Ashley Falls Holiday Rentals, Massachusetts: Private House Rentals

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Our top choices for Ashley Falls hotels

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

A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

A corner market with a sign reading "the Corner Market" and shelves stocked with various snacks and groceries.

1. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Lisa

Rp3.472.556

Rp3.878.845 total

includes taxes & fees

25 Aug - 26 Aug

A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

A room with a fireplace, two striped armchairs, and a floral drape.

A cozy living room with floral wallpaper, a sofa, a coffee table, and two lamps.

A grand hallway with a chandelier, a staircase, and a table with flowers.

2. Blackberry River Inn

Norfolk

Cheryl

Rp3.389.600

Rp3.898.040 total

includes taxes & fees

23 Aug - 24 Aug

A Holiday Inn Express & Suites building with a stone facade, a covered entrance, and a parking lot.

A hotel room with two beds, a desk, a TV, and a window with curtains.

A modern hotel lobby with seating areas, tables, and a reception desk.

A buffet with labeled containers for omelets and other dishes.

3. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Kathleen

Rp2.051.600

Rp2.291.637 total

includes taxes & fees

20 Sept - 21 Sept

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

A hotel room with a bathroom, a bed, a desk, and a nightstand.

A Quality Inn sign, a brick building, and a parking lot with cars.

A hotel reception area with framed artwork, a coffee machine, and a sign indicating 'Quality by Choice Hotels'.

4. Quality Inn Great Barrington

Great Barrington

Lisa

Rp1.652.876

Rp1.846.262 total

includes taxes & fees

14 Sept - 15 Sept

A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

A bedroom with a wooden bed, two bedside tables, a window with curtains, and a radiator.

A two-story building with a flat roof, solar panels, and a small patio area.

A dining room with a wooden table, chairs, a vase with flowers, and red curtains.

5. Locust Tree Bed and Breakfast LLC

East Canaan

Kay

Rp1.873.200

Rp2.154.180 total

includes taxes & fees

23 Aug - 24 Aug

A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

A poolside area with lounge chairs and blue umbrellas, surrounded by a forested area.

A house with a stone patio and wooden stools.

A cozy room with a wooden bench, a table with a pitcher, and a sofa with patterned cushions. Large windows with yellow blinds offer a view of greenery outside.

6. Little Cat Lodge

Copake Falls

Jolie

Rp3.933.720

Rp4.405.767 total

includes taxes & fees

25 Aug - 26 Aug

A bedroom with a large bed, a chair, and a window with curtains.

A dining area with yellow chairs and tables, a kitchen in the background, and a clock on the wall.

A covered porch with a dining area, a sofa, and decorative wall art.

A framed painting of a white horse on a wooden dresser, a white fireplace with a black mantle, and two green vases with white flowers on the wall.

7. The White Hart

Salisbury

William

Rp6.125.364

Rp7.044.124 total

includes taxes & fees

23 Aug - 24 Aug

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

A row of white plastic chairs on a covered outdoor area with a white building in the background.

A motel with a parking lot and several cars parked.

A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.

8. Monument Mountain Motel

Great Barrington

John

Rp1.525.320

Rp1.703.720 total

includes taxes & fees

1 Sept - 2 Sept

A cozy living room with a fireplace, a bookshelf, a coffee table with a book, and a plaid sofa.

A room with a wooden floor, two red armchairs, a small table, and a window with a view of trees.

9. Wilder House Berkshires

Sheffield

Jennifer

Rp3.616.156

Rp4.039.246 total

includes taxes & fees

27 Aug - 28 Aug

A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

A dining table set with plates of food, wine glasses, and bottles, with a chandelier above and shelves above holding glasses and bottles.

A modern living room with a sofa, armchair, and coffee table. There is a bed with a headboard and pillows, a lamp, and a shelf with items.

A dog standing at a door entrance with a wooden floor and a mat with paw prints.

10. the Alander

Copake

Jerry

Rp3.032.800

Rp3.396.736 total

includes taxes & fees

31 Aug - 1 Sept

A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

A living room with a patterned carpet, two sofas, a dining table, and chairs.

A motel with a two-story structure, multiple rooms with red doors, and a central staircase.

A circular pool with a tiled edge, surrounded by a concrete deck and a grassy area with chairs and a small shed.

11. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Elspeth

Rp1.411.098

Rp1.576.197 total

includes taxes & fees

1 Sept - 2 Sept

A wooden deck with a swing chair and a bench overlooking a lake.

A lakeside deck with Adirondack chairs, a canoe, and a wooden railing.

A modern bar area with a counter, bar stools, and a variety of bottles.

A modern hotel room with a bed, sofa, leather chair, and a small table.

12. Interlaken Inn & Resort

Lakeville

Stacie

Rp3.997.944

Rp4.597.635 total

includes taxes & fees

20 Sept - 21 Sept

A hotel room with a large bed, bedside lamps, a desk with a chair, a mirror, and a coat rack.

A spacious living area with a brown leather sofa, a glass coffee table, a wooden entertainment unit with a flat-screen TV, and a large window providing a view of the outdoors.

A motel with a covered entrance, a parking lot, and a building with a sign that reads "LARRY'S".

13. Americas Best Value Inn Torrington CT

Torrington

Carol

Rp2.140.622

Rp2.461.742 total

includes taxes & fees

24 Aug - 25 Aug

A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.

A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.

14. Quality Inn Lee - Lenox South

Lee

Christine

Rp1.956.156

Rp2.185.027 total

includes taxes & fees

14 Sept - 15 Sept

A rustic wooden building labeled 'GEDNEY FARM' with a signboard indicating 'SERVING DINNER WED-FRI 5:00-9:00pm'.

A wooden sign with "GEDNEY FARM" written on it, surrounded by lush greenery and purple flowers.

An outdoor patio with wooden tables and chairs, surrounded by greenery.

A rustic barn-style venue with round tables and chairs, string lights, and a central bar area.

15. Gedney Farm

Great Barrington

Jane

Rp4.335.120

Rp4.755.626 total

includes taxes & fees

23 Aug - 24 Aug

A large house with a balcony and a grassy yard.

A two-story building with a gabled roof and a chimney.

A hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.

A sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.

16. The Little Lion

Great Barrington

Anne

Rp2.007.000

Rp2.241.819 total

includes taxes & fees

3 Sept - 4 Sept

A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

A grassy outdoor area with four blue Adirondack chairs arranged in a circle.

A modern living room with a grey sofa, a wooden coffee table, and a dining area with a round table and chairs.

17. East Rock Inn

Great Barrington

ERIK

Rp2.250.958

Rp2.514.320 total

includes taxes & fees

14 Sept - 15 Sept

A dining area with wooden tables and chairs, large windows with white frames, and wall-mounted light fixtures.

A hotel room with a large bed, two bedside lamps, a chair, a small table, and a rug.

A wooden counter with a wine bottle, glasses, and a sign.

A covered patio with a wooden table and chairs, a sofa, and a ceiling fan.

18. Cornwall Inn and Lodge

Cornwall Bridge

Janice

Rp3.774.944

Rp4.341.186 total

includes taxes & fees

24 Aug - 25 Aug

An outdoor patio with a fire pit, seating, and umbrellas.

A two-story building with a balcony, outdoor seating area with umbrellas, and potted plants.

A bedroom with a bed, a sofa, a wooden bench, a window, and a door.

A long dining table set with multiple wine glasses, water glasses, and folded white napkins.

19. The Millerton Inn

Millerton

Bernadette

Rp4.479.624

Rp5.067.630 total

includes taxes & fees

22 Aug - 23 Aug

A serene riverside view with a stone bridge, reflecting trees and buildings.

A living room with a sofa, armchair, coffee table, and a patterned rug.

A café with a display case, a frozen food section, and a marketplace sign.

A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.

20. Holiday Inn Club Vacations Oak 'n Spruce Resort

South Lee

Claudia

Rp2.087.280

Rp2.680.282 total

includes taxes & fees

3 Sept - 4 Sept

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Ashley Falls Woods

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Top Ashley Falls Hotel Reviews

Quality Inn Great Barrington

8/10 Good

"We only stayed a night but the rooms were clean enough and the staff was extremely kind. Would stay here again."

Prospect Berkshires

10/10 Excellent

"It was beautiful but quite expensive. There was no housekeeping included so trash was not picked up and the breakfasts were grossly overpriced!"

The Red Lion Inn

10/10 Excellent

"Perfect."

Monument Mountain Motel

10/10 Excellent

"The room was very clean and we had everything we needed. Plenty of free parking right in front of your room. The check-in process was simple and quick. The owner of the motel is very friendly and you can sense the pride of ownership he has for it. It's nice to see. We were going to a show at Tanglewood and he offered to fill our cooler with ice before heading to the show. We have stayed here several times and will be back again. This is a very affordable, great place to stay for any show at Tanglewood or if you are skiing at Butternut in the winter."

Little Cat Lodge

10/10 Excellent

"Was much nicer than the photos and description, it usually goes the other way. The room was spacious, pool was great, lots of activities on site, excellent view and location. Looking forward to coming back!"

Americas Best Value Inn Torrington CT

10/10 Excellent

"All the staff members I met were cheerful & helpful. I asked for a ground floor room, upon arrival, got a very nice one at no extra charge. I was in the area for a music festival, plan on booking a stay again , next year."

Travelodge by Wyndham Great Barrington Berkshires

8/10 Good

"We did not use the amenities. We were only there to sleep and for one night, but the staff was friendly and the room was cleanly enough."

The Little Lion

10/10 Excellent

"Clean, convenient, remotely operated by the owner, the Red Lion, a short distance away. We could use all the amenities offered by the Red Lion (meals, pool, hot tub) while staying at the much more reasonable Little Lion. A great bargain for Stockbridge!"

The Ponds at Foxhollow

10/10 Excellent

"Quiet property. Convenient location."

More cheap stays in Ashley Falls