
Illinois Rentals
- From $263 per night (USD)
VRBO
🏠 Mid-Century A-Frame Near Galena | Stargaze | Couples Retreat | 1 Bed/1 Bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Little Dipper is a cozy 1-bedroom A-Frame located just 20 minutes from Galena, thoughtfully refreshed with mid-centu ...
From $263 per night (USD)VRBO
- From $216 per night (USD)
Expedia
Grade A Working Class Safe Neighborhood 3BR up to 6 guests. Updated & Best Price
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Located in Burbank, this charming house offers 3 bedrooms with a king, queen, and twin bed. Just a short drive from Chi ...
From $216 per night (USD)Expedia
- From $217 per night (USD)
VRBO
Comfy 2-bedroom apartment with AC, WiFi in Oak Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in Oak Park, this delightful apartment is a brilliant choice for guests seeking a cozy retreat. With 2 bedrooms ...
From $217 per night (USD)VRBO
- From $165 per night (USD)
Expedia
Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony · Sleeps 6
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Experience Chicago like a local from this bright 3rd-floor sanctuary. Located on Damen Ave, you’re steps away from the c ...
From $165 per night (USD)Expedia
- From $399 per night (USD)
VRBO
Two Bedroom Apartment Overlooking Main Street with One Designated Parking Spot
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy the perfect Galena getaway in this beautifully furnished two-bedroom apartment in the heart of historic downtown. ...
From $399 per night (USD)VRBO
- From $366 per night (USD)
Expedia
Charming 3-bedroom farmhouse with beautiful views..newly decorated.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This charming farmhouse in Princeton offers a tranquil escape for guests. With 3 cozy bedrooms including 1 king bed and ...
From $366 per night (USD)Expedia
- From $310 per night (USD)
VRBO
New updated home w/ porch and Fenced yard in DT Libertyville Near Naval Base
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 9
Charming 3BR Libertyville Home | Walk to Downtown | Deck, Porch & Fenced Yard Welcome to your perfect Libertyville retr ...
From $310 per night (USD)VRBO
- From $373 per night (USD)
VRBO
Stylish River North Suites Luxe Comfort Near Chicago’s Best Shopping & Nightlife
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and v ...
From $373 per night (USD)VRBO
- From $544 per night (USD)
VRBO
Luxury West Loop Rentals: Modern Suites w/ City Views & Resort Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in Chicago's vibrant West Loop, Level Fulton Market brings an unparalleled hospitality experience with modern st ...
From $544 per night (USD)VRBO
- From $776 per night (USD)
Expedia
Downtown St. Charles: Walk to Bars & Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
The Victorian Fox is a curated full house rental in Downtown St. Charles, Illinois. The unique space features modern upd ...
From $776 per night (USD)Expedia
- From $291 per night (USD)
VRBO
Chic 2-bedroom apartment with WiFi, AC in lovely Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stay comfortably in Chicago at this 2-bedroom apartment. This charming property features 1 king bed and 1 queen bed, per ...
From $291 per night (USD)VRBO
- From $416 per night (USD)
VRBO
Luxury Meets Comfort: River North Rentals with Chic Style & Prime Chicago Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and v ...
From $416 per night (USD)VRBO
- From $401 per night (USD)
VRBO
Experience the Suite Life in Chicago’s Iconic Old Town – Spacious Stays Await
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
With its historic architecture and tree-lined streets, Chicago’s Old Town is one of the city’s most iconic neighborhoods ...
From $401 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Luxury West Loop Suites: Your Chicago Stay with Modern Comfort & Resort Perks
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in Chicago's vibrant West Loop, Level Fulton Market brings an unparalleled hospitality experience with modern st ...
From $300 per night (USD)VRBO
- From $535 per night (USD)
VRBO
Live the Suite Life: Historic Old Town Chicago Stays with Modern Luxury & Style
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
With its historic architecture and tree-lined streets, Chicago’s Old Town is one of the city’s most iconic neighborhoods ...
From $535 per night (USD)VRBO
- From $387 per night (USD)
VRBO
Chic Stay in River North: Luxury Suites, Top Amenities, Near Arts & Nightlife!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and v ...
From $387 per night (USD)VRBO
- From $3160 per night (USD)
VRBO
Luxurious Old Town Chicago Suites – Perfect for Families & Corporate Stays
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
With its historic architecture and tree-lined streets, Chicago’s Old Town is one of the city’s most iconic neighborhoods ...
From $3160 per night (USD)VRBO
- From $506 per night (USD)
VRBO
Historic Charm & Modern Luxury in Chicago’s Iconic Old Town - Stay Level!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
With its historic architecture and tree-lined streets, Chicago’s Old Town is one of the city’s most iconic neighborhoods ...
From $506 per night (USD)VRBO
- From $295 per night (USD)
VRBO
3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This apartment is the perfect place for relatives who come to the graduation of their sailor. Escape to t ...
From $295 per night (USD)VRBO
- From $514 per night (USD)
Expedia
Driftless Haus | Hot Tub · Fire Pit · 3 King Ensuites | Galena Territory
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Driftless Haus is a three-bedroom, three-bath vacation home in The Galena Territory — just six miles from historic Galen ...
From $514 per night (USD)Expedia
- From $401 per night (USD)
VRBO
Spacious 3 Bedroom 1 Bathroom Rogers Park Town House Budget-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Rogers Park Townhouse—perfect for creating lasting memories with loved ones. 3 Bed Room 1 Bathroom Townhouse in Rogers ...
From $401 per night (USD)VRBO
- From $291 per night (USD)
Expedia
Cozy 1 Bedroom Apt near Logan Sq Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This stylish place to stay is perfect for individuals couples or group trips. Kick back and relax in this calm, newly re ...
From $291 per night (USD)Expedia
- From $118 per night (USD)
VRBO
Charming Newly Updated 3-bed Chicago Apartment. Extended Stay Discount
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our cozy home away from home which offers comfort and practicality. We are pleased to offer a fully furnished ...
From $118 per night (USD)VRBO
- From $330 per night (USD)
VRBO
Quiet 3-bedroom house in amazing Chicago with WiFi & AC. Near Everything!!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This 3-bedroom house in Chicago is perfect for your escape to the Windy City. With 3 queen beds, 1.5 bathrooms featuring ...
From $330 per night (USD)VRBO
- From $136 per night (USD)
VRBO
Bella's Abode : Charming 2-bedroom apartment with AC, WiFi in peaceful Geneseo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Welcome to our charming Victorian apartment, where vintage elegance meets modern comfort. For your convenience, the apar ...
From $136 per night (USD)VRBO
- From $199 per night (USD)
VRBO
Dickson Trails to Adventure, Charming 2-Bedroom House in Vienna
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a cozy stay in this beautifully remodeled 2-bedroom home in Vienna, IL! Perfect for families, couples, hunters, hi ...
From $199 per night (USD)VRBO
- From $181 per night (USD)
VRBO
Relaxing Cabin Near Hiking, Fishing & Lake of Egypt
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Unwind at this beautifully decorated 2-bedroom, 1-bath cabin tucked in a quiet setting just minutes from Lake of Egypt a ...
From $181 per night (USD)VRBO
- From $1265 per night (USD)
Expedia
Luxe Stay @ Trillium Oasis - Golf Sim, Hot Tub, Panoramic General Views
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 14
* Golf Membership - Guests can access our Eagle Ridge Corporate Golf Membership with preferred rates and tee times at Th ...
From $1265 per night (USD)Expedia
- From $241 per night (USD)
VRBO
Black Ridge Cabin LLC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Relax with the whole family in this peaceful setting. Black Ridge Cabin is very secluded and quiet. It is off the road , ...
From $241 per night (USD)VRBO
- From $265 per night (USD)
Expedia
Modern Clean Private Entry Apartment • Free Street Parking • Washer & Dryer
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to our modern private lower-level apartment in Chicago, a comfortable and convenient home base for couples, fami ...
From $265 per night (USD)Expedia
- From $286 per night (USD)
VRBO
Not-So-Tiny Tiny House with High-Speed Internet, 60-inch TV, Deck, and More!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our Happy Little Haven! If you've ever wanted to stay in a (not-so-tiny) tiny house, we've got just the place ...
From $286 per night (USD)VRBO
- From $136 per night (USD)
Expedia
Modern 3BR/2BA Retreat with Deck, Grill, and 2GB Speed WiFi in Chicago!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Visiting Chicago for work, a game or a concert? Reside at this stylish sanctuary in Albany Park to complete your experie ...
From $136 per night (USD)Expedia
- From $717 per night (USD)
VRBO
Home w/ 2 Kitchen & Living Rooms, Near Naval Base!
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 16
Relax with the whole family at this spacious place to stay. Beautiful side by side duplex, perfect for a large family. E ...
From $717 per night (USD)VRBO
- From $163 per night (USD)
VRBO
Serene One BD in Forest Park w/ Parking & Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Discover the perfect blend of small-town charm and big-city convenience in this charming retreat. Nestled in t ...
From $163 per night (USD)VRBO
- From $204 per night (USD)
VRBO
Stylish 4BR/2BA Apartment with Office, Deck, Grill, and 2GB WiFi in Chicago!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Visiting Chicago for work, a game or a concert? Reside at this stylish sanctuary in Albany Park to complete your experie ...
From $204 per night (USD)VRBO
- From $880 per night (USD)
Expedia
Spacious 7 bed W/ 3 living areas Near Naval Base!
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 18
Spacious and updated space with 7 beds and 3 bathrooms, 3 kitchens w/ Keurig Coffee Maker, Crock Pot Slow Cooker, update ...
From $880 per night (USD)Expedia
- From $306 per night (USD)
VRBO
Cozy 3 bedroom in DT Libertyville Near Naval Base!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 8
Charming 3 bed, 1 bath 2 story home with beautiful hardwood floors, large backyard, wood burning fireplace and 2 car gar ...
From $306 per night (USD)VRBO
- From $554 per night (USD)
Expedia
Cozy, Large Home with 6 Bedrooms Near Naval Base!
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 16
This large home with 2 separate units is close to the city and all of its attractions and amenities, but still far enoug ...
From $554 per night (USD)Expedia
- From $313 per night (USD)
VRBO
Spacious Chic 3-BDR Apartment in charming St. Charles for you to Create Memories
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Consider this house your home away from home while you visit Historic St. Charles or Geneva. This delightful property f ...
From $313 per night (USD)VRBO
- From $519 per night (USD)
Expedia
Heidi House-Close to everything 4-bedroom house in delightful Decatur
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Tucked away on a quiet street in Decatur, The Heidi House blends Swedish-American charm with a touch of whimsy—and a few ...
From $519 per night (USD)Expedia
- From $197 per night (USD)
VRBO
Fully-Equipped Suite | Gym Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Only a short trip from the heart of Chicago, this is your perfect home away from home. We can't wait to host you in our ...
From $197 per night (USD)VRBO
- From $209 per night (USD)
Expedia
Air-Conditioned King Suite | Complimentary Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Only a short trip from the heart of Chicago, this is your perfect home away from home. We can't wait to host you in our ...
From $209 per night (USD)Expedia
- From $1127 per night (USD)
VRBO
Spacious A-Frame sleeps 25 on 5 wooded acres with a private fishing pond
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 27
Indulge in tranquility at this unique & peaceful A-Frame hideaway. Tucked away on 5+ acres of lush woodland, this retrea ...
From $1127 per night (USD)VRBO
- From $132 per night (USD)
Expedia
Charming 2-bed Garden condo in beautiful Chicago + WiFi, AC, & private parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
Your cozy getaway awaits in Chicago at this enchanting condo. With 2 welcoming bedrooms featuring queen beds and 2 seren ...
From $132 per night (USD)Expedia
- From $374 per night (USD)
VRBO
Best Place to Unwind! 2 Family and Dog Friendly Units! Walk to Millennium Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $374 per night (USD)VRBO
- From $355 per night (USD)
VRBO
Look No Further! 2 Stylish King Units! Pet-Friendly, Walk to Riverwalk & Dining
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Explore the best of the Windy City from our luxurious River North base with pool This listing is for 2 separate rooms w ...
From $355 per night (USD)VRBO
- From $162 per night (USD)
VRBO
Charming 3-bedroom house with AC, WiFi & Large Backyard
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 9
Large & Spacious Home with 3 Bedrooms and 1 Full Bath. Features 2- Large Family areas for Gatherings. Spacious Backyard ...
From $162 per night (USD)VRBO
- From $162 per night (USD)
VRBO
Luxurious 3 Bedroom Apartment in Chicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Your cozy getaway awaits in Chicago at this fabulous house. With 3 bedrooms including 2 queen beds and 1 sofa bed, this ...
From $162 per night (USD)VRBO
- From $763 per night (USD)
VRBO
Great Relaxing Overnight Stay! 4 Units with City View, Pets Are Welcome!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms. ✦ Each room is ...
From $763 per night (USD)VRBO
- From $639 per night (USD)
Expedia
Modern 4 Bed, 3.5 Bath Home | Near Sox & McCormick
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Modern Elegance Meets Historic Charm! Stunning 4-bed, 3.5-bath fully renovated home in the heart of the historic GAP dis ...
From $639 per night (USD)Expedia
- From $256 per night (USD)
VRBO
Romantic couples getaway in awesome Bluford with WiFi, Fireplace, and Game Room
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Experience Bluford like a local in this delightful 2-bedroom house.Take it easy at this unique and tranquil getaway. Enj ...
From $256 per night (USD)VRBO
- From $164 per night (USD)
Expedia
Midterm Furnished Rental - North Center, Chicago 2Bed 1Bath
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Highly sought-after North Center / St. - Electric sit/stand desk with monitor & keyboard for remote work. - 1 Garage S ...
From $164 per night (USD)Expedia
- From $271 per night (USD)
VRBO
The White House - Close to campus + downtown - lots of room for everyone
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
You'll love staying in this beautifully decorated home, literally in the middle of town and set up to be fun for the who ...
From $271 per night (USD)VRBO
- From $345 per night (USD)
Expedia
River Life Landing - Cozy, Relaxing home along Mississippi River - Grafton, IL
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a riverside retreat in Grafton, Illinois! River Life Landing is a spacious, peaceful, cozy home featuring relaxing ...
From $345 per night (USD)Expedia
- From $515 per night (USD)
VRBO
Spacious 5-bedroom bungalow in welcoming Berwyn
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This 5-bedroom bungalow in Berwyn is perfect for your escape to a tranquil setting. With 3 queen beds and 2 futons, gues ...
From $515 per night (USD)VRBO
- From $464 per night (USD)
VRBO
Better Choice for your Vacation! 2 Relaxing Units with City View, Pets Allowed!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $464 per night (USD)VRBO
- From $382 per night (USD)
VRBO
A Place You'll Surely Enjoy! 2 Relaxing Units with City View, Pet-friendly!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $382 per night (USD)VRBO
- From $572 per night (USD)
VRBO
Come Create Memories w/ Fun-filled Adventures at this Paradise! 3 Relaxing Units
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms. ✦ Each room is ...
From $572 per night (USD)VRBO
- From $159 per night (USD)
VRBO
Better Choice for your Vacation! Short Walk to River North Spots, Pets Allowed!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 235 sq. ft, equipped with complimentary toiletries, TV. ✦ Cl ...
From $159 per night (USD)VRBO
- From $150 per night (USD)
VRBO
Everything You Need For The Perfect Vacation! Pet-friendly Property, King Room!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 255 sq. ft, equipped with complimentary toiletries, TV. ✦ Cl ...
From $150 per night (USD)VRBO
- From $712 per night (USD)
VRBO
The Chicago Hotel Collection Magnificent Mile, 3 Standard King Rooms
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Walk to Magnificent Mile, Navy Pier, parks. Near shops, dining, transit, arts. This listing is for 3 separate rooms wit ...
From $712 per night (USD)VRBO
- From $296 per night (USD)
VRBO
Sleek Downtown Retreat by Chicago’s Mag Mile @ The Chicago Hotel Collection
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Walk to Magnificent Mile, Navy Pier, parks. Near shops, dining, transit, arts. This listing is for a room within a hote ...
From $296 per night (USD)VRBO
- From $281 per night (USD)
VRBO
The Chicago Hotel Collection, Mag Mile, Deluxe Double Queen - Premium Option
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Walk to Magnificent Mile, Navy Pier, parks. Near shops, dining, transit, arts. This listing is for a room within a hote ...
From $281 per night (USD)VRBO
- From $202 per night (USD)
VRBO
Upscale City Center Stay | Prime Locale | City Views | Pets Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Walk to Magnificent Mile, Navy Pier, parks. Near shops, dining, transit, arts. This listing is for a room within a hote ...
From $202 per night (USD)VRBO
- From $193 per night (USD)
VRBO
Furry Friends Welcome! Nightly, Weekly & Long‑Term Stays
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
This pet‑friendly short‑term rental is perfect for travel nurses, construction workers, and leisure travelers looking fo ...
From $193 per night (USD)VRBO
- From $716 per night (USD)
Expedia
Beautiful updated 5 bedroom house Near Naval Base!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
Beautiful newly remodeled 3-story 5 bedroom house walking distance to amazing downtown Libertyville area with multiple r ...
From $716 per night (USD)Expedia
- From $266 per night (USD)
VRBO
Suite Success • Business Class Living • Sleeps 4
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your extended-stay retreat in the heart of Chicago’s South Loop. Whether you’re here for work, relocating to ...
From $266 per night (USD)VRBO
- From $517 per night (USD)
VRBO
Penthouse Paradise •Executive Elegance • Elevated Amenities • Sleeps 6
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Experience Elevated Urban Luxury in Chicago’s South Loop: Welcome to your home away from home—a sprawling, sun-drenched ...
From $517 per night (USD)VRBO
- From $601 per night (USD)
VRBO
Charming upper level of 3-bedroom house in Grafton, IL
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Stay comfortably in Grafton at this 3-bedroom house, on the Upper Level. We offer to rent the upper level and lower leve ...
From $601 per night (USD)VRBO
- From $236 per night (USD)
Expedia
Romantic Cottage w/ Hot Tub & Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
SLEEPING ARRANGEMENTS: Bedroom- King Bed (The bedroom does not have doors- please review photos) THE LAYOUT Open layou ...
From $236 per night (USD)Expedia
- From $1381 per night (USD)
VRBO
Luxury 5BR Family Getaway – Heated Pool, Hot Tub, Fire pit, Game Room,
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Step into this upscale residence with a touch of castle-like charm, featuring a massive heated 40-ft pool, outdoor hot t ...
From $1381 per night (USD)VRBO
- From $269 per night (USD)
VRBO
Spacious 5-bedroom 2-bathroom available for Homestead Festival near Princeton!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Enjoy the calm and quiet of Bureau County’s farmland at Ruthie’s farmhouse Inn! Relax while watching the sunrise with a ...
From $269 per night (USD)VRBO
- From $261 per night (USD)
VRBO
Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your home away from home! This 3-bedroom, 1-bath space is designed for comfort, relaxation, and convenience. ...
From $261 per night (USD)VRBO
- From $168 per night (USD)
Expedia
Cozy Quiet Water front Cabin for the perfect get away. 5 minutes from town.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy Kayaking, fishing or swimming right in back yard. Have a boat? Boat ramp is 5 minutes away pull right up to beach ...
From $168 per night (USD)Expedia
- From $202 per night (USD)
VRBO
The Chicago Hotel Collection, Standard Double Queen with City Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Walk to Magnificent Mile, Navy Pier, parks. Near shops, dining, transit, arts. This listing is for a room within a hote ...
From $202 per night (USD)VRBO
- From $1519 per night (USD)
VRBO
Baker Hill, A Country Getaway for the Whole Family!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 25
NEW INGROUND POOL FOR SUMMER 2026! Welcome to Baker Hill, your serene getaway nestled in the heart of Manhattan, IL. Thi ...
From $1519 per night (USD)VRBO
- From $100 per night (USD)
VRBO
Blueground | Greektown, bbq, gym, nr Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this cozy one bedroom Blueground apartment. You’ll love coming hom ...
From $100 per night (USD)VRBO
- From $408 per night (USD)
Expedia
Navvy Town Neighborhood at Heritage Harbor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to KickapooNavvy Town • Heritage Harbor Marina Resort • Managed by Harbor Inn Vacation RentalsEscape to Kickapoo ...
From $408 per night (USD)Expedia
- From $492 per night (USD)
VRBO
Spacious 4-bedroom house in amazing Des Plaines with WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
This Des Plaines house boasts 4 inviting bedrooms, including 1 king bed, 2 queen beds, 1 bunk bed, and 1 futon. With 2 b ...
From $492 per night (USD)VRBO
- From $206 per night (USD)
VRBO
Parkview Beardstown Home with a View 3-Bedroom, WiFi, A/C, Full Kitchen & Dining
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 9
Parkview gives you hotel convenience with the comfort of home. Our rooms are stocked with everything you will need for y ...
From $206 per night (USD)VRBO
- From $167 per night (USD)
VRBO
Charming 1-bedroom apartment with WiFi, AC in Glenview, great school district
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover this 1-bedroom gem in Glenview. This pleasant apartment offers WiFi, coin laundry, and more for your convenienc ...
From $167 per night (USD)VRBO
- From $385 per night (USD)
Expedia
Eagles Crossing is a Newly Renovated 3-Bed Farmhouse with a Large Deck & Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
THE FARMHOUSE Eagles Crossing, located in Anna, IL, was the original farmhouse in the Hickory Lake subdivision. Its nam ...
From $385 per night (USD)Expedia
- From $353 per night (USD)
VRBO
Bright Vintage U of C Center Condo with WiFi, AC in enjoyable Chicago
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Your Chicago adventure begins at this delightful 3-bedroom condo. With 3 queen beds, 2 futons, and 3 bathrooms featuring ...
From $353 per night (USD)VRBO
- From $370 per night (USD)
VRBO
Charming Hinsdale Home with Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Discover this marvelous 4-bedroom gem in Hinsdale. This cool house features 3 queen beds, WiFi, AC, a washing machine, h ...
From $370 per night (USD)VRBO
- From $133 per night (USD)
VRBO
Cozy King + Queen Suite | Near Golf, Lake & Marina
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to A&D Rise Getaways @ Rise Lodge 2, a cozy and stylish apartment-style suite located beneath the DC Rise Real E ...
From $133 per night (USD)VRBO
- From $133 per night (USD)
Expedia
Spacious Suite w/ 2 King Beds | Near Trails, Lake & Golf
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to A&D Rise Getaways @ Rise Lodge 1, a cozy and stylish apartment-style suite located beneath the DC Rise Real E ...
From $133 per night (USD)Expedia
- From $224 per night (USD)
VRBO
Full Retreat 2 Motel Style Rooms l 4 beds | Noon CheckIn
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to A&D Rise Getaways @ Rise Lodge, a cozy and stylish motel-style stay nestled beneath the DC Rise Real Estate a ...
From $224 per night (USD)VRBO
- From $287 per night (USD)
Expedia
Charming 2-bedroom apartment in fabulous Westchester with AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Your home away from home in Westchester with 2 bedrooms. This awesome apartment features 1 full bed, 1 bunk bed, a cozy ...
From $287 per night (USD)Expedia
- From $253 per night (USD)
VRBO
KOOPERS LANDING TREEHOUSE-Brand New build! Casino, Wine trails, National Parks
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to the pines at Koopers Landing! This newly built treehouse offers a private getaway and a home town feel all in ...
From $253 per night (USD)VRBO
- From $230 per night (USD)
Expedia
Charming 1-bedroom apartment in fabulous Downtown Galena with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover this brilliant 1-bedroom gem in Galena. This terrific apartment features a cozy living room with additional ful ...
From $230 per night (USD)Expedia
- From $581 per night (USD)
VRBO
Elegant Escape by Downtown Burr Ridge with an easy access to Chicago Landmarks
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Nestled just 0.5 miles from Walker Park and the Edgewood Valley Country Club, this stunning home offers the perfect blen ...
From $581 per night (USD)VRBO
- From $364 per night (USD)
VRBO
Spacious 3-bedroom apartment near downtown, FREE PARKING
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to you home away from home! This bright and cozy space is perfectly located in Tri-Taylor neighborhood just 10mi ...
From $364 per night (USD)VRBO
- From $375 per night (USD)
VRBO
Romantic Galena Retreat: Themed Rooms & Heated Pool | 3 Units
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Experience the historic charm of Galena, Illinois, at Stoney Creek Inn. Nestled in the rolling hills, our inn is perfect ...
From $375 per night (USD)VRBO
- From $201 per night (USD)
VRBO
Whirlpool, Living Room with Dry Bar, Theme Suite, Stoney Creek Galena
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience the historic charm of Galena, Illinois, at Stoney Creek Inn. Nestled in the rolling hills, our inn is perfect ...
From $201 per night (USD)VRBO
- From $381 per night (USD)
VRBO
Upscale 4BR Retreat: Wicker Park
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Welcome to your spacious 4-bedroom getaway in the heart of Wicker Park—Chicago’s most vibrant and eclectic nei ...
From $381 per night (USD)VRBO
- From $361 per night (USD)
VRBO
Spacious 4BR Near Wicker Park
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Welcome to this spacious and inviting 2-level apartment—perfect for families or groups! This bright and spacio ...
From $361 per night (USD)VRBO
- From $257 per night (USD)
VRBO
Paradise 1BR Apt in Lincoln Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Experience the perfect blend of comfort and style in this thoughtfully designed space, created to offer you a ...
From $257 per night (USD)VRBO
- From $275 per night (USD)
VRBO
Furnished 3BR Apt w/ Laundry
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: We've set up our 3-bedroom apartment to be as comfy and welcoming as possible—like a little home away from hom ...
From $275 per night (USD)VRBO
- From $263 per night (USD)
VRBO
Cozy 3BR Gem in North Center
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: This spacious and stylish 3-bedroom gem is perfect for families, groups, or business travelers seeking comfort ...
From $263 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Spacious 4BR Townhouse | Garage & Pickleball Court
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to our spacious and comfortable 4-bedroom home! This is the ideal getaway for families, large groups, ...
From $350 per night (USD)Expedia




































































































