Apartment vacation rentals in Valparaiso

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Top-rated apartment rentals in Valparaiso

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Top guest favorite
Apartment in Hegewisch
4.91 out of 5 average rating, 235 reviews

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.

Top guest favorite
A scenic view of the studio from the garden features a well-maintained gravel driveway and colorful bird feeders. Lush greenery surrounds the area, with sunlight filtering through the trees, illuminating the inviting exterior of the studio, which includes a blue door and window shutters.
Apartment in South Bend
4.96 out of 5 average rating, 307 reviews

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.

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, 138 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!

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, 151 reviews

Heart of Historical Dist.*King*Parking*A/C*#1

Our charming one bedroom apartment is perfect for a getaway in Northwest 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
A bright living room is showcased with large windows allowing natural light to fill the space. A plush beige sofa is paired with two striped armchairs, accented by decorative cushions. A white coffee table rests on a textured area rug, enhancing the room's warm atmosphere.
Apartment in Valparaiso
5 out of 5 average rating, 163 reviews

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!

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, 115 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 retro living area features a curved beige sofa paired with a rust-colored armchair. A floor lamp provides lighting, and a framed wall art piece is displayed nearby. A wooden table holds colorful items, while a soft area rug adds comfort to the space.
Apartment in New Buffalo
4.96 out of 5 average rating, 294 reviews

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!

Guest favorite
A bright living area features a mustard-yellow sofa adorned with decorative pillows. A modern kitchen with stainless steel appliances is visible in the background, while a dining table with four chairs provides a space for meals. Natural light filters in, enhancing the cheerful decor.
Apartment in Michigan City
4.94 out of 5 average rating, 104 reviews

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!

Guest favorite
A spacious kitchen area is highlighted by a large table with wooden chairs, set against a neutral wall. Natural light filters through the window adorned with wooden blinds. A coffee maker and water bottles are seen on the countertop, with an appliance array visible in the background.
Apartment in East Side
4.88 out of 5 average rating, 100 reviews

Lovely 1-BR Apt with full kitchen & living room

Kick back and relax in this calm, stylish space. We’re super excited to have you as our guest. This apartment is located on the 2nd floor (entrance from outside stairs). We are 30 minutes away from Downtown (no traffic), 4 minutes from Chicago Skyway and 11 minutes from Interstate 94. Enter your space through your own private entrance and make yourself at home. Your unit includes a private 1 Bedroom, 1 Bathroom, a Kitchen, Living Area with a sleeper sofa and desk.

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
4.94 out of 5 average rating, 121 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.

Top 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, 124 reviews

Cute Skylar: Valparaiso University Short-Term 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, 144 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

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 G$6,266 GYD 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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