Cummington Vacation Rentals from AED 224: Search Short-Term Rentals

Q: What are some of the best vacation rentals that Cummington has to offer?

Experience Three Sisters Sanctuary in Goshen, MA : This vacation home rental near Cummington is equipped with a garden, air-conditioning, and a Smart TV to help you feel comfortable during your stay.

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Our top choices for Cummington vacation rentals

1. Vacation Village in the Berkshires

Williamstown

Carol

AED 370 total

includes taxes & fees

15 Nov - 16 Nov

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

2. Berkshire Mountain Lodge

Pittsfield

Susan J

AED 397 total

includes taxes & fees

6 Dec - 7 Dec

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

3. Charming, updated 3 bedroom farmhouse farm stay.

Williamsburg

Nancy M.

AED 1,458 total

includes taxes & fees

6 Dec - 7 Dec

A lakeside picnic area with a bench and umbrella, surrounded by autumn-colored trees.

4. Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Hinsdale

Kyle R.

AED 1,605 total

includes taxes & fees

15 Nov - 16 Nov

A spacious dining area with a wooden table, chairs, and a potted plant.

5. Cozy Valley View Post & Beam Villa!

Whately

Andrea M.

AED 2,228 total

includes taxes & fees

16 Nov - 17 Nov

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

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

Dalton

Marcia O.

AED 1,106 total

includes taxes & fees

17 Nov - 18 Nov

A log cabin with a balcony, surrounded by trees.

7. Bear Creek Cabin

Charlemont

Hillary S.

AED 2,019 total

includes taxes & fees

16 Nov - 17 Nov

A hot tub on a wooden deck with wicker furniture and a view of trees.

8. 5BR Berkshire Home Mins To The Mountain

Charlemont

Jason F.

AED 3,617 total

includes taxes & fees

21 Nov - 22 Nov

A wooden deck with a railing, a house with windows, and a forested area with a stream.

9. The Cottage on Mill Brook is walking distance to Berkshire East and the River.

Charlemont

AED 2,257 total

includes taxes & fees

13 Nov - 14 Nov

A wooden door with a mirror, a small basket with dried flowers, and a light switch on the wall.

10. Lovely 2nd Floor Apartment

Greenfield

heather

AED 874 total

includes taxes & fees

17 Nov - 18 Nov

A room with a green floor, a white door, and a window with blinds.

11. Spacious & Cozy Ground Floor 2/3 Bed private suite

Shelburne Falls

Russ D.

AED 1,264 total

includes taxes & fees

15 Nov - 16 Nov

A spacious living room with a wooden floor, a sofa, a coffee table, and a lamp. There is a dining area in the background with a table and chairs.

12. Penthouse Apartment on Park Street

Adams

Lisa M.

AED 981 total

includes taxes & fees

13 Nov - 14 Nov

A spacious living area with a sofa, coffee table, and a kitchen counter with mugs.

13. Shelburne Falls on Main

Shelburne Falls

maureen

AED 1,441 total

includes taxes & fees

15 Nov - 16 Nov

A blue house with a porch, a wooden bench, and a door.

14. Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

Greenfield

JAMES S.

AED 841 total

includes taxes & fees

18 Nov - 19 Nov

A view of a forested area with a bench in the foreground.

15. Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting

Charlemont

Georgia P.

AED 4,517 total

includes taxes & fees

13 Dec - 14 Dec

A triangular-shaped building with a balcony and a wooden picnic table in front.

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

Sherwood Forest

Brian C.

AED 1,312 total

includes taxes & fees

15 Nov - 16 Nov

A covered porch with white railings, two wicker chairs, and potted plants.

17. Light-filled treetop apartment close to downtown Greenfield and Highland Park

Greenfield

Tom

AED 1,001 total

includes taxes & fees

17 Nov - 18 Nov

A dining room with a wooden table and chairs, a fireplace, a bookshelf, and a stained glass ceiling light.

18. Rose room Victorian home queen bed private bath

Shelburne Falls

Mikaela M.

AED 675 total

includes taxes & fees

15 Nov - 16 Nov

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

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

Sherwood Forest

Frank M.

AED 1,375 total

includes taxes & fees

13 Nov - 14 Nov

A spacious living room with a wooden staircase, a dining area, and a television.

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

Sherwood Forest

William C B.

AED 1,042 total

includes taxes & fees

26 Nov - 27 Nov

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Find vacation rentals that suit your style

Top Cummington Hotel Reviews

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

The Ellery

Northampton

10/10 Excellent

Marilyn

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

Fairfield Inn & Suites Springfield Northampton/Amherst

Northampton

10/10 Excellent

Lauren

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

Comfort Inn & Suites Hadley - Amherst

Hadley

10/10 Excellent

Susan

A Hampton Inn with a covered entrance and a brick facade.

Hampton Inn Hadley-Amherst Area

Hadley

10/10 Excellent

Reina

A two-story house with a large porch and multiple windows, surrounded by autumn foliage.

Shelburne Springs Hotel

Shelburne Falls

10/10 Excellent

Brian

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

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

A spacious living area with a wooden floor, a dining table with chairs, a sofa, and a television mounted on the wall.

Black Walnut Inn

North Amherst

10/10 Excellent

Sofia

A hotel with a large entrance, a sign reading 'Hampton Inn & Suites,' and a parking lot.

Hampton Inn & Suites Greenfield

Greenfield

10/10 Excellent

Carol

A reception area with a large landscape painting, a dark reception desk, and a potted plant.

Hotel Downstreet, an Ascend Collection Hotel

North Adams

10/10 Excellent

Ann

Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.

The Porches Inn at Mass MoCA

North Adams

10/10 Excellent

Stacey

A breakfast setting with a plate of food, a glass of orange juice, and a cup of tea.

Harbour House Inn

Cheshire

10/10 Excellent

Anonymous traveler

Frequently Asked Questions

Can I find vacation rentals in Cummington?

Yes, we give you a choice of vacation rentals close to popular sights in Cummington, or you can go with a more secluded option if you're looking for a relaxing stay. Cummington is known for its shopping and restaurants.

What are some of the best vacation rentals that Cummington has to offer?

Experience Three Sisters Sanctuary in Goshen, MA: This vacation home rental near Cummington is equipped with a garden, air-conditioning, and a Smart TV to help you feel comfortable during your stay.

How many vacation rentals are there in Cummington?

Expedia has 5 vacation rentals for your stay in Cummington.

What’s there to see and do in Cummington?

Swift River and Westfield River are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Three Sisters Sanctuary and Berkshire East Ski Resort.

What’s a vacation rental in Cummington like?

A vacation rental is a private property where you can stay for a long or short time in Cummington. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for families.

Cummington Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cummington vacation rentals

1. Vacation Village in the Berkshires

2. Berkshire Mountain Lodge

3. Charming, updated 3 bedroom farmhouse farm stay.

4. Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

5. Cozy Valley View Post & Beam Villa!

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

7. Bear Creek Cabin

8. 5BR Berkshire Home Mins To The Mountain

9. The Cottage on Mill Brook is walking distance to Berkshire East and the River.

10. Lovely 2nd Floor Apartment

11. Spacious & Cozy Ground Floor 2/3 Bed private suite

12. Penthouse Apartment on Park Street

13. Shelburne Falls on Main

14. Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

15. Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting

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

17. Light-filled treetop apartment close to downtown Greenfield and Highland Park

18. Rose room Victorian home queen bed private bath

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

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

Find vacation rentals that suit your style

Top Cummington Hotel Reviews

The Ellery

10/10 Excellent

Frequently Asked Questions

Can I find vacation rentals in Cummington?

What are some of the best vacation rentals that Cummington has to offer?

How many vacation rentals are there in Cummington?

What’s there to see and do in Cummington?

What’s a vacation rental in Cummington like?