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

Bridgewater Holiday Rentals

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Our top choices for Bridgewater holiday 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 NZ$348
includes taxes & fees
11 Nov - 12 Nov
Bridgewater Living - Ben&Jerry Suite

2. 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 NZ$906
includes taxes & fees
19 Nov - 20 Nov
Pet Friendly | Game Room | Minutes to Woodstock and Killington

3. 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 NZ$346
includes taxes & fees
11 Nov - 12 Nov
Bridgewater Living - Long Trail Suite

4. Bridgewater Living - Ski VT Suite

Bridgewater Living - Ski VT Suite
Bridgewater
The price is NZ$346
includes taxes & fees
11 Nov - 12 Nov
Bridgewater Living - Ski VT Suite

5. Bridgewater Living - Woodstock Suite

Bridgewater Living - Woodstock Suite
Bridgewater
The price is NZ$346
includes taxes & fees
11 Nov - 12 Nov
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 NZ$315
includes taxes & fees
17 Nov - 18 Nov
Fat Sheep Farm & Cabins

7. The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is NZ$834
includes taxes & fees
24 Nov - 25 Nov
The Suites at Killington Center

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 NZ$685
includes taxes & fees
13 Nov - 14 Nov
Newly renovated cozy ski retreat with view of Killington slopes

9. Trailside Village #7: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals

Trailside Village #7: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals
Killington
9.4 out of 10, Exceptional, (63 reviews)
"Good place. Hosts were in touch and the hot tub was great. "
United States
Bethany S.
Trailside Village #7: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals

10. 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 NZ$776
includes taxes & fees
11 Nov - 12 Nov
Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

11. 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 NZ$642
includes taxes & fees
11 Nov - 12 Nov
Killington resort: Walk to Mountain, Ski/Ride, World Cup

12. 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
9.6 out of 10, Exceptional, (7 reviews)
"Everything was as advertised. Host was responsive to questions. Great stay overall."
United States
Riley T.
The price is NZ$715
includes taxes & fees
11 Nov - 12 Nov
Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.

13. New Luxury Home in Killington with Hot Tub, Sauna and Fireplace

New Luxury Home in Killington with Hot Tub, Sauna and Fireplace
Killington
10.0 out of 10, Exceptional, (4 reviews)
"We had a fabulous time enjoying this lovely property! The host, Erin, was super responsive and helpful, we will definitely be returning for future visits! "
United States
jeannie g.
The price is NZ$1,517
includes taxes & fees
11 Nov - 12 Nov
New Luxury Home in Killington with Hot Tub, Sauna and Fireplace

14. 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, (73 reviews)
"Cozy space close to the mountain. Host was very responsive and check in and check out was easy. "
United States
Spencer P.
The price is NZ$750
includes taxes & fees
11 Nov - 12 Nov
Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532

15. Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails

Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails
Cavendish
10.0 out of 10, Exceptional, (59 reviews)
"The cabins are amazing, everything you need for a great weekend! I will be back for sure!"
United States
Joe C.
The price is NZ$675
includes taxes & fees
11 Nov - 12 Nov
Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails

16. Whiffletree Cozy Condo: 2-Bedroom Condo in Killington, VT with Garden View and Ski Rental Deals

Whiffletree Cozy Condo: 2-Bedroom Condo in Killington, VT with Garden View and Ski Rental Deals
Killington
10.0 out of 10, Exceptional, (1 review)
"The property was a great location. Close enough for a daily drive to stowe or woodstock. I would highly recommend this place. The only thing I wish I would have known is there are a few flights of stairs to go up and down with luggage. Thanks for a great stay"
United States
Brandy
The price is NZ$681
includes taxes & fees
11 Nov - 12 Nov
Whiffletree Cozy Condo: 2-Bedroom Condo in Killington, VT with Garden View and Ski Rental Deals

17. 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, (32 reviews)
"Very accommodating and helpful hosts"
United States
Sean W.
The price is NZ$979
includes taxes & fees
11 Nov - 12 Nov
SunBear-Ski on Ski off, Pool, HotTub, Game Room!

18. Cozy Hotel Room Style Studio Condo With Pool

Cozy Hotel Room Style Studio Condo With Pool
3.0 star property
Killington
Cozy Hotel Room Style Studio Condo With Pool

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 NZ$744
includes taxes & fees
11 Nov - 12 Nov
The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.

20. 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)
"Great room!"
United States
Carla M.
The price is NZ$474
includes taxes & fees
11 Nov - 12 Nov
Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Bridgewater holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Bridgewater. 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 Bridgewater. 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 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 holiday 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 Bridgewater short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Bridgewater?

Yes, there are holiday rentals close to the most popular sights in Bridgewater, or you can select a more secluded option if you're looking for a relaxing stay.

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

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: This holiday home rental outside of Bridgewater is located on a lake, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Bridgewater?

With 9 Expedia holiday rentals, you're guaranteed 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 wider area.

What are holiday rentals like in Bridgewater?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Bridgewater. Holiday rentals offer extras like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family trips.