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Cottage vacation rentals in Ponta do Sol

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Popular amenities for Ponta do Sol cottage rentals

Pet-friendly cottage rentals

Cottage in Canhas
4.72 out of 5 average rating, 29 reviews

Casa Primavera, a Home in Madeira

VincentRating, 5 stars1 month ago
The accommodation was perfect for staying for about ten days, a small holiday home very well equipped and very clean with a super nice terrace. Sidonia, who was taking care of the place, was really great. She anticipated all the steps with messages in advance to explain well without being intrusive, we had a few gifts including bread and fresh eggs. Finally, Sidonia even managed to bring a mechanic to his home after a small problem with our car. Congratulations to Sidonia and her team!!! The house has private parking, but be careful not to provide a large car, we had a Peugeot 208 which was perfect to pass in the path, but it is very narrow. The only small point a little annoying, the roosters who start singing from 6 am, we get used to it but the fat mornings are complicated:-) However, I'm recommending this place.
Superhost
Cottage in Fajã da Ovelha
4.79 out of 5 average rating, 90 reviews

“CASA DOS FALCÕES” traditionally built house

JanRating, 5 stars2 months 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.
Guest favorite
Cottage in Madeira
4.91 out of 5 average rating, 23 reviews

Sidewalk Corner

DennisRating, 5 stars2 months 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.
Superhost
Cottage in Esterito da Calheta
4.7 out of 5 average rating, 47 reviews

Perfect place to relax and unwind

AndreaRating, 5 stars3 weeks 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.
Superhost
Cottage in Sao Vicente
4.84 out of 5 average rating, 75 reviews

Zef's Cottage

MelindaRating, 5 stars6 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.
Guest favorite
Cottage in Faja da Ovelha
5 out of 5 average rating, 6 reviews

Casa Mar - Quinta Falcões do Sol [Falcões do Sol Farm]

AlexanderRating, 5 stars2 days ago
Fantastic spot. The geography is stellar. The elevation, the ocean view and the slope of the mountain this property is on gives the illusion that you are floating 800 meters above the ocean. Really something special. The pictures don’t do it justice at all.
Superhost
Cottage in Madeira
4.86 out of 5 average rating, 73 reviews

Casa Benedita | Private House | Mountain&Sea View

DianeRating, 5 stars3 months 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.
Cottage in Arco Da Calheta
4.79 out of 5 average rating, 165 reviews

Come to Paradise

MarcoRating, 5 stars2 weeks ago
We spent two wonderful weeks at Maria's fantastic accommodation. Everything was very nice, tidy, and clean. The garden was beautiful, and we had a wonderful time. We definitely recommend this accommodation. Maria is also super friendly and helpful. Check-in was easy, and the accommodation was easy to find.

Private cottage rentals

Cottage in Boaventura
4.75 out of 5 average rating, 53 reviews

Quinta do Conde by LovelyStay

MartaRating, 5 stars3 months ago
This place is amazing! In the middle of the mouintains and almost no one around - felt magical ! Nice view of the ocean with green surrounding. It is also close to the small village with good coffee :) House looks like in the pictures, cozy, big and clean. Garden is well kept with many areas to hang out. We have the worst weather but with two electric heaters it was warm inside. The host was friendly, helped us with all issues that we asked and made this holidays really easy-going for us :) thanks! Highly recommended for memorable and relaxed holidays :) PS The swimming pool can be heated but it costs 45€/day and it has to be heated for at least 5 days.
Guest favorite
Cottage in Arco da Calheta
4.97 out of 5 average rating, 166 reviews

Villa Papaya

MarkRating, 5 stars1 week ago
Perfect for a couple. Walk to Marina and shopping . Views are unmatched! We enjoyed ( and marveled at the view) every minute! Small pool is very good for a quick dip . BBQ grill a real plus - we used it several times. Kitchen well appointed ( perhaps obtain a larger coffee maker?) All in all - excellent.
Cottage in Sao Vicente
4.57 out of 5 average rating, 35 reviews

Casa do Lanço - Malvasia by An Island Apart

CiaraRating, 5 stars1 week ago
Our stay here was absolutely magical! The surroundings were so peaceful and beautiful, which made for a great coffee spot in the morning alongside the two dogs on the property! The pool was also great and well maintained. Would highly recommend staying here.
Superhost
Cottage in Calheta
4.9 out of 5 average rating, 91 reviews

Conceição House at rural area

DebbieRating, 5 stars2 weeks ago
This is a great location to hike from, with access to Levadas without getting in the car. The house is spacious and clean. Comfortable bed. It is equipped with everything necessary. Very nice little garden areas. Relaxing with good views. Silvia was very responsive and friendly. A small levada runs by the front of the house at certain times, you really get a feel for the Island. surrounded by small vegetable gardens tended by the locals.
Superhost
Cottage in Santo António da Serra
4.87 out of 5 average rating, 23 reviews

Quinta Meneses

MartheRating, 5 stars1 month ago
Great stay in a beautiful and quiet house What a nice place! The house is even more beautiful than in the photos and the description actually falls short. It is very quiet with a beautiful view — ideal to unwind. Everything was perfectly maintained and sparkling clean. The kitchen is fully equipped, you really have everything you need. Unfortunately, the weather was not good and we were unable to enjoy the outdoor space due to the rain. We would have loved to stay here much longer. Highly recommended!
Cottage in Boaventura
4.97 out of 5 average rating, 31 reviews

House of Lamaceiros

JennyRating, 5 stars2 months 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!
Cottage in Madeira
4.82 out of 5 average rating, 129 reviews

Porto da Cruz vacation cottage

LeahRating, 5 stars1 month ago
Thank you so much to Costa and Siestke, their home is beautiful and was our perfect base - we were so happy to have slow mornings there and return home there in the evening after exploring the island. Porto de Cruz is a great little village with the old rum factory and beaches, we really loved our stay here. Costa ans Sietske were so gracious, sharing the history of the building and local recommendations, it was a pleasure to meet both of them. Thank you so much for everything! 10/10 highly recommend, especially if you want a cosy, authentic place to yourself on the island. Perfect!
Guest favorite
Cottage in Estreito da Calheta
4.87 out of 5 average rating, 47 reviews

Charming Country Cottage and Free Private Parking

Jean-CharlesRating, 5 stars2 weeks ago
Exceptional stay! I had a perfect time at this place. The apartment was clean, well-equipped and tastefully decorated. Everything matched the listing, if not better! The neighborhood is quite, nice. A big thank you to the host, very responsive, welcoming and caring. We feel that she really cares that everything goes smoothly. I would recommend it without so much as a second thought and I will come back without hesitation if the opportunity arises.

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