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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

Superhost
Home in Manchester
4.87 out of 5 average rating, 23 reviews

Charming Vacation Home in Manchester Center

JakeRating, 5 stars14 months ago
Steal of a deal for this place. Perfect for any couple or family looking to do a vermont ski vacation. Has all the amenities you need, it’s super spacious, it’s right by town, and it’s a short drive to stratton or bromley. Easy 5 stars.
Guest favourite
Home in Salem
4.98 out of 5 average rating, 191 reviews

Magical Farm Getaway - a must visit!

StephanieRating, 5 stars2 months ago
A fun winter break/birthday getaway! Sarah’s house had plenty of bedrooms for all guests. The game room, pool table, and wood stove/fireplace were great to have on these cold February days. Everyone enjoyed the sunroom and large dining table. The hot tub and outdoor sleds were used as well. The history of the house and beautiful views from the property were an interest to all. I bet this house is a lovely spot in the summer as well!
Guest favourite
Home in Manchester
4.85 out of 5 average rating, 229 reviews

Keys to Vermont

RobertRating, 5 stars1 week ago
we enjoyed our stay and it met all our expectations.
Top guest favourite
Home in Brattleboro
4.94 out of 5 average rating, 122 reviews

Spacious Brattleboro home on river, walk to town

DebbieRating, 5 stars2 months ago
Absolutely incredible place! Tons of room, bathrooms for each bedroom was a big hit. Amazing location. Views were magnificent after 8 inches of snow and some freezing rain. Perfect excuse to not leave the house and enjoy the peaceful serenity over a nice margarita. Fall views must be totally awesome. Don’t need to bring anything except you, your friends and some food. The home has everything you need, all set and ready to go, and I mean everything you’ll need. The house manager Teri was an absolute peach. Her connection to the house and knowledge of the local history was amazing. 5 STARS doesn’t do this place justice. Already planning a return visit.
Guest favourite
Home in Bridgewater
4.86 out of 5 average rating, 126 reviews

Blueberry Hill Escape Pet Friendly HotTub Fire pit

BrianRating, 5 stars2 weeks ago
Chris isn't joking that he likes to keep the kitchen well stocked. It was great having everything that a typical kitchen would have at your convenience. The views were gorgeous and were really enjoyable when relaxing in the hot tub. Our three boys loved the kids room and that there were toys to play with. The location made our Vermont stay all that much more enjoyable, thank you for the great memories!
Superhost
Home in Cavendish
4.83 out of 5 average rating, 151 reviews

Okemo-Ludlow, fireplace, hottub, sleeps 13

LilyRating, 5 stars1 month ago
My friends and I had a great time at this place! The home was beautiful and very spacious - we were able to all hang out in the hot tub, kitchen, living room, and no place felt cramped.
Guest favourite
Home in Townshend
4.94 out of 5 average rating, 86 reviews

Cozy, Comfy Country Home in Southern VT Village

MarkRating, 5 stars1 month ago
All the conveniences that we needed! Very cozy and comfortable! Beautifully neat and clean and totally loved instructions for each room. Very thorough in extreme details on how to utilize the her home. Looking forward to coming back again.
Guest favourite
Home in Wilmington
4.88 out of 5 average rating, 106 reviews

MtSnow * HotTub * Pool * Air Hockey * PingPong * Darts

JamesRating, 5 stars2 weeks ago
Place was great! Less than 10 minutes to Mount Snow. We had fun playing ping-pong, air hokey, pool, and darts! Relaxed by the wood burning stove. Lots of rooms and beds.

Family-friendly apartment rentals

Top guest favourite
Flat in North Adams
4.98 out of 5 average rating, 114 reviews

Charming Art Filled Apartment

KenaRating, 5 stars1 week ago
Rachel was super quick to respond which was very helpful for me when last minute planning. In addition, I was traveling solo with my dog and she (and her super seeet dog)was sooooo nice to hang out with him when I had to go to my jobsite. The bedrooms are all super cozy, it was hard to pick one for the two nights I was there solo. The bed was very comfortable and a great night sleep away from home is hard to find. Love the natural light and the plants throughout. Made me feel right at home. Would stay again next time I’m in town for work!
Top guest favourite
Flat in Brattleboro
4.9 out of 5 average rating, 361 reviews

Quiet St in Town, gardens, terrace

KristenRating, 5 stars1 week ago
We loved our stay at Jaki’s place! Very easy check in, easy to find, no issues at all. Very comfortable place and walkable to downtown. Would definitely stay here again!
Guest favourite
Flat in Shelburne Falls
4.87 out of 5 average rating, 431 reviews

Big, sunny 1893 flat steps from Bridge of Flowers

CathyRating, 5 stars1 week ago
Location can’t be beat! This is our second stay in one of Susan’s apartments and the basic needs — linens, dishes, tea etc—are well provided for. She has artful taste which we really appreciated. They also contacted us when we left a shirt behind. They are upfront about the smoke in the stairwell , but the smell does seep into the back bedroom a bit. Also, we were there in April but the building heat was still running. It took us a while to realize that is why it was so stifling hot. We ended up using the AC units to make it comfortable enough to sleep.
Guest favourite
Flat in Ludlow
4.92 out of 5 average rating, 154 reviews

Great Downtown, walk to everything

MikeRating, 5 stars2 months ago
Great space, very conveniently located in town. The host was great, and would definitely stay here again
Superhost
Flat in West Brattleboro
4.76 out of 5 average rating, 131 reviews

Cute, Convenient with Big Backyard

MichaelRating, 5 stars4 months ago
Our stay was in the cold of winter and there was ample heating in the form of radiators spread about, extra blankets, and a very powerful space heater in the living room. The artwork, furniture and layout gave a comfortable and cozy feeling. I stayed with two friends and we cooked all our meals easily with what was provided in the kitchen as far as pots, pans and utensils. During our stay John was extremely responsive and accommodating over the air bnb messages. The house is older so outlets were oddly placed with only two prongs, most of the lights were hand pull to turn on and off, and the bedroom doors locked with a hook and latch. It all felt very clean and comfortable and we were very happy with our stay.
Superhost
Flat in Town of Rockingham
4.83 out of 5 average rating, 183 reviews

Apartment on Main Street

meganRating, 5 stars2 days ago
Perfect stay for our short trip! Whitney is wonderful and so responsive!
Guest favourite
Flat in Ludlow
4.92 out of 5 average rating, 279 reviews

Okemo Vermont Getaway

JennyRating, 5 stars1 month ago
Great spot right next to Okemo! The cabin was better than the photos, felt really homey and clean.
Guest favourite
Flat in Keene
4.94 out of 5 average rating, 218 reviews

The Carriage House Loft: Seasonal Stays

LakeRating, 5 stars1 month ago
This property is a very welcome getaway and we felt right at home. Thanks again! I'll be back again. 👍

Family-friendly apartment rentals

Guest favourite
Apartment in Grantham
4.97 out of 5 average rating, 116 reviews

Cozy Light-filled Condo in Charming Eastman

KatieRating, 5 stars2 weeks ago
this condo is the perfect set up for our family! we had 3 adults staying, with a dog and a cat. there were three separate full bathrooms which helped a TON. everyone had their own area to wind down. we stayed for easter and were able to cook in the kitchen. Lyn was super responsive with any questions we had! we’re hoping to stay again next easter with Lyn!!
Top guest favourite
Apartment in Dover
4.99 out of 5 average rating, 120 reviews

Winter Dream! The Handle Lodge at Snowtree Condos

MarkRating, 5 stars1 month 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 Dover
4.87 out of 5 average rating, 239 reviews

Mt Snow Ski In/Out at Seasons

MarkRating, 5 stars2 weeks 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 Killington
5 out of 5 average rating, 37 reviews

Killington Condo-Indoor Pool/HotTub/FitnessCenter

JuliaRating, 5 stars2 months ago
Great place for our ski weekend! Spacious, clean, super comfortable beds, kitchen had everything needed, even spices! close easy drive to slopes! Great host- it was easy to communicate, we felt really welcome in this beautiful place! Would love to come back again and again!
Superhost
Apartment in Ludlow
4.84 out of 5 average rating, 130 reviews

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

StephenRating, 5 stars1 month 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.
Top guest favourite
Apartment in Killington
4.99 out of 5 average rating, 100 reviews

SnowCub Pets Indoor Pool HotTub Sauna Fireplace

JoannaRating, 5 stars1 week ago
This was our first visit to SnowCub at The Woods and it was comfortable and well-equipped. Holly and Dan were great hosts - responsive, thoughtful (loved the greeting gifts), and easy to work with. I already booked another trip for June!
Guest favourite
Apartment in Stratton
4.94 out of 5 average rating, 103 reviews

Great 2 bedroom condo at Stratton Mountain

KatieRating, 5 stars1 month 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!!
Superhost
Apartment in Killington
4.8 out of 5 average rating, 107 reviews

*Killington Summer Rental: 3 Bdrm, 2 Bth*

MikeRating, 5 stars2 months ago
Dray was thorough and the airbnb was clean, comfortable, and close to everything! I hope to stay here next time I visit!

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

  • Total rentals

    70 properties

  • Nightly prices starting at

    £52 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

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