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

Total holiday rentals
Explore 40 holiday rentals in Holyoke

Nightly prices starting at
Holyoke holiday rentals start at $115 SGD per night before taxes and fees

Verified guest reviews
Over 3,180 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Holyoke holiday rentals include wifi access

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

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

Mill River Cottage (pet friendly!)
Welcome to our peaceful and unique urban farm cottage. We are located in historic Florence, Massachusetts (a part of Northampton). While our place is no longer a working farm, the cottage was created many years ago to support the main dwelling. It has been modernized to offer every comfort while maintaining its cozy aesthetic. Free parking & lighted access to the cottage. The cottage is a private space where you can come and go as you please. Relax and unwind or head out to explore the area!
Indoor spacesKitchenCleanliness
4.99 out of 5 average rating, 444 reviews
The Floating Library: private hiker's hideaway
Spacious enough for a small family, cozy enough for a couple, a perfect alternative to a hotel, for exploring New England, or holing up to finish that book (reading or writing). TFL is a welcoming, above the garage in-law suite with a private entrance, full kitchen, full bath, laundry room, and lots of magical touches that will make your stay comfortable, unique and memorable. The location is right at the foot the hiking trails of Mt. Tom, a 20 min walk to idyllic downtown Easthampton.
FamilyKitchenWalkability
4.93 out of 5 average rating, 322 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.
KitchenFamilyHospitality
4.97 out of 5 average rating, 497 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!
FamilyKitchenNearby
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!
FamilyKitchenLong stay
4.94 out of 5 average rating, 217 reviews
Vintage 3BR Farmhouse | Near Town + Mount Holyoke
Enjoy the charm of an 1875 farmhouse with modern comforts in this spacious 3-bedroom, 2-bath suite on the first floor! Renovated throughout, the space offers a bright living room, full kitchen, and peaceful bedrooms. Relax on the wrap-around porch or stroll to Mount Holyoke College (less than 500 meters) and Village Commons for a peaceful afternoon. Perfect for family getaways or visiting nearby colleges with Amherst and Northampton just a short 20 minute drive away.
Indoor spacesFamilyLayout
4.94 out of 5 average rating, 224 reviews
In style row house with private hot tub/pool table
You must be thoughtful of the neighbors no loud music!!! Amazing, fully remodeled home with a huge deck, hot tub (365), pool table and sun porch with electric fireplace. Three large bedrooms with plenty of sleeping space. Chef's kitchen with ample counter-space, gas range and breakfast bar. Conveniently located, the house sits 1/2 block from the beautiful pond, steps from the E bikes and rail trail, dozens of bars/restaurants, across the street from Williston campus.
Indoor spacesFamilyDecor
4.86 out of 5 average rating, 371 reviews
Cozy Haven: Convenience & Charm
Welcome to our charming Florence, Massachusetts Airbnb! Only 10 minutes from downtown Northampton, our newly renovated property blends comfort, convenience, and natural beauty. Our location provides swift access to Northampton's vibrant heart. Within a 10-minute drive, you'll be amid bustling streets with eclectic shops, superb dining, and a lively arts scene. Explore boutiques, galleries, and cafes that define Northampton's creative and entertaining spirit.
KitchenFamilyBreakfast
4.99 out of 5 average rating, 275 reviews
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!
Indoor spacesKitchenWifi
4.84 out of 5 average rating, 279 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.
FamilyKitchenCheck-in
4.96 out of 5 average rating, 149 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
FamilyIndoor spacesParking
4.83 out of 5 average rating, 115 reviews
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? 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
Indoor spacesFamilyNearby
4.93 out of 5 average rating, 585 reviewsPopular amenities for Holyoke family-friendly rentals
Family-friendly home rentals with a hot tub

Clean and sunny house near Smith College
Indoor spacesKitchenAccuracy
4.94 out of 5 average rating, 298 reviews
Lake Views from Deck Fire Pit & Hot Tub 4 Kayaks
Indoor spacesFamilyAmenities
4.98 out of 5 average rating, 168 reviews
Elm Suite in front of Smith with Private Bathroom
KitchenFamilyAmenities
4.89 out of 5 average rating, 162 reviews
4 BR Entire House w/Hot Tub
KitchenFamilyOutdoor spaces
4.99 out of 5 average rating, 110 reviews
Serene Modern Country Cottage near Amherst Center
KitchenIndoor spacesParking
4.96 out of 5 average rating, 123 reviews
HOT TUB! Dog & Family Friendly in the Berkshires!
KitchenIndoor spacesLocation
4.94 out of 5 average rating, 135 reviews
Hadley Hay House | No Cleaning fees!
FamilyIndoor spacesHospitality
4.96 out of 5 average rating, 168 reviews
Long Mountain Suite W/Hot tub
Indoor spacesFamilySolo travel
4.8 out of 5 average rating, 158 reviewsFamily- and pet-friendly home rentals

South Quarter House
KitchenIndoor spacesLong stay
4.97 out of 5 average rating, 310 reviews
Tiny House Farm Retreat: Mountain Views, Fire pit
FamilyKitchenLayout
4.98 out of 5 average rating, 308 reviewsFlamig Farm Staycation
FamilyKitchenLayout
4.96 out of 5 average rating, 559 reviews
Charming retro retreat with vintage soaking tub
Indoor spacesFamilyCheck-in
5.0 out of 5 average rating, 157 reviews
The Suprenant House
FamilyIndoor spacesComfort
5.0 out of 5 average rating, 185 reviews
Serene 1-br suite on 75 acre horse property
KitchenIndoor spacesCleanliness
4.98 out of 5 average rating, 174 reviews
Garden Apartment in Northampton
Indoor spacesKitchenLocation
4.99 out of 5 average rating, 150 reviews
The Walnut Apartment
Indoor spacesKitchenCheck-in
4.91 out of 5 average rating, 113 reviewsFamily-friendly home rentals with a pool

1880s bright sun+design in best downtown location
FamilyKitchenBathroom
4.97 out of 5 average rating, 418 reviews
Sunlit Cozy Cabin 8 Private Acres By Colleges
KitchenFamilyGetting around
4.96 out of 5 average rating, 324 reviews
Close AirPort|SixFlags|Big E|Free Private Parking
FamilyIndoor spacesHospitality
4.9 out of 5 average rating, 105 reviews
Farm Stay with Horses & Pool | Mountaintop Views
FamilyIndoor spacesCleanliness
4.97 out of 5 average rating, 142 reviews
Berkshires Lodge | Pool, Hot Tub & Fire Pit
Indoor spacesFamilyCondition
4.87 out of 5 average rating, 117 reviews
FROG Suite Apartment
FamilyIndoor spacesComfort
4.99 out of 5 average rating, 344 reviews
Enjoy every season the Berkshires have to offer.
FamilyIndoor spacesAir conditioning
4.96 out of 5 average rating, 134 reviews
Cozy private apt 8 mins from UCONN - solar powered
Indoor spacesKitchenHot tub
4.95 out of 5 average rating, 244 reviewsWhen is the best time to visit Holyoke?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $198 SGD | $195 SGD | $204 SGD | $207 SGD | $235 SGD | $211 SGD | $213 SGD | $209 SGD | $208 SGD | $211 SGD | $211 SGD | $204 SGD |
| 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
- New York Holiday rentals
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- Portland Holiday rentals
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- Baltimore Holiday rentals
- Mont-Tremblant Holiday rentals
- Atlantic City Holiday rentals
- Salem Holiday rentals
- 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
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Mohawk Mountain Ski Area
- 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
- Hancock Shaker Village
- Mount Holyoke College
- Naismith Memorial Basketball Hall Of Fame





