Sandisfield Holiday Rentals from NZ$216: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Sandisfield has to offer?

Cozy Riverside Berkshires Retreat : This holiday home rental outside of Sandisfield 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

Check prices for these dates

In two weeks

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Our top choices for Sandisfield holiday rentals

A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

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

Great Barrington

bob i.

includes taxes & fees

7 Sept - 8 Sept

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.

includes taxes & fees

13 Sept - 14 Sept

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

3. Berkshire Mountain Lodge

Pittsfield

Robert

includes taxes & fees

31 Aug - 1 Sept

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

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

Sherwood Forest

Frank M.

includes taxes & fees

9 Sept - 10 Sept

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.

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

Sherwood Forest

Sharon K.

includes taxes & fees

9 Sept - 10 Sept

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

Otis

includes taxes & fees

7 Sept - 8 Sept

A hot tub under a pergola with string lights, surrounded by a patio area with chairs and an umbrella.

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

winsted

Steve

includes taxes & fees

1 Sept - 2 Sept

A square fire pit with flames, surrounded by a grassy field and a green chair.

8. Peaceful Meadow Retreat

Granby

Todd R.

includes taxes & fees

10 Sept - 11 Sept

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

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.

includes taxes & fees

21 Sept - 22 Sept

A loft bedroom with a television, wooden shelves, a ladder, and a skylight.

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

Winchester

includes taxes & fees

1 Sept - 2 Sept

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

11. Big farmhouse in the foothills of the Berkshires

Russell

Will G.

includes taxes & fees

31 Aug - 1 Sept

A two-story house with a front porch, a small balcony, and a white picket fence.

12. Cozy Attic 10 min to Llitchfield

Torrington

Nicole N.

includes taxes & fees

31 Aug - 1 Sept

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

13. Home in Great Barrington

Great Barrington

HEATHER G.

includes taxes & fees

3 Sept - 4 Sept

A staircase leading to a second floor, a living room with a sofa, and a kitchen area.

14. Cozy Riverside Berkshires Retreat

Great Barrington

Colin E.

includes taxes & fees

9 Sept - 10 Sept

A living room with a brown leather sofa, two grey armchairs, a glass coffee table, and a wooden side table with a lamp.

15. stylish Berkshires Retreat

Lee

includes taxes & fees

9 Sept - 10 Sept

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

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

Housatonic

Peter S.

includes taxes & fees

1 Sept - 2 Sept

17. Cozy Modern Farmhouse Private Apt - 3 Beds

Torrington

Louisa A.

includes taxes & fees

30 Aug - 31 Aug

A modern hotel room with a large bed, two bedside tables, and a wooden headboard.

18. The Brooks Motel: Exceptional Suite

Hillsdale

Joan

includes taxes & fees

30 Aug - 31 Aug

A sandy beach with a lake and forest in the background.

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

Great Barrington

Kristin O.

includes taxes & fees

14 Sept - 15 Sept

An outdoor seating area with wicker furniture and a glass table, surrounded by lush greenery.

20. Cheerful 3-bedroom cottage with woodstove

Sheffield

Kelly R.

includes taxes & fees

22 Sept - 23 Sept

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Top Sandisfield Hotel Reviews

Berkshires Untold

10/10 Excellent

"Although an excellent 2-night stay, our comments are intended to make future stays even better. Room temperature: virtually impossible to maintain a comfort level. Basically it was too cold in spite of raising the thermostat temp. At 80 when the heat came on, it was much too hot! Room lighting: too dark; only the bathroom was well lit. Bathroom moisture: in the absence of a ventilation or fan, the bathroom remained damp after a shower and keeping the door open resulted in everything in the bedroom becoming damp. But the positives far outweigh these few items."

Berkshire Mountain Lodge

8/10 Good

"the good….full kitchen, living room, king bedroom, clean bathroom, VERY reasonable nightly rate, especially for central berkshire county in the summer. there is no daily room cleaning, but extra towels, etc are always available from the front desk… the less than good…we’ve stayed here now u time in the past 18 months, but the last couple of stays the rooms have been a little musty and damp, despite (or because of?) the a/c being on constantly. ya gotta hold the handle down on the toilet to get a complete flush. no food service, but the is a stop&shop literally across the street… i would still recommend BML for the room rate and location alone…"

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!"

Find out more about Sandisfield

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Sandisfield holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Sandisfield. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Sandisfield. Seeing all the best attractions is bound to make you fall in love with Sandisfield. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Sandisfield short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Sandisfield?

Yes, there are holiday rentals close to the most popular sights in Sandisfield, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Sandisfield has to offer?

Cozy Riverside Berkshires Retreat: This holiday home rental outside of Sandisfield 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Sandisfield?

With 6 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Lake Garfield and Otis Reservoir.

What are holiday rentals like in Sandisfield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Sandisfield. Holiday rentals feature extras such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family getaway.

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Check prices for these dates

Our top choices for Sandisfield holiday 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 holiday rentals that suit your style

Top Sandisfield Hotel Reviews

Berkshires Untold

The Yankee Inn

Quality Inn Great Barrington

Quality Inn Lee - Lenox South

Berkshire Mountain Lodge

Holiday Inn Club Vacations Oak 'n Spruce Resort

The Red Lion Inn

The Cornell Inn, Lenox & The Berkshires

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

Find out more about Sandisfield

Frequently asked questions

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