Longmeadow Holiday Rentals

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Check prices for these dates

Tonight
19 Dec - 20 Dec
Tomorrow
20 Dec - 21 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Our top choices for Longmeadow holiday rentals

Property grounds
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Apartment in Willington

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
9.6 out of 10, Exceptional, (11)
"Very nice country stay. "
United States
michael C.
The price is HK$646
HK$1,824 total
includes taxes & fees
28 Dec - 29 Dec
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Outdoor dining
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Holiday Home in Ashford

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
9.4 out of 10, Exceptional, (19)
"We had a nice getaway after a tour of our alma mater, UCONN. This welcoming and very well decorated home gave us a nice place to rest and connect after our busy day."
United States
Andrea F.
The price is HK$903
HK$2,151 total
includes taxes & fees
22 Dec - 23 Dec
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Smart TV, DVD player, books
Manchester 1-Bedroom Oasis APT Near Downtown Main Street. Pet-Friendly!

Apartment in Manchester

Manchester 1-Bedroom Oasis APT Near Downtown Main Street. Pet-Friendly!
10.0 out of 10, Exceptional, (2)
"Very nice apartment space, fully equipped."
United States
Michele M.
The price is HK$669
HK$2,398 total
includes taxes & fees
21 Dec - 22 Dec
Manchester 1-Bedroom Oasis APT Near Downtown Main Street. Pet-Friendly!
Private kitchen
Tiny Home with AC and WiFi in lovely Ludlow

Holiday Home in Ludlow

Tiny Home with AC and WiFi in lovely Ludlow
8.4 out of 10, Very good, (9)
"Good stay for an overnight in the area, location was a little tricky to find at night but once I did it was easy to get in. Had all the amenities needed for a short stay and is near the highway for quick on and off."
United States
Matthew H.
The price is HK$615
HK$1,165 total
includes taxes & fees
20 Dec - 21 Dec
Tiny Home with AC and WiFi in lovely Ludlow
Property grounds
Humble Abode #2

Apartment in Manchester Center

Humble Abode #2
2.0 star property
10.0 out of 10, Exceptional, (1)
"the place was clean bed was nice"
United States
Jonathan
The price is HK$934
HK$1,229 total
includes taxes & fees
20 Dec - 21 Dec
Humble Abode #2
Smart TV
Serene 1-bedroom suite on 65 acre horse property

Apartment in Belchertown

Serene 1-bedroom suite on 65 acre horse property
10.0 out of 10, Exceptional, (23)
"A great jumping off point for the Pioneer Valley and 5 colleges. Brent and Claire were wonderful hosts! Nice and quiet on the property, and it’s a neat experience to have the beautiful horses right outside your window. "
United States
Claire W.
The price is HK$778
HK$1,612 total
includes taxes & fees
22 Dec - 23 Dec
Serene 1-bedroom suite on 65 acre horse property
Interior
Trainmaster's Inn - Caboose

Cottage in Palmer

Trainmaster's Inn - Caboose
9.4 out of 10, Exceptional, (10)
"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"
United States
Edward L.
The price is HK$1,167
HK$2,574 total
includes taxes & fees
23 Dec - 24 Dec
Trainmaster's Inn - Caboose
Private kitchen
Welcoming 3-bedroom house- Gardner home

Holiday Home in Chicopee

Welcoming 3-bedroom house- Gardner home
2.0 star property
10.0 out of 10, Exceptional, (1)
"Overall had a great stay, the space is cozy and welcoming."
United States
Gracie B.
The price is HK$934
HK$2,630 total
includes taxes & fees
23 Dec - 24 Dec
Welcoming 3-bedroom house- Gardner home
Fridge, microwave, oven, stovetop
The Serene Skyway Retreat

Holiday Home in Windsor Locks

The Serene Skyway Retreat
9.0 out of 10, Wonderful, (12)
"Pretty house. Great host. Enjoyable stay. Will definitely consider renting it out again, if the opportunity arises.."
United States
Apex A.
The price is HK$599
HK$2,120 total
includes taxes & fees
22 Dec - 23 Dec
The Serene Skyway Retreat
Microwave, electric kettle, cookware/dishes/utensils, paper towels
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator

Apartment in Downtown Hartford

Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
9.6 out of 10, Exceptional, (5)
"Great place in a very nice part of the city. Walkable and lots to do around, and a reasonable parking garage right across the street. Apartment was clean, comfy and easily accessible."
United States
Hoyt
The price is HK$778
HK$1,498 total
includes taxes & fees
28 Dec - 29 Dec
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
Fridge, microwave, stovetop, coffee/tea maker
Charming Luxury 1BR Near Downtown. Dog Friendly!

Apartment in Manchester

Charming Luxury 1BR Near Downtown. Dog Friendly!
9.4 out of 10, Exceptional, (10)
"Had a nice stay at this VRBO. Cozy and quiet."
United States
James C.
The price is HK$665
HK$2,393 total
includes taxes & fees
20 Dec - 21 Dec
Charming Luxury 1BR Near Downtown. Dog Friendly!
Smart TV, computer monitors
Central Chic Pad - with Free Parking, Heat & AC

Apartment in Manchester

Central Chic Pad - with Free Parking, Heat & AC
9.6 out of 10, Exceptional, (7)
"Great stay. Gas stove was a highlight!"
United States
Domenic
The price is HK$671
HK$1,635 total
includes taxes & fees
5 Jan - 6 Jan 2026
Central Chic Pad - with Free Parking, Heat & AC
Terrace/patio
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Cottage in Stafford

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
9.6 out of 10, Exceptional, (30)
"Great host- fun property!"
United States
Mary F.
The price is HK$910
HK$2,391 total
includes taxes & fees
1 Jan - 2 Jan 2026
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Smart TV
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

Holiday Home in Manchester

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
9.4 out of 10, Exceptional, (14)
"House was great & close to where we needed to be. "
United States
Erica M.
The price is HK$848
HK$2,080 total
includes taxes & fees
5 Jan - 6 Jan 2026
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
4 bedrooms, iron/ironing board, WiFi, bed sheets
Spacious 4-bedroom condo with AC and WiFi in charming Enfield

Condo in Enfield

Spacious 4-bedroom condo with AC and WiFi in charming Enfield
10.0 out of 10, Exceptional, (2)
"I had a family event in the area and needed a place for 8 people that was of better value than hotel rooms. This location was the perfect option."
United States
Logan M.
The price is HK$973
HK$3,274 total
includes taxes & fees
31 Dec - 1 Jan 2026
Spacious 4-bedroom condo with AC and WiFi in charming Enfield
Interior
PICON COZY

Holiday Home in Sixteen Acres

PICON COZY
7.4 out of 10, Good, (69)
"This home has the basics and is reasonably comfortable. The parking is good and the area is walkable. It was adequate for my needs. "
United States
Linda W.
The price is HK$591
HK$1,333 total
includes taxes & fees
24 Dec - 25 Dec
PICON COZY
Smart TV
Premier League Pad - with Free Parking, Heat & AC

Apartment in Manchester

Premier League Pad - with Free Parking, Heat & AC
10.0 out of 10, Exceptional, (3)
"Perfect place to stay if you need to stay in Manchester. The apartment was so clean and accommodating. The host was very easy to communicate with! I would gladly stay here again!"
United States
Corey J.
The price is HK$877
HK$1,911 total
includes taxes & fees
4 Jan - 5 Jan 2026
Premier League Pad - with Free Parking, Heat & AC
Smart TV
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Holiday Home in Boston Road

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
9.2 out of 10, Wonderful, (13)
"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 HK$980
HK$2,498 total
includes taxes & fees
23 Dec - 24 Dec
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Exterior
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Cabin in Ashford

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
9.2 out of 10, Wonderful, (25)
"Hosted a bachelorette trip at this property and it was fantastic. The kayaks and paddle boards provided plenty to do along with a firepit to sit around at night. The house was cozy with plenty of space to sleep 5. Had a great time! "
United States
Renee J.
The price is HK$926
HK$2,193 total
includes taxes & fees
21 Dec - 22 Dec
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Exterior
Treehouse - Countryside - Farm Animals - Fire Pit

Cabin in Willington

Treehouse - Countryside - Farm Animals - Fire Pit
9.4 out of 10, Exceptional, (28)
"My husband and I were exploring a number of birding hotspots in the quiet corner and decided to try the treehouse. We woke to the dawn bird chorus (without any ambient road noise). Just dreamy!"
United States
Jennifer H.
The price is HK$1,058
HK$2,345 total
includes taxes & fees
7 Jan - 8 Jan 2026
Treehouse - Countryside - Farm Animals - Fire Pit
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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Top Longmeadow Hotel Reviews

Holiday Inn Express & Suites Bradley Airport by IHG

Holiday Inn Express & Suites Bradley Airport by IHG

10/10 Excellent
" Clean room."
Piper 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Bradley Airport by IHG

Find out more about Longmeadow

Search for holiday rentals in Longmeadow on Expedia! You can easily find your home rentals, villas, holiday apartments in Longmeadow using one of the methods below:

  • View our selection of featured holiday rentals in Longmeadow
  • Use the map to find apartments and other holiday homes in the Longmeadow neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Longmeadow while they last

Look no further and take a look at our great range of rental properties in Longmeadow!

Frequently asked questions

Are there holiday rentals in Longmeadow?

Yes, there are holiday rentals close to the most popular sights in Longmeadow, or you can select a more secluded option if you're looking for a relaxing stay. Longmeadow is known for its shopping and restaurants. Make sure you have time to check out the churches while you're in the area.

What are some of the best holiday rentals that Longmeadow has to offer?

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield: This holiday home rental outside of Longmeadow has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Longmeadow?

Choose from 4 Expedia holiday rentals in Longmeadow for a memorable holiday.

What can I see and do in Longmeadow?

Forest Park and Connecticut River are a couple of lovely local spots to get outside and enjoy nature. While here, Conservation Open Space and The Longmeadow Shops are other places worth a visit.

What are holiday rentals like in Longmeadow?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Longmeadow. Holiday rentals offer extras like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a family getaway.