Apartment holiday rentals in Valparaiso

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.

4.89 out of 5 average rating, 152 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!

A circular stone fire pit is situated on a stone patio overlooking the lake. Flames flicker from the center, providing a warm glow against the twilight sky. The serene water reflects the evening colors, creating a peaceful waterfront setting.

4.93 out of 5 average rating, 521 reviews

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.

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.

4.99 out of 5 average rating, 179 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!

4.95 out of 5 average rating, 366 reviews

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

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!

4.94 out of 5 average rating, 131 reviews

A bright and airy loft space is characterized by sloped ceilings and wooden paneling. A dark sofa is complemented by decorative pillows, while a small desk and chair are positioned by the window. Lush greenery adds a touch of nature to the cozy setting.

Apartment in Chicago

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.

4.94 out of 5 average rating, 120 reviews

A round dining table is set with blue dishware and a floral centerpiece. Four light-colored chairs surround the table, placed on a patterned area rug. Natural light is visible through two softly shaded windows, and a tall green plant adds a touch of greenery to the room.

Apartment in Beverly

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.

4.94 out of 5 average rating, 133 reviews

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

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.

4.89 out of 5 average rating, 122 reviews

Two white Adirondack chairs are positioned adjacent to a circular fire pit. The ground is covered with colorful fallen leaves, and trees with yellow foliage provide a natural backdrop. The scene reflects a serene outdoor space ideal for relaxation.

Apartment in Sawyer

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.

4.97 out of 5 average rating, 215 reviews

The spacious bathroom features a freestanding tub and a glass-enclosed shower. A large mirror with a decorative frame is mounted on one wall. The floor is covered with a patterned rug, complementing the warm wall color and wood flooring.

Apartment in Evanston

Stunning, Sunny Flat with Beautiful Backyard

Home away from home in a wonderful and walkable Evanston neighborhood, convenient to downtown, Lake Michigan, Northwestern and more. Treat yourself and your family to this wonderful two-bedroom, masterfully remodeled flat, with all the conveniences and comfort. Off street private parking. Recent updates: New king size bed, 65-inch HD TV, washer & dryer, and more. We follow EPA/CDC protocol and prepare for your stay with intensive cleaning and disinfecting.

4.8 out of 5 average rating, 142 reviews

A modern living room is presented with a full-sized couch facing a large flat-screen TV. A stylish coffee table is centered on a patterned area rug. Large windows offer views of the surroundings, while a small workspace, featuring a chair and desk, is positioned near the window.

Apartment in South Bend

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!

4.94 out of 5 average rating, 569 reviews

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

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!

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.

4.83 out of 5 average rating, 135 reviews

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

A spacious living area features hardwood floors and a colorful area rug. A comfortable brown couch faces a round coffee table, with seating options that include a rocking chair and a hanging chair. Natural light floods the room through multiple windows.

4.76 out of 5 average rating, 38 reviews

Charming Boho-Chic Apartment - New Kitchen & Bath

4.97 out of 5 average rating, 59 reviews

A comfortable seating area features a plush sectional sofa adorned with soft throw pillows. Light beige cushions contrast against the deep green walls. A large television is mounted opposite the seating, while sheer curtains frame the window beside a door that leads outside.

Apartment in Bridgeport

Designer Garden Unit in Bridgeport

A spacious living area features large street-facing windows allowing natural light to illuminate the room. A dark blue sofa and a light gray loveseat are positioned around a central coffee table. An inviting dining table sits nearby, adorned with a decorative item. Plants add a touch of greenery.

5 out of 5 average rating, 84 reviews

Downtown Daydream - walk to shops + restaurants

5 out of 5 average rating, 14 reviews

A spacious loft area features a comfortable king-size bed and a cozy sofa, complemented by a vintage armchair. The space is decorated with wooden beams and rustic accents, with soft lighting illuminating the neutral color palette. A large window allows natural light to fill the room.

Apartment in Westville

Vintage Store Loft Stay on a Rescue Farm

Apartment in New Carlisle

A dining area is situated near large windows, showcasing natural light. A wooden table is set with plates and cutlery for four. The ceiling features wooden beams, and a ceiling fan adds functionality. An inviting living space is visible in the background.

5 out of 5 average rating, 5 reviews

Lakeview Suite

A charming blue house with a welcoming front porch is displayed, featuring a newly painted exterior. Colorful flowers and pumpkins are placed on the porch steps, while a friendly scarecrow adds a festive touch. Lush green grass surrounds the home, enhancing the inviting atmosphere.

4.94 out of 5 average rating, 100 reviews

King Bed Retreat, Minutes to Beach & Dunes

4.86 out of 5 average rating, 63 reviews

Comfortable Beach Condo I Steps From Lake Mich

4.8 out of 5 average rating, 30 reviews

The Comfort Lodge Apt 3

Private apartment rentals

The spacious bedroom features a large bed adorned with a patterned blanket. A small gray couch is positioned nearby, with decorative wall art and a plant creating a cozy ambiance. Natural light filters through the two window treatments, complementing the neutral-colored walls.

4.81 out of 5 average rating, 32 reviews

For the LOVE of Dogs

Apartment in Downtown Chicago

The spacious bedroom features a large bed dressed in crisp white linens, framed by soft side tables with gold accents. A piece of abstract artwork adorns the wall above the bed, and natural light enters through a large window with unobstructed views.

4.74 out of 5 average rating, 1,338 reviews

Kasa | Spectacular City Views | Chicago

A neutral-toned bedroom features a spacious bed with plush white bedding and decorative pillows. Two bedside lamps provide soft illumination. An abstract painting adorns the wall, while a large window with drapes brings in natural light, enhancing the room's calming ambiance.

4.95 out of 5 average rating, 55 reviews

Stay on State 2 bed

A cozy living area is presented with a comfortable gray sofa and an armchair, accompanied by a wooden coffee table. A flat-screen television is mounted on the wall, and natural light enters through several windows. Decorative plants add a touch of green to the space.

4.88 out of 5 average rating, 8 reviews

Creekside Cozy 3BD • Near Dunes or Corporate Stay

5 out of 5 average rating, 5 reviews

Apartment in Lake View

Luxe Wrigley Estate: Pool Table + Parking + Patio

Apartment in Berwyn

New place to stay

New Cozy Topaz Suite in Berwyn | Warm & Inviting

4.94 out of 5 average rating, 18 reviews

A spacious bedroom features a large, neatly made bed with a smooth white duvet and patterned accent pillows. A dresser stands against the wall, with a coffee station and a plant adding a touch of greenery. Subtle lighting is provided by two black lamps on each bedside table.

Apartment in New Buffalo

King + Day bed + Porch + Fire place - Sleeps 3

A comfortable seating area is showcased, featuring a dark blue sectional couch adorned with patterned throw pillows. A small black table sits in front, complemented by a decorative plant. Natural light enters through a window, with soft gray curtains framing the view.

4.87 out of 5 average rating, 45 reviews

Midtown Upstairs Apt one bed and one sleeper couch

Apartment rentals with a hot tub

A door labeled 'Suite 3' opens to a bright, airy loft space. Soft yellow curtains frame a window, and a spacious bed with white linens is centered towards the back. A rattan coffee table is positioned in the foreground, surrounded by comfortable seating.

4.92 out of 5 average rating, 61 reviews

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

4.86 out of 5 average rating, 125 reviews

A modern living area features a light-colored sofa adorned with decorative pillows, set against large floor-to-ceiling windows that offer views of the city skyline. A textured area rug defines the space, while a coffee table displays artfully arranged decorative items. A dining table with black chairs completes the setting.

Apartment in West Loop

Top Floor Views + Central Comfort

4.9 out of 5 average rating, 70 reviews

A modern living area features a cozy sofa adorned with orange accent pillows. Two abstract paintings are displayed on the wall above, while soft lighting from two lamps creates a warm ambiance. A round table with a small green plant is positioned in front of the seating.

Apartment in Roseland

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

4.83 out of 5 average rating, 47 reviews

Apartment in New Buffalo

Goodrich Studio King Size with Jacuzzi

4.76 out of 5 average rating, 110 reviews

Apartment in Chicago

Super Paradise+65 Amenities*Downtown 15 Min

Apartment in Belmont Cragin

The game room features a red-themed layout filled with arcade machines, a pool table, and foosball. A variety of classic games are showcased, providing a fun atmosphere for guests. Bright lighting illuminates the room, inviting enjoyable gaming experiences.

4.92 out of 5 average rating, 174 reviews

Belmont Pleasures - hot tub / arcade gaming room

A well-appointed hot tub with a rich wooden exterior is positioned on a deck, offering views of the expansive water and surrounding greenery. The serene landscape is complemented by a clear blue sky, enhancing the inviting outdoor space.

4.79 out of 5 average rating, 104 reviews

HotTub/Beachfront/Steam/GameRoom/Pets/MassageChair