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.

0 of 0 items showing

1 of 3 pages

Guest favourite

Chalet in Punta Santiago

4.91 out of 5 average rating, 169 reviews

Chalet Olas del Sol

PLEASE read the entire description!! If you like to be in contact with nature, this is the right place for you. Chalet Olas del Sol is a very cozy, warm, comfortable, rustic, and spacious Chalet steps away from the beach. If you want a soothing retreat while you explore our island full of history and natural beauty, this is the place to stay. It has a large balcony to enjoy the relaxing view of the beach. Contemplate a beautiful sunrise or sunset in Punta Santiago while you relax in a hammock.

Guest favourite

Chalet in Monteverde

5 out of 5 average rating, 145 reviews

Amalú Glass Cabin 1.0, Private, Romantic,270° View

Escape to our secluded Glass Cabin 1.0, nestled in the forest, offering a mesmerizing 270° vista of the Pacific Ocean and cloud forest. Delight in a mountain-view bathtub and unwind in a king-size bed. - Just 10 min drive to downtown - Closer to main attractions Your private deck with a hot tub awaits, perfect for sunset-watching and stargazing with a glass of wine. Can’t find availability? please visit our new Glass Cabin, with the same view. https://www.airbnb.com/slink/OHzsorZO

Top guest favourite

Chalet in Montecito

5 out of 5 average rating, 16 reviews

La Auxiliadora - Classic Mountain Chalet Escape

Our mountain chalet offers a dreamy family retreat. Follow a beautiful pine tree-lined road to discover a 4-bedroom, 3-bath chalet spanning 2,486 sq ft across 2 floors. Enjoy a living room with a fireplace, dining room, fully-equipped kitchen, laundry room, covered parking, patio, and a vast garden. High-speed internet allows you to work seamlessly. Situated in a secure residential area, this escape is a perfect blend of comfort and nature. Create lasting memories amid the mountains.

Guest favourite

Chalet in Puerto Nuevo

4.94 out of 5 average rating, 254 reviews

“CASA ROARK” is a one-of-a-kind oceanfront chalet.

“CASA ROARK” IS A ONE-OF-A-KIND OCEANFRONT CHALET WITH VIEWS THAT CAN EASILY BE AMONG THE MOST BEAUTIFUL WORLDWIDE. IT IS ONLY A FEW STEPS FROM THE BEACH. THE RECENTLY REMODELED CHALET HAS 4 BEDROOMS, ALL WITH A/C AND 65"TVS; THE 1st MASTER ROOM HAS A KING-SIZE BED AND A TWIN SOFA BED, THE 2nd MASTER BEDROOM HAS A QUEEN SIZE BED, THE 3rd HAS 2 BUNK BEDS AND THE 4th ROOM HAS TWO TWIN SIZE BEDS. YOU HAVE A BEAUTIFUL HEATED POOL OVERLOOKING THE OCEAN. POOL USE IS ONLY FOR OUR GUESTS.

Guest favourite

Chalet in Santa Marta

4.87 out of 5 average rating, 277 reviews

Wooden Chalet Casa Luna, in Minca, Sierra Nevada

Casa Luna is a beautiful wooden jungle house floating in the sky between the treetops - a place for you to deeply relax and reconnect with nature. Located very close to Minca, it is surrounded by mountains, colorful birds and butterflies of the Sierra Nevada de Santa Marta. Awakened by the sunrise you can have a refreshing dive in the river closeby which is part of the property. The chalet will be entirely for your private use. Please feel welcome to enjoy this piece of paradise!

Guest favourite

Chalet in Utuado

4.93 out of 5 average rating, 243 reviews

CASA LAGO- lake house retreat, kayaks, hot tub

* Check in 3:00pm/ Check out 11:00am Nestled in the central region of the island, this hidden gem is the perfect place to escape from it all! Enjoy kayaking, fishing, restaurants, Coffee Farms, cave exploring, rivers, ziplines adventures & much more while staying at Casa Lago Lake House Retreat, in Utuado! This beautiful lake house is fully equipped and can sleep up to (6) guests. Kayaks & life vests included!! * NO visitors, NO parties, NO pets, NO diving into the lake.

Top guest favourite

Chalet in Caguas

4.99 out of 5 average rating, 143 reviews

Chalet De Los Vientos

Chalet de Los Vientos is a beautiful and cozy tiny house located in 25 acres , in the mountains of Caguas , PR at 2000ft above sea level with a spectacular view, heated pool and the privacy you deserve! This Chalet is a couples retreat and the perfect getaway for you and your loved one to disconnect from the daily routine. If you love coffee as much as we do, there is a dedicated coffee bar for you to make your espresso drink. We also have a 19Kw Caterpillar backup generator 💡

Top guest favourite

Chalet in Lajas

4.96 out of 5 average rating, 388 reviews

Casa Turquesa, a getaway Chalet in La Parguera.

The Chalet is just 5 minutes away from the center of La Parguera. There you will find beautiful beaches, tourist attractions and great food! Lajas is also located near Guánica and Cabo Rojo were you'll find some of the most beautiful beaches of all Puerto Rico. We are sure that you’ll love this place because of the coziness and the location. It's good for couples, families or group of friends. No activities of any kind are allowed. Hope you enjoy it as much as we do!

Superhost

Chalet in Cahuita

4.84 out of 5 average rating, 181 reviews

Casa Manuellita 5 pers (Hotel-Cabinas Nadine)

Venez vous ressourcer au cœur de la nature ! La maison "Casa Manuellita", de grande taille, est un logement idéal pour accueillir les couples et les familles en quête d'excursion et de repos. Entièrement équipée (cuisine, salon, salle de bain, chambres, jardin) : garantie d'un confort optimal ! Nous aurons le plaisir de vous souhaiter la bienvenue dans notre cadre 100% Naturel, un véritable havre de quiétude. Cabinas Nadine, Cahuita, Limon Province, Costa Rica

Guest favourite

Chalet in Naranjito

4.96 out of 5 average rating, 226 reviews

Chalet Vista Hermosa

Enjoy the lovely setting of this romantic & magical cozy home . Hidden in the mountains of Naranjito . 45 minutes from the airport, you can immerse yourself in a unique, romantic experience in PR surrounded by nature. The view from the moment you enter our property is magical. Here you can find a hugely inspiring environment for your writing, reading, music, to spend quality time with your partner, to spend time alone. A magical place of art, peace, and inspiring.

Superhost

Chalet in Toucari

4.88 out of 5 average rating, 140 reviews

Treetops -Stylish cottage by the beach*

This gorgeous cottage is 100 yards from the Caribbean sea nestled in the tropical trees, overlooking beautiful Toucari Beach. Swim, snorkel or paddleboard in the calm waters. Chill on the bay, with a drink and relax watching the pelicans dive at sunset. Treetops has the best location. Close enough to wander down to the beach and quiet enough to be private. Experience sitting on the deck at sunset watching hummingbirds in the trees. Added bonus - fibre broadband.

Superhost

Chalet in La Vega

4.79 out of 5 average rating, 19 reviews

Cozy Mountain Chalet

How many times have you imagined leaving the city and getting lost in a Chalet in the mountains? Welcome to our Chalet located in Jarabacoa! This is a lovely 2 bedrooms apartment decorated in mountain chalet style, which sleeps up to 4 people. There are two double bedrooms, each one with 2 bathrooms in total. There is a fully equipped kitchen and you can relax in the living room with the fireplace or just enjoy the jacuzzi with a stunning view!