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Cottage vacation rentals in Estreito da Calheta

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Popular amenities for Estreito da Calheta cottage rentals

Cottage rentals with a hot tub

A view from an open window showcases a vibrant outdoor space with a striped hammock. In the background, lush greenery surrounds a seating area with chairs and a table, framed by the ocean horizon. The scene captures a relaxed, inviting ambiance.
Cottage in Ribeira Brava
4.84 out of 5 average rating, 91 reviews

Rural Villa over the Atlantic Ocean with jacuzzi

JessicaRating, 5 stars7 months ago
We had a wonderful time at Emanuels place. He was a wonderful host, very helpful with recommendations and showing how everything worked. The view from his place is incredible. We spent almost every evening on the terrace, enjoying the view of the ocean and Ribeira Brava. What a wonderful place! Thank you so much for sharing it with us.
Superhost
A spacious bedroom is presented with a large king-size bed, complemented by bedside lamps and decorative artwork. A cozy chair is positioned in the corner, with a balcony offering scenic mountain views through expansive glass doors.
Cottage in Sao Vicente
4.91 out of 5 average rating, 35 reviews

Casa do Cantinho do Muro.

EmmaRating, 5 stars1 month ago
We loved staying here in São Vicente. tYhis was our home base for a week while we explored the island. Vanada recommended our favorite restaurant from the whole week- Lavarador. We enjoyed all of the amenities and felt like we got the true Madeira experience!
A jacuzzi filled with bubbles is set against a backdrop of lush mountains and a clear blue sky. A shaded seating area with an umbrella is visible, providing a space to relax amid the tranquil surroundings.
Cottage in Madeira
4.79 out of 5 average rating, 42 reviews

Mystic Mountain by Atlantic Holiday

KaiRating, 5 stars6 days ago
If you're looking for a unique and breathtaking view, then this location is just the thing! Quietly located and with great views of mountains, waterfalls and the sea, the property is in perfect proximity to some impressive hiking trails. The equipment is good for self-catering. The closest supermarket is a few minutes by car. The owners were extremely friendly, accommodating and flexible. The property with a hillside location and private parking is a well-kept oasis in the middle of the mountains. A little tip: Pack earplugs, because the neighbors' rooster likes to say "hello!" early in the morning. I can recommend the place unconditionally to anyone who wants to experience Madeira away from the tourist hotspots.
A rooftop terrace features a round inflatable jacuzzi surrounded by sun loungers. The textured surface of the terrace complements the view of nearby rooftops and the clear sky above. The scene illustrates a tranquil outdoor space ideal for relaxation.
Cottage in Ponta do Sol
4.07 out of 5 average rating, 14 reviews

Casinha da Achada by Atlantic Holiday

BohdanRating, 5 stars23 months ago
A nice and cosy countryhouse, detailed video instructions.
Guest favorite
A scenic view of rolling hills covered with banana trees and a distant mountain landscape can be seen. The coastline features calm waters, while a green lawn with a wooden pergola is visible in the foreground. A clear sky enhances the tranquil atmosphere.
Cottage in Ponta do Sol
4.95 out of 5 average rating, 155 reviews

Tropical Lovers - Levada & Bananas cliff

LauraRating, 5 stars3 weeks ago
It was a perfect stay. Wonderful view, peacefully place. I would choose it again!

Pet-friendly cottage rentals

Guest favorite
Cottage in Santa Cruz
4.83 out of 5 average rating, 12 reviews

Stone Houses - The Camellia

NanetteRating, 5 stars7 months ago
Team at Casas de Pedro makes every effort for comfort of their guests. Self Catering breakfast provided daily fresh bread, fruits cheese, and deli meats. Very delicious. Architecture of cottage was beautiful of restored original construction and complimentary style addition. Camelia is a wonderful, restful and rehabilitating escape for a couple.
Superhost
A vibrant garden is shown with well-maintained green grass and colorful flower pots. A large tree provides shade, while a patio area contains a white table and chairs. The background features a scenic view of the ocean under a twilight sky.
Cottage in Fajã da Ovelha
4.8 out of 5 average rating, 88 reviews

“CASA DOS FALCÕES” traditionally built house

JanRating, 5 stars2 weeks ago
Fantastic views from the garden. The host was super helpful and quick to respond. There was a very generous welcome gift of fruits and local produce.
Superhost
Two single-story homes are nestled amidst lush greenery, surrounded by rolling hills. The structures, with red-tiled roofs and light-colored walls, are set against a backdrop of cultivated land and distant residential buildings, showcasing a peaceful rural environment.
Cottage in Esterito da Calheta
4.73 out of 5 average rating, 44 reviews

Perfect place to relax and unwind

AnnickRating, 5 stars2 months ago
The accommodation is impeccable, quiet in an exotic environment. Ideal with children, the services are nearby (restaurant, supermarket). The views are beautiful and the owner is responsive. Perfect for visiting Madeira!
An aerial view of a rural house featuring a stone chimney and a terracotta roof. Surrounding greenery includes cultivated gardens and pathways. The area is characterized by a mix of residential buildings and open spaces, indicative of a tranquil countryside setting.
Cottage in Levada Grande
4.67 out of 5 average rating, 42 reviews

Chalet do Monte Porto Moniz by Madeira Sun Travel

AnnaRating, 5 stars1 week ago
Very nice chalet. Located about 450 m above the sea. Very lovingly and stylishly furnished, with attention to detail ❤️
Cottage in Sao Jorge
4.8 out of 5 average rating, 30 reviews

O Lagar do Avô, a Home in Madeira

JordanRating, 5 stars2 weeks ago
Out of the way of the town but very quiet and secluded. Need a car to get to restaurants etc. But was perfect in every other way plenty of space and very very clean and tidy. Would stay again.
Guest favorite
A rustic stone house is set against a backdrop of mountains, surrounded by lush greenery. The front area features a gravel driveway with a seating arrangement consisting of two foldable chairs and a small table, inviting outdoor relaxation.
Cottage in Sao Vicente
4.88 out of 5 average rating, 72 reviews

Zef's Cottage

MelindaRating, 5 stars4 months ago
The accomodation was nice, soooo quiet and peaceful. Only the bird chirping we can hear during our stay. the view from the covered terace was amazing. it was easy to reach the house by car. We really enjoyed our stay in this cottage.
A cozy house is nestled among lush greenery and vibrant flower beds, with a backdrop of mountainous terrain. The exterior features a traditional tile roof and a warm welcome with orange doors. Palm trees frame the yard, creating a serene outdoor environment.
Cottage in Madeira
4.85 out of 5 average rating, 46 reviews

Casa da Ribeira

ClaireRating, 5 stars5 days ago
Everything was perfect, do not hésitate to reserve this very Nice Little house ☺️
Superhost
A sunlit terrace is adorned with blooming white flowers, leading to large wooden doors. The surrounding landscape stretches into the distance, illuminated by a vibrant sunset. Green hills and trees create a serene backdrop, enhancing the natural beauty of the setting.
Cottage in Madeira
4.88 out of 5 average rating, 72 reviews

Casa Benedita | Private House | Mountain&Sea View

DianeRating, 5 stars1 month ago
If you're looking for a quiet area to get away from the crowds in the cities this is a wonderful place. It's nestled in the mountain valleys near Ponta do Prago but quite near the ocean. We loved our 6 day stay at Frederica 's. She provided good, clear instructions to get there. She also gave us very useful information on local attractions, restaurants and supermarkets. The house is on a very steep pitched road so walking up and down it can be a challenge ( we are in our 70's ) We did it a few times. There is a walk from her house to the waterfalls . It took us about 2 hrs. Rnd-trip but it was well worth it. If we were to return we'd go back in April or later.

Private cottage rentals

An outdoor dining area is presented with a small table and two chairs, set against a backdrop of a vibrant sunset. A bottle of wine accompanied by two glasses is placed on the table, with the sea visible in the distance. Decorative plants add a touch of greenery.
Cottage in Estreito da Calheta
4.7 out of 5 average rating, 81 reviews

Casa do Avô Ladeira (Grandfather's Hill House)

MehdiRating, 5 stars6 months ago
The apartment is super cute The location is perfect to visit the east coast ! Highly recommend 👌
An outdoor dining area is featured on a spacious terrace overlooking the mountains. A table is set with fruit and accompanied by four black chairs. The surrounding landscape reveals lush greenery and steep hills under a clear blue sky.
Cottage in Boaventura
4.75 out of 5 average rating, 69 reviews

Olinda's Place

JareemRating, 5 stars4 days ago
Very nice apartment!
An outdoor dining area features a round table set with drinks, surrounded by four cushioned chairs. An umbrella provides shade, and a barbecue grill is positioned nearby. Lounge chairs are arranged on the green lawn, with a scenic view of the ocean and surrounding greenery.
Cottage in Madeira
4.91 out of 5 average rating, 22 reviews

Sidewalk Corner

DennisRating, 5 stars2 weeks ago
We had the privilege of renting this efficient and comfortable home for a month. Mary is an extraordinary host. Directions were precise, information was thorough and she was available to offer assistance, and answer questions at any time. Fresh citrus trees were available for picking just off the generous patio. We enjoyed the hot tub and having a washer and dryer and outdoor clothes rack. The Poncha Bar down the street is the best!!! Mary’s husband Joseph is the owner/bartender/coffee maker and general store manager….he does it all! Joseph’s Poncha is hands down the best we found on the island! A safe and welcoming neighborhood, in a central location on a stunning island.
Guest favorite
The entrance of a traditional stone cottage is visible, featuring a rustic facade of mixed stone textures. A path of smooth cobblestones leads towards the doorway, with views of the Atlantic Ocean framed by the cottage's structure.
Cottage in Paul do Mar
4.85 out of 5 average rating, 13 reviews

Palheiro Mar by Olá Madeira

MikaRating, 5 stars6 days ago
The time in the stone house was an exceptional experience. The stones radiate something very calming, and it makes you feel safe. Everything was as described. The size of the bathroom didn't bother me. Upon arrival, we received a warm welcome. Thank you for the opportunity to stay in this authentic house and feel the history.
Top guest favorite
The exterior of a charming two-story house is showcased, featuring dark green shutters and a red-tiled roof. The entrance is framed by lush gardens and palm trees, with a decorative stone star pattern on the driveway leading up to the home.
Cottage in Ribeira da Janela
4.76 out of 5 average rating, 17 reviews

Serrado II Estate

NicoleRating, 5 stars3 weeks ago
We were very pleased with the large and very clean space! The kitchen is well equipped and the cottage leaves nothing to be desired. Thanks also for the very spontaneous booking!
Cottage in Santa Cruz
4.86 out of 5 average rating, 7 reviews

2 bedroom Vila Pragelas, Santa Cruz, Madeira

MichałRating, 5 stars11 months ago
I can honestly recommend this host. The photos in the ad are real. Once there, we found a fully equipped house where we could feel at home. Fully equipped kitchen, bathrooms, laundry room - everything you need to get settled. We have a closed parking lot outside, so you can park your car/motorcycle safely. I sincerely recommend it.
A panoramic view captures the charming property set against a backdrop of lush mountains and valleys. The house features a white exterior with orange accents. A spacious terrace made of cobblestones is visible, surrounded by greenery and terracotta pots.
Cottage in Boaventura
4.97 out of 5 average rating, 31 reviews

House of Lamaceiros

JennyRating, 5 stars4 weeks ago
Regina’s house is sparkling clean, elegant and with breathtaking review. It is defiantly the best Airbnb we had in Madeira! Regina is super considerate and shows super care to her guest, we were welcomed with fresh bread (very yammy!!) and local wine and groceries which made our first day a easy one. We were able to cook traditional dishes “Espetada Madeirense” using the BBQ. The house has everything you will need for a comfortable stay and you won’t need to go anywhere else, the view on the deck is unbeatable!
The view captures a charming two-story cottage with a pink exterior, framed by lush greenery and blue skies. A cobblestone path leads towards the cottage, bordered by flowering plants and shrubs, creating a warm and inviting entrance.
Cottage in Camacha
4.77 out of 5 average rating, 13 reviews

House of the Chestnut Trees

LizRating, 5 stars14 months ago
This is a beautiful historic home located outside the small town of Camacha, about 15 minutes from Funchal by car. Well set back from the road and area is quiet at night, mild road noise during the day if the windows are open. The home is just as described and pictured in the photos with one exception - the paint is mildewed and peeling off in a small section of the bathroom ceiling. The house was very clean and and during our 2 week stay, we also received one housekeeping visit/linen change with no extra charge. We had no need for A/C, and the radiators kept the house toasty at night. There were dehumidifers in the house but we found it dry and comfortable. There was plenty of hot water and excellent water pressure. No rodent/insect issues. A sweet small dog resides on the property. There is a lovely levada walk in the back of grounds as well. Host responded promptly to all questions. Shopping center with supermarket, laundromat 5 minutes drive. Appliances worked well. We enjoyed it

Quick stats about cottage rentals in Estreito da Calheta

  • Total rentals

    10 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 before taxes and fees

  • Total number of reviews

    800 reviews

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

  • Local attractions

    As Fontes do Horácio, Pukiki, and Restaurante Convento Das Vinhas

Destinations to explore