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

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
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. MA
6.11 mi from city center
$248 nightly
The price is $277 total per night
$277 total
Nov 20 - Nov 21
Total with taxes and fees
A water park and an outdoor pool are featured at this smoke-free vacation home. Families will appreciate the playground and barbecue grills. Enjoy the hot tub and conveniences like a garden and laundry facilities.
Pool
Hot Tub
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
$94 nightly
The price is $105 total per night
$105 total
Nov 20 - Nov 21
Total with 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
$149 nightly
The price is $166 total per night
$166 total
Nov 20 - Nov 21
Total with 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
$189 nightly
The price is $211 total per night
$211 total
Dec 14 - Dec 15
Total with 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
$139 nightly
The price is $156 total per night
$156 total
Dec 5 - Dec 6
Total with taxes and fees
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
Hot Tub
Newly Renovated 2 floor Getaway

Newly Renovated 2 floor Getaway

3.5 out of 5
200 Commonwealth Ave, Springfield, MA
16.83 mi from city center
$589 nightly
The price is $649 total per night
$649 total
Nov 30 - Dec 1
Total with taxes and fees
This apartment features laundry facilities. Take advantage of the free self parking.
Washer
Parking included
HOMEY HOMEY

HOMEY HOMEY

Springfield MA
14.85 mi from city center
$147 nightly
The price is $167 total per night
$167 total
Nov 20 - Nov 21
Total with taxes and fees
Stay at this apartment in Springfield. Enjoy free WiFi and air conditioning. Popular attractions MGM Springfield and Lake Lorraine State Park are located nearby.
Free WiFi
Air conditioning
Dove Cabin up in the Trees

Dove Cabin up in the Trees

Holland MA
28.97 mi from city center
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A sauna is featured at this cabin, along with barbecue grills.
Kitchen
Air conditioning
Pet Friendly Riverfront Home in Great Barrington

Pet Friendly Riverfront Home in Great Barrington

Great Barrington MA
37.37 mi from city center
$253 nightly
The price is $283 total per night
$283 total
Nov 20 - Nov 21
Total with taxes and fees
A gym is featured at this vacation home, along with a garden and laundry facilities.
Kitchen
Washer
The Kemble- Built by a US Secretary of State in Lenox

The Kemble- Built by a US Secretary of State in Lenox

Lenox MA
33.36 mi from city center
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This villa features a gym and a sauna. Families will appreciate the arcade/game room and barbecue grills. A garden and laundry facilities are also provided.
Kitchen
Washer
Peace and quiet on the lake

Peace and quiet on the lake

Becket MA
22.58 mi from city center
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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Bear Creek Cabin

Bear Creek Cabin

28.4 mi from city center
$536 nightly
The price is $599 total per night
$599 total
Nov 20 - Nov 21
Total with taxes and fees
This cabin featured laundry facilities and barbecue grills.
Kitchen
Washer
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

17.07 mi from city center
$282 nightly
The price is $320 total per night
$320 total
Dec 1 - Dec 2
Total with taxes and fees
A water park and a gym are featured at this smoke-free vacation home. Families will appreciate the playground and onsite laundry facilities. A garden and barbecue grills are also provided.
Kitchen
Washer
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Stafford CT
28.75 mi from city center
$273 nightly
The price is $309 total per night
$309 total
Nov 20 - Nov 21
Total with taxes and fees
This cottage featured laundry facilities and barbecue grills.
Kitchen
Washer
Spacious 5-bedroom house in charming Lee with WiFi

Spacious 5-bedroom house in charming Lee with WiFi

Lee MA
31.59 mi from city center
$708 nightly
The price is $791 total per night
$791 total
Dec 1 - Dec 2
Total with taxes and fees
A sauna is featured at this vacation home, along with a garden and laundry facilities. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site.
Kitchen
Washer
Hancock Village Inn Near Jiminy Peak

Hancock Village Inn Near Jiminy Peak

Hancock MA
38.35 mi from city center
$1,026 nightly
The price is $1,111 total per night
$1,111 total
Dec 2 - Dec 3
Total with 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.
Hot Tub
Kitchen
Tiny Home with AC and WiFi in lovely Ludlow

Tiny Home with AC and WiFi in lovely Ludlow

Ludlow MA
12.49 mi from city center
$134 nightly
The price is $150 total per night
$150 total
Nov 20 - Nov 21
Total with taxes and fees
Stay at this vacation home in Ludlow. Enjoy air conditioning. Popular attractions Lake Lorraine State Park and Randall's Farm and Greenhouse are located nearby.
Air conditioning
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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 $105 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.