
Family-friendly holiday 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

Little House Inn - Private House - Secluded
Reconnect with loved ones in our peaceful and cozy, family-friendly home. Our little house is situated on an acre & a half of land surrounded by wetlands and woods yet minutes from local colleges and amenities. Enjoy the beautiful night sky while relaxing by the fire pit. Or take in the woodland view from your deck with your morning coffee and yoga workout (mat provided). Deer, turkeys, bunnies, & many native birds are regular visitors. Check out our guidebook for places to eat & things to do.

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.

Foliage Lake Views from Hot Tub, Fire Pit & 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 2 families. (4 adults w/4 kids or 6 adults) 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

Cozy Hilltown Cottage
Enjoy a peaceful stay in this cozy, creative space. Set on 10 acres of gardens and woods, this cottage is perfectly located to explore Western Massachusetts - with places like MASS MoCA, Shelburne Falls, Tanglewood and Northampton all within a 30min to 1 hour drive. Upstairs is a queen bed and full bath, while downstairs features a functional kitchen, work desk, grand windows, and a living space with full sleeper sofa. We live in the main house on property but respect your privacy-see photos!

Apt near Big E, Six Flags, Bradley airport
Welcome to our charming and stylish upstairs apartment, perfect for a cozy retreat! Enjoy the privacy of having the entire space to yourself. Access the apartment directly through the back entrance, up the outdoor staircase. We're conveniently located just a 10-minute drive from Bradley International Airport. Inside, you'll find: - A comfortable bedroom with a Queen-sized bed, complete with fresh linens - A fully stocked kitchen, equipped: Pots, pans, baking dishes, etc Washer and dryer

Cozy studio loft
Home away from home! In a serene, wooded area tucked away from the road, you'll find our studio loft mother-in-law apartment. Beautiful views with wildlife often spotted. Well-lit with many windows to let in the morning light. Suitable for a change of scenery while working remotely, a brief stay between locations, or your actual destination. UConn is minutes down the road. Looking for antiques? Stafford Speedway? Mohegan Sun or Foxwoods visits? Outdoor enthusiast? This place works for all!

The Waddle on Inn
Welcome to The Waddle On Inn! Unique small farm experience meets luxury glamping and a serene paradise. We have created a farm getaway with a luxury 5th wheel with all the familiar comforts of home including wifi, smart TV, a screened in pavilion for you to enjoy your meals, our hilarious flock of ducks and goats for your entertainment! There are even fresh duck eggs for purchase as a take home souvenir! Relax, unwind, and Waddle On Inn! *Sunday check in time is 5pm all other days is 4pm*

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!

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.

Farm Fresh Feeding Hills
Private in-law suite attached like a garage. Best view in the house overlooking the pond, ducks, goats, horses, & mtn. 1 Bedroom, small shower stall bath, combo kit/lvg room and a screened porch. Approx. 600 sq ft. ttl. The space is perfect for 2 people, ok for 4 and a squeeze for 6 people. Only a few miles to The Big E, 6 Flags, MGM Casino, BB Hall of Fame & Dr. Suess. 20 ish min to Hartford Int. Airport, 30 ish to Htfd & 40 ish north to 5 college area.

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

Sweet suite, walk to town tout suite!

Cozy Lakefront Cottage w/Swim Spa & Firepit

Cozy cottage 5 minutes from UConn

Romantic Getaway at The Lake!

Peaceful Oasis steps from Mohegan Sun

Cozy Getaway | Pet Friendly | Litchfield Cty

Clean and sunny house near Smith College

Onomea Farm
Family- and pet-friendly home rentals

Trainmaster's Inn - Caboose

Light filled three bedroom apartment DT Florence!

Private Cozy Suite, 0 Fees, Easy CheckIn, EV Plug

2 BR LR 1BA Private In-Law Suite with Home Theater

The cozy clubhouse

The Little Red Schoolhouse ~ Circa 1877

South Quarter House

Quiet bright & sunny 2 bedroom apartment w/ porch
Family-friendly home rentals with a pool

Charming Guest Cottage with Modern Amenities

Breathtaking home with unforgettable views & pool!

Restored 1735 Granary I King Bed + Views & Pool

Affordable In-Law Apartment in Brooklyn, CT

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit

Enjoy every season the Berkshires have to offer.

In-law Apartment, Full Kitchen, Near Mt Wachusetts

Mountaintop Horse Farm with Pool
When is the best time to visit Springfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $310 NZD | $306 NZD | $312 NZD | $310 NZD | $320 NZD | $320 NZD | $303 NZD | $319 NZD | $336 NZD | $315 NZD | $303 NZD | $310 NZD |
| 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 holiday rentals that are family-friendly in Springfield

Total holiday rentals
Explore 100 holiday rentals in Springfield

Nightly prices starting at
Springfield holiday rentals start at $124 NZD per night before taxes and fees

Verified guest reviews
Over 3,840 verified reviews to help you choose

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
100 of Springfield holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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 Massachusetts
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- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- TPC River Highlands
- Brownstone Adventure Sports Park
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Bushnell Park
- Brimfield State Forest
- Taconic State Park
- Norman Rockwell Museum
- Bigelow Hollow State Park
- Wintonbury Hills Golf Course
- Sleeping Giant State Park
- Mount Sugarloaf State Reservation
- Mount Southington Ski Area
- Bright Nights at Forest Park
- Bousquet Mountain Ski Area
- Dinosaur State Park
- Talcott Mountain State Park
- Mount Tom State Reservation
- Hartford Golf Club




