
Apartment holiday rentals in Valparaiso
Find and book unique apartments on Airbnb
Quick stats about flat rentals in Valparaiso

Total holiday rentals
Explore 20 holiday rentals in Valparaiso

Nightly prices starting at
Valparaiso holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 1,410 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Valparaiso holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Valparaiso rentals

4.9 Average rating
Valparaiso stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated apartment rentals in Valparaiso
Guests agree: these apartments are highly rated for location, cleanliness and more.

Downtown Apartment on Lincolnway
Convenience at its best meets historic charm! Located in the center of downtown Valparaiso (literally), The Lincoln is in a prime location that puts you within minutes to enjoy all that downtown Valparaiso and the surrounding areas have to offer. Walk to fabulous restaurants, local boutique shops, bars, breweries, wineries, and distillery in minutes. Downtown Valpo offers numerous exciting events throughout the year. The Lincoln is perfect for families & friends who want to relax or adventure!

Second Floor Apartment sitting on Pine Lake
My Airbnb is close to parks, restaurant and Sand Dunes. The apartment is in the house on beautiful Pine lake. Please note that the balcony in the picture is not part of the apartment. the pictures are to show the patio of which you have full access. Pets are welcome but there is a $15 charge per pet per night. The fee should be made in advance through the send money. We live in a area that pets must be walked to do bathroom duties. They are NOT allowed on my grass or in flower beds.

ValpoVilla: Location, location, location!
Located in the heart of downtown Valparaiso, guests will love this updated, historic charmer! Walk to fabulous restaurants, local shops, or breweries & wineries in minutes. This unit has been fully updated and fully stocked with room to sleep 6. You'll be 25 minutes from the beaches of Lake Michigan/Indiana Dunes National Park, an hour from Chicago, and close to quaint towns and apple/berry picking orchards. This space is perfect for families & friends who want to relax or adventure outdoors!

Modern 2 BR Apt Downtown Valpo - EV Charging
Cozy 2 bd/1 bath garden/basement level apartment in the heart of downtown Valparaiso—just 1.5 miles from Valparaiso University! Onsite parking!! Everything within walking distance... coffee shops, restaurants, and boutiques. Central Park Plaza is a block away and offers a summer market, concerts in the park, ice skating, and other exciting events. The stunning Indiana Dunes/Lake Michigan lakeshore is just a 25 minute drive away. A modern apartment in a 100 year old building.

Comfortable and Cozy Apartment
Enjoy this simple and cozy apartment! Located just a few blocks from stores like Walgreens, Aldi, Target, Laundromat and various restaurants. Its conveniently located just a 10 minute walk from the orange line cta train station. Disfrutá de la sencillez de este alojamiento tranquilo y céntrico. Ubicada a dos minutos de tiendas como target, Walgreens, Aldi, Lavandería y restaurantes . Estamos a 10 minutos del aeropuerto midway y 15 minutos del centro de Chicago.

Beverly Cottage Loft
Whether you're looking to stay near family or be close to downtown, our place has it all. This tranquil cottage is located in Beverly which is one of the safest neighborhoods in the city of Chicago. Downtown is a quick 20 minute drive and there are also many restaurants and bars in this area. This cottage has been renovated and have all the essentials you need. All you need to do is unpack your bags and enjoy your vacation. The space is modern, clean, and cozy.

Lovely 2 bedroom just a few blocks from the square
6 Minute's walk from The Square! Shopping, dining, and sightseeing in the historical Crown Point Courthouse Square. Your family will be close to everything when you stay at this centrally-located place. Welcome to this amazing Century old freshly redone duplex home. You will be so very relaxed as you walk through the large shared front porch with 2 cozy reading nooks and upstairs into your private snug spot to lay your head while you're in Crown Point.

Morton's Retreat Cozy 1 Bedroom Apartment
Cozy comfort close to Michigan's most popular state park, breweries, wineries, antique malls and farm-to-table restaurants. Morton's Retreat has plenty of room to relax. Charcoal grill and fire pit (shared with Morton’s other retreat) for use in a spacious yard. Private entrance with keyless entry makes check-in a breeze. One other Airbnb located next door in same building. Two complimentary seltzer waters and snacks are provided to help kick off your stay.

Golden Glow | High Rise | DownTown South Bend ND
Stay in the heart of South Bend and take in stunning views of the East Race with the iconic Golden Dome in the distance. Your perfect getaway awaits! This space is within walking distance to many restaurants, bars, stores, parks, and more! Nearby attractions include: - Notre Dame Campus - Trader Joe’s - Century Center - Morris Performing Arts Center - South Bend Chocolate Factory - Eddy’s Street Commons - East Race Market - Howard Park and many more!

Cozy Chalet by Lake MI&Dunes with Fire Pit
Sawyer Gem: Cozy Vintage Retreat Near Lake & Dunes! Charming vintage chalet sleeps 4 . Sun-drenched sunroom, private fire pit. Walk to restaurants, bars, antiques. Minutes to Lake Michigan & Warren Dunes. Adding to its unique charm, The Cozy Chalet is directly connected to Harbor Country Mission, a wonderful antique shop supporting the local community. You'll enjoy a separate entrance for complete privacy and convenience. Book your stay today!

Cute Skylar: Valparaiso University ShortTerms
Welcome to Skylar's Relaxing Spot! This cozy one-bedroom on the second level features a queen-size bed, its own entrance, deck space, and building laundry facilities. Perfect for accessing downtown and Valpo University. Enjoy strong WiFi for remote work and relaxing movie nights on the TV. Located near Route 30 and I-49, it’s an hour from Chicago and 15 minutes from Indiana Dunes, close to malls, ice cream parlors, and great restaurants! ☺️

Pilsen Modern Chic Retreat
Welcome to your perfect getaway! This stunning 2-bedroom home is the epitome of modern chic; offering an unforgettable blend of style and comfort. Designed for up to 6 guests, the space is crafted with thoughtful architectural details and an eye for eclectic decor. Located in the heart of Pilsen, known for its vibrant art scene, trendy restaurants, & local culture, you'll be perfectly situated to explore everything Chicago has to offer.
Popular amenities for Valparaiso apartment rentals
Weekly apartment rentals

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

Evanston 2BR 2Bth 1 Blk to Beach

NEW* Blend of Glam and Vintage Charm

LeRoy's Market Boutique Studio

Modern Midtown Apartment 1M; Downtown Fun!

Bridgeport Place -free parking, McCormick-Sox Park

Vibrant & Chic Apt On Quiet St in Andersonville

Mainstay Mini
Private apartment rentals

For the LOVE of Dogs

Downtown Daydream - walk to shops + restaurants

Vintage Store Loft Stay on a Rescue Farm

Lakeview Suite

Kasa | Spectacular City Views | Chicago

French château - 150 steps from BEACH

The Nest

Ride or Die Haunt @ Renegade Hideaways
Apartment rentals with a hot tub

Romantic Couples LOFT- King Bd, Hot Tub, Fire Pit

Heart of Notre Dame|King Bed|WiFi|Gym|Shuttle Bus

Goodrich Studio King Size with Jacuzzi

33rd-Floor Penthouse with Breathtaking Views

Level One Bedroom Suite | Fulton Market

Modern 4BR West Town Duplex | Best for LongStays

HotTub/Beachfront/Steam/GameRoom/Pets/MassageChair

Checkerboard Studio, Private Outdoor Hot Tub, Yard
When is the best time to visit Valparaiso?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $132 SGD | $136 SGD | $131 SGD | $133 SGD | $142 SGD | $159 SGD | $148 SGD | $149 SGD | $141 SGD | $135 SGD | $136 SGD | $135 SGD |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Destinations to explore
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- Rentals with a patio Valparaiso
- Family-friendly rentals Valparaiso
- Rentals with a firepit Valparaiso
- Rentals with a fireplace Valparaiso
- Rentals with outdoor seating Valparaiso
- Pet-friendly rentals Valparaiso
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- Wrigley Field
- Lincoln Park
- United Center
- Soldier Field
- Grant Park
- Navy Pier
- Millennium Park
- Warren Dunes State Park
- Indiana Dunes State Park
- 875 North Michigan Avenue
- University of Notre Dame
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Chicago River Walk
- University of Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Frank Lloyd Wright Home and Studio
- Union Park
- Washington Park Zoo
- Garfield Park Conservatory
- Oak Street Beach





