
Illinois Rentals
- From $162 per night (USD)
VRBO
Cozy & Serene 1BR Escape
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Our charming 1-bedroom apartment features a comfortable living area, a fully equipped kitchen, a bedroom, and ...
From $162 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Close to Naperville:4BR Home + Parking, Pickleball
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Make yourself at home in this spacious, fully furnished 4-bedroom townhouse, ready to go. It also comes with a ...
From $350 per night (USD)VRBO
- From $376 per night (USD)
VRBO
3BR | Complete & Well-Located Apt in Hyde Park
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Spacious and comfortable 3BR apartment in the heart of Hyde Park. This fully equipped and thoughtfully furnish ...
From $376 per night (USD)VRBO
- From $266 per night (USD)
VRBO
Sleek Style 3BR Haven - Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: A modern home that’s both stylish and practical, offering comfort and everyday ease. Spacious 3-Bedroom Lay ...
From $266 per night (USD)VRBO
- From $372 per night (USD)
VRBO
Modern 4BR Rogers Park Stay Near Loyola
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Gather your group and enjoy a comfortable Chicago stay just minutes from Loyola University, Lake Michigan beac ...
From $372 per night (USD)VRBO
- From $665 per night (USD)
Expedia
Spacious 5-bedroom house great for large groups
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Light and airy custom built home across from Humboldt Park with expansive views of the Humboldt Park pond/lake. Spacious ...
From $665 per night (USD)Expedia
- From $1976 per night (USD)
VRBO
Large Lakefront Retreat on Pistakee Lake - 6BR/3.5BA
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 16
Welcome to your private lakefront escape in McHenry, IL on Pistakee Lake, perfectly situated near Fox Lake and the renow ...
From $1976 per night (USD)VRBO
- From $321 per night (USD)
Expedia
A chic second-floor plant-filled retreat in Chicago's Logan Square neighborhood.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the charm of this Logan Square Greystone apartment, a chic second-floor plant-filled retreat in Chicago's vib ...
From $321 per night (USD)Expedia
- From $355 per night (USD)
VRBO
Charming 3-bedroom cottage with WiFi and AC in beautiful Geneva
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Geneva is waiting for you at this 3-bedroom cottage. This fabulous property boasts 1 king bed, 1 sofa bed, and 1 queen b ...
From $355 per night (USD)VRBO
- From $420 per night (USD)
Expedia
Experience a 3 bedroom historic apartment Rock Island, IL
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in Rock Island, IL, this historic 3 bedroom apartment offers a transformative living experience, blending timele ...
From $420 per night (USD)Expedia
- From $230 per night (USD)
VRBO
Charming 2-bedroom apartment in fabulous Chicago with WiFi, Game Space
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to your perfect Chicago getaway! A stylish & spacious Chicago stay perfect for families, friends, couples & busi ...
From $230 per night (USD)VRBO
- From $336 per night (USD)
Expedia
Serene Oasis Near Rock River | MGM Collection
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your tranquil retreat in Rockford`s charming north side! Nestled in a peaceful residential neighborhood, our ...
From $336 per night (USD)Expedia
- From $335 per night (USD)
VRBO
Lakeside Fun and Entertainment!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This four bed, three bath home has everything you'll need to enjoy your time at The Lake of Egypt. Equipped with a canoe ...
From $335 per night (USD)VRBO
- From $909 per night (USD)
Expedia
1/2 mile to NU, 5min walk to Lake, Swim Spa Pool
- Bedrooms:
- 4
- Bathrooms:
- 1
- Sleeps:
- 9
Welcome to one of Evanston`s most distinctive homes, nestled in the historic neighborhood. This spacious 5-bedroom retre ...
From $909 per night (USD)Expedia
- From $219 per night (USD)
VRBO
Galena Territory | 2BR/2BA Townhome w/ Fireplace & Scenic Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this cozy 2-bedroom, 2-bath townhome in The Galena Territory—perfect for relaxing, reconnecting, and enjoying ...
From $219 per night (USD)VRBO
- From $92 per night (USD)
VRBO
Blueground | Elmhurst, pool, nr Elmhurst Art Museum
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this charming Elmhurst furnished one bedroom apart ...
From $92 per night (USD)VRBO
- From $810 per night (USD)
VRBO
Beautiful Water Front Homes With Lake/ Dock Access
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 20
Bring the whole family...and someone else's! These neighboring homes sit in Chapman Cove on The Lake of Egypt. Waterfron ...
From $810 per night (USD)VRBO
- From $345 per night (USD)
VRBO
3BR Spacious Apartment in Chicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Spacious 3BR/1BA home in vibrant Rogers Park—perfect for up to 6 guests. Enjoy 900 sq ft of bright, comfortable ...
From $345 per night (USD)VRBO
- From $1071 per night (USD)
VRBO
Grafton home located off main street.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Rafton Inn 3! Newly listed as of May 2025, This cozy little home is nestled on a hill that allows a distant ...
From $1071 per night (USD)VRBO
- From $1738 per night (USD)
Expedia
Exclusive Group Getaway in Vibrant West Loop
- Bedrooms:
- 8
- Bathrooms:
- 9
- Sleeps:
- 22
Summary: 'The Cubist' is the ultimate destination for your group's special occasion, offering four luxurious apartments ...
From $1738 per night (USD)Expedia
- From $353 per night (USD)
VRBO
Dog Friendly, Steps to Golf, Access to Pools! Adorable Inside and Out!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
<p>This fabulous, dog friendly, 2 bedroom, 2 bath townhome is just steps from the South Golf Course (1 of 4 golf courses ...
From $353 per night (USD)VRBO
- From $236 per night (USD)
Expedia
Rendelman Orchard's Farm Stay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Stay at The Cottage at Rendleman Orchards, a remodeled 2BR historic farm home on an 800-acre orchard. Enjoy queen beds, ...
From $236 per night (USD)Expedia
- From $271 per night (USD)
VRBO
NEW Eco Stay by UChicago, Lakefront & Hyde Park!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy comfort and sustainability in this beautifully designed South Side retreat. Located in a modern, solar-powered gre ...
From $271 per night (USD)VRBO
- From $581 per night (USD)
Expedia
Brand-New West Loop 3BR + City Views for Families
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: Experience brand-new luxury at 'The Lyric,' a stunning 3BR in in West Loop’s vibrant Fulton District. You' ...
From $581 per night (USD)Expedia
- From $93 per night (USD)
VRBO
Blueground | Elmhurst, pool, nr Elmhurst Art Museum
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Elmhurst furnished one bedroom apartm ...
From $93 per night (USD)VRBO
- From $401 per night (USD)
Expedia
The Prestige: Designer 3BR/2BA in Prime Location
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to The Prestige- where luxury meets comfort. This spacious 3-bed, 2-bath condo sleeps 8 (3 king beds & 1 pull-ou ...
From $401 per night (USD)Expedia
- From $256 per night (USD)
VRBO
Luxury Unit with Rooftop Lounge & Spectacular City Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 248 sq. ft, equipped with complimentary toiletries, TV. ✦ Cl ...
From $256 per night (USD)VRBO
- From $122 per night (USD)
Expedia
Charming 2-Bedroom Apt. King Bed, Desk, Fast WiFi, A/C, Near Hospitals
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy comforts of home in this recently updated, 1st floor, private 2-bedroom condo in the SW Chicago Suburbs. We offer ...
From $122 per night (USD)Expedia
- From $604 per night (USD)
VRBO
Galena Home with Golf Course View
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
This 5-bedroom, 6-beds home. It accommodates up to 12 people. We are family-friendly and dog-friendly. -6 Person hot t ...
From $604 per night (USD)VRBO
- From $393 per night (USD)
VRBO
Cozy 3BR Home – Family-Friendly, Near Schaumburg
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your cozy retreat in Streamwood, IL. This inviting and thoughtfully home is perfect for families, business tr ...
From $393 per night (USD)VRBO
- From $1073 per night (USD)
VRBO
Stunning Waterfront Rooftop in Heritage Harbor Sleeps 10-11!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
Welcome to the Coast Carpe Diem! A stunning coastal-style retreat nestled along the harbor front with 360 degree roofto ...
From $1073 per night (USD)VRBO
- From $467 per night (USD)
Expedia
Eagle's Nest: 3 Bedroom Home in The Galena Territory
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the EAGLE'S NEST. Views for miles! Bright and airy 4 bed, 2 bath Galena Territory retreat that offers absolu ...
From $467 per night (USD)Expedia
- From $221 per night (USD)
VRBO
1 Bedroom, 1 bath Condo in The Galena Territory
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the heart of the resort core you will find this lovely Long Bay Point Condo. It's located just a short distan ...
From $221 per night (USD)VRBO
- From $963 per night (USD)
Expedia
Guest suite sleeps 19 with 7 bedrooms just 10 miles from the U of I!!
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 18
Get ready to relax in this enchanting 4,000 sq foot 7-bedroom suite in Saint Joseph. With two king beds, one sofa bed, t ...
From $963 per night (USD)Expedia
- From $511 per night (USD)
VRBO
4 bedroom, 4 bath house with multiple living areas in Galena Territory
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to a lovely 4-bedroom, 4 bath house in Galena Territory. This delightful property features 3 king beds, 2 twin be ...
From $511 per night (USD)VRBO
- From $967 per night (USD)
Expedia
Wembley Place Estate/Indoor Pool/Hot Tub/Game Room
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 18
Summary: Experience unmatched luxury in this stunning 8,000+ sq ft estate featuring soaring 9-ft ceilings and endless e ...
From $967 per night (USD)Expedia
- From $321 per night (USD)
VRBO
Come experience The Lake Shore!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Come experience the Lake Shore! A corporate apartment that boast comfort, class and the PERFECT location to explore any ...
From $321 per night (USD)VRBO
- From $497 per night (USD)
Expedia
Hot Tub 2-BDRM, 2 full bath all comforts of home in Galena countryside
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Cozying up to a fire or soaking in the hot tub next to a firepit is exactly what you need. Our fully renovated historic ...
From $497 per night (USD)Expedia
- From $207 per night (USD)
VRBO
Charming Cozy 2BR Haven w/Crib Near Hip WickerPark
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
2B1B unit for 6 people plus a crib. Great West Wicker Park location (in coveted 60622 area code) just 0.9 miles from Dam ...
From $207 per night (USD)VRBO
- From $253 per night (USD)
Expedia
Cute & Cozy, 1bd Condo Apartment/townhouse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy a stylish experience at this centrally-located place. Unique split-level 1-bedroom condo with modern upgrades, sta ...
From $253 per night (USD)Expedia
- From $426 per night (USD)
VRBO
Lovely Garden Set up is Perfect for Your Morning Coffee or a Drink After Some Great Blues Music at Kingston Mines by AllSet Turnover
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This perfectly located 2 BD/2 BA unit is waiting for you to call it home for your trip to gorgeous Lincoln Park! Make y ...
From $426 per night (USD)VRBO
- From $197 per night (USD)
Expedia
Lower level luxury
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover Chicago like a true local in this stylish 2-bedroom lower-level retreat. Perfect for small groups, this tranqui ...
From $197 per night (USD)Expedia
- From $202 per night (USD)
VRBO
1 GB Wi-Fi, 1 Reserved Parking Space, Sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Stay in this modern 1BR, 1BA apartment in Lakeview, Chicago, perfect for families, friends, or groups of up to ...
From $202 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Cozy Condo, Sleeps 2!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Stay in the heart of Old Town, Chicago at this stylish 1-bedroom, 1-bathroom condo with a king bed, in-unit la ...
From $300 per night (USD)Expedia
- From $274 per night (USD)
VRBO
Stylish Sleeps 6 1 Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Stay in this modern 2BR, 1BA apartment in Lakeview, Chicago, perfect for families, friends, or groups of up to ...
From $274 per night (USD)VRBO
- From $359 per night (USD)
Expedia
Golf Course Oasis·Hot Tub·Family Fun·Club Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
★ Golden Tee Arcade • Private Hot Tub • Premium King Mattresses • Right on the Fairway ★ Relax, play, and unwind at Seve ...
From $359 per night (USD)Expedia
- From $221 per night (USD)
VRBO
Right off of Main St in Robinson
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Need a simple, clean, and cozy place to stay in Robinson? You'll have the whole place to yourself! 2 Queen Beds, TV with ...
From $221 per night (USD)VRBO
- From $378 per night (USD)
Expedia
Stylish 3BR Home with Arcade Games Lounge - with private driveway parking.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to this delightful house in Broadview. With a full basement full of playtime arcade machines and three cozy bedr ...
From $378 per night (USD)Expedia
- From $206 per night (USD)
VRBO
Beautiful Remodeled 3 Bedroom Home Just Outside of St. Louis
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our updated and spacious 3-bedroom split-level home in Granite City! The unique lay-out of this home includes ...
From $206 per night (USD)VRBO
- From $138 per night (USD)
Expedia
Modern 2BR Apartment in Medical District
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy your stay in this spacious, fully furnished 2-bedroom, 1.5-bath apartment in Chicago’s Medical District. With two ...
From $138 per night (USD)Expedia
- From $184 per night (USD)
VRBO
Spacious 4-bedroom house in Palatine with hot tub, firepit, and pool table
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Discover this 4-bedroom house in Palatine. Guests will enjoy the entire main floor of this ranch house. They will find a ...
From $184 per night (USD)VRBO
- From $283 per night (USD)
VRBO
2 Comfortable Suites Perfect for Families & Groups
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 12
Our accommodations offer comfort and convenience with separate living areas and in-room amenities like a mini-fridge, mi ...
From $283 per night (USD)VRBO
- From $149 per night (USD)
VRBO
O'Hare Suite Perfect for Families w/ Free Breakfast & Onsite Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Our accommodations offer comfort and convenience with separate living areas and in-room amenities like a mini-fridge, mi ...
From $149 per night (USD)VRBO
- From $278 per night (USD)
VRBO
2 Clean Suites Ideal for Groups & Families + Convenient Airport Access Nearby
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 12
Our accommodations offer comfort and convenience with separate living areas and in-room amenities like a mini-fridge, mi ...
From $278 per night (USD)VRBO
- From $149 per night (USD)
VRBO
Contemporary Suite Near Rosemont Theater, w/ Free Breakfast & Onsite Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Our accommodations offer comfort and convenience with separate living areas and in-room amenities like a mini-fridge, mi ...
From $149 per night (USD)VRBO
- From $278 per night (USD)
VRBO
Relax in 2 Family-Friendly Suites w/ Heated Pool & Hot Breakfast Near Airport
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Our accommodations offer comfort and convenience with separate living areas and in-room amenities like a mini-fridge, mi ...
From $278 per night (USD)VRBO
- From $149 per night (USD)
VRBO
Enjoy A Clean & Quiet Suite w/ Kitchenette & Pool | Minutes from O'Hare Airport
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our accommodations offer comfort and convenience with separate living areas and in-room amenities like a mini-fridge, mi ...
From $149 per night (USD)VRBO
- From $283 per night (USD)
VRBO
Experience Quiet Comfort in 2 Family-Friendly Suites w/ Pool & Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Our accommodations offer comfort and convenience with separate living areas and in-room amenities like a mini-fridge, mi ...
From $283 per night (USD)VRBO
- From $149 per night (USD)
VRBO
Modern Suite w/ Free Breakfast & Onsite Pool Near Cumberland CTA Station
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our accommodations offer comfort and convenience with separate living areas and in-room amenities like a mini-fridge, mi ...
From $149 per night (USD)VRBO
- From $348 per night (USD)
Expedia
Wrigleyville Retreat • 1BR • Sleeps 6 • Full Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Ruby's Garden is a modern 1BR Near Wrigley Field • 1 Block from the Stadium Sleeps 6 • Full Kitchen • AC • Perfect for S ...
From $348 per night (USD)Expedia
- From $435 per night (USD)
VRBO
Spacious 5BR 2BA Berwyn Home
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Bring the whole family to this great place with lots of room for fun. Welcome to this gorgeous fully rehabbed ...
From $435 per night (USD)VRBO
- From $268 per night (USD)
Expedia
Near Chicago - Sleeps 10 - Westchester
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 10
Summary: 2-bedroom unit in Westchester and room for up to 10 — just 20 minutes from downtown Chicago. *2 bunk beds ( ...
From $268 per night (USD)Expedia
- From $781 per night (USD)
VRBO
Exclusive 40 acre retreat w/ Pool & Hot Tub!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Your arrival at `The Farm` begins when you pull into the long, private drive lined with stately maple trees. As you roun ...
From $781 per night (USD)VRBO
- From $141 per night (USD)
Expedia
Clay Street Retreat Entire home in Clinton, Illinois
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay comfortably in Clinton at this 1-bedroom house. The charming space features a queen bed and a sofa bed, perfect for ...
From $141 per night (USD)Expedia
- From $871 per night (USD)
VRBO
3 Bed, 2 Bath Spacious Galena Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to this scenic 3-bedroom, 2-bath retreat in The Galena Territory, where panoramic views, a private hot tub, and p ...
From $871 per night (USD)VRBO
- From $428 per night (USD)
Expedia
Bright 3 BR Wicker Park Loft. 5Beds + 2 parking. 4-min walk to Damen Blue Line!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your bright, design-forward home base in the heart of Wicker Park. This spacious 3-bedroom retreat sleeps gro ...
From $428 per night (USD)Expedia
- From $817 per night (USD)
VRBO
Beautiful, Spacious 3BR Ukrainian Village Home w/ Deck, Garage & Room for Groups
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to a spacious, beautifully furnished home in the heart of Ukrainian Village, designed for families, groups, wedd ...
From $817 per night (USD)VRBO
- From $327 per night (USD)
Expedia
Your Logan Square Oasis with Lush Outdoor Haven!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Catalpa Court -- located in the heart of Chicago's beautiful Logan Square neighborhood :) Bright and spaciou ...
From $327 per night (USD)Expedia
- From $290 per night (USD)
VRBO
Spacious 2BR - 10 mins from Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your home away from home in Chicago — just 10 minutes from downtown! We’re conveniently located right by the ...
From $290 per night (USD)VRBO
- From $1604 per night (USD)
Expedia
1 Mi to Metra: Estate w/ Theater, Game Room & More
- Bedrooms:
- 7
- Bathrooms:
- 4
- Sleeps:
- 8
Wolf & Sub-Zero Appliances | 9,500 Sq Ft | 2 Mi to Glen Town Center Designed for memorable group stays, this Northbrook ...
From $1604 per night (USD)Expedia
- From $708 per night (USD)
VRBO
Parisian Inspired Escape - Close to Town & NU
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your Parisian-inspired Evanston retreat, where curated art, design books, and stylish details meet modern com ...
From $708 per night (USD)VRBO
- From $293 per night (USD)
Expedia
Modern Cozy Retreat by O’Hare
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your modern Des Plaines retreat! This stylish home offers a bright open layout, fast WiFi, fully equipped kit ...
From $293 per night (USD)Expedia
- From $220 per night (USD)
VRBO
Two Little Birds • 2 Studios • Firepit • Lake
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Two Little Birds was designed for connection, comfort, and FUN. You’ll have access to two separate private studios, eac ...
From $220 per night (USD)VRBO
- From $465 per night (USD)
Expedia
The Brass Key Residence
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Step into The Brass Key Residence, a thoughtfully curated vintage-inspired home filled with antique treasures, timeless ...
From $465 per night (USD)Expedia
- From $132 per night (USD)
VRBO
Park Views, Quality Furniture & Central Location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 50
Comfortable furniture, well thought out kitchen and bathroom and the cozy queen size Nectar Hyrbid mattress in the bedro ...
From $132 per night (USD)VRBO
- From $142 per night (USD)
Expedia
Haven Suite- Modern 1BR Near Gurnee Mills, Six Flags, Naval Base, Area Hospitals
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Unwind in a peaceful, stylish retreat designed for quiet comfort and effortless stays. This modern lower-level apartment ...
From $142 per night (USD)Expedia
- From $1329 per night (USD)
VRBO
Massive Queen Anne Mansion for your whole family to stay!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
This is your chance to stay in a historic Chicago mansion. This beautiful Queen Anne style mansion has an abundance of c ...
From $1329 per night (USD)VRBO
- From $420 per night (USD)
Expedia
Designer Loft 4E | Heart of Gold Coast/River North
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Summary: BRAND NEW APARTMENT IN THE HEART OF RIVER NORTH & GOLD COAST! Enjoy your designer styled unit located in Ch ...
From $420 per night (USD)Expedia
- From $422 per night (USD)
VRBO
Designer Loft 3E | Heart of Gold Coast/River North
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: BRAND NEW APARTMENT IN THE HEART OF RIVER NORTH & GOLD COAST! Enjoy your designer styled unit located in Ch ...
From $422 per night (USD)VRBO
- From $94 per night (USD)
Expedia
Historical Apartment located on Franklin Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Comfortable furniture, well thought out kitchen, large walk in shower, and the cozy Nectar Hybrid mattress will have you ...
From $94 per night (USD)Expedia
- From $368 per night (USD)
VRBO
Spacious Apt | 4 Queen Beds | Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Modern Chicago apartment in a quiet residential neighborhood, perfect for 8 guests. Features a full kitchen, high-speed ...
From $368 per night (USD)VRBO
- From $383 per night (USD)
Expedia
3-bedroom house in delightful Aurora with cool AC and comfort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in Aurora, this beautiful house offers a comfortable retreat for guests seeking a relaxing getaway. With three b ...
From $383 per night (USD)Expedia
- From $448 per night (USD)
VRBO
Luxury Retreat in Normal, IL - Movie Theater, Game Room & Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
Welcome to Normal, Proudly Hosted by Together Oasis Homes. Located across from Shepard Park in a peaceful neighborhood ...
From $448 per night (USD)VRBO
- From $157 per night (USD)
Expedia
Tremendous 2-bedroom bungalow with AC in charming Springfield
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This 2-bedroom bungalow is perfect for your escape to Springfield. Guests will find a nice queen bed and a twin bed, mak ...
From $157 per night (USD)Expedia
- From $1756 per night (USD)
VRBO
Bohome Reserve: Chicago Wicker Park • Sauna • Chef's Kitchen • Outdoor Lounging
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Designer, plant-infused 4BR/3.5BA home in Wicker Park—crafted for retreat, work, and play. Unwind in the private sauna, ...
From $1756 per night (USD)VRBO
- From $478 per night (USD)
Expedia
Spacious 4BR; 2.5BR; en-suite;FL basement;appliances;central air& heat included!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Make yourself at home in this 4-bedroom Chicago townhome retreat. Each bedroom features a comfortable queen bed, perfect ...
From $478 per night (USD)Expedia
- From $228 per night (USD)
VRBO
Garden Getaway ADU in Historic Blue Island
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Classic Blue Island Stay Near the Metra If you're planning to explore the Chicago area but want to stay somewhere with ...
From $228 per night (USD)VRBO
- From $257 per night (USD)
Expedia
Luxury Cozy Stay-Near Six Flags, Navy Base
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Experience refined comfort in our newly renovated 2BR retreat. Minutes from Six Flags, Gurnee Mills, Naval Station, and ...
From $257 per night (USD)Expedia
- From $454 per night (USD)
VRBO
King Bed: Deck w/Grill: Fireplace: Smart TVs: Pool + Gym Access: EV Level 2
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This charming retreat offers a perfect blend of rustic charm and modern comfort. Enjoy stunning forest views, stargazing ...
From $454 per night (USD)VRBO
- From $190 per night (USD)
Expedia
Pet-Friendly Wooded Villa w/ Fireplace, Pool & Club Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Pet friendly w/a fee · Fireplace · Pool access (indoor year-round, outdoor seasonal) · Fast 500 Mbps Wi-Fi · 2 bed · 2 b ...
From $190 per night (USD)Expedia
- From $556 per night (USD)
VRBO
4BR Downtown Retreat | Free Street Parking
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Charming Chicago retreat in quiet Bridgeport. This modern 4-bedroom apartment, featuring queen beds, 2 full baths, and a ...
From $556 per night (USD)VRBO
- From $741 per night (USD)
Expedia
Superb 6-bedroom house on Lake of Egypt. The view is beautiful.
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 15
Experience Lake of Egypt in this awesome 6-bedroom house. With 4 bathrooms, everyone has plenty of space to get ready co ...
From $741 per night (USD)Expedia
- From $162 per night (USD)
VRBO
Wonder Lake Extended-Stay Furnished 30-Day+ Waterfront Estate
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The Lake Shore House at Wonder Lake - `Luxury Lakefront Living. Extended Stays Elevated.` A 4BR/3BA Luxury Wonder Lake W ...
From $162 per night (USD)VRBO
- From $336 per night (USD)
Expedia
Ravenswood Loft - Peaceful 2-bedroom apartment in vibrant Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Charming 2BR in Ravenswood Manor! This cozy, sunlit apartment sleeps 6 and features 2 bedrooms, 1 bath, a full kitchen, ...
From $336 per night (USD)Expedia
- From $157 per night (USD)
VRBO
Charming pet friendly bed & breakfast with Washer/Dryer and King size Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Your cozy getaway awaits in Belleville at this adorable bed & breakfast. Guests can relax in two inviting living rooms, ...
From $157 per night (USD)VRBO
- From $351 per night (USD)
Expedia
Modern Spacious Retreat with Fast Wi-Fi, Yard & Workspace - 4BR and 2 Full Bath
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your comfortable home away from home! This modern 4-bedroom retreat sleeps up to 8 guests and is fully equipp ...
From $351 per night (USD)Expedia
- From $416 per night (USD)
VRBO
Large and conveniently located
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Located in Chicago, enjoy what this 3-bedroom apartment has to offer. The space features one king bed and two queen beds ...
From $416 per night (USD)VRBO
- From $306 per night (USD)
Expedia
Historic Brick Home Near River & Downtown!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
Step back in time at this beautifully preserved 1878 brick home in the heart of Savanna, where historic charm meets mode ...
From $306 per night (USD)Expedia
- From $232 per night (USD)
VRBO
Downtown Comfort – 4 Guests & Basement
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a cozy, family‑friendly stay just minutes from downtown. This 2‑bedroom home sleeps up to 4 guests and offers a br ...
From $232 per night (USD)VRBO
- From $263 per night (USD)
Expedia
The Archer Homestead
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy a quiet country vibe on the west side of Springfield—just minutes from it all. This home features a brand-new kitc ...
From $263 per night (USD)Expedia




































































































