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

Holiday Homes in Bridgewater

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Bridgewater holiday homes

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.
The price is AU$846
includes taxes & fees
26 Oct - 27 Oct
Pet Friendly | Game Room | Minutes to Woodstock and Killington
A compact kitchen with a refrigerator, stove, microwave, and sink.

2. The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6

The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
Plymouth
The price is AU$819
includes taxes & fees
4 Oct - 5 Oct
The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
A wooden cabin with a snow-covered ground, a wooden fence, and a door with a window above it.

3. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
The price is AU$419
includes taxes & fees
28 Oct - 29 Oct
Luxury Condo Tucked in the Heart of Killington
A cozy living room with a brick fireplace, comfortable seating, and large windows offering a view of the outdoors.

4. Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.

Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
Bridgewater
8.8 out of 10, Excellent, (3 reviews)
"Great place for a ski weekend"
United States
Kathryn F.
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
A hallway with a wooden beam ceiling, a door with a frosted glass panel, and a view of a living room with a sofa and a table.

5. Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
Killington
The price is AU$716
includes taxes & fees
6 Oct - 7 Oct
Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
A bedroom with a bed, a nightstand, a window with a view of trees, and a framed picture on the wall.

6. Slopeside Estate Guesthouse: Hot tub, AC, Grill

Slopeside Estate Guesthouse: Hot tub, AC, Grill
Killington
The price is AU$1,374
includes taxes & fees
7 Oct - 8 Oct
Slopeside Estate Guesthouse: Hot tub, AC, Grill
A modern living room with a flat-screen TV, grey sofas, a dining table with chairs, and a large window with a view of greenery.

7. CozyDen - AC, Bike to Mountain, Porch!

CozyDen - AC, Bike to Mountain, Porch!
Killington
9.4 out of 10, Exceptional, (3 reviews)
"Place was clean and location was great"
United States
Berni H.
The price is AU$417
includes taxes & fees
5 Oct - 6 Oct
CozyDen - AC, Bike to Mountain, Porch!
A rural landscape with a house surrounded by dense forest, a pond, and a golf course in the distance.

8. Peaceful Stay w/ Pond & Massage Chair | Near Okemo

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
The price is AU$641
includes taxes & fees
5 Oct - 6 Oct
Peaceful Stay w/ Pond & Massage Chair | Near Okemo
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

9. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is AU$336
includes taxes & fees
5 Oct - 6 Oct
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A snow-covered building with a clock tower, surrounded by other buildings with balconies.

10. Okemo Mountain Lodging by Vail Resorts

Okemo Mountain Lodging by Vail Resorts
3.5 star property
Clock Tower Base Area
7.8 out of 10, Good, (28 reviews)
"I had an amazing time with my family, I will definitely be coming back "
United States
Yenifer
The price is AU$363
includes taxes & fees
5 Oct - 6 Oct
Okemo Mountain Lodging by Vail Resorts
Living area

11. Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!

Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!
Killington
10.0 out of 10, Exceptional, (1 review)
"Beautiful home made for a perfect holiday weekend"
United States
Gregg Z.
The price is AU$866
includes taxes & fees
26 Oct - 27 Oct
Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!
A wooden interior with a bench and shelves, a door with a handle, and a tiled floor.

12. The Outpost Double | Modern 2BR Ground Level Duplex | Exclusive Ski Deals

The Outpost Double | Modern 2BR Ground Level Duplex | Exclusive Ski Deals
Killington
10.0 out of 10, Exceptional, (1 review)
"Great amenitiesCleanNewAnd easy access to Starship Gondola at KillingtonWent with my two sons - we had a great time"
United States
Gifford F.
The price is AU$782
includes taxes & fees
6 Oct - 7 Oct
The Outpost Double | Modern 2BR Ground Level Duplex | Exclusive Ski Deals
A dining table set with plates, glasses, and a vase with a plant.

13. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (16 reviews)
"The location was perfect, the property is very well maintained and comfortable. I would highly recommend this place!"
United States
Valerie
The price is AU$274
includes taxes & fees
2 Nov - 3 Nov
Cozy Rutland Retreat
A living room with a wooden table, two chairs, a leather sofa, a coffee table, and a brick wall.

14. Liquid Lodge Lower: 2BR Duplex near Killington with 4 PM Checkout

Liquid Lodge Lower: 2BR Duplex near Killington with 4 PM Checkout
Killington
The price is AU$678
includes taxes & fees
6 Oct - 7 Oct
Liquid Lodge Lower: 2BR Duplex near Killington with 4 PM Checkout
A modern living room with a red sectional sofa, a round coffee table, wooden ceiling beams, a kitchen area, and a balcony with a view of trees.

15. NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking

NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
North Sherburne
10.0 out of 10, Exceptional, (1 review)
NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
A hot tub surrounded by snow, with lounge chairs and string lights.

16. Fall Getaway Near Killington with Hot Tub

Fall Getaway Near Killington with Hot Tub
Bridgewater
The price is AU$1,054
includes taxes & fees
4 Oct - 5 Oct
Fall Getaway Near Killington with Hot Tub
A spacious living room with wooden floors, a high ceiling with exposed beams, a dining area with a table and chairs, and large windows offering a view of the outdoors.

17. Killington Retreat | Deck-Fire Pit-Mountain Views!

Killington Retreat | Deck-Fire Pit-Mountain Views!
Clarendon
9.2 out of 10, Wonderful, (5 reviews)
"The living area is bigger than we expected, and we loved watching the horses next door. It's a short drive to downtown Rutland, and it's quiet. "
United States
Ahmad H.
The price is AU$590
includes taxes & fees
24 Oct - 25 Oct
Killington Retreat | Deck-Fire Pit-Mountain Views!
A cabin with a deck and a stone chimney.

18. The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.

The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.
Killington
10.0 out of 10, Exceptional, (63 reviews)
"Great stay, everything was clean and location was amazing."
United States
John D.
The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.
A cozy living room with a fireplace, a television, and a view of a snowy deck.

19. Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.

Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
Killington
9.8 out of 10, Exceptional, (59 reviews)
"Perfect for a large group or a couple of families."
United States
Mark B.
The price is AU$1,406
includes taxes & fees
5 Oct - 6 Oct
Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
A forested area with a wooden structure and a red and blue playset.

20. 25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.

25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.
Killington
9.6 out of 10, Exceptional, (72 reviews)
"Great stay. Killer location!"
United States
Matthew P.
The price is AU$1,284
includes taxes & fees
4 Oct - 5 Oct
25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Bridgewater Hotel Reviews

The Jackson

The Jackson

10/10 Excellent
"This property is beautiful, peaceful, friendly, welcoming and far enough away from the green for a noiseless stay. The wine, cheese and bites that start your evening are lovely and gives you the opportunity to meet other guests if you choose. Ms. Walton, the host, was friendly, helpful and warm. She made me feel right at home. A magnificent place to stay in Woodstock Vermont"
susan 2-night trip
Posted 6 hours ago
The Jackson

Find out more about Bridgewater

Bridgewater Holiday Homes information

Number of reviews
Accommodation
 Holiday Homes
Lowest Price
Highest Price