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Westhampton Vacation Rentals

Q: What are some of the best vacation rentals in Westhampton?

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

Dates

November 2026

December 2026

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Our top choices for Westhampton vacation rentals

A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

1. Modern Studio Ideal for Traveling Professionals

Holyoke

Kebreab H.

￥34,128 total

includes taxes & fees

Nov 8 - Nov 9

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

￥42,043 total

includes taxes & fees

Nov 23 - Nov 24

3. Work, Play & Stay! Apt Near Holyoke Medical Center

Holyoke

Yvonne A.

￥45,034 total

includes taxes & fees

Nov 8 - Nov 9

4. Modern Studio Ideal for Traveling Professionals

Holyoke

￥36,648 total

includes taxes & fees

Nov 8 - Nov 9

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

5. Cozy Home in Holyoke with 3 bedrooms

Holyoke

Jennifer S.

￥54,007 total

includes taxes & fees

Dec 1 - Dec 2

A living room with a fireplace, a sofa, a coffee table, and a TV.

6. Cozy 2-bedroom apartment in Chicopee

Chicopee

Christopher P.

￥34,307 total

includes taxes & fees

Nov 11 - Nov 12

A modern interior with a wooden dining table, chairs, a round mirror, and a potted plant.

7. Button's Modern Luxury Walkup Downtown Northampton

Northampton

AMY

￥74,952 total

includes taxes & fees

Nov 18 - Nov 19

A living room with a sofa set, a coffee table, and two lamps.

8. Cozy First Floor Apartment. Located in a quiet neighborhood.

Chicopee

Morrris

￥47,884 total

includes taxes & fees

Nov 30 - Dec 1

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

9. Charming, updated 3 bedroom farmhouse farm stay.

Williamsburg

Nancy M.

￥62,368 total

includes taxes & fees

Dec 6 - Dec 7

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

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

Sherwood Forest

William C B.

￥43,451 total

includes taxes & fees

Nov 9 - Nov 10

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

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

Chicopee

Nicholas B.

￥65,520 total

includes taxes & fees

Nov 9 - Nov 10

A modern fireplace with a glass enclosure, decorative items, and a sign that reads 'blessed.'

12. A Scenic Townhouse Near Amherst (Next to a Horse Farm)

Sunderland

￥43,741 total

includes taxes & fees

Nov 9 - Nov 10

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

13. Big farmhouse in the foothills of the Berkshires

Russell

Dale B.

￥52,271 total

includes taxes & fees

Nov 8 - Nov 9

A modern kitchen with stainless steel appliances, a wooden dining table, and a ceiling fan.

14. Red Door Retreat West Springfield 3 bedroom w/ Game Room! Near Big E & Six Flags

West Springfield

"Adorable home, set up so cute plus being pet friendly means everything to me when deciding. All was as described and our host had everything you could need and more available to us in the well stocked kitchen and bathroom. Very quiet safe and friendly neighborhood on a dead end street, gated walkway as well as a gated driveway made me feel plenty safe enough to take my dog out at night. Bedrooms were welcoming and set up with pretty fairy lights throughout, all three beds were very comfortable...

Jaimie F.

￥49,749 total

includes taxes & fees

Nov 9 - Nov 10

A wooden gazebo with a metal roof, surrounded by a brick patio with outdoor seating.

15. Serene 1-bedroom suite on 75 acre horse property

Belchertown

Wayne B.

￥40,841 total

includes taxes & fees

Nov 30 - Dec 1

A modern living room with a flat-screen TV, a wooden coffee table, a gray sofa, a patterned rug, and a staircase with wooden steps.

16. Modern 3BR Duplex - Sleeps 6 - Off-Street Parking

East Springfield

￥50,921 total

includes taxes & fees

Nov 9 - Nov 10

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.

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

Sherwood Forest

Brian C.

￥56,259 total

includes taxes & fees

Nov 8 - Nov 9

A modern kitchen with dark cabinets, a granite countertop, a built-in oven, a microwave, and a large window providing natural light.

18. Penthouse overlooking downtown Amherst!

Amherst

Mike S.

￥76,173 total

includes taxes & fees

Nov 8 - Nov 9

A modern kitchen with a marble island, bar stools, a stainless steel stove, and a decorative chandelier.

19. Cozy 2-bedroom apartment with movie theater.

Agawam

Eric R.

￥52,072 total

includes taxes & fees

Nov 10 - Nov 11

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

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

Sherwood Forest

Frank M.

￥58,968 total

includes taxes & fees

Nov 8 - Nov 9

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Find vacation rentals that suit your style

Top Westhampton 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

An outdoor patio area with a circular fire pit surrounded by wicker chairs and tables.

TownePlace Suites by Marriott Hadley Amherst

Hadley

10/10 Excellent

Karen

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

Fairfield Inn & Suites Springfield Holyoke

Holyoke

10/10 Excellent

This hotel is great! The location is right off the highway, making it convenient to get to many areas quickly, using I91 or Riverdale Rd. Breakfast is good, standard hotel food, but fresh. Hot coffee, tea, cocoa available all day and night in the lobby. The lobby is big and a nice area to sit and visit or to just get out of your room for a while. The mall is down the street, and Cracker Barrel, is behind the hotel, McDonalds, and Dunkin’ Donuts in front off. We stay here every time we are in...

Diane

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

Hampton Inn Hadley-Amherst Area

Hadley

10/10 Excellent

Reina

An indoor swimming pool with blue walls, large windows, and several lounge chairs.

Hampton Inn Chicopee/Springfield

Chicopee

10/10 Excellent

Lisa

Tru by Hilton Chicopee Springfield

Chicopee

10/10 Excellent

Tynisa

An outdoor patio area with a pergola, seating, and a barbecue station.

Homewood Suites by Hilton Holyoke-Springfield/North

Holyoke

10/10 Excellent

Karen

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

Courtyard by Marriott West Springfield

West Springfield

10/10 Excellent

Michael

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

Courtyard by Marriott Hadley Amherst

Hadley

10/10 Excellent

This is a great hotel for a short stay. Everything was top-notch except the 4 1/2' deep, 3-stroke pool could hardly be called a swimming pool. I should have read between the lines when "pool" was listed as a "family amenity". There is no restaurant other than a small bar that serves a la carte breakfast items in the morning. The 6-stool bar was not especially well-stocked but fine for a quick nightcap. The breakfast buffet was excellent and well-priced. The building is designed with an open...

Scubamouse

A room with a bed, a sofa, a coffee table, and a television.

Black Walnut Inn

North Amherst

10/10 Excellent

Sofia

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

Hotel UMass

Amherst

10/10 Excellent

Dave

Find out more about Westhampton

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Frequently Asked Questions

Are there vacation rentals in Westhampton?

Yes, there are vacation rentals close to top points of interest in Westhampton, or you can go with a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Westhampton?

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

What can I see and do in Westhampton?

Duck Island and Pine Island are a couple of lovely local spots to get outside and enjoy nature. Westhampton Town Hall and Westhampton Memorial Library are other places to visit while you're in town.

What are vacation rentals like in Westhampton?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Westhampton. Vacation rentals offer extras like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a small group gathering.

Westhampton Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Westhampton vacation rentals

1. Modern Studio Ideal for Traveling Professionals

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

3. Work, Play & Stay! Apt Near Holyoke Medical Center

4. Modern Studio Ideal for Traveling Professionals

5. Cozy Home in Holyoke with 3 bedrooms

6. Cozy 2-bedroom apartment in Chicopee

7. Button's Modern Luxury Walkup Downtown Northampton

8. Cozy First Floor Apartment. Located in a quiet neighborhood.

9. Charming, updated 3 bedroom farmhouse farm stay.

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

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

12. A Scenic Townhouse Near Amherst (Next to a Horse Farm)

13. Big farmhouse in the foothills of the Berkshires

14. Red Door Retreat West Springfield 3 bedroom w/ Game Room! Near Big E & Six Flags

15. Serene 1-bedroom suite on 75 acre horse property

16. Modern 3BR Duplex - Sleeps 6 - Off-Street Parking

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

18. Penthouse overlooking downtown Amherst!

19. Cozy 2-bedroom apartment with movie theater.

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

Find vacation rentals that suit your style

Top Westhampton Hotel Reviews

The Ellery

10/10 Excellent

Find out more about Westhampton

Frequently Asked Questions

Are there vacation rentals in Westhampton?

What are some of the best vacation rentals in Westhampton?

What can I see and do in Westhampton?

What are vacation rentals like in Westhampton?