Sandisfield Vacation Rentals from $139: Search Short-Term Rentals

Q: 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.

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Our top choices for Sandisfield vacation rentals

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

Great Barrington

bob i.

$148 nightly

Sep 7 - Sep 8

Total with taxes and fees

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

Sherwood Forest

William C B.

$270 nightly

Sep 13 - Sep 14

Total with taxes and fees

3. Berkshire Mountain Lodge

Pittsfield

Robert

$125 nightly

Aug 31 - Sep 1

Total with taxes and fees

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

Sherwood Forest

Frank M.

$355 nightly

Sep 7 - Sep 8

Total with taxes and fees

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

Sherwood Forest

Sharon K.

$341 nightly

Sep 9 - Sep 10

Total with taxes and fees

6. Quintessential Berkshire Escape - Artist Home, Tucked Away in Nature

Otis

$309 nightly

Sep 7 - Sep 8

Total with taxes and fees

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

winsted

Steve

$212 nightly

Sep 1 - Sep 2

Total with taxes and fees

8. Peaceful Meadow Retreat

Granby

Todd R.

$165 nightly

Sep 10 - Sep 11

Total with taxes and fees

9. 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.

$551 nightly

Sep 21 - Sep 22

Total with taxes and fees

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

Winchester

$198 nightly

Aug 30 - Aug 31

Total with taxes and fees

11. Big farmhouse in the foothills of the Berkshires

Russell

Will G.

$316 nightly

Aug 31 - Sep 1

Total with taxes and fees

12. Cozy Attic 10 min to Llitchfield

Torrington

Nicole N.

$239 nightly

Aug 31 - Sep 1

Total with taxes and fees

13. Home in Great Barrington

Great Barrington

HEATHER G.

$364 nightly

Sep 3 - Sep 4

Total with taxes and fees

14. Cozy Riverside Berkshires Retreat

Great Barrington

Colin E.

$269 nightly

Sep 8 - Sep 9

Total with taxes and fees

15. stylish Berkshires Retreat

Lee

$359 nightly

Sep 14 - Sep 15

Total with taxes and fees

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

Housatonic

Peter S.

$286 nightly

Sep 1 - Sep 2

Total with taxes and fees

17. Cozy Modern Farmhouse Private Apt - 3 Beds

Torrington

Louisa A.

$289 nightly

Aug 30 - Aug 31

Total with taxes and fees

18. The Brooks Motel: Exceptional Suite

Hillsdale

Joan

$172 nightly

Aug 30 - Aug 31

Total with taxes and fees

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

Great Barrington

Kristin O.

$304 nightly

Sep 14 - Sep 15

Total with taxes and fees

20. Cheerful 3-bedroom cottage with woodstove

Sheffield

Kelly R.

$465 nightly

Sep 22 - Sep 23

Total with taxes and fees

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Top Sandisfield Hotel Reviews

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent

"Amazing time. Stayed in the Presidential units. Worth it."

The Red Lion Inn

10/10 Excellent

"Having stayed at the Red Lion over forty times since 1979, when we were pleasantly snowed in and obliged to spend an extra night whilst the roads were plowed, I have watched the inn evolve. The beds were as comfy as always, the pool a delight under the moon, still the delicious Bloody Marys to sip in a rocking chair on the wide, wooden porch, an idyllic perch to chat and watch the town’s visitors to-ing and fro-ing and the small - and not so small-ones riding the lions that frame the entrance. Long carpeted, bumpy hallways framed with an eclectic array of deeds, art, china-stuffed cupboards and dresses still charm and enlighten the journey to one’s room. Contemporary sophistication and New England history blend. Over doors, painted horizontal windows that once served to cool a room, and pre electrified gas switches that controlled the lights allow the guest to transcend time. The food is delicious, as always, the menus having broaden to reflect contemporary tastes. Love the small bar and was pleased to see there was sometimes entertainment in The Lion’s Den. The upstairs gift shop carries an imaginative collection of Red Lion and New England sundries, whilst another shop holds varied treasures, including clothing. Of note, I noticed that that the porch rattan needed repair, the dining area has shrunk to accommodate more seating and the porch table overflowed with empty glasses. Still the rocking steed sits proudly in the back room!"

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

10/10 Excellent

"Nice, well-maintained property, everything was very clean. The breakfast nook was not overly crazy crowded, which is really good traveling with young children. The staff even apologized for not having the waffle maker as a new one was being delivered. The hot tub was also a plus!"

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good

"I am not a person who usually writes a review but I loved the place. Room was great. Staff was great. I had never been to an Indian restaurant but everywhere I went people raved about I so we went and it was wonderful. Only a few small issues. The fan in our bathroom room needs attention. Very loud. Something is failing. The wifi was very weak in my room. Kept cutting out. and just one other suggestion. The balcony on the upper level should have privacy screens on the sides. Other wise I would absolutely go back."

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."

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 $139 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 Lake Garfield and Otis Reservoir.

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

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

3. Berkshire Mountain Lodge

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

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

6. Quintessential Berkshire Escape - Artist Home, Tucked Away in Nature

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

8. Peaceful Meadow Retreat

9. Treetop Hideaway in Tyringham

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

11. Big farmhouse in the foothills of the Berkshires

12. Cozy Attic 10 min to Llitchfield

13. Home in Great Barrington

14. Cozy Riverside Berkshires Retreat

15. stylish Berkshires Retreat

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

17. Cozy Modern Farmhouse Private Apt - 3 Beds

18. The Brooks Motel: Exceptional Suite

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

20. Cheerful 3-bedroom cottage with woodstove

Find vacation rentals that suit your style

Top Sandisfield Hotel Reviews

Holiday Inn Club Vacations Oak 'n Spruce Resort

The Red Lion Inn

The Cornell Inn, Lenox & The Berkshires

Berkshires Untold

Quality Inn Lee - Lenox South

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Yankee Inn

The Little Lion

Find out more about Sandisfield

Frequently asked questions

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