
Family-friendly vacation rentals in Springfield
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Springfield
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

The Creation Station
Welcome to The Creation Station. I am your host John. The Creation Station was built with love and care by me with my friends and family. Amenities? Update! We just installed an 8 person hot tub! Plus our pool, jacuzzi tub, projector, giant deck and a stage with sound system, drums amps and karaoke input. The most unique amenity though is The Enchanted Forest. A lit trail surrounding the property. Fun for kids of all ages! Please let me know how I can make your stay amazing. See you soon! John

Cider House Cottage
Antique guest cottage on a becountry farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub

Serene 1-br suite on 75 acre horse property
Find your peaceful retreat in our 1-bedroom suite, situated on a serene 75-acre horse property with scenic nature trails. Enjoy a private entrance, dedicated workspace, and complimentary high-speed WiFi, making it an ideal haven for remote workers. Take in the picturesque views of our horse pastures, with up to 20 horses, right from your windows. Our property is nestled in the woods, about 1/3 mile from the main road. Located near Amherst, Hampshire, UMass, Smith, and Mt. Holyoke colleges.

Lake Views from Hot Tub 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

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.

Spacious Apartment! Easy on & off of I-91 & I-90
Located off of Northampton St. this 2nd floor apartment is close to I-91, I-90 & 391 making for quick & easy travel! There is a beautiful park up the street including a playground, hiking trails and dog park. The Holyoke Mall is located nearby and there is a Walgreens 0.3 miles away. Free street parking. This apartment has one queen bed, two twin beds & a futon in the sun-room if needed for extra guests. This is a private apartment with kitchen, laundry and bathroom all to yourself!

Bedroom Forest View I Sauna I Fire-pit I Trails
Escape to a secluded custom built tiny house nestled amongst old pines and the Umpachene River. Inside, rustic charm meets modern comfort with 2 lux queen-sized beds, a well-equipped kitchen and bathroom, a massive bedroom forest view and a private sauna. Outside the home you can find a cozy fire-pit, trails that lead down to the river, and a dining table for all your meals. Go out for a day of hiking and exploring, and come back to unwind to sounds of nature.

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.

Cozy Brick House in Chicopee
Relax with the whole family at this peaceful place to stay. The unit is part of a two family duplex house. You and your family will have the entire unit to yourselves. There are two bedrooms with queen size beds, a living room, kitchen, bathroom, and laundry room. The living room has a TV, fireplace, and Netflix. There is also a fenced in back yard with a patio and outdoor dining area as well as a firepit. The house is also pet-friendly.

NE Historical Mansion-pets and pet lovers welcome
Enjoy seamless check-in and a private 1,000 sq ft space on the third floor of our historic Victorian home. Includes 2 bedrooms, bathroom, open hallway, and a combined living/dining/kitchenette area (no sink). Pet-friendly, updated, and comfortable year-round. Accessed via the back staircase; only the entry/hallway is shared. 3rd and Top floor is strictly for guests only. Just 5 min to I-91 and Pike, 15 min to Northampton 15 min to Big E.

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.

Hilda’s Riverside Retreat
Amazing Newly renovated Airbnb! Nestled along the meandering, Connecticut River, beautiful veiw! “Just what the doctor ordered”. And just a stone’s throw away from Downtown Springfield, MGM and Hartford. Whether you are visiting the Knowledge Corridor to visit any of the 30+ universities and liberal arts colleges, business or pleasure, This waterfront property is cozy and offers every amenity you left at home!
Popular amenities for Springfield family-friendly rentals
Family-friendly home rentals with a hot tub

Breathtaking home with unforgettable views & pool!

Cozy private apt 8 mins from UCONN - solar powered

Sweet suite, walk to town tout suite!

Hadley Hay House | No Cleaning fees!

The Cobalt Blue Room at Smith Manor

Hilltown Cabin Hideaway: A River Runs Through It!

In style row house with private hot tub/pool table

Norbrook Farm ~ Rustic farmhouse w/ pond & trails
Family- and pet-friendly home rentals

Staying at Ten Hillcrest

Water Forest Retreat -Octagon

Light filled three bedroom apartment DT Florence!

Peaceful Cabin in the Woods

Cozy Private Lake Q Retreat

Berkshires Cottage by Lake. Year Round Adventures.

Spacious 3 Bedroom Ranch With Office

Mill River Cottage (pet friendly!)
Family-friendly home rentals with a pool

Cedar Ridge: House

Charming apartment with breathtaking view!

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit

Enjoy every season the Berkshires have to offer.

Casino Stay & Play House w/Hot Tub, Game Room

mid century ranch style house on farmland

1880s skylit design apt w balcony, best location

Farm Stay with Horses & Pool | Mountaintop Views
When is the best time to visit Springfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$36,599 GYD | G$36,181 GYD | G$36,808 GYD | G$36,599 GYD | G$37,854 GYD | G$37,854 GYD | G$35,763 GYD | G$37,645 GYD | G$39,736 GYD | G$39,736 GYD | G$40,155 GYD | G$37,018 GYD |
| 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 |
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 G$14,640 GYD per night before taxes and fees

Verified guest reviews
Over 4,030 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
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- Family-friendly rentals United States
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Mohegan Sun
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Taconic State Park
- Mohawk Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Mount Southington Ski Area
- Ski Sundown
- University of Connecticut
- Norman Rockwell Museum
- Naumkeag
- Dcu Center
- Berkshire Botanical Garden
- Hancock Shaker Village
- Wesleyan University
- Devil's Hopyard State Park
- Clark University





