Discover a selection of 142 vacation rentals in Hampshire County that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $69 per night, and houses and cabins are popular options for a stay in Hampshire County. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Hampshire County
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Destination guide

Why people love visiting artsy Hampshire County

Enjoy the art galleries and other features of Hampshire County. This city is welcoming and walkable, recognized for its university setting, gardens and coffeehouses. Springfield Armory and Volleyball Hall of Fame are just a couple of the must-sees in the area. 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.

Natural features

Exploring the natural features in Hampshire County

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Hampshire County is a great place to get outside. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Smith College Botanic Garden (0.5 mi / 0.8 km)
  • Look Memorial Park (2.2 mi / 3.5 km)
  • Joseph Skinner State Park (3.5 mi / 5.6 km)
  • Mount Tom (5.6 mi / 9 km)
  • Mount Norwottuck (7.2 mi / 11.6 km)
  • Holyoke Heritage State Park (8.5 mi / 13.6 km)
How to get there

Traveling to and around Hampshire County

The nearest airport is in Westfield, MA (BAF-Barnes Municipal), located 11.3 mi (18.1 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Hartford, CT (BDL-Bradley Intl.), which is 27.2 mi (43.8 km) away.

How many vacation rentals are available around Hampshire County?

Our 2020 property listings offer a large selection of 142 vacation rentals around Hampshire County. From 109 house rentals to 28 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Hampshire County?

Vrbo offers a large selection of vacation rentals near lovely places in Hampshire County. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Mount Holyoke College: 65 vacation rentals
  • Look Memorial Park: 66 vacation rentals
  • Smith College: 57 vacation rentals
  • Historic Summit House: 54 vacation rentals
  • Mount Tom: 67 vacation rentals

But there are many other points of interest around Hampshire County listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Hampshire County?

Yes, of course. Vrbo has 109 Houses in Hampshire County. Our other popular types of vacation rentals in Hampshire County include:

  • Cabins: 28 rentals available
  • Condos/Apartments: 20 rentals available
  • Cottages: 28 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Studios and more.

Can I find a vacation rental with pool in Hampshire County?

Yes, you can select your preferred vacation rental with pool among our 14 vacation rentals with pool available in Hampshire County. Please use our search bar to access the selection of vacation rentals available.

    Explore destinations around Hampshire County

    Great Barrington
    372 vacation rentals
    Lenox
    217 vacation rentals
    Stockbridge
    414 vacation rentals
    Lanesborough
    115 vacation rentals
    Lee
    457 vacation rentals
    Pittsfield
    490 vacation rentals
    Monterey
    310 vacation rentals
    New Marlborough
    178 vacation rentals
    Goshen
    105 vacation rentals
    Sheffield
    409 vacation rentals
    Shelburne Falls
    51 vacation rentals
    Brattleboro
    624 vacation rentals
    Rindge
    27 vacation rentals
    Richmond
    396 vacation rentals
    Hinsdale
    359 vacation rentals
    Hancock
    100 vacation rentals
    Springfield
    124 vacation rentals
    Tyringham
    358 vacation rentals
    Winchester
    128 vacation rentals
    Otis
    316 vacation rentals