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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for São Mateus da Calheta holiday rentals

A wooden structure with a sign labeled "Atlantis" and a bench.

1. Banana Eco Camp

Banana Eco Camp
3.0 star property
Angra do Heroismo
9.8 out of 10, Exceptional, (17 reviews)
"Loved every second of my stay ❣️ Great staff, fantastic cafe and loved my cabin."
Canada
Susanne
The price is £40
includes taxes & fees
11 Oct - 12 Oct
Banana Eco Camp
A wicker handbag with pom-poms on a wooden deck by a pool.

2. Quinta do Abacate, Terceira Island

Quinta do Abacate, Terceira Island
São Mateus da Calheta
10.0 out of 10, Exceptional, (1 review)
"Muito agradável e tranquila !!!"
Portugal
Emília R.
The price is £103
includes taxes & fees
15 Oct - 16 Oct
Quinta do Abacate, Terceira Island
A stone building with a glass door entrance leading to a room with a window and a lamp.

3. Casa dos Cal os in S o Mateus da Calheta

Casa dos Cal os in S o Mateus da Calheta
2.0 star property
Angra do Heroismo
2.0 out of 10, (1 review)
"There wasn’t an address posted, it was difficult to find. It was not clean. We were greeted by ants, spiders, cockroaches, & a dead bird carcass. When we opened a large mirrored closet, it fell towards us. The entire faucet in one of the bathrooms rocked in place. There was mold everywhere and It smelled of mildew. We didn’t have hot water for 3 days. And the worst part was that maintenance locked us out of the entry gate. We returned from dinner at 23:00hr, in the dark. Our taxi driver had to...
United States
Tina
The price is £148
includes taxes & fees
27 Oct - 28 Oct
Casa dos Cal os in S o Mateus da Calheta
A modern outdoor dining area with a pool, white chairs, and a table set for a meal.

4. Holiday Home 'Bella Casa' with Mountain View, Pool and Air Conditioning

Holiday Home 'Bella Casa' with Mountain View, Pool and Air Conditioning
ANGRA DO HEROISMO
10.0 out of 10, Exceptional, (2 reviews)
"This accomodation is spacious and comfortable wirh a large garden. The house is surrounded by a tall wall with a gate - very safe. All amenities are there including a great pool. The owners provided us with several restaurant recommendations and they were all delicious. Thank you for a wonderful stay"
United States
Jennifer L.
Holiday Home 'Bella Casa' with Mountain View, Pool and Air Conditioning
A modern house with large glass doors leading to a bedroom with a bed and a chair.

5. Casa dos Cal os Casa Anexos

Casa dos Cal os Casa Anexos
2.0 star property
Angra do Heroismo
The price is £291
includes taxes & fees
30 Oct - 31 Oct
Casa dos Cal os Casa Anexos
A hotel room with two beds, a large window with a view of a stone wall and plants, and a blue carpet.

6. Casa dos Romeiros

Casa dos Romeiros
3.0 star property
SANTA BARBARA
The price is £68
includes taxes & fees
17 Oct - 18 Oct
Casa dos Romeiros
A dining area with a white table and chairs, a cabinet with glass doors, a television on the wall, and framed pictures on the wall.

7. 'Quinta do Malhinha' Apartment with Mountain View, Shared Terrace and Wi-Fi

'Quinta do Malhinha' Apartment with Mountain View, Shared Terrace and Wi-Fi
Posto Santo
The price is £113
includes taxes & fees
11 Oct - 12 Oct
'Quinta do Malhinha' Apartment with Mountain View, Shared Terrace and Wi-Fi
A kitchen with white cabinets, a wooden shelf, a toaster, a kettle, and a coffee maker.

8. Casa das Hortênsias

Casa das Hortênsias
Nossa Senhora do Pilar Terceira
10.0 out of 10, Exceptional, (1 review)
"We were on island to meet our family. This home was perfect location for us. Quiet country setting while being very close to everything Quiet is relative. Its a dairy community so there are working dogs. We come from dairies and farm life so thats normal for us. We loved it. The house is beautiful, comfortable and relaxing cleanBeautiful view in every direction We will definitely rebook"
United States
katy d.
The price is £184
includes taxes & fees
13 Oct - 14 Oct
Casa das Hortênsias
A modern living room with a sofa, chairs, a coffee table, and a kitchen in the background.

9. Room 'Suite Dupla - Navegador' with Shared Terrace and Wi-Fi

Room 'Suite Dupla - Navegador' with Shared Terrace and Wi-Fi
Angra do Heroísmo
10.0 out of 10, Exceptional, (1 review)
"This property was the perfect location to the main street in Angra. Staff member Angela was always available, friendly, and provided assistance as required. Would definitely return. A hidden gem!"
Canada
Sandra
The price is £50
includes taxes & fees
1 Nov - 2 Nov
Room 'Suite Dupla - Navegador' with Shared Terrace and Wi-Fi
A coastal view with a grassy area, a wooden structure with a tiled roof, and a body of water in the background.

10. Casa da Rocha in Cinco Ribeiras

Casa da Rocha in Cinco Ribeiras
2.0 star property
Angra do Heroismo
The price is £132
includes taxes & fees
27 Oct - 28 Oct
Casa da Rocha in Cinco Ribeiras
An indoor swimming pool with modern white loungers, a glass door entrance, and a view of the outside.

11. Deluxe Family Suite Apartment

Deluxe Family Suite Apartment
Angra do Heroísmo
10.0 out of 10, Exceptional, (1 review)
"Absolutely outstanding! What a wonderful property with a great location. Very comfortable."
United States
Clarence A.
The price is £199
includes taxes & fees
15 Oct - 16 Oct
Deluxe Family Suite Apartment
A kitchen with wooden cabinets, a tiled backsplash, and a window above the sink.

12. Casa dos Castanheiros Guesthouse – Angra do Heroísmo – Terceira – Azores

Casa dos Castanheiros Guesthouse – Angra do Heroísmo – Terceira – Azores
Terra Chã
The price is £168
includes taxes & fees
15 Oct - 16 Oct
Casa dos Castanheiros Guesthouse – Angra do Heroísmo – Terceira – Azores
A staircase leading to a pink building with a large window.

13. Villa 'Santo Amaro' with Sea View, Private Terrace and Wi-Fi

Villa 'Santo Amaro' with Sea View, Private Terrace and Wi-Fi
Ribeirinha
The price is £133
includes taxes & fees
18 Oct - 19 Oct
Villa 'Santo Amaro' with Sea View, Private Terrace and Wi-Fi
A swimming pool with a stone border, a large tree, and a building with blue walls and a tiled roof.

14. Suite Deluxe Apartment at Azores Book Hotel****

Suite Deluxe Apartment at Azores Book Hotel****
Angra do Heroísmo
The price is £155
includes taxes & fees
11 Oct - 12 Oct
Suite Deluxe Apartment at Azores Book Hotel****
A hot tub on a wooden deck with a view of the ocean.

15. Double Room 2 – Quinta do Rossio Rural Tourism

Double Room 2 – Quinta do Rossio Rural Tourism
Biscoitos
The price is £84
includes taxes & fees
13 Oct - 14 Oct
Double Room 2 – Quinta do Rossio Rural Tourism
A modern kitchen with wooden beams, pendant lights, a central island, and built-in appliances.

16. Room 'Quarto 3 - Duplo Com Vista Mar' with Sea View, Wi-Fi and Air Conditioning

Room 'Quarto 3 - Duplo Com Vista Mar' with Sea View, Wi-Fi and Air Conditioning
Santa Bárbara
The price is £129
includes taxes & fees
24 Oct - 25 Oct
Room 'Quarto 3 - Duplo Com Vista Mar' with Sea View, Wi-Fi and Air Conditioning
A hammock tied between wooden posts overlooking a calm sea with two small islands in the distance.

17. Maisonette Shifts from Feteira

Maisonette Shifts from Feteira
Feteira - Angra do Heroísmo
The price is £62
includes taxes & fees
11 Oct - 12 Oct
Maisonette Shifts from Feteira
A wooden staircase with a patterned wall on either side, leading to a door with a framed picture.

18. Sé Heritage Apartment with Private Terrace and Wi-Fi

Sé Heritage Apartment with Private Terrace and Wi-Fi
Angra do Heroísmo
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful home filled with antique furniture and sutuated in the heart of Angra do Heroismo."
United States
Stacy C.
The price is £145
includes taxes & fees
12 Oct - 13 Oct
Sé Heritage Apartment with Private Terrace and Wi-Fi
A stone-walled room with a wooden staircase, a red sofa, a white armchair, a small table, and a hanging light fixture.

19. Holiday Home 'Serreta Island Home 2 Loft' with Sea View, Private Garden and Wi-Fi

Holiday Home 'Serreta Island Home 2 Loft' with Sea View, Private Garden and Wi-Fi
Serreta
The price is £157
includes taxes & fees
11 Oct - 12 Oct
Holiday Home 'Serreta Island Home 2 Loft' with Sea View, Private Garden and Wi-Fi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top São Mateus da Calheta Hotel Reviews

Terceira Mar Hotel

Terceira Mar Hotel

10/10 Excellent
"My wife and I stayed at five hotels during our 15 day trip to Portugal and the Azores. The Terceira Mar was by far the best. The facilities, service, and attention to detail were comparable to what you would expect from a high-end hotel."
Percy 1-night trip
Posted 1 hour ago
Terceira Mar Hotel

Find out more about São Mateus da Calheta

Everything you need to know about São Mateus da Calheta holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the São Mateus da Calheta holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect São Mateus da Calheta holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

São Mateus da Calheta holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in São Mateus da Calheta. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A São Mateus da Calheta holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of São Mateus da Calheta holiday rentals we have selected for you start as low as £40 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on São Mateus da Calheta rentals

At Expedia, we put the best São Mateus da Calheta holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top São Mateus da Calheta rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream São Mateus da Calheta holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around São Mateus da Calheta. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in São Mateus da Calheta?

Yes, there are holiday rentals close to the most popular sights in São Mateus da Calheta, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that São Mateus da Calheta has to offer?

Holiday Home 'Casa Das Rosas' with Balcony, Private Terrace and Wi-Fi: This holiday home rental outside of São Mateus da Calheta offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in São Mateus da Calheta?

Expedia has 6 holiday rentals for your stay in São Mateus da Calheta.

What’s there to see and do in São Mateus da Calheta?

Explore the area and family-friendly sights such as Queijo Vaquinha, or get out into nature at a spot like Zona Balnear do Negrito. In the wider area, you’ll find Angra Harbor and Algar do Carvao.

What’s a holiday rental in São Mateus da Calheta like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in São Mateus da Calheta. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a family getaway.