Chalet holiday rentals in Caribbean
Find and book unique chalets on Airbnb
Top-rated chalet rentals in Caribbean
Guests agree: these chalets 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 chalet rentals in Caribbean
Family-friendly chalet rentals
Chalet in Osbourn, Antigua & Barbuda
4.91 out of 5 average rating, 117 reviewsGrace Inn 2 bedrooms - Certified
Chalet in Rio Grande, Puerto Rico
4.79 out of 5 average rating, 263 reviewsEl Yunque Chalet, PRIVATE POOL, NEWLY RENOVATED!
Chalet in Río Grande, Puerto Rico
4.87 out of 5 average rating, 70 reviewsChalet del Yunque, Puerto Rico
Chalet in Vieques, Puerto Rico
4.74 out of 5 average rating, 143 reviewsOcean View Chalet Sunny Dream
Chalet in Turbaco, Colombia
4.78 out of 5 average rating, 27 reviewsLUGAR IDEAL PARA DISFRUTAR DE LA NATURALEZA
Chalet in Naranjo, Costa Rica
4.87 out of 5 average rating, 47 reviewsFinca La Petisa Coffee Plantation Chalet
Chalet in Basse-Terre, Guadeloupe
4.94 out of 5 average rating, 53 reviewsLe Val de lys
Chalet in Cabo Rojo, Puerto Rico
4.82 out of 5 average rating, 98 reviewsHunter's Cabin PR
Luxury chalet rentals
Chalet in Lake Placid, Florida, US
4.94 out of 5 average rating, 32 reviewsLakefront Home, 2 King Beds, Kayak, Large Kitchen
Chalet in Bonita Springs, Florida, US
5.0 out of 5 average rating, 32 reviewsMARBEYA
Chalet in Rincon, Puerto Rico
4.77 out of 5 average rating, 93 reviewsWelcome to the jungle Beach-house & private pool!
Chalet in Siesta Key, Florida, US
Beach Rd Condo - Decks - Beach & Village Walkable!
Chalet in Cartagena , Colombia
5.0 out of 5 average rating, 8 reviewsAmazing Beach House in Bocachica
Chalet in Central Eleuthera, Bahamas
5.0 out of 5 average rating, 6 reviewsUnicorn Cay Beachfront Estate Governor's Harbour
Chalet in Jarabacoa, Dominican Republic
4.43 out of 5 average rating, 7 reviewsFantastic Harmony Chalet in Pinar del Sol
Chalet in Santo Domingo Norte, Dominican Republic
Rancho verde
Lakefront chalet rentals
Chalet in Utuado, Puerto Rico
4.92 out of 5 average rating, 202 reviewsCASA LAGO- lake house retreat, kayaks, hot tub
Chalet in Pointe Noire, Guadeloupe
4.71 out of 5 average rating, 7 reviewsChalet "La Danse du Tambour"
Chalet in Caguana, Puerto Rico
4.96 out of 5 average rating, 26 reviewsMountain chalet with hiking trails and river pool
Chalet in Chichiriviche, Venezuela
4.8 out of 5 average rating, 5 reviewsCasa Vacacional Plaza Mayor.
Chalet in Santa Marta, Colombia
4.8 out of 5 average rating, 5 reviewsSanta Marta/playa CaboTortuga •Casa Alquimia
Chalet in Freeport, Bahamas
4.47 out of 5 average rating, 15 reviewsSafe Romantic Getaway, Water Views - Private Dock
Chalet in Le Vauclin, Martinique
Eco-lodge / Point relais sur la Trace des Caps
Place to stay in Playa Larga, Cuba
4.35 out of 5 average rating, 43 reviewsPlaya Larga Holiday Home
Destinations to explore
- Fitness-friendly rentals Caribbean
- Hotel rentals Caribbean
- Holiday home rentals Caribbean
- Cabin rentals Caribbean
- Motorhome rentals Caribbean
- Serviced apartment rentals Caribbean
- Earth house rentals Caribbean
- Luxury rentals Caribbean
- Campsite rentals Caribbean
- Rentals with an EV charger Caribbean
- Bungalow rentals Caribbean
- Smoking-friendly rentals Caribbean
- Boutique hotel rentals Caribbean
- Pet-friendly rentals Caribbean
- Rentals with breakfast Caribbean
- Rentals with a firepit Caribbean
- Rentals with pools Caribbean
- Ski-in/ski-out rentals Caribbean
- Nature eco lodge rentals Caribbean
- Cottage rentals Caribbean
- Rentals with a hot tub Caribbean
- Houseboat rentals Caribbean
- Flat rentals Caribbean
- Boat rentals Caribbean
- Family-friendly rentals Caribbean
- Townhouse rentals Caribbean
- Villa rentals Caribbean
- Bed and breakfasts Caribbean
- Guest house rentals Caribbean
- Rentals with a patio Caribbean
- Rentals with a sauna Caribbean
- Tiny house rentals Caribbean
- Aparthotel rentals Caribbean
- House rentals Caribbean
- Waterfront rentals Caribbean
- Beachfront rentals Caribbean
- Island rentals Caribbean
- Wheelchair-accessible rentals Caribbean
- Family-friendly rentals Caribbean
- Rentals with a washing machine and dryer Caribbean
- Farm stay rentals Caribbean
- Loft rentals Caribbean
- Rentals with a kayak Caribbean
- Container rentals Caribbean
- Rentals with beach access Caribbean
- Resort rentals Caribbean
- Private suite rentals Caribbean
- Apartment rentals Caribbean
- Rentals with a cinema Caribbean
- Rentals with an accessible-height bed Caribbean
- Hostel rentals Caribbean
- Rentals with a fireplace Caribbean
- Rentals with an accessible-height toilet Caribbean
- Rentals with lake access Caribbean
- Beach house rentals Caribbean
- Tent rentals Caribbean
- Rentals with a balcony Caribbean
- Monthly Rentals Caribbean
- Rentals with outdoor seating Caribbean
- Treehouse rentals Caribbean
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom