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Compare 102 Vacation Homes in Longmeadow with updated reviews, rates, and availability.

Massachusetts Vacation Rental w/ Deck
Easthampton Vacation Rental | 3BR | 1BA | 988 Sq Ft | 3 Steps

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
Island Vibes Home
Living area

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
Beautiful lake front home. Amazing view!
Terrace/patio

Beautiful lake front home. Amazing view!

10.0 out of 10, Exceptional, (17)
"Very hospitable! We were evacuating hurricsn Milton so very thankful for good shelter Very roomy &cozy Kids enjoyed games @ puzzles"
Beautiful lake front home. Amazing view!
PICON COZY
Private kitchen

PICON COZY

7.6 out of 10, Good, (54)
"I booked this for my daughter who is looking to relocate to Western Mass from Central Mass and it was perfect for her. The host was extra helpful and accomodating, and while it was a small and simple space, she was very comfortable and cozy. She would definitely stay again."
The price is AED 275
AED 625 total
includes taxes & fees
2 Dec - 3 Dec
PICON COZY
Big farmhouse in the foothills of the Berkshires
Exterior

Big farmhouse in the foothills of the Berkshires

10.0 out of 10, Exceptional, (128)
"Our stay was wonderful. Host was great with communication. We arrived in the evening, all the lights were on and pellet stove running for us. "
The price is AED 705
AED 1,297 total
includes taxes & fees
20 Dec - 21 Dec
Big farmhouse in the foothills of the Berkshires
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Living area

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

9.8 out of 10, Exceptional, (9)
"It was a very comfortable house! We were only there 2 days for the Mizzou game. "
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
The Creation Station is a cozy place so make yourself at home.
Exterior

The Creation Station is a cozy place so make yourself at home.

10.0 out of 10, Exceptional, (61)
"We needed a pet friendly location to stay for one night. This place is amazing. Very unconventional and much more than I needed for my family of four but I would recommend it highly. The host was very helpful and friendly. The property would be great for an adult birthday or an extended family get together. "
The price is AED 661
AED 1,030 total
includes taxes & fees
2 Dec - 3 Dec
The Creation Station is a cozy place so make yourself at home.
Thomas's Cozy Duplex - Centrally Located
Living area

Thomas's Cozy Duplex - Centrally Located

8.4 out of 10, Very Good, (8)
"Eunice was great to work with, and the place was fantastic for our family of four going to six flags."
The price is AED 404
AED 996 total
includes taxes & fees
2 Dec - 3 Dec
Thomas's Cozy Duplex - Centrally Located
Linny's Updated Lakeview Cottage - Cozy & Modern
Exterior

Linny's Updated Lakeview Cottage - Cozy & Modern

9.8 out of 10, Exceptional, (54)
"The Lakeview Cottage exceeded expectations! My family was visiting from out of state for our daughters’ Cheer Competition and it was the perfect home away from home. Home was clean, Host was very communicative and accommodating, would definitely book again!"
Linny's Updated Lakeview Cottage - Cozy & Modern
Linny’s Cozy Lakeside Family Friendly Home with dock
birds eye view

Linny’s Cozy Lakeside Family Friendly Home with dock

9.8 out of 10, Exceptional, (17)
"Welcoming and extremely comfortable. We had a wonderful time. Thank you! "
Linny’s Cozy Lakeside Family Friendly Home with dock
Beautiful Luxury 2 Bedroom
Room

Beautiful Luxury 2 Bedroom

Beautiful Luxury 2 Bedroom
Pet-Friendly Farmhouse: Cozy with Large Yard
Interior

Pet-Friendly Farmhouse: Cozy with Large Yard

10.0 out of 10, Exceptional, (1)
"House has lots of room and a super nice screened in porch. Plants everywhere add a nice touch. Large fireplace, all upgraded appliances, big eat in kitchen. Property is on a busier road but backyard although clearly still a kind of cluttered farm setting Is quiet. "
Pet-Friendly Farmhouse: Cozy with Large Yard
The Congamond Cottages: Private Lakefront Cottage
Beach

The Congamond Cottages: Private Lakefront Cottage

8.4 out of 10, Very Good, (5)
"This was the perfect place to stay during the big E. It was very peaceful and helpful during the bustle of the fair. We hope to book again next year."
The Congamond Cottages: Private Lakefront Cottage
Charming 4 bedroom house in welcoming Bloomfield with AC
Interior

Charming 4 bedroom house in welcoming Bloomfield with AC

2.0 star property
10.0 out of 10, Exceptional, (2)
"Perfect accommodation for our family overnight stay. Clean, cozy, and great use of space."
The price is AED 727
AED 1,417 total
includes taxes & fees
30 Nov - 1 Dec
Charming 4 bedroom house in welcoming Bloomfield with AC
NEW 5Bed Close to Bloomfield Center & Golf Courses
Exterior

NEW 5Bed Close to Bloomfield Center & Golf Courses

2.0 star property
10.0 out of 10, Exceptional, (1)
"Property as advertised & convenient - nice location. Great communication; appreciate the hospitality! "
The price is AED 1,399
AED 2,995 total
includes taxes & fees
30 Nov - 1 Dec
NEW 5Bed Close to Bloomfield Center & Golf Courses
Beautiful House in Great Neighborhood - Rare Find
Exterior

Beautiful House in Great Neighborhood - Rare Find

2.0 star property
The price is AED 399
AED 988 total
includes taxes & fees
10 Dec - 11 Dec
Beautiful House in Great Neighborhood - Rare Find
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Kitchen

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

9.6 out of 10, Exceptional, (29)
"It was nice stay!"
The price is AED 680
AED 1,158 total
includes taxes & fees
30 Nov - 1 Dec
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
comfortable home away from home
Living area

comfortable home away from home

8.8 out of 10, Excellent, (8)
"Great host and a great place really close to HFD and Pratt & Whitney."
comfortable home away from home
Large house with game-room, deck, bbq grill, basketball/volleyball nets.
House front

Large house with game-room, deck, bbq grill, basketball/volleyball nets.

9.8 out of 10, Exceptional, (8)
"We reserved this delightful house for a family gathering, and it was everything we'd hoped for and more. Lots of space for everyone, and terrific for entertaining - there's a spacious deck, a gaming area upstairs, and an entire basement for recreation (pool, table tennis, air hockey, or just relaxing). The kitchen had everything we needed and was thoughtfully laid out and equipped. The host was helpful and responded almost immediately to the few questions I had. And, the neighborhood and...
Large house with game-room, deck, bbq grill, basketball/volleyball nets.
Spacious 5-bedroom townhome with WiFi and AC in charming Bloomfield
Living area

Spacious 5-bedroom townhome with WiFi and AC in charming Bloomfield

9.6 out of 10, Exceptional, (4)
"This property appeared to be recently built. While the neighborhood is nice and appeared to be safe, there were not enough utensils for the 6 people in our party. I also requested the check-in code at least the night before we arrived and that did not happen. As of the morning we flew out to Hartford, I hadn't received the check in code...very frustrating. Also the only chairs to sit in were in the downstairs living room and kitchen. If you wanted to watch TV in a bedroom, your only option was...
Spacious 5-bedroom townhome with WiFi and AC in charming Bloomfield
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
Easthampton Vacation Rental | 3BR | 1BA | 988 Sq Ft | 3 Steps

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
Treehouse in Connecticut

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 AED 452
AED 1,052 total
includes taxes & fees
2 Dec - 3 Dec
Treehouse | Countryside | Farm Animals | Fire Pit
Island Vibes Home
Living area

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.