Family-friendly holiday rentals in Holyoke

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Holyoke family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favourite
Guest suite in Mansfield
4.96 out of 5 average rating, 208 reviews

Cozy private apt 8 mins from UCONN - solar powered

BillRating, 5 stars1 month ago
We have been staying here over the last 4 years, when we visit UConn, and will miss it now that our daughter has graduated. Keri is wonderful host, welcoming & accommodating. Her home in the woods is a refuge, comfortable, peaceful, and minutes from campus.
Guest favourite
Home in Litchfield
4.96 out of 5 average rating, 96 reviews

Home in historic Litchfield village

JessicaRating, 5 stars7 months ago
Jeannine’s home was an absolute gem! We had our annual girls weekend here and felt right at home. The house was so cozy and warm yet had ample space for me and the girls to sit and chat together. We loved that the house was lived in with family photos and mementos around, rather than being sterile like many other bnbs we’ve stayed in. There was also so much to do in the surrounding area! I would definitely recommend this stay :)
Guest favourite
Home in Hadley
4.94 out of 5 average rating, 62 reviews

Large Family Home Near Five Colleges

AnnieRating, 5 stars3 weeks ago
Justin's house was perfect for our needs - a large family gathering for a memorial service. We loved being able to be together in one house with plenty of room and beds for everyone. We didn't use the outdoor space much but it was nice to have, and Justin was very generous with his instructions to use whatever we found. The house was clean and except for a few little issues that he warned us about (leaky freezer, wonky dishwasher), it was perfect!
Guest favourite
Home in Ashford
4.87 out of 5 average rating, 78 reviews

Large secluded house in the Woods; Pool, hot tub!

TalRating, 5 stars10 months ago
We came as a group of friends with a baby to stay at Blake and Tracy's house, and we had a great stay. They were very communicative and accommodated all our requests to ensure our stay was excellent. They asked in advance if it would be okay for their child to stay in his room inside the house, and we agreed. We didn’t see him at all during our stay, and it didn’t disturb us in the slightest. The fact that Blake and Tracy live right next door was convenient, as they were readily available for anything we needed, but we never felt their presence. We will definitely come back!
Top guest favourite
Home in Chester
4.97 out of 5 average rating, 351 reviews

Riverfront Getaway

PeterRating, 5 stars3 months ago
Second time staying here, and we continue to love it! The location is great: pretty much anything in western Mass can be reached within about an hour or less from the house. At the house itself, you have a clean, comfortable, and ample space. The hot tub overlooking the river is definitely a highlight. The sounds of the river and the occasional rumble of trains passing by create a beautiful atmosphere. Highly recommended!
Top guest favourite
Home in Colebrook
4.99 out of 5 average rating, 224 reviews

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

MichaelRating, 5 stars1 month ago
Really nothing negative to say. We appreciate all extra personal touch the hosts left for us. I wish all ABNB locations had the same care and attention to detail for their guests.
Top guest favourite
Home in Goshen
4.91 out of 5 average rating, 69 reviews

Charming farmhouse retreat with post-hike hot-tub

EricaRating, 5 stars1 month ago
This is our second time renting this house and working with Anna and Victoria. They are wonderful and kind hosts and so easy to work with. The entire home was very clean and spotless. We ABSOLUTELY loved our stay and had the perfect girls weekend. The farmhouse is so unique, vintage and spacious. The bathrooms are a women’s dream with the fun designs, lighting and the fun floor tiles. Although we are from Connecticut, we love visiting the Goshen/Litchfield area to get a change of scenery, visit the local winery’s and vineyards in the area and check out downtown Litchfield for lovely dinners and cocktail hours. The book case collection also intrigued us every morning when we were sipping our coffee and looking out the back porch area. We enjoyed the fact that there were tons of board games which we played at least one every night during our stay. We will definitely be booking our next visit and be back to this gorgeous home!
Superhost
Cottage in Becket
4.65 out of 5 average rating, 164 reviews

A Magical Spot on Little Robin Lake

SebastianRating, 5 stars8 months ago
Truly a magical spot--in October, the fall colors. Any time, the lake view, and the absolutely lovely sunroom.

Family- and pet-friendly home rentals

Guest favourite
Loft in Northampton
4.97 out of 5 average rating, 273 reviews

Light-filled Studio Apt. Near Smith

CarrieRating, 5 stars2 weeks ago
A great stay! The space was exactly as described and Carol and Robin were terrific hosts. East checkin and out and we loved the tea, milk and yogurt + homemade granola! It was very comfortable and cozy, surrounded by loads of books.
Top guest favourite
Home in New Salem
4.9 out of 5 average rating, 220 reviews

Stone n' Sky Lodge

RobertRating, 5 stars2 weeks ago
We needed a place for our family - 3 couples and 2 young children - to stay for the wedding of our daughter. Sarah's house was great. It had plenty of room for the kids to play inside as it rained a good part of our visit. (Fortunately the rain held off for the wedding.) Sarah provided eggs fresh from her chickens - they were delicious. She also gave us information about local restaurants. We saw wild turkeys walking outside the house. All in all a delightful stay.
Guest favourite
Flat in Ashfield
4.87 out of 5 average rating, 253 reviews

Zachariah House Main St. Ashfield

MaryRating, 5 stars1 week ago
We Minnesotans felt like we had a true New England experience during our delightful stay at Zachariah House! The decor made us feel like we had dropped into another century, yet we had all the modern conveniences, including cozy beds and delicious coffee. It was perfect for grandparents, parents, and baby.
Superhost
Home in Cheshire
4.85 out of 5 average rating, 214 reviews

19th c. Barn in The Berkshires

JohnRating, 5 stars6 months ago
Our party of four adults and two small kids really enjoyed our weekend in this unique and tastefully renovated former barn. The linens, bedding, and towels were all top quality, the kitchen was well equipped, and overall the place was comfortable and spotless. The location is super private and quiet, surrounded by nature and farmland, including an on-site stream and sheep (that's not a typo). A great spot to stay for a visit to the northern Berkshires - Mt. Greylock and Mass MoCA are very nearby. Our visit was on a frigid winter weekend with a ton of snow and outside temps in the 20s, yet our indoor temps were toasty and very comfortable, especially with the wood stove.
Top guest favourite
Farm stay in West Simsbury
4.96 out of 5 average rating, 487 reviews

Flamig Farm Staycation

CassandraRating, 5 stars2 weeks ago
I almost didn’t want to write a review so people don’t book this place…. But I definitely have to. It was such a blast. We collected eggs in the morning, we tried peacock eggs for breakfast. They had an amazing playground, and awesome cats and dogs running around the farm. The fact that we got the farm to ourselves after hours was so memorable. My first airbnb and probably will put other airbnbs expectations high.
Top guest favourite
Home in Russell
4.96 out of 5 average rating, 266 reviews

South Quarter House

GinaRating, 5 stars2 weeks ago
We wish we could have stayed longer! What a cozy, beautiful home. Eric was a super responsive host.
Top guest favourite
Chalet in Peru
4.92 out of 5 average rating, 287 reviews

Swiss Chalet Style Timberframe Home in Berkshires

WilliamRating, 5 stars3 weeks ago
I had a wonderful stay at Laura’s place. The home is not only beautiful but thoughtfully constructed. Its exposed wood frame feels so natural and adds to the calming atmosphere. The backyard was clean, maintained, and offered a serene space to relax. Laura’s instructions were clear and made finding and settling into the house easy. The bedrooms and bathrooms were incredibly cozy and well-kept. Every detail made the space feel warm and welcoming. It’s also a fantastic spot for groups. Our group of six friends fit very comfortably, with plenty of space to relax and unwind. I’d absolutely recommend this home to anyone looking for a peaceful, comfortable getaway.
Superhost
Guest suite in Northampton
4.75 out of 5 average rating, 905 reviews

Private Guest House Downtown Noho

SkylerRating, 5 stars2 weeks ago
Good location on the edge of downtown without being loud at all. Very walkable and parking was easy to find on nearby streets. The rail trail was nearby as well as lots of neighborhoods to be able to walk the dog, great pet friendly spot.

Family-friendly home rentals with a pool

Top guest favourite
Flat in Northampton
4.98 out of 5 average rating, 309 reviews

Sunny Inspirit Apartment in best downtown location

LauraRating, 5 stars3 weeks ago
very nice place! we slept very well! comfortable, quiet, relaxing! we would stay there again!
Guest favourite
Flat in Deerfield
4.93 out of 5 average rating, 60 reviews

Nestled Inn

CatherineRating, 5 stars1 month ago
Great stay, had everything we needed. Host was very accommodating!
Superhost
Apartment in Farmington
4.81 out of 5 average rating, 53 reviews

Farmington -NEWLY UPDATED NEAR UCONN HC and WEHA

DenisRating, 5 stars7 months ago
Felt right at home, check in was very easy, beautiful place, very friendly enjoyed his place thinking to coming back again my business send me to Connecticut! Thank you!
Guest favourite
Home in Brimfield
4.88 out of 5 average rating, 73 reviews

Luxury Home * Pool * Fireplace

DanaRating, 5 stars4 months ago
We had a very nice stay for a family wedding. Sharing the house with two combined families in January and the house was great for this. There are rooms with 3-4 beds in each so if you are looking for bedroom privacy then this house probably isn’t it. That said, we are all family so was fun to bunk up! The area is beautiful and there r a great set of trails right at the end of the road for hiking, walking cross country skiiing etc. Overall, a great stay and Kimberly was very communicative with everything
Guest favourite
Flat in Northampton
4.94 out of 5 average rating, 225 reviews

Light-bathed 3br w porch in best downtown location

RachelRating, 5 stars4 weeks ago
My family had a wonderful stay at Susan’s place! It was very clean, well stocked, spacious, and accurately described. My toddlers especially loved playing with the toy trains. There was also a welcome bottle of wine with cheese and crackers which was so thoughtful. The location was great and only a short walk to town. We were visiting for a college reunion and will definitely look to stay here on future trips.
Guest favourite
Home in Litchfield
4.93 out of 5 average rating, 190 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

PaulRating, 5 stars5 days ago
We really enjoyed our time at Elizabeth Jane's place. The home is spacious and quaint, with nice furnishings, a tasteful colonial feel and easy access to downtown Litchfield and the Berkshires. The bucolic setting is lovely - scenic, relaxing and peaceful.
Townhouse in Lee
4.67 out of 5 average rating, 18 reviews

Beautiful 2BD Villa in Berkshires Resort

Neil And KathyRating, 5 stars69 months ago
If you come to the Berkshires, this is a clean, comfortable, spacious place for two couples, with nice resort amenities. The kitchen is minimally equipped, but adequate for preparing simple meals.
Home in Windham
4.96 out of 5 average rating, 140 reviews

mid century home on farmland

AlexandraRating, 5 stars2 months ago
Nothing to say but absolute positivity! Jennifer is amazing! Place was amazing! Experience was amazing! Thanks so much!

Quick stats about holiday rentals that are family-friendly in Holyoke

  • Total rentals

    40 properties

  • Nightly prices starting at

    ₹6,058 before taxes and fees

  • Total number of reviews

    2.6K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

Destinations to explore