Vacation Rentals in Hampshire County

Top Cities in Hampshire County

Amherst Farm Winery is a small family owned winery offering an impressive list of fruity wines. We found this impressive old man on the grounds!
Vacation RentalsVacation Rentals

Amherst

Amherst

Top Vacation Rentals in Hampshire County

Cozy apartment located in quiet Williamsburg
Fridge, microwave, oven, stovetop
Cozy apartment located in quiet Williamsburg
9.8 out of 10, Exceptional, (34)
"Nice place!"
The price is $150
$255 total
includes taxes & fees
Jun 10 - Jun 11
Cozy apartment located in quiet Williamsburg
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Terrace/patio
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
9.8 out of 10, Exceptional, (81)
"Exactly what you see is what you get! Cute place on farm like setting. Beds are comfortable and most anything you need is there from fans, pack and plays, and a high chair. Lee provided some fresh eggs, cranberry bread, and fresh butter. Looking to stay again next year when my daughter graduates!"
The price is $145
$209 total
includes taxes & fees
Jun 9 - Jun 10
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Hadley Amherst Location.Explore the Valley Colleges!
Golf
Hadley Amherst Location.Explore the Valley Colleges!
10.0 out of 10, Exceptional, (124)
"Stayed a week for out-of-town work wonderful host great place would defiantly go back. Thank you for letting us use your home. Marc"
Hadley Amherst Location.Explore the Valley Colleges!
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Jiminy Peak Mountain Resort
Exterior
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (858)
"The property was great. I would say a little more cleanliness in the bathtub! Overall, amazing!"
The price is $148
$163 total
includes taxes & fees
Jun 17 - Jun 18
Jiminy Peak Mountain Resort
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Interior
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
9.8 out of 10, Exceptional, (32)
"We loved our time, very cozy cabin"
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Pristine Home In Becket Woods
Fridge, microwave, oven, stovetop
Pristine Home In Becket Woods
10.0 out of 10, Exceptional, (7)
"My wife and young daughters live in central CT, and the drive to Becket was both scenic and relatively short at around an hour and a half. The property offers great privacy in a remote wooded setting in the heart of the always beautiful Berkshires. We brought our dog along, and we all were able to relax by the fire, read our favorite books, as well as peruse interesting titles on the impressive bookshelf built into the living room wall—a book lover’s delight. We admired the openness and light...
Pristine Home In Becket Woods
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Exterior
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (195)
"We’ve stayed at the cabin with our dog four times and always enjoy our peaceful stay. It’s cozy, clean and private. Also, the Sherwood Shoppe - just down the road - is a wonderful place for breakfast, homemade chili and much more."
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Peace and quiet on the lake
Interior
Peace and quiet on the lake
9.6 out of 10, Exceptional, (185)
"It was exactly as stated... Peace and quiet on the lake! With all the amenities, Beautiful backyard, Fire pit, Kayaks and canoes, Beautiful backdeck. Just an all around nice place to stay and relax."
Peace and quiet on the lake
PICON COZY
Fridge, microwave, oven, stovetop
PICON COZY
8.0 out of 10, Very Good, (43)
"Fidelis demonstrated exceptional professionalism throughout our interaction. He was remarkably accommodating, consistently honest, and promptly addressed any inquiries I had, usually within minutes. On the rare occasion that he couldn't respond immediately, he took the time to provide an explanation and offer his apologies. Recently, my son relocated to this area for work, and thanks to Fidelis, I can now rest assured that my 24-year-old son, who has yet to experience living on his own, is safe...
The price is $75
$170 total
includes taxes & fees
Jun 7 - Jun 8
PICON COZY
Tree-lined Home, Large Yard, Pool, & Dog-Friendly.
Fridge, microwave, oven, stovetop
Tree-lined Home, Large Yard, Pool, & Dog-Friendly.
6.0 out of 10, (2)
"Be aware they will not proactively provide you with a local host name or contact info. It was very difficult to get Vacasa support to help me get this info to resolve wifi issue - like hours long to get them to just give me the property managers info and even then, they wouldn't give it to me, just had them contact me. Otherwise, amazing pool and great location. Outdated indoors but clean to the extent that it could be. Utensils were dirty and tons of flies in the house upon arrival - like 50...
Tree-lined Home, Large Yard, Pool, & Dog-Friendly.
Serene Acreage - Pond - Hiking Trails Nearby
Property grounds
Serene Acreage - Pond - Hiking Trails Nearby
10.0 out of 10, Exceptional, (4)
"Perfect place to relax and have dogs as part of a mini vacation. Very clean, organized, and provided helpful local information. Will definitely stay there again."
Serene Acreage - Pond - Hiking Trails Nearby
Spacious three bedroom house with pool and hot tub near Historic Suffield Center
Fridge, microwave, oven, stovetop
Spacious three bedroom house with pool and hot tub near Historic Suffield Center
10.0 out of 10, Exceptional, (2)
"It was wonderful! Enough room for everyone and everything was cozy and working. Appreciate the stay!"
Spacious three bedroom house with pool and hot tub near Historic Suffield Center
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Exterior
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
9.6 out of 10, Exceptional, (117)
"Another great stay at Hawley. House never disappoints. Weather even cooperated. Thanks Again Lark! Lew"
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Bear Creek Cabin
Exterior
Bear Creek Cabin
10.0 out of 10, Exceptional, (14)
"Very well thought out rental home. Everything you could possibly need for cooking and all thought out to reduce your time cleaning and more time on the river. No issues and we had a great time. Thanks again,"
The price is $400
$602 total
includes taxes & fees
Jun 9 - Jun 10
Bear Creek Cabin
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Fridge, microwave, oven, stovetop
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
10.0 out of 10, Exceptional, (28)
"This is a great spot for a getaway! The space was spotless. There was a lot of privacy. The location was close to everything we needed. The space is cozy and super fun with the hot tub and fore pit! We we are able to enjoy the included breakfast, which was great before skiing!"
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
TV, fireplace, DVD player, books
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
7.2 out of 10, Good, (39)
"This house was the perfect get away house for out family! The place was clean and the kitchen well stocked! We had wonderful large family dinners and enjoyed heading into town for meals and fun too. We had the best hikes with are wonderful dog that we got to include, it was a very special week. Great location and the most peaceful and amazing views from the deck and the dock. Would stay here again for sure! Thank you for sharing your home."
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Waterfront Pool Sturbridge Village Country Estate
Fridge, microwave, oven, stovetop
Waterfront Pool Sturbridge Village Country Estate
9.8 out of 10, Exceptional, (43)
"We stayed here with our wedding party and it was perfect! The house is well stocked and we were able to have some people over for a welcome dinner. The property and house is stunning and we all had a great time!"
Waterfront Pool Sturbridge Village Country Estate
Berkshires Cabin 2 Mi to Appalachian Trail!
Interior
Berkshires Cabin 2 Mi to Appalachian Trail!
9.8 out of 10, Exceptional, (6)
"My wife and I were looking for a nice little getaway within reasonable driving distance and came across this great property. As soon as we saw the big windows in the living room we were sold. Definitely getting added to our short list of places to go back to."
Berkshires Cabin 2 Mi to Appalachian Trail!
Berkshire Village Carriage House - Super Private!!
Fridge, microwave, oven, stovetop
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (205)
"Had an absolutely amazing time! great location, quiet, close to everything! Plenty of things to do nearby, and host left plenty of brochures to find food or activities. Only minor downer was that the oven seemed touchy"
Berkshire Village Carriage House - Super Private!!
Fox Hollow Luxury Ranch Laurel Lake
Fridge, microwave, oven, stovetop
Fox Hollow Luxury Ranch Laurel Lake
9.4 out of 10, Exceptional, (12)
"Generous facility, nicely located, accommodating host."
Fox Hollow Luxury Ranch Laurel Lake
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See all available properties in Hampshire County
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.

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 $75 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.  


Hampshire County Vacation Rental Travel Info

Popular accommodation
Hampshire County private vacation homes
International airports
Hartford, CT (BDL-Bradley Intl.) and Hartford, CT (HFD-Hartford - Brainard)

Recent reviews in Hampshire County
Expedia verified reviews

La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA

5/5 Excellent
I would stay here again.
"The stay was pleasant but the breakfast was not good. The receptionist was a bit rude but overall a good stay. "
A verified traveler stayed at La Quinta Inn & Suites by Wyndham Springfield MA
Posted 16 hours ago
La Quinta Inn & Suites by Wyndham Springfield MA