Apartment vacation rentals in Valparaiso

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Top-rated apartment rentals in Valparaiso

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Guest favorite
A vibrant living area showcases eclectic décor, featuring a colorful mural with artistic motifs on one wall. A round coffee table sits in the center, surrounded by cream-colored sofas adorned with green cushions. A wet bar with wooden stools is visible in the background.
Apartment in South Side
4.92 out of 5 average rating, 141 reviews

Hidden Gem:Artsy Speakeasy in Historic Bronzeville

Enjoy this fun and unique 1-bed 1.5-bath speakeasy in the heart of Chicago's Bronzeville District. This artsy vibe features eclectic décor, hand-painted murals, Smart TVs, wet bar, wellness studio, remote workspace, free street parking, and ground-level-step-free access. This cozy space is perfect for fun couples, solo adventurers, business travelers, and game night aficionados. Easy access to Downtown (6 miles to Mag Mile, Navy Pier, Millennium Park), Beach (1 mile), Museums, & Sports arenas.

Top guest favorite
A cozy living space features a light-colored sofa with decorative pillows, accompanied by an accent chair in blue. A small coffee table sits in front, and a kitchen area with white cabinetry is visible in the background. Natural light enters through large windows, illuminating the warm wood flooring.
Apartment in Valparaiso
4.93 out of 5 average rating, 140 reviews

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!

Guest favorite
A welcoming living area is brightened by natural light streaming through a large window. A comfortable gray daybed is adorned with decorative pillows, complemented by a cozy blue couch. A round coffee table sits on a textured rug, with a potted orchid as a centerpiece.
Apartment in Valparaiso
4.98 out of 5 average rating, 121 reviews

Cozy Casa: Downtown Digs!

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!

Top guest favorite
A cozy living area features a comfortable sofa paired with wooden side tables. A dining table is set for four, positioned near large windows that invite natural light. Decorative items and books are arranged on the coffee table, enhancing the room's inviting ambiance.
Apartment in Michigan City
4.96 out of 5 average rating, 153 reviews

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.

Top guest favorite
An interior view of the studio apartment showcases a small kitchenette with a refrigerator, stove, and sink. A door leads outside, and a window with turquoise curtains allows natural light to enter. A cozy bed with a patterned quilt is positioned nearby, creating a functional yet inviting space.
Apartment in Near Northwest
4.97 out of 5 average rating, 269 reviews

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.

Guest favorite
An inviting backyard features a central fire pit surrounded by several metal chairs. The bi-level house is visible in the background, with large windows reflecting the evening light. A hot tub is seen nearby, framed by trees and a spacious lawn.
Apartment in Bridgman
4.8 out of 5 average rating, 117 reviews

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.

Guest favorite
A comfortable living area features a soft pink sofa complemented by a round, woven pouf and a natural wood coffee table. A patterned area rug adds texture to the floor, while a collection of records decorates the wall. Natural light enters through a large window.
Apartment in New Buffalo
4.94 out of 5 average rating, 333 reviews

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.

Guest favorite
The outdoor area features a shared backyard with a large picnic table and benches surrounded by decorative gravel. A fire pit is positioned at the center, while string lights add ambiance. The bright yellow house stands in the background, showcasing a welcoming exterior.
Apartment in Michigan City
4.96 out of 5 average rating, 105 reviews

The Sunshine House: Scenic Skies Unit!

Location, location, location! The “Scenic Skies” Unit is a second floor private apartment in the Sunshine House, boasting cheerful decor and updated amenities. Guests will enjoy the comfortable queen bed, outdoor fire pit (shared space), and a short walk to the outlet mall, restaurants, parks, and beaches. The kitchen is stocked with all your needs to cook a great meal with family/friends, or walk to nearby restaurants/bars to enjoy all that downtown MC has to offer!

Guest favorite
The exterior of a two-story duplex is shown, featuring large windows and a welcoming porch. Well-maintained shrubs line the walkway, leading to the entrance. A grassy yard surrounds the home, with trees lining the background under a partly cloudy sky.
Apartment in Crown Point
4.93 out of 5 average rating, 122 reviews

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.

Guest favorite
A sunroom is filled with natural light, featuring large picture windows offering leafy views. Two rattan chairs, adorned with cushions, face a wooden table. A decorative lamp stands nearby, with vintage touches enhancing the relaxed ambiance of the space.
Apartment in Sawyer
4.94 out of 5 average rating, 539 reviews

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!

Guest favorite
A cozy seating area features a dark blue couch and a wooden side table. A welcoming sign is placed atop the table. Open shelves hold kitchen items, while a doorway leads to the bedroom. Natural light illuminates the space, enhancing its inviting appearance.
Apartment in Valparaiso
4.86 out of 5 average rating, 125 reviews

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! ☺️

Guest favorite
Apartment in Michigan City
4.8 out of 5 average rating, 147 reviews

Midtown Apt 1 Bed, 1 Sleeper Couch Upstairs Apt

This property has about 20 stairs to get to the apartment above a State Farm office. Close to downtown, 2.0 miles to Washington Park & Beach at Lake Michigan, 2.0 miles to Blue Chip Casino and 1.1 miles to the Lighthouse Outlet Mall. There is the South Shore train station 0.7 of a mile away. That train can take you to Chicago, Illinois or to South Bend, Indiana. Amtrak is 1.5 miles away. Michigan City Marina or Zoo are 2.0 miles away.

Popular amenities for Valparaiso apartment rentals

When is the best time to visit Valparaiso?

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Avg. priceﺩ.ﺇ353ﺩ.ﺇ364ﺩ.ﺇ367ﺩ.ﺇ378ﺩ.ﺇ404ﺩ.ﺇ452ﺩ.ﺇ419ﺩ.ﺇ422ﺩ.ﺇ400ﺩ.ﺇ349ﺩ.ﺇ375ﺩ.ﺇ386
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Quick stats about apartment rentals in Valparaiso

  • Total vacation rentals

    Explore 20 vacation rentals in Valparaiso

  • Nightly prices starting at

    Valparaiso vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 1,240 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Valparaiso vacation rentals include wi-fi 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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