
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.

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!

Ozzie’s Hideaway-Smack between Three Oaks & Sawyer
This entirely redone, adorable apartment features automotive themed collectibles and vintage finds, black & white photos, car part art & furniture. Custom made pillowcases and duvet covers portray the ultimate road trip. Play the license plate game you played riding in the backseat as a kid, with our collection of license plates. The boomerang countertops welcome you in a fully equipped kitchen, an outdoor patio, grill and fire pit will help you create lasting memories of your next road trip.

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! Retro Apt Close to Downtown
The Peach by the Beach is a one-bedroom retro apartment that sleeps two people. It's a two-minute walk to downtown New Buffalo and a ten-minute walk to the beach! It 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, beach towels and chairs, a record player, two arcade games, and a full 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!

The Loft at the Acorn Theater
This one-of-a-kind, spacious, industrial-chic apartment is in the heart of Three Oaks historic Featherbone district. The Loft has a fully equipped kitchen, large dining table, comfy living room with a baby grand piano, and outdoor deck. Three Oaks' arts community features the acclaimed Acorn Theater, boutiques, galleries and dining options. Lake Michigan beaches, magnificent wineries, Chikaming Preserve trails, Warren Woods, and the Indiana Dunes National Park are just a short ride away.

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!

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! ☺️
Popular amenities for Valparaiso apartment rentals
Weekly apartment rentals

For the LOVE of Dogs

Designer Garden Unit in Bridgeport

Sunny Penthouse - Oakwood Beach

LIVN West Loop Chicago 2 Bedroom

The Neighborhood Hotel - New Buffalo, Queen Suite

French château -literally 150 steps from BEACH

Cozy Modern Retreat - Home Away from Home

King Bed Retreat, Minutes to Beach & Dunes
Private apartment rentals

Downtown | Close to Beach | Brew and Wine Country

Downtown Daydream - walk to shops + restaurants

Charming 2-bdrm near Obama Library/Hyde Park

Three Oaks Guest Nest

Post-Punk & Industrial Museum Apt - 4BR Bridgeport

6 Linden Studio

Lovely 4 Bedroom Spot located in Charming Old Town

The Picasso: #1 Chicago Location
Apartment rentals with a hot tub

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

Top Floor Views + Central Comfort

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

Goodrich Studio King Size with Jacuzzi

Level Junior Two Bedroom Suite | Fulton Market

Luxury 3BD Penthouse – Private Patio+Skyline Views

Culver Cove Somewhere Under the Rainbow Unit 171

420 friendly apt with 2 queens,1 full,1 twin bed
When is the best time to visit Valparaiso?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $131 SGD | $134 SGD | $129 SGD | $132 SGD | $141 SGD | $157 SGD | $146 SGD | $147 SGD | $140 SGD | $133 SGD | $134 SGD | $133 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 $38 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!
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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Warren Dunes State Park
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- University of Notre Dame
- Guaranteed Rate Field
- Union Park
- Lincoln Park Zoo
- University of Chicago
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- Museum of Science and Industry
- Washington Park Zoo
- Loyola University Chicago





