
Pet-friendly holiday rentals in Calheta
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Top-rated pet-friendly home rentals in Calheta
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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 spacesNearby

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!
Outdoor spacesWalkabilityGetting around

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 spacesValue

Palheiro Jardim Avó Graça [Grandma Graça's Garden]
The sea and the mountains are so close to you. Nature at its best. This site shows what the typical shelter of the ancient shepherds here on Madeira Island called Palheiro was like. Its function was to be the shelter for the shepherd/farmer to put the animals and store the products taken from the land and their food, such as cattle and goats. It was a place without great resources, very simple. The Palheiro do Jardim da Avó Graça is SLIGHTLY adapted to our times. It is a Rustic Place.
Outdoor spacesWalkabilityIndoor spaces

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
WalkabilityOutdoor spacesLocation

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.
PetsOutdoor spacesAmenities

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 reading a book. You can prepare meals on the barbecue or kitchen, relax and watch TV in the living room, enjoy the comfort of the bedrooms, equipped with high-quality mattresses and take a very hot and restful shower.
PetsWalkabilityKitchen

Casa das Abertas, Sea View & Air Conditioning
Set in a quiet part of Madeira Island, this property is carefully decorated with modern touches. The Casa das Abertas suite opens onto a sunny terrace with sun loungers and panoramic views from the sea to the hills. The house offers two bedrooms and two bathrooms with free toiletries and a hairdryer. It also includes free Wi-Fi and a modernly decorated living room with a sofa and a flat-screen TV.
Outdoor spacesWalkabilityHospitality

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
WalkabilityOutdoor spacesLaundry

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.
WalkabilityOutdoor spacesComfort

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).
Outdoor spacesWalkabilityHeating

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 spacesWalkabilityIndoor spaces
Popular amenities for Calheta pet-friendly home rentals
Pet-friendly house rentals

NEW! Madeira's last hidden mountain paradise!
WalkabilityOutdoor spacesLocation

Rochinha house with pool and fabulous view
Outdoor spacesPetsWi-Fi

Casa do Terrāço - Quinta Falcões Do Sol
Outdoor spacesComfortKitchen

Casa Sienna Calheta-A Spectacular Ocean View Place
WalkabilityOutdoor spacesDecor

Villa Gabi | Ocean View
PetsOutdoor spacesCondition

Casa da Ovelha, your bright and quiet house
Outdoor spacesWalkabilityBarbecue

Tabua Lodge
Outdoor spacesKitchenView

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

House with sea view and heated saltwater pool
WalkabilityOutdoor spacesView

Casa Bela Vista, Swimming pool and sea view
Outdoor spacesWalkabilityHiking

A Peaceful Getaway
Outdoor spacesBarbecueCondition

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

Beautiful apartment with Seaview
WalkabilityAccuracyPool

Tuesday House | Infinity Pool & Ocean Views
Outdoor spacesWalkabilityAccess

Socalco Nature Calheta - Hall House
WalkabilityOutdoor spacesCleanliness

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

Traditional Madeiran farm house
Outdoor spacesWalkabilityView

Couples' Retreat | Calm | Beach | Sea View
WalkabilityOutdoor spacesAccuracy

Sunset House
WalkabilityOutdoor spacesFamily

Casa Keam
WalkabilityHikingGetting around

Casa Levada - Sea View House
Outdoor spacesWalkabilityAccess

Skyline Villas Top - Fantastic sea view
WalkabilityOutdoor spacesGetting around

Melro's Place by Stay Madeira
WalkabilityOutdoor spacesSleep quality

Encanto do Sol
WalkabilityOutdoor spacesBeach
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 $86 AUD 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 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
40 of Calheta holiday 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!
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- Pet-friendly rentals Madeira
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- Praia do Porto do Seixal
- Madeira Botanical Garden
- Monte Palace Tropical Garden
- Casino da Madeira
- Zona Velha
- Ponta do Sol Beach
- Praia da Calheta
- Praia Machico
- Porto Moniz Natural Swimming Pools
- Complexo Balnear do Lido
- Praia de Garajau
- PR 11 - Vereda dos Balcões
- Sé do Funchal
- Cabo Girão
- Pico Do Areeiroo
- Fish Market
- Ponta do Pargo
- Blandy's Wine Lodge
- Casas Tipicas de Santana
- Santa Catarina Park
- Madeira Whale Museum
- CR7 Museum
- Funchal Cable Car
- Cristo Rei





