Bridgewater Holiday Rentals

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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Bridgewater holiday rentals

Property grounds
Woodstock Studio | 10 Min to Killington

Apartment in Bridgewater

Woodstock Studio | 10 Min to Killington
10.0 out of 10, Exceptional, (5)
"We had a lovely time in Woodstock Vermont. The Bridgewater Inn was cozy and perfect for our weekend get away"
United States
Rosie L.
The price is HK$1,113
HK$2,110 total
includes taxes & fees
12 Jan - 13 Jan 2026
Woodstock Studio | 10 Min to Killington
Property grounds
Killington Area Home | Sleeps 8 | Game Room

Holiday Home in Bridgewater

Killington Area Home | Sleeps 8 | Game Room
9.6 out of 10, Exceptional, (7)
"My family enjoyed this house and there was plenty of space for sleeping and for the kids to play. Conveniently located for skiing at Killington."
United States
Owen C.
The price is HK$2,008
HK$4,863 total
includes taxes & fees
21 Dec - 22 Dec
Killington Area Home | Sleeps 8 | Game Room
Property grounds
Ben & Jerry’s Studio | 10 Min to Killington

Apartment in Bridgewater

Ben & Jerry’s Studio | 10 Min to Killington
9.2 out of 10, Wonderful, (7)
"Close to Woodstock and market. Easy check in. Very quiet. Kurig, no cups for coffee."
United States
Nancy
The price is HK$887
HK$1,830 total
includes taxes & fees
12 Jan - 13 Jan 2026
Ben & Jerry’s Studio | 10 Min to Killington
Property grounds
2 Queen Studio | 10 Min to Killington | Ski Base

Apartment in Bridgewater

2 Queen Studio | 10 Min to Killington | Ski Base
8.8 out of 10, Excellent, (5)
"As advertised"
United States
mark r.
The price is HK$1,572
HK$2,689 total
includes taxes & fees
4 Jan - 5 Jan 2026
2 Queen Studio | 10 Min to Killington | Ski Base
Property grounds
Long Trail Studio | 10 Min to Killington

Apartment in Bridgewater

Long Trail Studio | 10 Min to Killington
8.0 out of 10, Very good, (2)
"clean, easy to check in and out, convenient location to the GMHA grounds - we stay here every summer! "
United States
Amanda K.
The price is HK$1,346
HK$2,417 total
includes taxes & fees
4 Jan - 5 Jan 2026
Long Trail Studio | 10 Min to Killington
Interior
Addie's Place: A Quiet and Quirky Private Guesthouse

Cottage in Hartford

Addie's Place: A Quiet and Quirky Private Guesthouse
10.0 out of 10, Exceptional, (4)
"Perfect size and location! "
United States
Lyn H.
The price is HK$747
HK$1,468 total
includes taxes & fees
21 Dec - 22 Dec
Addie's Place: A Quiet and Quirky Private Guesthouse
Property grounds
Treehouse at Wise Pines- NoBo

Cabin in Woodstock

Treehouse at Wise Pines- NoBo
9.8 out of 10, Exceptional, (14)
"The treehouse was so cool and well maintained. We were very warm and everything was clearly laid out for where to go, where to park, etc. "
United States
Ethan
The price is HK$1,167
HK$1,464 total
includes taxes & fees
22 Dec - 23 Dec
Treehouse at Wise Pines- NoBo
Pool
Mountain Green Resort by Killington VR - 1 Bedrooms

Condo in Killington

Mountain Green Resort by Killington VR - 1 Bedrooms
3.5 star property
8.0 out of 10, Very good, (1)
"I had trouble getting in and out of the inner roads around the buildings and had to wait to use my rental car until the bus traffic cleared Old Mill Rd. to slush. This made me kind of locked in, but the bus service to and from the ski lodges did make it possible to ski. And that was the main reason I stayed at Mountain Green Resort the proximity and shuttle service."
United States
Scott
The price is HK$4,861
HK$8,600 total
includes taxes & fees
28 Dec - 29 Dec
Mountain Green Resort by Killington VR - 1 Bedrooms
Terrace/patio
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Cabin in Sharon

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
10.0 out of 10, Exceptional, (3)
"Very welcoming, awesome weekend getaway."
United States
Zachary B.
The price is HK$1,012
HK$2,231 total
includes taxes & fees
15 Jan - 16 Jan 2026
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Interior
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Cabin in Cavendish

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
2.0 star property
10.0 out of 10, Exceptional, (11)
"Super easy check in, beautiful and peaceful. Will def be back "
United States
Tyler S.
The price is HK$1,914
HK$3,102 total
includes taxes & fees
7 Jan - 8 Jan 2026
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Aerial view
Mountain Green

Condo resort in Killington

Mountain Green
2.0 star property
7.0 out of 10, Good, (15)
"Great communication from Jeff."
United States
Dennis
The price is HK$1,745
HK$2,340 total
includes taxes & fees
21 Dec - 22 Dec
Mountain Green
Property grounds
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

Cabin in Rutland

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
2.5 star property
9.2 out of 10, Wonderful, (5)
The price is HK$1,167
HK$1,499 total
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
Interior
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Condo in Ludlow

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
7.6 out of 10, Good, (53)
"Irish Bar nearby was a plus on St. Patrick’s Day !"
United States
Warren
The price is HK$903
HK$3,119 total
includes taxes & fees
12 Jan - 13 Jan 2026
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Exterior
Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington

Chalet in Plymouth

Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington
2.0 star property
10.0 out of 10, Exceptional, (14)
"Really enjoyed the setup at the location and the owners were very responsive to any queries!"
United States
Ed N.
The price is HK$2,529
HK$5,725 total
includes taxes & fees
5 Jan - 6 Jan 2026
Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington
Outdoor dining
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi

Condo in Clock Tower Base Area

Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
8.6 out of 10, Excellent, (14)
"Excellent Location.. "
United States
Juan Carlos L.
The price is HK$1,315
HK$3,110 total
includes taxes & fees
4 Jan - 5 Jan 2026
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
Indoor pool
Clean & bright condo with mountain views & modern kitchen - walk to lifts

Apartment in Killington

Clean & bright condo with mountain views & modern kitchen - walk to lifts
7.2 out of 10, Good, (44)
"Quick trip to and from Killington mt"
United States
Phillip F.
The price is HK$669
HK$2,275 total
includes taxes & fees
21 Dec - 22 Dec
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Interior
Beautiful home offering privacy on 7 acres with private pond

Holiday Home in West Windsor

Beautiful home offering privacy on 7 acres with private pond
10.0 out of 10, Exceptional, (30)
"Very relaxing house, we all enjoyed the fireplaces and pellet stove and the well-equipped kitchen allowed us to cook beautiful meals. The property is gorgeous and neighbors are far away. This was the perfect place for a friends reunion/ski trip!"
United States
Roy S.
Beautiful home offering privacy on 7 acres with private pond
Living area
The Woods by Killington Vacation Rentals - 2 Bedrooms

Condo in The Woods

The Woods by Killington Vacation Rentals - 2 Bedrooms
3.0 star property
10.0 out of 10, Exceptional, (2)
"The condo had everything we needed for a comfortable and enjoyable stay. The pool and hot tub area were great additions. We would definitely stay again."
United States
Paul
The Woods by Killington Vacation Rentals - 2 Bedrooms
Private kitchen
The Suites at Killington Center

Condo in Killington

The Suites at Killington Center
3.5 star property
The price is HK$1,998
HK$3,910 total
includes taxes & fees
23 Dec - 24 Dec
The Suites at Killington Center
1 bedroom, iron/ironing board, Internet, bed sheets
2nd-floor downtown Ludlow studio condo with kitchenette, streaming

Condo in Ludlow

2nd-floor downtown Ludlow studio condo with kitchenette, streaming
8.6 out of 10, Excellent, (4)
"Great location and convenient to all local businesses. I enjoyed it very much. Would stay here anytime and plan to again. "
United States
Kevin C.
The price is HK$1,167
HK$2,581 total
includes taxes & fees
5 Jan - 6 Jan 2026
2nd-floor downtown Ludlow studio condo with kitchenette, streaming
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
"Luxurious and friendly resort! Loved it"
Elizabeth 1-night trip
Posted 2 days ago
Woodstock Inn & Resort

Find out more about Bridgewater

Search for holiday rentals in Bridgewater on Expedia! You can easily find your home rentals, villas, holiday apartments in Bridgewater using one of the methods below:

  • View our selection of featured holiday rentals in Bridgewater
  • Use the map to find apartments and other holiday homes in the Bridgewater neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Bridgewater while they last

Look no further and take a look at our great range of rental properties in Bridgewater!

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?

Ground-floor apartment with pool, hot tub, tennis & gym access - near skiing: This holiday home rental outside of Bridgewater is located in the mountains, and has an indoor pool, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a microwave, kitchenware and a coffee maker. You can relax into your holiday with a garden and 1 hot tub.

How many holiday rentals will I find in Bridgewater?

With 7 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. Killington Resort and Long Trail Brewing Company 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.