Vacation rentals in Hampshire County

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Top cities to explore in Hampshire County

Main Street Stroll

Northampton

Vacation Rentals
Northampton
Loving the 730pm Sunsets.

South Hadley

Vacation Rentals
South Hadley

Top vacation rentals in Hampshire County

Amherst, Perfect Location, UMass, Smith, MHC!

Amherst, Perfect Location, UMass, Smith, MHC!

5.19 mi from city center
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This vacation home features a water park, a garden, and laundry facilities. Families will appreciate the playground and barbecue grills.
Charming Cabin Lake Rights, Private Dock 3 bedroom, 2 bath. Sleeps 7.

Charming Cabin Lake Rights, Private Dock 3 bedroom, 2 bath. Sleeps 7.

10.7 mi from city center
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This cabin features a water park, a garden, and laundry facilities. Families will appreciate the playground and barbecue grills.
Kitchen
Washer
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

6.14 mi from city center
$410 nightly
The price is $458 total per night
$458 total
Sep 2 - Sep 3
Total includes taxes and fees
This apartment features laundry facilities.
Kitchen
Washer
Hadley Amherst Location.Explore the Valley Colleges!

Hadley Amherst Location.Explore the Valley Colleges!

3.76 mi from city center
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This vacation home features a water park, a garden, and laundry facilities. Barbecue grills are provided for your convenience.
Kitchen
Washer
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Free Cancellation
Reserve now, pay when you stay
37.68 mi from city center
$130 nightly
The price is $145 total per night
$145 total
Aug 27 - Aug 28
Total includes taxes and fees
This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Parking included
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3 out of 5
37 Corey Rd, Hancock, MA
Free Cancellation
Reserve now, pay when you stay
37.59 mi from city center
$159 nightly
The price is $178 total per night
$178 total
Sep 1 - Sep 2
Total includes taxes and fees
Ski-in/ski-out access, 2 restaurants, and 2 outdoor tennis courts are all featured at this smoke-free condo resort. Take advantage of ski lessons, ski rentals and ski storage on site, and enjoy downhill skiing. Enjoy the 2 hot tubs and perks like free self parking and free WiFi.
Pool
Hot Tub
Huttopia Berkshires

Huttopia Berkshires

1 out of 5
312 Kittle Rd, Williamstown, MA
39.56 mi from city center
$90 nightly
The price is $101 total per night
$101 total
Sep 3 - Sep 4
Total includes taxes and fees
An outdoor pool is featured at this campground, along with free self parking. WiFi in public areas is free. A picnic area is also provided.
Pool
Pet friendly
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
3 Foxhollow Drive Route 7, Lenox, MA
33.33 mi from city center
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This condo resort features an outdoor pool and an indoor pool. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the outdoor tennis court and conveniences like a 24-hour front desk and laundry facilities.
Pool
Kitchen
Dove Cabin up in the Trees

Dove Cabin up in the Trees

28.97 mi from city center
$244 nightly
The price is $257 total per night
$257 total
Aug 17 - Aug 18
Total includes taxes and fees
A sauna is featured at this cabin, along with barbecue grills.
Kitchen
Air conditioning
Spacious 5-bedroom house in charming Lee with WiFi

Spacious 5-bedroom house in charming Lee with WiFi

31.59 mi from city center
$714 nightly
The price is $798 total per night
$798 total
Aug 23 - Aug 24
Total includes taxes and fees
This vacation home featured laundry facilities and barbecue grills.
Washer
Dryer
HOMEY HOMEY

HOMEY HOMEY

14.85 mi from city center
$147 nightly
The price is $167 total per night
$167 total
Aug 17 - Aug 18
Total includes taxes and fees
Stay at this apartment in Springfield. Enjoy free WiFi and air conditioning. Popular attractions MGM Springfield and Naismith Memorial Basketball Hall of Fame are located nearby.
Free WiFi
Air conditioning
PICON COZY

PICON COZY

14.85 mi from city center
$146 nightly
The price is $166 total per night
$166 total
Aug 23 - Aug 24
Total includes taxes and fees
This vacation home features laundry facilities.
Luxury Home, Pool, fireplace

Luxury Home, Pool, fireplace

28.36 mi from city center
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This vacation home features a garden, laundry facilities, and barbecue grills.
Pool
Kitchen
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

28.47 mi from city center
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In-room fitness is featured at this cabin, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Kitchen
Washer
Hancock Village Inn at Jiminy Peak

Hancock Village Inn at Jiminy Peak

38.35 mi from city center
$968 nightly
The price is $1,046 total per night
$1,046 total
Aug 20 - Aug 21
Total includes taxes and fees
A hot tub is featured at this vacation home, along with a library and laundry facilities. Families will appreciate the arcade/game room and barbecue grills.
Contemporary Berkshire Home with Views of Taconic Golf Course

Contemporary Berkshire Home with Views of Taconic Golf Course

39.32 mi from city center
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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Spacious 4-bedroom condo with AC and WiFi in charming Enfield

Spacious 4-bedroom condo with AC and WiFi in charming Enfield

21.7 mi from city center
$370 nightly
The price is $419 total per night
$419 total
Sep 7 - Sep 8
Total includes taxes and fees
This condo features laundry facilities.
Washer
Dryer
Charming Chicopee Getaway

Charming Chicopee Getaway

11.66 mi from city center
$248 nightly
The price is $289 total per night
$289 total
Sep 8 - Sep 9
Total includes taxes and fees
A garden is available at this apartment.
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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.

The Best Way to Find Vacation Rentals in Hampshire County 

How cheap is a vacation rental in Hampshire County?


You can find Hampshire County vacation rentals from just $101 per night. 


How do you look for the best vacation rental deals in Hampshire County with Travelocity?


Simply enter your travel dates and filter by price, property type, bedrooms, amenities, and more. We put all the best deals in one place, so it’s easy to find your perfect stay. You’ll always find incredible deals on Hampshire County vacation rentals with Travelocity. 


Are cancellations free on vacation rentals with Travelocity?


You may be able to cancel your Hampshire County vacation rental for free. Cancellation policies differ between properties so check the terms of your stay before you book. Travelocity offers many flexible cancellation options as well as book now, pay later deals for peace of mind.


What types of vacation rentals are available in Hampshire County?


Whether you’re in search of adventure, planning a romantic getaway, or booking a trip for the whole family, you’re sure to find the perfect Hampshire County vacation rental. Check out our tempting selection of resorts, apartments, vacation homes, condos and more and start building a trip to really look forward to, whatever your budget and your wish list.


What are the benefits of booking a short-term rental in Hampshire County?


Whether you’re a winter wanderer or planning a summer sojourn, Hampshire County vacation rentals make for a great trip—find one at Travelocity for a fantastic price. With a range of amenities on offer, like swimming-pools, free WiFi, breakfast included, pet-friendly options and many more, it’s easy to book a vacation rental that checks all the boxes. And with Travelocity’s easy filtering system, you’ll find yours in no time. 


Where can I find vacation rentals in Hampshire County?


Take your pick from the excitement of the big Hampshire County cities. Or escape to nature in the miles of greenery that are waiting for you. Browse a selection of the best deals with Travelocity, enter your travel dates, or check out the map view to find a hidden gem. 


How do I find a family-friendly vacation rental in Hampshire County?


Simply enter your travel dates and hit search. From here, you can filter to find your family-friendly stay, as well as a range of other amenities, such as hot tubs, pools, and even waterparks. 


Why is Travelocity the best site to find your Hampshire County rentals?


Travelocity takes care of everything, bringing incredible deals on an impressive selection of accommodation into one simple-to-use portal. And because we always source incredible deals, you can make a saving on many bookings. Travelocity makes it easy.


How do I cancel my vacation rental with Travelocity?


It’s simple. Just contact the property manager. You’ll find their contact information in the itinerary section of your Travelocity account. In many cases, you may be able to get a full refund if you cancel before the cancellation deadline. Deadlines differ between properties, so it’s always best to check before you book. To find out more, visit the Customer Service PortalOpens in a new window.