Holiday rentals in North Shore Beach

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in North Shore Beach

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Guest favourite
A cozy bedroom features a spacious bed dressed in bold black and white striped bedding. A decorative red pillow adds a pop of color. A framed artwork of a rabbit is displayed above the bed, complemented by bedside tables with a lamp and a small potted plant.
Flat in Chicago
4.9 out of 5 average rating, 599 reviews

Whole Flat in Private Club. Walk to L, Dining & Shows

Find unrivaled amenities in the newly restored Lawrence House, a Deco gem lauded a “unique architectural treasure” by the Chicago Architecture Foundation. Bask in an over-sized double lounger on the roof-top deck with 360-degree skyline views. Detox in the state-of-the-art fitness center with boxing gym. Soak in the 50-foot mosaic-tiled pool. Come home to a sunny, open-layout flat, with a cozy private bedroom, spa-like bathroom, fully-equipped kitchen, and free washer/dryer. Work or play in the terrazzo-floored Grand Lobby with club seating, adjoining cafe, craft cocktail bar and restaurant. Newly restored, sunny and spacious, immaculate, hotel-styled one-bedroom apartment with all new fixtures and appliances. Cozy bedroom with comfortable queen bed, flat screen TV, and large closet. Living room with couch that pulls out to a full-sized bed, club chair, large flat screen TV, and drop-leaf table for working. Stocked kitchen with everything you need to cook full meals, a new Smeg fridge, granite counters, and bar-stool seating. A queen-sized Serta air mattress allows up to 5 people to sleep comfortably. Central heat and air conditioning. Free washer/dryer in unit. Just-restored Art Deco building, called a "unique architectural treasure" by the Chicago Architecture Foundation. Unrivaled, private-club styled amenities. State of the art fitness center. Mosaic-tiled 50-foot pool. Roof-top lounge and deck with 360-degree skyline views, and tons of over-sized double loungers. Garden patio with fire pit, grills and picnic tables. Grand Lobby with cafe and craft cocktail bar, club seating, striking stained-glass skylight, ornate plaster moldings and terrazzo floor. Privacy guaranteed. The entire apartment is yours. You may also use the building's gorgeous amenities: fitness center, pool, roof-top lounge and deck, and garden patio. We have a self check-in and check-out system to provide you the most flexibility. However, we are always available to answer any questions, address any concerns, and provide recommendations. In the heart of Chicago's premier live-music and entertainment district, steps from two major concert venues and a legendary jazz lounge. Walk to dozens of restaurants and bars. Two blocks to the Beach. One block to the Red Line 'L' train, which goes straight to Wrigley Field in 5 minutes, and the Loop in 20 minutes. To learn more about the area, check out the Chicago Sun-Times feature on Uptown by googling: “sun times uptown neighborhood” One block to Red Line 'L' station. Free street parking with permits provided. Pets may live in the building but there are no pets allowed in this unit. In the heart of Chicago's premier live-music and entertainment district, steps from two major concert venues and a legendary jazz lounge. Walk to dozens of restaurants and bars. Two blocks to the Beach. One block to the Red Line 'L' train [temporarily 3 blocks while my station is rebuilt], which goes straight to Wrigley Field in 5 minutes, and the Loop in 20 minutes. To learn more about the area, check out the Chicago Sun-Times feature on Uptown by googling: “sun times uptown neighborhood guide”

Top guest favourite
A modern kitchen and living area are showcased within an open-concept space. The kitchen features stainless steel appliances and a large island with seating for three. The cozy living area includes comfortable seating and a low wooden coffee table, complemented by warm wooden flooring.
Flat in Chicago
4.99 out of 5 average rating, 108 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.

Guest favourite
A shared outdoor patio features seating around a circular fire pit, surrounded by landscaped greenery and flowering plants. The area is set against a backdrop of trees, offering views of the surrounding neighborhood. Natural stone elements enhance the tranquil environment.
Flat in Chicago
4.96 out of 5 average rating, 90 reviews

The Holiday House by the Lake! 2br/2bth

Come enjoy the holidays at this incredibly festive and modern 2 br/2 bth garden unit steps from the beach! Large kitchen, perfect for entertaining. Bth 1 has body sprays & rain head shower and Bth 2 has a jetted bath. Walking distance to local bars, restaurants, Loyola & the Red line train stop. Garage parking is avail for $25 per night. You must reserve at the time of booking by sending a request as spaces are limited. Large vehicles may not fit-please send host vehicle’s model name/size

Top guest favourite
A living area features natural light from multiple windows, complemented by a ceiling fan. A comfortable sofa with textured throws faces a modern fireplace. Two brown armchairs are positioned nearby, and a decorative rug lies under a coffee table, which displays a potted plant and a magazine.
Flat in Evanston
4.99 out of 5 average rating, 114 reviews

Evanston 2BR 2Bth 1 Blk to Beach

With its older charm, modern comforts, and unbeatable proximity to the beach, this 2-bedroom, 2-bath unit offers an ideal getaway. Only 1 block from beautiful Lake Michigan and South Blvd Beach, you will love our spacious, sunny apt. Whether you're staying for a short visit or a lengthy one, you'll feel the comfort of home on a tree-lined street. The unit has hardwood floors throughout, comfortable bedrooms, a fully stocked kitchen, dining room, and a sunroom looking out on the backyard patio.

Top guest favourite
A cozy living room features a large smart TV mounted on the wall, and a plush sectional sofa with a soft throw draped over it. Armchairs are positioned nearby, alongside a wooden bookshelf. A vibrant area rug adds warmth to the space, with a window letting in natural light.
Flat in Chicago
4.92 out of 5 average rating, 153 reviews

The Loyola Garden Flat: Huge 2BR Near Lake

Welcome to our spacious 2 bedroom garden apartment in a classic Chicago two-flat. There is plenty of room for families, friends, or business travelers to spread out. Located on a quiet, tree-lined street, you're just a short walk from Loyola, the Red Line, restaurants, coffee shops, and grocery stores. Whether you're visiting Loyola, catching a Cubs game, or exploring downtown, you'll enjoy easy access to Chicago's top attractions while returning each evening to a peaceful neighborhood.

Top guest favourite
A spacious living room features large windows that fill the area with natural light. A coffee table sits at the center, surrounded by stylish seating, including a sofa and armchairs. Artwork adorns the walls, enhancing the modern decor.
Flat in Chicago
5 out of 5 average rating, 167 reviews

Lux, spacious, bright, near Loyola-beach & subway

Stylish and sophisticated, this remodeled 3 bedroom, 2 bath private apartment is in a prime location, 3 blocks from Hartigan Beach, and 2 blocks to the Loyola Red Line "L" station to take you to Wrigley Field, downtown & many locations in between. We are 2 blocks from Loyola University & about 4 miles to Northwestern University. Located on a quiet, residential tree-lined street, we are a 2 block walk from all manner of restaurants & conveniences associated with our proximity to Loyola.

Guest favourite
An inviting living area features a comfortable blue couch and a patterned rug. A wooden coffee table sits at the center, adorned with a game. The space is brightened by large windows, framed by light curtains, while a hammock chair adds a unique touch.
Flat in Chicago
4.88 out of 5 average rating, 340 reviews

Beautiful Three Bedroom Apartment Near Loyola

Welcome to our beautiful 3 bedroom apartment just blocks from Loyola University. Fully furnished apartment with one queen bed, two full beds, and one pull-out futon. Amenities include full kitchen, dining room, and 2 bathrooms. WiFi, cable, 3 televisions throughout the apartment and sunroom and back yard too! Close to public transportation, the lake, and dozens of dining options within walking distance. One (1) City Street Parking Pass will be provided for each night of your stay.

Guest favourite
A spacious living area with large windows allows natural light to fill the room. A light-colored sectional sofa is complemented by two blue armchairs and a round coffee table. A neutral area rug anchors the space, creating a comfortable environment for relaxation.
Apartment in Chicago
4.82 out of 5 average rating, 209 reviews

Alluring Condo w/ Pri. Prkng Cls to Transit &Beach

Our 3 bedroom and 2 bathroom condo has a perfect open layout for any size group that is traveling together. You'll have a ton of open space to share and feel at home, while also choosing from 3 bedrooms to get some privacy as well. Each bedroom has a queen size bed, while the master bedroom also has its own full size private bathroom. Feel free to stay in and cook with our fully equipped kitchen, enjoy the 65 inch Roku TV, and gather around the very large island.

Top guest favourite
A stately Victorian house is surrounded by a landscaped garden featuring lush greenery and colorful plants. The front porch is framed by pillars and features multiple seating areas. A red front door adds a bold contrast to the dark exterior of the home.
Home in Chicago
4.99 out of 5 average rating, 136 reviews

Victorian House in Heart of Rogers Park

Newly restored Victorian house giving you a touch of Chicago's history with modern comfort. Feel at home away from home with fully equipped kitchen, entire house, and outdoor spaces with beautifully landscaped garden for lounging, grilling, and chilling. Large screen TV in living room and TVs in each bedroom. Fast Wi-Fi throughout the house. Walking distance to public transit, restaurants, bars, beach and shopping. Designated parking. #TheCatalpa

Top guest favourite
A modern, open space is revealed, featuring light wood flooring and a green accent wall. To the left, a kitchen area is visible with sleek cabinetry, while a cozy seating area with a television can be seen in the background, promoting a comfortable gathering space.
Flat in Chicago
4.9 out of 5 average rating, 70 reviews

Edgewater Garden Getaway

Edgewater Garden Getaway, is a newly renovated space with a craftsmen touch and elevated charm. Walking distance to Lake Michigan and Andersonville neighborhood and next door to great restaurants, the red line public transite, grocery store and antigüedad shops. Private entrance and access to the back yard garden area. if Chicago is your next destinación, this is the perfect space to recharge and rest between adventures.

Top guest favourite
A spacious living area is highlighted by large windows that let in natural light. Comfortable seating is arranged around a central coffee table, while a large television is positioned on a white media console. Soft, neutral hues complement vibrant decorative pillows.
Flat in Chicago
4.98 out of 5 average rating, 46 reviews

Sunny Andersonville Retreat - 2BD-1BTH + Office

Welcome to your urban retreat! This sunny, spacious apartment is situated in the heart of Andersonville. Just half a block from Clark Street, this quiet tree-lined street is only steps from the local restaurants, shops and stops this vibrant neighborhood has to offer. This location also boasts convenient access for trains and buses to downtown and a quick 15-minute walk to Edgewater beach.

Top guest favourite
Flat in Chicago
4.86 out of 5 average rating, 472 reviews

Cozy Garden Unit In Edgewater

Cozy vintage garden apartment, walking distance to University Loyola, trains, shopping and restaurants. Perfect for family or 2 adults and kids. Full-sized bed and sofa bed in living room. Spacious, clean, airy with six windows for natural light. Laundry in next room. Enclosed one car garage space included.

Popular amenities for North Shore Beach holiday rentals