Western Massachusetts, MA Vacation Homes from ￥32,756

A lake with a rocky shoreline and a forested island.

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Our top choices for Western Massachusetts vacation homes

A round wooden table with a woven placemat, a wicker basket, and a small potted plant.

1. Lovely 2nd Floor Apartment

Greenfield

Jane P.

￥39,538 total

includes taxes & fees

Oct 25 - Oct 26

A cozy room with two beds, large windows, and a view of a snowy landscape.

2. The Creation Station is a cozy place so make yourself at home.

Easthampton Ma.

Paula

￥44,442 total

includes taxes & fees

Nov 3 - Nov 4

A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

3. Private bed with En-suite bathroom Marigold Room

Shelburne Falls

￥32,756 total

includes taxes & fees

Nov 9 - Nov 10

A red barn with a black door and a heart-shaped cutout, surrounded by lush greenery and trees.

4. Charming, updated 3 bedroom farmhouse farm stay.

Williamsburg

Nancy M.

￥68,862 total

includes taxes & fees

Oct 25 - Oct 26

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.

￥59,633 total

includes taxes & fees

Oct 26 - Oct 27

A modern kitchen with stainless steel appliances, a granite countertop, and a view into the dining area.

6. Cozy Home in Holyoke with 3 bedrooms

Holyoke

Grant J.

￥57,013 total

includes taxes & fees

Oct 21 - Oct 22

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

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

Sherwood Forest

Frank M.

￥62,342 total

includes taxes & fees

Oct 29 - Oct 30

A bedroom with a bed, curtains, a bedside table, and a lamp.

8. Townhouse with Pool Table - Renovated w/ King Bed

Chicopee

Nicholas B.

￥68,570 total

includes taxes & fees

Nov 2 - Nov 3

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

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

Sherwood Forest

William C B.

￥48,691 total

includes taxes & fees

Nov 3 - Nov 4

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

10. Big farmhouse in the foothills of the Berkshires

Russell

Dale B.

￥56,965 total

includes taxes & fees

Oct 22 - Oct 23

A hallway with wooden flooring, white walls, and a bed in the background.

11. Cozy private 2 bed apartment in Shelburne Falls

Shelburne Falls

maureen

￥66,087 total

includes taxes & fees

Oct 21 - Oct 22

A dining area with a round table, four chairs, and a kitchen in the background.

12. Cozy 2-Bedroom Springfield Home 1.5 Baths

Six Corners

￥39,402 total

includes taxes & fees

Oct 21 - Oct 22

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

13. Cozy & Spacious Entire Home in Springfield

Forest Park

Brian

￥54,231 total

includes taxes & fees

Oct 31 - Nov 1

A living room with two brown leather sofas, a glass coffee table, a white rug, a ceiling fan, and a door with curtains.

14. Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Boston Road

Beth P.

￥61,671 total

includes taxes & fees

Oct 28 - Oct 29

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

15. Home in Great Barrington

Great Barrington

Janet G.

￥56,728 total

includes taxes & fees

Oct 26 - Oct 27

A kitchen with white cabinets, a wooden dining table, and pendant lights.

16. A roomy remodeled retreat close to MassMoCA

North Adams

Diane

￥76,134 total

includes taxes & fees

Oct 30 - Oct 31

A living room with two sofas, a coffee table, and a potted plant.

17. Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Boston Road

Angelina O.

￥62,210 total

includes taxes & fees

Oct 29 - Oct 30

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

18. Leaf-Peeper Paradise in the Berkshires

Great Barrington

Kelly B.

￥44,707 total

includes taxes & fees

Oct 26 - Oct 27

A dining area with a long wooden table set for six, surrounded by chairs. There are hanging pendant lights above the table.

19. Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass

Amherst

Emily Robustelli K.

￥257,616 total

includes taxes & fees

Nov 4 - Nov 5

A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

20. Amherst -NEW - Campus Convenience & Social Privacy

Amherst

Kimberly D.

￥119,689 total

includes taxes & fees

Nov 5 - Nov 6

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Top Western Massachusetts Hotel Reviews

The Williams Inn

10/10 Excellent

"Fantastic hotel! Would definitely stay again."

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Hotel Downstream in North Adams was a great location for our overnight get-away to bike the Ashuwillticook Rail Trail. The hotel is right down-town, so we were able to walk to Public for dinner and to Bright Ideas Brewery afterwards, and to Dino's for breakfast in the morning. The room was very large and clean. We had a nice view of downtown and the mountains. Staff was very friendly -- we had a very quick check-in and check-out. Parking is right there and free. All very convenient. The hotel only serves continental breakfast, so we chose to go out, but it's nice that they provide water, coffee, tea and fruit all day long."

Vacation Village in the Berkshires

8/10 Good

"I liked the location and the room itself very much. I thought the price was good too. Only real complaint is the pool is very busy and smallish for the amount of families the place can hold. Also, the pool isnt connected from what i could tell so you have to drive or take a walk to and from your roomafrom i"

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good

"The unit was clean and comfortable. Location was nice and quiet. Mini golf and hot tub were fun and appreciated. Unit was dated- cabinets were old. Kitchen was well- stocked. I would suggest having kitchen towels though. Blankets would have been nice ( as the weather was changing.)."

Find out more about Western Massachusetts

Western Massachusetts Vacation Homes information

Number of reviews	591
Accommodation	472 Vacation Homes
Lowest Price	￥32,756
Highest Price	￥257,616

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Western Massachusetts vacation homes

1. Lovely 2nd Floor Apartment

2. The Creation Station is a cozy place so make yourself at home.

3. Private bed with En-suite bathroom Marigold Room

4. Charming, updated 3 bedroom farmhouse farm stay.

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

6. Cozy Home in Holyoke with 3 bedrooms

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

8. Townhouse with Pool Table - Renovated w/ King Bed

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

10. Big farmhouse in the foothills of the Berkshires

11. Cozy private 2 bed apartment in Shelburne Falls

12. Cozy 2-Bedroom Springfield Home 1.5 Baths

13. Cozy & Spacious Entire Home in Springfield

14. Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

15. Home in Great Barrington

16. A roomy remodeled retreat close to MassMoCA

17. Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

18. Leaf-Peeper Paradise in the Berkshires

19. Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass

20. Amherst -NEW - Campus Convenience & Social Privacy

Find vacation rentals that suit your style

Top Western Massachusetts Hotel Reviews

The Williams Inn

The Yankee Inn

Hotel Downstreet, an Ascend Collection Hotel

Vacation Village in the Berkshires

D. Hotel Suites & Spa

Berkshires Untold

Holiday Inn Club Vacations Oak 'n Spruce Resort

Hotel On North

Quality Inn Great Barrington

Find out more about Western Massachusetts

Western Massachusetts Vacation Homes information

Explore a world of travel with Expedia

Search Vacation Homes in Western Massachusetts

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Western Massachusetts vacation homes

1. Lovely 2nd Floor Apartment

2. The Creation Station is a cozy place so make yourself at home.

3. Private bed with En-suite bathroom Marigold Room

4. Charming, updated 3 bedroom farmhouse farm stay.

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

6. Cozy Home in Holyoke with 3 bedrooms

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

8. Townhouse with Pool Table - Renovated w/ King Bed

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

10. Big farmhouse in the foothills of the Berkshires

11. Cozy private 2 bed apartment in Shelburne Falls

12. Cozy 2-Bedroom Springfield Home 1.5 Baths

13. Cozy & Spacious Entire Home in Springfield

14. Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

15. Home in Great Barrington

16. A roomy remodeled retreat close to MassMoCA

17. Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

18. Leaf-Peeper Paradise in the Berkshires

19. Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass

20. Amherst -NEW - Campus Convenience & Social Privacy

Find vacation rentals that suit your style

Top Western Massachusetts Hotel Reviews

The Williams Inn

Find out more about Western Massachusetts

Western Massachusetts Vacation Homes information

Explore a world of travel with Expedia