Best Vacation Homes in Calheta
Villa
10.0(178 Reviews)
2 Bedrooms
3 Baths
4 Guests
5382 ft²
Private Pool
Oceanfront
Hot Tub
Fireplace/Heating
US $257/Night
7 Nights - US $1,800
House
10.0(59 Reviews)
2 Bedrooms
2 Baths
4 Guests
1614.59 ft²
- Oceanfront
- Fireplace/Heating
Pool
Ocean View
US $220/Night
7 Nights - US $1,540
House
10.0(2 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
Balcony/Terrace
Breakfast
Kitchen
US $287/Night
7 Nights - US $2,012
Villa
10.0(164 Reviews)
3 Bedrooms
1 Bath
7 Guests
2153 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $180/Night
7 Nights - US $1,257
House
10.0(55 Reviews)
3 Bedrooms
3 Baths
6 Guests
5274.32 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $140/Night
7 Nights - US $980
House
10.0(144 Reviews)
2 Bedrooms
3 Baths
4 Guests
3229 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $311/Night
7 Nights - US $2,177
Villa
10.0(120 Reviews)
3 Bedrooms
1 Bath
6 Guests
2153 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $1,165/Night
7 Nights - US $8,153
Villa
10.0(118 Reviews)
3 Bedrooms
3 Baths
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
Parking
US $191/Night
7 Nights - US $1,337
Calheta Luxury Rentals
Ski Chalet
10.0(11 Reviews)
3 Bedrooms
2 Baths
6 Guests
64.58 ft²
- Balcony/Terrace
- Kitchen
- Parking
Internet
US $3,155/Night
7 Nights - US $22,085
Hotel
9.4(8 Reviews)
5 Baths
645.83 ft²
- Oceanfront
Spa- Fireplace/Heating
- Pool
US $3,137/Night
7 Nights - US $21,959
Villa
4 Bedrooms
4 Baths
8 Guests
4306 ft²
- Private Pool
- Oceanfront
- Spa
- Fireplace/Heating
US $3,048/Night
7 Nights - US $21,334
House
6 Bedrooms
3 Baths
12 Guests
9149 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $2,302/Night
7 Nights - US $16,114
House
8.0(1 Review)
3 Bedrooms
6 Baths
6 Guests
7211.82 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $1,930/Night
7 Nights - US $13,509
Villa
3 Bedrooms
1 Bath
6 Guests
6027.79 ft²
- Pool
- Balcony/Terrace
View- Parking
US $1,880/Night
7 Nights - US $13,160
House
10.0(1 Review)
4 Bedrooms
4 Baths
8 Guests
Child Friendly
Designated Smoking Area
US $1,754/Night
7 Nights - US $12,275
Calheta Pet Friendly Vacation Rentals
House
10.0(44 Reviews)
3 Bedrooms
2 Baths
7 Guests
1399 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $131/Night
7 Nights - US $914
Villa
10.0(20 Reviews)
2 Bedrooms
2 Baths
4 Guests
1722.23 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $195/Night
7 Nights - US $1,365
US $895/Night
7 Nights - US $6,263
House
10.0(17 Reviews)
2 Bedrooms
1 Bath
4 Guests
1292 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $148/Night
7 Nights - US $1,033
Villa
10.0(8 Reviews)
3 Bedrooms
4 Baths
6 Guests
107.64 ft²
- Pool
- Balcony/Terrace
Pet Friendly- Parking
US $226/Night
7 Nights - US $1,582
Villa
10.0(4 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $346/Night
7 Nights - US $2,425
House
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
1184 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $203/Night
7 Nights - US $1,423
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
484 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $141/Night
7 Nights - US $987
Calheta Large Vacation Homes
Villa
10.0(91 Reviews)
4 Bedrooms
5 Baths
8 Guests
3897 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $521/Night
7 Nights - US $3,648
Villa
10.0(20 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Pool
- Balcony/Terrace
- View
- Parking
US $109/Night
7 Nights - US $763
Villa
8.8(8 Reviews)
1 Bedroom
1 Bath
3 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
US $329/Night
7 Nights - US $2,302
House
10.0(66 Reviews)
4 Bedrooms
1 Bath
10 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $112/Night
7 Nights - US $784
Villa
10.0(19 Reviews)
2 Bedrooms
2 Baths
4 Guests
2690.98 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $1,724/Night
7 Nights - US $12,071
Villa
10.0(61 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $448/Night
7 Nights - US $3,134
Villa
10.0(52 Reviews)
4 Bedrooms
3 Baths
8 Guests
3767 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $315/Night
7 Nights - US $2,204
Villa
10.0(45 Reviews)
1 Bedroom
1 Bath
3 Guests
624 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $188/Night
7 Nights - US $1,317
Why Choose Rent By Owner for your Calheta Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Popular Areas for Calheta Vacation Rentals
Where are the best neighborhoods to stay in Calheta?
When exploring Calheta in the Madeira Region of Portugal, choosing the right neighborhood can greatly enhance your stay. This area offers a variety of charming districts that cater to different preferences, from peaceful seaside communities to lively local hubs. Whether you prefer a tranquil setting with stunning ocean views or a more central location close to local amenities, Calheta provides options that suit every traveler. Booking your vacation rentals in these neighborhoods ensures you experience the authentic charm and natural beauty that make Calheta a unique destination in Madeira.
Estrela da Calheta
This neighborhood offers a serene setting where you can enjoy peaceful surroundings and scenic views, perfect for relaxing stays. The area’s tranquil atmosphere makes it an ideal choice for travelers seeking a comfortable and enjoyable experience in Madeira.
View 107+ Rentals in Estrela da CalhetaBest Times to Visit Calheta
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here ensures you can enjoy the region’s pleasant climate and vibrant local atmosphere at its best when booking your perfect vacation rental.
Peak Season Highlights
Summer (June to August)
During the summer months, the area experiences warm and sunny weather, making it ideal for enjoying the scenic outdoors and coastal activities. This is the busiest time to book your vacation rentals in Calheta, as many visitors flock here to take advantage of the ideal climate.
Average Temperature Daytime: 25°C to 30°C - Nighttime: 18°C to 22°C
Early Fall (September to October)
This period offers pleasant temperatures and less crowded surroundings, perfect for exploring the region comfortably. It’s an excellent time to secure your vacation rentals in Calheta with favorable weather conditions and a relaxed atmosphere.
Average Temperature Daytime: 23°C to 27°C - Nighttime: 17°C to 20°C
Off-Season Highlights
Winter (December to February)
The cooler winter months bring fewer visitors, offering a quieter experience while still enjoying the region's mild climate. Booking your vacation rentals during this time ensures a peaceful stay away from the crowds.
Average Temperature Daytime: 16°C to 19°C - Nighttime: 13°C to 15°C
Spring (March to May)
Spring features moderate temperatures and blooming landscapes, providing a serene environment for a relaxing getaway. This shoulder season offers great deals on vacation rentals with pleasant weather for outdoor exploration.
Average Temperature Daytime: 18°C to 22°C - Nighttime: 14°C to 17°C
Weekly Weather Forecast for Calheta
How to Book Your Calheta Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Calheta
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor swimming pool to relax while taking in scenic views of the area.
- Gather with friends or family around an outdoor dining area for al fresco meals.
- Make the most of landscaped gardens and lush lawns perfect for leisure strolls and picnics.
- Take advantage of spacious terraces with comfortable seating to unwind outdoors.
- Benefit from outdoor barbecue facilities ideal for hosting gatherings under the sun or stars.
- Experience the tranquility on secluded patios designed for peaceful mornings or evenings.
- Step outside to admire panoramic vistas of the surrounding mountains and coastline.
Top Attractions Around Calheta
What attractions are nearby?
While staying in this destination, you can explore a variety of outdoor activities and scenic spots nearby that showcase the natural beauty of the Madeira region.
Family Activities
- Leisurely Beach Days at Calheta Beach: Relax with your family on the golden sands of this popular beach, ideal for swimming and building sandcastles in the sun.
- Visit the Casa das Mudas Arts Center: Explore contemporary art exhibits that inspire both kids and adults, making it a culturally enriching experience here in the region.
- Hiking along Levada Trails: Discover scenic walking paths suitable for all ages, offering breathtaking views and a chance to appreciate the natural beauty of this area.
- Explore the Local Farmers' Market: Engage with local vendors and taste fresh regional produce while enjoying an authentic vibe during your stay in this destination.
Adult Activities
- Hiking along the Levada Trails: Explore scenic levada walks that offer breathtaking views of the surrounding mountains and lush landscapes.
- Relaxing at the Calheta Beach: Enjoy the golden sands and gentle waters of this popular beach, perfect for unwinding in a tranquil setting.
- Wine Tasting Tours: Discover the region’s renowned wineries, where you can sample local Madeiran wines amid picturesque vineyard views.
- Boating and Dolphin Watching: Embark on boat trips from the area to experience the marine life and stunning coastlines of the Madeira archipelago.
Other Places to Stay in Calheta
Casa das Mudas Arts Center
Paul do Mar Beach
Arco da Calheta
Lombo do Doutor
Lombada Velha
Prazeres
Estreito da Calheta
Estrela da Calheta
Paul do Mar
Ponta do Pargo
Jardim do Mar
Faja da Ovelha
Calheta Travel Tips
How Can You Make the Most of Your Stay?
- Explore local cuisine and markets: Sample the region's fresh seafood and local specialties to fully experience the authentic flavor of your stay.
- Discover scenic viewpoints: Take advantage of the area's breathtaking vistas by visiting popular lookout points for memorable photo opportunities.
- Engage in outdoor activities: Make the most of the pleasant climate by enjoying activities like hiking or relaxing on nearby beaches.
- Plan leisurely day trips: Use this destination as a base for exploring other parts of the region, enriching your vacation experience.
Transportation Options
- Car Rentals: Renting a car is an ideal way to explore the region at your own pace, giving you easy access to scenic drives and nearby attractions from your vacation rental.
- Public Buses: The local bus service provides affordable transportation across Calheta and surrounding areas, allowing you to conveniently reach key points of interest without the hassle of parking.
- Taxis and Ride-Sharing: Taxis and ride-sharing options offer quick and reliable transport within the region, perfect for spontaneous trips or when carrying luggage to and from your vacation rental.
- Bike Rentals: For a more active choice, bike rentals allow you to enjoy the beautiful coastal scenery and countryside here while maintaining a flexible schedule during your stay.
Local Customs Options
- Celebration of the Feast of Our Lady of Sorrows: You can observe vibrant processions and religious ceremonies during this traditional festival, reflecting the region’s deep-rooted Catholic customs.
- Local Fish Market Traditions: Visiting the fish markets here offers a glimpse into authentic Madeira seafood culture, where fresh catches are a daily part of life.
- Participating in the Regional Folklore Festivals: Expect lively music, dance, and colorful costumes that highlight the area's rich cultural heritage and community spirit.
- Engaging with Agricultural Practices: You might notice age-old farming customs as locals cultivate vineyards and exotic plants that thrive in the region’s unique climate.
Calheta Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Calheta?
There are a lot of options in Calheta. If you plan on staying in the Calheta area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Calheta:
- SPECIAL OFFER VISIT Madeira FebruaryWarm Pool Gardens terraces comfort
- Spacious villa, 180* ocean view, large heated pool, 5 min from Calheta beach
- Casa Félix, Calheta: Villa with unique view! Private Pool!
- 17°West – Holiday villa (option with heated pool)
- Breathtaking Views Holiday House with Heat and or Air conditioning System
- Villa Acacia- Spectacular Ocean view & heated pool
- Apartment with sunny south west location and sea view, scenic, large terraces
- House/Villa - Arco da Calheta
- Large Family House With Heated Pool And Panoramic Sea Views
- Luxury-House-Sea view-Ensuite with Shower-Casa Nenufar
2. How many vacation rentals have private pools in Calheta?
There are 404 vacation rentals with private pools near Calheta. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Calheta are best for families?
If you are looking for a family-friendly vacation home in Calheta, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Calheta:
4. How many Rentbyowner vacation rentals are available in Calheta?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 2145 in the Calheta area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Calheta.
5. What is the cancellation policy for vacation rentals in this region?
Cancellation policies vary by listing, so it's important to review the specific terms outlined in each property’s listing or contact the owner directly. Policies can range from flexible to strict, offering different options to suit your travel plans.
6. How do I find available dates and book a vacation rental in this destination?
You can easily check availability by entering your preferred travel dates on the listing page. Once you select a suitable property, follow the booking instructions provided to secure your stay securely.
7. Are there any house rules or additional fees I should be aware of before booking?
Each property has its own set of house rules and potential extra charges such as cleaning fees or security deposits. Be sure to read the detailed listing information carefully or reach out to the owner for clarification before confirming your reservation.
8. What amenities are typically included in vacation rentals here?
Most rentals in this area offer essential amenities like Wi-Fi, kitchen facilities, and parking. To ensure the accommodation meets your needs, review the amenities listed on the property detail page or contact the owner directly for more information.
9. Is it safe to book vacation rentals in this area, and how do I ensure a trustworthy experience?
Booking through reputable listings with verified reviews helps ensure a trustworthy experience. The platform provides secure payment options and direct communication with owners, giving you confidence when planning your stay here.
Calheta Top Rated Vacation Rentals
Apartment
10.0(88 Reviews)
1 Bedroom
1 Bath
2 Guests
775 ft²
- Private Pool
- Oceanfront
- Spa
- Fireplace/Heating
US $162/Night
7 Nights - US $1,131
House
10.0(65 Reviews)
1 Bedroom
1 Bath
3 Guests
700 ft²
- Pool
- Balcony/Terrace
- Kitchen
- Parking
US $214/Night
7 Nights - US $1,498
Apartment
10.0(51 Reviews)
4 Bedrooms
2 Baths
8 Guests
1022.57 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $130/Night
7 Nights - US $910
House
10.0(47 Reviews)
1 Bedroom
1 Bath
3 Guests
700 ft²
- Pool
- Balcony/Terrace
- Kitchen
- Parking
US $241/Night
7 Nights - US $1,686
House
10.0(47 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Pool
- Kitchen
- Internet
US $232/Night
7 Nights - US $1,627
Villa
10.0(38 Reviews)
4 Bedrooms
5 Baths
8 Guests
3767 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $354/Night
7 Nights - US $2,481
Villa
10.0(37 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $914/Night
7 Nights - US $6,398
Villa
10.0(34 Reviews)
4 Bedrooms
3 Baths
8 Guests
2691 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Spa
US $453/Night
7 Nights - US $3,171
