
Apartment holiday rentals in Valparaiso
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Top-rated apartment rentals in Valparaiso
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Explore Lincoln Park from a Polished Apartment
This apartment is a large studio in the heart of Lincoln Park! New construction and all furnishings & appliances are brand new. It is perfect for a couple...but can also sleep 3-4 for a girls trip or a family with small children. You enter with your personal keypad code which we give you a few days prior to your stay. And we are always available by text or email should you have any questions about the apartment. Set in Lincoln Park, this apartment is steps away from shopping along Armitage and Halsted Avenue. There’s grocery stores, restaurants, and cafes nearby, plus red and brown line train stations that access Downtown and other parts of the city. Street parking is relatively easy around the apartment and we offer free residential parking stickers in the apartment on the desk. We also offer a clean garage space (with free EV hook up, should you need it) for $20/night.

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!

Andersonville 2 bed with modern kitchen + bath
Hi, we're Mike and Lora. Our beautiful Mission-style three-flat is located about 100 ft. from Clark St. in Andersonville, with great bars, restaurants, and shopping just outside our door. Half a mile east is the Red Line, which gets you right downtown, and just past that is beautiful Foster Beach. We live upstairs and are happy to offer recommendations. We love it here! The apartment was rehabbed in 2019 and features a large kitchen with tons of counter space, in-unit laundry, and queen beds.

ND Events, Four Winds or Business Short Stay Suite
Dedicated Short-Stay for Notre Dame events or Business Downtown NEW 2 bed/2 full bath suite (2nd floor) with 10-12' ceilings, all amenities, including free internet, fully supplied kitchen and whirlpool tub. In downtown South Bend walking distance to multiple bars, restaurants, Morris Performing Arts Center and Century Center events facility. On-site free parking and free shuttle right outside to and from Notre Dame on game days and minutes from the Indiana-Michigan River Valley bike Trails.

Heart of Historical Dist.*King*Parking*A/C*#1
Our charming one bedroom (King)apartment is perfect for a getaway in NW IN and will provide everything you need to have an enjoyable stay! Located near Lighthouse Outlets, Restaurants, Casino, Breweries, Indiana Dunes National & State Parks (7 -11.3 miles), Washington Park (1.4 miles) and more! South Shore Line electric train platform is right 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!

Tiny Retro Studio for One Person
TINY studio for one non-smoker. Our usual guest is a busy academic, intern, medical worker or businessperson. This TINY studio is located in an old 4-unit apartment house, so there is some in-house sound transfer. Our neighborhood is usually quiet, but not always. See the LOCATION section under the map to check if our neighborhood is suitable for you. No smoking indoors or out. Memorial Hospital 3 blocks, Notre Dame 2.5 miles, downtown 1/2 mile. 8 minutes to SB Airport and 80/90 Toll Road.

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.

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 Chicago Cozy Brick Retreat
This unit offers a charming blend of modern amenities and historic charm. This thoughtfully designed unit features an open-concept living space with exposed brick walls and stylish furnishings. The fully equipped kitchen boasts new appliances, perfect for culinary adventures. The comfortable bedroom, with a cozy bed and ample storage, ensures a restful stay. The sleek bathroom includes contemporary fixtures and a walk-in shower. Street parking is easily available.

Modern Apt with style & comfort in Pilsen Chicago
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.

Cute Skylar: Valparaiso University ShortTerm Stay
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

Vintage Store Loft Stay on a Rescue Farm

Carol’s Guesthouse: Your Needs Are Covered!

*River View Apartment* - 1.4 mi to ND Clean Modern

The Beach Loft

French château -literally 150 steps from BEACH

Creekside Cozy 3BD • Near Dunes

Loft on Main

Boutique One Bedroom Apartment
Private apartment rentals

Plant MOOD FREE Wi-Fi Parking Washer/Dryer+Office

Relax and Enjoy Chicago in an Updated and Private Apartment in Roscoe Village

*Entire City Apartment 1 block to Train Park Free

Eclectic beach boho in downtown Michigan City.

The "Nest", unconventionally modern yet vintage.

Hidden Gem:Artsy Speakeasy in Historic Bronzeville

Dugout in Wrigleyville

Modern Gem- 5 Minutes to downtown & 10 to ND
Apartment rentals with a hot tub

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

Top Floor Views + Central Comfort

Skyline Oasis: City & Lake Views

Level One Bedroom Suite | Fulton Market

Modern 4BR Retreat in Vibrant West Town

Cozy Cottage by Lake MI&Dunes w/ private Hot Tub!

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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $125 SGD | $129 SGD | $130 SGD | $134 SGD | $143 SGD | $160 SGD | $148 SGD | $150 SGD | $142 SGD | $124 SGD | $133 SGD | $137 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 1,240 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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- Rentals with a firepit Valparaiso
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Warren Dunes State Park
- Oak Street Beach
- University of Notre Dame
- The Field Museum
- Indiana Beach Boardwalk Resort
- Wicker Park
- Garfield Park Conservatory
- Lincoln Park Zoo
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Brookfield Zoo
- Willis Tower
- Washington Park Zoo
- The Beverly Country Club
- The 606




