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Pet-friendly vacation rentals in Calheta

Find and book unique pet-friendly homes on Airbnb

Quick stats about vacation rentals that are pet-friendly in Calheta

  • Total vacation rentals

    Explore 40 vacation rentals in Calheta

  • Nightly prices starting at

    Calheta vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

  • Verified guest reviews

    Over 2,370 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Calheta vacation 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!

Top-rated pet-friendly home rentals in Calheta

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Fajã da Ovelha

Casa do Terrāço - Quinta Falcões Do Sol

Casa Terrãço is a restored stone house that combines the unique charm of a centuries-old structure with modern comfort. The house features an open floor plan on the first level with a fully equipped kitchen and living space that offers ocean views through a big glass door. The top floor contains a spacious bedroom that opens to a large private terrace, providing breathtaking views of the ocean. Outside you will have a private area with a fire pit and access to the shared heated saltwater pool.

Outdoor spacesLocationBathroom

4.94 out of 5 average rating, 69 reviews
Top guest favorite
A spacious terrace features a smooth wooden surface and a white railing, providing unobstructed views of the coastline and ocean. Sunlight bathes the area, highlighting the natural landscape of hills and the sea in the background.
Villa

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 spacesParking

5.0 out of 5 average rating, 117 reviews
Superhost
A charming outdoor space features a wooden pergola draped with sheer curtains, providing shade over a hot tub. Nearby, a seating area with dark wicker furniture is set against a backdrop of vibrant greenery and blooming flowers, along with a few white lounge chairs.
Apartment in Lombo Do Doutor

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 spacesLong stay

4.87 out of 5 average rating, 248 reviews
Top guest favorite
An outdoor seating area is highlighted by a decorative pillow featuring a floral design, resting against a woven chair. In the background, the infinity pool overlooks the expansive blue Atlantic ocean, framed by a clear sky.
Home in Tabua

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!

Outdoor spacesWalkabilityNearby

4.95 out of 5 average rating, 150 reviews
Guest favorite
A yurt is positioned amidst vibrant yellow flowers, set against a backdrop of lush greenery. The coastline and a winding road are visible in the distance, with the ocean meeting a partly cloudy sky, creating a serene and natural landscape.
Yurt in Ponta do Sol

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, 473 reviews
Guest favorite
A private balcony features wooden flooring and modern furnishings, including a small table and chairs. A sliding glass door offers views into a comfortably furnished living area, while lush greenery enhances the outdoor space. The surrounding landscape is visible under a clear blue sky.
Cabin in Jardim do Mar

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.

Outdoor spacesPetsView

4.96 out of 5 average rating, 134 reviews
Superhost
An outdoor dining area features a colorful umbrella providing shade over a table with patterned surface. White ornate chairs surround the table, offering a space to enjoy meals while overlooking scenic views of the valley and ocean in the distance.
Apartment in Arco da Calheta

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.

Outdoor spacesWalkabilityValue

4.82 out of 5 average rating, 105 reviews
Top guest favorite
The exterior of a stone house features a garden with green grass, bordered by flower beds and fruit trees. The building showcases multiple windows with red accents, surrounded by a hillside landscape under a clear blue sky.
Home in Corujeira

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.

WalkabilityOutdoor spacesIndoor spaces

4.99 out of 5 average rating, 145 reviews
Top guest favorite
Home in Arco da Calheta

Eco Fajã Villas - Deluxe - 60m above sea level

High above the coastline is a private sanctuary where luxury meets nature. With sweeping panoramic sea views, a larger heated infinity pool, and an expansive garden, this villa is designed for those who seek space, tranquility, and exclusivity. Its sleek open-plan interiors, flooded with natural light, blend seamlessly with the outdoors, creating an effortless flow between modern comfort and Madeira’s breathtaking landscape.

Outdoor spacesCleanlinessGetting around

5.0 out of 5 average rating, 6 reviews
Top guest favorite
Condo in Madalena do Mar

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 spacesQuiet

4.94 out of 5 average rating, 109 reviews
Guest favorite
A cozy room features wooden walls and flooring, creating a natural ambiance. A spacious bed is dressed in light linens, complemented by a decorative throw. A small window allows natural light to enter, while a dark blue armchair adds a seating option in the corner.
Tiny home in Seixal

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.

Outdoor spacesWalkabilityDecor

4.89 out of 5 average rating, 181 reviews
Top guest favorite
The image features a bright yellow house surrounded by palm trees and blooming foliage. A staircase leads to the entrance, which is illuminated by natural light. The upper balcony can be seen with decorative railing, enhancing the overall welcoming appearance of the property.
Home in Jardim do Mar

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

WalkabilityOutdoor spacesBathroom

4.95 out of 5 average rating, 159 reviews

Popular amenities for Calheta pet-friendly home rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly house rentals

Guest favorite
A private infinity pool is set against a backdrop of the ocean, surrounded by lush tropical plants. Comfortable seating, featuring blue cushions, faces the pool and ocean views, creating a relaxing outdoor space. The bright sky enhances the tranquil atmosphere.
Home in Funchal

Seafront Home in Old Town Funchal w Pool & Garden

Outdoor spacesPetsAccess

4.94 out of 5 average rating, 117 reviews
Guest favorite
A well-maintained garden is highlighted by two turquoise lounge chairs positioned on vibrant green grass, accompanied by a large umbrella for shade. The stone exterior of the house is visible in the background, creating a harmonious blend with the outdoor seating area.
Home in Arco da Calheta

BHF Residences Ying Yang

Outdoor spacesWalkabilityValue

4.93 out of 5 average rating, 137 reviews
Top guest favorite
Home in Boaventura

Casa "Just Nature" , Madeira Island

Outdoor spacesWalkabilityFamily

4.89 out of 5 average rating, 350 reviews
Guest favorite
A sunlit terrace features a lounge chair adorned with a colorful chevron-patterned cushion. A straw hat and a folded turquoise towel are placed on the chair, while the shimmering blue ocean is visible beyond a white railing.
Home in Ponta do Sol

Private Beach House - Cais dos Anjos, Madeira

WalkabilityOutdoor spacesGetting around

4.91 out of 5 average rating, 116 reviews
Guest favorite
Home in Curral das Freiras

Hikers' paradise

Outdoor spacesWalkabilityBathroom

4.83 out of 5 average rating, 183 reviews
Superhost
A wooden table with two cups and a plate of pastries sits on a balcony overlooking the ocean. A pair of binoculars rests nearby, and the bright sky reflects the serenity of the seaside location.
Home in Fajã da Ovelha

Casa da Ovelha, your bright and quiet house

WalkabilityPetsQuiet

4.8 out of 5 average rating, 142 reviews
Guest favorite
A scenic pathway leads towards the ocean, lined with vibrant wisteria flowers in shades of purple. Lush greenery complements the vibrant blooms, while the calm sea is visible in the background, enhancing the coastal ambiance of the setting.
Home in São Vicente

Pebble Beach House- Casa da Fajã

WalkabilityOutdoor spacesLaundry

4.93 out of 5 average rating, 134 reviews
Guest favorite
The entrance of the house features a staircase adorned with blooming pink flowers, leading to a wooden deck surrounded by plants. Outdoor seating is provided with white chairs, and the structure showcases a mix of stone and painted walls under a clear blue sky.
Home in Levada Grande

Beautiful 4 bedroom farm house Casa dos Patos

Outdoor spacesPetsLaundry

4.93 out of 5 average rating, 117 reviews

Pet-friendly home rentals with a pool

Guest favorite
A serene swimming pool reflects the sunset sky, surrounded by sun loungers and a hammock. The villa's exterior features large sliding doors, allowing for open access to the outdoor space, while a distant palm tree adds a touch of tropical ambiance.
Villa in Fajã da Ovelha

Casa Amarela (Stylish and Traditional Villa)

Outdoor spacesWalkabilityBeach

4.81 out of 5 average rating, 243 reviews
Guest favorite
A refreshing pool sits in the foreground, framed by lush greenery and palm trees. In the background, a charming two-story house features a terracotta roof and warm lighting, inviting relaxation. The garden area includes well-maintained landscaping, creating a serene outdoor atmosphere.
Villa in Ponta do Sol

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

Outdoor spacesWalkabilityDecor

4.93 out of 5 average rating, 148 reviews
Superhost
Home in Funchal

Rochinha house with pool and fabulous view

WalkabilityPetsValue

4.84 out of 5 average rating, 162 reviews
Guest favorite
Apartment in São Gonçalo

Dream View - City Apartment & Golf

WalkabilityLayoutLocation

4.89 out of 5 average rating, 101 reviews
Guest favorite
An indoor swimming pool is featured, surrounded by large windows that offer natural light and views of the garden. The pool is filled with clear blue water, and a staircase leads into it. A dining area with tables is positioned nearby.
Home in Porto da Cruz

House pc / private indoor pool

WalkabilityPetsWifi

4.86 out of 5 average rating, 141 reviews
Guest favorite
A clear blue pool is surrounded by a wooden deck, featuring loungers for sunbathing. Lush greenery and tropical plants are positioned around the pool area, providing a serene backdrop. The sky is bright with a few clouds, enhancing the inviting outdoor space.
Home in Funchal

Your home away from home in Madeira.

Outdoor spacesPetsCleanliness

4.88 out of 5 average rating, 282 reviews
Guest favorite
A modern apartment complex is shown, featuring a reflective infinity pool surrounded by a sleek patio area. Sun loungers are positioned near the pool's edge, with views of the hillside and neighboring buildings visible in the background.
Apartment in Funchal

New-1 bedroom apartment-infinity pool-free parking

Outdoor spacesWalkabilityHospitality

4.88 out of 5 average rating, 118 reviews
Guest favorite
A serene saltwater pool reflects the clear blue sky, bordered by a landscaped garden featuring various plants. The house's stone facade and outdoor seating area are visible in the background, contributing to a tranquil environment for relaxation.
Villa in Prazeres

House with sea view and heated saltwater pool

Outdoor spacesWalkabilityCleanliness

4.95 out of 5 average rating, 41 reviews

Private, pet-friendly home rentals

Guest favorite
The front entrance features a stone wall construction with vibrant green shutters on the windows. A stairway leads to double doors, allowing natural light to illuminate the interior. A covered balcony extends from the upper level, providing an outdoor living space.
Cottage in Arco da Calheta

Cantinho da Calçada

Outdoor spacesPetsLong stay

4.91 out of 5 average rating, 34 reviews
Top guest favorite
A wooden table is set with two bottles and several glasses, surrounded by four matching folding chairs. A scenic view of the coastline and ocean can be seen in the background, framed by the clear sky and sunlight.
Home in Estreito da Calheta

Casa Anjinho-home in the country side

WalkabilityIndoor spacesKitchen

4.98 out of 5 average rating, 47 reviews
Guest favorite
Home in Madeira

Casa Levada - Sea View House

WalkabilityOutdoor spacesComfort

4.78 out of 5 average rating, 65 reviews
Superhost
Home in Estreito da Calheta

View, Sun & Serenity Calheta - 2 apartments house

Getting aroundConditionHospitality

5.0 out of 5 average rating, 3 reviews
Guest favorite
Two lounge chairs are positioned on a terrace overlooking the ocean. A large white canopy provides shade against the clear blue sky. The calm sea reflects sunlight, enhancing the peaceful ambiance of the outdoor space.
Guesthouse in Jardim do Mar

Jardim do Mar

Outdoor spacesWalkabilityFamily

4.74 out of 5 average rating, 221 reviews
Guest favorite
Home in Fajã da Ovelha

Erdhaus by Interhome

Outdoor spacesLaundryCondition

4.92 out of 5 average rating, 24 reviews
Top guest favorite
Home in Ribeira Brava

Sun View House - Feels Like Home

Outdoor spacesWalkabilityGrill

5.0 out of 5 average rating, 60 reviews
Top guest favorite
Guest suite in Ponta do Sol

Encanto do Sol

WalkabilityOutdoor spacesAmenities

5.0 out of 5 average rating, 20 reviews

Destinations to explore