Photo by Lawrence Tellez

Valparaiso holiday lettings

We found 118 holiday rentals — enter your dates for availability

Discover a selection of 23 homes, 17 apartments and other holiday rentals in Valparaiso that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the best amenities for spending time at your holiday home, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Valparaiso

Showing deals for:26 Dec - 2 Jan

Image gallery for Lakehouse with Pontoon, Deck, Firepit, Paddle Boards, Grill & more INCLUDED!!

All rentals INCLUDE the house, pontoon, pier, deck, grill, fire pit & more!
9.8 out of 10, Exceptional, (89 reviews)
Exceptional
(89 reviews)

Lakehouse with Pontoon, Deck, Firepit, Paddle Boards, Grill & more INCLUDED!!

Valparaiso, IN

8% off
Price is £1,273
for 7 nights, 1 home
£182 per night
includes taxes & fees
Lakehouse with Pontoon, Deck, Firepit, Paddle Boards, Grill & more INCLUDED!!

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about Valparaiso

Find out more about Valparaiso

Head to the lively city of Valparaiso

Take a holiday to Valparaiso and enjoy the area's festivals, live music and theatre 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 trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Valparaiso

Do you want to discover top things to see and do while you're in town? Venture out of your cosy holiday rental and experience everything that makes Valparaiso a fun place to get away to. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Washington Park Zoo (19.6 mi / 31.6 km)
  • Shady Creek Winery (21.4 mi / 34.5 km)
  • Anderson's Winery (7 mi / 11.3 km)

Exploring the natural landscape of Valparaiso

Whether you're an active traveller or just want to spend some time taking in the scenery, Valparaiso is a great spot to appreciate mother nature. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • 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 centre.

Frequently asked questions

What is the best area to stay in Valparaiso when booking a holiday rental?
When considering a holiday rental in Valparaiso, Indiana, the downtown area is an excellent choice for visitors seeking a vibrant atmosphere and convenient access to local attractions. This charming neighbourhood is home to a variety of shops, restaurants, and cultural sites. A stroll through the downtown area reveals the delightful Valparaiso University campus, which showcases beautiful architecture and scenic grounds. Additionally, the historic Memorial Opera House offers a glimpse into the town's rich cultural heritage, frequently hosting performances and events that can enrich your stay.

Another appealing option is the surrounding residential neighbourhoods, such as the Pleasant Valley area. This tranquil setting provides a peaceful retreat while still being just a short drive from downtown. Here, you can enjoy the lush greenery of local parks, such as the expansive Vale Park, where visitors can partake in leisurely walks, picnics, and outdoor activities.
How much does it cost to rent a holiday home in Valparaiso?
Prices for holiday 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 holiday 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, travellers should consider the nearby area of Chesterton, which is just a short drive away and offers access to the stunning Indiana Dunes National Park. This region boasts a variety of holiday rentals, including charming cottages and modern beach houses situated close to the sandy shores of Lake Michigan. Many properties in this area come with desirable amenities such as outdoor decks, barbecues, and spacious living areas, ideal for families and groups looking to enjoy the lakeside environment.

Additionally, the nearby town of Ogden Dunes provides further options for beach house rentals, with properties often featuring easy access to the beach along with amenities like fire pits and private gardens. This peaceful community is superb for those seeking a serene getaway while still being close to recreational activities such as hiking, biking, and birdwatching in the surrounding dunes.
What is the most popular type of holiday rental accomodation in Valparaiso?
In Valparaiso, holiday houses are the most popular type of accommodation, with around 20 available across the area. These houses typically offer spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxation, making them ideal for families or larger groups. Additionally, there are approximately 17 apartments that provide a more compact option, featuring modern amenities such as kitchens and comfortable living areas, often located near local attractions. Cottages, cabins, and condos are also available, though in lesser numbers, providing unique and charming alternatives for travellers seeking a different experience.
Are there any family house rentals in Valparaiso?
In Valparaiso, Indiana, there are numerous family-friendly house rentals available, with around 26 options scattered throughout the area. This charming city has an inviting space for groups, making it an excellent choice for family getaways. Many properties feature spacious living areas, fully equipped kitchens superb for preparing meals together, and outdoor spaces where children can play and explore.
Can I rent a holiday home with a pool or hot tub in Valparaiso?
In Valparaiso, Indiana, there are several holiday homes available for rent that come equipped with pools and hot tubs. This charming city offers a mix of suburban comfort and scenic beauty, making it an appealing destination for travellers seeking a relaxing getaway. Many of these properties can be found in residential neighbourhoods, providing a peaceful atmosphere while still being conveniently close to local attractions.
Can I find long-stay holiday rentals in Valparaiso?
A long-stay holiday rental in Valparaiso is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Valparaiso?
In Valparaiso, Indiana, there are several pet-friendly house rentals available, with approximately 13 options for travellers seeking to bring their furry companions along. Many of these properties are equipped with amenities that cater to both pets and their owners, such as spacious yards, pet-friendly furnishings, and easy access to local parks.
Are there any remote work holiday rentals in Valparaiso?
In Valparaiso, Indiana, there is a good selection of remote work-friendly holiday rentals, with approximately 35 options available. Many of these properties cater specifically to remote workers, featuring dedicated workspaces equipped with desks, office chairs, and Wi-Fi, ensuring a productive environment.

Travellers can expect a variety of accommodations, from modern apartments to charming houses, often boasting additional amenities such as fully equipped kitchens for convenient meal preparation and comfortable living areas for relaxation after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Valparaiso holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Valparaiso with parking available—perfect for families or travellers 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 holiday rental amenities typically include kitchens, which allow guests to prepare their meals, and essential items such as cookware, dishes, and utensils. Additionally, most rentals offer free Wi-Fi, ensuring that visitors can stay connected during their stay. Many properties also feature microwaves and refrigerators, providing further convenience for storing and reheating food.
When is the best time to visit Valparaiso for a holiday rental?
The best time to visit Valparaiso for a holiday rental is during the peak season from March to May. This vibrant period attracts visitors eager to experience the local culture and outdoor activities, with March being particularly popular. As spring unfolds, the weather is pleasantly mild, with temperatures ranging from the low teens to mid-20s Celsius, creating ideal conditions for exploring the scenic parks and enjoying the charming downtown area.

During these months, you'll find a lively atmosphere as tourists flock to the city for various events and festivals, making it an excellent time for socialising and immersing yourself in the community spirit. Whether you're interested in visiting local art galleries, dining at delightful restaurants, or enjoying outdoor recreational activities, Valparaiso offers something for everyone.

For those looking for a more budget-friendly option, December presents a quieter alternative. While the temperatures can drop to around 0 to 5 degrees Celsius, this month allows for a great experience of the city's holiday charm, with festive decorations and local events that provide a warm welcome.
How early should I book a Valparaiso holiday rental?
Book your Valparaiso holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Valparaiso home rental booking on Vrbo?
To find Valparaiso holiday 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 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 travellers 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 cosy 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 holiday 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.

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