Holiday Homes in Longmeadow

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Our top choices for Longmeadow holiday homes

1. Cozy & Spacious Entire Home in Springfield

Cozy & Spacious Entire Home in Springfield
Forest Park
9.6 out of 10, Exceptional, (54 reviews)
"House was super clean, coffee was a nice surprise. Comfy beds, quiet street. Super close to the Big E. Thanks Rose!"
United States
Brian
The price is AU$488
includes taxes & fees
16 Nov - 17 Nov
Cozy & Spacious Entire Home in Springfield

2. Beautifully Renovated First-Floor Apartment Getaway

Beautifully Renovated First-Floor Apartment Getaway
Forest Park
9.6 out of 10, Exceptional, (7 reviews)
"This was a spacious 4 bedroom. Clean and smooth check in and out. Thank you for having me and my guest "
United States
Alyssa A.
The price is AU$494
includes taxes & fees
16 Nov - 17 Nov
Beautifully Renovated First-Floor Apartment Getaway

3. Red Door Retreat West Springfield 3 bedroom w/ Game Room! Near Big E & Six Flags

Red Door Retreat West Springfield 3 bedroom w/ Game Room! Near Big E & Six Flags
West Springfield
10.0 out of 10, Exceptional, (1 review)
"Adorable home, set up so cute plus being pet friendly means everything to me when deciding. All was as described and our host had everything you could need and more available to us in the well stocked kitchen and bathroom. Very quiet safe and friendly neighborhood on a dead end street, gated walkway as well as a gated driveway made me feel plenty safe enough to take my dog out at night. Bedrooms were welcoming and set up with pretty fairy lights throughout, all three beds were very comfortable...
United States
Jaimie F.
The price is AU$434
includes taxes & fees
16 Nov - 17 Nov
Red Door Retreat West Springfield 3 bedroom w/ Game Room! Near Big E & Six Flags

4. Cozy 2-Bedroom Springfield Home 1.5 Baths

Cozy 2-Bedroom Springfield Home 1.5 Baths
Six Corners
4.0 out of 10, (1 review)
"Booked for a 1-night stay with a friend. To start, we were given the wrong address and arrived 1) at dusk in an area where we didn’t feel safe or comfortable (homes in the neighborhood were boarded up and very run down), and 2) in front of a home surrounded by a chain fence with signs that it was protected by a dog next to an empty lot. After realizing that the address provided was incorrect we finally found the home, parked as instructed and entered. The home is clean, well decorated and...
United States
K S.
The price is AU$365
includes taxes & fees
16 Nov - 17 Nov
Cozy 2-Bedroom Springfield Home 1.5 Baths

5. The Serene Skyway Retreat

The Serene Skyway Retreat
Windsor Locks
9.0 out of 10, Wonderful, (19 reviews)
"The property was clean and inviting. The basement game room was amazing"
United States
Michael P.
The price is AU$416
includes taxes & fees
30 Nov - 1 Dec
The Serene Skyway Retreat

6. Lakefront Property with Scenic View - All Seasons!

Lakefront Property with Scenic View - All Seasons!
Enfield
10.0 out of 10, Exceptional, (2 reviews)
"My family and I stayed in this lovely cottage the night before our son’s graduation from UConn (approx 49 mins from campus). It was very clean, in a quiet neighborhood and perfect for our needs. Communication with the host was great. We look forward to staying here again in the future."
United States
Diana M.
The price is AU$632
includes taxes & fees
17 Nov - 18 Nov
Lakefront Property with Scenic View - All Seasons!

7. Newly Renovated 6-Bedroom, 2-Bath Single-Family Home

Newly Renovated 6-Bedroom, 2-Bath Single-Family Home
Forest Park
7.0 out of 10, Good, (2 reviews)
"Host makes exceptional efforts to make improvements when needed.The 3 levels provided individual privacy for our large group. We had a pleasant stay.Thank you Rose for your friendly hospitality."
United States
SCOTT C.
The price is AU$782
includes taxes & fees
16 Nov - 17 Nov
Newly Renovated 6-Bedroom, 2-Bath Single-Family Home

8. Beautiful 4BR 2 Bathroom House with Parking

Beautiful 4BR 2 Bathroom House with Parking
Forest Park
9.8 out of 10, Exceptional, (16 reviews)
"Great place, very convenient"
United States
Aron B.
The price is AU$1,092
includes taxes & fees
16 Nov - 17 Nov
Beautiful 4BR 2 Bathroom House with Parking

9. Stylish 4BR 2 Bathroom Home in Forest Park

Stylish 4BR 2 Bathroom Home in Forest Park
Forest Park
10.0 out of 10, Exceptional, (5 reviews)
"The house was in a great location it was minutes away from the Big E Fairgrounds and MGM Casino."
United States
HEATHER D.
The price is AU$1,107
includes taxes & fees
16 Nov - 17 Nov
Stylish 4BR 2 Bathroom Home in Forest Park

10. Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
Somers
9.8 out of 10, Exceptional, (12 reviews)
"Fantastic host. Went out of their way to make our stay very pleasant. Beautiful historic home that felt very welcoming and cozy even though it is so big!"
United States
John
The price is AU$500
includes taxes & fees
16 Nov - 17 Nov
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

11. Modern Victorian 3BR 2BA Apt with Parking

Modern Victorian 3BR 2BA Apt with Parking
McKnight
10.0 out of 10, Exceptional, (3 reviews)
"This is a beautiful old Victorian home. Very well maintained and very well appointed. The hosts are attentive and respond to questions promptly. The house was well stocked with all essentials Highly recommended."
United States
Brandi S.
The price is AU$1,066
includes taxes & fees
16 Nov - 17 Nov
Modern Victorian 3BR 2BA Apt with Parking

12. Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Windsor Locks
10.0 out of 10, Exceptional, (12 reviews)
"Place was clean and the host was very accommodating."
United States
Barbara F.
The price is AU$676
includes taxes & fees
17 Nov - 18 Nov
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

13. Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Boston Road
8.8 out of 10, Excellent, (26 reviews)
"The stove was broken, which we were made aware of and there was an offer to cancel for us. We chose to still go because we needed a place to stay. The stove was in the middle of the kitchen when we arrived. I did decide to cancel the second night in the owner, said they would refund us, but they only refund part of the second night."
United States
Gladys B.
The price is AU$547
includes taxes & fees
16 Nov - 17 Nov
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

14. Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (13 reviews)
"Good location"
United States
Arthur
The price is AU$166
includes taxes & fees
16 Nov - 17 Nov
Entire guest suite in South Windsor, Connecticut

15. Bling nest

Bling nest
Ludlow
The price is AU$582
includes taxes & fees
16 Nov - 17 Nov
Bling nest

16. Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Boston Road
9.0 out of 10, Wonderful, (14 reviews)
"Our stay was fantastic. Check in was super smooth and the host was very responsive. I would definitely stay here again in the future."
United States
Nicholas T.
The price is AU$547
includes taxes & fees
16 Nov - 17 Nov
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

17. Charming 3 bed/2 bath town home with gorgeous back yard

Charming 3 bed/2 bath town home with gorgeous back yard
Forest Park
9.8 out of 10, Exceptional, (15 reviews)
"Clean, comfortable house exactly as described. Easy check-in and responsive host. All amenities worked well and everything we needed was provided. Would stay here again! Highly recommended if you are looking for a place to stay during AAU basketball tournaments - location was central to all the venues."
United States
Barbara W.
The price is AU$1,076
includes taxes & fees
26 Nov - 27 Nov
Charming 3 bed/2 bath town home with gorgeous back yard

18. Cozy Home in Holyoke with 3 bedrooms

Cozy Home in Holyoke with 3 bedrooms
Holyoke
9.8 out of 10, Exceptional, (22 reviews)
"The house was lovely and clean and the location was very convenient for us. We would stay there again!"
United States
Jennifer S.
The price is AU$487
includes taxes & fees
27 Nov - 28 Nov
Cozy Home in Holyoke with 3 bedrooms

19. Linny's - Private Dock - Lake Access - Firepit

Linny's - Private Dock - Lake Access - Firepit
West Suffield
10.0 out of 10, Exceptional, (44 reviews)
"Clean, comfortable, peaceful, great hosts!"
United States
Megan D.
Linny's - Private Dock - Lake Access - Firepit

20. Townhouse with Pool Table - Renovated w/ King Bed

Townhouse with Pool Table - Renovated w/ King Bed
Chicopee
10.0 out of 10, Exceptional, (20 reviews)
"Comfortable stay"
United States
Nicholas B.
The price is AU$618
includes taxes & fees
16 Nov - 17 Nov
Townhouse with Pool Table - Renovated w/ King Bed
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.

Learn more about Longmeadow

Elegant tree-lined streets lead to Longmeadow Green, where summer concerts bring locals together under century-old maples. Rangers at nearby Forest Park in Springfield know which trails have fewer people for peaceful nature walks.

A lake surrounded by lush greenery and trees.

Top reviews in Longmeadow