A forested mountain range with autumn foliage.

Sandisfield Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Sandisfield vacation rentals

Interior

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

Real Estate: Therapy - Lake, Laundry, Love it
Sherwood Forest
$322 nightly
The price is $360
Aug 26 - Aug 27
Total with taxes and fees
Real Estate: Therapy - Lake, Laundry, Love it
Lobby

2. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,050 reviews)
"Clean room, friendly staff, nice property"
United States
Joseph
$138 nightly
The price is $155
Aug 30 - Aug 31
Total with taxes and fees
Berkshire Mountain Lodge
Outdoor spa tub

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

Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Sherwood Forest
9.8 out of 10, Exceptional, (16 reviews)
"Great place and welcoming stay!"
United States
Frank M.
$372 nightly
The price is $416
Sep 8 - Sep 9
Total with taxes and fees
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Terrace/patio

4. 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, (50 reviews)
"Fantastic hosts and great facilities would highly recommend"
United States
Steve
$188 nightly
The price is $213
Aug 10 - Aug 11
Total with taxes and fees
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Interior

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

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Sherwood Forest
10.0 out of 10, Exceptional, (6 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
$378 nightly
The price is $422
Sep 8 - Sep 9
Total with taxes and fees
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Property grounds

6. Peaceful Meadow Retreat

Peaceful Meadow Retreat
Granby
10.0 out of 10, Exceptional, (24 reviews)
"Great location, quite country yet close to MA and airport."
United States
Todd R.
$174 nightly
The price is $197
Sep 8 - Sep 9
Total with taxes and fees
Peaceful Meadow Retreat
Property grounds

7. Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires
Russell
10.0 out of 10, Exceptional, (148 reviews)
"Great location"
United States
Will G.
$311 nightly
The price is $329
Aug 23 - Aug 24
Total with taxes and fees
Big farmhouse in the foothills of the Berkshires
TV

8. Treetop Hideaway in Tyringham

Treetop Hideaway in Tyringham
Monterey
9.2 out of 10, Wonderful, (11 reviews)
"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!! "
United States
Samantha G.
$606 nightly
The price is $641
Sep 2 - Sep 3
Total with taxes and fees
Treetop Hideaway in Tyringham
Coffee/tea maker, fridge, microwave, oven

9. Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (37 reviews)
"Perfect location to walk into town - clean, light, airy and neat space. Enjoyable visit!"
United States
HEATHER G.
$366 nightly
The price is $409
Aug 12 - Aug 13
Total with taxes and fees
Home in Great Barrington
2 bedrooms, WiFi (free), bed sheets

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

Peaceful and cozy 1 bed 1 bath in quaint Winchester
Winchester
$197 nightly
The price is $223
Aug 30 - Aug 31
Total with taxes and fees
Peaceful and cozy 1 bed 1 bath in quaint Winchester
Interior

11. Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat
Great Barrington
9.6 out of 10, Exceptional, (23 reviews)
"We had a great stay here with Study, shooting my college thesis film. I'd highly recommend this wonderfully decorated place with such a great host :)"
United States
Colin E.
$270 nightly
The price is $302
Sep 8 - Sep 9
Total with taxes and fees
Cozy Riverside Berkshires Retreat
Dining

12. Art House 3 Beds Close to Warner Theater

Art House 3 Beds Close to Warner Theater
Torrington
10.0 out of 10, Exceptional, (2 reviews)
"Place was perfectly located for where we needed to be. The host was amazing, would stay again. Unit was comfy and cozy with perfect little homey touches. "
United States
Brittany M.
$387 nightly
The price is $447
Sep 1 - Sep 2
Total with taxes and fees
Art House 3 Beds Close to Warner Theater
Exterior

13. Cozy Attic 10 min to Llitchfield

Cozy Attic 10 min to Llitchfield
Torrington
9.4 out of 10, Exceptional, (6 reviews)
"A couple of the surfaces were not clean but mostly a clean comfy space. The bed was very comfortable and the bathroom was spacious and clean.The stairs are not for the faint of heart. A nice cozy place to stay once the luggage and groceries are up there."
United States
Rhonda H.
$234 nightly
The price is $279
Sep 1 - Sep 2
Total with taxes and fees
Cozy Attic 10 min to Llitchfield
Interior

14. Linny's - Private Dock - Lake Access - Firepit

Linny's - Private Dock - Lake Access - Firepit
West Suffield
10.0 out of 10, Exceptional, (43 reviews)
"Perfect, relaxing and easy!"
United States
Wendy C.
Linny's - Private Dock - Lake Access - Firepit
Smart TV

15. stylish Berkshires Retreat

stylish Berkshires Retreat
Lee
9.0 out of 10, Wonderful, (2 reviews)
"Property was just as described, clean and well equipped. Had excellent communication with the host. Would highly recommend staying here."
United States
Donna K.
$385 nightly
The price is $430
Sep 8 - Sep 9
Total with taxes and fees
stylish Berkshires Retreat
Desk, iron/ironing board, WiFi, bed sheets

16. The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
8.4 out of 10, Very Good, (6 reviews)
"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."
United States
Deidre H.
$178 nightly
The price is $199
Aug 9 - Aug 10
Total with taxes and fees
The Brooks Motel: Exceptional Suite
Exterior

17. Cozy Modern Farmhouse Private Apt - 3 Beds

Cozy Modern Farmhouse Private Apt - 3 Beds
Torrington
10.0 out of 10, Exceptional, (4 reviews)
"My husband and I came down from Boston for Christmas to see family and couldn’t find one decent hotel in the area. We were relieved to find this place. Cute, comfortable, clean environment and just what we needed. "
United Kingdom
Louisa A.
$280 nightly
The price is $333
Sep 1 - Sep 2
Total with taxes and fees
Cozy Modern Farmhouse Private Apt - 3 Beds
Smart TV, fireplace

18. Pristine Cozy Walkable Downtown 2BR Getaway

Pristine Cozy Walkable Downtown 2BR Getaway
Torrington
10.0 out of 10, Exceptional, (19 reviews)
"Wow what an enjoyable stay! Clean, fresh, relaxing, and wonderful to meet owners Corin and Jen… gracious and hospitable hosts. Very comfortable, great location, well appointed… everything we were looking for!"
United States
James M.
$229 nightly
The price is $260
Sep 2 - Sep 3
Total with taxes and fees
Pristine Cozy Walkable Downtown 2BR Getaway
Property grounds

19. River Overlook - What a view from your deck!

River Overlook - What a view from your deck!
Collinsville
10.0 out of 10, Exceptional, (26 reviews)
"I only did a short stay (2 nights) but it was super adorable! I will definitely stay again when I'm back in the area."
United States
Mary S.
$264 nightly
The price is $299
Aug 17 - Aug 18
Total with taxes and fees
River Overlook - What a view from your deck!
Interior

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

Sweet Cozy Victorian in Housatonic. Close to everything.
Housatonic
9.8 out of 10, Exceptional, (9 reviews)
"The host did a great job of prepping the place and being welcoming to us. It was clean and thoughtfully designed. So happy we found this spot!"
United States
Peter S.
$285 nightly
The price is $318
Sep 1 - Sep 2
Total with taxes and fees
Sweet Cozy Victorian in Housatonic. Close to everything.
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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Top Sandisfield Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"Evening staff member was very friendly and helpful. Inn located on a Main Street, walking distance to several stores . Refrigerator was not cool enough and no freezer . Breakfast set up was good but a little crowded . Big surprise when train went through at night."
Diane 1-night trip
Posted less than an hour ago
Quality Inn Great Barrington

Find out more about Sandisfield

Everything you need to know about Sandisfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sandisfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Sandisfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sandisfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sandisfield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Sandisfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $155 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Sandisfield rentals

At Expedia, we put the best Sandisfield vacation 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 Sandisfield 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 Sandisfield vacation.

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

Cozy Riverside Berkshires Retreat: Visitors like this Sandisfield vacation home rental. It is located on a river and has a fireplace, a garden, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and kitchenware, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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.