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Springfield, MA vacation rentals
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Best Vacation rentals and Airbnb offers in Springfield, MA

Our Favorite Family-Friendly Vacation Rentals in Springfield, MA

These family-friendly vacation rentals in Springfield, MA offer spacious layouts and easy access to top city attractions.

Hendee Mansion 5br Wow! - Springfield, MA
9.8 46 reviews
Springfield, MA
07/22 – 07/25
$590/nighttotal: $1770 (3 )

Hendee Mansion 5br Wow!

1 5
apartment , Springfield
This Springfield apartment, located in the historic Hendee Mansion, is just a short walk from the Springfield Museum of Art and a 10-minute drive from the Springfield Botanical Gardens. The apartment has received excellent ratings for its cleanliness, location, and overall user experience.
This 5-bedroom, 3-bathroom home can comfortably accommodate up to 8 guests. The apartment offers a fully equipped kitchen, laundry facilities, and a sunroom, making it ideal for families and groups looking for a comfortable and spacious place to stay.
Apt - Clean, Spacious 1 Bedrm Apartment! - Springfield, MA
9.7 68 reviews
Springfield, MA
10/16 – 10/18
$227/nighttotal: $454 (2 )

Apt - Clean, Spacious 1 Bedrm Apartment!

1 4
apartment , Springfield
This Springfield basement apartment is conveniently located within walking distance of parks, pubs, and restaurants, while being just 10 minutes from the MGM casino, Mass Mutual Center, downtown, and the Basketball Hall of Fame. Guests rave about the apartment's excellent location, cleanliness, and overall rating.
The apartment features one bedroom and one bathroom, comfortably accommodating up to four guests. Enjoy amenities like a fully equipped kitchen, air conditioning, a private garden, and on-street parking.
Quiet 5 Bedroom Near Big E, Mass Mutual, Six Flags - Springfield, MA
10 19 reviews
Springfield, MA
10/16 – 10/18
$531/nighttotal: $1062 (2 )

Quiet 5 Bedroom Near Big E, Mass Mutual, Six Flags

1 4
apartment , East Longmeadow
This newly renovated 5-bedroom house is located on the border of East Longmeadow and Forest Park, a short distance from Springfield Museum, Downtown Springfield, and the Library. This quiet neighborhood offers easy access to major attractions and amenities.
This spacious home has a full kitchen, dining room, living room, and multiple bathrooms, accommodating up to 10 guests. Enjoy a balcony, full kitchen, Smart TV, and a garden for outdoor relaxation.
5 Bedroom  With Parking For Families And Groups. - Springfield, MA
9.4 16 reviews
Springfield, MA
09/03 – 09/05
$591/nighttotal: $1182 (2 )

5 Bedroom With Parking For Families And Groups.

5 3
apartment , Springfield
This 5-bedroom condo is located in Liberty Heights, Springfield, a neighborhood about half a mile from I-91 and I-90, and within a 6-minute drive to Baystate Medical Center and Mercy Medical Center.
The 1,500 square foot apartment offers a spacious layout, accommodating up to 10 guests, and features a fully equipped kitchen, a washer and dryer, a Jacuzzi, a balcony, and a backyard.

Browse Vacation Rentals with a Pool in Springfield, MA

A Springfield, MA vacation rental with a pool ensures a refreshing swim in the heart of the city is always an option.

Luxury 2-bedroom, 1 Bath Basement Apartment W/ Pool, Hot Tub, Grill & Patio. - Springfield, MA
Springfield, MA
09/03 – 09/13
$650/nighttotal: $6500 (10 )

Luxury 2-bedroom, 1 Bath Basement Apartment W/ Pool, Hot Tub, Grill & Patio.

2 2
apartment , Longmeadow
This private, fully-finished basement apartment in Longmeadow offers approximately 1700 sq.ft. of living space, conveniently located near attractions such as the Naismith Memorial Basketball Hall of Fame and Six Flags New England.
This dwelling accommodates up to 4 guests with 2 bedrooms, features a gas fireplace and flat-screen TV, and provides access to exclusive amenities including a pool, hot tub, and a shared patio with a grill.
Artist Longmeadow 3bdrmhouse With Outdoor Sauna - Springfield, MA
10 1 review
Springfield, MA
10/16 – 10/18
$700/nighttotal: $1400 (2 )

Artist Longmeadow 3bdrmhouse With Outdoor Sauna

3 4
apartment , Longmeadow
This 3-bedroom, 2-bathroom Longmeadow apartment is located across from a park, within walking distance of a grocery store, and a 7-minute Uber ride to the MGM Springfield and the Naismith Memorial Basketball Hall of Fame.
This family-friendly rental offers a private backyard with a sauna and BBQ, a fully equipped kitchen, and accommodates up to 6 guests with 2 parking spaces.
Hot Tub, Gym, Game Room! Luxe Estate In Longmeadow - Springfield, MA
Springfield, MA
06/27 – 07/04
$6088/nighttotal: $42616 (7 )

Hot Tub, Gym, Game Room! Luxe Estate In Longmeadow

7 4
house , Longmeadow
This seven-bedroom Longmeadow estate is conveniently located 5.9 miles from the Eastern States Exposition and The Big E, and 10 miles from Bradley International Airport.
This 6,500-square-foot luxury home boasts a private pool, hot tub, fitness center, and fully equipped kitchen, comfortably accommodating up to 11 guests.
Hot Tub, Gym, Game Room! Luxe Estate In Longmeadow - Springfield, MA
Springfield, MA
06/27 – 07/04
$4916/nighttotal: $34412 (7 )

Hot Tub, Gym, Game Room! Luxe Estate In Longmeadow

7 4
apartment , Longmeadow
This Longmeadow apartment rental is conveniently located near the Naismith Memorial Basketball Hall of Fame, the Eastern States Exposition, and Six Flags New England.
This 6,500-square-foot residence boasts seven bedrooms, four bathrooms, a private hot tub, and access to an on-site swimming pool, tennis court, and a fully equipped kitchen; it comfortably sleeps six guests and includes amenities such as a video library and table tennis.

Frequently Asked Questions about vacation rentals in Springfield, MA

  • What should a first-time visitor not miss in Springfield, MA?

    For a first-time visit, you have to see the iconic Springfield Museums, especially the Dr. Seuss National Memorial Sculpture Garden. You should also check out the Naismith Memorial Basketball Hall of Fame, and don't miss a walk through the Forest Park and the Springfield Armory National Historic Site.
  • What are the best Airbnb and vacation rentals in Springfield, MA?

  • Which neighborhood in Springfield, MA should you consider for a vacation rental?

    The Downtown Springfield area is a great choice for a vacation rental. It's close to many attractions, restaurants, and shops. You can also check out the Forest Park neighborhood, which is close to the park and has a more residential feel.
  • What are the most popular Airbnbs in Springfield, MA?

  • What are the top family-friendly attractions in Springfield, MA?

    The Springfield Museums, especially the Dr. Seuss National Memorial Sculpture Garden, are great for families. The Connecticut River Walk is also a great place to go for a walk or bike ride, and the Six Flags New England amusement park is a short drive away. For something different, check out the Springfield Science Museum.
  • What are the best vacation rentals with a pool in Springfield, MA?

    Picon Cozy, Cozy Red Room (In Springfield) and Springfield Condo - Close To Museums are the best vacation rentals with a pool in Springfield, MA.

  • When is the best time to book a vacation rental in Springfield, MA?

    The best time to book a vacation rental in Springfield is during the shoulder seasons, like spring and fall, when the weather is pleasant and the crowds are smaller. You can also find good deals during the winter, especially if you're looking for a cozy getaway.
  • What are the best rentals for families and kids in Springfield, MA?

  • What events or festivals should visitors check out in and around Springfield, MA?

    Springfield has a lot of festivals and events throughout the year. Some popular ones include the Big E, a huge agricultural fair held in West Springfield, the Springfield Jazz & Blues Festival, and the Springfield Food Truck Festival. You can find more information on the city's website.
  • What are the best rentals or Airbnbs with a jacuzzi in Springfield, MA?

  • What are the best budget-friendly activities in Springfield, MA?

    There are plenty of free or cheap things to do in Springfield. You can enjoy a picnic in Forest Park, explore the Springfield Armory National Historic Site, or visit the Dr. Seuss National Memorial Sculpture Garden. You can also check out the Connecticut River Walk for a scenic walk or bike ride.
  • What are the best restaurants with local dishes in Springfield, MA?

    For authentic local food, check out The Student Prince, a classic German restaurant, or Nadim's Mediterranean Restaurant for delicious Middle Eastern cuisine. The Fort Restaurant is a great place to try traditional American dishes.
  • What are the best walking or cycling routes in Springfield, MA?

    The Connecticut River Walk is a great place for a walk or bike ride, and it stretches for miles along the river. You can also check out the Forest Park trails for a more challenging hike. For a shorter walk, try the Springfield Armory National Historic Site.
  • Are there pet-friendly attractions in Springfield, MA?

    Yes, many places in Springfield are pet-friendly. Forest Park has a dog park, and many restaurants have outdoor seating where you can bring your furry friend. You can also check out the Connecticut River Walk, which is a great place to go for a walk with your dog.
  • What are the benefits of choosing a vacation rental in Springfield, MA?

    Vacation rentals offer more space and privacy than a hotel room. You can also often find rentals with kitchens, so you can save money by cooking some of your meals. Vacation rentals are also a great option for families or groups of friends.
  • What are the top sports attractions and facilities in Springfield, MA?

    Springfield is known as the birthplace of basketball, so you have to visit the Naismith Memorial Basketball Hall of Fame. The city also has a minor league hockey team, the Springfield Thunderbirds, who play at the MassMutual Center.

Destinations nearby

Best Springfield, MA vacation rentals with a balcony

2 Bedroom-near Hospitals, Six Flag, Big E - Springfield, MA
10 12 reviews
Springfield, MA
10/16 – 10/18
$282/nighttotal: $564 (2 )

2 Bedroom-near Hospitals, Six Flag, Big E

2 4
apartment , Springfield
This Springfield Forest Park vacation home is conveniently located within two miles of Valentine Park and the Forest Park Branch Springfield City Library, and within three miles of the Forest Park Zoo and the Titanic Museum. This two-bedroom, one-bathroom house sleeps four guests and offers free Wi-Fi, a fully equipped kitchen, on-site parking, and laundry facilities.
Quiet Neighborhood-5br Near Big E, Mass Mutual, Six Flags - Springfield, MA
10 5 reviews
Springfield, MA
10/16 – 10/18
$560/nighttotal: $1120 (2 )

Quiet Neighborhood-5br Near Big E, Mass Mutual, Six Flags

5 4
apartment , East Longmeadow
This five-bedroom East Longmeadow home, perfect for families or groups of up to 10, is located within two miles of Valentine Park and the Forest Park Branch Springfield City Library, and three miles from the Forest Park Zoo and Titanic Museum.
The 5-bedroom house features a fully equipped kitchen, free Wi-Fi, a private balcony, on-site parking, and is close to Forest Park, offering board games and books for added entertainment.
Upscaled Quiet Neighborhood- Modern 3 Bdrm - Springfield, MA
10 31 reviews
Springfield, MA
07/22 – 07/25
$307/nighttotal: $921 (3 )

Upscaled Quiet Neighborhood- Modern 3 Bdrm

3 5
apartment , Springfield
This 3-bedroom vacation rental is located in Springfield, close to Van Horn Park, the Connecticut River Walk & Bikeway, and the Zoo in Forest Park and Education Center. This apartment has excellent user ratings and is perfect for families and groups of friends.
This rental has a full kitchen, a Smart TV, and a balcony. You'll also enjoy access to a spa, parking, and convenient access to theme parks, a health/beauty spa, and opportunities for cycling.
Beautiful 4br 2 Bathroom House With Parking - Springfield, MA
10 12 reviews
Springfield, MA
07/22 – 07/25
$640/nighttotal: $1920 (3 )

Beautiful 4br 2 Bathroom House With Parking

4 5
apartment , Springfield
This fully renovated 3-story home is located in Springfield's Forest Park neighborhood, within walking distance of the Springfield City Library and Paramount Theater. Guests have consistently rated this property as excellent.
This spacious home is perfect for families or groups, offering 1990 square feet of living space with 4 bedrooms and 2 bathrooms, comfortably accommodating up to 8 guests. The home includes modern amenities like high-speed internet, a fully equipped kitchen, a washer and dryer, and a relaxing jacuzzi.

Neighborhoods and points of interest in Springfield, MA

Best Springfield, MA vacation rentals with parking

Charming 3 Bed/2 Bath Town Home With Gorgeous Back Yard - Springfield, MA
9.8 14 reviews
Springfield, MA
07/06 – 09/30
$691/nighttotal: $59426 (86 )

Charming 3 Bed/2 Bath Town Home With Gorgeous Back Yard

3 2
apartment , Springfield
This Springfield vacation home is conveniently located within 2 miles of Forest Park, offering easy access to the Springfield Zoo, the Education Center, and is less than 3 miles from the Springfield Armory National Historic Site and the George Walter Vincent Smith Art Museum.
This four-bedroom, two-bathroom house comfortably sleeps four guests and features a fully equipped kitchen, laundry facilities, a terrace, a garden, and on-site parking.
1 Mi To Mgm Springfield: Cozy Winter Duplex! - Springfield, MA
10 1 review
Springfield, MA
07/22 – 07/25
$408/nighttotal: $1224 (3 )

1 Mi To Mgm Springfield: Cozy Winter Duplex!

4 5
house , Springfield
This Springfield duplex, located one mile from MGM Springfield and a short drive from the Big E and Eastern States Exposition, offers convenient access to major attractions.
The 1600-square-foot, four-bedroom, two-bathroom unit comfortably sleeps fifteen guests and features a fully equipped kitchen, in-unit laundry, free Wi-Fi, a private entrance, parking (extra charge), and an outdoor fire pit.
2 Mi To Downtown: Springfield Apt W/ Balcony! - Springfield, MA
9.1 82 reviews
Springfield, MA
09/03 – 09/05
$316/nighttotal: $632 (2 )

2 Mi To Downtown: Springfield Apt W/ Balcony!

3 3
apartment , Springfield
This Springfield apartment is located just a short drive from the Eastern States Expo Center and The Big E, making it a convenient base for exploring the city’s attractions. It has consistently received excellent user ratings for cleanliness, location, and overall experience.
The three-bedroom apartment comfortably sleeps six guests and offers a spacious 1500 square feet of living space. Enjoy amenities like a fully equipped kitchen, air conditioning, two balconies, free Wi-Fi, and cable TV, along with parking and easy access to nearby cities and Bradley International Airport.
Nurse-ready Studio Retreat! 2 Mi To Dtwn Holyoke - Springfield, MA
10 1 review
Springfield, MA
09/03 – 09/13
$202/nighttotal: $2020 (10 )

Nurse-ready Studio Retreat! 2 Mi To Dtwn Holyoke

1 2
studio , Holyoke
Victory Residence Studio in Holyoke, Massachusetts, offers a convenient location, just 10 miles from The Big E, 17 miles from Amherst College, and 19 miles from Bradley International Airport.
This 600-square-foot apartment features one bedroom, one bathroom, sleeps three guests, and includes free Wi-Fi, air conditioning, parking, and a kitchenette with a microwave and refrigerator.
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