
Valparaiso vacation rentals
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Top-rated vacation rentals in Valparaiso
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Valparaiso vacation rentals
Other great vacation rentals in Valparaiso

Relax - SW Mi Getaway/Hot Tub-Beaches & Wine Tours
Was an absolutely relaxing stay. It was exactly what my husband and I were looking for. An extended weekend away with a bunch of things around us to do. It had a little bit of everything around us, including privacy. It was fantastic.

Private Heated Pool and Pet Friendly!
We enjoyed our stay with our son and his family. The house, yard and pool were perfect for our grandson and their two dogs. The neighborhood was very quiet and walkable. Our only possible concern was the lack of communication about the lawn being mowed and the pool being serviced on the Friday of our stay. It would have been nice to know so we could have had the dogs inside before people came into the yard.

Home near the lake with an inground pool
Clean house and will definitely book again for our needs. Very comfortable with everything.

Location location
I don’t think the pictures do this house any justice. House is tremendously big. Lots of space for large families. The views? Amazing. With the vineyard next door and the woods surrounding it, it was a great view. Very ample parking. Easy to find and close to the highway. There’s plenty of wineries near the house. Also grocery stores for any quick essentials. Back to the house. Very clean and big kitchen. Has everything you need from plates to cups. The living room is big. Tv is huge to keep the kids entertained. It was a little chilly so we stayed inside. But the deck looks really new and big with a girl. The backyard was huge. Rooms were big with nice beds and clean as well. All bathrooms were super clean and big. Basement had an entire other living area with rooms as well. Pool table kept everyone entertained. Dining room had a nice table for the large family dinners. In conclusion, I will definitely love to book this for the summer. You won’t regret it.

Coastal Comfort | Golf Cart, Ping Pong, Hot tub
We had a wonderful girlfriend’s week at this house! The house was as described. It’s in a perfect location- close to the beach. Very clean! Great amenities! We had a couple issues throughout the week, and the hosts responded immediately each time. They are friendly and accommodating. We would rent here again.

Designer Cottage Relax Beach Pool & Spa—Windjammer
Beautiful house, very well thought out for guests. Host and Co-Host were absolutely wonderful through the whole process. Lots to do in the area. Would highly recommend!

cozy new buffalo cabin, hot tub, 14m walk to beach
very fun relaxing experience, stayed in the back cabin. great time

Updated, bright and peaceful cottage in Lakeside
We needed a quiet weekend and Pati’s place delivered: Great, cozy spot. Close to restaurants and activities.
Quick stats about vacation rentals in Valparaiso
Total rentals
80 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
4.1K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Frequently Asked Questions
Are there pet-friendly vacation rentals in Valparaiso?
Four-legged friends are welcome in Valparaiso. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Valparaiso?
Yes! Work meets play with ease at over 50 vacation rentals in Valparaiso featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Valparaiso vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Valparaiso, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Valparaiso have air conditioning?
Absolutely! We offer over 40 house rentals with air conditioning in Valparaiso. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Valparaiso?
Experience the best of Valparaiso with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly house rentals in Valparaiso?
Valparaiso has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Valparaiso have wireless internet?
Absolutely! We offer over 10 apartment rentals with wireless internet in Valparaiso. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Valparaiso?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Oak Street Beach
- Shedd Aquarium
- Warren Dunes State Park
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- University of Notre Dame
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