
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

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!

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit
Oversized 1800sf apartment is a 2-story unit, front half of a 200-year-old former schoolhouse in Enfield's historic district. The antique colonial is set up as a side-by-side duplex with private apartment occupying the front 1/2 of house & the owner's unit in the back with a separate driveway entrance & door. EXTRAS: ❋ PRIVATE USE OF POOL & PATIO ❋ KEYCODE CHECK-IN ANYTIME ❋ COFFEE/TEA BAR WITH EVERYTHING NEEDED ❋ POPCORN MACHINE, SNACKS & DRINKS ❋ 4 TVs: YOUTUBE TV, MAX, NETFLIX, WIFI

Just Be Cabin
Small, rustic cabin in the woods behind our home. The cabin has electricity, but no running water. Drinking and cooking water are provided from a hand pumped container. The cabin is a beautiful place to slow down, connect to nature and one's self. If you love to camp, you will love the cabin. It is the perfect locale for a personal retreat. We are happy to arrange a yoga class at our home studio as well. It is like a tree house, where all are welcome to come, simplify life and just be.

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

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.

Lovely 1 Bedroom w private entrance
Ground floor apartment with private entrance and parking on a quiet circle road. The apartment includes a "mini kitchen" with microwave, small fridge with freezer, and some kitchen basics. The unit also includes a washer and dryer! Recently renovated private bathroom. Very centrally located, 15 mins from Downtown Northampton and Springfield, 20 minutes to Amherst, central to all area colleges, and 1 hour from the beauty of the Berkshires! All are welcome!

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.

Enjoy a Farm Stay without the Work
This 3-room one-story apartment with private entrance is attached to the main 1850 farmhouse and also has that older farm charm. Only 10 minutes to Interstate 84 and midway between New York City and Boston, this location allows for ease of access to experiences in the northeast. The property is set back from the state road (Route 89) and allows for relaxed living on a beautiful farm bordered by stone walls and wooded area behind.

Cozy private apt 8 mins from UCONN - solar powered
Relax & unwind in this amply sized private studio suite, complete with large seating/tv area & study/desk space. Space comes w/ 2 beds (1 queen, 1 full sized pull out futon couch) a full private bath, mini-fridge, cooktop, microwave, dishware, & utensils. Beautiful rural wooded area with numerous hiking trails nearby. Longer term rentals may be considered starting from Summer of 2025

3BR Pet friendly near Hospitals,Six Flags, Big E
Welcome to our newly renovated, pet-friendly 3-bedroom apartment on the second floor! This cozy and modern space is perfect for families, friends, and pet lovers looking for a comfortable stay. Relax in the spacious bedrooms, cook in the fully equipped kitchen, and enjoy a warm, homey atmosphere. Your furry friends are always welcome in our pet-friendly haven!
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!

Hilltown Cabin Hideaway: A River Runs Through It!

In style row house with private hot tub/pool table

Cozy Getaway | Pet Friendly | Litchfield Cty

Scenic Lake Views from Private Hot Tub
Family- and pet-friendly home rentals

Tiny House Farm Retreat: Mountain Views, Fire pit

Your home away from home for Comfort & Convenience

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

In-law apartment in Farmington River Cottage

The cozy clubhouse

The Little Red Schoolhouse ~ Circa 1877

Private Guest House Downtown Noho

Premium Private Suite • Entry • Wrkspace • Parking
Family-friendly home rentals with a pool

Charming Guest Cottage with Modern Amenities

Light-bathed comfort, wood + charm, right downtown

Triggers Cabin

The Vacay Villa

Peaceful Oasis steps from Mohegan Sun

Enjoy every season the Berkshires have to offer.

59 Old Maids Lane pool house

mid century ranch style house on farmland
When is the best time to visit Springfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $239 CAD | $236 CAD | $241 CAD | $239 CAD | $247 CAD | $247 CAD | $234 CAD | $246 CAD | $260 CAD | $243 CAD | $234 CAD | $239 CAD |
| 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 $96 CAD per night before taxes and fees

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

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
100 of Springfield vacation rentals include wifi 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
Destinations to explore
- Plainview Vacation rentals
- New York City Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- The Hamptons Vacation rentals
- Rentals with breakfast Springfield
- Rentals with outdoor seating Springfield
- Apartment rentals Springfield
- Rentals with a washer and dryer Springfield
- Pet-friendly rentals Springfield
- Rentals with a firepit Springfield
- Bed and breakfasts Springfield
- Rentals with a fireplace Springfield
- House rentals Springfield
- Rentals with a patio Springfield
- Family-friendly rentals Hampden County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- TPC River Highlands
- Brownstone Adventure Sports Park
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Kent Falls State Park
- Bushnell Park
- Brimfield State Forest
- Norman Rockwell Museum
- Bousquet Mountain Ski Area
- Sleeping Giant State Park
- Mount Southington Ski Area
- Bright Nights at Forest Park
- Taconic State Park
- Mohawk Mountain Ski Area
- Wintonbury Hills Golf Course
- Bigelow Hollow State Park
- Butternut Ski Area and Tubing Center
- Talcott Mountain State Park
- Mount Sugarloaf State Reservation
- Beartown State Forest




