
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

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!

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.

Peaceful Snowy Lake Views from Private Hot Tub
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

Modern 3BR Near Six Flags, MGM Casino & Museums
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.

Water Forest Retreat -Octagon
Water Forest retreat is a very private 122ft.² electrified and heated cedar octagon next to a brook on 56 acres of forest with a pond, waterfall, marsh and hiking trails. Cozy up in this quiet comfortable space while listening to Goldmine brook while you sleep. Fire pit, heated outhouse with composting toilet, outdoor dining area, brook, pond and trail head are just steps away. We also have a TREE HOUSE and HIKER’S HAVEN house by the brook. Please click on our profile picture to read more.

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.

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.

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!
Popular amenities for Springfield family-friendly rentals
Family-friendly home rentals with a hot tub

Sweet suite, walk to town tout suite!

Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away

Cozy cottage 5 minutes from UConn

Romantic Getaway at The Lake!

Hadley Hay House | No Cleaning fees!

In style row house with private hot tub/pool table

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

The Red Cabin-Secluded Getaway with backyard Brook
Family- and pet-friendly home rentals

Staying at Ten Hillcrest

Carriage house with Chef's Kitchen, close to town

Light filled three bedroom apartment DT Florence!

Peaceful Cabin in the Woods

Clean/Spacious 1 bedroom house! (w/parking & yard)

The Writer's Retreat: A Sweetwater Stay

Private Woodland Sanctuary—3 mins to a lake beach!

Blackberry Cottage
Family-friendly home rentals with a pool

Cedar Ridge: House

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit

59 Old Maids Lane pool house

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

In-law Apartment, Full Kitchen, Near Mt Wachusetts

1880s bright sun+design in best downtown location

Mountaintop Horse Farm with Pool

Hollywood Bungalow in the Berkshires #C0191633410
When is the best time to visit Springfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$36,555 GYD | G$36,137 GYD | G$36,763 GYD | G$36,555 GYD | G$37,808 GYD | G$37,808 GYD | G$35,719 GYD | G$37,599 GYD | G$39,688 GYD | G$39,688 GYD | G$40,106 GYD | G$36,972 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 100 vacation rentals in Springfield

Nightly prices starting at
Springfield vacation rentals start at G$12,533 GYD per night before taxes and fees

Verified guest reviews
Over 3,870 verified reviews to help you choose

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
100 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
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Mohegan Sun
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Taconic State Park
- Mount Southington Ski Area
- Sleeping Giant State Park
- Ski Sundown
- Norman Rockwell Museum
- Berkshire Botanical Garden
- Naumkeag
- Hancock Shaker Village
- Dcu Center
- Wesleyan University
- University of Connecticut
- Devil's Hopyard State Park
- Mount Greylock
- Smith College




