
Family-friendly vacation rentals in Springfield
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Springfield

Total vacation rentals
Explore 110 vacation rentals in Springfield

Nightly prices starting at
Springfield vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 4,220 verified reviews to help you choose

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
110 of Springfield vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Springfield rentals

4.7 Average rating
Springfield stays receive an average rating of 4.7 out of 5 from guests
Top-rated family-friendly rentals in Springfield
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Luxury studio apartment-walkout basement
Located in a quiet neighbor hood in Sixteen acres springfield, this luxury studio was created with you in mind! The bathroom is loaded with spa like amenities include a rain head shower, and heated floors. Located 7 minutes from Western New England University, 13 minutes from Springfield College and American International College. Also conveniently close to many restaurants and shopping amenities. The perfect stay for a traveling nurse or a business trip or even as the home base for a getaway!

Renovated Pet-Friendly 3BR Near Six Flags & Casino
Welcome to our renovated 3 BR bedroom apartment, thoughtfully designed for a cozy and modern stay. Ideal for families and friends, home-away-from-home atmosphere with spacious bedrooms and a fully equipped kitchen for your convenience. The apartment is located on the second floor and offers added privacy. Enjoy easy access and a prime location close to downtown, casinos, museums, Six Flags, The Big E, and local hospitals. For your convenience, two parking spaces are provided in the driveway.

Lake Views from Hot Tub Propane Fire Pit 4 Kayaks
Congamond House is the perfect lake home getaway. Kayak the calm North Pond. Get your breathtaking pics of the surrounding wildlife. Cuddle up on the deck and enjoy the stars or relax in the hot tub under the deck while gazing upon the lake. This 1500 sq ft cottage is the perfect size for a week long getaway with 2 work spaces. 25 minutes from Six Flags Amusement Park, the Big E and the Basketball Hall of Fame 4 Kayaks that seat 6. Paddles and life vests provided 20 min. from Bradley Airport

4 BR Entire House w/Hot Tub
This home is nestled in a family neighborhood, on a quiet road that ends with a cul-de-sac. This is a whole house rental, not a shared space. Situated about one mile from the Connecticut line, there is quick access to Rte. 91. Bradley International Airport is a 15 minute ride in light traffic. The Basketball Hall of Fame, MGM Casino, Dr. Seuss Museum, Six Flags, The Big E, Springfield Symphony Orchestra, just a few of the area attractions. Great restaurants and grocery shopping nearby.

Western Mass Retreat!
Western Mass Retreat! Come relax and unwind in this updated retreat and check out all the amazing things that Western Mass and Northern CT have to offer. Enjoy the cozy reading nook, outdoor space, or a relaxing dinner in at the dinette table. Centrally located near multiple colleges and universities, two miles from Wilbraham & Monson Academy, ten minutes from GreatHorse and close to many one-of-a-kind events and experiences. Please message me with any questions.

Clean/Spacious 1 bedroom house! (w/parking & yard)
You have the entire space to yourself. Newly painted. Newly refinished hardwood floors throughout. Dining room, Living Room and Kitchen and Front porch, back porch and fenced-in Backyard all for your use. ~Pet fee is $100 for up to 1 pet, $40 for additional pet[per night, they are added guests]~{please add them in your guest count, as I prepare for their stay, as well!} ~ MAXIMUM PETS ALLOWED IS 2 ~ LEVEL 2 EV charger & Tesla adapter AVAIL upon request

Sunrise on the Water's Edge - Riverside Bungalow
Cozy riverside bungalow celebrates panorama views of the peaceful Connecticut River. Multiple levels of outdoor living space, open-air and screened-in. Just minutes from all major points of interest in the Pioneer Valley - including Six Flags New England, MGM Casino Complex, Big E Fairgrounds, Basketball Hall of Fame, and the Greater Springfield Metro area. Only 20 minutes from Bradley International Airport (BDL) in Windsor Locks.

Elegant 3BR Longmeadow Home| Sauna| Near Big E
Welcome to your peaceful Longmeadow retreat—perfect for families visiting loved ones, Springfield events, or trips to The Big E. This charming 3BR bungalow features a wood-burning fireplace, outdoor barrel sauna, private backyard, and uplifting artistic touches. Located across from a quiet park and minutes from Springfield, the MassMutual Center, and Eastern States Exposition, it offers a relaxing place to recharge after a busy day.

Windy Top Cottage ~ A Romantic "European" Getaway
The Windy Top Cottage is an old stone building constructed in 1932 by H. L. Bitter, a wealthy Hartford businessman. This area of Granby was a favorite of the Hartford elite for a place to 'summer' in the early part of the 20th Century. The cottage was the quarters for the domestic staff while the family was in North Granby. With an elevation of 970, we offer clean, fresh country air!

Treehouse - Countryside - Farm Animals - Fire Pit
Escape to the stars in the Private Treehouse nestled among the trees at Bluebird Farm Connecticut. Amenities: ● 100+ Mbps Wi-Fi | Outdoor Fire Pit | Indoor Fireplace ● Interaction w/ Farm Animals | Year-Long Running Water (Sink/Shower) ● Kitchenette | AC in Unit | Free Coffee | Board Games | Books Drive To UCONN (10 Mins) | Hartford (30 Mins) | Boston (1 Hour) | NYC (2.5 Hours)

Thompson stay or extended stay retreat
Newly remodeled 2nd floor space. Centrally located to major highways, downtown Springfield with the newly opened MGM casino. It's a fantastic spot in the city! Large master bedroom, second bedroom, full kitchen, claw foot bath tub, washer and dryer included. Secure parking. Extended stay is welcomed. No more than 4 people, including children. Additional fee will be charged.

Vintage Riverview Cottage
Take it easy at this unique and tranquil getaway. As you experience nature at it’s best. Located on the Connecticut River, wake up each day to breath taking views of the river, accompanied by the chirping of birds. Your experience is only Serenity. Enjoy!!!
Popular amenities for Springfield family-friendly rentals
Family-friendly home rentals with a hot tub

The Creation Station

Cozy cottage 5 minutes from UConn

Hilltown Cabin Hideaway: A River Runs Through It!

In style row house with private hot tub/pool table

Artist Cottage

Berkshire Mountain retreat with Urban eco-luxuries

HOT TUB! Dog & Family Friendly in the Berkshires!

Hadley Hay House | No Cleaning fees!
Family- and pet-friendly home rentals

South Quarter House

Serene 1-br suite on 75 acre horse property

Little House Inn - Brimmy - Private Home

Cozy Hilltown Cottage

NE Historical Mansion-pets and pet lovers welcome
Flamig Farm Staycation

Berkshire Treehouse Retreat

Guest Suite at Wisteria Gardens
Family-friendly home rentals with a pool

FROG Suite Apartment

Farm Stay with Horses & Pool | Mountaintop Views

Breathtaking home with unforgettable views & pool!

Rustic Farmette Studio w/yearround Hot Tub

1880s skylit design apt w balcony, best location

Walk to Casino with POOL+HOT TUB

Casino Wine Down House w/Pool, Game Room, Big Deck

The Getaway-HOST & Co.
When is the best time to visit Springfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 643 | ﺩ.ﺇ 588 | ﺩ.ﺇ 661 | ﺩ.ﺇ 661 | ﺩ.ﺇ 679 | ﺩ.ﺇ 716 | ﺩ.ﺇ 628 | ﺩ.ﺇ 661 | ﺩ.ﺇ 698 | ﺩ.ﺇ 698 | ﺩ.ﺇ 705 | ﺩ.ﺇ 650 |
| Avg. temp | -3°C | -1°C | 3°C | 10°C | 16°C | 20°C | 24°C | 23°C | 18°C | 12°C | 6°C | 0°C |
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- Mohegan Sun
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Taconic State Park
- Bash Bish Falls State Park
- University of Connecticut
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Dcu Center
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- Wesleyan University
- University of Massachusetts Amherst
- Clark University
- Naumkeag
- Norman Rockwell Museum
- Mount Southington Ski Area
- Hancock Shaker Village
- Massachusetts Museum of Contemporary Art





