
Family-friendly holiday rentals in Holyoke
Find and book unique family-friendly homes on Airbnb
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.

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.

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.

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!

Modern Comfort Meets Northampton’s Vibrant Charm
Experience the Best of Northampton! From vibrant nightlife to tranquil retreats, Northampton has something for everyone, and our newly renovated, two-bedroom duplex puts you right at the center of it all. Whether you’re catching live music, indulging in farm-to-table dining, or browsing unique local shops, every adventure is just steps away. Book your stay today and experience the perfect balance of comfort, convenience and charm in one of Northampton’s most highly rated homes!

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!

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.

Explore Holyoke from this charming 3 Bedroom house
This house is settled in a quiet residential neighborhood.Guests have access to the entire second floor,one flight of stairs and you're in.There are lots of windows that brighten the space,with a large dining room,office desk, and a newly renovated bathroom.The living room leads to a beautiful spacious porch over looking the park/playground.All bedrooms have comfortable matresses,lots of pillows, soft sheets,thick super soft towels. Smart TV (Netflix/hulu/sling/roku)

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.

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!

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

Luxe Bolton Lake

Hadley Hay House | No Cleaning fees!

Hilltown Cabin Hideaway: A River Runs Through It!

The Farmhouse - Hot tub eclectic farmhouse 3 br

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

The Red Cabin-Secluded Getaway with backyard Brook

Long Mountain Suite W/Hot tub

Clean and sunny house near Smith College
Family- and pet-friendly home rentals

Trainmaster's Inn - Caboose

Farm Fresh Feeding Hills

Berkshires Cottage by Lake. Year Round Adventures.

Bright Noho studio suite perfect walk to downtown

The cozy clubhouse

Tree Top Suite, cozy downtown apartment

Berkshire Treehouse Retreat

Bedroom Forest View I Sauna I Fire-pit I Trails
Family-friendly home rentals with a pool

Cozy private apt 8 mins from UCONN - solar powered

Breathtaking home with unforgettable views & pool!

The 1770 House

The Getaway-HOST & Co.

Charming apartment with breathtaking view!

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit

Enjoy every season the Berkshires have to offer.

Stunning Views, Bucolic Bliss in 1790s Farmhouse
When is the best time to visit Holyoke?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $259 NZD | $256 NZD | $267 NZD | $252 NZD | $277 NZD | $291 NZD | $279 NZD | $274 NZD | $272 NZD | $276 NZD | $276 NZD | $267 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 |
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 $134 NZD per night before taxes and fees

Verified guest reviews
Over 3,580 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

4.9 Average rating
Holyoke stays are highly rated by guests—averaging 4.9 out of 5!
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- Six Flags New England
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Jiminy Peak Mountain Resort
- Bash Bish Falls State Park
- Taconic State Park
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Ski Sundown
- University of Connecticut
- Dcu Center
- Mount Southington Ski Area
- Naumkeag
- Norman Rockwell Museum
- Clark University
- Hancock Shaker Village
- Berkshire Botanical Garden
- Smith College
- University of Massachusetts Amherst
- Wesleyan University
- Mount Holyoke College
- The Montague Bookmill





