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

Total holiday rentals
Explore 20 holiday rentals in West Springfield

Nightly prices starting at
West Springfield holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 680 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of West Springfield holiday rentals include wifi access

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

4.8 Average rating
West Springfield stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated family-friendly rentals in West Springfield
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Renovated Pet-Friendly 3BR Near Six Flags & Big E
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.
4.91 out of 5 average rating, 142 reviews
Lake Views from Deck Fire Pit & Hot Tub 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
4.98 out of 5 average rating, 168 reviews
Light filled three bedroom apartment DT Florence!
Open floor plan duplex with beautiful back yard that has a patio, dog run, chickens, grill, fire pit, and fruit trees! One block from the corner store and the Pie Bar. If you enjoy cycling the bike path abuts the back of the property! Quiet neighborhood, pet and kid friendly one block from downtown Florence. Look Park is a mile down the bike path. Plenty to do if the weather is not cooperating. Fully appointed kitchen to make cookies, home made ice cream, plenty of games and records.
4.97 out of 5 average rating, 496 reviews
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!
4.92 out of 5 average rating, 225 reviews
Bright and cozy 3 bedroom apartment in Chicopee
Your family will love this spacious, beautifully updated apartment with private access. A friendly, walkable neighborhood, just a block from Elms College Campus. Szot Park and Chicopee Center. A few blocks from Baystate Medical Center. Nine minutes from Downtown Springfield (MGM Casino, Basketball Hall of Fame, Dr. Seuss Museum, and more!). Within less than 30 minutes of Six Flags, Bradley Airport, Downtown Hartford. Less than 1 hour from the scenic Berkshires and so much more!
4.94 out of 5 average rating, 217 reviews
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.
4.89 out of 5 average rating, 1054 reviews
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
4.94 out of 5 average rating, 108 reviews
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.
4.96 out of 5 average rating, 148 reviews
South Quarter House
Built in the early 1800s, our renovated farm house can accommodate families and friends comfortably. This 1600 square foot home can keep everyone together: three large bedrooms upstairs and an optional fourth downstairs. Large backyard and deck made for outside fun. Two full bathrooms, laundry, large farm table with seating for 10, and a full kitchen. Plenty of options for hiking at or near the house. (Sorry, we are not able to host weddings.)
4.97 out of 5 average rating, 310 reviews
Sunny Serenity in the Highlands
Our space offers a Boho atmosphere while offering the amenities you may desire away from home. With private work spaces, high speed Wi-Fi, and a peaceful location, remote work is well suited! Quick access to I91 & I90 and short walk to Community Field , Anniversary Hill, historic Scotts Tower, as well delicious Nick's Nest, and Holyoke Hospital. A short drive to wedding venues, biking/hiking trails, hospitals,and college/university campuses
4.83 out of 5 average rating, 114 reviews
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.
4.81 out of 5 average rating, 322 reviews
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.
4.97 out of 5 average rating, 259 reviewsPopular amenities for West Springfield family-friendly rentals
Family-friendly home rentals with a hot tub

4 BR Entire House w/Hot Tub
4.99 out of 5 average rating, 110 reviews
The Cobalt Blue Room at Smith Manor
4.88 out of 5 average rating, 199 reviews
Clean and sunny house near Smith College
4.94 out of 5 average rating, 298 reviews
The Creation Station
4.93 out of 5 average rating, 585 reviews
The Farmhouse - Hot tub eclectic farmhouse 3 br
4.86 out of 5 average rating, 692 reviews
HOT TUB! Dog & Family Friendly in the Berkshires!
4.94 out of 5 average rating, 135 reviews
Luxe Bolton Lake
4.99 out of 5 average rating, 186 reviews
Onomea Farm
4.96 out of 5 average rating, 132 reviewsFamily- and pet-friendly home rentals

Elegant 3BR Longmeadow Home| Sauna| Near Big E
4.78 out of 5 average rating, 256 reviews
The Little Red Schoolhouse ~ Circa 1877
4.87 out of 5 average rating, 261 reviews
Mill River Cottage (pet friendly!)
4.99 out of 5 average rating, 443 reviews
Trainmaster's Inn - Caboose
4.94 out of 5 average rating, 142 reviews
A Tranquil Getaway Wrapped in Island Vibes
4.92 out of 5 average rating, 110 reviews
Serene 1-br suite on 75 acre horse property
4.98 out of 5 average rating, 174 reviews
The Suprenant House
5.0 out of 5 average rating, 185 reviews
Berkshires Cottage by Lake. Year Round Adventures.
4.95 out of 5 average rating, 320 reviewsFamily-friendly home rentals with a pool

Close AirPort|SixFlags|Big E|Free Private Parking
4.9 out of 5 average rating, 105 reviews
1880s bright sun+design in best downtown location
4.97 out of 5 average rating, 418 reviews
Farm Stay with Horses & Pool | Mountaintop Views
4.97 out of 5 average rating, 142 reviews
FROG Suite Apartment
4.99 out of 5 average rating, 344 reviews
Enjoy every season the Berkshires have to offer.
4.96 out of 5 average rating, 134 reviews
Sunlit Cozy Cabin 8 Private Acres By Colleges
4.96 out of 5 average rating, 324 reviews
Cozy private apt 8 mins from UCONN - solar powered
4.95 out of 5 average rating, 243 reviews
Stunning Views, Bucolic Bliss in 1790s Farmhouse
4.93 out of 5 average rating, 213 reviewsDestinations to explore
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- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- University of Connecticut
- Taconic State Park
- Kent Falls State Park
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Mohawk Mountain Ski Area
- Sleeping Giant State Park
- Dcu Center
- Ski Sundown
- Clark University
- Wesleyan University
- Naumkeag
- University of Massachusetts Amherst
- Norman Rockwell Museum
- Mount Southington Ski Area
- Massachusetts Museum of Contemporary Art
- Mount Greylock
- Devil's Hopyard State Park





