A lake surrounded by lush greenery and trees.

Holiday Homes in Longmeadow

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Longmeadow holiday homes

A modern living room with a sofa, a coffee table, and a red patterned rug.

1. Cozy & Spacious Entire Home in Springfield

Cozy & Spacious Entire Home in Springfield
Forest Park
9.6 out of 10, Exceptional, (53 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 €307
includes taxes & fees
3 Nov - 4 Nov
Cozy & Spacious Entire Home in Springfield
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

2. Cozy 2-Bedroom Springfield Home 1.5 Baths

Cozy 2-Bedroom Springfield Home 1.5 Baths
Six Corners
The price is €227
includes taxes & fees
2 Nov - 3 Nov
Cozy 2-Bedroom Springfield Home 1.5 Baths
A modern living room with a black leather sofa set, a glass coffee table, and a patterned rug.

3. 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 €283
includes taxes & fees
2 Nov - 3 Nov
Beautifully Renovated First-Floor Apartment Getaway
A modern kitchen with stainless steel appliances, a wooden dining table, and a ceiling fan.

4. 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
The price is €293
includes taxes & fees
2 Nov - 3 Nov
Red Door Retreat West Springfield 3 bedroom w/ Game Room! Near Big E & Six Flags
Property grounds

5. 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.
Lakefront Property with Scenic View - All Seasons!
A hallway with wooden flooring, a hanging light fixture, and a door leading to a room with a patterned rug and a chair.

6. Warm 3 BR house w/ fenced yard close to everything

Warm 3 BR house w/ fenced yard close to everything
Forest Park
9.0 out of 10, Wonderful, (6 reviews)
"We had a nice stay and hosts were very prompt in responding to questions."
United States
Sarah R.
Warm 3 BR house w/ fenced yard close to everything
A room with a large potted tree, a wooden cabinet, a round table, and a sofa with a cushion.

7. The Serene Skyway Retreat

The Serene Skyway Retreat
Windsor Locks
9.0 out of 10, Wonderful, (18 reviews)
"Very clean, the host was very responsive in a timely manner. The location was a nice suburban neighborhood, huge yard, on the end of a cul-de-sac. The kids loved the pool table & downstairs apartment. There are lots of stairs so maybe not the best for an older person, but they did have a ramp entry into the house. The house was very nicely decorated and comfortable furnishings."
United States
Jeanne J.
The price is €249
includes taxes & fees
30 Nov - 1 Dec
The Serene Skyway Retreat
A spacious living room with a large black sofa, a coffee table, and a fireplace. There are multiple doors leading to other rooms, and the walls are adorned with framed artwork.

8. 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 €572
includes taxes & fees
1 Dec - 2 Dec
Newly Renovated 6-Bedroom, 2-Bath Single-Family Home
A living room with two brown leather sofas, a glass coffee table, a white rug, a ceiling fan, and a door with curtains.

9. 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, (24 reviews)
"Location was perfect for us; 10 minutes from family. Host was responsive; we had a lovely stay in Springfield."
United States
Beth P.
The price is €324
includes taxes & fees
2 Nov - 3 Nov
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
A white building with a porch and a stone border.

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 €298
includes taxes & fees
2 Nov - 3 Nov
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
A two-story house with a front porch, a small entryway, and a set of stairs leading to the front door.

11. Bling nest

Bling nest
Ludlow
The price is €396
includes taxes & fees
1 Dec - 2 Dec
Bling nest
A living room with two sofas, a coffee table, and a potted plant.

12. 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 €324
includes taxes & fees
2 Nov - 3 Nov
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
A two-story house with a porch, a large tree in front, and a mailbox.

13. Elegant 7BR 2.5Bath Victorian Gem Sleeps 16+

Elegant 7BR 2.5Bath Victorian Gem Sleeps 16+
McKnight
10.0 out of 10, Exceptional, (3 reviews)
"Apt was very spacious and welcoming. Kitchen gets really warm when you cook but with ac units in every room the rest of the house is comfortable. Definitely a place to stay. "
United States
ERIC m.
Elegant 7BR 2.5Bath Victorian Gem Sleeps 16+
A covered porch with two black wicker chairs and a small table, a striped rug, and a view of neighboring houses and a fire truck.

14. Beautiful 4BR 2 Bathroom House with Parking

Beautiful 4BR 2 Bathroom House with Parking
Forest Park
9.8 out of 10, Exceptional, (16 reviews)
"The hosts were super accommodating. The house was very clean with towels and shower stuff available."
United States
Julia S.
The price is €650
includes taxes & fees
28 Nov - 29 Nov
Beautiful 4BR 2 Bathroom House with Parking
A living room with a green sofa, a fireplace, and a television.

15. 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 €655
includes taxes & fees
2 Nov - 3 Nov
Stylish 4BR 2 Bathroom Home in Forest Park
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a stove. There is a dining table with chairs and a coffee maker on the table.

16. 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)
"Great location for our six flags visit (about 15 minutes away)."
United States
Stacey B.
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
A bedroom with a bed, curtains, a bedside table, and a lamp.

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

Townhouse with Pool Table - Renovated w/ King Bed
Chicopee
10.0 out of 10, Exceptional, (18 reviews)
"Comfortable stay"
United States
Nicholas B.
The price is €399
includes taxes & fees
1 Dec - 2 Dec
Townhouse with Pool Table - Renovated w/ King Bed
A modern living room with a sofa, a coffee table, and a rug.

18. Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (12 reviews)
"Good location"
United States
Arthur
The price is €102
includes taxes & fees
3 Nov - 4 Nov
Entire guest suite in South Windsor, Connecticut
A modern kitchen with stainless steel appliances, a granite countertop, and a view into the dining area.

19. Cozy Home in Holyoke with 3 bedrooms

Cozy Home in Holyoke with 3 bedrooms
Holyoke
9.8 out of 10, Exceptional, (22 reviews)
"Fantastic stay in Holyoke. House is close to town, well outfitted, and super clean. Easy check in process and great experience all around. "
United States
Grant J.
The price is €332
includes taxes & fees
14 Nov - 15 Nov
Cozy Home in Holyoke with 3 bedrooms
A cozy room with two beds, large windows, and a view of a snowy landscape.

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

The Creation Station is a cozy place so make yourself at home.
Easthampton Ma.
10.0 out of 10, Exceptional, (79 reviews)
"We had such a great stay at the Creation Station! The host John, showed us around the property and explained how to use everything. He also recommended a great restaurant in town. It was a great experience and would definitely recommend it!"
United States
Paula
The price is €235
includes taxes & fees
3 Nov - 4 Nov
The Creation Station is a cozy place so make yourself at 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Longmeadow Hotel Reviews

Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

8/10 Good
"I enjoy the options of being able to cook in my room or bring something in from outside. Parking was easy, it was close to restaurants and stores, not to mention the airport I would definitely use this particular hotel again."
Gwen 1-night trip
Posted 1 hour ago
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Find out more about Longmeadow

Longmeadow Holiday Homes information

Number of reviews
298
Accommodation
136 Holiday Homes
Lowest Price
€102
Highest Price
€655