Western Massachusetts Holiday Rentals, Massachusetts: Private House Rentals

A lake with a rocky shoreline and a forested island.

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Our top choices for Western Massachusetts hotels

A hotel with a covered entrance, a flag, and a clear sky.

A hotel room with a bed, a desk with a phone, a sofa with cushions, a red ottoman, a kitchenette with a microwave, and a painting on the wall.

A hotel lobby with a reception desk, a round table with a decorative centerpiece, and a chandelier.

A spacious lobby with a fireplace, seating area, and large windows.

1. Comfort Inn & Suites Hadley - Amherst

Hadley

Jennifer

2.966.547 ₫

3.313.633 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A multi-story hotel with a prominent "Hotel Northampton" sign, featuring a classic architectural style with a brick facade and multiple windows.

A hotel lobby with a glass vase of white flowers on a table, red chairs, and a wooden reception desk.

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

A hotel room with a desk, chair, lamp, and a large mirror. There is a staircase leading to an outdoor area with a railing.

2. Hotel Northampton

Northampton

Beth

3.837.389 ₫

4.286.247 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A bar area with wooden tables and chairs, a central bar counter with taps, and a brick wall with shelves of bottles and glasses.

A hotel room with two beds, a desk, a chair, a lamp, and a large window with curtains.

A modern hotel lobby with leather furniture, a bar area, and a large TV screen.

A rooftop terrace with round tables set for dining, overlooking a historic building with two prominent towers.

3. MGM Springfield

Metro Center

Derek

3.850.309 ₫

4.954.507 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern living room with a stone fireplace, a white sofa, a round coffee table, and a green armchair.

An indoor swimming pool with clear glass walls, a poolside seating area, and a reception desk.

A reception area with a counter, a refrigerator stocked with snacks, and a wall with a tree pattern.

A Fairfield by Marriott hotel with a modern entrance, American flags, and a stone facade.

4. Fairfield Inn & Suites Springfield Northampton/Amherst

Northampton

Nancy

3.712.060 ₫

4.146.371 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A brick building with a green door, white porch chairs, and a pathway lined with pink flowers.

A modern hotel room with a bed, sofa, dining table, and chairs.

A brick building with a sign reading "The Ellery."

A hotel room with a bed, a sofa, a dining table, and a chair. There are two nightstands with lamps and a framed picture on the wall.

5. The Ellery

Northampton

Travis

3.272.763 ₫

3.655.677 ₫ total

includes taxes & fees

9 Nov - 10 Nov

An outdoor seating area with tables and chairs, a sofa, and a large window with various text and graphics.

A modern lounge area with blue seating, a coffee table, and decorative lighting.

A modern breakfast area with seating, a coffee machine, and a variety of food options.

6. Tru by Hilton Chicopee Springfield

Chicopee

Gary

2.833.466 ₫

3.214.567 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel lobby with a stone wall, a fireplace, a bar area, and seating arrangements.

A modern kitchen with stainless steel appliances, a microwave, and a dishwasher. There is a dining area with a table and chairs.

A modern hotel with a brick facade, multiple windows, and a well-lit entrance.

A modern lounge area with a stone wall, a fireplace, a sofa, and two blue armchairs.

7. Homewood Suites by Hilton Hadley Amherst

Hadley

Jenny

3.792.942 ₫

4.236.716 ₫ total

includes taxes & fees

10 Nov - 11 Nov

A large, historic building with a prominent tower and a well-lit entrance labeled "Bollywood".

A long dining table set with white tableware, flanked by windows and a skylight.

A spacious outdoor seating area with a fire feature, white brick walls, and multiple windows with shutters.

A modern living room with a sofa, armchairs, a coffee table, and a wine rack.

8. Inn on Boltwood

Amherst

Mindy

5.325.830 ₫

5.948.952 ₫ total

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio with white chairs and tables, a central fire feature, and string lights.

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

A hotel with a sign reading "D. HOTEL & SUITES" on the facade.

A hotel room with a striped sofa, a bed with a decorative headboard, a large wall painting, and a sunburst light fixture.

9. D. Hotel Suites & Spa

Holyoke

Devon

3.143.170 ₫

3.677.854 ₫ total

includes taxes & fees

1 Nov - 2 Nov

An outdoor seating area with wicker furniture, a fire pit, and decorative lamps.

A conference room with two Dell computers, a large autumn-themed painting, and two wall-mounted lamps.

A dining table set with multiple wine glasses, a centerpiece with flowers, and candles.

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

10. Courtyard by Marriott Hadley Amherst

Hadley

Yuki

3.697.847 ₫

4.130.494 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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

A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

11. The Yankee Inn

Lenox

Basil

2.739.146 ₫

3.059.574 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A multi-story hotel with a prominent 'La Quinta' sign, featuring a symmetrical facade with evenly spaced windows and a central entrance.

An indoor swimming pool with clear blue water, surrounded by chairs and a high ceiling with visible ductwork.

A spacious lobby with wooden flooring, a reception desk, and two patterned armchairs.

A hotel dining area with multiple tables and chairs, a patterned carpet, and a reception desk in the background.

12. La Quinta Inn & Suites by Wyndham Springfield MA

Metro Center

Heather

2.811.501 ₫

3.189.648 ₫ total

includes taxes & fees

15 Nov - 16 Nov

An indoor swimming pool with clear blue water, surrounded by a tiled floor, and equipped with safety railings.

A hotel with a classic architectural style, featuring large windows and a prominent entrance.

A hotel lobby with reception desks, seating area, and a modern ceiling design.

A breakfast area with a counter, seating, and a menu display.

13. Holiday Inn Express Springfield Downtown by IHG

Metro Center

Deven

2.488.488 ₫

2.823.190 ₫ total

includes taxes & fees

23 Nov - 24 Nov

A Fairfield Inn & Suites by Marriott hotel with a modern design, a covered entrance, and landscaped areas.

A spacious lobby with a reception desk, a blue decorative wall, and a wooden floor.

An indoor swimming pool with clear signage, a no diving policy, and a seating area with chairs and a table.

A hotel lobby with a seating area, a bar, and a TV screen.

14. Fairfield Inn & Suites Springfield Holyoke

Holyoke

Caroline

3.162.938 ₫

3.533.001 ₫ total

includes taxes & fees

16 Nov - 17 Nov

A modern living room with a fireplace, red curtains, and a wooden dining table.

A hotel lobby with a seating area, red curtains, and a view of the outdoors.

A hotel room with two beds, a dining table with a plate of food, a glass of water, and a bottle of wine.

A modern hotel lobby with a large TV screen displaying the hotel name, red chairs, wooden shelves, and a clock on the wall.

15. Hotel UMass

Amherst

Bridget

2.835.016 ₫

3.202.733 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A room with large windows, a red patterned rug, a wooden table with benches, and shelves with figurines.

An indoor swimming pool with a colorful mural on the wall, a lifeguard station, and clear pool rules posted.

A hotel room with a bed, a sofa, a TV, and a desk with a lamp.

16. Hotel Downstreet, an Ascend Collection Hotel

North Adams

mary ellen

3.080.247 ₫

3.440.635 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A view of a red building by a waterway through a window.

A wooden porch with a sign reading "OLD MILL" above a double door.

A bar area with wooden stools, a long counter, and potted plants.

A modern living room with a wooden dining table, leather sofa, and a large window.

17. Old Mill Inn

Hatfield

John

4.637.891 ₫

5.180.524 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A hotel lobby with a bar area, dining tables, and comfortable seating.

A large, multi-story hotel with a covered entrance and a parking lot.

A hotel room with a bed, a desk, a chair, a television, and framed pictures on the wall.

A lobby with two armchairs, a fireplace, and a framed picture on the wall.

18. Hampton Inn Hadley-Amherst Area

Hadley

Esther

3.097.044 ₫

3.459.397 ₫ total

includes taxes & fees

17 Nov - 18 Nov

A historic building with a covered porch, American flags, and a sign reading 'Deerfield Inn.'

A neatly arranged hotel room with a bed, a chair, a desk, and two framed pictures on the wall.

A bar area with wooden bar stools and a counter, surrounded by dining tables and chairs.

19. Deerfield Inn

Deerfield

Jeffrey

7.186.382 ₫

9.255.669 ₫ total

includes taxes & fees

26 Oct - 27 Oct

An outdoor patio area with seating, a fire feature, and a view of the building's exterior.

A modern reception area with a wooden reception desk, seating area with sofas and chairs, and large windows providing natural light.

A hotel room with two beds, a large window with a view of trees, and a wall mural.

A modern bar area with a long counter, multiple screens, and a seating area with metal chairs.

20. Courtyard by Marriott West Springfield

West Springfield

Amy

3.388.530 ₫

3.878.172 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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Holiday Rentals in Western Massachusetts

Aparthotel

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

A spacious lobby with a fireplace, seating area, and a bar.

A garden with wooden Adirondack chairs and a stone pathway.

Berkshire Mountain Lodge

Pittsfield

"beautiful location, giant suite room for incredible value"

Aparthotel

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.

A spacious living room with large windows, a fireplace, and a variety of seating options.

Vacation Village in the Berkshires

Williamstown

"We had an amazing stay."

Aparthotel

A large, multi-story house with a reflective pond in front, surrounded by stone walls and trees.

A stone bench by a calm lake with a stone wall and grass in the foreground.

A serene pond with a stone bridge, surrounded by lush greenery and a house in the background.

The Ponds at Foxhollow

Lenox

"Quiet property. Convenient location."

Cottage

A spacious living room with a fireplace, leather sofas, a coffee table, and a dining area with a table and chairs.

A rustic wooden interior with a counter displaying various items, a sign for 'MERLOT', and a view of the outdoors.

A modern kitchen with light grey cabinets, stainless steel appliances, and a large window providing a view of greenery.

A sign for Balderdash Cellars with a wooden fence, a tree, and a parking lot in the background.

3 Acres, Mtn Views, Hot Tub, Steps to Winery

Richmond

"This home is exceptional in all respects --beautifully situated on lovely property, well located in southern Berkshires. Newly remodeled. Great outdoor space. Fabulous kitchen with new appliances, extremely well-outfitted. Host easily accessible. Exceeded all expectations. Would definitely return if plans allow."

Cottage

A cozy room with a large bed, a wooden ceiling, a TV, and a desk with a chair.

A cozy living room with a sofa, armchairs, a coffee table, and a TV. There are wooden walls and a ceiling fan.

A yellow sign for Cavalier Cottage, a pet-friendly lodging.

A cozy living room with a blue sofa, a coffee table, and a bookshelf.

Cavalier Cottage B&B

Shelburne Falls

"Cavalier Cottage was perfect for my two-night stay. It was very spacious and clean. Patricia was an excellent host, and provided delicious, warm home-made scones each morning which was a really nice touch!"

Cottage

A wooden deck with outdoor seating and a view of a forest.

A cozy attic room with a sloped ceiling, wooden beams, a ceiling fan, and a large window with a view of the outdoors.

A wooden cabin with a balcony, surrounded by a stone wall and a forest.

A cozy kitchen with wooden cabinets, a refrigerator, and a dining area with a round table and chairs.

A-frame Cabin w/ Furnished Deck in Becket!

Becket

"This cabin has absolutely everything you can think of!! Shampoo, conditioner, pots and pans, cutlery, towels, bug spray, firewood, fans, AC, even a car charger!! I was a little worried because I didn’t connect with the property manager but I had received all the check in information I needed. Absolutely no worries needed! Check in and check out was totally seamless."

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Stay near popular Western Massachusetts attractions

A forested hillside with a clear path and a small building at the top.

Jiminy Peak Mountain Resort

8.8/10 (311 reviews)

Southern New England's largest ski resort transforms into a summer playground with thrilling attractions. Glide down 45 winter trails or ride the Mountain Coaster through Berkshire Mountain scenery.

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A roller coaster at an amusement park with a clear sky.

Six Flags New England

8.4/10 (599 reviews)

New England's largest amusement park thrills with 11 roller coasters, including the top-rated Superman The Ride. Experience heart-pounding drops on Wicked Cyclone, or cool off at Hurricane Harbour water park.

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A snowy cityscape with various buildings and a large sports stadium.

Amherst College

9.2/10 (300 reviews)

Explore Amherst College's historic College Row and impressive art and natural history museums. Wander through the tranquil Yushien Japanese Garden or attend one of the many public cultural events on campus.

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A wooden pergola structure with a pathway covered in fallen leaves, surrounded by trees and grass.

Tanglewood Music Center

9.6/10 (457 reviews)

Tanglewood enchants as the summer home of the Boston Symphony Orchestra, set in the picturesque Berkshire Hills. Enjoy world-class performances while picnicking on the expansive lawns as the sun sets over the mountains.

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A basketball court with spectators, a scoreboard, and a wall of portraits.

Naismith Memorial Basketball Hall of Fame

8.6/10 (481 reviews)

The Basketball Hall of Fame celebrates the sport's greatest legends in Springfield, basketball's birthplace. Explore interactive exhibits, test your skills on Centre Court, and immerse yourself in the game's rich history.

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A food court with various food stalls, including one for batter fried cheese curds and another for popcorn.

Eastern States Exposition

8.4/10 (260 reviews)

New England's largest fair, The Big E draws 1.6 million visitors annually with agricultural exhibits and entertainment. Explore the Avenue of States and Storrowton Village while sampling diverse regional cuisine.

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Eastern States Exposition

8.6/10 (302 reviews)

This beloved New England fair showcases all six states' cultures through exhibits, food, and entertainment. Explore the Avenue of States, sample iconic cream puffs, or catch a live concert during its September run.

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Ski Butternut

9.0/10 (134 reviews)

Ski Butternut offers 22 diverse trails across 110 acres of terrain suitable for all skill levels. Morning visits reward skiers with freshly groomed slopes and the satisfaction of first tracks.

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Learn more about Western Massachusetts

Rolling hills and charming towns define this picturesque region, where art lovers flock to MASS MoCA in North Adams. Outdoor enthusiasts can hike Mount Greylock, while history buffs explore Norman Rockwell's studio in Stockbridge.

See all hotels in Western Massachusetts

A panoramic view of a valley with autumn foliage, a town in the distance, and rolling hills.

Top Western Massachusetts Hotel Reviews

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

10/10 Excellent

"Really excellent spot for families. Loved having a townhouse to spread out and good kitchenette. Amenities were great and helped get little kids energy out."

Hotel On North

10/10 Excellent

"Can't wait to go back!"

La Quinta Inn & Suites by Wyndham Springfield MA

8/10 Good

"The hotel overall was extremely kid friendly. The pool/arcade were amazing. However, not a huge deal the TV kept cutting out no matter what channel it was on. It was annoying. The staff and the clientele were amazing. We go to the area frequently from CT to go to six flags. This is our go to place."

Vacation Village in the Berkshires

10/10 Excellent

"Everything was absolutely perfect! Staff was extremely friendly and the property is so clean and inviting. We loved it so much that we extended our stay!"

Berkshire Mountain Lodge

10/10 Excellent

"Beautiful setting. Spacious room. Even the machine-dispensed coffee was good. Five stars."

Holiday Inn Express Springfield Downtown by IHG

10/10 Excellent

"Very clean and quiet place, we stayed in order to visit six flags and it was a very convenient location, also the front desk agent was very helpful. Breakfast was delicious."

Quality Inn Great Barrington

8/10 Good

"Location to town is excellent. Staff is super friendly. The building is a standard 2 story roadway hotel. Rooms are dated but everything was clean and it's the best price around. I would stay there again. You out all day anyway."

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

8/10 Good

"all good"

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Great"

More cheap stays in Western Massachusetts

Quality Inn Great Barrington

372 Main Street Great Barrington MA

1.985.622 ₫

2.217.939 ₫ total

15 Nov - 16 Nov

includes taxes & fees

8.6/10 Excellent! (1,006 reviews)

Quality Inn West Springfield

1150 Riverdale St West Springfield MA

2.282.277 ₫

2.612.065 ₫ total

22 Nov - 23 Nov

includes taxes & fees

Red Roof Inn PLUS+ West Springfield

1254 Riverdale Street West Springfield MA

2.418.718 ₫

2.768.223 ₫ total

4 Nov - 5 Nov

includes taxes & fees

7/10 Good! (1,005 reviews)

Holiday Inn Express Springfield Downtown by IHG

145 State Street Springfield MA

2.488.488 ₫

2.823.190 ₫ total

23 Nov - 24 Nov

includes taxes & fees

9/10 Wonderful! (1,342 reviews)

Hampton Inn West Springfield

1011 Riverdale St West Springfield MA

2.657.747 ₫

3.041.792 ₫ total

3 Nov - 4 Nov

includes taxes & fees

8.2/10 Very good! (1,001 reviews)

Hotel UMass

1 Campus Center Way Amherst MA

2.835.016 ₫

3.202.733 ₫ total

26 Oct - 27 Oct

includes taxes & fees

9/10 Wonderful! (1,007 reviews)

Hotels in Western Massachusetts with star rating

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Book Hotels in Western Massachusetts on Expedia.com

Find hotels in Western Massachusetts, MA from 2.164.959 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Western Massachusetts

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Western Massachusetts hotels

1. Comfort Inn & Suites Hadley - Amherst

2. Hotel Northampton

3. MGM Springfield

4. Fairfield Inn & Suites Springfield Northampton/Amherst

5. The Ellery

6. Tru by Hilton Chicopee Springfield

7. Homewood Suites by Hilton Hadley Amherst

8. Inn on Boltwood

9. D. Hotel Suites & Spa

10. Courtyard by Marriott Hadley Amherst

11. The Yankee Inn

12. La Quinta Inn & Suites by Wyndham Springfield MA

13. Holiday Inn Express Springfield Downtown by IHG

14. Fairfield Inn & Suites Springfield Holyoke

15. Hotel UMass

16. Hotel Downstreet, an Ascend Collection Hotel

17. Old Mill Inn

18. Hampton Inn Hadley-Amherst Area

19. Deerfield Inn

20. Courtyard by Marriott West Springfield

Holiday Rentals in Western Massachusetts

Berkshire Mountain Lodge

Vacation Village in the Berkshires

The Ponds at Foxhollow

3 Acres, Mtn Views, Hot Tub, Steps to Winery

Cavalier Cottage B&B

A-frame Cabin w/ Furnished Deck in Becket!

Stay near popular Western Massachusetts attractions

Jiminy Peak Mountain Resort

Six Flags New England

Amherst College

Tanglewood Music Center

Naismith Memorial Basketball Hall of Fame

Eastern States Exposition

Eastern States Exposition

Ski Butternut

Learn more about Western Massachusetts

Top Western Massachusetts Hotel Reviews

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

Hotel On North

La Quinta Inn & Suites by Wyndham Springfield MA

Vacation Village in the Berkshires

Berkshire Mountain Lodge

Holiday Inn Express Springfield Downtown by IHG

Quality Inn Great Barrington

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Hotel Downstreet, an Ascend Collection Hotel

More cheap stays in Western Massachusetts

Quality Inn Great Barrington

Quality Inn West Springfield

Red Roof Inn PLUS+ West Springfield

Holiday Inn Express Springfield Downtown by IHG

Hampton Inn West Springfield

Hotel UMass

Hotels in Western Massachusetts with star rating

Explore a world of travel with Expedia

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