
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.

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 spacesKitchenBathroom

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.
FamilyKitchenHospitality

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.
FamilyKitchenWalkability

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!
FamilyKitchenAccess

AirbytheStream waterfront, private, clean and cozy
Beautiful private camper with outdoor deck on the water. All the creature comforts but half the price. Very private yet 15 minutes to Northampton or Easthampton. Kitchen sink, 2 burner stove, refrigerator, toilet and shower, one queen bed and twin bunk beds, dinette can also turn into a bed. Pots and pans, silverware and cooking utensils are provided. Camper has power and water as well as heat and air conditioning. There is a Blackstone griddle for outdoor cooking.
FamilyKitchenPets

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.
KitchenIndoor spacesSleep quality

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 spacesFamilyAccuracy

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.
KitchenFamilyBack garden

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 spacesKitchenSleep quality

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
KitchenIndoor spacesBathroom

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.
KitchenIndoor spacesHiking

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.
Indoor spacesKitchenWifi
Popular amenities for Holyoke family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy cottage 5 minutes from UConn
FamilyIndoor spacesGetting around

Luxe Bolton Lake
FamilyKitchenAccuracy

Hadley Hay House | No Cleaning fees!
FamilyKitchenBack garden

4 BR Entire House w/Hot Tub
KitchenFamilyCleanliness

The Cobalt Blue Room at Smith Manor
FamilyKitchenCheckout

Hilltown Cabin Hideaway: A River Runs Through It!
FamilyIndoor spacesHot tub

In style row house with private hot tub/pool table
FamilyIndoor spacesTV

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

Trainmaster's Inn - Caboose
FamilyKitchenCleanliness

Light filled three bedroom apartment DT Florence!
FamilyKitchenWifi

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

Mill River Cottage (pet friendly!)
KitchenIndoor spacesLocation

The cozy clubhouse
Indoor spacesKitchenValue
Flamig Farm Staycation
FamilyKitchenGetting around

South Quarter House
FamilyIndoor spacesBiking

The Walnut Apartment
Indoor spacesFamilySolo travel
Family-friendly home rentals with a pool

Cozy private apt 8 mins from UCONN - solar powered
KitchenFamilyCheck-in

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

Sunset Ridge
KitchenIndoor spacesDecor

Ezekiel's Palace 24th
FamilyIndoor spacesCleanliness

Enjoy New England weather and comforts of home!
FamilyIndoor spacesBack garden

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit
KitchenIndoor spacesBack garden

Enjoy every season the Berkshires have to offer.
Indoor spacesKitchenQuiet

Farm Stay with Horses & Pool | Mountaintop Views
FamilyKitchenAir conditioning
When is the best time to visit Holyoke?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $199 SGD | $196 SGD | $205 SGD | $207 SGD | $236 SGD | $211 SGD | $214 SGD | $210 SGD | $209 SGD | $211 SGD | $211 SGD | $205 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 City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Mont-Tremblant Holiday rentals
- Atlantic City Holiday rentals
- Newport 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
- Bash Bish Falls State Park
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Dcu Center
- Wesleyan University
- University of Massachusetts Amherst
- Clark University
- Naumkeag
- Mount Southington Ski Area
- Massachusetts Museum of Contemporary Art
- Norman Rockwell Museum
- Connecticut Convention Center
- Mount Greylock
- Hancock Shaker Village
- Mount Holyoke College
- Berkshire Botanical Garden
- Naismith Memorial Basketball Hall Of Fame





