Vacation Rentals in Longmeadow, MA: Compare 10+ Sites & Save

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77 Best Vacation Rentals in Longmeadow (Starting from $68)

Hot Tub, Gym, Game Room! Luxe Estate in Longmeadow
Hot Tub, Gym, Game Room! Luxe Estate in Longmeadow
House
Longmeadow, MA, USA
1.2k from Longmeadow center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

7 Bedrooms6 Guests
New to Booking
$1615
Average price / night
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Longmeadow Ma  3 Bedroom Ranch
Longmeadow Ma 3 Bedroom Ranch
House
Longmeadow, MA, 01106, United States
1.0k from Longmeadow center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.6

Exceptional

20 reviews

$376
Average price / night
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Charming Cottage with fenced yard in convenient location
Charming Cottage with fenced yard in convenient location
House
Longmeadow, MA, USA
2.6k from Longmeadow center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$202
Average price / night
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Fearlessrose vacation Rental 89
Fearlessrose vacation Rental 89
House
Longmeadow, Massachusetts, USA
3.6k from Longmeadow center

B&bs, Accommodations, Parking, Guest houses, Homestays, Lodgings, Vacation rentals, Places to stay, Family

4 Bedrooms7 Guests
9.1

Superb

25 reviews

$200
Average price / night
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Luxury 2-bedroom, 1 bath basement apartment w/ pool, hot tub, grill & patio.
Luxury 2-bedroom, 1 bath basement apartment w/ pool, hot tub, grill & patio.
House
Longmeadow, MA, 01106, United States
1.4k from Longmeadow center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms4 Guests
New to Booking
$578
Average price / night
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Cozy Agawam Studio with Yard 2 Miles to Six Flags!
Cozy Agawam Studio with Yard 2 Miles to Six Flags!
Apartment
Agawam, MA, USA
3.8k from Longmeadow center

Apartments, Accommodations, Parking, Spa, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom5 Guests
New to Booking
$177
Average price / night
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Cozy beautiful single-Family house
Cozy beautiful single-Family house
House
Longmeadow, MA, 01106, United States
1.6k from Longmeadow center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

5 Bedrooms12 Guests
New to Booking
$523
Average price / night
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fearlessrose vacation Rental 198
fearlessrose vacation Rental 198
Apartment
Springfield, MA, USA
4.0k from Longmeadow center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Self-catering

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$310
Average price / night
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Artist Longmeadow 3bdrmHOUSE with OUTDOOR SAUNA
Artist Longmeadow 3bdrmHOUSE with OUTDOOR SAUNA
House
Longmeadow, MA, 01106, United States
1.8k from Longmeadow center

AC, Balcony, Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$359
Average price / night
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fearlessRose Vacation Rental
fearlessRose Vacation Rental
Apartment
Springfield, MA, USA
4.0k from Longmeadow center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

6 Bedrooms14 Guests
9.0

Fabulous

11 reviews

$449
Average price / night
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Charming 2-bedroom cottage in fantastic Longmeadow with AC, WiFi & fenced yard
Charming 2-bedroom cottage in fantastic Longmeadow with AC, WiFi & fenced yard
Cottage
Longmeadow, MA, 01106, United States
2.9k from Longmeadow center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$268
Average price / night
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Tastefully furnished repose home
Tastefully furnished repose home
Apartment
Springfield, MA, USA
4.5k from Longmeadow center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

2 Bedrooms5 Guests
6.8

Good

38 reviews

$121
Average price / night
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Winter Escape. Bring your Pets!
Winter Escape. Bring your Pets!
Apartment
Enfield, CT, 06082, United States
3.3k from Longmeadow center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space

1 Bedroom2 Guests
10.0

Exceptional

4 reviews

$120
Average price / night
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3 Mi to Dtwn Springfield Home with Deck!
3 Mi to Dtwn Springfield Home with Deck!
House
Springfield, MA, USA
4.8k from Longmeadow center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms8 Guests
9.3

Superb

4 reviews

$312
Average price / night
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In-law space for short term rental
In-law space for short term rental
House
East Longmeadow, MA, 01028, United States
3.3k from Longmeadow center

No Smoking

New to Booking
$68
Average price / night
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Beautiful 4BR 2 Bathroom House with Parking
Beautiful 4BR 2 Bathroom House with Parking
House
Springfield, MA, USA
4.8k from Longmeadow center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms9 Guests
9.5

Superb

2 reviews

$298
Average price / night
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Upscaled Home in a Quiet Neighborhood
Upscaled Home in a Quiet Neighborhood
House
89 Appleton St, Springfield, MA, 01108, United States
3.6k from Longmeadow center

AC, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

8.4

Very Good

5 reviews

$463
Average price / night
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Perfect stay for couples
Perfect stay for couples
Apartment
Springfield, MA, USA
5.0k from Longmeadow center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

1 Bedroom3 Guests
5.6

Review score

18 reviews

$107
Average price / night
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Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
House
Springfield, MA, 01108, United States
3.8k from Longmeadow center

AC, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

4 Bedrooms7 Guests
9.6

Exceptional

37 reviews

$300
Average price / night
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2 bedrooms with movie theater
2 bedrooms with movie theater
Apartment
Agawam, MA, USA
5.1k from Longmeadow center

Apartments, Accommodations, Parking, Lodgings, Places to stay

1 Bedroom6 Guests
New to Booking
$215
Average price / night
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Newly Beautiful  renovated first floor apartment getaway
Newly Beautiful renovated first floor apartment getaway
House
Springfield, MA, 01108, United States
3.9k from Longmeadow center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

4 Bedrooms8 Guests
8.8

Fabulous

3 reviews

$315
Average price / night
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Historic Springfield Home
Historic Springfield Home
House
Springfield, MA, USA
5.3k from Longmeadow center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Lodgings, Places to stay, Self-catering

5 Bedrooms9 Guests
10.0

Exceptional

1 reviews

$81
Average price / night
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Newly Renovated 2 floor Getaway
Newly Renovated 2 floor Getaway
Apartment
200 Commonwealth Ave, Springfield, MA, 01108, United States
4.0k from Longmeadow center

Free Parking, Internet, Laundry, Microwave, Toys, Washer

New to Booking
$680
Average price / night
Check Availability
Kid friendly neighborhood!  Everyone is welcomed in this cozy apartment home!
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
Apartment
Springfield, MA, 01108, United States
4.0k from Longmeadow center

AC, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

6 Bedrooms14 Guests
9.0

Fabulous

28 reviews

$557
Average price / night
Check Availability
Warm, charming 3BR house w fenced yard in quiet neighborhood close to everything
Warm, charming 3BR house w fenced yard in quiet neighborhood close to everything
House
Springfield, MA, 01108, United States
4.1k from Longmeadow center

AC, Dryer, Heater, Internet, Laundry, Living Area, No Smoking, Washer

4 Bedrooms8 Guests
9.0

Fabulous

2 reviews

$349
Average price / night
Check Availability
Newly renovated 6-bedroom 2bath single family house.
Newly renovated 6-bedroom 2bath single family house.
House
Springfield, MA, 01108, United States
4.1k from Longmeadow center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

6 Bedrooms12 Guests
8.0

Good

1 reviews

$600
Average price / night
Check Availability
Hendee Mansion 5BR Historic Home
Hendee Mansion 5BR Historic Home
House
Springfield, MA, 01108, United States
4.1k from Longmeadow center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms8 Guests
9.8

Exceptional

19 reviews

$605
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Longmeadow.

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Frequently Asked Questions

You can explore 77 verified vacation rentals in Longmeadow. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Longmeadow vary depending on the season, property size, and location. Rates typically start from around $68 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Longmeadow include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Longmeadow welcome pets. Currently, 23 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Longmeadow often include amenities such as Internet, Fireplace/Heating, and Child Friendly. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.