Valparaiso holiday lettings

We found 136 holiday rentals — enter your dates for availability

Discover a selection of 27 homes, 18 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.

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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)
  • 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)
  • Turkey Creek Golf Course (15 mi / 24.2 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)
  • Clear Lake (8.9 mi / 14.4 km)
  • East Branch (9.7 mi / 15.5 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. This vibrant neighbourhood is known for its charming historic architecture and a delightful array of shops, cafes, and restaurants. Staying here, you'll be within walking distance of attractions such as the beautiful Central Park Plaza, which often hosts community events, and the iconic Memorial Opera House, a lovely venue for performances and cultural activities.

Another appealing area is the picturesque Valparaiso Lakes Area, which offers a serene environment with easy access to outdoor activities. Guests can enjoy the scenic trails and recreational opportunities around the lakes, making it a superb spot for those who appreciate nature. This area has a variety of properties available, suiting different preferences and group sizes, ensuring you can find something that suits your needs.
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, the nearby shores of Lake Michigan are an excellent choice, particularly in areas like Chesterton and Portage. The Indiana Dunes National Park, which is just a short drive away, offers beautiful sandy beaches and scenic views of the lake, making it a popular destination for beach house rentals. In Chesterton, you can find charming cottages and spacious homes that often feature amenities such as outdoor decks, fire pits, and fully equipped kitchens, providing a great setting for family gatherings or relaxing getaways.

In Portage, along the coastline, there are several properties that offer direct access to the beach, as well as convenient proximity to local restaurants and shops. Many of these homes include features like private balconies, barbecue grills, and ample parking, suiting those looking for a comfortable beachside experience. Additionally, the natural beauty of the Indiana Dunes area provides opportunities for hiking and exploring the diverse ecosystems, making it a fantastic destination for both relaxation and outdoor adventure.
What is the most popular type of holiday rental accomodation in Valparaiso?
In Valparaiso, holiday houses are the most popular type of holiday rental, with around 100 available throughout the area. These homes typically offer spacious living arrangements, including multiple bedrooms, fully equipped kitchens, and outdoor spaces such as decks or gardens for relaxation. Many are situated in family-friendly neighbourhoods, making them a great choice for larger groups or families looking to enjoy the local parks and recreational facilities.

Apartments follow closely behind, with approximately 56 options that provide a more compact and convenient stay. These rentals often feature modern amenities like kitchens and comfortable living areas, making them suitable for couples or solo travellers. Additionally, there are about 12 cottages available, which offer a charming, rustic experience, and several cabins and condos that provide unique stays for those seeking something different.
Are there any family house rentals in Valparaiso?
In Valparaiso, Indiana, there are some family-friendly house rentals available, with around 28 options to choose from. This charming city offers a variety of homes suitable for families, often featuring spacious living rooms, fully equipped kitchens, and outdoor areas where children can play safely. Many properties are equipped with amenities such as Wi-Fi and laundry facilities, ensuring a comfortable stay for all guests.

Visitors can explore the local area, which boasts attractions like the impressive Memorial Opera House and the scenic Taltree Arboretum & Gardens, providing opportunities for outdoor activities and family outings. Additionally, the proximity to downtown Valparaiso means easy access to shops, restaurants, and community events that reflect the town's welcoming spirit.
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 feature pools or hot tubs. The city offers a mix of charming neighbourhoods where these properties can be found, providing a great atmosphere for relaxation and recreation. Many of the rentals come with amenities such as private pools, hot tubs, spacious outdoor areas, and fully equipped kitchens, making them ideal for families or groups looking to enjoy their stay. Additionally, some properties may offer features like barbecue grills and patio areas, allowing guests to enjoy outdoor dining and gatherings.
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, providing a welcoming environment for travellers with pets. Many of these properties offer amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups looking to enjoy their stay with their furry companions.

The city is known for its charming neighbourhoods, such as the historic downtown area, which features quaint shops and cafes, superb for leisurely strolls with pets. Additionally, the nearby Valparaiso Parks offer numerous spaces for outdoor activities, including walking trails and open fields where pets can enjoy some exercise.
Are there any remote work holiday rentals in Valparaiso?
In Valparaiso, Indiana, there are numerous remote work holiday rentals available, with around 168 options to choose from. This charming town offers a variety of properties that cater to remote workers, featuring essential amenities such as high-speed Wi-Fi, dedicated desk spaces, and comfortable desk chairs to ensure a productive environment. Many rentals may also include additional conveniences like free internet access and fully equipped kitchens, allowing for a seamless balance of work and leisure.

Located near points of interest such as the scenic parks and local eateries, these rentals provide a pleasant atmosphere for those looking to combine work with relaxation. 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 rental amenities cater to both comfort and convenience. Most holiday rentals feature fully equipped kitchens, allowing guests to prepare their own meals. Onsite parking is commonly available, making it easy for visitors to explore the surrounding areas without worrying about parking restrictions. Many accommodations also include coffee and tea makers for that morning boost, as well as desks for those needing to catch up on work or plan their activities. Outdoor spaces such as decks or patios are frequently found in these rentals, offering a lovely spot to relax and take in the fresh air after a day of exploring the charming town and its nearby attractions.
When is the best time to visit Valparaiso for a holiday rental?
March marks the beginning of the peak season in Valparaiso, drawing visitors eager to enjoy the vibrant setting and myriad outdoor activities. This period, which lasts from March to May, is ideal for those looking to explore the charming downtown area, participate in local festivals, and indulge in the city's rich cultural offerings.

During March, you can expect pleasant temperatures ranging from 5 to 15 degrees Celsius, making it a comfortable time for sightseeing and leisurely strolls along the picturesque waterfront. The mild climate enhances the experience of visiting local parks and gardens, where you can take in the blooming flora while enjoying the fresh spring air.

If you're seeking a more budget-friendly experience, consider planning your visit in December when accommodation prices tend to be lower. This month offers a quieter atmosphere, superb for those who wish to explore Valparaiso at a more leisurely pace, enjoying the festive holiday decorations and local events.

Ultimately, the best time to book a holiday rental in Valparaiso depends on your travel preferences—whether you desire the lively buzz of the peak season or the peaceful charm of the quieter months.
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.
What are the top attractions in Valparaiso?
In Valparaiso, visitors can enjoy a range of attractions that highlight the area's charm and natural beauty. The historic downtown area features quaint shops, local restaurants, and cultural venues, including the Valparaiso University art galleries, which showcase top works and host various exhibitions.

For outdoor enthusiasts, the nearby Indiana Dunes National Park offers stunning landscapes along Lake Michigan, with opportunities for hiking, birdwatching, and enjoying the sandy beaches. The park's trails are accessible from several points, making it a great spot for day trips.

Additionally, the Taltree Arboretum & Gardens provides a serene setting with beautiful gardens and walking paths, great for a leisurely stroll. The local Valparaiso Farmers Market, held seasonally, offers fresh produce and artisanal goods, giving visitors a taste of the community's agricultural bounty.
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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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