A mountainous landscape with dense green foliage in the foreground and a vast view of rolling hills and lakes in the distance under a clear blue sky.

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Our top choices for Salisbury holiday homes

1. 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 £308
includes taxes & fees
18 Nov - 19 Nov
Cheerful 3-bedroom cottage with woodstove

2. 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 £144
includes taxes & fees
16 Nov - 17 Nov
Peaceful and cozy 1 bed 1 bath in quaint Winchester

3. 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 £231
includes taxes & fees
13 Dec - 14 Dec
Home in Great Barrington

4. 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 £564
includes taxes & fees
13 Dec - 14 Dec
NEW: Chic Modern Barn Style Home in Fun Area

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

Fantastic 2-bedroom house with AC in quaint Hillsdale.
Hillsdale
The price is £444
includes taxes & fees
14 Nov - 15 Nov
Fantastic 2-bedroom house with AC in quaint Hillsdale.

6. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

Chic Lakeside Oasis|Near Rhinebeck & Millbrook
Stanfordville
The price is £490
includes taxes & fees
2 Dec - 3 Dec
Chic Lakeside Oasis|Near Rhinebeck & Millbrook

7. 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 £291
includes taxes & fees
2 Dec - 3 Dec
rural, serene + sophisticated space

8. 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 £1,012
includes taxes & fees
13 Nov - 14 Nov
A Country Lodge Straight Out of the Pages of a Great Novel

9. The George is an elegant restored home in the Hudson Valley

The George is an elegant restored home in the Hudson Valley
Stanfordville
9.8 out of 10, Exceptional, (15 reviews)
"Clean, comfortable, private, and plenty of room. Hosts went above and beyond to make our stay easy and memorable."
United States
Polly J.
The price is £933
includes taxes & fees
14 Nov - 15 Nov
The George is an elegant restored home in the Hudson Valley

10. Leaf-Peeper Paradise in the Berkshires

Leaf-Peeper Paradise in the Berkshires
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 £216
includes taxes & fees
13 Nov - 14 Nov
Leaf-Peeper Paradise in the Berkshires

11. 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 £505
includes taxes & fees
16 Nov - 17 Nov
Cozy. Clean. Free bagel shop. 3 Fireplaces.

12. Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Great Barrington
10.0 out of 10, Exceptional, (10 reviews)
"Everything was well taken care of, the hosts were extremely nice, and the area is perfect! The city is also different and really cute! Will come back for sure!"
United States
Roberta
The price is £913
includes taxes & fees
20 Nov - 21 Nov
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

13. 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 £219
includes taxes & fees
13 Nov - 14 Nov
Sweet Cozy Victorian in Housatonic. Close to everything.

14. Las Flores Villa

Las Flores Villa
5.0 star property
New Preston
10.0 out of 10, Exceptional, (1 review)
The price is £1,071
includes taxes & fees
13 Nov - 14 Nov
Las Flores Villa

15. Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
Millbrook
10.0 out of 10, Exceptional, (8 reviews)
"This is a charming, historic, well-maintained home on a beautifully landscaped lot. The updates in the home balance a respect for tradition while also providing modernization. The village of Millbrook is a quintessential twee New England village. The house felt very comfortable and homey and the caretaker was attentive and accommodating. We enjoyed our stay!"
United States
Beth E.
The price is £598
includes taxes & fees
24 Nov - 25 Nov
Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

16. Lockwood Manor: Autumn Escape on Six Private Acres with Heated Pool

Lockwood Manor: Autumn Escape on Six Private Acres with Heated Pool
Hillsdale
The price is £1,144
includes taxes & fees
14 Nov - 15 Nov
Lockwood Manor: Autumn Escape on Six Private Acres with Heated Pool

17. Secluded Family Home in Serene Stockbridge Woods

Secluded Family Home in Serene Stockbridge Woods
Stockbridge
10.0 out of 10, Exceptional, (30 reviews)
"We had a wonderful time, we’d be happy to come back again "
United States
Ofer C.
The price is £468
includes taxes & fees
16 Nov - 17 Nov
Secluded Family Home in Serene Stockbridge Woods

18. Charming Hudson Valley Escape | Autumn Vibes & Fire Pit

Charming Hudson Valley Escape | Autumn Vibes & Fire Pit
Claverack-Red Mills
10.0 out of 10, Exceptional, (1 review)
"amazing property - best rental i’ve ever stayed at. can’t recommend it enough"
United States
jessica c.
Charming Hudson Valley Escape | Autumn Vibes & Fire Pit

19. Beautiful and Private Home Centrally Located in the Berkshires

Beautiful and Private Home Centrally Located in the Berkshires
West Stockbridge
The price is £965
includes taxes & fees
7 Dec - 8 Dec
Beautiful and Private Home Centrally Located in the Berkshires

20. Walk into town, soak up sun on enclosed porch & steps away from nature trails!

Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Stockbridge
10.0 out of 10, Exceptional, (42 reviews)
"The house was lovely - my sisters and I had a wonderful time. Everything was warm and welcoming - it felt like home! We hope to make it an annual visit :)"
United States
Anonymous traveller
The price is £618
includes taxes & fees
7 Dec - 8 Dec
Walk into town, soak up sun on enclosed porch & steps away from nature trails!
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Top Salisbury Hotel Reviews

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Salisbury Holiday Homes information

Number of reviews
228
Accommodation
371 Holiday Homes
Lowest Price
£144
Highest Price
£1,071