
Pet-friendly vacation rentals in Calheta
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Calheta

Total vacation rentals
Explore 40 vacation rentals in Calheta

Nightly prices starting at
Calheta vacation rentals start at G$8,332 GYD per night before taxes and fees

Verified guest reviews
Over 2,370 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Calheta vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Calheta rentals

4.8 Average rating
Calheta stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated pet-friendly home rentals in Calheta
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

House with stunning views surrounded by nature
Countryside house, located on a hill with the best view over Madalena do mar. Recanto of the sea is located in the warm and sunny municipality of Ponta do Sol, in a privileged area with excellent sun exposure and sea views. The property has a stunning view from any room in the house. The house has 2 bedroom. One with a double bed and one with 2 single beds ; 2 bathroom; a fully equipped kitchen and a fully equipped indoor barbecue. The maximum capacity is 6 guests. Número de registo:152419/AL

Beautiful Views - Apartment Fontes
“Beautiful Views – Apartment Fontes” is a peaceful retreat in the quiet hills of Calheta, created for travelers who value nature, comfort, and authentic island living. Surrounded by open views and fresh air, it’s the perfect base for levada walks, hiking, and exploring Madeira and close to the sea. Ideal for nature lovers seeking calm, space, and a true sense of the island. If you’re looking for more than just a place to sleep, a place to breathe, reset, and feel the island , you’ve found it!

Old Wine Villa
Welcome to Paradise! Come stay at our cozy Villa with a splendid Atlantic ocean view by the infinity pool! This house was first built in 1932 and since then it has been know as "Casa do Vinho Velho", "The Old Wine House". My great-grand mother used to tell stories about the old man "Vinho Velho" and his passion for his wine and agriculture. The house has been updated but we have kept old features, like an old brick oven in the kitchen and 3 stone rocks for vine hanging in the living room!

Hikers' paradise
Relax with the whole family in this quiet accommodation. A family space, located in the center of Madeira Island, 10m from the beautiful and picturesque town of Curral das Freiras. An isolated house, for those looking to take refuge in the middle of nature, with their family or friends. The ideal place to rest and socialize. For those who like nature walks, you can start or end your route from this space to the Boca dos Namorados viewpoint or the Eira do Serrado viewpoint.

Mango Yurt ~Eco-Glamping in a Hidden Paradise
Wake up in total privacy, surrounded by a lush permaculture garden where you can see, taste, and smell nature’s abundance. At Canto das Fontes, in the sunny Sítio dos Anjos, it feels like eternal spring all year — even when other parts of Madeira are cooler. An award-winning regenerative eco-glamping where sustainability meets comfort and luxury, with a natural pool, Honesty Ba,r and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes

Eco Fajã Villas - Retreat - 60m above sea level
Perched above the coastline, this villa offers a harmonious blend of comfort and nature. With beautiful sea views, a heated infinity pool, and a generous garden, the villa invites you to slow down and soak in Madeira’s natural charm. Thoughtfully designed open-plan interiors allow light to pour in, connecting the indoor spaces with the surrounding landscape for a relaxed, effortless stay. Ideal for those looking for quiet, space, and a touch of understated luxury.

Stonelovers® (Heated Pool Optional) - Unit3
Settled in a stunning organic green land, contemplating an amazing sea view, spectacular cliffs, surrounded by pieces of cropland, banana plantations and vineyards, we have found what today is WOODLOVERS. Combining this dream place with our engineering, sustainability, renewable energies and permaculture background, we were pioneers in the construction of the first contemporary 100% WoodHouse in Madeira Island respecting the nature and the natural environment.

Cyane's Nest
Cyane's Nest , on the top level of a typical Madeiran cottage you will find this apartment. It consists of one double bedroom; a fully equipped open plan kitchen and lounge area with a double bed sofa which is ideal for children. Outside there is an open varanda where you can have your meals and enjoy the wonderful view. There is a private parking. Here, you will find peace and tranquillity on this beautiful rural village, Arco da Calheta.

Penthouse Marina Sol 20785/AL
You'll love it! Sleep/Relax to the sound of the waves/Atlantic Ocean Private! Ecological, one of the best Penthouses with a garage. Private, sunny, complete with balcony, good sea and mountain views. Overlooking the sea, with sun loungers and a small barbecue, accommodating 4 adults and a child. Natural light, Wi-Fi (high speed) and lots of sun Fantastic Sunset

Seixal nature house 1
No coração da deslumbrante floresta Laurissilva, no Chão da Ribeira, na encantadora freguesia do Seixal, encontra-se este refúgio único. Localizado a apenas 15 minutos da praia de areia preta, do supermercado e do centro da vila, e a 5 minutos do emblemático trilho do Fanal, este é o lugar perfeito para quem busca tranquilidade e proximidade com a natureza.

Casa "Just Nature" , Madeira Island
"Just nature" is located in S.Vicente\Boaventura. Instagram: @justnaturemadeira An ideal place to visit, wrapped in protected Laurisilva, where the only thing you'll hear is the bird sound! Absorb the amazing views of the northen part of Madeira island. Meet the insides of the Laurissilva by going on a walk in "Levada da Origem" (100 meters from the house).

Sofia's Place
In Sofia's Place (House of Sofia) breathes the spirit and the culture in a cosmopolitan and sophisticated accommodation in the heart of one of the most exclusive and romantic dream in the world. The contrast provides intense experiences. ATTENTION to : outras informações
Popular amenities for Calheta pet-friendly home rentals
Pet-friendly house rentals

Madeira's last hidden mountain paradise!

Rochinha house with pool and fabulous view

Villa Pinheira I modern, 2 bedroom house, sea view

Casa do Terrāço - Quinta Falcões Do Sol

Casa Sienna Calheta-A Spectacular Ocean View Place

Pebble Beach House- Casa da Fajã

Casa da Ovelha, your bright and quiet house

Casa Anjinho-home in the country side
Pet-friendly home rentals with a pool

House with sea view and heated saltwater pool

Madeira Oceanfront Retreat - Direct Beach Access

Secluded cottage w pool, oceanside view, 3BR, 3BA

Tabua Lodge

House pc / private indoor pool

Quinta do Perdigão Peace. Nature. Retreat.

Socalco Nature Calheta - Hall House

Casa Amarela (Stylish and Traditional Villa)
Private, pet-friendly home rentals

Chalet Ladeira

Sunset House

Casa Levada - Sea View House

Skyline Villas Top - Fantastic sea view

1BR Garden Apartment | Shared Pool | Unit A

Casa das Abertas, Sea View & Air Conditioning

Funchal Sunset Apartment

Wonderful View Apartment, Great sunsets.
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- Praia do Porto do Seixal
- Monte Palace Tropical Garden
- Madeira Botanical Garden
- Casino da Madeira
- Zona Velha
- Praia da Calheta
- Ponta do Sol Beach
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Complexo Balnear do Lido
- Praia de Garajau
- Cabo Girão
- PR 11 - Vereda dos Balcões
- Pico Do Areeiroo
- Fish Market
- Casas Tipicas de Santana
- Madeira Whale Museum
- Sé do Funchal
- Ponta do Pargo
- Santa Catarina Park
- Cristo Rei
- Funchal Cable Car
- Blandy's Wine Lodge
- CR7 Museum





