Vacation rentals in Chicago River

A spacious living area is highlighted by a large sectional sofa adorned with colorful cushions. Two coffee tables sit on a textured area rug, while natural light filters in through the large windows, partially covered by sleek blinds. A framed artwork enhances the wall.

5 out of 5 average rating, 260 reviews

Explore Lincoln Park from a Polished Apartment

This apartment is a large studio in the heart of Lincoln Park! New construction and all furnishings & appliances are brand new. It is perfect for a couple...but can also sleep 3-4 for a girls trip or a family with small children. You enter with your personal keypad code which we give you a few days prior to your stay. And we are always available by text or email should you have any questions about the apartment. Set in Lincoln Park, this apartment is steps away from shopping along Armitage and Halsted Avenue. There’s grocery stores, restaurants, and cafes nearby, plus red and brown line train stations that access Downtown and other parts of the city. Street parking is relatively easy around the apartment and we offer free residential parking stickers in the apartment on the desk. We also offer a clean garage space (with free EV hook up, should you need it) for $20/night.

The spacious bathroom features a modern design with sleek lines and tasteful decor. An elegant vanity with a marble countertop sits opposite a walk-in shower enclosed in glass, showcasing stylish pebble flooring. Decorative shelves hold toiletries and art, creating a serene atmosphere.

5 out of 5 average rating, 23 reviews

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

Why stay anywhere when you can experience luxury during your travels. This brand new 1-BR apartment was designed with a touch of elegance and offers amenities to make your experience not just satisfying, but memorable. At your finger tips is a full kitchen; luxury bathroom with enormous walk-in shower; separate bedroom w/ queen bed (extra day bed in living room to sleep 3 total); garage parking; garden access; cozy workspace; 2-Smart TVs; bicycle; ample storage for longer stays; WIFI; and more.

4.98 out of 5 average rating, 154 reviews

Elegant Suite in Gold Coast

Established in 1927 as the first headquarters for Elizabeth Arden in Chicago, the Walton Residence is located in the heart of the Gold Coast neighborhood of Chicago. Steps away from the Magnificent Mile, and the high-end boutiques of Oak and Rush Street, we are perfectly situated in the middle of the action for your Chicago adventure. ***From Sept. to beginning of Dec. 2024, there will be repairs to the exterior of the building. We do not expect this to cause major interruptions to your stay.

4.95 out of 5 average rating, 42 reviews

River North | Private Balcony With In&Out Parking

Enjoy a stylish experience at this centrally-located place ✨. Stunning 1,000 square foot modern two-bedroom, one-bathroom unit is perfect for corporate travelers and/or families looking for a stylish escape in downtown Chicago 🌆. 🌇 Rooftop Patio W/ BBQ 🍖 🚗 Free In/Out Parking - 5 Mins Walk To Garage 🌅 Private Balcony W/ Breathtaking Views 🛏️ 2 Bedroom | 1 Bathroom 👑 2 Queen Beds 🛏️ 1 Inflatable Airbed 👶 Portable Crib 📺 Netflix, Hulu, Disney Plus, and Prime subscription Included

A modern kitchen features wooden cabinetry and a black refrigerator. A granite countertop is combined with a small dining area, equipped with a chair. The space has tile flooring, and a framed artwork is displayed above the countertop, adding a touch of style.

4.97 out of 5 average rating, 534 reviews

Fully Furnished Apartment Wicker Park Free Parking

Hello and welcome to all seeking a comfortable and convenient place to stay in Chicago! Please enjoy your time away from home in our fully furnished apartment located in the trendy neighborhood of Wicker Park! Please view the list below of all the wonderful amenities we offer to every guest staying out apartment. Again if you have any questions or comments please do not hesitate to ask. I look forward to seeing you and having your apartment ready soon! Thank you! One night available

A communal living area is featured, showcasing a modern sofa against a textured wall. A coffee table is positioned in front, with a decorative centerpiece. A cozy fireplace is located to the right, beside a bookshelf filled with various titles, while a dining area with chairs is visible in the background.

4.82 out of 5 average rating, 755 reviews

Kasa | Views from your Private Balcony | Chicago

When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.

4.9 out of 5 average rating, 99 reviews

50th Floor Mag Mile Studio

This Downtown Chicago unit is towering 50 stories above the city, with floor to ceiling windows in the living areas. This unit gives you the ultimate in Luxury urban living. It's all about the views and location. The city unfolds before you with amazing sunsets; nowhere in Chicago can you stay with views like these. The building provides the very best in amenities. A state of the art fitness center, Outdoor pool, Outdoor kitchens, business center, are available to our guests.

4.93 out of 5 average rating, 175 reviews

Bright 2BR-2BA steps from The Bean & Michigan Ave

Come enjoy this comfy and spacious 2BR-2BA apartment just steps away from Michigan Ave and ‘The Bean’, and within a short walking distance to most of Chicago’s most popular landmarks. Within just two blocks, you will find access to all CTA train lines. With a fully stocked kitchen, smart TVs in all rooms and views to the lake, this is the perfect Airbnb for couples, families and business travelers during their time in the city of Chicago.

A bustling street scene is presented, featuring a mix of historic and modern buildings. An elevated train track runs overhead, with a wide sidewalk below. Shops and people can be seen embarking on their daily activities, highlighting the vibrant urban environment.

4.92 out of 5 average rating, 61 reviews

Loop Loft-Subway & Art Institute

Urban Elegance Meets Prime Location! Welcome to our chic hard loft in the heart of the Chicago Loop. Experience city living at its finest, where industrial charm marries modern luxury. Features: - Authentic loft with polished concrete floors - Soaring high ceilings - Elegantly furnished Location: - Right in Chicago's vibrant Loop district - Walk to Millennium Park, Art Institute of Chicago, Mag Mile, Riverwalk, and more

A well-lit hallway features hardwood flooring leading to a cozy living area with bay windows. The calming beige walls are complemented by a decorative ceiling light, creating a welcoming entrance to the apartment.

5 out of 5 average rating, 6 reviews

Designer Gold Coast Suite - Steps to Oak Beach

A design lover's dream. Spend your next trip (or staycation) in a beautifully remodeled luxury apartment in Chicago's Gold Coast neighborhood. This listing is for a private suite in a multiple-unit building. ✔ Safe and vibrant neighborhood. ✔ Steps from Michigan Avenue, luxury shops, and the Lake ✔ Convenient parking options nearby. ✔ Easy self-check-in.

4.86 out of 5 average rating, 99 reviews

A modern kitchen is equipped with stainless steel appliances, including a large refrigerator and gas stove. Warm wood cabinetry contrasts with sleek countertops. Natural light enters through a window, highlighting the open layout that leads to a cozy dining space.

Condo in Chicago

River North Hideaway w/Amazing Views and Parking

This urban hideaway is in the heart of River North and offers amazing views, free parking and an in-unit washer and dryer. The fully stocked kitchen allows the inner chef to flourish or you can explore the many award winning restaurants within a couple blocks. Michigan Avenue, State Street, Downtown, the "El" and the Lakefront are just blocks away.

4.96 out of 5 average rating, 253 reviews

A modern kitchen features a large stainless steel island with seating for three. Black cabinetry offers ample storage space, complemented by open shelves displaying various kitchen items. Pendant lights hang above, illuminating a stylish workspace adorned with greenery, while industrial elements add character.

Loft in Chicago

Tea Studio in Wicker Park Spring Factory

Welcome to the Tea Studio where you'll create gourmet meals in an immaculate professional grade kitchen. Relax in a one-of-a-kind former spring factory with Chicago's trendiest neighborhood at your doorstep. Sip rare teas and indulge in the sophistication of this Asian-industrial loft. Detox after a long day in a stainless Japanese soaking tub.

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Popular amenities for Chicago River vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Chicago River

4.91 out of 5 average rating, 101 reviews

Family-Friendly 2BD/2BA Prime Location (+parking)

TiffanyRating, 5 stars1 week ago

Visited Chicago with family from LA and decided to stay in this beautiful home. We loved the spaces throughout the home especially the master bedroom’s bathroom. It was quite cold and windy when we were there and the heated flooring and hot tub in the bathroom really warmed us up. The neighborhood has great restaurants nearby that we visited and it was very peaceful. Nicole and Matt provided parking stickers and it was really convenience for us. We had a great time!

5 out of 5 average rating, 16 reviews

A charming gray house with a well-maintained exterior is framed by a black fence. Steps lead up to a covered porch adorned with flower boxes, while a grassy area is visible beside the home, contributing to the inviting curb appeal.

Home in Chicago

Alluring Avondale Abode

MindyRating, 5 stars2 weeks ago

Beth was an amazing host! Super easy to work with! The place was beautiful, immaculate and comfortable. Would definitely stay there again!

The living room features soft-toned walls, comfortable seating arrangements, and a large wall-mounted TV. A decorative stone fireplace adds a natural element to the space. A round wooden coffee table serves as a centerpiece on a light rug, enhancing the cozy atmosphere.

4.86 out of 5 average rating, 44 reviews

Elegant 4Bedroom with Free Parking in Albany Park

Melissa AnnRating, 5 stars4 weeks ago

We had a wonderful stay in Chicago! Beautiful house, very clean. Very nice neighborhood. We got confused about how to get in, it was our fault, we looked at the wrong number code. Loved having the garage for our van, not having to worry about parking was so nice and convenient! We would definitely come back!

A modern dining area is highlighted by a wooden table surrounded by four chairs. The open-concept layout connects to a stylish kitchen featuring dark cabinetry and stainless steel appliances. Natural light fills the space, reflecting off the hard surface flooring and a cozy living room in the background.

4.64 out of 5 average rating, 28 reviews

City Gem: Stylish 3BR for Urban Explorers

JessicaRating, 5 stars3 weeks ago

Came in town for a funeral and felt right at home , communicated very well ! I would recommend

4.83 out of 5 average rating, 102 reviews

The exterior entrance of the house is highlighted by a set of wooden stairs leading to a door with a sleek black finish. A decorative red tree provides a splash of color against the neutral siding, and a clear blue sky frames the scene.

Home in Chicago

California Cottage/4br prime location Logan Square

JimRating, 5 stars3 weeks ago

Great Stay in a Perfect Location We had a fantastic stay! The home was clean, well-equipped, and very comfortable. The location couldn’t be better—just 4 to 5 blocks (or less) from excellent restaurants and the train. Daniel and Carrie were wonderful hosts—responsive and quick to answer any questions. For dining, I highly recommend Lula Cafe, Same Day Cafe, and Mi Tocaya, which is literally just steps away. I wouldn’t hesitate to recommend this home for anyone visiting Chicago!

4.95 out of 5 average rating, 184 reviews

Sun drenched 2 bedroom 1 bath with Kitchen & W/D

DominicRating, 5 stars3 days ago

We loved this spot! Lots to do easy easy parking, and a first floor apt. Would most certainly stay here again!!

4.96 out of 5 average rating, 282 reviews

Spacious 1BR apartment in a central location

CarleyRating, 5 stars1 week ago

Perfect spot for 2, more spacious than expected for a 3rd floor apt. Easy, clear instructions when viewing the listing and inside the apt