Longmeadow Vacation Rentals

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Nov 27 - Nov 28
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Nov 28 - Nov 29
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Vacation Rentals in Longmeadow

Private kitchen
Trainmaster's Inn - Caboose

Trainmaster's Inn - Caboose

Palmer
9.6 out of 10, Exceptional, (9)
"This place is a unique stay, that's for sure! If you are looking for an unforgettable experience, you should come. If you love trains, you should come. However, if you are not that fond of tight spaces or old-fashioned style and your traveling companions are looking for luxury and privacy, you might want to look elsewhere. The bathroom is a big tight (it's a caboose bathroom). But the location is really fun. And the owners are very accommodating! "
United States
Lisa B.
$310 nightly
The price is $328
Nov 30 - Dec 1
Total with taxes and fees
Trainmaster's Inn - Caboose
Property grounds
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

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

Stafford
9.8 out of 10, Exceptional, (29)
"FANTASTIC STAY! there was an issue after arrival that was QUICKLY addressed... rest of stay was amazing! Beautiful home. Great kayaks.. lots of fishing!QUICK AND PLEASANT COMMUNICATIONS.THANK YOU!!!"
United States
Michelle O.
$276 nightly
The price is $312
Dec 8 - Dec 9
Total with taxes and fees
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Exterior
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Ashford
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.
$339 nightly
The price is $384
Dec 2 - Dec 3
Total with taxes and fees
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Interior
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

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

Willington
9.6 out of 10, Exceptional, (11)
"Very educational and fun time on the farm"
United States
David S.
$208 nightly
The price is $236
Dec 8 - Dec 9
Total with taxes and fees
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Property grounds
Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit

Willington
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.
$236 nightly
The price is $267
Dec 9 - Dec 10
Total with taxes and fees
Treehouse - Countryside - Farm Animals - Fire Pit
Microwave, oven, stovetop
Spacious 4-bedroom condo with AC and WiFi in charming Enfield

Spacious 4-bedroom condo with AC and WiFi in charming Enfield

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.
$370 nightly
The price is $419
Nov 30 - Dec 1
Total with taxes and fees
Spacious 4-bedroom condo with AC and WiFi in charming Enfield
Property grounds
Humble Abode #2

Humble Abode #2

2.0 star property
Manchester Center
$116 nightly
The price is $130
Nov 28 - Nov 29
Total with taxes and fees
Humble Abode #2
Fridge, microwave, oven, stovetop
Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location

Manchester Center
10.0 out of 10, Exceptional, (5)
"This house was perfect for the 4 of us. We all had our own bedroom and shared the bath. It’s very clean and close to everywhere we were going! The home is modern and the beds were comfy! I would stay there again. Great home! "
United States
Lorie D.
$258 nightly
The price is $292
Nov 30 - Dec 1
Total with taxes and fees
Modern & Cozy Cape | 4 Bedroom House | Central Location
Microwave, electric kettle, cookware/dishes/utensils, paper towels
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator

Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator

Downtown Hartford
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
$172 nightly
The price is $195
Nov 30 - Dec 1
Total with taxes and fees
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
Fridge, microwave, oven, stovetop
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

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

Boston Road
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.
$286 nightly
The price is $324
Nov 28 - Nov 29
Total with taxes and fees
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Exterior
Tiny Home with AC and WiFi in lovely Ludlow

Tiny Home with AC and WiFi in lovely Ludlow

Ludlow
8.4 out of 10, Very Good, (8)
"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.
$134 nightly
The price is $150
Dec 1 - Dec 2
Total with taxes and fees
Tiny Home with AC and WiFi in lovely Ludlow
Smart TV, books, stereo
Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley

2.0 star property
Belchertown
9.6 out of 10, Exceptional, (21)
"cute little place! host was very responsive"
United States
zane s.
$203 nightly
The price is $214
Dec 7 - Dec 8
Total with taxes and fees
Newly Built Barn Loft in Pioneer Valley
Dining
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, (10)
"Great stay"
United States
Angelina O.
$286 nightly
The price is $324
Nov 28 - Nov 29
Total with taxes and fees
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Outdoor dining
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

2.0 star property
Brimfield
$160 nightly
The price is $179
Nov 30 - Dec 1
Total with taxes and fees
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Fridge, microwave, oven, stovetop
Townhouse with Pool Table - Renovated w/ King Bed

Townhouse with Pool Table - Renovated w/ King Bed

Chicopee
10.0 out of 10, Exceptional, (11)
"The townhouse was perfect for our short trip. It was located close to everything we needed. The house was as described and we would stay here again."
United States
Matt G.
$339 nightly
The price is $385
Dec 1 - Dec 2
Total with taxes and fees
Townhouse with Pool Table - Renovated w/ King Bed
Smart TV, computer monitors
Central Chic Pad - with Free Parking, Heat & AC

Central Chic Pad - with Free Parking, Heat & AC

Manchester
9.4 out of 10, Exceptional, (6)
"Great stay. Gas stove was a highlight!"
United States
Domenic
$227 nightly
The price is $244
Dec 14 - Dec 15
Total with taxes and fees
Central Chic Pad - with Free Parking, Heat & AC
Smart TV
Premier League Pad - with Free Parking, Heat & AC

Premier League Pad - with Free Parking, Heat & AC

Manchester
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.
$228 nightly
The price is $245
Dec 7 - Dec 8
Total with taxes and fees
Premier League Pad - with Free Parking, Heat & AC
Terrace/patio
Cozy Home in Holyoke with 3 bedrooms

Cozy Home in Holyoke with 3 bedrooms

Holyoke
9.8 out of 10, Exceptional, (11)
"What a great house and such gracious hosts!The location is just minutes from Mount Holyoke College which was perfect for our trip Super clean and well maintained house. I highly recommend staying here."
United States
Eric W.
$290 nightly
The price is $324
Dec 1 - Dec 2
Total with taxes and fees
Cozy Home in Holyoke with 3 bedrooms
Dining
Crested One Place - with Free Parking, Heat & AC

Crested One Place - with Free Parking, Heat & AC

Manchester
$227 nightly
The price is $244
Nov 30 - Dec 1
Total with taxes and fees
Crested One Place - with Free Parking, Heat & AC
Terrace/patio
Peaceful Meadow Retreat

Peaceful Meadow Retreat

2.0 star property
Granby
10.0 out of 10, Exceptional, (16)
"The place is beautiful and very quiet and relaxing"
United States
Marian
$176 nightly
The price is $200
Dec 1 - Dec 2
Total with taxes and fees
Peaceful Meadow Retreat
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

Best Western Manchester

Best Western Manchester

10/10 Excellent
"Everyone no matter their position was wonderful "
Sheila 2-night trip
Posted 1 day ago
Best Western Manchester

Find out more about Longmeadow

Everything you need to know about Longmeadow vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Longmeadow vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Longmeadow vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Longmeadow vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Longmeadow. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Longmeadow in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $150 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Longmeadow rentals

At Expedia, we put the best Longmeadow vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Longmeadow rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Longmeadow vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Longmeadow. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Longmeadow?

Yes, you can find vacation rentals close to well known sights in Longmeadow, or you can go with a more remote option if you're looking for relaxation. 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's the top vacation rental that Longmeadow has to offer?

Tiny Home with AC and WiFi in lovely Ludlow: Visitors like this Longmeadow vacation home rental. It has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Longmeadow?

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

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, Longmeadow Town Hall and The Longmeadow Shops are other places worth a visit.

What are vacation rentals like in Longmeadow?

Vacation rentals are privately owned accommodations you can book for several days or longer in Longmeadow. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.