Vacation Rentals in Hampshire County

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Top Cities in Hampshire County

Top Vacation Rentals in Hampshire County

Amherst, Perfect Location, UMass, Smith, MHC!
10.0 out of 10, Exceptional, (17)
"Everything was clean and comfortable. It was a perfect getaway."
United States
Sean O.
Amherst, Perfect Location, UMass, Smith, MHC!
Hadley Amherst Location.Explore the Valley Colleges!
10.0 out of 10, Exceptional, (132)
"Stayed here for my child’s graduation weekend. Enough room for everyone and great location. Loved the nearby walking trail!"
United Kingdom
Julie M.
Hadley Amherst Location.Explore the Valley Colleges!
The Creation Station is a cozy place so make yourself at home.
10.0 out of 10, Exceptional, (70)
"This was our second time staying here and we had a great time!"
United States
Andy L.
$250 nightly
The price is $279
Oct 29 - Oct 30
Total with taxes and fees
The Creation Station is a cozy place so make yourself at home.
Vacation Village in the Berkshires
3.0 star property
8.8 out of 10, Excellent, (2097)
"Great place!"
United States
Nicole
$112 nightly
The price is $125
Oct 30 - Oct 31
Total with taxes and fees
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (983)
"This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the property has great sandwiches and things needed for your stay."
United States
Amy
$140 nightly
The price is $157
Oct 26 - Oct 27
Total with taxes and fees
Jiminy Peak Mountain Resort
Huttopia Berkshires
1.0 star property
10.0 out of 10, Exceptional, (7)
"Perfect place for a relaxing getaway! We loved everything! "
United States
Cammie
Huttopia Berkshires
The Ponds at Foxhollow
3.0 star property
8.6 out of 10, Excellent, (132)
"All as promised!"
United States
Arthur
$182 nightly
The price is $204
Nov 21 - Nov 22
Total with taxes and fees
The Ponds at Foxhollow
Newly Renovated 2 floor Getaway
3.5 star property
$618 nightly
The price is $680
Oct 25 - Oct 26
Total with taxes and fees
Newly Renovated 2 floor Getaway
HOMEY HOMEY
3.0 out of 10, (4)
"We did not even stay. The upstairs has access to the basement door so I did not at all feel comfortable. And there is a terrible mildew smell. "
United States
Erin N.
$147 nightly
The price is $167
Oct 27 - Oct 28
Total with taxes and fees
HOMEY HOMEY
Dove Cabin up in the Trees
9.8 out of 10, Exceptional, (27)
"A sweet, cozy, nostalgic little cabin in the woods. It was the perfect stop over on our road trip to Acadia. Very peaceful, and the screened in porch was wonderful to relax on before bed and during breakfast. "
United States
Maggie G.
$244 nightly
The price is $257
Oct 25 - Oct 26
Total with taxes and fees
Dove Cabin up in the Trees
Pet Friendly Riverfront Home in Great Barrington
9.0 out of 10, Wonderful, (2)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
$219 nightly
The price is $245
Oct 29 - Oct 30
Total with taxes and fees
Pet Friendly Riverfront Home in Great Barrington
The Kemble- Built by a US Secretary of State in Lenox
10.0 out of 10, Exceptional, (17)
"Loved the property. Perfect for our gathering."
United States
Stephanie R.
The Kemble- Built by a US Secretary of State in Lenox
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
9.8 out of 10, Exceptional, (25)
"This prperty was GREAT! Clean, and very accomadating. Had everything you would need staying there. Didn't get to use the lake but sitting on the deck was relaxing. Will book again. 10 Stars!! Thank You!"
United States
WILLIAM
$273 nightly
The price is $309
Oct 26 - Oct 27
Total with taxes and fees
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Amore Estate - beautiful room with many places to explore and relax in.
9.2 out of 10, Wonderful, (31)
"Beautiful property. The house and grounds, including a beautiful pool were amazing. Loved sitting on the porch and watching the birds.So much to do in the Berkshires, would definitely like to come back."
United States
Jacquie S.
Amore Estate - beautiful room with many places to explore and relax in.
Spacious 5-bedroom house in charming Lee with WiFi
8.0 out of 10, Very Good, (1)
"House was large, clean, and comfortable. "
United States
John Z.
$743 nightly
The price is $830
Nov 2 - Nov 3
Total with taxes and fees
Spacious 5-bedroom house in charming Lee with WiFi
Spacious 6BR Near Jiminy Peak – Hot Tub, Game Room & Ski Lift Ticket Discount
10.0 out of 10, Exceptional, (15)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
$1,026 nightly
The price is $1,111
Oct 28 - Oct 29
Total with taxes and fees
Spacious 6BR Near Jiminy Peak – Hot Tub, Game Room & Ski Lift Ticket Discount
Newly Beautiful renovated first floor apartment getaway
8.0 out of 10, Very Good, (2)
"We had an amazing time. This property was easy to find and very close to aloy of restaurants and shops! We had amazing chinese food! The apartment felt very homey. I love that it wasnt echo-y like past places I have stayed! I met Rose, the host, and she was super nice. She was very responsive and explained everything I needed to know before I arrived at the property. Also she lives near by and can address any problems or concerns you may have. The photography on the walls were gorgeous, the...
United States
Deanna F.
$303 nightly
The price is $343
Oct 27 - Oct 28
Total with taxes and fees
Newly Beautiful renovated first floor apartment getaway
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
10.0 out of 10, Exceptional, (198)
"Water front was a perfectly serene escape. House was cute and had everything we needed for a quiet getaway. Would absolutely stay here again. "
United States
Rich L.
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
Bear Creek Cabin
10.0 out of 10, Exceptional, (41)
"We enjoyed our stay!!"
United States
Hillary S.
$539 nightly
The price is $602
Oct 26 - Oct 27
Total with taxes and fees
Bear Creek Cabin
Peace and quiet on the lake
9.6 out of 10, Exceptional, (226)
"Property was very clean and had all amenities that we needed. It was perfect for a cozy winter getaway weekend. Would definitely stay there again! "
United States
Anika J.
Peace and quiet on the lake
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

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 $125 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.