A red barn with a metal roof, surrounded by a snow-covered landscape and a wooden fence.

Vacation Rentals in Hampshire County

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Top Cities in Hampshire County

A paved pathway flanked by red foliage and a wooden bridge.
Vacation RentalsVacation Rentals

Amherst

Amherst

Our top choices for Hampshire County vacation rentals

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

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

The Creation Station is a cozy place so make yourself at home.
Easthampton Ma.
10.0 out of 10, Exceptional, (79 reviews)
"We had such a great stay at the Creation Station! The host John, showed us around the property and explained how to use everything. He also recommended a great restaurant in town. It was a great experience and would definitely recommend it!"
United States
Paula
$237 nightly
The price is $265
Nov 5 - Nov 6
Total with taxes and fees
The Creation Station is a cozy place so make yourself at home.
A modern living room with a leather sofa, a coffee table, and a dining table. There are two windows providing natural light, a ceiling light fixture, and a trash can.

2. Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.6 out of 10, Exceptional, (39 reviews)
"The host was so responsive and made sure everything was perfect! It was the cutest and most comfy set up! With an adorable town beach 5 min down the road! Highly recommend!"
United States
Nora M.
$216 nightly
The price is $228
Nov 5 - Nov 6
Total with taxes and fees
Newly Built Barn Loft in Pioneer Valley
A modern kitchen with a central island, bar stools, and a bicycle.

3. Button's Modern Luxury Walkup Downtown Northampton

Button's Modern Luxury Walkup Downtown Northampton
Northampton
10.0 out of 10, Exceptional, (8 reviews)
"The apartment was very comfortable and had everything we needed for the weekend including nice coffee, cava and a treat. Well equipped kitchen and good bed, towels, storage. Will stay here again"
United States
AMY
$426 nightly
The price is $476
Nov 17 - Nov 18
Total with taxes and fees
Button's Modern Luxury Walkup Downtown Northampton
A modern kitchen with dark cabinets, a granite countertop, a built-in oven, a microwave, and a large window providing natural light.

4. Penthouse overlooking downtown Amherst!

Penthouse overlooking downtown Amherst!
Amherst
10.0 out of 10, Exceptional, (1 review)
"Great space. Great location."
United States
Mike S.
$433 nightly
The price is $484
Dec 1 - Dec 2
Total with taxes and fees
Penthouse overlooking downtown Amherst!
A red barn with a black door and a heart-shaped cutout, surrounded by lush greenery and trees.

5. Charming, updated 3 bedroom farmhouse farm stay.

Charming, updated 3 bedroom farmhouse farm stay.
Williamsburg
10.0 out of 10, Exceptional, (44 reviews)
"Wonderful place to stay with our two teens. We visited family in Amherst, looked at colleges and had a great time touring historic sites. Definitely recommend!"
United States
Nancy M.
$412 nightly
The price is $436
Nov 5 - Nov 6
Total with taxes and fees
Charming, updated 3 bedroom farmhouse farm stay.
A wooden gazebo with a metal roof, surrounded by a brick patio with outdoor seating.

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

Serene 1-bedroom suite on 75 acre horse property
Belchertown
10.0 out of 10, Exceptional, (40 reviews)
"Not your average stay! This place is super cool!!"
United States
Wayne B.
$244 nightly
The price is $258
Nov 30 - Dec 1
Total with taxes and fees
Serene 1-bedroom suite on 75 acre horse property
A grassy outdoor area with a hammock, chairs, and a stone wall.

7. Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Ware
9.6 out of 10, Exceptional, (28 reviews)
"This was a super cozy ,cute place to stay . Host had muffins , juice and milk for us. The property was quiet and very peaceful."
United States
theresa H.
$175 nightly
The price is $184
Nov 5 - Nov 6
Total with taxes and fees
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

8. Amherst -NEW - Campus Convenience & Social Privacy

Amherst -NEW - Campus Convenience & Social Privacy
Amherst
10.0 out of 10, Exceptional, (5 reviews)
"Fantastic property and host. Left a suit accidentally and they were extremely accommodating in helping us get it back."
United States
Kimberly D.
$1,124 nightly
The price is $1,256
Nov 18 - Nov 19
Total with taxes and fees
Amherst -NEW - Campus Convenience & Social Privacy
A dining area with a long wooden table set for six, surrounded by chairs. There are hanging pendant lights above the table.

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

Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass
Amherst
10.0 out of 10, Exceptional, (13 reviews)
"Perfect location, clean house, great for families with kids!"
United States
Emily Robustelli K.
Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

10. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,827 reviews)
"Great resort, great location very spacious."
United States
Marcos
$128 nightly
The price is $143
Nov 5 - Nov 6
Total with taxes and fees
Vacation Village in the Berkshires
Exterior

11. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,255 reviews)
"Comfortable stay, well stocked kitchen and room."
United States
Charline
$114 nightly
The price is $128
Dec 5 - Dec 6
Total with taxes and fees
Berkshire Mountain Lodge
A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

12. Modern Studio Ideal for Traveling Professionals

Modern Studio Ideal for Traveling Professionals
Holyoke
10.0 out of 10, Exceptional, (4 reviews)
"The room was very clean and modern. The check-in process was easy and I had the best rest that I had in a long time. Being in the lower level with no windows provided a very quiet and dark ambiance at night. There is ample lighting throughout the unit if needed though, you can really unplug here. I would definitely stay here again"
United States
Kebreab H.
$194 nightly
The price is $217
Nov 8 - Nov 9
Total with taxes and fees
Modern Studio Ideal for Traveling Professionals
Exterior

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

Work, Play & Stay! Apt Near Holyoke Medical Center
Holyoke
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful apartment! Amazing finishes, well appointed, pristine apartment in Holyoke. Great communication from the host. A quick trip to Dam Coffee Shop for great coffee and breakfast options. Not too far from Stop & Shop for food and short ride to highway. Would book this spot again."
United States
Yvonne A.
$266 nightly
The price is $297
Nov 5 - Nov 6
Total with taxes and fees
Work, Play & Stay! Apt Near Holyoke Medical Center
A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

14. Modern Studio Ideal for Traveling Professionals

Modern Studio Ideal for Traveling Professionals
3.0 star property
Holyoke
$208 nightly
The price is $233
Nov 8 - Nov 9
Total with taxes and fees
Modern Studio Ideal for Traveling Professionals
A cozy living room with a large flat-screen TV, a wooden cabinet, a round coffee table, and a potted plant.

15. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (73 reviews)
"Easy parking. Works for a short trip. Convenient to get to."
United States
heather
$213 nightly
The price is $238
Nov 5 - Nov 6
Total with taxes and fees
Lovely 2nd Floor Apartment
A bedroom with a bed, curtains, a bedside table, and a lamp.

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

Townhouse with Pool Table - Renovated w/ King Bed
Chicopee
10.0 out of 10, Exceptional, (18 reviews)
"Comfortable stay"
United States
Nicholas B.
$370 nightly
The price is $420
Nov 9 - Nov 10
Total with taxes and fees
Townhouse with Pool Table - Renovated w/ King Bed
A modern kitchen with stainless steel appliances, a granite countertop, and a view into the dining area.

17. Cozy Home in Holyoke with 3 bedrooms

Cozy Home in Holyoke with 3 bedrooms
Holyoke
9.8 out of 10, Exceptional, (22 reviews)
"Fantastic stay in Holyoke. House is close to town, well outfitted, and super clean. Easy check in process and great experience all around. "
United States
Grant J.
$307 nightly
The price is $343
Dec 1 - Dec 2
Total with taxes and fees
Cozy Home in Holyoke with 3 bedrooms
A modern reception area with a counter, two chairs, a small table, and a carpeted floor.

18. 1 King Bed|Smoking, Micfridge

1 King Bed|Smoking, Micfridge
Enfield
10.0 out of 10, Exceptional, (5 reviews)
$68 nightly
The price is $79
Nov 5 - Nov 6
Total with taxes and fees
1 King Bed|Smoking, Micfridge
A blue house with a porch, a wooden bench, and a door.

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

Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Greenfield
9.4 out of 10, Exceptional, (11 reviews)
"Very satisfied with the stay . Clean quiet and relaxing stay."
United States
JAMES S.
$205 nightly
The price is $229
Nov 9 - Nov 10
Total with taxes and fees
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
A living room with a fireplace, a sofa, a coffee table, and a TV.

20. Cozy 2-bedroom apartment in Chicopee

Cozy 2-bedroom apartment in Chicopee
Chicopee
10.0 out of 10, Exceptional, (13 reviews)
"nice cozy home in a quiet neighborhood. easy access to highways. would stay here again. "
United States
Christopher P.
$189 nightly
The price is $214
Nov 10 - Nov 11
Total with taxes and fees
Cozy 2-bedroom apartment in Chicopee
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Hampshire County Hotel Reviews

Wellsworth Hotel

Wellsworth Hotel

10/10 Excellent
"The staff were so nice! We ate at the restaurant in the hotel, the service was awesome and the food was delicious! We also enjoyed the racquetball court, hot tub, pool, and breakfast buffet. Our room was clean and comfortable. The surrounding area is really beautiful, especially this time of year. We will definitely stay here again!"
Lori 1-night trip
Posted 1 hour ago
Wellsworth Hotel

Find out more about Hampshire County

Discover your perfect Hampshire County vacation rental with Expedia

How many vacation rentals are available in Hampshire County?


Expedia has plenty of vacation rentals to choose from in and around  Hampshire County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Hampshire County?


The selection of Hampshire County vacation rentals we have selected for you start as low as $107 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Hampshire County?


Vacation rentals in Hampshire County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Hampshire County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Hampshire County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Hampshire County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Hampshire County?


Find vacation rentals in Hampshire County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Hampshire County.  


What amenities are available in a vacation rental in Hampshire County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Hampshire County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Hampshire County?   


Everytime is a great time to head to Hampshire County! Staying in a Hampshire County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Hampshire County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Hampshire County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Hampshire County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Hampshire County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.