Discover Your Perfect Valparaiso Vacation Homes

Best Vacation Homes in Valparaiso

Apartment
Map-icon
like-icon10.0
Exceptional
(50 Reviews)
3 Bedrooms 2 Baths 8 Guests 1076 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $321/Night 7 Nights - CA $2,245
star-icons-3
Ski Chalet
Map-icon
like-icon10.0
Exceptional
(28 Reviews)
5 Bedrooms 2 Baths 10 Guests 236.81 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $152/Night 7 Nights - CA $1,064
star-icons-3
Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(17 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $139/Night 7 Nights - CA $973
Apartment
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
3 Bedrooms 2 Baths 10 Guests 1184 ft²
  • Oceanfront
    Oceanfront
  • Spa
    Spa
More amenities
CA $148/Night 7 Nights - CA $1,035
star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(24 Reviews)
3 Bedrooms 2 Baths 6 Guests 775 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $102/Night 7 Nights - CA $713
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
4 Bedrooms 3 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $402/Night 7 Nights - CA $2,814
Cabin
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 1 Bath 3 Guests 452 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $155/Night 7 Nights - CA $1,088
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
5 Bedrooms 6 Baths 8 Guests 5000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $1,275/Night 7 Nights - CA $8,925

Valparaiso Luxury Rentals

Apartment
Map-icon
3 Bedrooms 2 Baths 7 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
Unlock the Best Price
Apartment
Map-icon
3 Bedrooms 1 Bath 3 Guests 387.5 ft²
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
More amenities
Unlock the Best Price
Apartment
Map-icon
1 Bedroom 1 Bath 3 Guests
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
Unlock the Best Price
House
Map-icon
1 Bedroom 1 Bath 2 Guests
  • Parking
    Parking
  • Internet
    Internet
More amenities
Unlock the Best Price
Apartment
Map-icon
2 Bedrooms 3 Baths 4 Guests 968.75 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Parking
    Parking
More amenities
Unlock the Best Price
House
Map-icon
1 Bedroom 1 Bath 2 Guests 21.53 ft²
  • Balcony/Terrace
    Balcony/Terrace
Unlock the Best Price
Apartment
Map-icon
2 Bedrooms 2 Baths 4 Guests
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
Unlock the Best Price
Apartment
Map-icon
like-icon9.7
Exceptional
(12 Reviews)
3 Bedrooms 1 Bath 5 Guests 1334.72 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
Unlock the Best Price

Valparaiso Pet Friendly Vacation Rentals

Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 4 Guests 754 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $165/Night 7 Nights - CA $1,152
Apartment
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
4 Bedrooms 3 Baths 6 Guests 1829.86 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
CA $223/Night 7 Nights - CA $1,559
star-icons-3
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
CA $195/Night 7 Nights - CA $1,367
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 4 Guests 721 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $127/Night 7 Nights - CA $888
star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
1 Bedroom 1 Bath 4 Guests 387.5 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $139/Night 7 Nights - CA $976
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
CA $94/Night 7 Nights - CA $661
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $164/Night 7 Nights - CA $1,151
Condo
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 2 Baths 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $158/Night 7 Nights - CA $1,109

Valparaiso Large Vacation Homes

Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 10 Guests
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $133/Night 7 Nights - CA $933
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
7 Bedrooms 4 Baths 15 Guests 889.81 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
More amenities
CA $159/Night 7 Nights - CA $1,113
House
Map-icon
3 Bedrooms 1 Bath 10 Guests
  • Child Friendly
    Child Friendly
  • Laundry
    Laundry
More amenities
CA $279/Night 7 Nights - CA $1,952
Cottage
Map-icon
like-icon2.0
Average
(2 Reviews)
6 Bedrooms 2 Baths 6 Guests
  • Internet
    Internet
  • Child Friendly
    Child Friendly
More amenities
CA $98/Night 7 Nights - CA $683
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
5 Bedrooms 4 Baths 16 Guests 376.74 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $172/Night 7 Nights - CA $1,201
Apartment
Map-icon
like-icon2.0
Average
(1 Review)
4 Bedrooms 3 Baths 10 Guests
  • Pool
    Pool
  • Pet Friendly
    Pet Friendly
More amenities
CA $407/Night 7 Nights - CA $2,852
House
Map-icon
like-icon2.0
Average
(1 Review)
4 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $331/Night 7 Nights - CA $2,319
House
Map-icon
5 Bedrooms 4 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Internet
    Internet
More amenities
Unlock the Best Price

Why Choose Rent By Owner for your Valparaiso Vacation Rental Homes?

What makes our Vacation Rentals special?

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

Best Times to Visit Valparaiso

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit this vibrant destination can enhance your experience, as the region offers different charms and weather patterns throughout the year that are ideal for planning your perfect stay.

Peak Season Highlights

spring
December to February

During the summer months, this destination experiences warm weather that is perfect for enjoying outdoor activities and exploring the vibrant local culture.

Average Temperature Daytime: 25°C (77°F) - Nighttime: 15°C (59°F)
spring
June to August

The winter season brings cooler temperatures and a lively atmosphere, attracting visitors who enjoy cultural events and the region's unique charm.

Average Temperature Daytime: 14°C (57°F) - Nighttime: 8°C (46°F)

Off-Season Highlights

image
March to May

In early autumn, you can experience calmer streets and more affordable rates, making it an ideal time to explore the area without the crowds.

Average Temperature Daytime: 20°C (68°F) - Nighttime: 11°C (52°F)
image
September to November

Late spring offers mild weather and fewer tourists, providing a peaceful setting to enjoy the local scenery and authentic experiences.

Average Temperature Daytime: 19°C (66°F) - Nighttime: 10°C (50°F)

Weekly Weather Forecast for Valparaiso

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 outdoor seating areas such as patios or balconies with scenic views of the surrounding landscape.
  • Make the most of private gardens or courtyards that provide a peaceful outdoor retreat.
  • Take advantage of available outdoor grilling facilities to experience local flavors in a charming setting.
  • Relax in communal outdoor spaces designed for socializing and enjoying the region’s pleasant climate.
  • Utilize designated parking spaces often located near the property for convenient access during your stay.
  • Discover options for outdoor recreational activities like walking paths or nearby parks.
  • Benefit from terraces or rooftop decks that offer panoramic views of the area's distinctive cityscape or coastline.
image
image

Family Activities

  • Walking Tour of Cerro Alegre and Cerro Concepción: Explore the colorful hillside neighborhoods renowned for their vibrant street art, charming cafes, and panoramic views that make for memorable family photos.
  • Visit to Museo de Historia Natural de Valparaiso: Engage your family with interactive exhibits and learn about the region’s unique flora, fauna, and geological history in this educational museum.
  • Ride the Ascensor Artillería or Polanco: Experience a historic funicular ride that offers scenic vistas of the area and showcases the charming charm of this coastal city.
  • Stroll along the Port Area and La Sebastiana Museum: Discover the bustling port atmosphere and visit the former home of poet Pablo Neruda, providing cultural insights suitable for all ages.
image

Adult Activities

  • Walking Through Cerro Alegre and Cerro Concepción: You can explore these colorful hillside neighborhoods known for their vibrant street art, charming cafes, and stunning panoramic views of the harbor.
  • Visiting the Museo de Bellas Artes de Valparaíso: Immerse yourself in the region's rich artistic history by discovering contemporary and traditional Chilean artworks housed within this renowned museum.
  • Enjoying a Coastal Sunset at the Port Promenade: Experience breathtaking sunset views along the waterfront, perfect for relaxation and capturing memorable photos in this scenic area.
  • Sampling Local Cuisine at Gourmet Restaurants: Savor authentic flavors from the region’s culinary scene, with many establishments offering exquisite dishes in charming settings near here.

Valparaiso Travel Tips

How Can You Make the Most of Your Stay?

  • Explore the area's vibrant neighborhoods: Wander through the colorful streets and enjoy the authentic local culture that makes your stay in Valparaiso truly unique.
  • Utilize local transportation options: Take advantage of the region’s accessible bus routes and funiculars to effortlessly navigate this picturesque destination.
  • Discover hidden viewpoints: Seek out the area's renowned miradores to capture stunning vistas and enrich your experience here.
  • Plan your activities ahead: Book local tours or experiences early to make the most of your time and immerse yourself fully in what this destination has to offer.

Transportation Options

  • Public Buses: The region's extensive bus network offers affordable and reliable transportation, connecting you to key attractions and neighborhoods throughout Valparaiso.
  • Funicular Trams: These historic funiculars provide a charming way to navigate the area's steep hills while enjoying scenic views of the cityscape.
  • Taxis and Ride-Sharing: Taxis and ride-sharing services like Uber are readily available for convenient doorstep pickups and quick travel around this vibrant destination.
  • Car Rentals: Renting a car gives you the flexibility to explore beyond the city and discover the surrounding region at your own pace.

Local Customs Options

  • Almendrón Transportation: You’ll often see colorful colectivos, or shared taxis, serving as a lively and affordable way to explore the area’s vibrant neighborhoods.
  • Feria Barrio Puerto: Visiting this local market provides a glimpse into the area's rich culture through its traditional foods, crafts, and lively bargaining customs.
  • Festival de Las Columnas: During this annual celebration, community members showcase their heritage with music, dance, and colorful parades that are central to local traditions here.
  • Street Art Appreciation: Walking through the area, you'll notice murals and graffiti that are an integral part of the region's artistic expression and cultural identity.

Frequently Asked Questions About Valparaiso?

1. What are the top vacation rentals in Valparaiso?

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

2. How many vacation rentals have private pools in Valparaiso?

3. Which vacation homes in Valparaiso are best for families?

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

4. How many Rentbyowner vacation rentals are available in Valparaiso?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 3662 in the Valparaiso 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 Valparaiso. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by individual property listing. You should review the specific cancellation terms on the property’s page or contact the owner directly to understand the options available for your dates.

6. How do I confirm my booking and what payment methods are accepted?

Booking confirmations are sent once your payment is processed through the platform. Payment methods typically include credit/debit cards, and you can find detailed instructions on the listing page or by contacting the property owner.

7. Are there any additional fees or deposits required when booking a holiday home here?

Additional fees such as cleaning fees, service charges, or security deposits may apply and are outlined in the listing details. Always check the property description for complete fee information before confirming your reservation.

8. What amenities are usually included with vacation rentals in this region?

Most properties offer essential amenities such as Wi-Fi, kitchen facilities, and linens, but specific offerings can differ. Review each listing carefully to ensure it meets your needs, or reach out to the owner for clarification.

9. What should I know about checking in and checking out at vacation homes here?

Check-in and check-out times are specified on each listing, and instructions are usually provided by the host. It’s advisable to communicate your arrival plans ahead of time to ensure a smooth transition during your stay.

Valparaiso Top Rated Vacation Rentals

star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(23 Reviews)
3 Bedrooms 2 Baths 7 Guests 1313.2 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $126/Night 7 Nights - CA $879
star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(22 Reviews)
2 Bedrooms 2 Baths 5 Guests 861.11 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $95/Night 7 Nights - CA $664
star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(20 Reviews)
3 Bedrooms 2 Baths 5 Guests 839.58 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
CA $181/Night 7 Nights - CA $1,265
star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(16 Reviews)
3 Bedrooms 2 Baths 6 Guests 882.64 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $135/Night 7 Nights - CA $947
star-icons-3
Apartment
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
1 Bedroom 1 Bath 2 Guests 516.67 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $97/Night 7 Nights - CA $676
House
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
3 Bedrooms 2 Baths 8 Guests 1937.5 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $279/Night 7 Nights - CA $1,952
star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
2 Bedrooms 2 Baths 4 Guests 721.18 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
CA $95/Night 7 Nights - CA $664
Apartment
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
2 Bedrooms 2 Baths 4 Guests 1076.39 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $339/Night 7 Nights - CA $2,372