
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 $154 NZD per night before taxes and fees

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Holyoke holiday rentals include Wi-Fi 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 spacesKitchenHeating

Separate apt, 1 mile from downtown, 1 guest only
This is a private, clean, comfortable apartment with New pillow top mattress for 1 person with separate entrance in our new home. You will have the space to yourself. We are a mile from downtown near the bike path, the mill river, and Smith college. Private bathroom with a shower; kitchen basics: fridge, microwave, toaster, teapot, pour over coffee. Wifi and smart tv. Sunny with central air in the summer warm and cozy in the winter. Walk or ride a bike to town. We’re located in Village Hill.
Indoor spacesKitchenParking

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.
Indoor spacesFamilyCondition

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.
KitchenFamilyWalkability

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!
KitchenIndoor spacesComfort

Private Farm Studio Apartment
Our farm is a quiet, 5+ acre haven one mile from the center of Easthampton and 8-12 minutes from Smith College/Northampton. It's a great base from which to explore all the restaurants, cultural and outdoor activities offered in the beautiful Pioneer Valley. The private studio apartment is on the first level of our rustic farmhouse and offers a queen bed, kitchenette, living room, and bathroom. A sofabed is available for an extra $20 fee, please request this upon booking.
Indoor spacesFamilyOutdoor spaces

The Walnut Apartment
This beautiful and sunny 1 bedroom apartment is perfect for your stay in downtown Northampton, Massachusetts. It is walking distance to the Amtrak train station, all downtown restaurants and venues. Perfect for a stay to visit Smith College. You will find the beautiful claw foot tub perfect for relaxing after a day spent in the beautiful Pioneer Valley. This fully furnished apartment has a full kitchen, full bathroom, new furnishing, queen sized bed and its own entrance.
Indoor spacesKitchenAccuracy

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.
FamilyKitchenBackyard

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.
Indoor spacesKitchenHospitality

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!
KitchenIndoor spacesNearby

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.
KitchenIndoor spacesCheckout

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
KitchenFamilyHospitality
Popular amenities for Holyoke family-friendly rentals
Family-friendly home rentals with a hot tub

In style row house with private hot tub/pool table
KitchenIndoor spacesQuiet

HOT TUB! Dog & Family Friendly in the Berkshires!
FamilyIndoor spacesBarbecue

Hadley Hay House | No Cleaning fees!
FamilyIndoor spacesLaundry

Clean and sunny house near Smith College
FamilyKitchenTV

4 BR Entire House w/Hot Tub
Indoor spacesFamilyHospitality

The Cobalt Blue Room at Smith Manor
Indoor spacesFamilyWi-Fi

Cozy cottage 5 minutes from UConn
Indoor spacesFamilyHiking

Elm Suite in front of Smith with Private Bathroom
KitchenIndoor spacesBathroom
Family- and pet-friendly home rentals

Cozy Hilltown Cottage
KitchenIndoor spacesPets

Light filled three bedroom apartment DT Florence!
Indoor spacesFamilyHiking

A Country Retreat-Enhanced Studio Apartment
FamilyKitchenAccess

The cozy clubhouse
KitchenFamilyBackyard
Flamig Farm Staycation
Indoor spacesKitchenOutdoor spaces

South Quarter House
KitchenFamilyTV

Trainmaster's Inn - Caboose
Indoor spacesFamilyPets

Serene 1-br suite on 75 acre horse property
KitchenIndoor spacesComfort
Family-friendly home rentals with a pool

Light-bathed comfort, wood + charm, right downtown
KitchenIndoor spacesNearby

Sunlit Cozy Cabin 8 Private Acres By Colleges
KitchenIndoor spacesBackyard

Cozy private apt 8 mins from UCONN - solar powered
FamilyKitchenQuiet

FROG Suite Apartment
KitchenIndoor spacesLocation

Farm Stay with Horses & Pool | Mountaintop Views
Indoor spacesFamilyHospitality

Enjoy every season the Berkshires have to offer.
KitchenFamilyWalkability

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit
KitchenIndoor spacesAccess

Close AirPort|SixFlags|Big E|Free Private Parking
Indoor spacesFamilyCleanliness
When is the best time to visit Holyoke?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $265 NZD | $261 NZD | $273 NZD | $276 NZD | $314 NZD | $282 NZD | $285 NZD | $280 NZD | $278 NZD | $282 NZD | $282 NZD | $273 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
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Portland Holiday rentals
- Jersey City Holiday rentals
- Baltimore Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
- Newport Holiday rentals
- Atlantic City Holiday rentals
- 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
- Mohawk Mountain Ski Area
- Bousquet 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
- Smith College
- Connecticut Convention Center
- Mount Southington Ski Area
- Norman Rockwell Museum
- Mount Greylock
- Mount Holyoke College





