
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 $127 AUD 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.

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.
KitchenFamilyValue

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.
KitchenFamilyCondition

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!
Indoor spacesFamilyLaundry

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.
Indoor spacesKitchenCondition

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 spacesFamilyBarbecue

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 spacesFamilyBiking

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!
KitchenFamilyAir conditioning

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 spacesSleep quality

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
KitchenIndoor spacesBiking

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
Indoor spacesFamilyCleanliness

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 spacesGetting around

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.
FamilyIndoor spacesParking
Popular amenities for Holyoke family-friendly rentals
Family-friendly home rentals with a hot tub

Clean and sunny house near Smith College
FamilyIndoor spacesSolo travel

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

4 BR Entire House w/Hot Tub
KitchenIndoor spacesHot tub

Cozy cottage 5 minutes from UConn
FamilyKitchenCheck-in

Hilltown Cabin Hideaway: A River Runs Through It!
FamilyKitchenDecor

The Cobalt Blue Room at Smith Manor
Indoor spacesKitchenWalkability

Lake Views from Hot Tub Propane Fire Pit 4 Kayaks
KitchenIndoor spacesCheckout

Luxe Bolton Lake
Indoor spacesKitchenValue
Family- and pet-friendly home rentals

Mill River Cottage (pet friendly!)
KitchenIndoor spacesAccess

Trainmaster's Inn - Caboose
KitchenFamilyQuiet

The Walnut Apartment
Indoor spacesFamilyCheckout

Charming retro retreat with vintage soaking tub
Indoor spacesKitchenParking

Light filled three bedroom apartment DT Florence!
KitchenIndoor spacesLong stay

Cozy Hilltown Cottage
KitchenIndoor spacesBarbecue
Flamig Farm Staycation
FamilyIndoor spacesComfort

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

Light-bathed comfort, wood + charm, right downtown
KitchenFamilyAir conditioning

Farm Stay with Horses & Pool | Mountaintop Views
KitchenFamilyQuiet

Sunlit Cozy Cabin 8 Private Acres By Colleges
FamilyKitchenDecor

FROG Suite Apartment
FamilyKitchenNearby

Cozy private apt 8 mins from UCONN - solar powered
Indoor spacesFamilyDecor

Enjoy every season the Berkshires have to offer.
KitchenIndoor spacesGetting around

Berkshires Lodge | Pool, Hot Tub & Fire Pit
KitchenFamilyAccuracy

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit
FamilyKitchenNearby
When is the best time to visit Holyoke?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $219 AUD | $217 AUD | $226 AUD | $229 AUD | $260 AUD | $233 AUD | $236 AUD | $232 AUD | $231 AUD | $233 AUD | $233 AUD | $226 AUD |
| 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





