Photo by Lawrence Tellez

Valparaiso vacation rentals

We found 131 vacation rentals — enter your dates for availability

Discover a selection of 25 homes, 17 apartments, and other vacation rentals in Valparaiso that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation rentals have the best amenities for hanging out with the people that matter most, including parking and a TV. No matter what you're looking for, you'll be able to choose a rental to meet everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Valparaiso

Showing deals for:Feb 6 - Feb 13

Image gallery for NEW! Beautiful Riverfront Home on 10 Acres!

Room
8.0 out of 10, Very Good, (9 reviews)
Very Good
(9 reviews)

NEW! Beautiful Riverfront Home on 10 Acres!

Chesterton, IN

20% off
Price is $165
$1,157 for 7 nights
All fees included
NEW! Beautiful Riverfront Home on 10 Acres!

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Valparaiso

Why visit Valparaiso

  • Outdoor Adventures: Valparaiso offers stunning landscapes, perfect for hiking, biking, and outdoor fun.
  • Charming Downtown: Explore the picturesque downtown area with unique shops and local eateries.
  • Historic Sites: Discover the rich history of Valparaiso through various landmarks and cultural attractions.
  • Valparaiso University: Visit the beautiful campus, adding to the city's unique charm and culture.
  • Family-Friendly Accommodations: Enjoy a range of vacation rentals, from cozy homes to spacious apartments.

Popular types of accommodation in Valparaiso

When planning your getaway to Valparaiso, you'll find an array of vacation rentals to suit your needs. From cozy houses and charming cottages to well-equipped apartments, there's something for everyone. Whether you're seeking a spacious bedroom apartment or a rental property with additional bedrooms for family and friends, Valparaiso offers a variety of options. Discover the perfect accommodation that enhances your travel experience.

  • Houses: The top choice for travelers in Valparaiso, these homes offer a comfortable and spacious setting for families, friends, or couples looking to enjoy their stay.
  • Cottages: A cozy option, cottages provide a charming retreat for those wanting a quaint and peaceful atmosphere during their visit.
  • Apartments: Ideal for solo travelers or couples, apartments offer convenience and a home-like feel in the heart of Valparaiso.
  • Condos: These modern accommodations combine luxury and comfort, perfect for those seeking amenities and a vibrant community.
  • Cabins: For nature lovers, cabins present a rustic escape surrounded by the beauty of the outdoors.**

Top attractions in and around Valparaiso

Valparaiso, Indiana, is perfect for outdoor and adventure vacations, offering stunning scenery and family-friendly experiences. Visitors can explore a variety of attractions, including beautiful beaches, national and state parks, and historic sites. Whether you're looking for outdoor fun or a relaxing day by the water, Valparaiso has something for everyone to enjoy.

  • Indiana Dunes National Park: A breathtaking national park featuring sandy beaches, lush forests, and diverse wildlife. Enjoy hiking trails with stunning lake views and the unique experience of exploring over 15 miles of lakeshore.
  • Valparaiso University: A historic university known for its beautiful campus and vibrant culture. Engage with the arts through its galleries and performances, and soak in the intellectual atmosphere.
  • Lake View Beach: A picturesque beach perfect for relaxation and water activities. Enjoy sunbathing, swimming, and scenic views of Lake Michigan, making it an ideal spot for a fun day out.

Things to do recommended for couples

For a romantic getaway in Valparaiso, explore Anderson's Winery, where you can enjoy local wines in a charming atmosphere. Embrace the entertainment vibes as you relax together, making memories in this delightful setting perfect for couples.

Things to do recommended for families

Your family will have a blast at Deep River Water Park, just 9 miles from Valparaiso, offering thrilling slides and pools. Don't miss the Albanese Candy Factory, 11 miles away, for sweet treats. Plus, the Athletics-Recreation Center in Valparaiso is perfect for sports enthusiasts.

Things to do recommended for groups

In Valparaiso, groups can enjoy a round of golf at The Course at Aberdeen, catch a captivating show at the Chicago Street Theatre, or shop and dine at the Westfield Southlake Mall, located 13 miles away, offering a variety of entertainment and family-friendly activities.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Valparaiso

If you're traveling with a group, your family, pets, or planning an extended stay, be sure to apply the appropriate filters based on your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Valparaiso with a group: Think about how many bedrooms you’ll require and any additional features you might want, like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Valparaiso with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with providing age-appropriate amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions to enhance your experience.
  • Taking your pets with you to Valparaiso: For many families, a trip isn't truly complete without their furry companion. If that resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Valparaiso: If you're seeking vacation rentals with special rates for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in and around Valparaiso

Valparaiso, Indiana, is a hidden gem for outdoor enthusiasts and history buffs alike. Explore the charming downtown area, take a stroll through the picturesque neighborhoods, or venture into nearby parks for breathtaking scenery. The vibrant atmosphere caters to families and couples, making it perfect for a romantic getaway or a fun-filled vacation. Don't miss the local culture and the beautiful campus of Valparaiso University, adding to the city's unique charm.

  • South Haven: South Haven is a charming village located near Valparaiso, offering a delightful escape for those seeking outdoor adventures and stunning scenery. Visitors flock to this area for its beautiful recreational spaces, including parks and playgrounds, perfect for families and nature lovers. South Haven serves as a gateway to picturesque beaches and the nearby national state park, where you can hike, picnic, or simply relax by the water. The local theater adds a cultural touch, providing entertainment options after a day spent enjoying the great outdoors.
  • Chesterton: Situated 10 miles from Valparaiso, Chesterton is a vibrant city known for its scenic beauty and numerous outdoor adventures. The area boasts a variety of recreational venues, including playgrounds and a lively fairground that hosts events throughout the year. Chesterton is particularly famous for its proximity to the national state park and stunning dunes, offering opportunities for hiking, birdwatching, and exploring nature trails. This charming city blends small-town warmth with adventure, making it an ideal spot for outdoor enthusiasts and families alike.
  • Portage: Just 11 miles away from Valparaiso, Portage is a lively city that attracts visitors with its impressive natural landscapes and outdoor activities. Known for its recreational areas and educational facilities, Portage offers a range of playgrounds and parks perfect for family outings. The city's proximity to national parks and scenic dunes provides ample opportunities for hiking, wildlife viewing, and enjoying the beauty of the great outdoors. Whether you're looking for adventure or a peaceful retreat, Portage is a fantastic destination to explore during your vacation.

Best time to go to Valparaiso

If you're planning a trip to Valparaiso, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in March to April and July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.2°F (-3.8°C)Light RainMostly CloudyAverageAverage
February27.1°F (-2.7°C)Light RainMostly CloudyAverageSlightly Low
March38.5°F (3.6°C)Light RainMostly CloudySlightly HighSlightly Low
April48.4°F (9.1°C)Light RainMostly CloudySlightly HighSlightly Low
May60.1°F (15.6°C)Light RainMostly SunnyAverageAverage
June68.9°F (20.5°C)Light RainMostly SunnyAverageSlightly High
July72.3°F (22.4°C)Light RainMostly SunnySlightly HighSlightly High
August70.9°F (21.6°C)Light RainMostly SunnyAverageSlightly High
September65.3°F (18.5°C)Light RainMostly SunnyAverageAverage
October53.8°F (12.1°C)Light RainMostly SunnySlightly LowAverage
November41.2°F (5.1°C)Light RainMostly SunnySlightly LowAverage
December32.4°F (0.2°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to save some cash on your upcoming trip? Being flexible with your travel dates can make a significant difference, as prices tend to vary. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to narrow down options by price, location, and type of vacation rental.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on the full booking amount. Being the planner definitely has its perks. When you join our travel rewards program, One Key, you'll gain access to exclusive member discounts and earn OneKeyCash on eligible bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a convenient way to plan your travels, pick up right where you left off, and organize your itinerary. You can easily access the properties you've saved or booked in the sections labeled Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Head to the lively city of Valparaiso

Take a vacation to Valparaiso and enjoy the area's festivals, live music and theater scene. Renowned for its university setting, sporting events and cathedral, this city welcomes all visitors. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Valparaiso

Are you searching for top things to see and do during your stay? Venture out of your cozy vacation rental and experience everything that makes Valparaiso a one-of-a-kind vacation spot. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • The Course at Aberdeen (3.2 mi / 5.2 km)
  • Deep River Water Park (8.6 mi / 13.9 km)
  • Albanese Candy Factory (10.8 mi / 17.5 km)
  • Turkey Creek Golf Course (15 mi / 24.2 km)
  • Washington Park Zoo (19.6 mi / 31.6 km)
  • Shady Creek Winery (21.4 mi / 34.5 km)

Exploring the natural landscape of Valparaiso

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Valparaiso is a great place to get out in nature. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Indiana Dunes National Park (12.6 mi / 20.2 km)
  • Coffee Creek Watershed Conservancy Preserve (8 mi / 12.8 km)
  • Clear Lake (8.9 mi / 14.4 km)
  • Indiana Dunes Visitor Center (11.5 mi / 18.5 km)
  • Dune Acres Beach (12.9 mi / 20.7 km)
  • Portage Lakefront Beach (12.9 mi / 20.7 km)

How to get to and around Valparaiso

The nearest airport is in Chicago Midway Airport (MDW), located 41.6 mi (66.9 km) from the city center.

Frequently asked questions

What is the best area to stay in Valparaiso when booking a vacation rental?
When considering a vacation rental in Valparaiso, Indiana, a popular area to stay is near the vibrant downtown district. This area is known for its charming streets lined with boutique shops, cozy cafes, and delightful restaurants. You'll be just a short stroll away from the iconic Valparaiso University, which adds a youthful energy to the neighborhood and offers beautiful campus architecture to explore. Additionally, the downtown area is home to the historic Memorial Opera House, a fantastic venue for live performances and cultural events.

Another great option is to stay in the nearby Lakes of Valparaiso community. This picturesque neighborhood is known for its scenic views and peaceful atmosphere, making it great for a relaxing getaway. Here, you can enjoy outdoor activities at the nearby Lake Eliza Park, which features trails for walking, fishing, and picnicking. The area boasts a variety of vacation rental properties, providing ample choices for different group sizes and budgets.

For a more nature-oriented experience, consider the area surrounding the Indiana Dunes National Park, which is just a short drive from Valparaiso. This stunning natural attraction offers beautiful beaches, hiking trails, and breathtaking views of Lake Michigan. Staying in this vicinity allows you to immerse yourself in the great outdoors while still having easy access to Valparaiso's charming downtown and local attractions.
How much does it cost to rent a vacation home in Valparaiso?
Prices for vacation rentals in Valparaiso vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Valparaiso to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Valparaiso vacation house rentals?
You can find great discounts on house rentals in Valparaiso on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Valparaiso?
For renting a beach house in Valparaiso, Indiana, travelers should consider the nearby shores of Lake Michigan, particularly in the town of Chesterton and the popular Indiana Dunes area. The Indiana Dunes National Park offers beautiful sandy beaches and scenic trails, making it an ideal backdrop for a beach getaway. Many vacation rentals in this region come equipped with modern amenities such as spacious decks for outdoor dining, fire pits for evening gatherings, and fully furnished kitchens to accommodate family meals after a day spent by the water.

In Chesterton, you can find charming cottages and beach homes that are just a short drive from the lake, often featuring cozy interiors, ample living space, and outdoor showers to rinse off after a day at the beach. This area also offers access to local eateries and shops, providing a convenient and enjoyable experience for visitors.

Additionally, the nearby town of Porter is known for its scenic beaches and proximity to the nature trails of the Indiana Dunes, with rentals that may include private patios, barbecue grills, and easy access to the park's hiking paths.
What is the most popular type of vacation rental accomodation in Valparaiso?
In Valparaiso, vacation houses are the most popular type of rental, with about 18 available throughout the area. These houses typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces, making them ideal for families or larger groups. Additionally, there are around 12 apartments, which offer a more compact yet comfortable option for travelers, often including amenities like kitchenettes and cozy living areas. For those seeking a charming experience, several cottages and cabins are also available, providing a rustic feel and often set in picturesque surroundings.
Are there any family house rentals in Valparaiso?
In Valparaiso, Indiana, families will find a variety of vacation rentals—about 17 options available throughout the area. Neighborhoods such as downtown Valparaiso and nearby areas like Chesterton are particularly appealing for family gatherings. Many of these homes feature spacious layouts, equipped kitchens for preparing family meals, and outdoor areas for kids to enjoy.

Visitors can anticipate amenities like game rooms, BBQ grills, and cozy living spaces great for relaxation after a day of exploring. The city is close to attractions like the Valparaiso University campus and the scenic parks in the vicinity, where families can enjoy outdoor activities such as hiking and picnicking.
Can I rent a vacation home with a pool or hot tub in Valparaiso?
In Valparaiso, Indiana, there are several vacation homes available for rent that feature pools and hot tubs. This charming city offers a variety of neighborhoods where travelers can find these amenities, including residential areas that provide a peaceful retreat while still being conveniently located near local attractions. Many of these properties are equipped with private pools, hot tubs, and outdoor living spaces, ideal for families or groups looking to relax and enjoy the outdoors. Expect amenities such as fully equipped kitchens, spacious living areas, and sometimes even game rooms, making them great for entertaining or unwinding after a day of exploring the area.
Can I find long-stay vacation rentals in Valparaiso?
A long-stay vacation rental in Valparaiso is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Valparaiso?
Yes, there are pet-friendly house rentals available in Valparaiso, with a total of 11 options for travelers. Many of these vacation homes are situated in charming residential neighborhoods, offering a comfortable and welcoming atmosphere for both pets and their owners. Travelers can expect amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces, which are great for enjoying time outside with pets. Additionally, some properties may feature fenced yards or patios, providing a safe environment for pets to play.

While exploring Valparaiso, pet owners can take advantage of nearby parks and green spaces. The scenic Central Park is a great spot for walks, featuring walking trails and open areas for pets to enjoy. The city also has various pet-friendly cafes and shops, adding to the overall experience for those traveling with their furry companions. See all pet-friendly rentals in Valparaiso.
Are there any remote work vacation rentals in Valparaiso?
In Valparaiso, Indiana, there are numerous vacation rentals suitable for remote work, with around 25 options available. Many of these properties are equipped with essential amenities such as Wi-Fi, dedicated office spaces, and comfortable desk setups, including chairs and monitors, ensuring a productive work environment.

Travelers can expect a variety of accommodations that often feature spacious living areas, fully equipped kitchens for meal preparation, and outdoor spaces for relaxation during breaks. The town is known for its charming downtown area, which offers local shops, cafes, and restaurants, providing convenient options for dining and leisure after work hours. Additionally, Valparaiso's proximity to parks and recreation areas enhances the appeal for those looking to balance work with outdoor activities. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Valparaiso vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Valparaiso with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Valparaiso?
In Valparaiso, popular vacation rental amenities include WiFi, kitchens, and coffee/tea makers, with many rooms also featuring blenders for added convenience. Onsite parking is another common amenity, making it easier for travelers to explore the area without worrying about parking availability.
When is the best time to visit Valparaiso for a vacation rental?
The best time to visit Valparaiso for a vacation rental is during the peak season from March to May. This period is particularly popular for travelers seeking to enjoy the vibrant charm of this Indiana city as the weather transitions into spring. With temperatures ranging from the mid-40s to mid-70s Fahrenheit, visitors can comfortably indulge in outdoor activities, explore local parks, and partake in various seasonal events that highlight the community's rich culture.

March, in particular, stands out as an excellent month for a visit. The early spring blossoms begin to emerge, making it a picturesque time for sightseeing and leisurely strolls through the downtown area. You can experience the lively atmosphere of local festivals and farmers' markets, where fresh produce and artisan goods are abundant.

If you're looking for more budget-friendly travel options, December offers a quieter experience in Valparaiso. While the temperatures dip into the low 30s, the holiday season brings a unique charm, with festive lights and cozy gatherings that allow for a different kind of exploration in this welcoming town.

Ultimately, whether you prefer the vibrant energy of spring or the serene ambiance of winter, Valparaiso has something special to offer year-round.
How early should I book a Valparaiso vacation rental?
Book your Valparaiso vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Valparaiso?
In Valparaiso, visitors can explore a variety of attractions that reflect the city's vibrant culture and history. The downtown area is known for its charming historic architecture and local shops, with the Valparaiso Art Gallery offering a glimpse into the local art scene. Nearby, the Memorial Opera House hosts performances and events, providing a cultural highlight.

The city's parks, such as Central Park and the expansive County Park, offer beautiful walking trails, picnic areas, and sports facilities, making them great spots for outdoor activities. Additionally, the Valparaiso University campus showcases lovely green spaces and historic buildings, superb for a leisurely stroll.

For those interested in nature, the nearby Taltree Arboretum and Gardens offers a peaceful retreat with trails and various gardens to explore.
Can I change or cancel my Valparaiso home rental booking on Vrbo?
To find Valparaiso vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Valparaiso vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

More Vacation Ideas