A sign for the 40th anniversary of Tyringham Gallery, a building with a unique thatched roof and stone structures.

Tyringham Vacation Rentals

Dates

November 2026

December 2026

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Our top choices for Tyringham vacation rentals

1. Berkshire Mountain Lodge

Pittsfield

Charline

￥17,021 total

includes taxes & fees

Dec 6 - Dec 7

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

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

Great Barrington

bob i.

￥18,207 total

includes taxes & fees

Nov 14 - Nov 15

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

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

Sherwood Forest

William C B.

￥42,395 total

includes taxes & fees

Nov 10 - Nov 11

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.

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

Sherwood Forest

Brian C.

￥56,259 total

includes taxes & fees

Nov 9 - Nov 10

A rural property with a wooden barn, a white fence, and a mobile home.

5. 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.

￥27,443 total

includes taxes & fees

Nov 10 - Nov 11

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.

￥58,968 total

includes taxes & fees

Nov 8 - Nov 9

A residential garden with a stone border, various plants, and a house in the background.

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

Great Barrington

Kristin O.

￥47,954 total

includes taxes & fees

Nov 8 - Nov 9

A dining area with a wooden table, chairs, and a ceiling fan.

8. Leaf-Peeper Paradise in the Berkshires

Great Barrington

Kelly B.

￥47,409 total

includes taxes & fees

Nov 8 - Nov 9

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

9. Home in Great Barrington

Great Barrington

Janet G.

￥50,840 total

includes taxes & fees

Nov 9 - Nov 10

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

10. Spacious Central Berkshires Home for Groups

Lee

neil s.

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

11. Sun Filled Lenox Retreat - Minutes to Tanglewood!

Lee

Patricia O.

￥94,590 total

includes taxes & fees

Nov 8 - Nov 9

A two-story house with a front porch, surrounded by a garden with various plants and rocks.

12. Walk into town, soak up sun on enclosed porch & steps away from nature trails!

Stockbridge

Anonymous traveler

￥129,826 total

includes taxes & fees

Nov 23 - Nov 24

A spacious living area with a wooden ceiling, a kitchen with a refrigerator, and a dining area with white chairs.

13. Secluded Family Home in Serene Stockbridge Woods

Stockbridge

Ofer C.

￥96,773 total

includes taxes & fees

Nov 9 - Nov 10

A dining area with a wooden table, black chairs, and a vase with green plants.

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

Housatonic

Eric H.

￥46,442 total

includes taxes & fees

Nov 8 - Nov 9

A modern kitchen with white cabinets, a stainless steel microwave, a stove, and a refrigerator.

15. NEW RENO - Chalet-style farm loft near Tanglewood

New Lebanon

Joanna P.

￥30,994 total

includes taxes & fees

Nov 9 - Nov 10

A modern kitchen with a dining area, built-in shelves, and a large window.

16. Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center

Lenox

￥47,674 total

includes taxes & fees

Nov 10 - Nov 11

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

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

Great Barrington

Mary R.

￥105,022 total

includes taxes & fees

Nov 17 - Nov 18

A modern kitchen with white cabinetry, a stainless steel dishwasher, and a window with a view.

18. Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton

Dalton

Marcia O.

￥47,410 total

includes taxes & fees

Nov 10 - Nov 11

A spacious living room with a dining area, a kitchen, and a large window.

19. 1800s Carriage house in Berkshires / Hudson Valley

New Lebanon

Leslie H.

￥33,357 total

includes taxes & fees

Nov 8 - Nov 9

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Find vacation rentals that suit your style

Top Tyringham Hotel Reviews

A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

South Lee

10/10 Excellent

I love this place and have stayed here before. Even with the precautions for COVID-19, my kids and I still had a great time. The check-in was smooth and safe. The room was clean and sanitized. In fact, we had to "break the seal" on the door to enter and the seal was evidence of the cleaning that was done. Of course, the arcade and movie theatre were closed, but that was no surprise. The pools were open and reservations required to ensure everyone could be safe and still have fun. Lots of...

David

Quality Inn Lee - Lenox South

Lee

10/10 Excellent

Anonymous traveler

A lodge with a large building and a dock by a lake, surrounded by forest.

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

10/10 Excellent

Sheila

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

10/10 Excellent

We were greeted by extremely friendly staff. Check in and check out was seamless. Room was very nice and immaculate. We especially liked the bathroom design - didn't have to trip over the toilet to get in the shower as in most hotels! Free breakfast was the usual fare, but in a very pleasant and uncrowded room. Appreciated the free US News and NY Times Beautiful indoor pool - wish we'd brought our bathing suits!

Anonymous traveler

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

Monument Mountain Motel

Great Barrington

10/10 Excellent

We have stayed here a half dozen times, and if you are simply looking for a clean place to lay your head for the night with no frills, then this place is perfect! The rooms have always been clean and everything in good working order. So what that they don't have breakfast...there is an AMAZING breakfast spot right across the street. Take HALF the money you saved by avoiding big name hotels and you'll get a much better breakfast! We've never had noise issues, never felt "unsafe", and the staff is...

Anthony

A straw hat, sunglasses, and two drinks on a striped towel by a body of water.

The Red Lion Inn

Stockbridge

10/10 Excellent

Michael

A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

Devonfield Inn B&B

Lee

10/10 Excellent

Anonymous traveler

The Inn at Stockbridge

Stockbridge

10/10 Excellent

Kevin

A crowded outdoor event with tents and people gathered in a grassy area.

Chambery Inn

Lee

10/10 Excellent

Elaine

A large house with a balcony and a grassy yard.

The Little Lion

Great Barrington

10/10 Excellent

Hong

Two Adirondack chairs facing a river with a forested hill in the background.

The Yankee Inn

Lenox

10/10 Excellent

We had a fantastic stay at the Yankee! Our adjoining rooms were clean, large and comfortable. We loved that the rooms had a fireplace and balcony! All the amenities were appreciated. The breakfast had so many offerings, including fresh fruit and two kinds of eggs. The front desk staff (especially George) were professional, helpful and friendly. This was our first stay at the Yankee, but it won't be the last!

Colleen

Shaker Mill Inn

West Stockbridge

10/10 Excellent

This was the most comfortable B&B I have every heard of let alone stayed at. It does not have the awkwardness of eating breakfast in a community room of strangers. All the breakfast amenities are in you room, including the food that is stock daily by the inn keepers, so you get to enjoy in the comforts of your room (which is a cozy as home). The room was so spacious and well kept. Every detail is thought of by the innkeepers and if they forgot something they are accessible and gracious to...

Joe

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

Courtyard by Marriott Lenox Berkshires

Lenox

10/10 Excellent

Alyssa

A multi-story hotel with a classic facade, large windows, and a prominent entrance.

Hotel On North

Pittsfield

10/10 Excellent

The Hotel on North is a thoughtful and beautiful transformation of 2 old contiguous buildings, a store and factory, into a hip and fun hotel. The spaces are extremely large and open from the common spaces to the guest rooms, including the bathrooms. The aesthetic is colorful and friendly rather than the cookie cutter faux luxury I usually find in expensive hotels. The quirky design features such as vintage furniture and painted floors are a great juxtaposition to the perfect bed linens and...

Steve

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

Quality Inn Great Barrington

Downtown Great Barrington

10/10 Excellent

Andrew

Find out more about Tyringham

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Frequently Asked Questions

Are there vacation rentals in Tyringham?

Yes, we give you a choice of vacation rentals in Tyringham close to Ashintully Gardens, or you can go with a more remote option if you want a relaxing stay. Tyringham is known for its shopping and restaurants. Make sure you have time to check out the parks while you're in the area.

What's the top vacation rental that Tyringham has to offer?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This vacation home near Tyringham 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 Tyringham?

Expedia has 9 vacation rentals for your stay in Tyringham.

What’s there to see and do in Tyringham?

Goose Pond Reservation and Tyringham Cobble are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include McLennan Reservation and Ashintully Gardens.

What’s a vacation rental in Tyringham like?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Tyringham. Vacation rentals offer extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.

Tyringham Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Tyringham vacation rentals

1. Berkshire Mountain Lodge

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

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

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

5. Cozy Camper tucked into the woods

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

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

8. Leaf-Peeper Paradise in the Berkshires

9. Home in Great Barrington

10. Spacious Central Berkshires Home for Groups

11. Sun Filled Lenox Retreat - Minutes to Tanglewood!

12. Walk into town, soak up sun on enclosed porch & steps away from nature trails!

13. Secluded Family Home in Serene Stockbridge Woods

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

15. NEW RENO - Chalet-style farm loft near Tanglewood

16. Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center

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

18. Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton

19. 1800s Carriage house in Berkshires / Hudson Valley

Find vacation rentals that suit your style

Top Tyringham Hotel Reviews

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

10/10 Excellent

Find out more about Tyringham

Frequently Asked Questions

Are there vacation rentals in Tyringham?

What's the top vacation rental that Tyringham has to offer?

How many vacation rentals are there in Tyringham?

What’s there to see and do in Tyringham?

What’s a vacation rental in Tyringham like?