Pittsfield Vacation Homes
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Featured Vacation Homes in Pittsfield

Cozy Riverfront Escape in Great Barrington - "Whiskers on the Water"

NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Amore Estate - beautiful room with many places to explore and relax in.

Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!

Premiere Berkshire Country Estate w/ Private Pool & Tennis Court - 5 mins to GB!

Quiet 2BR/1BA Forest-View Barn Apartment – Newly Renovated, Peaceful Escape

Stay Lakeside This Summer!

Spacious 5-bedroom house in charming Lee with WiFi
Hotel Options in Pittsfield

Berkshire Mountain Lodge

Holiday Inn & Suites Pittsfield-Berkshires by IHG

FairBridge Inn Express
Pittsfield Vacation Homes
Book vacation homes in Pittsfield
Next time you take a group getaway top Pittsfield, don’t confine your friends and family to one or two hotel rooms. Instead, snag a deal on a full-sized house and get the best of both worlds. Vacation home rentals are perfect for families and large groups that want to live like locals on vacation. Whether you are searching for a villa that pulls out all the stops or a four-bedroom house to host the best summer vacation ever, Orbitz has a variety of Pittsfield vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.
Homes for every Pittsfield vacation
If you’re planning a vacation with a lot of people, you’ll want room to stretch out, and a rental home has plenty of space. Many vacation homes also come with everything you’ll need for a proper getaway, like kitchens with every gadget you can think of, along with updated furnishings, fancy spa tubs and balconies. You may even wind up in a rental home that has a sprawling backyard for barbecues, games and general relaxation. These rentals offer the added bonus of putting you right in the thick of things in Pittsfield; instead of going to a small hotel room at the end of a busy day, you’re going home.
Vacations are all about creating lasting memories, and a Pittsfield rental home makes it easy to create good ones. Whether you’re getting the college crowd back together or bringing along your folks and your kids, a trip to Pittsfield is sure to be a winner.
Pittsfield Vacation Homes essential information
Accommodation | 421 Vacation Homes |
|---|---|
Lowest Price | $84 |
Highest Price | $772 |
Popular accommodation | Cozy Riverfront Escape in Great Barrington - "Whiskers on the Water", NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE, Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country, Amore Estate - beautiful room with many places to explore and relax in., Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!, Premiere Berkshire Country Estate w/ Private Pool & Tennis Court - 5 mins to GB!, Quiet 2BR/1BA Forest-View Barn Apartment – Newly Renovated, Peaceful Escape, Stay Lakeside This Summer!, Spacious 5-bedroom house in charming Lee with WiFi |
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