Becket Vacation Homes

A rocky cliff with autumn foliage beside a calm lake.

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Our top choices for Becket holiday homes

A cozy attic bedroom with a sloped ceiling, wooden beams, a large window with a view of trees, a bed, a desk, and a kitchenette.

1. Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Sherwood Forest

Sharon K.

HK$2,944 total

includes taxes & fees

27 Oct - 28 Oct

A spacious living area with a large sofa, a kitchen island with bar stools, a wooden staircase, and a television displaying a movie.

2. Real Estate: Therapy - Lake, Laundry, Love it

Sherwood Forest

William C B.

HK$2,411 total

includes taxes & fees

3 Nov - 4 Nov

A hot tub with a string of lights above it, set against a dark night sky.

3. Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

Sherwood Forest

Frank M.

HK$3,087 total

includes taxes & fees

28 Oct - 29 Oct

A living room with a sofa, armchairs, a coffee table, and a television.

4. Sun Filled Lenox Retreat - Minutes to Tanglewood!

Lee

Patricia O.

HK$4,985 total

includes taxes & fees

26 Oct - 27 Oct

A modern living room with a sofa, armchair, coffee table, and TV.

5. Spacious Central Berkshires Home for Groups

Lee

neil s.

HK$4,703 total

includes taxes & fees

1 Nov - 2 Nov

A spacious cabin with large windows, a gray sofa, and a wooden ceiling.

6. 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.

HK$4,396 total

includes taxes & fees

16 Nov - 17 Nov

A staircase with a wooden handrail and a white wall with a light switch.

7. Leaf-Peeper Paradise in the Berkshires

Great Barrington

Kelly B.

HK$2,213 total

includes taxes & fees

26 Oct - 27 Oct

A spacious living area with a wooden ceiling, a kitchen with a refrigerator, and a dining area with white chairs.

8. Secluded Family Home in Serene Stockbridge Woods

Stockbridge

Ofer C.

HK$5,145 total

includes taxes & fees

22 Oct - 23 Oct

A modern kitchen with white cabinets, a stainless steel microwave, a stove, and a refrigerator.

9. NEW RENO - Chalet-style farm loft near Tanglewood

New Lebanon

Joanna P.

HK$1,671 total

includes taxes & fees

28 Oct - 29 Oct

A modern living room with a grey sectional sofa, a brown leather ottoman, a woven rug, a dining table with chairs, and a view through large windows.

10. Ellie’s Overlook, best view in the Berkshires!

Richmond

HK$5,424 total

includes taxes & fees

25 Oct - 26 Oct

A bedroom with a bed, a nightstand, a lamp, a chair, and a dresser.

11. Mayas Shangrila

Richmond

HK$9,144 total

includes taxes & fees

22 Oct - 23 Oct

A spacious living room with a dining area, a kitchen, and a large window.

12. 1800s Carriage house in Berkshires / Hudson Valley

New Lebanon

Leslie H.

HK$1,750 total

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with a central island, wooden beams, and a view to the outdoors.

13. Home in Great Barrington

Great Barrington

Janet G.

HK$2,809 total

includes taxes & fees

26 Oct - 27 Oct

A cozy room with two beds, large windows, and a view of a snowy landscape.

14. The Creation Station is a cozy place so make yourself at home.

Easthampton Ma.

Paula

HK$2,200 total

includes taxes & fees

5 Nov - 6 Nov

A house with a porch, a garden with pink flowers, and a stone wall along the road.

15. Big farmhouse in the foothills of the Berkshires

Russell

Dale B.

HK$2,820 total

includes taxes & fees

22 Oct - 23 Oct

A wooden deck with a table and chairs, surrounded by a white railing.

16. 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

Pittsfield

Stephen L.

HK$3,867 total

includes taxes & fees

25 Oct - 26 Oct

A red barn with a black door and a heart-shaped cutout, surrounded by lush greenery and trees.

17. Charming, updated 3 bedroom farmhouse farm stay.

Williamsburg

Nancy M.

HK$3,484 total

includes taxes & fees

26 Oct - 27 Oct

A kitchen with white shelves containing various kitchenware, a kettle, and a window with a view of trees and a building outside.

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

Housatonic

Peter S.

HK$2,744 total

includes taxes & fees

22 Oct - 23 Oct

19. Comfortable Berkshires retreat on mtn resort, SISO

Hancock

Amit

HK$4,249 total

includes taxes & fees

22 Oct - 23 Oct

A white two-story house with a porch, surrounded by trees and a hill.

20. 1789 Shaker Farmhouse in Berkshires/Hudson Valley

Canaan

Christine C.

HK$3,651 total

includes taxes & fees

18 Nov - 19 Nov

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Top Becket Hotel Reviews

Hotel On North

10/10 Excellent

"Staff is awesome and this dog friendly hotel doesn’t feel dirty or different than any other boutique hotel."

Jiminy Peak Mountain Resort

8/10 Good

"Cuisine bien équipée beau site. Un peu vieillot. La porte du lave vaisselle était brisée mais il fonctionnait tout de même bien. On avait un bac avec sel et poivre et sucre en plus que des filtres et sachets à café. Un beau gros four/air fryer dans la chambre également qui était très pratique. Des couverts pour 6 personnes.Jy retournerais sans hésitation . Le lit était confortable. Les oreillers un peu moins"

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