools. A living area with a fireplace and a TV is visible in the background.

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 $213
CA $605 total
includes taxes & fees
Nov 8 - Nov 9
Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
A multi-story hotel with a modern architectural design, featuring balconies and a parking area.

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 $201
CA $506 total
includes taxes & fees
Nov 10 - Nov 11
Killington resort: Walk to Mountain, Ski/Ride, World Cup
A wooden cabin interior with a staircase, a sofa, and a table.

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 $279
CA $555 total
includes taxes & fees
Nov 15 - Nov 16
Adventure Cabin Hot Tub Sauna Trails Game Area
An aerial view of a residential area with houses, a swimming pool, and a parking lot.

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 $136
CA $374 total
includes taxes & fees
Nov 8 - Nov 9
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
A modern bedroom with a bed, bedside table, and a window with a view.

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 $109
CA $367 total
includes taxes & fees
Nov 8 - Nov 9
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
A modern kitchen with white cabinets, a built-in microwave, and a stainless steel refrigerator.

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 $169
CA $571 total
includes taxes & fees
Nov 8 - Nov 9
The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.
A wooden cabin with multiple decks and large windows, surrounded by snow and rocks.

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 $281
CA $874 total
includes taxes & fees
Nov 8 - Nov 9
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

Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Fantastic stay at Woodstock Inn this week! The room and property were spotless, and the staff was incredibly kind and welcoming. The spa was beautiful, the food at Red Rooster was excellent, and the athletic center, pool, and hot tub were all great. The entire property has a quiet, peaceful atmosphere that makes it easy to relax and unwind. Would absolutely recommend!"
Alexander 3-night trip
Posted 23 hours ago
Woodstock Inn & Resort

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bridgewater vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bridgewater vacation rentals we have selected for you start as low as CA $342 per night. Entering your travel dates in the search wizard 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.