Discover Your Perfect San Esteban Vacation Homes

Best Vacation Homes in San Esteban

House
Map-icon
4 Bedrooms 4 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $310/Night 7 Nights - US $2,170
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 5 Guests 861.11 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $60/Night 7 Nights - US $419
star-icons-3
Resort
Map-icon
like-icon9.6
Exceptional
(5 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $150/Night 7 Nights - US $1,050
House
Map-icon
5 Bedrooms 4 Baths 11 Guests 1830 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $211/Night 7 Nights - US $1,480
New
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 5 Guests 592.02 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $36/Night 7 Nights - US $251
House
Map-icon
4 Bedrooms 1 Bath 12 Guests 120 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $208/Night 7 Nights - US $1,456
Cabin
Map-icon
2 Bedrooms 1 Bath 2 Guests 484 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $137/Night 7 Nights - US $959
New
House
Map-icon
3 Bedrooms 2 Baths 5 Guests 3122 ft²
  • Child Friendly
    Child Friendly
  • Bedding/Linens
    Bedding/Linens
More amenities
US $117/Night 7 Nights - US $818

San Esteban Luxury Rentals

Hotel
Map-icon
3 Baths 2153 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $475/Night 7 Nights - US $3,328
star-icons-5
Hotel
Map-icon
like-icon8.7
Fabulous
(333 Reviews)
3 Baths 330.09 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $444/Night 7 Nights - US $3,108
Resort
Map-icon
like-icon9.6
Exceptional
(25 Reviews)
3 Baths 8 Guests 412.62 ft²
  • Oceanfront
    Oceanfront
  • Spa
    Spa
More amenities
US $370/Night 7 Nights - US $2,590
Cabin
Map-icon
like-icon8.7
Fabulous
(93 Reviews)
77 Bedrooms 11 Baths 42 Guests 383.59 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $361/Night 7 Nights - US $2,525
Ski Chalet
Map-icon
4 Bedrooms 4 Baths 12 Guests 1829.86 ft²
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
US $260/Night 7 Nights - US $1,820
star-icons-3
Hotel
Map-icon
like-icon8.9
Fabulous
(432 Reviews)
5 Baths 353.06 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $234/Night 7 Nights - US $1,638
House
Map-icon
2 Bedrooms 5 Baths 12 Guests 1291.67 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
US $215/Night 7 Nights - US $1,502
star-icons-4
Bed & Breakfast
Map-icon
like-icon9.8
Exceptional
(65 Reviews)
3 Bedrooms 1 Bath 2 Guests 150.69 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $170/Night 7 Nights - US $1,187

San Esteban Pet Friendly Vacation Rentals

Apartment
Map-icon
2 Bedrooms 1 Bath 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $115/Night 7 Nights - US $805
star-icons-3
Apartment
Map-icon
like-icon9.8
Exceptional
(68 Reviews)
2 Bedrooms 1 Bath 5 Guests 559.72 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $57/Night 7 Nights - US $402
Apartment
Map-icon
2 Bedrooms 1 Bath 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $86/Night 7 Nights - US $601
star-icons-3
Apartment
Map-icon
like-icon9.7
Exceptional
(37 Reviews)
2 Bedrooms 1 Bath 4 Guests 548.96 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
US $64/Night 7 Nights - US $448
Apartment
Map-icon
1 Bedroom 1 Bath 3 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $37/Night 7 Nights - US $256
star-icons-3
Apartment
Map-icon
like-icon9.7
Exceptional
(16 Reviews)
2 Bedrooms 1 Bath 5 Guests 581.25 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Breakfast
    Breakfast
More amenities
US $60/Night 7 Nights - US $418
Ski Chalet
Map-icon
5 Bedrooms 3 Baths 11 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $158/Night 7 Nights - US $1,106
star-icons-3
Apartment
Map-icon
like-icon9.6
Exceptional
(89 Reviews)
2 Bedrooms 2 Baths 4 Guests 645.83 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $89/Night 7 Nights - US $622

San Esteban Large Vacation Homes

House
Map-icon
like-icon8.1
Excellent
(87 Reviews)
15 Bedrooms 23 Baths 34 Guests
  • View
    View
  • Pet Friendly
    Pet Friendly
More amenities
US $31/Night 7 Nights - US $217
House
Map-icon
like-icon7.5
Very Good
(22 Reviews)
7 Bedrooms 4 Baths 15 Guests
  • Parking
    Parking
  • Child Friendly
    Child Friendly
US $42/Night 7 Nights - US $293
Bed & Breakfast
Map-icon
like-icon6.7
Good
(139 Reviews)
18 Bedrooms 17 Baths 55 Guests 166.43 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $36/Night 7 Nights - US $249
star-icons-3
House
Map-icon
7 Bedrooms 3 Baths 16 Guests 645.83 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $85/Night 7 Nights - US $595
New
Villa
Map-icon
2 Bedrooms 1 Bath 3 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
US $54/Night 7 Nights - US $381

Why Choose Rent By Owner for your San Esteban Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit San Esteban

When should you plan your Vacation Rentals stay?

Choosing the right time to visit can enhance your experience in this charming region, ensuring you enjoy favorable weather and local events when booking your San Esteban, Valparaiso, Chile, vacation rentals through Rent By Owner.

Peak Season Highlights

summer
Southern Hemisphere Summer (December to February)

During the warmest time of the year, you can enjoy longer daylight hours and pleasant weather, ideal for exploring the region's scenic views and local culture.

Average Temperature Daytime: around 25-30°C - Nighttime: 15-20°C
autumn
Early Autumn (March to April)

As the weather remains mild and inviting, this period offers a comfortable climate for sightseeing and outdoor activities without the summer crowds.

Average Temperature Daytime: around 20-25°C - Nighttime: 12-16°C

Off-Season Highlights

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Late Autumn to Early Winter (May to June)

The area experiences cooler temperatures and less tourist traffic, providing a peaceful setting for relaxation and exploration at your own pace.

Average Temperature Daytime: around 15-18°C - Nighttime: 8-12°C
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Mid-Winter (July to August)

This time of year sees the lowest visitor numbers, with cooler weather that may suit travelers seeking a quiet retreat away from peak season crowds.

Average Temperature Daytime: around 12-15°C - Nighttime: 5-9°C

Weekly Weather Forecast for San Esteban

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.

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 seating area where you can relax while taking in the scenic views of the region.
  • Make the most of the spacious garden or patio, perfect for outdoor dining or leisurely strolls.
  • Benefit from an outdoor swimming pool to cool off on warm days during your stay here.
  • Take advantage of the barbecue facilities available for outdoor cooking with family and friends.
  • Explore the nearby hiking trails conveniently accessible from many vacation rentals in the area.
  • Relax in a hammock set up in the yard, ideal for soaking up the local atmosphere.
  • Utilize on-site parking spaces to easily access the outdoor amenities and explore the surrounding landscapes.
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Family Activities

  • San Esteban Nature Trails: Embark on family-friendly hikes along scenic paths that showcase the region's lush landscapes and diverse flora.
  • Local Cultural Tours: Discover the area's rich heritage through engaging tours that highlight local traditions and history, perfect for curious young explorers.
  • Fruit Picking Experience: Enjoy a delightful day at nearby farms where your family can pick fresh fruits, offering an authentic taste of the region's agricultural bounty.
  • Community Parks and Playgrounds: Spend quality time at well-maintained parks featuring playgrounds and open spaces designed for children’s enjoyment in this destination's welcoming community.
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Adult Activities

  • Wine Tasting Tours: Explore the region's renowned vineyards and enjoy sampling local wines that showcase the area's rich viticultural heritage.
  • Hiking and Nature Walks: Discover scenic trails through nearby hills and natural reserves, perfect for immersing yourself in the area's stunning landscapes.
  • Local Cuisine Experiences: Indulge in authentic Chilean dishes at charming local eateries, offering a taste of the region’s culinary traditions.
  • Cultural and Art Tours: Visit community art galleries and cultural centers to gain insight into the area's vibrant artistic expressions and history.

San Esteban Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Neighborhoods: Take time to wander through the charming streets nearby your vacation rental to discover authentic dining options and vibrant markets unique to the region.
  • Experience the Regional Climate: Be sure to check the weather forecast before your trip to pack appropriately, making your stay here comfortable regardless of the season.
  • Utilize Convenient Transportation: Make use of local transit options or rental bikes to effortlessly explore this destination’s scenic spots and hidden gems around town.
  • Engage with Community Events: Look out for local festivals, markets, or cultural activities happening during your visit to immerse yourself in the area's rich traditions and hospitality.

Transportation Options

  • Local Buses: The area is well-connected by local bus services that offer affordable and frequent transportation across San Esteban and surrounding neighborhoods.
  • Taxis: Taxis provide convenient door-to-door service, ideal for quick trips or when traveling with luggage around this destination.
  • Car Rentals: Renting a car allows you to explore the region at your own pace, with numerous rental agencies available near key transport hubs.
  • Shared Shuttle Services: Shared shuttles operate for easy access to nearby attractions and transportation terminals, making it simple to navigate here without hassle.

Local Customs Options

  • Local Cuisine Celebrations: You can experience vibrant festivals where traditional Chilean dishes are celebrated with lively music and dance, reflecting the region's rich culinary heritage.
  • Religious Traditions: Here, religious festivities often feature colorful processions and community gatherings that highlight the area's spiritual customs and local faith practices.
  • Folk Music and Dance: The area boasts a strong tradition of folk music and dance performances that offer an authentic glimpse into the local cultural expressions.
  • Community Hospitality: Visitors often find that welcoming attitudes and communal gatherings are integral to social interactions in this destination, emphasizing the region’s friendly nature.

Frequently Asked Questions About San Esteban?

1. What are the top vacation rentals in San Esteban?

There are a lot of options in San Esteban. If you plan on staying in the San Esteban area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in San Esteban:

2. Which vacation homes in San Esteban are best for families?

If you are looking for a family-friendly vacation home in San Esteban, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in San Esteban:

3. How many Rentbyowner vacation rentals are available in San Esteban?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 68 in the San Esteban 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 San Esteban. 

4. What is the cancellation policy for vacation rentals in San Esteban?

Cancellation policies vary depending on the property listing. You should review the specific terms outlined in each rental’s description or contact the property owner directly to understand the cancellation options available for your stay.

5. Are there any house rules I should be aware of before booking a vacation home here?

Yes, each property may have its own set of house rules. These are typically listed in the property details or provided by the host upon inquiry. It’s recommended to read these carefully to ensure a smooth and respectful stay.

6. How do I confirm the availability of vacation rentals in this destination?

Availability can fluctuate frequently, so it’s best to check the respective listing directly. Many listings offer real-time updates, or you can reach out to the property owner for confirmation on your preferred dates.

7. What amenities are generally included in vacation rentals in this area?

Amenities vary by property, but common features include Wi-Fi, fully equipped kitchens, and parking. For specific amenities, review the listing details or contact the owner directly to ensure the accommodation meets your needs.

8. How can I get support if I encounter issues during my stay in a vacation rental here?

Support is typically provided through the booking platform or directly by the property owner. Contact information is usually available in your reservation details, and you can reach out for assistance with any concerns or questions during your stay.

San Esteban Top Rated Vacation Rentals

Hotel
Map-icon
like-icon9.9
Exceptional
(55 Reviews)
1 Bath 376.74 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $97/Night 7 Nights - US $676
Apartment
Map-icon
like-icon9.5
Exceptional
(17 Reviews)
2 Bedrooms 1 Bath 5 Guests 968.75 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $80/Night 7 Nights - US $559
Ski Chalet
Map-icon
like-icon9.0
Exceptional
(4 Reviews)
3 Bedrooms 3 Baths 7 Guests 861.11 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $69/Night 7 Nights - US $486
Hotel
Map-icon
like-icon8.8
Fabulous
(96 Reviews)
6 Baths 278.07 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $85/Night 7 Nights - US $595
star-icons-3
Ski Chalet
Map-icon
like-icon8.8
Fabulous
(22 Reviews)
1 Bedroom 1 Bath 3 Guests 322.92 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $49/Night 7 Nights - US $340
star-icons-3
Hotel
Map-icon
like-icon8.7
Fabulous
(697 Reviews)
3 Baths 287.04 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $64/Night 7 Nights - US $448
Hotel
Map-icon
like-icon8.7
Fabulous
(540 Reviews)
2 Baths 290.63 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $110/Night 7 Nights - US $770
star-icons-4
Hotel
Map-icon
like-icon8.0
Excellent
(1120 Reviews)
5 Baths 344.45 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
US $110/Night 7 Nights - US $768