Kid-friendly holiday rentals in Jamaica

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Jamaica family-friendly rentals

Kid-friendly house rentals

Top guest favourite
Home in Jamaica
5 out of 5 average rating, 40 reviews

2-Bedroom Home, 7 Minutes From Stratton Mountain

PaulinaRating, 5 stars4 months ago
Ariana’s place was great after a day of snowboarding at Stratton. Great location, the home was cozy and we had a great time relaxing at the house. Ariana was responsive to our question and the home was well equipped to enjoy a meal at home after being out all day.
Top guest favourite
Home in Ludlow
5 out of 5 average rating, 111 reviews

Stunning Okemo Views - 3BD 3BA on 10 Private Acres

AmyRating, 5 stars2 weeks ago
I can only say wonderful things about this property! Everything was beautiful both inside and out. The house was very clean and organized and was also extremely well stocked. Anything that we needed we found in this house. And everyone in our group said the beds were very comfortable… which is very important to me! Erik was great with communication and very proactive. He sent us a note about a week before we checked in that had everything we needed to know; it was quite helpful. I highly recommend this home….and as an added bonus, the view is spectacular! You will not be disappointed if you stay here!
Top guest favourite
Home in Putney
4.94 out of 5 average rating, 396 reviews

Vermont Botanical Studio Apartment

ElizabethRating, 5 stars2 weeks ago
I’ve returned to the Vermont Botanical studio on an annual basis for several years, since I always find it peaceful and comfortable—off the beaten path, but not lonely. It has everything I need, including a dirt road through the fields for a daily walk, tall windows looking out on lovely trees, a very healthy songbird population, and a nearby farm store where I always go to buy cheese as soon as I arrive. I especially appreciate the comfortable bed, reading chair and couch, and the perfectly serviceable kitchen. The induction range makes for very quick cooking, and it’s nice to have the use of a full-sized fridge, too. For my writing retreats, the studio feels like a home away from home.
Guest favourite
Home in Grafton
4.94 out of 5 average rating, 120 reviews

The Grafton Chateau

EmmaRating, 5 stars3 months ago
The Grafton house was perfect for our multi-family with the big space, bedrooms, and bathrooms. We loved the living room area where we could all sit together for family games. The property and house are beautiful and the perfect Vermont vibes. As a skiing family, we liked the location between our favorite ski resorts. Raphael was a wonderful host in providing instructions before our arrival and helpful advice. We really enjoyed our stay at the Gafton house.
Top guest favourite
Home in Londonderry
4.97 out of 5 average rating, 142 reviews

Wild Blossom Farmhouse - a lovely family getaway

MorganRating, 5 stars2 weeks ago
We had a wonderful weekend in Vermont! The Airbnb was beautiful, clean and in a great location!
Top guest favourite
Home in West Windsor
4.98 out of 5 average rating, 126 reviews

Birdie's Nest Guesthouse

AmyRating, 5 stars1 week ago
Sarah was a fantastic host and the property was an absolute gem. It was the perfect place to get a little respite from a crazy-busy weekend. Thank you!
Superhost
Home in Shaftsbury
4.89 out of 5 average rating, 153 reviews

Cheerful 1 bedroom cottage

EstellaRating, 5 stars2 weeks ago
Glenn was incredibly kind and responsive, and the cottage was exactly like the pictures. The space was perfect for a couple-day getaway before starting my MFA! Also, if you need good local recommendations, Glenn has you covered.
Top guest favourite
Home in Poultney
4.93 out of 5 average rating, 331 reviews

Waterfront Vermont Lake House w/ Canoe/Kayak/SUPs

CharityRating, 5 stars5 days ago
A great stay at the Lake House. Gorgeous views, fully stocked kitchen, and canoes/SUPs/kayak for everyone. Andrew was very responsive and a great host. We hope to return soon!

Family-friendly apartment rentals

Top guest favourite
Flat in Manchester
4.99 out of 5 average rating, 259 reviews

Private two-bedroom suite within a two-story house

LoriRating, 5 starstoday
Dimitry and Lana’s house was beautiful! The bedrooms were large and cheerful, and each had a window unit AC. The beds were so comfortable, I didn’t even move all night, just zonked out. The bathroom was large and had lots of choices of toiletries to use. The kitchen was small, but had a full sized fridge, coffee maker, microwave, and hot plate. Everything was spotless. We ate so much one evening that we decided to stroll the neighborhood before turning in, and it was beautiful and peaceful. We loved our stay at this cute house. The yard is lush with flowers everywhere, just a beautiful mountain setting. Manchester was fantastic, a “wow” everywhere you looked. We especially loved the Lincoln estate, “Hildene.” Overall, you could not go wrong spending a couple of nights here!
Guest favourite
Flat in Town of Rockingham
4.96 out of 5 average rating, 206 reviews

Gorgeous 1-Bedroom Space in Historic Bellows Falls

MarciRating, 5 stars2 weeks ago
Photos didn’t do this place justice. So beautiful and unique, but also comfortable. Wunderbar downstairs is not to be missed—absolutely fantastic food. Great location and a lovely stay!
Top guest favourite
Flat in Wilmington
4.93 out of 5 average rating, 125 reviews

Walk To Wilmington Village

FrancescaRating, 5 stars3 months ago
We had a great weekend here! The listing was accurate and the place was cozy and quiet. Just what is needed after a long day at the mountain. Shawn was super helpful and very nice! I highly recommend Shawn and this location.
Guest favourite
Flat in Dummerston
4.96 out of 5 average rating, 226 reviews

HeART Barn Retreat

JulianneRating, 5 stars3 weeks ago
We had a great stay at the HeART Barn and will definitely be looking to book again in the future! Such a beautiful, comfortable, and homey space located on a beautiful property. Brianna is incredibly kind as well. Highly recommend!!
Guest favourite
Flat in Guilford
4.89 out of 5 average rating, 412 reviews

Apartment with a view

JohnRating, 5 stars2 weeks ago
Excellent place, great hosts. Easy. Just what we wanted.
Superhost
Flat in Town of Rockingham
4.83 out of 5 average rating, 186 reviews

Apartment on Main Street

CraigRating, 5 stars1 month ago
We have family in Springfield so staying at Whitney and Alex’s place is perfect for us. It’s spacious and comfortable. This was our second stay and we will definitely be returning.
Top guest favourite
Flat in Brattleboro
4.95 out of 5 average rating, 176 reviews

Contemporary forest eco-retreat, mountain views

EthanRating, 5 stars2 weeks ago
This cozy apartment in a beautiful, quiet setting is conveniently located close to NECCA and Brattleboro. Millicent and Tony provided numerous thoughtful touches, like local maple syrup in the fridge! They clearly care about the comfort and convenience of their guests, and were even upgrading the walkway lighting while we were there. The gardens right outside our large windows were in full bloom, and we woke to bird songs. I look forward to returning!
Top guest favourite
Flat in Andover
4.98 out of 5 average rating, 430 reviews

Private Hilltop farm apartment

GiaRating, 5 stars2 days ago
Beautiful property with amazing views! Laura was very responsive and friendly. The apartment was comfortable and cozy for our weekend stay. We would definitely stay here again!

Family-friendly apartment rentals

Guest favourite
Apartment in Dover
4.87 out of 5 average rating, 239 reviews

Mt Snow Ski In/Out at Seasons

MarkRating, 5 stars2 months ago
The unit is very comfortable for a family and very convenient to Mount Snow. Updated bathrooms and washer/dryer. Great clubhouse and pool facilities at Seasons condo. Andrew was a pleasure to work with.
Top guest favourite
Apartment in Dover
4.99 out of 5 average rating, 120 reviews

Summer Dream! The Handle Lodge at Snowtree Condos

MarkRating, 5 stars3 months ago
Our family enjoyed our stay at Rafael's condo. The space was very clean and comfy, and exactly matched the description and photos posted here. The fireplace was a great draw, too. If you're planning on skiing at Mt. Snow, the Moover shuttle bus stop is located right outside of this building, which made for a very convenient and quick way to get to Mt. Snow for my family of 4. We would certainly stay here again in the future.
Guest favourite
Apartment in Stratton
4.94 out of 5 average rating, 171 reviews

Updated Ski in/Ski out Stratton Condo!

CelesteRating, 5 stars2 months ago
Caitlyn An excellent host quick to respond despite moving with her babies the same day as my trip! She was accommodating and provided a clear quick easy in from my late night travel. Her space is large and spacious with great set up lighting and comfortable and clean bedding. Loved the couch bedding set up! The entrance allowed ease to store the ski stuff so roomy keeping the living space free of the typical ski vacay clutter! The bathroom shower temp and pressure with soft towel and wash cloths provided with soap, and shampoo and conditioner gave a nice end of the day relax. Plenty of blankets for layering that may be needed. Kitchen appointed well with a good stove and oven easy to use and to easy prepare with pans and utensils for cooking, plenty of silver ware and plates glasses and plates that i truly appreciated. Couldn't use the ski in/ ski out as that lift was this late int eh season but how easy was it to scoot down in 2 min! Will be my stratton stay always onward!
Superhost
Apartment in Ludlow
4.84 out of 5 average rating, 130 reviews

Okemo Clock Tower Base Ski-in/Ski-out Condo

StephenRating, 5 stars2 months ago
We loved it. Although it’s not the newest or fanciest condo the location can’t be better right at the Clocktower Base. Our family of for had an amazing time snowboarding and exploring the area. Great restaurants close by and we will definitely be back next year.
Guest favourite
Apartment in Stratton
4.94 out of 5 average rating, 103 reviews

Great 2 bedroom condo at Stratton Mountain

KatieRating, 5 stars3 months ago
Great place to stay conveniently located by the mountain base! We enjoyed walking into the village after skiing. Very clean and cozy and had everything we needed and more. Dana was very responsive! Hope to come again next year!!
Guest favourite
Apartment in Stratton
4.95 out of 5 average rating, 148 reviews

Cozy condo within walking distance to the slopes.

MaraRating, 5 stars3 months ago
You really can’t beat this location. It’s across the steet from the lifts and the village with lots of restaurants/bars/stores. The space was perfect for our family of four. Our two young children stayed on the pullout and we thought the king bed was quite comfy. We would def stay here again!
Top guest favourite
Apartment in Dover
4.92 out of 5 average rating, 124 reviews

3 Story Condo - 5 Minutes to Mount Snow!

AlyssaRating, 5 stars3 weeks ago
It was such an easy check in and check out process. He let us check in an hour early since we arrived earlier. Place is spacious and exactly as described. Highly recommend!
Top guest favourite
Apartment in Grantham
4.98 out of 5 average rating, 132 reviews

Lovely, light-filled condo in Eastman

ClaireRating, 5 stars1 week ago
Lyn’s place was perfect for our girls getaway. 3 full bathrooms was great. Lots of space for everyone. The house was very clean and comfortable! We loved the close proximity to the trail around the lake.

Quick stats about holiday rentals that are kid-friendly in Jamaica

  • Total rentals

    70 properties

  • Nightly prices starting at

    $90 SGD before taxes and fees

  • Total number of reviews

    7.4K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

Destinations to explore