Edgewater (Chicago) Rentals
- From $293 per night (USD)
VRBO
Historic Andersonville Coach House.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Historic Coach House in the quaint Andersonville neighborhood of Chicago. Walking distance to Hollywood Beach, coffee sh ...
From $293 per night (USD)VRBO
- From $168 per night (USD)
VRBO
Retro Apartment in Andersonville
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to a colorful paradise in one of Andersonville's best-kept vintage buildings. Located on the ground floor, full o ...
From $168 per night (USD)VRBO
- From $328 per night (USD)
VRBO
The entire FLAT. Stay Like You Own! Central AIR. TWO FULL BATHROOMS. Unique.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Designer urban feel - completely rehabbed - reclaimed wood beams - full walk in glass master shower with an exposed bric ...
From $328 per night (USD)VRBO
- From $135 per night (USD)
VRBO
Peaceful Oasis in Top Chicago Neighborhood. Low Traffic, Pristine Cleanliness.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Licensed by the City of Chicago: Studio 1: 2209375 Immaculately clean, quiet studio, housed in a brick coach house off ...
From $135 per night (USD)VRBO
- From $90 per night (USD)
VRBO
Sleek Edgewater 1BR w\/ Gym, Deck & Lounge, nr L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Edgewater furnished one bedroom apartmen ...
From $90 per night (USD)VRBO
- From $125 per night (USD)
VRBO
Sleek Edgewater 1BR w\/ Gym, Deck & Lounge, nr L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this charming Edgewater furnished one bedroom apar ...
From $125 per night (USD)VRBO
- From $407 per night (USD)
VRBO
STYLISH-LOCAL-COMFY-SAFE \/ 5 night min. stay
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
-Please don't ask for less than 5 nights... we do not accept reservations under 5 nights ever.. Located in Chicago’s ...
From $407 per night (USD)VRBO
- From $99 per night (USD)
VRBO
Deluxe Edgewater 1BR w\/ Gym, Deck & Lounge, nr L, by Blueground
- 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 $99 per night (USD)VRBO
- From $360 per night (USD)
VRBO
Inactive listing
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Delete this account no longer listing this unitaahdjdjdhdbrhdjdntnrgwgdhfjfkrjebdhehehdbfjfheheerehdbdbdvdjfkgjdbdvdhfjt ...
From $360 per night (USD)VRBO
- From $115 per night (USD)
VRBO
Stylish Chicago Retreat, Walk to Loyola University
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Take the trip of a lifetime with friends and family when you stay at this ultimate Chicago getaway! Boasting a sophistic ...
From $115 per night (USD)VRBO
- From $202 per night (USD)
VRBO
Deluxe Edgewater 2BR w\/ W\/D, nr dining & shops, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this pretty Edgewater furnished two bedroom apartm ...
From $202 per night (USD)VRBO
- From $149 per night (USD)
VRBO
Amazing Edgewater 2BR, nr Lake Michigan, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Edgewater furnished two bedroom apart ...
From $149 per night (USD)VRBO
- From $307 per night (USD)
VRBO
Centrally Located Swedish Design Andersonville 2bd by RedAwning
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This newly updated 2 bedroom, 1 bath condo has everything you need to make your Chicago stay perfect! The home was thoug ...
From $307 per night (USD)VRBO
- From $121 per night (USD)
VRBO
Classic Edgewater 1BR w\/ Gym, Deck & Lounge, nr L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this lovely Edgewater furnished one bedroom apartm ...
From $121 per night (USD)VRBO
- From $150 per night (USD)
VRBO
Luxury 1BR in Edgewater\/Loyola
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience luxury in our 1BR, 1BA designer Airbnb in Edgewater, just steps from Loyola University, shops, major hospital ...
From $150 per night (USD)VRBO
- Click For Pricing
VRBO
Bright Edgewater 2BR w\/ Gym & Lounge, nr Red Line, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Edgewater. with views over the city. It’ll be easy to s ...
Click For PricingVRBO
- From $123 per night (USD)
VRBO
Trendy Edgewater 1BR w\/ Gym, Deck & Lounge, nr L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this spacious Edgewater furnished one bedroom apar ...
From $123 per night (USD)VRBO
- Click For Pricing
VRBO
Peaceful Oasis in Top Chicago Neighborhood. Low Traffic, Pristine Cleanliness.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Licensed by the City of Chicago: Studio 1: 2209375 Immaculately clean, quiet studio, housed in a brick coach house off ...
Click For PricingVRBO
- From $800 per night (USD)
VRBO
Historic Edgewater Home Steps to the Beach
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
*Reduced new listing price February-March* This 6-bedroom, 3.5 bath home is full of Chicago charm. The house was built ...
From $800 per night (USD)VRBO
- From $399 per night (USD)
VRBO
At Home in Andersonville - Close to Foster Beach and the Red Line by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Our 4BR/2BA home offers the perfect balance of quiet and convenience. Step out the front door into the tree-lined street ...
From $399 per night (USD)VRBO
- From $233 per night (USD)
VRBO
Deluxe 1BR Apt steps away from Shops & Cafés
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience a peaceful retreat in our charming one-bedroom apartment, thoughtfully designed to ensure your comfort and re ...
From $233 per night (USD)VRBO
- From $94 per night (USD)
VRBO
Stylish Edgewater 3BR nr Loyola & Red Line, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Feel at home wherever you choose to live with Blueground. You’ll love this charming Edgewater furnished three-bedroom ap ...
From $94 per night (USD)VRBO
- From $334 per night (USD)
VRBO
Classic Chicago 2 Flat transformed into a Parisian plant lovers paradise
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
La Maison Verte is a Parisian-inspired 2nd floor walk up in a traditional Chicago 2 flat with vintage charm and modern a ...
From $334 per night (USD)VRBO
- Click For Pricing
VRBO
Stylish Edgewater 1BR w\/ Gym, Deck & Lounge, nr L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Edgewater. with views over the city. It’ll be easy to s ...
Click For PricingVRBO
- Click For Pricing
VRBO
Modern Apartment on Quiet Street in Andersonville
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Remodeled, Sun-filled, Spacious private apartment in Andersonville, the coolest neighborhood in the US, according to Tim ...
Click For PricingVRBO
- From $300 per night (USD)
VRBO
Spacious 3BR in Andersonville - Just off Clark St
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy local living on the 1st floor of our classic Chicago 2-flat with modern touches and free street parking. Our locat ...
From $300 per night (USD)VRBO
- From $210 per night (USD)
VRBO
Private Gem, quiet street in Andersonville -1 bedroom + sofa bed + easy parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This newly renovated, private 1-bedroom garden apartment is located on a quiet residential block in Andersonville's Lake ...
From $210 per night (USD)VRBO
- From $86 per night (USD)
VRBO
Charming Edgewater 1BR, nr Thorndale Red Line Station, by Blueground
- 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 $86 per night (USD)VRBO
- From $231 per night (USD)
VRBO
Cozy 2BR Apartment in Prime Location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our conveniently located 2-bedroom apartment! Our inviting place is designed to provide you with all the esse ...
From $231 per night (USD)VRBO
- From $482 per night (USD)
VRBO
Perfect for Groups! Steps to the Beach and Room for All! Enjoy All Andersonville Has to Offer! by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our charming three-bedroom duplex in Andersonville is steps to the beach, antique shopping, and so many food options - p ...
From $482 per night (USD)VRBO
- Click For Pricing
VRBO
Sunny Edgewater 2BR w\/ Gym, Deck & Lounge, 5 blocks to L, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Edgewater. with high floor views over the city. It’ll b ...
Click For PricingVRBO
- From $70 per night (USD)
VRBO
Spacious Edgewater 2BR w\/ Gym & Lounge, nr Red Line, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this lovely two-bedroom Blueground apartment. You’ll love coming h ...
From $70 per night (USD)VRBO
- From $115 per night (USD)
VRBO
Comfy Garden Suite in Andersonville
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A comfortable garden unit in a well cared for 3-flat, in a wonderful and safe neighborhood. Easy access to the lake fro ...
From $115 per night (USD)VRBO
- Click For Pricing
VRBO
Cute 2 bed, 2 bath condo on tree-lined Andersonville street!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Prime location in Andersonville! Large south-facing windows and exposed brick make for a bright, airy living room. Kitch ...
Click For PricingVRBO
- From $92 per night (USD)
VRBO
Amazing Edgewater 1BR w\/ Gym & Lounge, nr Red Line, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one-bedroom Edgewater apartment with views over the city. It’ll be easy to simp ...
From $92 per night (USD)VRBO
- From $126 per night (USD)
VRBO
Luxe Edgewater Studio w\/ Gym, Deck & Lounge, 5 blocks to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Edgewater. with views over the city. It’ll be easy to s ...
From $126 per night (USD)VRBO
- From $128 per night (USD)
VRBO
Ideal Edgewater 1BR w\/ Gym, Deck & Lounge, 5 blocks to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Edgewater furnished one bedroom ...
From $128 per night (USD)VRBO
- From $145 per night (USD)
VRBO
Modern Edgewater 1BR w\/ Gym, Deck & Lounge, 5 blocks to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Edgewater. with views over the city. It’ll be easy to s ...
From $145 per night (USD)VRBO
- From $109 per night (USD)
VRBO
Amazing Edgewater 2BR w\/ Gym, Deck & Lounge, 5 blocks to L, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this charming two bedroom Blueground apartment. You’ll love coming ...
From $109 per night (USD)VRBO
- Click For Pricing
VRBO
Sleek Edgewater 1BR w\/ Gym, Deck & Lounge, 5 blocks to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this pretty Edgewater furnished one bedroom apartm ...
Click For PricingVRBO
- From $75 per night (USD)
VRBO
Hip Edgewater Studio w\/ Gym, Deck & Lounge, 5 blocks to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Edgewater. with views over the city. It’ll be easy to s ...
From $75 per night (USD)VRBO
- From $3150 per night (USD)
VRBO
Vintage Chicago Gem: The Rockwell Retreat\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 1
Discover your oasis in the heart of the city at our light-filled and lush apartment. Indulge in the warm and bright natu ...
From $3150 per night (USD)VRBO
- From $500 per night (USD)
VRBO
-Lovely 5 BedRoom Unit in Uptown
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Have fun with the whole family at this stylish place. Your family will be close to everything when you stay at this cent ...
From $500 per night (USD)VRBO
- From $147 per night (USD)
VRBO
Lovely Uptown 1BR w\/ Gym w\/ Boxing Ring, close to Beach, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Uptown furnished one bedroom ap ...
From $147 per night (USD)VRBO
- From $100 per night (USD)
VRBO
3BR Apartment close to Beach Park Loyola
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the ultimate in privacy and convenience with our modern 3-bedroom apartment. Relax in a comfortable bed, cook ...
From $100 per night (USD)VRBO
- From $181 per night (USD)
VRBO
2BR Apt near Shops Dining Loyola University
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a comfortable and convenient stay in our modern 2-bedroom apartment. With plush beds and a fully equipped kitchen, ...
From $181 per night (USD)VRBO
- From $187 per night (USD)
VRBO
Quiet Spacious 2BR Apt walk to Train, near Shops
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the ultimate comfort in this immaculate, tranquil, and fully furnished two-bedroom apartment located in a fam ...
From $187 per night (USD)VRBO
- Click For Pricing
VRBO
Barsala l Spacious, bright 1BD w\/ Fitness Center
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Situated in Uptown Chicago, our modern and bright apartments are minutes away from countless options for dining and meet ...
Click For PricingVRBO
- From $167 per night (USD)
VRBO
Great Location-Beautiful Friendly Andersonville Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
City of Chicago Vacation LICENSE NO.: 2209341 This Vintage Early 1900’s 2-Flat 2nd floor apartment is in the beautiful t ...
From $167 per night (USD)VRBO
- From $478 per night (USD)
VRBO
2BD\/2BA Near Wrigley, Lincoln Square. Family Friendly Boutique Hotel
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Live like a local in one of Chicago’s best neighborhoods at a top rated property! Located in a family-owned boutique bui ...
From $478 per night (USD)VRBO
- From $266 per night (USD)
VRBO
✨|Beautiful|Comfy|1br|✨LincolnSq.|Near Wrigley| ✨
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/ba ...
From $266 per night (USD)VRBO
- From $272 per night (USD)
VRBO
✨Rustic Studio Apartment Heart of Lincoln Square✨
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/ba ...
From $272 per night (USD)VRBO
- From $291 per night (USD)
VRBO
Inviting Stylish Home with Covered Patio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The residence features a subtle boho-chic inspired aesthetic, rustic wood furnishings, a breakfast bar, an open-plan mai ...
From $291 per night (USD)VRBO
- From $277 per night (USD)
VRBO
⭐|Stylish|Comfy|Lincoln Sq.| 2BR |✨|Near Wrigley|⭐
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/ba ...
From $277 per night (USD)VRBO
- From $267 per night (USD)
VRBO
🌟Spacious|Inviting 2BR Heart of Lively Lincoln Sq🌟
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/ba ...
From $267 per night (USD)VRBO
- Click For Pricing
VRBO
Hidden Gem|Trendy|1BR|Vibrant Lincoln Sq
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/ba ...
Click For PricingVRBO
- From $294 per night (USD)
VRBO
Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is a beautifully remodeled, modern, spacious, and luxuriously furnished 3 bedroom, 2 bath private city apartment. ...
From $294 per night (USD)VRBO
- From $319 per night (USD)
VRBO
Newly Renovated 1 BR in Art Deco Architectural Gem, Steps to L & Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located in the heart of Chicago's premier entertainment district • Walk Score 93 (“Walker’s Paradise”) • Free street par ...
From $319 per night (USD)VRBO
- From $113 per night (USD)
VRBO
Dreamy Uptown 1BR w\/ Gym, Rooftop Pool, 2 blocks to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Uptown. . It’ll be easy to simply show up and start liv ...
From $113 per night (USD)VRBO
- From $333 per night (USD)
VRBO
❤️ Spacious and Airy Apartment With Parking On Site!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to Chicago! We're located 15 minutes from downtown Chicago, located in the Uptown neighborhood, near restaurants ...
From $333 per night (USD)VRBO
- From $537 per night (USD)
VRBO
3 Bedroom\/ 2 Bathroom Luxury Condo Andersonville
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Live like a local in one of Chicago’s best neighborhoods! Located in a family-owned boutique building in the vibrant and ...
From $537 per night (USD)VRBO
- From $755 per night (USD)
VRBO
The Historic Chicago Home
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Located in East Rogers Park, 1 block from the lake, full of shopping, close to Loyola and Northwestern, enjoy the entire ...
From $755 per night (USD)VRBO
- Click For Pricing
VRBO
Amazing Uptown 1BR w\/ Roof & W\/D, 1 block to Red Line, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Uptown. with views over the city. It’ll be easy to simp ...
Click For PricingVRBO
- Click For Pricing
VRBO
Bright Uptown 1BR w\/ W\/D & Roof, near Aragon Ballroom, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Uptown furnished one bedroom apartm ...
Click For PricingVRBO
- From $438 per night (USD)
VRBO
❤️ Lowest Rates! Spacious Duplex with Free Parking!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to Chicago! We're located 15 minutes from downtown Chicago, located in the Uptown neighborhood, near restaurants ...
From $438 per night (USD)VRBO
- From $215 per night (USD)
VRBO
Best Lincoln Square Location - Spacious 2 bedroom
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming apartment in an updated 1800s beautiful brick building. Located in the heart of Chicago's Lincoln Square neighb ...
From $215 per night (USD)VRBO
- From $81 per night (USD)
VRBO
Home in Chicago Northside, Rogers Park Neighborhood, 3 Bedroom.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
3 Bedroom Home in Chicago, all queen beds, and a additional floor mattress, large living room, formal dining room, moder ...
From $81 per night (USD)VRBO
- From $172 per night (USD)
VRBO
2BR in Andersonville-Walk to train, beach, shops and restaurants!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Two bedroom apartment right in Historic Uptown / Andersonville. One block from CTA redline and one block from Clark Stre ...
From $172 per night (USD)VRBO
- From $1150 per night (USD)
VRBO
Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 21
Time Out magazine calls us one of the Best Chicago Rentals! HUGE mansion with six bedrooms, two living rooms, and four ...
From $1150 per night (USD)VRBO
- From $231 per night (USD)
VRBO
The Bright Retreat in Andersonville
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay in the heart of Andersonville when you book this bright, newly renovated condo. The home is one block from Clark St ...
From $231 per night (USD)VRBO
- Click For Pricing
VRBO
Large 12 room house steps to Park, Shopping and Restaurants, 10 minutes to beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Large Jumbo Georgian two story brick house centrally located on the North side of Chicago in a quiet neighborhood with t ...
Click For PricingVRBO
- From $785 per night (USD)
VRBO
Only Urban Beach House in Chicago
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Chicago’s ONLY Urban Beach House combines the best of beach life and urban life! Perfect for couples, students, faculty, ...
From $785 per night (USD)VRBO
- From $534 per night (USD)
VRBO
Renovated Chicago coach house close to Lake Michigan!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Clark St. Harmony House, a 100 year-old coach house located about 8 blocks from Lake Michigan in Rogers Park, ...
From $534 per night (USD)VRBO
- From $128 per night (USD)
VRBO
Airy Uptown 1BR w\/ Fire Pits & Indoor Pool, nr Beach, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this charming one bedroom Blueground apartment. You’ll love coming ...
From $128 per night (USD)VRBO
- From $89 per night (USD)
VRBO
Hip Uptown 1BR w\/ Rooftop & Grills, nr Hospital & Beach, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Uptown furnished one bedroom apartment w ...
From $89 per night (USD)VRBO
- From $150 per night (USD)
VRBO
Charming Uptown 1BR w\/ Indoor Pool, nr Lakefront Trail, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this lovely one bedroom Blueground apartment. You’ll love coming h ...
From $150 per night (USD)VRBO
- From $165 per night (USD)
VRBO
Bright Uptown 1BR w\/ Gym w\/ Boxing Ring, nr Red Line, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this lovely one bedroom Blueground apartment. You’ll love coming h ...
From $165 per night (USD)VRBO
- From $75 per night (USD)
VRBO
Amazing Uptown 1BR w\/ Gym & Indoor Pool, nr L Red Line, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this bright Uptown furnished one bedroom apartment ...
From $75 per night (USD)VRBO
- From $164 per night (USD)
VRBO
Majestic Modern Style Loft Montrose Beach WFH Gym RARE. Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
*PEACE* Escape to a serene oasis nestled in the vibrant heart of Uptown, Chicago. Enjoy a fully stocked kitchen, smart T ...
From $164 per night (USD)VRBO
- From $147 per night (USD)
VRBO
Free Parking Luxury Loft Getaway Uptown Montrose Beach WFH Gym Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
*PEACE* Escape to a serene oasis nestled in the vibrant heart of Uptown, Chicago. Enjoy a fully stocked kitchen, smart T ...
From $147 per night (USD)VRBO
- From $240 per night (USD)
VRBO
Chicago charm! Quiet and inviting !
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly remodeled , 20 min walk to the lake. 20 min drive from downtown and 25 min from airport. Second floor of two flat ...
From $240 per night (USD)VRBO
- Click For Pricing
VRBO
Barsala l Modern studio, fitness center & kitchen
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Situated in Uptown Chicago, our modern and bright apartments are minutes away from countless options for dining and meet ...
Click For PricingVRBO
- From $185 per night (USD)
VRBO
Lovely 2BR Rogers Park Home with Equipped Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy your stay in our beautifully designed apartment! Our space is large, bright, and well-lit. Decorated with contempo ...
From $185 per night (USD)VRBO
- Click For Pricing
VRBO
Dreamy Uptown Studio w\/ Roof & W\/D, near Aragon Ballroom, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Discover the best of Chicago, with this studio apartment in Uptown. with views over the city. It’ll be easy to simply sh ...
Click For PricingVRBO
- From $183 per night (USD)
VRBO
1BR Delightful Apt in Ravenswood | Shops & Dining
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This spacious 1-bedroom, 1 bathroom apartment is remodeled for you to enjoy. The unit comes with granite countertops, st ...
From $183 per night (USD)VRBO
- From $188 per night (USD)
VRBO
Cozy 1BR Apartment Serene Local Vibe
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our calm and stylish 1-bedroom apartment, complete with everything you need to live like a local in the Windy ...
From $188 per night (USD)VRBO
- From $152 per night (USD)
VRBO
Sanctuary in Rogers Park: Studio Haven
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Enter our cozy and thoughtfully designed studio apartment! This carefully furnished space features a fully stocked kitch ...
From $152 per night (USD)VRBO
- From $213 per night (USD)
VRBO
1BR Roomy Apartment in Bowmanville
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Indulge in the pinnacle of comfort and luxury in our apartment, featuring a peaceful and private sanctuary that's tailor ...
From $213 per night (USD)VRBO
- From $226 per night (USD)
VRBO
Lively Retreat: 2BR Apartment in Lincoln Square
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Embrace the comfort and chic atmosphere of our contemporary, well-appointed space that will instantly make you feel at h ...
From $226 per night (USD)VRBO
- From $179 per night (USD)
VRBO
1BR Getaway Apt Vintage Modern in Lincoln Square
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Immerse yourself in the ultimate Chicago experience with our fully furnished two-bedroom apartment, complete with all th ...
From $179 per night (USD)VRBO
- From $177 per night (USD)
VRBO
Charming Bowmanville 1BR Apt w\/ Roomy Living Room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Indulge in the charm of our apartment, perfect for those who appreciate the elegance of hardwood flooring. The stunning ...
From $177 per night (USD)VRBO
- From $337 per night (USD)
VRBO
Modern and Stylish 3BR Apartment in Rogers Park
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the ultimate indulgence in the heart of Chicago as you step into our exquisite and contemporary three-bedroom ...
From $337 per night (USD)VRBO
- From $301 per night (USD)
VRBO
Charming 2BR Apt in Lincoln Square Near Stores
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our amazing two-bedroom, one-bathroom apartment located on the charming Lincoln Square in Chicago. Our deligh ...
From $301 per night (USD)VRBO
- From $251 per night (USD)
VRBO
Charming 3BR Rogers Park Home near Stores & Dining
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Are you looking for an authentic Chicago experience that's off the beaten path? Look no further than Rogers Park! What ...
From $251 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Chic|Comfy|Stylish| 2BD 2BA - Little India
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A bright, spacious apartment located in the West Ridge neighborhood in Chicago. Living just over a block away puts a hug ...
From $225 per night (USD)VRBO
- From $195 per night (USD)
VRBO
Full of Charm Studio Apartment Nearby Shops
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Experience a serene getaway in our charming studio apartment designed with your comfort and relaxation in mind. Our plus ...
From $195 per night (USD)VRBO
- From $314 per night (USD)
VRBO
Elegant Hideaway in the Heart of Andersonville
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This beautifully designed hideaway is just a block away from the heart of Andersonville. The spacious interior provides ...
From $314 per night (USD)VRBO
- From $381 per night (USD)
VRBO
Inviting 3BR Oasis w\/ In-Unit Washer\/Dryer
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
If you're looking for a comfortable and stylish place to stay during your visit to Chicago, our modern three-bedroom apa ...
From $381 per night (USD)VRBO
- From $164 per night (USD)
VRBO
1BR Explore Town or Walk to the Beach Loyola Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our fully furnished 1-bedroom/1-bathroom condo in beautiful Chicago! Professionally designed with modern furn ...
From $164 per night (USD)VRBO
- From $172 per night (USD)
VRBO
1BR Rogers Park Apt w\/ King Bed, Kitchen | Loyola
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our one-bedroom apartment offers a comfortable and centrally located space, perfect for exploring the city or getting wo ...
From $172 per night (USD)VRBO