
Pet-friendly holiday rentals in Calheta
Find and book unique pet-friendly homes on Airbnb
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 €35 per night before taxes and fees

Verified guest reviews
Over 2,370 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!
Top-rated pet-friendly home rentals in Calheta
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

The Paradise - Ocean-Mountains-Jacuzzi-Air Con
The Paradise – a wonderful oceanfront escape on the sunny south coast of Madeira. Nestled between the deep blue Atlantic and dramatic mountain backdrops of Paul Do Mar , this stylish fully air conditioned two-bedroom apartment offers comfort, beauty, and serenity. Enjoy a panoramic terrace with sunset views, Jacuzzi, outdoor dining and ample space for you to unwind or work remotely. Perfect for couples, families, or digital nomads seeking peace, sunshine, and inspiration—just steps from the sea.
5.0 out of 5 average rating, 69 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
5.0 out of 5 average rating, 114 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!
4.87 out of 5 average rating, 245 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.
4.92 out of 5 average rating, 146 reviews
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.
4.82 out of 5 average rating, 178 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
4.97 out of 5 average rating, 471 reviews
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.
4.96 out of 5 average rating, 133 reviews
Cyane's Nest
Cyane's Nest , on the top level of a typical Madeiran cottage you will find this apartment. It consists of one double bedroom; a fully equipped open plan kitchen and lounge area with a double bed sofa which is ideal for children. Outside there is an open varanda where you can have your meals and enjoy the wonderful view. There is a private parking. Here, you will find peace and tranquillity on this beautiful rural village, Arco da Calheta.
4.82 out of 5 average rating, 103 reviews
Villa Nicuma by Escape to Madeira
Relax comfortably with incredible views of the Atlantic Ocean. This luxury villa is just a short walk from restaurants, bars, and the center of Villa da Calheta and its marina. The beach is nearby, and the house offers a rooftop pool overlooking the sea and marina, where you can enjoy water activities. Come enjoy an unforgettable vacation where the sea, sun, and comfort come together to offer you a unique experience.
4.94 out of 5 average rating, 33 reviews
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
4.94 out of 5 average rating, 108 reviews
Seixal nature house 1
In the heart of the stunning Laurissilva forest, in Chão da Ribeira, in the charming parish of Seixal, lies this unique retreat. Located just 15 minutes from the black sand beach, supermarket and village center, and 5 minutes from the iconic Fanal trail, this is the perfect place for those seeking tranquility and proximity to nature.
4.88 out of 5 average rating, 171 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
4.95 out of 5 average rating, 157 reviewsPopular amenities for Calheta pet-friendly home rentals
Pet-friendly house rentals

Old Wine Villa
4.95 out of 5 average rating, 149 reviews
BHF Residences Ying Yang
4.93 out of 5 average rating, 137 reviews
Quinta da Tabua
4.99 out of 5 average rating, 144 reviews
Casa da Ovelha, your bright and quiet house
4.8 out of 5 average rating, 142 reviews
Beautiful 4 bedroom farm house Casa dos Patos
4.93 out of 5 average rating, 116 reviews
Seafront Home in Old Town Funchal w Pool & Garden
4.94 out of 5 average rating, 116 reviews
Rochinha house with pool and fabulous view
4.84 out of 5 average rating, 161 reviews
Casa Anjinho-home in the country side
4.98 out of 5 average rating, 45 reviewsPet-friendly home rentals with a pool

Casa Amarela (Stylish and Traditional Villa)
4.81 out of 5 average rating, 242 reviews
House pc / private indoor pool
4.86 out of 5 average rating, 140 reviews
Your home away from home in Madeira.
4.88 out of 5 average rating, 280 reviews
Amazing View Madeira
4.87 out of 5 average rating, 246 reviews
House with sea view and heated saltwater pool
4.95 out of 5 average rating, 39 reviews
Quinta do Perdigão Peace. Nature. Retreat.
4.95 out of 5 average rating, 91 reviews
Casa das Terças | Infinity Pool & Ocean Views
5.0 out of 5 average rating, 41 reviews
Socalco Nature Calheta - Hall House
4.96 out of 5 average rating, 48 reviewsPrivate, pet-friendly home rentals

Wonderful View Apartment, Great sunsets.
4.93 out of 5 average rating, 96 reviews
Casa das Abertas, Jacuzzi, Sea View & Air Conditioning
4.92 out of 5 average rating, 88 reviews
View, Sun & Serenity Calheta - 2 apartments house
5.0 out of 5 average rating, 3 reviews
Sun View House - Feels Like Home
5.0 out of 5 average rating, 59 reviews
Casa Levada - Sea View House
4.78 out of 5 average rating, 63 reviews
Madeira's last hidden mountain paradise!
4.84 out of 5 average rating, 86 reviews
Vila Vinha - 55534/AL
4.91 out of 5 average rating, 77 reviews
Erdhaus by Interhome
4.9 out of 5 average rating, 21 reviewsDestinations to explore
- Funchal Holiday rentals
- Santa Cruz de Tenerife Holiday rentals
- Caniço Holiday rentals
- Arco da Calheta Holiday rentals
- Ribeira Brava Holiday rentals
- Madeira Island Holiday rentals
- Porto Santo Holiday rentals
- Machico Holiday rentals
- La Palma Holiday rentals
- Câmara de Lobos Holiday rentals
- Ponta do Sol Holiday rentals
- San Cristóbal de La Laguna Holiday rentals
- Praia do Porto do Seixal
- Monte Palace Tropical Garden
- Zona Velha
- Praia da Calheta
- Madeira Botanical Garden
- Ponta do Sol Beach
- Casino da Madeira
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Complexo Balnear do Lido
- Cabo Girão
- Praia de Garajau
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Madeira Whale Museum
- Blandy's Wine Lodge
- Ponta do Pargo
- Cristo Rei
- Santa Catarina Park
- Cascata Dos Anjos
- CR7 Museum
- Sé do Funchal
- Clube de Golf Santo da Serra





