Salisbury Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Salisbury holiday rentals

A residential property with a well-maintained lawn, a small house with a front porch, and a garage.

1. Sharon Retreat w/ Private Yard

Sharon Retreat w/ Private Yard
Sharon
9.2 out of 10, Wonderful, (37 reviews)
"Cagney’s home was so comfy! We loved the spacious family room. The beds were comfortable and the fully stocked kitchen made cooking much easier. Absolutely would love to stay at your cottage again!"
United States
Heidi F.
The price is AU$674
includes taxes & fees
15 Nov - 16 Nov
Sharon Retreat w/ Private Yard
An outdoor seating area with wicker furniture and a glass table, surrounded by lush greenery.

2. Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (46 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is AU$586
includes taxes & fees
24 Nov - 25 Nov
Cheerful 3-bedroom cottage with woodstove
A cozy outdoor seating area with a fire pit, surrounded by wooden chairs and a stone table, set against a backdrop of a house and dense trees.

3. Spa Cabin with Sauna, Hot Tub and Cold Plunge

Spa Cabin with Sauna, Hot Tub and Cold Plunge
Cornwall
10.0 out of 10, Exceptional, (7 reviews)
"This cabin is so cute we had a relaxing time , will return"
United States
Candice S.
The price is AU$831
includes taxes & fees
29 Nov - 30 Nov
Spa Cabin with Sauna, Hot Tub and Cold Plunge
A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

4. Cozy 1-bedroom studio in serene Great Barrington with AC

Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington
8.8 out of 10, Excellent, (10 reviews)
"great location , berkshires are awesome . very clean , host is excellent ."
United States
bob i.
The price is AU$171
includes taxes & fees
20 Nov - 21 Nov
Cozy 1-bedroom studio in serene Great Barrington with AC
A cabin with a wooden deck and a stone pathway leading to the entrance.

5. Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (42 reviews)
"Wonderful property and host very responsive."
United States
Janet G.
The price is AU$439
includes taxes & fees
13 Dec - 14 Dec
Home in Great Barrington
A stone fire pit surrounded by grass and trees in a wooded area.

6. Ideal location for summer and winter activities with plenty of outdoor space.

Ideal location for summer and winter activities with plenty of outdoor space.
Hillsdale
9.8 out of 10, Exceptional, (80 reviews)
"We very much enjoyed our two week stay in July. The cabin suited our needs in every regard. Our lab was also able to fully relax, whether it was napping on the screen porch or sitting by the fire pit. For those looking to explore the region, the location could not be better situated. Hoping to return over Christmas."
United States
Richard M.
The price is AU$497
includes taxes & fees
24 Nov - 25 Nov
Ideal location for summer and winter activities with plenty of outdoor space.
A room with a bed, a small table, and a chair. There is a window with blinds and a door leading to another room.

7. The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
7.2 out of 10, Good, (5 reviews)
"Close to the competition I was in"
United States
Joan
The price is AU$315
includes taxes & fees
14 Nov - 15 Nov
The Brooks Motel: Exceptional Suite
A garden with a pumpkin, a gourd, and yellow flowers near a building.

8. Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
9.8 out of 10, Exceptional, (26 reviews)
"Very nice, great location in town"
United States
Lisa F.
The price is AU$272
includes taxes & fees
17 Nov - 18 Nov
Mid Century Modern Studio w/ Full Kitchen - Newly Built
A covered outdoor deck with wicker furniture, a grill, and a view of a lake.

9. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

Chic Lakeside Oasis|Near Rhinebeck & Millbrook
Stanfordville
The price is AU$961
includes taxes & fees
15 Nov - 16 Nov
Chic Lakeside Oasis|Near Rhinebeck & Millbrook
A sandy beach with a lake and forest in the background.

10. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake

Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
Great Barrington
10.0 out of 10, Exceptional, (7 reviews)
"We had a wonderful visit. They were so accommodating and great location to downtown. We’ll stay again!"
United States
Kristin O.
The price is AU$472
includes taxes & fees
16 Nov - 17 Nov
Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
A modern kitchen with dark cabinets, stainless steel appliances, and a wooden ceiling.

11. Fantastic 2-bedroom house with AC in quaint Hillsdale.

Fantastic 2-bedroom house with AC in quaint Hillsdale.
Hillsdale
The price is AU$903
includes taxes & fees
14 Nov - 15 Nov
Fantastic 2-bedroom house with AC in quaint Hillsdale.
A picnic table in a grassy yard with trees and a fence in the background.

12. A Cozy Berkshire Escape l Close to the Slopes

A Cozy Berkshire Escape l Close to the Slopes
Great Barrington
9.6 out of 10, Exceptional, (29 reviews)
"If you like cuddly cats, book it! A quick night stay while in town for a wedding and Studly was a perfect host… and Marissa :)Easy location, was nice to watch the fish jump and bald eagle hunt for his breakfast as we enjoyed our coffee on the step."
United States
Kelly B.
The price is AU$438
includes taxes & fees
16 Nov - 17 Nov
A Cozy Berkshire Escape l Close to the Slopes
A hot tub under a pergola with string lights, surrounded by a patio area with chairs and an umbrella.

13. Enjoy a restful stay with fast internet, smart TV and the company of your pet.

Enjoy a restful stay with fast internet, smart TV and the company of your pet.
winsted
9.4 out of 10, Exceptional, (55 reviews)
"It was a nice stay…worked well for the event we attended in town. The host was very nice to work with"
United States
Roberta S.
The price is AU$303
includes taxes & fees
22 Nov - 23 Nov
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
A modern kitchen with white cabinets, a large island, and a skylight.

14. A Country Lodge Straight Out of the Pages of a Great Novel

A Country Lodge Straight Out of the Pages of a Great Novel
Pine Plains
10.0 out of 10, Exceptional, (15 reviews)
"Stayed with a group for Millbrook Horse Trials, we had an amazing weekend at this calm and relaxing home with plenty of beds and amenities! What a treat!"
United States
Marianne R.
The price is AU$1,967
includes taxes & fees
15 Nov - 16 Nov
A Country Lodge Straight Out of the Pages of a Great Novel
A sign for East Rock Inn with a gravel path leading to a building surrounded by lush greenery.

15. Luxe Berkshires Ski Retreat w/ Fireplace, King Bed, Chef's Kitchen, Washer/Dryer

Luxe Berkshires Ski Retreat w/ Fireplace, King Bed, Chef's Kitchen, Washer/Dryer
Great Barrington
The price is AU$542
includes taxes & fees
20 Nov - 21 Nov
Luxe Berkshires Ski Retreat w/ Fireplace, King Bed, Chef's Kitchen, Washer/Dryer
A wooden cabin interior with a bench, a rug, and a hanging plant.

16. Peaceful and cozy 1 bed 1 bath in quaint Winchester

Peaceful and cozy 1 bed 1 bath in quaint Winchester
Winchester
10.0 out of 10, Exceptional, (6 reviews)
The price is AU$270
includes taxes & fees
22 Nov - 23 Nov
Peaceful and cozy 1 bed 1 bath in quaint Winchester
An outdoor patio with wooden furniture, a grill, and a fire pit.

17. NEW: Chic Modern Barn Style Home in Fun Area

NEW: Chic Modern Barn Style Home in Fun Area
Pine Plains
10.0 out of 10, Exceptional, (3 reviews)
"We loved the property and everything was so welcoming! Having a pool there would be the best addition for this place!"
United States
Estefany G.
The price is AU$1,053
includes taxes & fees
14 Dec - 15 Dec
NEW: Chic Modern Barn Style Home in Fun Area
A beach with a lifeguard station, a sign indicating the lifeguard is on duty, and a mountain in the background.

18. rural, serene + sophisticated space

rural, serene + sophisticated space
Red Hook
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful property with unique accommodations in the Hudson Valley"
United States
BRIAN PATRICK M.
The price is AU$563
includes taxes & fees
1 Dec - 2 Dec
rural, serene + sophisticated space
A kitchen with white shelves containing various kitchenware, a kettle, and a window with a view of trees and a building outside.

19. Sweet Cozy Victorian in Housatonic. Close to everything.

Sweet Cozy Victorian in Housatonic. Close to everything.
Housatonic
9.8 out of 10, Exceptional, (12 reviews)
"This was an easy house to stay in—simply decorated, but comfortable and with clear consideration of all the things guests might need to feel at home. Very clean and tidy. Communication and check-in/-out were seamless. I would happily stay here again."
United States
Eric H.
The price is AU$426
includes taxes & fees
14 Nov - 15 Nov
Sweet Cozy Victorian in Housatonic. Close to everything.
A modern kitchen with a granite countertop, stainless steel appliances, and a large island with drawers.

20. Cozy. Clean. Free bagel shop. 3 Fireplaces.

Cozy. Clean. Free bagel shop. 3 Fireplaces.
Great Barrington
10.0 out of 10, Exceptional, (5 reviews)
"The host was very responsive and friendly. The house was well equipped and very comfortable. We did get breakfast at the Great Barrington Bagel Company and had a great breakfast. Highly recommend!"
United States
Mary R.
The price is AU$987
includes taxes & fees
16 Nov - 17 Nov
Cozy. Clean. Free bagel shop. 3 Fireplaces.
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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Find out more about Salisbury

Everything you need to know about Salisbury holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Salisbury holiday rental for you. At Expedia, you can take your pick from private holiday 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 Salisbury holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Salisbury holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Salisbury. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Salisbury holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Salisbury holiday rentals we have selected for you start as low as AU$170 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Salisbury rentals

At Expedia, we put the best Salisbury holiday 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 Salisbury 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 Salisbury holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Salisbury. 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 holiday rentals in Salisbury?

Yes, there are holiday rentals in Salisbury close to Harney and Sons Tea Tasting Room, or you can select a more secluded option if you're looking for a relaxing stay. Salisbury is known for its mountain views and restaurants.

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

Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!: This holiday home rental outside of Salisbury offers a fireplace, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Salisbury?

Choose from 6 Expedia holiday rentals in Salisbury for a memorable holiday.

What can I see and do in Salisbury?

Mount Frissell and Housatonic River are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Harney and Sons Tea Tasting Room. Taconic State Park and Washinee Lake are other places to visit while you're in town.

What are holiday rentals like in Salisbury?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Salisbury. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family trips.