Some info has been automatically translated. Show original language

Pet-friendly vacation rentals in Calheta

Find and book unique pet-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Calheta pet-friendly home rentals

Pet-friendly house rentals

Top guest favorite
A covered walkway extends alongside the property, featuring wooden beams and a smooth tile floor. A red lounge chair is positioned against the wall, with lush tropical plants visible in the background, filtered sunlight creating shadows on the ground.
Home in Ponta do Sol
4.98 out of 5 average rating, 54 reviews

21Bananas

MurielRating, 5 stars1 week ago
Everything perfect! Agnieszka is a very attentive, attentive and warm hostess! The Airbnb was sparkling clean and equipped with EVERYTHING you could need. She even took the extra time to show the somewhat more delicate journey to the Airbnb, but that is not a problem later if you are a good driver.😉 In the middle of banana trees, you have your peace and can enjoy the roof terrace for yourself. I'm already looking forward to booking this gem again! Absolute recommendation for anyone who wants to enjoy nature in peace! Thank you Agnieszka!
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
4.89 out of 5 average rating, 95 reviews

Private Beach House - Cais dos Anjos, Madeira

ClaudetteRating, 5 stars2 weeks ago
Joana’s place was more than we imagined! It was actually 2 individual apartments in one house, each with room for 2 families, though we were just 2 couples. The privacy and the beach view were worth the stairs climb!! The stairs are a workout!!! Joana was an amazing host. Would recommend highly!
Guest favorite
An outdoor terrace features a dining table set with fresh fruits and drinks, surrounded by metal chairs. Comfortable seating areas are visible nearby. Large windows reflect the sky and provide views of the landscape, enhancing the inviting space for outdoor dining and relaxation.
Home in Ribeira Brava
4.88 out of 5 average rating, 146 reviews

Cottage Idea

Bree-ArnnRating, 5 stars2 weeks ago
Amazing view, nice and clean, looked exactly like the photos. Nice touches with the Madeira wine, bananas and coffee pods. Well fit out kitchen. Would stay here again if I’m ever back in Madeira!
Superhost
A spacious garden area features well-maintained green grass bordered by flower pots. Comfortable lounge chairs are placed strategically, providing views of the ocean under a clear blue sky. A hammock is suspended between poles, inviting relaxation in this serene outdoor setting.
Home in Madeira
4.9 out of 5 average rating, 41 reviews

A Peaceful Getaway

DumitruRating, 5 stars1 week ago
Overall 10/10. Nice place, everything as described and one of the best places we rented.
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 Sao Vicente
4.92 out of 5 average rating, 117 reviews

Pebble Beach House- Casa da Fajã

CathyRating, 5 stars1 month ago
We absolutely loved being right on the ocean! It was within feet of the house!- with the waves crashing and the patio where we ate all our meals, provided an excellent ambiance for our trip. We stayed 6 nights and were so glad we didn’t move around to other places. The promenade next to the house is very scenic and offered a one mile round trip walk along the ocean . Watching the surfers was also a plus.
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 / Calheta / Madeira
4.94 out of 5 average rating, 135 reviews

Sofia's Place

ClaireRating, 5 stars6 days ago
Family home, nice in a very nice quiet village without a car. We fell in love with Jardim do Mar, its small alleys with its typical gardens! Thank you Sofia, we felt at home 😊🙏
Top guest favorite
A private swimming pool reflects the sky, surrounded by a glass barrier for safety. A decorative model ship floats on the water, adding a whimsical element. The serene ocean view is visible beyond the pool, enhancing the tranquil atmosphere.
Home in Tábua
5 out of 5 average rating, 16 reviews

Tabua Lodge

CarolineRating, 5 stars6 days ago
Richard welcomed us warmly and showed us the accommodation, as well as gave tips for excursions. There was a folder with more information and tips in the accommodation. He was always easy to reach and responded immediately. We had a wonderful stay. The house looks like the pictures and everything was very clean and well maintained.
Guest favorite
An expansive terrace with a tiled floor offers unobstructed views of the coastline and lush green mountains. Railings outline the space, enhancing the connection with the natural surroundings. The sky above is bright, with a few clouds adding depth to the landscape.
Home in Ponta Delgada
4.88 out of 5 average rating, 97 reviews

Little Escape Madeira

Jim RubenRating, 5 stars2 weeks ago
The accommodation of Maria Joana and Janine was amazing! We felt welcome from the start. The area is really nice and has lots to do and restaurants to go. The best thing is that we’ve seen one the best sunsets from our own balcony and that says a lot for Madeira! During our stay we have asked Janine for tips on where to go and it was like talking to a search engine. She instantly sent us links with spot on restaurants and shops. We would definitely recommend a stay here!

Pet-friendly home rentals with a pool

Superhost
Villa in Prazeres
5 out of 5 average rating, 3 reviews

Villas Fauna & Flora - Nature & Tranquility - Infinity Pool

ThierryRating, 5 stars10 months ago
The property easily lives up to the description and the pictures. The houses are fully equipped, very nicely decorated and comfortable. The swimming pools offer stunning unobstructed views of the ocean during the day and of the sky at night. There are no road noises, the place is truly calm. Grocery stores are a few minutes away by car, as are restaurants. Numerous hikes can be found in the region. The host is very reactive and will provide many recommandations related to restaurants and activities. Renting both houses to two families is a great way to spend time together while also having some privacy. I would go back there without any hesitation.
Guest favorite
An outdoor pool is surrounded by a spacious deck with lounge chairs, offering a panoramic view of the sea and the sky. Sitting areas with shaded canopies are visible nearby, accompanied by greenery that enhances the serene atmosphere.
Apartment in Ponta do Sol
4.95 out of 5 average rating, 86 reviews

Villa Smiling Petals (Nest Two) Pool & Sea view

ChristianRating, 5 stars3 weeks ago
Great stay in a peaceful location. Hire car should be considered an essential. 👍🏻
Superhost
Cottage in Esterito da Calheta
4.7 out of 5 average rating, 46 reviews

Perfect place to relax and unwind

AndreaRating, 5 stars1 week ago
We had a great stay. Unfortunately, during our stay, a glass lid fell from the cupboard above the stove, onto the stove. It was broken. Immediately reported and arranged with the owner. Very nice. Furthermore, the location is great, it is very quiet and beautiful. You are exactly on the right sunny side of Madeira. The cocktail bar a little further, pukiki, is within walking distance and very nice to go to. Shops are close by, beach is close by and the beautiful hiking trails are perfect to drive to. There is no air conditioning, I think that if it gets warmer you will notice the heat but there is a fan. The beds by the pool had collapsed, we just used our outdoor chairs. Everything in the cottage is otherwise in order. No great luxury but perfect for the price, the location and everything you need is present.
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
4.91 out of 5 average rating, 109 reviews

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

MillieRating, 5 stars1 month ago
Beautiful and very secluded place. The view from the house is amazing & the garden was so beautiful to relax in. The house itself was great. Kitchen wasn’t huge but we made it work - only difficulty was opening the oven door and getting stuff out when it’s so close to the fridge. The road up to the place was very steep and winding, but we managed fine in our car rental. It was tricky parking on the drive so we opted to park across the road instead which was absolutely fine. The home isn’t in walking distance to anything but it was nice to have dinner and the evening at the Airbnb, to enjoy the space :) Would defo stay here again.
Superhost
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
4.85 out of 5 average rating, 127 reviews

House pc / private indoor pool

RoosjeRating, 5 stars1 month ago
We had a lovely stay with the five of us. It lacked nothing, really everything was present (even a cheese slicer, nice for a Dutchman😅). Also a lovely outdoor area with enough furniture for all of us. Highly recommended. I would love to come again.
Superhost
A spacious outdoor pool area is framed by sun loungers and shaded by large umbrellas. Lush landscaping borders the pool, while a paved terrace offers a view of the ocean and surrounding hillside. A two-story building is visible in the background, adding to the serene ambiance.
Apartment in Arco da Calheta
4.79 out of 5 average rating, 39 reviews

T1 Studio apartment with pool near the ocean

IsabelRating, 5 stars1 month ago
Lovely apartment, very modern and well equipt with a beautiful terrace that overlooks the ocean and a nice pool area that is shared with 3 other apartments. We had a great time here and location was close to the main coastal road to do many day trips. Be carful with the road to the house, if you are not an experienced driver, it is quite steep. All in all a lovely place to stay!
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 Faja Da Ovelha
4.79 out of 5 average rating, 216 reviews

Casa Amarela (Stylish and Traditional Villa)

BjornRating, 5 stars1 month ago
Everything was perfect. The cottage is overcomplete. It is not a holiday home but a home. Contact with the host will be picked up quickly and clearly. The view is stunning. The wifi is good, the children were very happy with that.
Guest favorite
A swimming pool is visible in the foreground, with lounge chairs and outdoor seating arranged nearby. A white building with a staircase and balcony stands in the background, complemented by a weathered structure to the side. Clear skies provide ample natural light.
Cottage in Estreito da Calheta
4.8 out of 5 average rating, 76 reviews

Entire house Cozy cottage with sea views

LauraRating, 5 stars1 month ago
We had a wonderful holiday! Although Maria lives in Australia, she always replied soon to our questions and she has someone living close to the house to help us get in or to help with any problem. She made us feel welcome. The kids really enjoyed playing in the pool and there is a wonderful view from the house over the ocean. A big plus is the fact that you can park your car inside the property, instead of next to the road on a very steep hill.

Private, pet-friendly home rentals

Superhost
A scenic view of the coastline is presented, featuring a distant island and the expansive ocean under a partly cloudy sky. A tropical tree with green fruit is visible in the foreground, adding to the vibrant landscape embraced by lush foliage.
Apartment in Santo António da Serra
5 out of 5 average rating, 3 reviews

Wooden House

Andrea Rating, 5 stars4 days ago
The accommodation was very comfortable and spacious with a very nice outdoor area where you can enjoy a beautiful view. We had a great time!
Superhost
A partially open glass door reveals a serene ocean view. Outside, two chairs and a small table are positioned on a balcony, providing a scenic spot to relax. A rocky outcrop is visible in the distance against the sky, enhancing the coastal atmosphere.
Apartment in Porto Moniz
4.74 out of 5 average rating, 82 reviews

NINHO - Cozy seaside apartment

FelipeRating, 5 stars1 week ago
best Airbnb I ve been to
Guest favorite
A spacious bedroom features a queen-sized bed dressed in earthy tones, complemented by decorative pillows. Warm rugs enhance the floor, while sheer curtains filter natural light, softening the space. A charming bedside lamp rests on a wooden table beside the bed, adding functionality.
Home in Ponta do Pargo
4.86 out of 5 average rating, 51 reviews

Garden House

NikolaRating, 5 stars3 weeks ago
All great! Quiet environment and privacy. Recommended!!
Superhost
A panoramic view showcases a coastal village with low-rise houses featuring red-tiled roofs, nestled between lush green hills and the ocean. The sea reflects clear blue skies, while gentle waves wash onto the shore, creating a serene landscape.
Home in Paul do Mar
4.65 out of 5 average rating, 26 reviews

Guida´s House at Paul do Mar

IvaRating, 5 stars2 weeks ago
Accommodation at Marc's was very original. The whole house is very tastefully furnished and looks very cozy. The equipment is also of a high standard. You can watch the sunset from the terrace and it's just a few steps to the ocean. Someone grows bananas behind the house, which was also interesting for us. We loved it. I fell in love with the loft room.
Guest favorite
A person is seen standing on a balcony, overlooking the ocean. The scene is framed by lush green leaves, with distant views of palm trees and a red-tiled roof nearby. The calm sea stretches into the horizon under a clear sky.
Home in Ponta do Sol
4.94 out of 5 average rating, 50 reviews

Villa Gabi | Ocean View

BenjaminRating, 5 stars1 month ago
It was a pleasure to stay in the Villa. The area itself is so peaceful and in a great place for exploring all corners of the island. The host was friendly and attentive, even being thoughtful enough to check on us after a thunderstorm! I would definitely stay here on a return visit and wound recommend people to book this villa whilst they can
Guest favorite
A large terrace is displayed, featuring several lounge chairs positioned on a stone and artificial grass surface. A shaded area is created by a canopy overhead, providing comfort while enjoying views of the ocean and city during sunset.
Apartment in Funchal
4.94 out of 5 average rating, 53 reviews

Green Oasis Apartment No. 1

YanlingRating, 5 starstoday
Lovely and comfy apartment. Fully equipped amenities and kitchen. Communicative hosts who’s always checking in on us. Lovely :-)
Top guest favorite
An outdoor dining area is presented with a large wooden table set for a meal. Six white chairs surround the table, adorned with plates and glasses. A sun umbrella provides shade, while ocean and banana field views stretch in the background under a clear blue sky.
Home in Ponta do Sol
4.98 out of 5 average rating, 46 reviews

Melro's Place by Stay Madeira

JurajRating, 5 stars1 month ago
We’ve thoroughly enjoyed our week long Easter vacation stay at Alexia’s house. It’s a great spacious, modernly designed and fully equipped place with everything one needs for relaxing holidays. Superb communication, easy check in, nice personal welcome and bottle of wine/local produce made it even better! Our favorite place - the terrace with beautiful sea view for coffee and meals. Easy recommendation as it’s also good central location for exploring Madeira by car.
Superhost
A dining table is set outdoors, adorned with a striped tablecloth. Wine glasses and plates are arranged alongside a bottle of wine and bowls featuring various snacks. In the background, the sea glistens under sunlight, framed by greenery and a palm tree.
Home in Calheta
4.8 out of 5 average rating, 30 reviews

Casa Da Linda - Calheta, Portugal

SophieRating, 5 stars3 weeks ago
Steve was a great host. The house is beautiful and peaceful, we had a wonderful time. Thank you!

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

  • Total rentals

    40 properties

  • Nightly prices starting at

    G$12,549 GYD before taxes and fees

  • Total number of reviews

    1.4K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Portugal
  3. Madeira
  4. Calheta
  5. Pet-friendly rentals