Sandisfield Vacation Rentals from ￥20,428: Search Short-Term Rentals

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Our top choices for Sandisfield vacation rentals

1. Berkshire Mountain Lodge

Pittsfield

Robert

￥20,428 total

includes taxes & fees

Aug 31 - Sep 1

2. Big farmhouse in the foothills of the Berkshires

Russell

Will G.

￥56,197 total

includes taxes & fees

Sep 16 - Sep 17

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

Sherwood Forest

Frank M.

￥64,438 total

includes taxes & fees

Aug 25 - Aug 26

Coffee/tea maker, fridge, microwave, oven

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

Great Barrington

bob i.

￥24,687 total

includes taxes & fees

Aug 31 - Sep 1

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

Sherwood Forest

￥48,128 total

includes taxes & fees

Sep 13 - Sep 14

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.

￥92,605 total

includes taxes & fees

Sep 16 - Sep 17

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

winsted

Steve

￥38,443 total

includes taxes & fees

Aug 31 - Sep 1

8. Cheerful 3-bedroom cottage with woodstove

Sheffield

Kelly R.

￥82,887 total

includes taxes & fees

Sep 7 - Sep 8

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

Great Barrington

Roberta

￥211,959 total

includes taxes & fees

Aug 25 - Aug 26

10. Home in Great Barrington

Great Barrington

HEATHER G.

￥65,240 total

includes taxes & fees

Aug 24 - Aug 25

11. Renovated Downtown Great Barrington House

Great Barrington

"This is a very nice place to stay. My wife and I both remarked on how comfortable we felt there. A proper home away from home. It was well stocked on all fronts, including the kitchen. And I think what put the finishing touch on was the attention to detail... The towels were large, the bathroom rolls were Charmin Ultrasoft, and there were tissue boxes everywhere you're likely to need them. The hosts seem to work with a service, so you can reach someone with questions immediately, and the hosts...

Anonymous traveler

￥263,891 total

includes taxes & fees

Aug 23 - Aug 24

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

Sherwood Forest

Sharon K.

￥64,936 total

includes taxes & fees

Aug 25 - Aug 26

13. Peaceful Meadow Retreat

Granby

Todd R.

￥31,187 total

includes taxes & fees

Sep 20 - Sep 21

14. Cozy Riverside Berkshires Retreat

Great Barrington

Colin E.

￥50,178 total

includes taxes & fees

Sep 1 - Sep 2

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

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

Great Barrington

Mary R.

￥89,571 total

includes taxes & fees

Sep 1 - Sep 2

16. Stockbridge In-town Escape

Stockbridge

￥101,402 total

includes taxes & fees

Aug 30 - Aug 31

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

Winchester

￥35,958 total

includes taxes & fees

Aug 30 - Aug 31

4 bedrooms, travel crib, WiFi, bed sheets

18. Stylish Mid-century Modern Berkshires Cape

Lee

H B.

￥139,303 total

includes taxes & fees

Sep 2 - Sep 3

19. Cozy Attic 10 min to Llitchfield

Torrington

Rhonda H.

￥43,772 total

includes taxes & fees

Sep 1 - Sep 2

Beach nearby, sun loungers, beach towels

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

Great Barrington

Kristin O.

￥57,442 total

includes taxes & fees

Sep 16 - Sep 17

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Top Sandisfield Hotel Reviews

Quality Inn Great Barrington

8/10 Good

"We only stayed a night but the rooms were clean enough and the staff was extremely kind. Would stay here again."

Berkshire Mountain Lodge

8/10 Good

"This is a great hotel if you need a kitchen and plan to eat in your room. The location was excellent and it was a good value. What we didn't know before arriving is that there is no housekeeping service unless you stay longer than 7 days. Also, there are no balcony's with the rooms nor any nice places to sit outside. Otherwise it is a nice hotel."

Berkshires Untold

8/10 Good

"For the Berkshires, a nice, affordable option. Property has been updated, has some luxurious touches (le labo!), and is overall nicely designed. Food at the restaurant is delicious. The rooms could be a little bit cleaner, and the staff could have been a bit friendlier (but maybe they were just exhausted from a busy season). If you’re staying on the first floor, the a/c definitely works but dehumidification is kind of an issue. Overall, a good stay. Location is convenient to absolutely everything."

Find out more about Sandisfield

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Frequently asked questions

Can I find a vacation rental in Sandisfield?

Yes, we offer vacation rentals close to well known attractions in Sandisfield, or you can select a more remote option if you want a relaxing place to stay. Sandisfield is known for its forests and aquarium. Make sure you have time to check out the spas while you're in the area.

What are some of the best vacation rentals that Sandisfield has to offer?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: Visitors like this Sandisfield vacation home rental. It is located near skiing and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Sandisfield?

With 6 Expedia vacation rentals, you're sure to find just the right place for your Sandisfield stay.

What can I see and do in Sandisfield?

Explore the area and family-friendly sights such as Harney and Sons Tea Tasting Room, or get out into nature at a spot like Cookson State Forest. In the larger area, you’ll find Tolland State Forest and Lake Garfield.

What are vacation rentals like in Sandisfield?

Vacation rentals are privately owned properties you can book for several days or more in Sandisfield. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.

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Check prices for these dates

Our top choices for Sandisfield vacation rentals

1. Berkshire Mountain Lodge

2. Big farmhouse in the foothills of the Berkshires

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

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

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

6. Treetop Hideaway in Tyringham

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

8. Cheerful 3-bedroom cottage with woodstove

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

10. Home in Great Barrington

11. Renovated Downtown Great Barrington House

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

13. Peaceful Meadow Retreat

14. Cozy Riverside Berkshires Retreat

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

16. Stockbridge In-town Escape

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

18. Stylish Mid-century Modern Berkshires Cape

19. Cozy Attic 10 min to Llitchfield

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

Find vacation rentals that suit your style

Top Sandisfield Hotel Reviews

Quality Inn Great Barrington

Berkshire Mountain Lodge

Berkshires Untold

The Red Lion Inn

Days Inn by Wyndham Torrington

Howard Johnson by Wyndham Lenox

Little Cat Lodge

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

The Whitlock

Find out more about Sandisfield

Frequently asked questions

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