Family-friendly holiday rentals in Jamaica
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Jamaica
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Jamaica family-friendly rentals
Family-friendly home rentals with a hot tub
Cottage in Shaftsbury
4.99 out of 5 average rating, 598 reviewsVermont Schoolhouse Farm Cottage - Sauna + Hot Tub
13–20 Apr
Cabin in Londonderry
4.82 out of 5 average rating, 421 reviewsThe Honeymoon Barn - hot tub/sauna #1 Airbb S. VT
25 Jan – 1 Feb
Home in Newfane
4.97 out of 5 average rating, 114 reviewsPeaceful cabin close to skiing & Brattleboro
9–16 Jan
Home in Shaftsbury
4.93 out of 5 average rating, 122 reviewsConverted Vermont Barn on 6.5 acres with hot tub
6–13 Sep
Home in Dover
4.98 out of 5 average rating, 125 reviewsOutdoor Paradise - Private Jacuzzi & Sauna
6–13 Sep
Home in Ludlow
4.97 out of 5 average rating, 147 reviewsSki Chalet with Hot Tub on Okemo Mountain
10–17 Jul
Chalet in Dover
4.97 out of 5 average rating, 104 reviewsGrey Wolf's Den: 5 miles to Mount Snow w/HOT TUB
12–19 Dec
Home in Lempster
4.88 out of 5 average rating, 367 reviewsDreamy lakefront cottage with views to die for!
11–16 Apr
Family- and pet-friendly home rentals
Guesthouse in Springfield
4.86 out of 5 average rating, 321 reviewsConnecticut River-Cozy Cottage
20–27 Apr
Cabin in Brattleboro
4.89 out of 5 average rating, 442 reviewsCottage
12–19 Jul
Guesthouse in Putney
4.95 out of 5 average rating, 322 reviewsA Vermont Carriage House
2–9 Jul
Loft in Wilmington
4.92 out of 5 average rating, 172 reviewsWalk to Village/Lake Whitingham
8–15 Jun
Home in Newfane
4.95 out of 5 average rating, 170 reviewsAdorable home in Newfane
31 Mar – 7 Apr
Home in Weston
4.95 out of 5 average rating, 227 reviewsReillys Rest -GreenMtns! Secluded-Pet-Kid friendly
13–20 Sep
Farm stay in Marlboro
4.89 out of 5 average rating, 576 reviewsCarriage Barn - Marlboro
22–29 Sep
Cabin in Shaftsbury
4.9 out of 5 average rating, 381 reviewsThe LoveNest -Charming private cabin on 65 acres
16–23 Mar
Family-friendly home rentals with a pool
Guesthouse in Granville
4.9 out of 5 average rating, 785 reviewsMoon Valley Country Retreat no clean fee pets yes
14–21 Dec
Home in Wilmington
4.9 out of 5 average rating, 130 reviews4 bedroom Ski House 15 min to Mount Snow
3–10 Jun
Guesthouse in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
8–15 Sep
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
4–11 Dec
Townhouse in Dover
4.96 out of 5 average rating, 136 reviewsBear's Den - Mt Snow Townhome w/ Ski Home Trail!
13–20 Nov
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
10–17 Feb
Condo in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
29 Sep – 6 Oct
Home in Salem
4.98 out of 5 average rating, 180 reviewsMagical Farm Getaway - a must visit!
21–28 Feb
Quick stats about holiday rentals that are family-friendly in Jamaica
Total rentals
190 properties
Rentals with dedicated workspaces
110 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
90 properties allow pets
Total number of reviews
8.8K reviews
Nightly prices starting at
$135 NZD before taxes and fees
Destinations to explore
- Cambridge Holiday rentals
- Burlington Holiday rentals
- Lake George Holiday rentals
- Stowe Holiday rentals
- Philadelphia Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- Québec City Holiday rentals
- Québec Holiday rentals
- Family-friendly rentals United States
- Family-friendly rentals Vermont
- Family-friendly rentals New York
- Family-friendly rentals New Hampshire
- Family-friendly rentals Massachusetts
- Pet-friendly rentals Jamaica
- Rentals with a fireplace Jamaica
- Waterfront rentals Jamaica
- Rentals with a patio Jamaica
- Rentals with a hot tub Jamaica
- Rentals with pools Jamaica
- Kid-friendly rentals Jamaica
- Rentals with a washing machine and dryer Jamaica
- House rentals Jamaica
- Rentals with outdoor seating Jamaica
- Rentals with a fire pit Jamaica
- Cabin rentals Jamaica
- Monthly Rentals Jamaica
- Fitness-friendly rentals Jamaica
- Rentals with an EV charger Jamaica
- Family-friendly rentals Windham County
- Yurt Rentals United States
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- Holiday Caravans United Kingdom
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