
Apartment holiday rentals in Valparaiso
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Top-rated apartment rentals in Valparaiso
Guests agree: these apartments are highly rated for location, cleanliness and more.

Handicap accessible apartment w/Level-2 EV Charger
Just 12.5 miles from downtown in the extremely quiet Chicago neighborhood of Hegewisch. Walking distance to the South Shore train line, which can easily get you to Chicago museums and entertainment, or attractions in NW Indiana. Private parking in back also gives you the option of driving anywhere and then walking directly to your door, and outside cameras are present for security. Banks, restaurants, grocery, convenience, and liquor stores are all 1 block of the apartment for all your needs.

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!

420 at Cheltenham 4BR
If you want to experience an authentic piece of Chicago and it’s rich history, our place is a cozy spot to start and it’s just like being at home. Summertime Chicago Lake Shore Drive Beaches. Lollapalooza. Chicago Riverwalk. Concerts at Soldiers Field-Bears. Winter wonder festival. The Bean. Great for larger groups visiting looking to divide costs. Obama Library, Southshore golf course, Reggies on the Beach, Shedd Aquarium, Field Museum, Museum of Science & Industry are all within 20 minutes.

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.

Heart of Historical Dist.*King*Parking*A/C*#1
Our charming one bdrm (king)apt. is perfect for a getaway in NW IN; provides everything you need to have an enjoyable stay! *Check out other units in same building*. Located near Lighthouse Outlets, Restaurants, Casino, Breweries, Indiana Dunes Natl & State Parks (7 -11.3 miles), Washington Park (1.4 miles) and more! South Shore train platform is behind property(in quiet zone). Day trips are easy to downtown Chicago or South Bend IN. Catch a Notre Dame game one day and see the Bears the next.

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!

Peach by the Beach! 1 Bdrm Apt close to downtown
The Peach by the Beach is a one-bedroom private apartment that sleeps two people. It's a two-minute walk to downtown New Buffalo and a ten-minute walk to the beach! This chic apartment is close to the beach, restaurants, shopping, and all kinds of fun! This location is perfect for couples, singles, and business travelers. It is the perfect getaway from the hustle and bustle of daily life. This location includes free wifi, coffee and tea, beach towels and chairs, and a full-service kitchen.

The Sunshine House: Breezy Beach Unit!
Welcome to Breezy Beach, a bright and cheerful first-floor apartment in the Sunshine House 🌻. With updated amenities, colorful décor, and a prime location near the beach, outlet mall, restaurants, and parks, this spot is perfect for couples, friends, or small families (up to 4 guests). Cook a meal in the fully stocked kitchen 🍳, relax in the comfy queen bed, or enjoy evenings by the outdoor firepit & picnic table. Everything downtown Michigan City has to offer is just a short walk away!

Beachcomber Suite - Beaches, Dunes, Golf, Wine Tr
The Beachcomber suite upstairs is a one bedroom with a queen bed. A small dining area is off the kichenette. Kitchen includes a microwave, coffee maker, toaster, and electricl griddle. Full size refrigerator. Bathroom has a full size bathtub and shower. Unit has been completely remodeled and updated with new furniture, fixtures, and appliances. This is a SECOND FLOOR suite accessed from the front entryway of the home. Owners live on the main floor. No pets allowed.

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.

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!
Popular amenities for Valparaiso apartment rentals
Weekly apartment rentals

Sunny Penthouse - Oakwood Beach

Roomy and Comfortable Apartment with everything UN

Lake Life

Stay on State 2 bed

The Neighborhood Hotel - New Buffalo, Queen Suite

French château -literally 150 steps from BEACH

The Nest

The Loft at the Acorn Theater
Private apartment rentals

Downtown | Close to Beach | Brew and Wine Country

Chateaù Escanaba Suite 1

Your quiet south suburban oasis

The Beach Loft/25 minutes to Chicago Navy Pier

The Standard- 1st floor

Mj's Place

Retro Retreat - 1 Bedroom Apartment near Lake MI

NEW! |Studio Apartment Whiting IN, United States#2
Apartment rentals with a hot tub

Bronzeville Chill 2

Relax - SW Mi Getaway/Hot Tub-Beaches & Wine Tours

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

Goodrich Studio King Size with Jacuzzi

Spacious 2bdm unit 15min to Dwtn

Cozy apartment in a great location near everything

Cozy Mid-Century Mod By Lake MI&Dunes with Hot Tub

Culver Cove Somewhere Under the Rainbow Unit 171
When is the best time to visit Valparaiso?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £72 | £74 | £75 | £77 | £82 | £92 | £85 | £86 | £81 | £78 | £78 | £78 |
| 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 |
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 £22 per night before taxes and fees

Verified guest reviews
Over 1,360 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!
Destinations to explore
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- Rentals with a washing machine and dryer Valparaiso
- Rentals with a firepit Valparaiso
- Rentals with a patio Valparaiso
- Family-friendly rentals Valparaiso
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Warren Dunes State Park
- Guaranteed Rate Field
- The Field Museum
- Wicker Park
- University of Notre Dame
- Lincoln Park Zoo
- Garfield Park Conservatory
- Oak Street Beach
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Willis Tower
- Washington Park Zoo
- University of Chicago




