Hampshire County Vacation Rentals, Massachusetts: house rentals & more

Discover a selection of 52 homes, 24 apartments, and other vacation rentals in Hampshire County that are perfect for your trip. Whether you're staying in a vacation rental with family or friends, you'll have the amenities you expect and more, such as parking and air conditioning. You'll be sure to find a rental to meet everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Hampshire County

Showing deals for:Jul 25 - Aug 1

The Valley is known for our picturesque red tobacco barns and expansive cornfields.

Exceptional

(14 reviews)

Amherst, Perfect Location, UMass, Smith, MHC!

Hadley, MA

8% off

Renovated, landscaped, furnished and ready for guests.

Exceptional

(14 reviews)

Rural charm a mile from Berkshire East Ski Resort and 29 miles from Mt. Snow.

Charlemont, MA

15% off

Exceptional

(14 reviews)

Luxe new construction with historic charm. Close to private schools and colleges

South Deerfield, MA

20% off

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Hampshire County

Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

Sleeps 4 · 3 bedrooms · 1+ bathroom

Private river-front home with tennis court and hot tub in the Berkshire hills!

Sleeps 12 · 5 bedrooms · 3 bathrooms

Top rated rentals - Hampshire County

Great stay!

The lush setting of Hampshire County is ready to explore

Enjoy the art galleries and other features of Hampshire County. This city is welcoming and walkable, recognized for its university setting, gardens and coffeehouses. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Hampshire County

Are you hoping to find attractions to visit during your stay? Venture out of your cozy vacation rental and check out everything that makes Hampshire County a fun place to get away. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

Six Flags New England (19.2 mi / 30.9 km)
Congregation Beth Israel (1.5 mi / 2.4 km)
Elements Hot Tub Spa (7.3 mi / 11.7 km)
Amherst Farm Winery (7.9 mi / 12.8 km)
Olympia Ice Center (12.4 mi / 20 km)
Q Pin 2's (13.1 mi / 21.2 km)

Exploring the natural landscape of Hampshire County

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Hampshire County is a great place to get out in nature. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

Smith College Botanic Garden (0.5 mi / 0.8 km)
Look Memorial Park (3.5 mi / 5.6 km)
Mount Tom State Reservation (3.6 mi / 5.8 km)
Mount Tom (5.4 mi / 8.6 km)
Mount Sugarloaf State Reservation (11.7 mi / 18.8 km)
Chesterfield Gorge (13.8 mi / 22.2 km)

How to get to and around Hampshire County

If you prefer train travel, make your way to Northampton Station or Amherst Station to see more of the city.

Frequently asked questions

What is the best area to stay in Hampshire County when booking a vacation rental?

If you’re on your way to Hampshire County, Amherst is considered one of the most popular areas to spend a getaway. While you’re here, pay a visit to awesome sights like Emily Dickinson Museum and Mullins Center.

What is the most popular type of vacation rental accommodation in Hampshire County?

Apartments are the most popular type of vacation rental in Hampshire County, according to our data. Even if you have something else in mind, Vrbo has properties in many sizes and shapes. Browse our many options to find your ideal match.

How much does it cost to rent a vacation rental in Hampshire County?

The average price for a vacation rental in Hampshire County is determined by a number of factors, such as length of stay, property type and season. Whether you’re thinking about a sprawling villa with lots of bedrooms or a quaint cottage just for the two of you, just add your dates of travel to view some great-value stays.

How much does it cost to rent a beach house in Hampshire County?

The average price for a vacation home near the beach in Hampshire County depends on when you’re going and the style and size of property you’re searching for. You can easily find prices on Vrbo by entering your destination and travel dates. Then use the filter tool to select the number of bedrooms and amenities important to you, like WiFi, air conditioning and a hot tub.

Are there pet-friendly vacation rentals in Hampshire County?

Pack a travel bag and a bone for your pooch because Hampshire County has 52 vacation homes that throw out the welcome mat to doggie guests. Let your four-legged buddy have fun with the family at one of our pet-friendly vacation rentals on Vrbo. Simply enter your destination and travel dates, then check our “Pets allowed” filter box.

Can I rent a house with a pool in Hampshire County?

Mark the “pool” box in our handy filter tool and you’ll find eight houses with private pools in Hampshire County on Vrbo. Ball games, gentle soak or noodle joust? How you spend your leisure time is up to you when your Vrbo vacation property boasts its own swimming pool.

What are popular rental amenities in Hampshire County?

Ski-in/ski-out facilities, a nearby river and a nearby waterfront head the list of most popular rental amenities in Hampshire County. Whether you’re taking a trip on your own, with your better half or a group of dear friends, Vrbo can help you find a vacation rental that fits your tastes with all the extras you’re looking for.

Are there large group vacation rentals in Hampshire County?

You’ll find six vacation homes in Hampshire County that can host 10 or more people. Whether you’re planning a family trip or an event like an anniversary, there’s enough room to get your group together under the same roof.

Are there vacation rentals in Hampshire County that welcome kids?

Hampshire County has 51 family-friendly vacation rentals to pick from. And discovering a stay that welcomes children is a breeze with Vrbo’s “Properties good for families” filter. Besides having the whole place to yourselves, you can also look forward to perks and amenities like extra bedrooms, kitchens and yards.

What are the top attractions for families in Hampshire County?

There are plenty of fabulous things to do and see with the family in Hampshire County, such as:

Mount Tom
Historic Summit House
Hadley Farm Museum

Are there one-bedroom vacation rentals in Hampshire County?

You can choose from 10 one-bedroom rentals in Hampshire County. Whether you’re searching for an apartment or a fancy condo, Vrbo’s one-bedroom properties are just right if you don’t need a huge amount of space. One of the main perks of having your own digs? You won’t need to share your trip with strangers.

Can I find two-bedroom vacation rentals in Hampshire County?

Choose from 13 two-bedroom vacation rentals in Hampshire County. Give the kids the second room or fill it with a couple of your best friends. There’s ample space for whoever’s lucky enough to be coming along.

Are there vacation rentals with WiFi in Hampshire County?

You’ll have a choice of 23 vacation rentals with WiFi in Hampshire County. If you want to disconnect from daily life on your escape, but still want to be connected to the internet, these getaways have what you need. Narrow your search by applying the WiFi filter on Vrbo.

How can I find vacation rentals with air conditioning in Hampshire County?

Pick your travel dates and then make use of our filters to view vacation rentals with ac in Hampshire County on Vrbo. With 44 air-conditioned properties available, you can look forward to a cool and comfortable trip.

How old do you have to be to rent a vacation rental in Hampshire County?

The minimum age permitted can vary across properties on Vrbo, so be sure to check the rules of the vacation rental in Hampshire County you want to book. But usually, it’s 16, 18 or 21.

How long can I rent a vacation rental in Hampshire County for?

The amount of time you can stay in a Hampshire County vacation home for differs depending on the property. Simply enter your dates of travel to view available options offering extended stays. They include all you require to make your extended trip more enjoyable and comfortable, like kitchens and backyards. Some Vrbo vacation homes may also offer weekly or monthly discounts, so you can hang around longer for less.

Does Vrbo offer discounts for vacation homes in Hampshire County?

In Hampshire County, you’ll find some fabulous bargains and discounts for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you’re planning a weekend getaway or a few weeks away, we’ve got a variety of options to suit your needs and budget.