Illinois Rentals
From $175 per night (USD)VRBO
The Loft at 116
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Situated just off Main St, this open concept Loft apartment has all of the amenities you will need with the privacy of b ...
From $175 per night (USD)VRBO
From $382 per night (USD)Expedia
Lincoln Ave Home By Naval Base!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Fully remodeled and furnished four bedroom house not too far from anything! Shopping, restaurants, and fun are all withi ...
From $382 per night (USD)Expedia
From $1053 per night (USD)VRBO
2 Connecting Suites at a 4.5⭐️ Hotel
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
1 King Bed and 1 Double Sofa Bed500-sq-foot room with city views Layout - Bedroom and sitting areaInternet - Free WiFi 2 ...
From $1053 per night (USD)VRBO
From $1674 per night (USD)Expedia
2 Connecting Suites at a 4⭐️ Hotel
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
1 King Bed800-sq-foot room with river views Layout - Dining area and sitting areaInternet - WiFi 50+ Mbps Entertainment ...
From $1674 per night (USD)Expedia
From $620 per night (USD)VRBO
Historic Glen Ellyn Home with Optional Carriage House
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Stay in a historic 5-bedroom, 4.5-bath Main House in downtown Glen Ellyn, Illinois. The Main House accommodates up to 11 ...
From $620 per night (USD)VRBO
From $264 per night (USD)VRBO
Rare Historic One Bedroom Carriage House in Downtown Glen Ellyn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Step back in time with a stay in our historic carriage house in Glen Ellyn. This quaint 1-bed, 1-bath retreat combines o ...
From $264 per night (USD)VRBO
From $333 per night (USD)VRBO
Lakeside Sarandipity: Sleeps 8 with outdoor spaces!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Stay on Lake Sara in Effingham with family and friends! Clean, comfortable home renovated in 2020 sleeps 8 adults with 2 ...
From $333 per night (USD)VRBO
From $874 per night (USD)Expedia
Fox Creek Hideaway | Marcel Stays
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Marcel Stays welcomes you to your home away from home! Nestled in a peaceful, highly sought-after neighborhood, this spa ...
From $874 per night (USD)Expedia
From $498 per night (USD)VRBO
\"Melody of Evanston\" 3BD, 2BA UrbanLux Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Your Evanston adventure begins at this charming 3-bedroom condo. With a king bed, queen bed, dual twin beds, and a dorm ...
From $498 per night (USD)VRBO
From $793 per night (USD)Expedia
Stunning 4-Bed 4-Bath Home - Prime Location OHare & Downtown <25-min, Free PRKNG
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to this beautifully renovated single-family home, offering luxury, comfort, and modern elegance in the heart of ...
From $793 per night (USD)Expedia
From $212 per night (USD)VRBO
Cozy Bungalow - Close to Campus + Nespresso Coffee Maker!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
*NEW Nespresso Coffee Maker* - make your own latte, flat white, cappuccino & more! You'll love staying in this historic ...
From $212 per night (USD)VRBO
From $239 per night (USD)VRBO
Entire home, close to highway, serene neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Your family will enjoy easy access to Northbrook, Wilmette, and Chicagoland from this conveniently located home that is ...
From $239 per night (USD)VRBO
From $605 per night (USD)VRBO
NEW! Large/Beautiful Home with 6BDS/4BTH + Garage!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
NEW HOME/NEWLY FURNISHED! This 6 bed single family home is ready to host! My space accomodates 12 guests with 6 beds and ...
From $605 per night (USD)VRBO
From $429 per night (USD)VRBO
Firepit, Rooftop deck, Games & Bridal Suite and right next to The Coffee Girl
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Just steps from downtown nightlife, restaurants, and shops! We’re right next door to the brand-new Coffee Girl, owned by ...
From $429 per night (USD)VRBO
From $370 per night (USD)VRBO
The Swiss Post Apartment A
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Discover this fabulous 2-bedroom gem in Highland. This soothing apartment features 2 queen beds, a cozy living room with ...
From $370 per night (USD)VRBO
From $403 per night (USD)Expedia
The Swiss Post Apartment B
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Make yourself at home in this 2-bedroom Highland retreat. This quaint apartment features a cozy living room with a sofa ...
From $403 per night (USD)Expedia
From $577 per night (USD)VRBO
Discover Downtown from Our Well-Appointed Space | 2 Suites
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $577 per night (USD)VRBO
From $946 per night (USD)Expedia
French Country Cottage in lovely Glen Ellyn!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Escape to our enchanting French cottage in Glen Ellyn, Illinois! Experience the rustic charm and modern luxurious comfor ...
From $946 per night (USD)Expedia
From $119 per night (USD)VRBO
Spacious Budget-friendly Room w/ Kitchenette Ideal for Extended or Short Stays
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 320 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $119 per night (USD)VRBO
From $274 per night (USD)Expedia
3-bedroom apt .on North Side! Great location between downtown and the airport.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Discover this 3-bedroom gem in Chicago. Remodeled basement unit apartment in the Belmont Cragin neighborhood. Central No ...
From $274 per night (USD)Expedia
From $741 per night (USD)VRBO
Exquisite Chicago Modern Rooftop, Sleeps 9
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to our chic retreat in Dunning, Chicago. This modern unit sleeps 9 comfortably in 3 spacious bedrooms and 2 lux ...
From $741 per night (USD)VRBO
From $270 per night (USD)VRBO
The Suite Spot • Eclectic • Modern • Central • Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Your Stylish Home Base in Pilsen: Modern 3BR/2BA condo located in the vibrant East Pilsen/University Village ...
From $270 per night (USD)VRBO
From $946 per night (USD)VRBO
Galena Getaway: Sauna, Hot Tub, Fire Pit, and Arcade Fun Awaits!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Centrally located in Galena, this newly renovated 5 bed/5 bath home is a one of a kind experience. This family friendly ...
From $946 per night (USD)VRBO
From $395 per night (USD)Expedia
10 Minutes to Downtown Chicago - Sleeps 12 - King Beds - Games and Arcades
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 12
Spacious 1200 sqft 3BR 1BA located 10-15 min from Downtown! Tub/Shower Games for adults & kids 5 Smart TVs, free fast wi ...
From $395 per night (USD)Expedia
From $437 per night (USD)VRBO
Prime Lincoln Park Views + Modern Amenities Await
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: 'The Elm' is your luxury retreat for the ultimate urban getaway, with scenic views and a location that puts ev ...
From $437 per night (USD)VRBO
From $438 per night (USD)Expedia
Lincoln Park Getaway: Skyline Views & Luxury
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: 'The Pine' is the perfect home base for your Chicago adventure. Top dining and city transit are just outside y ...
From $438 per night (USD)Expedia
From $577 per night (USD)VRBO
Skyline Views in 3BR Apartment w/ Top Amenities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: Experience top-tier comfort in 'The Frame,' the perfect spacious home base for your travels. Don't just ta ...
From $577 per night (USD)VRBO
From $430 per night (USD)Expedia
Sky-High 2BR w/ Gym & City Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Discover ultimate relaxation at 'The Avant,' perfect for tourists seeking a vibrant stay in Fulton Market. ...
From $430 per night (USD)Expedia
From $483 per night (USD)VRBO
Modern 2BR in The Loop + Panoramic City Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Looking for a spotless stay in the heart of the action? 'The Violet' delivers, with unmatched city access and ...
From $483 per night (USD)VRBO
From $430 per night (USD)Expedia
Top-Floor Oasis: 2BR in Heart of Fulton Market
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Welcome to 'The Dada,' where urban sophistication meets art-filled design. Enjoy premier amenities and the top ...
From $430 per night (USD)Expedia
From $1744 per night (USD)VRBO
Downtown Penthouse Huge Patio with Great View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Immerse yourself in comfort with our 3600 sqft unit, featuring a 1400 sqft balcony and stunning city panoramas. This spa ...
From $1744 per night (USD)VRBO
From $304 per night (USD)Expedia
Downtown 2bd #4 - Near Grant Park, Museums, Lake
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park! Most homes don’t provide professional ser ...
From $304 per night (USD)Expedia
From $1159 per night (USD)VRBO
Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!
- Bedrooms:
- 5
- Bathrooms:
- 10
- Sleeps:
- 26
Come Enjoy Chicago's best rental property. We really have it all and we are in a perfect location, you won't have more ...
From $1159 per night (USD)VRBO
From $357 per night (USD)VRBO
Cozy 4-bedroom house , 3-full baths in marvelous West Chicago with WiFi, AC,
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Located in West Chicago, enjoy what this 4-bedroom house has to offer. This house is nestled in mature trees and distant ...
From $357 per night (USD)VRBO
From $938 per night (USD)VRBO
Beautiful, cozy, stylish Bucktown, Wicker Park House, perfect Chicago location.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Rainbow Guest House. This is a designer owned, fully decorated house located in a perfect Bucktown/Wicker Par ...
From $938 per night (USD)VRBO
From $1185 per night (USD)VRBO
Dual Penthouse Retreat: Perfect for Groups
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Summary: The premier choice for corporate retreats and family reunions, 'The Adler' offers two stunning penthouses that ...
From $1185 per night (USD)VRBO
From $358 per night (USD)VRBO
4 bedrooms, 6 beds, 2 full baths, and open basement loft
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
4 bedrooms, 6 beds, 2 full baths, and open basement loft. Your family of 10+ persons will be close to everything when yo ...
From $358 per night (USD)VRBO
From $2611 per night (USD)Expedia
Sleek New 4BR Greystone - Rooftop, Walk to Wrigley & 1 Block to Brown Line Train
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to your ultimate Chicago getaway. This brand-new, ultra-spacious Greystone sits perfectly at the intersection of ...
From $2611 per night (USD)Expedia
From $303 per night (USD)VRBO
The Breathtaking Gallery, 2be/2ba, pet friendly, near O’Hare
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
The Breathtaking Gallery features a variety of art work, painters such as: Van Gogh, Diego Rivera, Frida Kahlo, Jacques ...
From $303 per night (USD)VRBO
From $132 per night (USD)Expedia
Charming 2-bedroom apartment near Rend Lake
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 10
Your cozy getaway awaits in Benton at this marvelous apartment. With 2 full beds and 1 twin bed spread across 2 bedrooms ...
From $132 per night (USD)Expedia
From $213 per night (USD)VRBO
Peloton available in the APT, WiFi, access to very fun restaurants and bars
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to this fantastic apartment in Chicago. This cozy space offers one bathrooms equipped with a shower, bathtub, an ...
From $213 per night (USD)VRBO
From $938 per night (USD)VRBO
New 5-bedroom house at Apple Canyon Lake. 30 minutes from downtown Galena!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Lake living at it's finest with 5 bedrooms and 3.5 bathrooms. This newly constructed house boasts 2 king beds, 2 queen b ...
From $938 per night (USD)VRBO
From $174 per night (USD)VRBO
Spacious 4-bedroom house in fabulous Chicago Back Yard Pond, and Theatre
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Chicago is waiting for you at this 4-bedroom house. With 2 queen beds, 1 bunk bed, and 1 twin bed, this lovely property ...
From $174 per night (USD)VRBO
From $237 per night (USD)Expedia
Cozy and Convenient Family Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your home in the heart of DeKalb, Illinois! This charming two-story house features three cozy bedrooms that o ...
From $237 per night (USD)Expedia
From $268 per night (USD)VRBO
Cozy 2-BR cabin with bonus loft bedroom by the Wine Trail in the Shawnee Forest!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Explore ALL the Shawnee National Forest has to offer at our peaceful and unique cabin near the Shawnee Wine Trail! We a ...
From $268 per night (USD)VRBO
From $238 per night (USD)VRBO
Dagget Hollow - Illinois Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Cottage at Dagget Hollow benefits from its prime location along the Great River Road in Grafton, Illinois, providing ...
From $238 per night (USD)VRBO
From $330 per night (USD)VRBO
Charming 3-bedroom house in peaceful neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to charming and mid-century modern house located in a quiet and friendly neighborhood. This cozy home is perfec ...
From $330 per night (USD)VRBO
From $333 per night (USD)Expedia
Charming 2-bedroom house with WiFi, AC in brilliant Geneva
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2-bedroom house walking distance to downtown Geneva is perfect for your escape to a cozy retreat. With a queen bed ...
From $333 per night (USD)Expedia
From $540 per night (USD)VRBO
Historic Manor House Private Guest Suite Evanston
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Stay in the Guest Suite of this exquisitely restored Historic Landmark Manor House, one block to Lake Michigan's beaches ...
From $540 per night (USD)VRBO
From $1674 per night (USD)Expedia
PH w/ Bean & Lake Views, An Elite Stay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: For travelers with uncompromising standards, 'The Orion' is an exclusive 3000ft² penthouse offering iconic The ...
From $1674 per night (USD)Expedia
From $246 per night (USD)VRBO
Jumbo 3bd In Hot Logan Square!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Bring the whole family to this great place with lots of room for fun Comfortable 1100 sqft 3 BR 1 BA located in the beau ...
From $246 per night (USD)VRBO
From $270 per night (USD)Expedia
Cozy Family spot near Great Lake Lakes Naval Base!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Close to the city and all of its attractions and amenities, but still far enough away to enjoy a small-town feel and atm ...
From $270 per night (USD)Expedia
From $318 per night (USD)VRBO
Charming Home in Portage Park
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This cozy four-bedroom, two-bathroom home is ideally located near O’Hare Airport and downtown Chicago, offering convenie ...
From $318 per night (USD)VRBO
From $187 per night (USD)VRBO
Charming 3-bedroom apartment in the Old Norwood Park neighborhood of Chicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Discover this captivating 3-bedroom apartment nestled within a historic building in the heart of Old Norwood Park. This ...
From $187 per night (USD)VRBO
From $87 per night (USD)VRBO
Beautiful 2 Bedroom located in a Unique Private Park. Near Beaches Near Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Make yourself at home in this brilliant 2-bedroom Chicago retreat. With 2 full beds, a cozy living space, and a bathroom ...
From $87 per night (USD)VRBO
From $389 per night (USD)Expedia
Wonderful Entire Home Near Lake In Zion
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This 2-bedroom house in Zion is perfect for your escape to relaxation. With 2 queen beds, a bathroom stocked with a hair ...
From $389 per night (USD)Expedia
From $411 per night (USD)VRBO
12 Mi to Dtwn St Louis: Family Home w/ Fireplaces!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Quiet Neighborhood | Multiple Living Spaces & Dining Areas | 13 Mi to Gateway Arch Whether you're a traveling professio ...
From $411 per night (USD)VRBO
From $279 per night (USD)Expedia
Beautiful Updated Home near Great Lakes Naval Base
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Close to the city and all of its attractions and amenities, but still far enough away to enjoy a small-town feel and atm ...
From $279 per night (USD)Expedia
From $265 per night (USD)VRBO
Charming 3 bed 1 story Home near Naval Base!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 9
Close to the city and all of its attractions and amenities, but still far enough away to enjoy a small-town feel and atm ...
From $265 per night (USD)VRBO
From $128 per night (USD)VRBO
Comfortable 2-bedroom apartment in phenomenal Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your home away from home! Comfortable apartment with an open layout, modern kitchen, and stainless steel appl ...
From $128 per night (USD)VRBO
From $241 per night (USD)VRBO
Modern Deluxe Studio Suite in lovely Oak Park!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy a stylish experience at this centrally-located studio. In charming Oak Park, with a tourist friendly and trendy d ...
From $241 per night (USD)VRBO
From $375 per night (USD)Expedia
Prime Main St Suite! Walk 2 Dining & Shopping! Spiral Stairs to Loft Bedroom!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Gazette Suites - On Main! You will love our two-bedroom two-bathroom w/loft luxury suite overlooking Main St. ...
From $375 per night (USD)Expedia
From $293 per night (USD)VRBO
Charming Oak Park Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our cozy 2-bedroom apartment. This inviting space offers comfort and convenience and is perfect for families, ...
From $293 per night (USD)VRBO
From $339 per night (USD)Expedia
Private Home Awaits
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to this brilliant 4-bedroom Homewood house, where guests can unwind in a tranquil setting. With amenities like a ...
From $339 per night (USD)Expedia
From $125 per night (USD)VRBO
Blueground | River North, pool & w/d, nr Mile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this stylish one bedroom Blueground apartment. You’ll love coming ...
From $125 per night (USD)VRBO
From $882 per night (USD)Expedia
Historic Manor Overlooking Park
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to a beautifully preserved 1864 all-brick manor in the heart of Bloomington's historic district, directly across ...
From $882 per night (USD)Expedia
From $134 per night (USD)VRBO
Blueground | River North, pool & w/d, nr Mile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in River North with balcony views over the city. It’ll be ...
From $134 per night (USD)VRBO
From $163 per night (USD)VRBO
Blueground | River North, pool & w/d, nr Mile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this stylish one bedroom Blueground apartment. You’ll love coming ...
From $163 per night (USD)VRBO
From $155 per night (USD)VRBO
Blueground | River North, pool & w/d, nr Mile
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in River North with balcony views over the city. It’ll be ...
From $155 per night (USD)VRBO
From $146 per night (USD)VRBO
Blueground | River North, pool & AC, nr park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this charming River North furnished one bedroom ap ...
From $146 per night (USD)VRBO
From $343 per night (USD)VRBO
Cozy 1-bedroom, WiFi, AC/Heat, in Waukegan, five minutes from Lake Michigan
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Your cozy getaway awaits in Waukegan at this charming apartment. This gorgeous space features a welcoming bedroom with a ...
From $343 per night (USD)VRBO
From $199 per night (USD)VRBO
Spacious 2-bedroom apartment in Forest Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy this cozy comfort of home for you at this beautiful newly remodeled 2-bedroom apartment. The space features 2 bran ...
From $199 per night (USD)VRBO
From $478 per night (USD)VRBO
Luxury Log Retreat with Hot Tub, Near Homestead & Winery
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to a cozy, rustic log house nestled in the serene beauty of the nature, just a short distance from a charming loc ...
From $478 per night (USD)VRBO
From $526 per night (USD)VRBO
Dazzling Des Plaines-Single Level Home w/ Fenced Backyard
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This charming 3-bedroom, 1.5-bath ranch in Des Plaines offers comfort and convenience. The fully stocked kitchen is perf ...
From $526 per night (USD)VRBO
From $241 per night (USD)VRBO
Lovely King Studio walking distance to downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Abe's Guest House private suites. Formerly this location was known as the Abe's studio rentals are located on ...
From $241 per night (USD)VRBO
Click For PricingExpedia
Albert's Glen Lovely King Studio walking distance to downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to Abe's Guest House private suites. Formerly this location was known as the Abe's studio rentals are located on ...
Click For PricingExpedia
From $155 per night (USD)VRBO
Blueground | Hyde Park, AC, w/d, nr museum
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in East Hyde Park with views over the city. It’ll be easy ...
From $155 per night (USD)VRBO
From $130 per night (USD)VRBO
Blueground | The Loop, pool & gym, nr Willis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy The Loop furnished one bedroom apartment ...
From $130 per night (USD)VRBO
From $162 per night (USD)VRBO
Charming 3-bedroom house with AC and WiFi in phenomenal Chicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Make yourself at home in this 3-bedroom Chicago retreat. This house boasts 1 queen bed and 2 full beds, perfect for a gr ...
From $162 per night (USD)VRBO
From $283 per night (USD)Expedia
Modern Cozy Apartment, Free Parking, Wi-Fi, Near Dining and Downtown.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
The space | 2 Bedrooms | 1 Murphy Bed | 1 Bathrooms | Board Games | Location | One-Vehicle Parking | High-Speed Wi-Fi ...
From $283 per night (USD)Expedia
From $239 per night (USD)VRBO
Shawnee Wine Trail Cabin on Lake, near Shawnee National Forest with Hot Tub.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Make yourself at home in this 2-bedroom Southern Illinois retreat. This cabin features 2 queen beds, your home away from ...
From $239 per night (USD)VRBO
From $216 per night (USD)Expedia
2 Bedroom, beautiful end unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this modern 2-bedroom, 2-bath townhome in The Galena Territory—perfect for relaxing, reconnecting, and enjoyin ...
From $216 per night (USD)Expedia
From $242 per night (USD)VRBO
Charming 3-bedroom villa in beautiful Rockford with AC, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your Rockford adventure begins at this 3-bedroom villa. Each bedroom features a cozy queen bed, perfect for a tranquil n ...
From $242 per night (USD)VRBO
From $378 per night (USD)Expedia
Spacious 4-bedroom house in fabulous Bridgeview with fitness room, WiFi
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Discover this phenomenal 4-bedroom gem in Bridgeview. With 1 king bed, 2 full beds, and 1 queen bed, this house offers a ...
From $378 per night (USD)Expedia
From $335 per night (USD)VRBO
Modern & Spacious Stay in Historic Bronzeville
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to this spacious 3-bedroom, 2-bathroom apartment in the heart of Bronzeville! Perfect for families, fr ...
From $335 per night (USD)VRBO
From $570 per night (USD)Expedia
Huge Luxury Pet-Friendly Home with pool table and firepit.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Huge Luxury Pet-Friendly Home with pool table and firepit. When you enter the home, the lofted ceilings in the living r ...
From $570 per night (USD)Expedia
From $759 per night (USD)VRBO
Stunning 5R/5.5BA BIG Retreat in The Galena Territory! Pool Table! Firetable!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Stunning 5R/5.5BA BIG Retreat in The Galena Territory! Pool Table! Firetable! *** Your rental includes free access to th ...
From $759 per night (USD)VRBO
From $439 per night (USD)Expedia
Modern 2-bedroom townhome in Chicago with private patio
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
Welcome to the safe and peaceful Chicago neighborhood Bucktown! This property lives like a single family home and consis ...
From $439 per night (USD)Expedia
From $525 per night (USD)VRBO
Premium New Construction: Golf Sim + Theater Room + Noon Check-in
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Blue Ridge Reserve. This 3100sqft brand new build has 5 bedrooms, 4.5 bathrooms and the Galena Territory’s mo ...
From $525 per night (USD)VRBO
From $486 per night (USD)VRBO
Spacious 3-bedroom apartment in cool Chicago with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Make yourself at home in this 4-bedroom Chicago retreat. This marvelous apartment features 4 queen beds, a cozy living s ...
From $486 per night (USD)VRBO
From $373 per night (USD)VRBO
LUXE Vintage Loft, 10min to Downtown, Retro Movie Theatre - 15% Discount Applied
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to a Luxury Vintage Getaway with a 24/7 dedicated team ensuring a comfortable and unforgettable stay. ✔ Central ...
From $373 per night (USD)VRBO
From $144 per night (USD)VRBO
Blueground | Lakeshore East, pool & w/d, nr park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this spacious one bedroom Blueground apartment. You’ll love coming ...
From $144 per night (USD)VRBO
From $224 per night (USD)VRBO
Remote Worker Special: 2-bedroom townhome in Jackson Park Highlands neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Your new home away from home! This beautiful townhouse offers a cozy retreat with a queen bed and a full bed. Enjoy the ...
From $224 per night (USD)VRBO
From $455 per night (USD)Expedia
Walk to Dining, Room to Spread Out at Monroe Manor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Monroe Manor is a modern, family-friendly 3-bedroom, 2.5-bath home in vibrant Peoria Heights. This fully equipped retrea ...
From $455 per night (USD)Expedia
From $505 per night (USD)VRBO
Spacious 4-bedroom apartment in fabulous Chicago with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
This Chicago apartment boasts 4 inviting bedrooms with queen beds. The bathroom comes equipped with a bathtub and a hair ...
From $505 per night (USD)VRBO
From $527 per night (USD)VRBO
The Sage Retreat - Updated Historic Charm with Plenty of Room
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 11
Your home away from home in Waukegan with 5 lovely bedrooms. This gorgeous house features 4 queen beds and 1 twin bed, p ...
From $527 per night (USD)VRBO
From $166 per night (USD)VRBO
Cozy Country Home Near Lake Shelbyville
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This Sullivan house boasts 3 inviting bedrooms and 2 full bathrooms. Nestled in a serene setting, this adorable property ...
From $166 per night (USD)VRBO
From $771 per night (USD)Expedia
Spacious 5-bedroom Chicago suburban vacation home!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Bring the whole family to this great home with lots of room for fun. Check out our 4.96 rating on the other major short ...
From $771 per night (USD)Expedia
From $398 per night (USD)VRBO
Charming 3-bedroom townhome in Pleasant Des Plaines with AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Your Des Plaines adventure begins at this welcoming 3-bedroom townhome. With 1 king bed and 2 queen beds, guests will fi ...
From $398 per night (USD)VRBO
From $462 per night (USD)Expedia
Ideal Group Getaway: Prime Location, Parking, Backyard, Sunroom & Pet-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 14
Stay in a historic home in Old Town, within walking distance of Downtown, the Magnificent Mile, restaurants, bars, bouti ...
From $462 per night (USD)Expedia