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

Total holiday rentals
Explore 30 holiday rentals in Estreito da Calheta

Nightly prices starting at
Estreito da Calheta holiday rentals start at $42 AUD per night before taxes and fees

Verified guest reviews
Over 1,290 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

Wi-Fi availability
30 of Estreito da Calheta holiday rentals include Wi-Fi access

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

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

Paraíso dos caminhantes
Relaxe com toda a família neste alojamento tranquilo. Um espaço familiar, localizado no centro da Ilha da Madeira a 10m da bela e pitoresca localidade do Curral das Freiras. Uma casa isolada, para quem procura refugiar-se no meio da natureza, junto das sua família ou amigos. O lugar ideal para descansar e conviver. Para quem gosta de caminhadas na natureza poderá iniciar ou finalizar o seu percurso, a partir deste espaço, para o miradouro da boca dos namorados ou o miradouro da Eira do Serrado.
WalkabilityOutdoor spacesCheckout
4.82 out of 5 average rating, 181 reviews
Seafront Home in Old Town Funchal w Pool & Garden
Beachfront design home featured in Conde Nast Traveller w private pool & tropical garden in Old Town of Funchal. A stunning oasis just 5min walk to city center, beach & restaurants. Free street parking, fast internet & strong AC. 2 bedroom historic villa with 2 WC´s, living room & kitchen w sea views. Stylish interiors & lots of outside relaxing, sunbathing & dining area with BBQ. Tropical villa that feels like the countryside w amazing climate. Perfect base to explore Madeira´s hikes & beaches
WalkabilityOutdoor spacesPool
4.94 out of 5 average rating, 117 reviews
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
WalkabilityOutdoor spacesBathroom
5.0 out of 5 average rating, 116 reviews
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!
WalkabilityOutdoor spacesAmenities
4.87 out of 5 average rating, 247 reviews
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!
WalkabilityOutdoor spacesCheckout
4.95 out of 5 average rating, 150 reviews
Secluded cottage w pool, oceanside view, 3BR, 3BA
Enjoy the unique duality of the Seaside x Mountain Madeiran landscape in one of the sunniest and warmest locations of the Island. Located between Ribeira Brava (4km) and Ponta do Sol (3,5km), the house provides the most breathtaking views but is still close and easy to get to surrounding villages, beaches, and levada walks. Take your time to relax in the porch, in the garden or by the pool, freshen up with a dip, prepare a barbecue for the family, or have a charming dinner under the stars.
WalkabilityOutdoor spacesCheck-in
4.93 out of 5 average rating, 148 reviews
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
Outdoor spacesWalkabilityParking
4.97 out of 5 average rating, 472 reviews
Quinta da Tabua
Preparamos esta casa a pensar no seu conforto e descanso. O local é calmo com uma vista fantástica sobre o mar e as montanhas. Dispõe de um jardim com algumas arvores de fruto e de um alpendre que lhe permite relaxar e sentir a brisa, enquanto lê um livro. Pode preparar as refeições na churrasqueira ou na cozinha, relaxar e ver televisão na sala, gozar do conforto dos quartos, apetrechados com colchões de elevada qualidade e tomar um duche bem quente e repousado.
WalkabilityPetsCleanliness
4.99 out of 5 average rating, 145 reviews
Penthouse Marina Sol 20785/AL
Você vai adorar! Dormir/Relaxar ao som das ondas/Oceano Atlantico Privado!. Ecológico, dos melhores Penthouse com garagem. Privado, solarengo, completo com varanda, boas vistas mar e montanha. Sobre o mar, com esperguiçadeiras e um pequeno barbecue, com capacidade para 4 adultos e uma criança. Luz natural, Wi-Fi (alta velocidade) e muito Sol Pôr do Sol Fantástico
WalkabilityOutdoor spacesPool
4.94 out of 5 average rating, 109 reviews
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.
Outdoor spacesWalkabilityHiking
4.89 out of 5 average rating, 180 reviews
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
Outdoor spacesWalkabilityLaundry
4.95 out of 5 average rating, 158 reviews
Relax Over The Sea -12391/AL
Beautiful spacious villa perched on the cliff top, stunning views of the Atlantic Ocean, its swimming pool with infinite plane over the ocean provides fantastic and relaxing moments for larger families in the sunniest located part of the island
PetsWalkabilityAmenities
4.98 out of 5 average rating, 103 reviewsPopular amenities for Estreito da Calheta pet-friendly home rentals
Pet-friendly house rentals

Private Beach House - Cais dos Anjos Madeira
Outdoor spacesWalkabilityFamily
4.91 out of 5 average rating, 116 reviews
Casa da Ovelha, your bright and quiet house
Outdoor spacesWalkabilityNearby
4.8 out of 5 average rating, 142 reviews
BHF Residences Ying Yang
Outdoor spacesWalkabilityDecor
4.93 out of 5 average rating, 137 reviews
Casa "Just Nature" , Madeira Island
Outdoor spacesWalkabilityQuiet
4.89 out of 5 average rating, 347 reviews
Pebble Beach House- Casa da Fajã
WalkabilityOutdoor spacesNearby
4.93 out of 5 average rating, 134 reviews
Rochinha house with pool and fabulous view
Outdoor spacesWalkabilityHiking
4.84 out of 5 average rating, 162 reviews
Beautiful 4 bedroom farm house Casa dos Patos
Outdoor spacesPetsLong stay
4.93 out of 5 average rating, 117 reviews
Casa do Terrāço - Quinta Falcões Do Sol
Outdoor spacesConditionView
4.94 out of 5 average rating, 68 reviewsPet-friendly home rentals with a pool

Woodlovers Jardim® (Heated Pool Optional) - Unit 1
WalkabilityPetsIndoor spaces
4.96 out of 5 average rating, 134 reviews
House pc / piscina interior privada
WalkabilityPetsHospitality
4.86 out of 5 average rating, 140 reviews
Dream View - City Apartment & Golf
WalkabilityQuietSleep quality
4.89 out of 5 average rating, 101 reviews
Your home away from home in Madeira.
Outdoor spacesPetsAir conditioning
4.88 out of 5 average rating, 282 reviews
Quinta do Perdigão - Paz. Natureza. Retiro.
PetsOutdoor spacesBeach
4.95 out of 5 average rating, 92 reviews
Maison vue mer piscine d'eau salée chauffée
Outdoor spacesWalkabilityParking
4.95 out of 5 average rating, 40 reviews
Casa das Terças | Infinity Pool & Ocean Views
Outdoor spacesWalkabilityComfort
5.0 out of 5 average rating, 43 reviews
Madeira Oceanfront Retreat - Direct Beach Access
Outdoor spacesWalkabilityFamily
5.0 out of 5 average rating, 7 reviewsPrivate, pet-friendly home rentals

Cyane's Nest
WalkabilityOutdoor spacesSleep quality
4.82 out of 5 average rating, 104 reviews
Casa Anjinho-home in the country side
WalkabilitySleep qualityComfort
4.98 out of 5 average rating, 46 reviews
Wonderful View Apartment, Great sunsets.
DecorCheckoutNearby
4.93 out of 5 average rating, 97 reviews
Melro's Place by Stay Madeira
Outdoor spacesWalkabilityLocation
4.97 out of 5 average rating, 75 reviews
Erdhaus by Interhome
Outdoor spacesWi-FiCondition
4.91 out of 5 average rating, 23 reviews
Casa do Cais - A romantic ocean front apartment
WalkabilityOutdoor spacesCheckout
4.82 out of 5 average rating, 79 reviews
Villa Gabi | Ocean View
Outdoor spacesPetsLocation
4.91 out of 5 average rating, 78 reviews
Encanto do Sol
Outdoor spacesWalkabilityHospitality
5.0 out of 5 average rating, 20 reviewsDestinations to explore
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- Pet-friendly rentals Madeira Island
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- Praia do Porto do Seixal
- Zona Velha
- Monte Palace Tropical Garden
- Praia da Calheta
- Madeira Botanical Garden
- Ponta do Sol Beach
- Casino da Madeira
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Cabo Girão
- Praia de Garajau
- Complexo Balnear do Lido
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Cristo Rei
- Blandy's Wine Lodge
- Madeira Whale Museum
- Ponta do Pargo
- Santa Catarina Park
- Cascata Dos Anjos
- CR7 Museum
- Sé do Funchal
- Clube de Golf Santo da Serra





