Search Cottages in Longmeadow

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Compare 15 Cottages in Longmeadow with updated reviews, rates, and availability.

Massachusetts Vacation Rental w/ Deck

3.0 star property
Massachusetts Vacation Rental w/ Deck

Trainmaster's Inn - Caboose

9.4 out of 10, Exceptional, (3)
"Husband is a railfan he was at the tracks several times a day"
The price is SAR 563
SAR 1,207 total
includes taxes & fees
26 Nov - 27 Nov
Trainmaster's Inn - Caboose

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

10.0 out of 10, Exceptional, (6)
"👍"
The price is SAR 488
SAR 1,232 total
includes taxes & fees
30 Nov - 1 Dec
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Charming Farmhouse w/ Pool & Fishing Pond!

3.0 star property
Charming Farmhouse w/ Pool & Fishing Pond!

Lakefront Granby Escape w/ Private Dock & Kayaks!

3.0 star property
Lakefront Granby Escape w/ Private Dock & Kayaks!

Brimfield Waterfront cottage

10.0 out of 10, Exceptional, (2)
"Property is in excellent condition, just the right amount of space for us. "
Brimfield Waterfront cottage

Reel Simple on Bolton Lake

2.0 star property
9.6 out of 10, Exceptional, (20)
"Very nice house. Clean, nice backyard right on the lake. Nice and quiet at night!"
Reel Simple on Bolton Lake

Hadley Hideaway Cottage

10.0 out of 10, Exceptional, (6)
"We will definitely stay here again! Well maintained, brand new appliances, decor was warm and inviting in a quiet location. "
Hadley Hideaway Cottage

Charming Windsor Home w/ Private Backyard!

3.0 star property
Charming Windsor Home w/ Private Backyard!

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

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

Springfield Vacation Rental: 1 Mi to Downtown

3.0 star property
Springfield Vacation Rental: 1 Mi to Downtown

Westfield Vacation Rental w/ Porch, Pets Welcome!

3.0 star property
Westfield Vacation Rental w/ Porch, Pets Welcome!

Pet-friendly Westfield Home w/ Fenced Yard!

3.0 star property
Pet-friendly Westfield Home w/ Fenced Yard!

Cozy Springfield Vacation Rental Near Downtown

3.0 star property
Cozy Springfield Vacation Rental Near Downtown

Historic Farmhouse Near Mountains & Colleges!

3.0 star property
Historic Farmhouse Near Mountains & Colleges!
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.
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Other property types in Longmeadow

Massachusetts Vacation Rental w/ Deck

9.6 out of 10, Exceptional, (15)
"Excellent communication with owner, answered all questions immediately via text when we were onsite. Well maintained property with great basement for hanging out as a family. "
Massachusetts Vacation Rental w/ Deck

Treehouse | Countryside | Farm Animals | Fire Pit

9.6 out of 10, Exceptional, (21)
"Stayed here once before and loved it. We came back for an overnight get away and again the treehouse was awesome. Very cozy and a unique getaway. Very clean and had anything we needed right there. Set on a nice farm and close to some really good food. Great place to come and enjoy an awesome cabin up in the trees. Was a comfy and fun stay. Would highly recommend. Host was very helpful and quick to respond if needed. "
The price is SAR 481
SAR 1,089 total
includes taxes & fees
2 Dec - 3 Dec
Treehouse | Countryside | Farm Animals | Fire Pit

Island Vibes Home

10.0 out of 10, Exceptional, (8)
"Such a perfect space for us. Home was spotless! We had a wedding in Hartford, three bedrooms worked out perfectly two bathrooms everyone had plenty of space. Beautiful kitchen and amenities. We would stay here again in a heartbeat. Wish we could’ve stayed longer"
Island Vibes Home
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.

Frequently asked questions

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