A pebble beach with people sunbathing and swimming, a white building with a red roof, and a rocky coastline with houses on a hillside in the background.

Santa Cruz Chalets

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Santa Cruz chalets

Property grounds

1. The Balcony - By Wehost

The Balcony - By Wehost
Santa Cruz
10.0 out of 10, Exceptional, (1 review)
"A experiência foi muito boa, a moradia tem uma vista espetacular e gostámos muito da estadia."
United States
Paulo M.
$453 nightly
The price is $508
Sep 3 - Sep 4
Total with taxes and fees
The Balcony - By Wehost
Exterior

2. Chalet 'The Village Barn' with Sea View, Shared Terrace and Wi-Fi

Chalet 'The Village Barn' with Sea View, Shared Terrace and Wi-Fi
Caniço
$297 nightly
The price is $301
Sep 5 - Sep 6
Total with taxes and fees
Chalet 'The Village Barn' with Sea View, Shared Terrace and Wi-Fi
Exterior

3. Chalet "Casa Do Boto" with Sea View, Private Terrace & Garden

Chalet "Casa Do Boto" with Sea View, Private Terrace & Garden
Gaula
9.2 out of 10, Wonderful, (5 reviews)
"Very good location, clean, safe, very gentle, kind owners"
Canada
Kostyantyn
$407 nightly
The price is $412
Sep 29 - Sep 30
Total with taxes and fees
Chalet "Casa Do Boto" with Sea View, Private Terrace & Garden
Exterior

4. Chalet 'The Village Loft' with Sea View, Shared Terrace and Wi-Fi

Chalet 'The Village Loft' with Sea View, Shared Terrace and Wi-Fi
Caniço
$444 nightly
The price is $449
Sep 19 - Sep 20
Total with taxes and fees
Chalet 'The Village Loft' with Sea View, Shared Terrace and Wi-Fi
Property grounds

5. Casa Luar - By Wehost

Casa Luar - By Wehost
Funchal
10.0 out of 10, Exceptional, (1 review)
"Decoration location terrace cleanliness An air conditioning equipment in the upper division would be a plus, especially for tropical and hot August days."
United States
Diogo
$239 nightly
The price is $269
Aug 30 - Aug 31
Total with taxes and fees
Casa Luar - By Wehost
Outdoor dining

6. São Jorge Cottage - By Wehost

São Jorge Cottage - By Wehost
Santana
9.0 out of 10, Wonderful, (2 reviews)
"Excellent"
United Kingdom
Andrew H.
$297 nightly
The price is $335
Aug 31 - Sep 1
Total with taxes and fees
São Jorge Cottage - By Wehost
Exterior

7. Cozy Retreat - By Wehost

Cozy Retreat - By Wehost
Sao Pedro
10.0 out of 10, Exceptional, (1 review)
"The place is very centrally located and very spacious. The host was extremely accommodating and very communicative. My only suggestion would be to rent a very small car. The offsite parking is extremely tight and requires a bit of flexibility to get in and out."
United States
Jason K.
$237 nightly
The price is $264
Aug 31 - Sep 1
Total with taxes and fees
Cozy Retreat - By Wehost
Exterior

8. Chalet 'Luci's House' with Sea View, Private Terrace, and Wi-Fi

Chalet 'Luci's House' with Sea View, Private Terrace, and Wi-Fi
São Jorge Madeira
7.4 out of 10, Good, (3 reviews)
"Property was in a great location, clean, welcoming, and a bargain. Slightly difficult to find the first time then was easy sailing. Communication from host was top notch. Only difficulty i experienced was adjusting to the height of ceilings. I struck my head routinely on the sloped ceilings, between rooms, and especially bathroom. I am approximately 71.5 inches/182cm for reference. My daughter at 63 inches/160cm was fine. All in all we enjoyed our stay!"
United States
Benjamin C.
$192 nightly
The price is $197
Sep 14 - Sep 15
Total with taxes and fees
Chalet 'Luci's House' with Sea View, Private Terrace, and Wi-Fi
Outdoor dining

9. Vila Botânica - By Wehost

Vila Botânica - By Wehost
Funchal
9.2 out of 10, Wonderful, (5 reviews)
"Had never been to Madeira before but I think Funchal is a great base. The house is tucked away in a residential area with lovely gardens and ocean views. Lots of space for four adults (and probably more), though more than 2 couples wouldn't each have a bathroom, the third one on the main floor, while handy, is just a toilet and washbasin. The kitchen was great for meal prep after trips to the supermarket to buy from the wonderful array of fresh fruit, veg, meat and especially fish (and the...
Canada
Anita R.
$359 nightly
The price is $399
Sep 3 - Sep 4
Total with taxes and fees
Vila Botânica - By Wehost
A heated pool

10. Refúgio da Serra - By Wehost

Refúgio da Serra - By Wehost
Calheta
8.0 out of 10, Very Good, (5 reviews)
"It was an amazing week ! The spot is quiet, perfect for chill and the view is stunning !"
France
Maxime G.
$338 nightly
The price is $377
Sep 3 - Sep 4
Total with taxes and fees
Refúgio da Serra - By Wehost
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Santa Cruz Hotel Reviews

Sentido Galosol

Sentido Galosol

10/10 Excellent
"An amazing stay. I would recommended it over and over again!"
Ana Raquel Freitas 3-night trip
Posted 1 day ago
Sentido Galosol

Find out more about Santa Cruz

Santa Cruz Chalets information

Number of reviews
18
Accommodation
15 Chalets
Lowest Price
$197
Highest Price
$508

Explore a world of travel with Expedia