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

Total holiday rentals
Explore 30 holiday rentals in Chicopee

Nightly prices starting at
Chicopee holiday rentals start at $153 NZD per night before taxes and fees

Verified guest reviews
Over 1,750 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Chicopee holiday rentals include Wi-Fi access

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

4.7 Average rating
Chicopee stays receive an average rating of 4.7 out of 5 from guests
Top-rated family-friendly rentals in Chicopee
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Boho Inspired Home in Holyoke
Welcome to our humble abode, please make yourself comfortable. Our apartment is a spacious, yet cozy 2 bedroom with close access to I91 & I90 and amenities. We have poured our passion for comfort yet stylish living into this freshly renovated space. We are a short walk to Community Field and Anniversary Hill where historic Scotts Tower is located, as well delicious Nick's Nest, and Holyoke Hospital. A short drive to wedding venues, biking/hiking trails, hospitals,and college/university campuses

Serene 1-br suite on 75 acre horse property
Escape to a peaceful 1-bedroom suite on a beautiful 75-acre horse property. Tucked into the woods 1/3 mile from the main road, enjoy privacy, scenic nature trails, and views of up to 20 horses grazing in the pastures outside your windows. Relax in the guest gazebo with front-row views of the horses, perfect for morning coffee or unwinding outdoors. Enjoy a private entrance, dedicated workspace, and high-speed WiFi. Conveniently near Amherst, UMass, Smith, and Mount Holyoke Colleges.

Tiny House Farm Retreat: Mountain Views, Fire pit
The Tiny House at Milestone Farm is a cozy farm retreat loaded with modern conveniences. Designed as a romantic escape for couples to relax and enjoy the tranquility of the farmlands while viewing the beautiful Holyoke range. Take in the amazing views and watch the many facets of commercial farming during the growing season. Create your own menu using our fully stocked kitchen. Meat and seasonal produce available for purchase in our farmstand. Minutes from the center of Northampton.

Close AirPort|SixFlags|Big E|Free Private Parking
Escape to Pineside Retreat in Enfield, CT—a tranquil haven blending comfort and nature. Conveniently located 20 minutes from Bradley Airport and MGM Springfield Casino, 15 minutes from Six Flags, 22 minutes from Holyoke Mall, 5 minutes from Scantic River State Park, and 10 minutes from Windsor Locks Canal State Park. Perfect for professionals or adventurers seeking relaxation in a cozy, rustic-modern retreat. Per-person pricing. Please select the correct number of guests when booking.

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!

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!

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.

Peaceful 1BR | Private Two-Story Retreat Near MHC
Enjoy this private, two-story 1-bedroom, 1-bath suite in a beautifully renovated vintage house! With a full kitchen, cozy living room, and upstairs bedroom and bath, it’s perfect for individuals, couples or small families. Relax inside in a peaceful space, walk to Mount Holyoke College and Village Commons, or explore nearby Amherst and Northampton (less than 20 minutes away). Contactless self check-in and convenient parking makes your stay easy!

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.

Treehouse - Countryside - Farm Animals - Fire Pit
Escape to the stars in the Private Treehouse nestled among the trees at Bluebird Farm Connecticut. Amenities: ● 100+ Mbps Wi-Fi | Outdoor Fire Pit | Indoor Fireplace ● Interaction w/ Farm Animals | Year-Long Running Water (Sink/Shower) ● Kitchenette | AC in Unit | Free Coffee | Board Games | Books Drive To UCONN (10 Mins) | Hartford (30 Mins) | Boston (1 Hour) | NYC (2.5 Hours)

Sunny Peaceful Home
This is a home-away-from-home! The space includes a full kitchen, laundry, wireless Internet, a queen-size bed, and more. Located in a safe, quiet, residential neighborhood, there is a river out back for swimming and many books and toys in the apartment if you're traveling with small children. You'll also have a beautiful view of the river from the 2nd-floor back deck!
Popular amenities for Chicopee family-friendly rentals
Family-friendly home rentals with a hot tub

Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away

Cozy cottage 5 minutes from UConn

Luxe Bolton Lake

Hadley Hay House | No Cleaning fees!

The Cobalt Blue Room at Smith Manor

4 BR Entire House w/Hot Tub

In style row house with private hot tub/pool table

Lake Views from Hot Tub Propane Fire Pit 4 Kayaks
Family- and pet-friendly home rentals

Light filled three bedroom apartment DT Florence!

Berkshires Cottage by Lake. Year Round Adventures.

Cedar Wet Room w Soaking Tub

Little House Inn - Brimmy - Private Home

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

Mill River Cottage (pet friendly!)

The Little Red Schoolhouse ~ Circa 1877
Flamig Farm Staycation
Family-friendly home rentals with a pool

Cozy private apt 8 mins from UCONN - solar powered

Breathtaking home with unforgettable views & pool!

Light-bathed comfort, wood + charm, right downtown

The Creation Station

Triggers Cabin

Enjoy every season the Berkshires have to offer.

Stunning Views, Bucolic Bliss in 1790s Farmhouse

mid century ranch style house on farmland
When is the best time to visit Chicopee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $264 NZD | $261 NZD | $267 NZD | $274 NZD | $293 NZD | $283 NZD | $247 NZD | $264 NZD | $274 NZD | $274 NZD | $278 NZD | $272 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 |
Destinations to explore
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- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Taconic State Park
- University of Connecticut
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Dcu Center
- Ski Sundown
- Wesleyan University
- University of Massachusetts Amherst
- Clark University
- Naumkeag
- Massachusetts Museum of Contemporary Art
- Norman Rockwell Museum
- Mount Southington Ski Area
- Connecticut Convention Center
- Mount Greylock
- Devil's Hopyard State Park





