Salisbury, CT Vacation Homes from AED 824

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Our top choices for Salisbury vacation homes

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

Winchester

AED 824 total

includes taxes & fees

30 Aug - 31 Aug

2. Cheerful 3-bedroom cottage with woodstove

Sheffield

Kelly R.

AED 1,908 total

includes taxes & fees

22 Sep - 23 Sep

Coffee/tea maker, fridge, microwave, oven

3. Home in Great Barrington

Great Barrington

HEATHER G.

AED 1,493 total

includes taxes & fees

3 Sep - 4 Sep

4. Cozy Riverside Berkshires Retreat

Great Barrington

Colin E.

AED 1,163 total

includes taxes & fees

1 Sep - 2 Sep

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

Housatonic

Peter S.

AED 1,173 total

includes taxes & fees

1 Sep - 2 Sep

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

Pine Plains

Estefany G.

AED 2,863 total

includes taxes & fees

22 Sep - 23 Sep

3 bedrooms, iron/ironing board, WiFi, bed sheets

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

Great Barrington

Mary R.

AED 1,980 total

includes taxes & fees

8 Sep - 9 Sep

8. rural, serene + sophisticated space

Red Hook

BRIAN PATRICK M.

AED 1,267 total

includes taxes & fees

30 Aug - 31 Aug

9. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

Stanfordville

AED 2,547 total

includes taxes & fees

30 Aug - 31 Aug

10. Treetop Hideaway in Tyringham

Monterey

"We had coordinated an early check-in, but when we arrived, the house hadn’t been cleaned yet which was a miscommunication. I reached out to Catherine and she promptly responded and got the cleaners RIGHT over. The house was spotless and in wonderful condition for the rest of our stay, and it was dealt with very quickly and wonderfully. Would definitely stay again. The house was great for our girls trip. Also the beds are very comfortable!! "

Samantha G.

AED 2,139 total

includes taxes & fees

21 Sep - 22 Sep

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

Hillsdale

AED 2,488 total

includes taxes & fees

30 Aug - 31 Aug

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

Pine Plains

Hessie S.

AED 5,410 total

includes taxes & fees

31 Aug - 1 Sep

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

Great Barrington

Rebecca K.

AED 4,874 total

includes taxes & fees

30 Aug - 31 Aug

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

Millbrook

Beth E.

AED 3,083 total

includes taxes & fees

1 Sep - 2 Sep

4 bedrooms, travel crib, WiFi, bed sheets

15. Stylish Mid-century Modern Berkshires Cape

Lee

H B.

AED 3,202 total

includes taxes & fees

2 Sep - 3 Sep

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

Stanfordville

Polly J.

AED 4,109 total

includes taxes & fees

30 Aug - 31 Aug

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

Stockbridge

Anonymous traveler

AED 3,471 total

includes taxes & fees

20 Sep - 21 Sep

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Top Salisbury Hotel Reviews

The Red Lion Inn

10/10 Excellent

"Great visit to Stockbridge. Can't think of a better place to stay than the iconic Red Lion Inn."

The Little Lion

8/10 Good

"Clean and comfortable room for reasonable price. Central area/lobby is nice place to sit and read, relax, and/or eat breakfast (coffee provided). Also red Adirondack chairs up on hill behind rooms and small tables/chairs in front of some rooms. Can use the outdoor pool and whirl pool a few miles away at the Red Lion Inn, which is desirable feature on summer days. A few negatives. While the building and rooms are set back from the road, it’s located off a busy road that goes between Stockbridge and Great Barrington. You will hear the cars during the day. It’s also not what I would consider an “Inn” as it’s really a motel. It used to be the Briarcliff Motel before the Red Lion Inn purchased it. Any questions, requests, or comments need to contact them as the Little Lion didn’t have any full time staff and no one at front desk in the lobby when we stayed. We received text with code for room door."

The Abner Hotel

10/10 Excellent

"I think this hotel would be wonderful in any season...beautiful area to walk on the wide, stately streets with beautiful 1800's home in the summer, spring or fall; lots of beautiful autumn leaves in the fall, perfect New England town with center green in winter, summer, spring and fall, to beautiful spring with flowers all over the town too. At Abner Hotel you can enjoy any season with the great rooftop bar, the cozy fireplace in the lounge outside the restaurant in the winter.... A special attraction for attorneys or anyone interested in the law is the unique nature of this property which was a renovated and preserved old courthouse.... Don't forget the fascinating attraction of country's very first Law School, walking distance from the hotel! Lourdes of Litchfield Grotto, lovely with outdoor masses, stations of the cross, gift shop and Cafe, open to all, just down the road."

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent

"It was much better than expected. Subtle lighting in the room was a nice touch. Clean and very comfortable bedding and bathroom. Everything in the fitness room was was clean and operational. The breakfast was superb. A very enjoyable stay."

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent

"Our family loves this hotel! Hot tub and pool are excellent. There’s a fun little game room for kids. The breakfast was plentiful and tasty. Everything is clean and staff is nice. Best part- four working level 2 car chargers!"

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Check prices for these dates

Our top choices for Salisbury vacation homes

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