Longmeadow Cottages

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Cottages in Longmeadow

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

Stafford CT

$309 nightly

$350 total

Jun 21 - Jun 22

Total with taxes and fees

Located in Stafford, this cottage is on the waterfront, within a 10-minute drive of Mill Pond Park and Town Hall Park.

Kitchen

Washer

Brimfield Waterfront cottage

Brimfield MA

With a stay at this cottage in Brimfield, you'll be within a 5-minute drive of Brimfield Town Hall and Brimfield Public Library.

Kitchen

Washer

Trainmaster's Inn - Caboose

Palmer MA

$310 nightly

$346 total

Jun 21 - Jun 22

Total with taxes and fees

With a stay at this cottage in Palmer, you'll be steps from Quaboag River and a 2-minute drive from Yankee Flea Market.

Air conditioning

Parking available

Massachusetts Vacation Rental w/ Deck

Easthampton MA

With a stay at this cottage in Easthampton, you'll be within a 10-minute drive of Smith College and Academy of Music Theater.

Westfield Vacation Rental w/ Porch, Pets Welcome!

Westfield MA

With a stay at this cottage in Westfield, you'll be near the beach, just a 4-minute walk from Stanley Park and 14 minutes by foot from Woodward Center.

Charming 2-bedroom cottage in fantastic Longmeadow with AC, WiFi & fenced yard

Longmeadow MA

With a stay at this cottage in Longmeadow, you'll be within a 10-minute drive of MGM Springfield and Naismith Memorial Basketball Hall of Fame.

Vintage Windsor Home: Private Yard & Covered Deck

Windsor CT

With a stay at this cottage in Windsor, you'll be within a 10-minute drive of Xfinity Theatre and Connecticut Convention Center.

Lakefront Granby Escape w/ Private Dock & Kayaks!

Granby CT

Located in Granby, this cottage is a 3-minute drive from Town Open Space and 6 minutes from Grace Kellogg Preserve.

Charming Farmhouse w/ Pool & Fishing Pond!

Bolton CT

With a stay at this cottage in Bolton, you'll be within a 15-minute drive of Connecticut Convention Center and PeoplesBank Arena.

3 Mi to Dtwn Springfield: Winter Retreat w/ Office

Springfield MA

With a stay at this cottage in Springfield (Forest Park), you'll be within a 5-minute drive of MGM Springfield and Naismith Memorial Basketball Hall of Fame.

Unique Island Stay w/ Dock! Southwick Lake House

Southwick MA

Located in Southwick, this cottage is a 2-minute drive from Congamond Heights and 7 minutes from Southwick Town Hall.

Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!

Granby MA

With a stay at this cottage in Granby, you'll be within a 15-minute drive of University of Massachusetts Amherst and Hampshire College.

Don't see what you're looking for?

See all available properties in Longmeadow

View all properties

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.