Ashley Falls Holiday Rentals, Massachusetts: Private House Rentals | Expedia

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Go beyond your typical stay in Ashley Falls

Pet friendly

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Pool

Condo

Spa

Family friendly

Cottage

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Check prices for these dates

Tonight

15 Oct - 16 Oct

Tomorrow

16 Oct - 17 Oct

This weekend

16 Oct - 18 Oct

Next weekend

23 Oct - 25 Oct

Our top choices for Ashley Falls hotels

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

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

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

A dining area with multiple tables set for service, wooden floors, and large windows offering a view of the outdoors.

1. Blackberry River Inn

Norfolk

United States

Donna

4.919.670 ₫

5.657.620 ₫ total

includes taxes & fees

22 Oct - 23 Oct

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.

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

A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

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

Great Barrington

Canada

Kelly

3.719.529 ₫

4.154.715 ₫ total

includes taxes & fees

2 Nov - 3 Nov

Interior detail

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

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

3. Wilder House Berkshires

Sheffield

United States

Mark

4.242.905 ₫

4.739.324 ₫ total

includes taxes & fees

29 Oct - 30 Oct

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

A hotel room with a wooden desk, a television, a mirror, and a bathroom visible through an open door.

4. Quality Inn Great Barrington

Downtown Great Barrington

United States

Joan

1.942.234 ₫

2.169.476 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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 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.

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

5. The White Hart

Salisbury

United States

William

7.993.169 ₫

9.192.274 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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

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

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

A covered porch with white railings and rocking chairs.

6. Locust Tree Bed and Breakfast LLC

East Canaan

United States

Daniel

2.718.765 ₫

3.126.580 ₫ total

includes taxes & fees

19 Oct - 20 Oct

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

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

A coffee station with two coffee machines and a variety of coffee pods and cups.

A breakfast area with a counter, coffee machine, and a display of pastries.

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

Great Barrington

United States

Maria Dulce

2.151.028 ₫

2.402.697 ₫ total

includes taxes & fees

12 Nov - 13 Nov

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

A tented area with lush greenery and a dining setup.

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.

8. Interlaken Inn & Resort

Lakeville

United States

Stacie

6.967.806 ₫

8.012.977 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

A hotel room with a wooden dresser, a television, a microwave, and a mirror.

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.

9. Monument Mountain Motel

Great Barrington

United States

Andrea

1.549.696 ₫

1.730.947 ₫ total

includes taxes & fees

3 Nov - 4 Nov

A dining area with round tables set for two, a fireplace, and a mural on the wall.

A room with a leather armchair, a table with a potted plant, a lamp, and a fireplace with decorative elements.

A white two-story house with a front door, windows, and a chimney.

A cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.

10. The Old Inn On The Green

Great Barrington

United States

Catherine

7.508.970 ₫

9.060.996 ₫ total

includes taxes & fees

10 Nov - 11 Nov

A large house with a balcony and a grassy yard.

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

A room with a white desk, two floral chairs, a small round table with a plant, a hanging lamp, and two framed artworks on the wall.

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

11. The Little Lion

Great Barrington

United States

Lidia

2.679.925 ₫

2.993.476 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.

A wooden wall with a white pendant light fixture.

A wooden deck with a dog silhouette against a backdrop of autumn foliage.

A wooden cabin with a staircase leading to a deck, surrounded by trees and a gravel path.

12. Prospect Berkshires

Egremont

United States

Conor

7.340.665 ₫

9.067.197 ₫ total

includes taxes & fees

10 Nov - 11 Nov

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

A bar with wooden floors and shelves filled with bottles.

A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.

A covered porch with wicker furniture and hanging flower baskets.

13. The Red Lion Inn

Stockbridge

United States

Stephan

4.078.665 ₫

5.842.234 ₫ total

includes taxes & fees

3 Nov - 4 Nov

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

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

A hotel room with a bed, a desk, a television, a microwave, and a sofa.

14. Quality Inn Lee - Lenox South

Lee

United States

Christine

2.398.986 ₫

2.679.668 ₫ total

includes taxes & fees

4 Nov - 5 Nov

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

A bar area with a green counter, two pendant lights, and shelves stocked with bottles.

15. the Alander

Copake

United States

Joseph

4.272.345 ₫

4.785.026 ₫ total

includes taxes & fees

13 Nov - 14 Nov

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

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

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

16. East Rock Inn

Great Barrington

United States

ERIK

3.258.323 ₫

3.639.546 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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.

17. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

United States

Mark

2.045.547 ₫

2.284.876 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A patio with a round metal table, a glass of white wine, and a red umbrella.

A large, two-story house with a steeply pitched roof, stone foundation, and a well-maintained garden with various shrubs and a fountain.

A grand staircase with a wooden railing, leading to a room with large windows and a patterned ceiling.

A dining table with a plate of food and two wine glasses, set in a room with leather furniture and a fireplace in the background.

18. Manor House Inn

Norfolk

United States

Kevin

9.036.657 ₫

10.030.689 ₫ total

includes taxes & fees

19 Oct - 20 Oct

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

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.

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

A house with a stone patio and wooden stools.

19. Little Cat Lodge

Copake Falls

United States

Stacy

3.938.325 ₫

4.410.924 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A building with a porch and multiple windows, surrounded by purple flowers.

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.

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

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

South Lee

United States

Jared

3.029.481 ₫

3.890.164 ₫ total

includes taxes & fees

26 Oct - 27 Oct

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Stay near popular Ashley Falls attractions

Ashley Falls Woods

You can take time to visit Ashley Falls Woods during your travels to Ashley Falls.

Top Ashley Falls Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent

"Perfect place for our two night stay. Good location for exploring the local area. The room was clean and spacious. Good restaurants nearby and there was plenty of parking. Staff were friendly and helpful."

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent

"good location, friendly helpful staff"

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

8/10 Good

"Had a comfortable stay."

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent

"Nice place to stay"

Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT

8/10 Good

"Room clean, bed comfortable. Grounds need work"

The Ponds at Foxhollow

The Ponds at Foxhollow

8/10 Good

"0"

Little Cat Lodge

Little Cat Lodge

10/10 Excellent

"Beyond amazing, we loved it so much!"

The Millerton Inn

The Millerton Inn

10/10 Excellent

"Very charming Inn right in the heart of beautiful Millerton."

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent

"Excellent room! Clean and good breakfast!"

More cheap stays in Ashley Falls

Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA

1.942.234 ₫

2.169.476 ₫ total

8 Nov - 9 Nov

includes taxes & fees

8.6/10 Excellent! (1,001 reviews)

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

415 Stockbridge Rd Great Barrington MA

2.151.028 ₫

2.402.697 ₫ total

12 Nov - 13 Nov

includes taxes & fees

8.8/10 Excellent! (836 reviews)

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

170 Housatonic Street Lee MA

2.398.986 ₫

2.679.668 ₫ total

4 Nov - 5 Nov

includes taxes & fees

8.6/10 Excellent! (1,006 reviews)

Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT

395 Winsted Rd Torrington CT

3.365.831 ₫

3.870.745 ₫ total

18 Oct - 19 Oct

includes taxes & fees

5.6/10 (827 reviews)

Little Cat Lodge

Little Cat Lodge

37 Catamount Rd Copake Falls NY

3.938.325 ₫

4.410.924 ₫ total

9 Nov - 10 Nov

includes taxes & fees

9.6/10 Exceptional! (146 reviews)

the Alander

the Alander

7519 NY-22 Copake NY

4.272.345 ₫

4.785.026 ₫ total

13 Nov - 14 Nov

includes taxes & fees

9/10 Wonderful! (280 reviews)

Hotels in Ashley Falls with star rating

5 Star Hotels

4 Star Hotels

3 Star Hotels

2 Star Hotels

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