
Alquiler de casas para vacaciones en South Side
Encuentra y reserva casas vacacionales únicas en Airbnb
Las casas para vacaciones mejor valoradas en South Side
¡Tantos viajeros no pueden equivocarse! Estas casas en alquiler tienen valoraciones excelentes por su ubicación, su limpieza y mucho más.

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Pet Fndly
1 King, 1 Queen, 1 Sofa Bed, 2 Air Mattresses (1 Full, 1Queen) 1 Pack n Play Enjoy your stay in this cozy modern home that sits on an oversized lot with luxury amenities and a spacious front yard with exceptional landscaping. The property has a car port in back which allows parking for 2 cars. The ideal getaway to grill up some food and relax in the jacuzzi hot tub year round! We are pet friendly! NO CHORES! Please reach out with any questions you may have before booking Hot tub 5-6 Person Spa

LakeHome Retreat- Hot Tub • Fire Pit • Bar & Games
Come enjoy our beautiful home it's the perfect place to relax, unwind & enjoy peaceful lake views. Whether you’re fishing, soaking in the hot tub or sipping coffee on the deck, it’s a quiet home away from home on a serene cul-de-sac. Enjoy stunning views of the lake while grilling or relaxing by the firepit on the beautifully landscaped patio & in the hot tub 🥂 🐶 Up to 2 furry babies are welcome & they’ll love the almost 1-acre fenced yard! 🌅 See weekly & monthly discounts for longer stays

Flat in Lincoln Park 2-Flat Central to Everything
Historic, newly renovated flat in the heart of Lincoln Park, with garage! A block from the famous Blues club "Kingston Mines". Close to great bars and restaurants, including Alinea, the only restaurant in Chicago awarded 3 Michelin Stars. A mile to Lincoln Park Zoo, less than 1-1/2 miles to the lake. Beautiful yard (shared with lower unit) has gas grill, patio, deck, and a garage space. Enjoy the Lincoln Park area in this unique home that offers everything you need for your holiday in Chicago.

Chicago River House -BBQ Oasis now open!
Close to must see Chicago restaurants and nightlife, yet nestled in nature! This 1937 Print Shop is seated between the Chicago River & Forest Preserves, with trails & river walks, 3 miles to the beach, near Lake Shore Drive & 90/94, nearby Lincoln Square , Andersonville, and seasonal waterfalls, brunch nearby. This 2-bed, 2-bath home one level. 5star Chef's kitchen 9’ x 15’ HD projector, comfy beds, double shower head shower room, near nature. Relax on our private patio and glowing furniture

MiniGolfHouse-Chicago Close Beach & Indoor Fun!
🌆 30min drive to downtown Chicago ⭐️ Near Horseshoe Casino, Lake Michigan, Whihala Beach, Whoa Zone ⛳️ Heated basement with mini golf, arcade games and big TV 🐶 Pet fee: $150 (Must let us know BEFORE BOOKING if bringing a pet) ⭐️ Close To: Wolf Lake, Indiana Dunes, HardRock 🏠 cots, air mattress, futon sofa in basement 🍼 pack & play, high chair avail ❤️ Guests love: -short drive into Chicago -comfortable beds -indoor mini golf -nearby shops & food -heated bidet toilet seats

UP-SCALE Wicker Park 4BD/3.5BA HOME (+garage)
Escape into this Wicker Park Masterpiece! Guests love this home because: - Steps away from top-notch restaurants/entertainment on bustling Division St. - Close to every popular attraction that makes Chicago so great - Luxurious interior filled with natural light - Open-floor plan for entertaining! - City skyline views from top floor! - Fast WiFi (1,000 mbps) - Large attached garage! - Beautiful custom built-ins - Next to modern park and playground! - 10 minute walk from blue line (CTA L)

Retro Modern Bungalow | fire pit | free parking
Experience the city in style at our Retro Modern Bungalow, the perfect pad for up to 4 friends. Featuring two spacious bedrooms—each with a king bed and luxury linens—a propane fire pit and a fully fenced, pup-friendly backyard. Enjoy central HVAC, speedy WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage or catch the train a few blocks away.

Boho Chic Coach House 30Min to downtown W/ Parking
Whether your looking to stay near family or be close to Downtown. This place has it ALL! This coach house is located in Mt greenwood which is one of the safest neighborhoods in the City of Chicago. It is home to many police, firefighters and teachers. Downtown is a quick 30 minute drive and there are also many bars and restaurants in walking distance. The home has been totally renovated and stocked with all the essentials. All you need to do now is pack your bags and enjoy your vacation.

Cozy, Clean, Central Location & Parking, Sleeps 4
Our Oak Park, recently remodeled garden unit is 3 blocks to the train with free parking in upscale, safe, walkable Oak Park. Enjoy some time in our little urban farm. Check out the gardens and visit our 6 friendly hens. This non-smoking studio with a kitchenette is perfect for tourists, families, or business travelers. We require no check-out chores. Easy highway and airport access. No parties, 4 guests max. Booking age, 25 or at least one 5 ⭐️ review. Visit profile for more units.

Cozy garden apartment historic Jackson Bvld.
Just a short walk to the United Center our cozy 1 bdrm garden apt is located on Historic Jackson Blvd's tree lined st. Stop back & warm up by the fireplace before heading out to near by shopping & restaurants. Less than an hour from Midway or O'Hare. Walking distance to Randolph St. Restaurant Row, Little Italy, Greek Town, Union Pk, Fulton Warehouse Dist, Rush Hospital and UIC. A quick train/bus to The Loop, Theater Dist, Mag Mile, Wicker Pk. Free, convenient street pkg.

Division St Designer Home In Heart of Wicker Park
Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined street, you’ll be only steps to the cafes, restaurants, bars, and shops that flank trendy Division Street; a short walk to the vibrant Chicago Ave and Milwaukee Ave restaurant & retail corridors. Just off the Division Blue Line “L” stop, we’re just a quick train ride to both the Downtown Loop (8 minutes) and O’Hare International Airport (35 minutes).

Windy City White House (3br/2ba)
Welcome to the Windy City White House – a spacious, historic 150-year old home 3 blocks from the United Center & mins from downtown. 3 bedrooms feature luxury bedding. 2 bathrooms – 1 newly redone w/ a large rainfall shower head. Private deck w/ seating. Spacious living room w/ work space. Fully equipped kitchen. Private parking. It's the perfect place for friends, families, & business travelers to relax in ultimate comfort after a day exploring the city.
Comodidades populares en las casas en alquiler en South Side
Alquiler de casas con piscina

Pardizes Suites

Comfy 3BR 2BA, Liv+Fam Rm, Prime, 3-Car Parking

Munster hide away

Rosemont 4BD2BA house with Pool

Family-Friendly Suburban Getaway Near Chicago

Escapada única de 3 habitaciones / Piscina/ Jardín

Paradise with Pool & Games

Luxury fenced in modern ranch
Alquiler de casas por semanas

The Modern Muse of Chicago! Close to everything!

Amazing historic campus mansion!

CasaNova Modern City Living

Vibrant, Spacious Chinatown Home

Villa Noir Chicago Victorian 7 min to downtown

Executive Contemporary Duplex

Chicago Row House Garden Apartmt

Chicago's Finest Airbnb/airport shuttle/ tours.
Alquiler de casas privadas

Modern Family Townhouse

Romantic Escape ~ Adult Playhouse w Exotic Dungeon

Bronzeville 42: Art & Hospitality Mins to Downtown

Experience Chicago from Our 3-Story Retreat

Cozy getaway in the city.

Spacius unit in historic gem

Comfy Home Away From Home

Mini-mansion Bronzeville!
Destinos por descubrir
- Chicago Alquiler para vacaciones
- Downtown Chicago Alquiler para vacaciones
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- Cincinnati Alquiler para vacaciones
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- Milwaukee Alquiler para vacaciones
- Traverse City Alquiler para vacaciones
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- Casas en alquiler Chicago
- Casas en alquiler Cook
- Casas en alquiler Illinois
- Casas en alquiler Estados Unidos
- Parque Lincoln
- Wrigley Field
- Parque del Milenio
- United Center
- Navy Pier
- Six Flags Great America
- Shedd Aquarium
- 875 North Michigan Avenue
- Humboldt Park
- Guaranteed Rate Field
- Casa y Estudio de Frank Lloyd Wright
- Oak Street Beach
- Museo Field de Historia Natural
- Parque Wicker
- Garfield Park Conservatory
- Lincoln Park Zoo
- Zoológico de Brookfield
- Museo de Ciencia e Industria
- Illinois Beach State Park
- Zoológico de Washington Park
- Willis Tower
- The Beverly Country Club
- Parque acuático Raging Waves
- The 606