
Pet-friendly holiday rentals in Calheta
Find and book unique pet-friendly homes on Airbnb
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!

Seafront Villa in Old Town Funchal w Pool & Garden
Beachfront design home featured in Conde Nast Traveller w private pool & tropical garden in the Old Town of Funchal. A stunning oasis just 5min walk to city center, beach & restaurants. Free street parking, fast internet & strong AC. Two bedroom historic villa with 2 WC´s, living room & kitchen w unlimited sea views. Stylish interiors & lots of outside relaxing, sunbathing & dining area with BBQ. Tropical villa that feels like the countryside. Perfect base to explore Madeira´s hikes & beaches

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!

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 Jardim® (Heated Pool Optional) - Unit 1
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.

Madeira apart: 30% Off Junho (2-3 Pax)
Oportunamente junho 30% 🌱 Venha desfrutar de conforto, tranquilidade e belas vistas neste Espaço único. Moradia nova, ampla, muito confortável com excelente exposição solar. Possui apartamento privativo com WC e cozinha com todos os acessórios para cozinhar. Disponibiliza-se toalhas de banho e de praia. Excelente localização 📍 contacte-nos se precisar de ajuda ou esclarecimento. Possibilidade de agendar transfere do aeroporto.💮

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).

360° Sea & City views, in the heart of Funchal
With its amazing ocean, marina, Santa Catarina and mountain views, this luxury 2 bedroom is located in one of the town's most prestigious neighbourhoods. Within a 5 min walking radius, you'll find most of Funchal's main attractions, supermarkets, shopping district and restaurants.
Popular amenities for Calheta pet-friendly home rentals
Pet-friendly house rentals

Rochinha house with pool and fabulous view

Sun, View & Serenity House in São Gonçalo Funchal

Ideia Cottage - Sea View

ponta delgada Beco House

Melro's Place by Stay Madeira

BHF Residences Ying Yang

Little Escape Madeira

Casa das Terças | Infinity Pool & Ocean Views
Pet-friendly home rentals with a pool

Fajã Surf Lodges - House Ash

A Peaceful Getaway

Casa Sienna Calheta-A Spectacular Ocean View Place

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

Beautiful apartment with Seaview

Art House - By WeHostMadeira

Casa Amarela (Stylish and Traditional Villa)

Casa do Pombal, a Home in Madeira
Private, pet-friendly home rentals

Banana lovers - Farm View

Quinta Cristo Rei

Casa Serenidade

Skyline Villas Top - Fantastic sea view

Funchal Sunset Apartment

Farm House

Encanto do Sol

Casa do Valentim, a Home in Madeira
Quick stats about holiday rentals that are pet-friendly in Calheta

Total holiday rentals
Explore 40 holiday rentals in Calheta

Nightly prices starting at
Calheta holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 2,200 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Calheta holiday rentals include wifi 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!
Destinations to explore
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- Pet-friendly rentals Madeira
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- Praia do Porto do Seixal
- Monte Palace Tropical Garden
- Madeira Botanical Garden
- Casino da Madeira
- Ponta do Sol Beach
- Zona Velha
- Praia da Calheta
- Praia Machico
- Complexo Balnear do Lido
- Porto Moniz Natural Swimming Pools
- Cabo Girão
- PR 11 - Vereda dos Balcões
- Praia de Garajau
- Fish Market
- Pico Do Areeiroo
- Blandy's Wine Lodge
- Ponta do Pargo
- Santa Catarina Park
- Madeira Whale Museum
- Casas Tipicas de Santana
- Funchal Cable Car
- Cascata Dos Anjos
- Cristo Rei
- CR7 Museum





