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

The Studio @ Portage Lion
Standalone 750 square foot studio on 4 beautiful acres. Renovated in 2017. Roomy and comfortable, this space is perfect for overnight to short-term stays. The space is very private, separate from the main house, has its own entrance and dedicated heating and cooling. Close to shopping and dining, 15 minutes to Notre Dame and 30 minutes from Lake Michigan beaches and resort communities. Owners live in main house on property with their very friendly dog, Poppy, 2 barn cats, and 5 free-range hens.

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!

Relax - SW Mi Getaway/Hot Tub-Beaches & Wine Tours
Welcome to "Lake 2 Grapes" Bridgman is a little gem located between St. Joe and Warren Dunes. Minutes to Lake Mi. beaches, craft breweries, and wine trails. Relax in the upper level of our bi-level vacation home w/private entrance. This 3 bedroom, 2 bath includes a beautiful Master suite! Enjoy the Hot tub and fire pit in the backyard. Wine Tour? Stay with us and you'll receive a discount with "Grape & Grain Tours" plus complimentary pick up and drop off. Must be 25 or older to book.

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.

KRS Unit 1 -104 East Washington ST. Momence, IL
The address to the apartment is 104 E. Washington ST. From Washington St., go thru the black door next to Yanni's restaurant. Go up the stairs and the apartment is on your right. You will see an AirBNB sticker above the door. I will send a code to access the apartment the day of your arrival. Please note, Parking is prohibited on Washington St. from 2AM-4AM. You can park at the Earl Schroffner museum. Their address is 122 N. Dixie Hwy, which is 1 block North of the apartment.

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.

Quaint Comfort Studio Near Downtown/Queen Bed
Enjoy a nicely updated studio in a safe, family-owned building located in Pilsen/Heart of Chicago conveniently located near Downtown, Chinatown, & Hyde Park to name a few. Public transportation is walking distance or you can go on a short drive to museums, parks, cafes, restaurants, bars, venues, and hip neighborhoods. Chicago has a full line up of festivals happening this year so feel confident in choosing my lovely space to be part of your experience.
Popular amenities for Valparaiso apartment rentals
Weekly apartment rentals

Downtown Daydream - walk to shops + restaurants

Vintage Store Loft Stay on a Rescue Farm

NEW* Blend of Glam and Vintage Charm

The Neighborhood Hotel - New Buffalo, Queen Suite

Luxe Michigan City Getaway-Private-Unit D

The Picasso: #1 Chicago Location

King Bed Retreat, Minutes to Beach & Dunes

Creekside Cozy 3BD • Near Dunes or Corporate Stay
Private apartment rentals

Designer Garden Unit in Bridgeport

The Refinery- 2nd Floor

The Beach Loft/25 minutes to Chicago Navy Pier

French château -literally 150 steps from BEACH

Gym, Garage Parking, Balcony, Sleeps 4

Charming and Cozy 2bd Apartment!

The Loft at the Acorn Theater

Cozy & Spacious Sunny 2 bedroom apartment.
Apartment rentals with a hot tub

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

Top Floor Views + Central Comfort

Goodrich Studio King Size with Jacuzzi

Level Junior Two Bedroom Suite | Fulton Market

Culver Cove Somewhere Under the Rainbow Unit 171

Chic 1 BR w 1 G Parking| W Park Nightlife nearby

420 friendly apt with 2 queens,1 full,1 twin bed

City Skyline Suite (Indoor Pool • Fitness Center)
When is the best time to visit Valparaiso?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $123 SGD | $127 SGD | $128 SGD | $132 SGD | $141 SGD | $158 SGD | $146 SGD | $148 SGD | $140 SGD | $134 SGD | $135 SGD | $134 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 |
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 1,360 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!
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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
- The Field Museum
- Guaranteed Rate Field
- University of Notre Dame
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- Brookfield Zoo
- Museum of Science and Industry
- University of Chicago
- Willis Tower
- Washington Park Zoo




