
Pet-friendly holiday rentals in Calheta
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Top-rated pet-friendly home rentals in Calheta
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

Old Town Funchal Seafront villa Pool & garden
Beachfront design home featured in Conde Nast Traveller w private swimming pool & tropical garden in the Old Town of Funchal. Just 200m, 5min walk to the city center, beach & restaurants. Free street parking & fast internet. 2 bedroom villa w 2 bathrooms, living room & kitchen w unlimited sea views. Stylish interiors & lots of outside relaxing, sunbathing & dining space with BBQ. Tropical oasis in the city - feels like the countryside. Perfect base to explore Madeira´s hikes & beaches in style

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

Woodlovers Mar® (Heated Pool Optional) - Unit 2
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.

Quinta da Tabua
We prepare this house with your comfort and rest. The place is quiet with a great view of the sea and the mountains. It has a garden with some fruit trees and a porch that allows you to relax and feel the breeze while you read a book. You can prepare meals at the barbecue or in the kitchen, relax and watch TV in the living room, enjoy the comfort of the bedrooms, equipped with high quality mattresses and take a very warm, rested shower.

Organic Phenomena
An old house in Lombada, Ponta do Sol surrounded by mostly banana trees and other tropical fruit trees cultivated using organic farming methods, "levadas" and beautiful landscapes from the ocean to the mountains. NOTE: Guests are required to pay a tourist tax of €2 per night from 1st September 2024 up to a maximum of 7 nights. Children under the age of 13 are exempt. OBS: Edital n.º 443/2024, de 1 de Abril 2024 do Diario da Republica.

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).

Little Escape Madeira
This accommodation is located in a very quiet area, surrounded by nature and near the ocean. The perfect hideaway to relax and enjoy the stay. From this modern furnished studio you can enjoy the stunning view. You find this little escape at the dead end of a small road, at the village of Ponta Delgada at the beautiful northcoast from Madeira.

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

Traditional Madeiran farm house

Rochinha house with pool and fabulous view

Ideia Cottage - Sea View

Sunset House

ponta delgada Beco House

Pebble Beach House- Casa da Fajã

Casa Anjinho-home in the country side

Your home away from home in Madeira.
Pet-friendly home rentals with a pool

Hibiscus House by YOUR KEY Madeira

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

Tabua Lodge

Beautiful apartment with Seaview

House pc / private indoor pool

Casa das Terças

Casa Amarela (Stylish and Traditional Villa)

Villa António
Private, pet-friendly home rentals

Ocean view

Villa Pinheira I modern, 2 bedroom house, sea view

Whale's Lodge - nature & relax & work

Villa Gabi | Ocean View

Melro's Place by Stay Madeira

Studio Thiago | Vista Mar | Solo Travelers

Casa Do Sol

Spectacular Bay View – Ideal for Groups & Families
Quick stats about holiday rentals that are pet-friendly in Calheta

Total holiday rentals
Explore 50 holiday rentals in Calheta

Nightly prices starting at
Calheta holiday rentals start at $67 NZD per night before taxes and fees

Verified guest reviews
Over 2,160 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Calheta holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Calheta rentals

4.8 Average rating
Calheta stays are highly rated by guests—averaging 4.8 out of 5!
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- Cristo Rei
- Madeira Botanical Garden
- Praia do Porto do Seixal
- Monte Palace Tropical Garden
- Casino da Madeira
- Praia da Madalena do Mar
- Praia da Calheta
- Ponta do Sol Beach
- Clube de Golf Santo da Serra
- Complexo Balnear do Lido
- Zona Velha
- Porto Moniz Natural Swimming Pools
- Sé do Funchal
- Fish Market
- CR7 Museum
- Blandy's Wine Lodge
- Pico dos Barcelos
- PR 11 - Vereda dos Balcões
- Ponta do Pargo
- Funchal Cable Car
- Praia Machico
- Casas Tipicas de Santana
- Aquário da Madeira
- Santa Catarina Park




