
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.

NEW! Madeira's last hidden mountain paradise!
Welcome to On the Rocks, your off-grid retreat where serenity meets full seclusion. Surrounded by the soothing sounds of cascading waterfalls, unwind with panoramic views that stretch across the horizon. Nestled in the heart of the island (15 min to both coasts), with hiking trails at your doorstep, you’re perfectly positioned to explore or relax. Whether seeking adventure or sun-soaked relaxation, this peaceful sanctuary offers the perfect balance—a home base to discover or a haven to recharge.

Palheiro Jardim Avó Graça
O mar e o serra tão perto de Si . A Natureza no seu Melhor. Este local mostra como era o típico de Abrigo dos antigos pastores aqui na Ilha Madeira chamado Palheiro. Tinha como função ser o abrigo para o Pastor / agricultor colocar os animais e guardar os produtos tirados da terra e respectiva comida para os mesmos, como gado bovino e caprino, era um local sem grandes recursos, muito simples. O Palheiro do Jardim da Avó Graça está LIGEIRAMENTE adaptado para a nossa atualidade. É Local Rústico.

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!

Encanto do Sol
O Encanto do Sol é um apartamento com vista para o mar, situado na tranquila zona da Ponta do Sol. Tem quintal e jardim e está a 15 minutos a pé da praia. Dispõe de acesso gratuito ao Wi-Fi e está a 24 km do Funchal. O Encanto do Sol fica a 22 km de São Vicente e a 65 km de São Jorge-Santana. O Aeroporto Internacional da Madeira Cristiano Ronaldo está a 40 km de distância. A Anfitriã fala Inglês, Espanhol e Português e está sempre disponível para ajudá-lo a planear a sua estadia.

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

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.

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.

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.

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

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).
Popular amenities for Calheta pet-friendly home rentals
Pet-friendly house rentals

Rochinha house with pool and fabulous view

Villa Pinheira I modern, 2 bedroom house, sea view

Ideia Cottage - Sea View

Casa do Terrāço - Quinta Falcões Do Sol

Casa Keam

BHF Residences Ying Yang

Little Escape Madeira

Paraíso dos caminhantes
Pet-friendly home rentals with a pool

Maison vue mer piscine d'eau salée chauffée

Casa Sienna Calheta-A Spectacular Ocean View Place

Exclusive Terrace and Grill at Savoy Insular

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

Tabua Lodge

Madeira Palace Ocean View

Socalco Nature Calheta - Casa do Salão

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

Sunset House

Villa Gabi | Ocean View

Casa Levada - Sea View House

Quinta Cristo Rei

Skyline Villas Top - Fantastic sea view

Melro's Place by Stay Madeira

Casa Anjinho-home in the country side

Charming Retreat Machico - 5 min Praia & Centro A
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 £45 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!
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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





