Sandisfield Vacation Rentals from $122: Search Short-Term Rentals

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Our top choices for Sandisfield vacation rentals

A recreational vehicle with a beige sofa, pillows, a small table, and potted plants.

1. Cozy Camper tucked into the woods

Sandisfield

"This was a completely hidden gem. I stayed here for one night because I was visiting a friend but I wished I had booked it longer. My friend and I ended up staying here the whole time. I woke up to the sounds of crickets and chickens, and had fresh eggs for breakfast. Then I went for a hike in the pristine woods. Matt and Grace offered to let me use the paddle boards to enjoy the lake! It was a total vacation… no need to go anywhere else. The camper itself was extremely clean and adorably...

hannah w.

$178 nightly

Oct 20 - Oct 21

Total with taxes and fees

A deck with outdoor furniture, including a sofa and a glass table, overlooking a body of water.

2. Cozy Cottage-Sunset On The Lake

Otis

Michael S.

$515 nightly

Oct 19 - Oct 20

Total with taxes and fees

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

3. Berkshire Mountain Lodge

Pittsfield

Joel

$109 nightly

Nov 17 - Nov 18

Total with taxes and fees

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

4. 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.

$530 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

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

Sherwood Forest

William C B.

$278 nightly

Nov 3 - Nov 4

Total with taxes and fees

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

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

Sherwood Forest

Frank M.

$352 nightly

Oct 28 - Oct 29

Total with taxes and fees

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.

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

Sherwood Forest

Sharon K.

$336 nightly

Oct 27 - Oct 28

Total with taxes and fees

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

8. Home in Great Barrington

Great Barrington

Janet G.

$320 nightly

Oct 26 - Oct 27

Total with taxes and fees

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

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

Great Barrington

Deborah S.

$148 nightly

Oct 25 - Oct 26

Total with taxes and fees

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

10. Cheerful 3-bedroom cottage with woodstove

Sheffield

Kelly R.

$384 nightly

Nov 2 - Nov 3

Total with taxes and fees

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

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

Great Barrington

Kristin O.

$284 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

12. Leaf-Peeper Paradise in the Berkshires

Great Barrington

Kelly B.

$253 nightly

Oct 26 - Oct 27

Total with taxes and fees

A bedroom with a brick fireplace, wooden beams, a bed with white bedding, and a wall-mounted picture.

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

Great Barrington

Mark M.

$629 nightly

Oct 19 - Oct 20

Total with taxes and fees

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

14. Sun Filled Lenox Retreat - Minutes to Tanglewood!

Lee

Patricia O.

$569 nightly

Oct 19 - Oct 20

Total with taxes and fees

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.

$340 nightly

Oct 22 - Oct 23

Total with taxes and fees

A spacious bedroom with a four-poster bed, a large window, and a view of the outdoors.

16. Stylish Mid-century Modern Berkshires Cape

Lee

H B.

A wooden cabin interior with a bench, a rug, and a hanging plant.

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

Winchester

Thomas C.

$186 nightly

Nov 1 - Nov 2

Total with taxes and fees

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.

$314 nightly

Oct 18 - Oct 19

Total with taxes and fees

A spacious living room with a sectional sofa, a coffee table, and a dining area with a table and chairs. There is a large window providing a view of the outdoors.

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

Great Barrington

Roberta

$1,193 nightly

Oct 22 - Oct 23

Total with taxes and fees

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

20. Spacious Central Berkshires Home for Groups

Lee

neil s.

$538 nightly

Oct 19 - Oct 20

Total with taxes and fees

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Top Sandisfield Hotel Reviews

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent

"We were able to get rental as a last minute deal for a villa here and we're very pleased with the property. The two rooms were very spacious each with its own bathroom, one with jacuuzi. Was quiet and you don't see or hear neighbor next to you. The rooms were quite roomy. All amenities in kitchen and nice livingroom/dining area. Nice outdoor seating with table and nice view of mountains. Only issue encountered was figuring out how the showers worked, figured it out by pulling down a round lever on bottom of faucet. Very clean and spacious, nice experience."

Courtyard by Marriott Lenox Berkshires

8/10 Good

"Property was clean and in excellent shape overall. Pros: Food at the Bistro was excellent quality, and large portions. Room was clean and comfortable, slept well while staying there. Onsite laundry was a very helpful option and the washer and dryer, while expensive at $4.00 a load, were in excellent condition and did the job very well. Pool and hot tub were excellent. Cons: The light switches governing the various lights in the room were a little confusing at first. The free HBO had severe buffering issues, making watching anything on it tough. The controls for the automatic curtain open/shut were broken, making one start the open and shut manually. Overall, the Pros well outweighed the Cons."

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 $122 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?

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 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 Camper tucked into the woods

2. Cozy Cottage-Sunset On The Lake

3. Berkshire Mountain Lodge

4. Treetop Hideaway in Tyringham

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

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

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

8. Home in Great Barrington

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

10. Cheerful 3-bedroom cottage with woodstove

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

12. Leaf-Peeper Paradise in the Berkshires

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

14. Sun Filled Lenox Retreat - Minutes to Tanglewood!

15. Big farmhouse in the foothills of the Berkshires

16. Stylish Mid-century Modern Berkshires Cape

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

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

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

20. Spacious Central Berkshires Home for Groups

Find vacation rentals that suit your style

Top Sandisfield Hotel Reviews

Holiday Inn Club Vacations Oak 'n Spruce Resort

Days Inn by Wyndham Torrington

Berkshires Untold

Courtyard by Marriott Lenox Berkshires

The Whitlock

Quality Inn Great Barrington

The Red Lion Inn

Quality Inn Lee - Lenox South

The Yankee Inn

Find out more about Sandisfield

Frequently asked questions

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