Vacation rentals with lake access in West Side

The image presents a collage of four views. A bright kitchen features modern appliances and yellow tile accents. A cozy living room showcases colorful decor and a Smart TV. A dining area with a small table is visible, along with a games corner displaying the classic Simpsons Arcade machine.

4.88 out of 5 average rating, 114 reviews

Cute 2 BR 10 Minutes to Downtown Chicago Sleeps 6

Cute 700 sqft 2BR 1BA located 10-15 min drive from Downtown Chicago! Tub/Shower + smart speaker Games for adults & kids, 3 Smart TVs, free wifi| , office desk Classic Simpsons Arcade Sleeps 4-6 comfortably, 1 queen bed, 1 full bed, 1 sleeper sofa, 1 air mattress Free street parking Walking distance from public transportation 3 miles from Little Italy, Chinatown, and Downtown 15 min drive from Millenium Park and Soldier Field Minutes from Sox Park Great for families, professionals, and travelers

4.95 out of 5 average rating, 126 reviews

The living room features a comfortable sectional sofa adorned with accent pillows, positioned in front of a large television. A striking wall mural depicting Earth adds character. Natural light streams through expansive windows, illuminating a round coffee table atop a soft area rug.

Condo in Chicago

10 Mins Downtown Free Parking Ping-Pong Sleeps 10

ONE FREE INDOOR & SAFE PARKING SPOT INCLUDED! The building is next to a bus stop that brings you right into downtown! You would enjoy staying in the spacious 1800 sq ft with 10 ft high ceilings. 2 bedroom/2 bathroom apartment with ZERO STAIRS to get inside! It is an excellent solution for elder people and families with kids or maybe just a group of friends coming to have fun at the UNITED CENTER sports event or tourists as well as business folks or doctors to attend McCormick Place conferences.

A spacious living area features a gray sofa adorned with yellow cushions, accompanied by two beige armchairs. An archway leads to a contemporary kitchen, while soft lighting and a neutral color palette create a calm atmosphere.

4.82 out of 5 average rating, 300 reviews

Archways at the Lincoln Park Zoo 2bed/2ba

Nestled in a historic 1920s renovated hotel, this apartment retains charming Art Deco arches that add a touch of history to its modern comforts. Featuring warm timber floors that connect two cozy bedrooms with queen beds to a contemporary kitchen. Each room has a TV, and the kitchen is fully stocked for your convenience. With two full bathrooms and barrier-free one-floor access, this space combines old-world charm with modern living in the vibrant heart of Lincoln Park, close to the Lakefront.

A comfortable living area is presented, featuring a brown sofa, light teal chairs, and a white coffee table. Soft lighting is provided by two lamps on either side of a teal accent table. Natural light filters through the window shutters, enhancing the cozy ambiance.

4.98 out of 5 average rating, 370 reviews

Lincoln Pk-parking-wifi-King bd-crib-kid friendly

This wonderful 2 bedroom garden apartment in superhot Lincoln Park on a block where homes sell for 4 million to 12.5 million dollars. Walk score 97 The apartment was totally renovated adding new furniture, Flatscreen TVs in both bedrooms and Livingroom, a fully stocked kitchen, superfast wifi (150 Mbps) dedicated parking space, rooftop deck, washer, and dryer inside the apartment, see all that is offered below. The train (EL) stop is 2.5 blocks from the apartment. Go to the Cubs game/downtown.

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.

5 out of 5 average rating, 132 reviews

Remodeled, Near Loyola, Beach and 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.

4.99 out of 5 average rating, 176 reviews

A modern kitchen features sleek gray cabinetry and stainless steel appliances, including a refrigerator and oven. A neutral area rug complements the wood flooring. Natural light is provided by large windows, and stylish wall decor adds a contemporary touch to the space.

Condo in Chicago

RockStar Pad W3A BoysTown/Wrigley Field/Parking

HAVE IT ALL @ W3A Chicago Wrigley Field/Boystown/Lakeview -Newly renovated like new in safe centrally located East Lakeview. -10 min walk to Wrigley Field, Boys town, beaches, super markets, restaurants with late night dining. 5 min walk to Metro Sheridan Red Line (direct downtown), private enclosed parking $10/night & or free permits for street parking -600 thread count linens, fluffy soft pillows, house coats, high speed WiFi, Sonos speakers, stylish design & in unit washer & dryer

4.97 out of 5 average rating, 499 reviews

A light-filled living room features a comfortable beige sofa with an accent pillow and a light throw. Adjacent windows allow natural light to stream in, highlighting the wooden flooring and decorative area rug. A small side table holds a lamp, contributing to the calm atmosphere.

Apartment in Evanston

Charming, Sunny Apartment with Backyard Garden

House of the Blue Doors Enjoy staying with us in this spacious 1st floor flat. Furnished by the resident designer in tasteful neutrals, original curated artwork, one of a kind furniture and accent pieces. Sip morning coffee or a glass of wine in the sunlit kitchen or front porch, fire up the backyard grill for a barbecue. Soak in the award winning Chicago ceramic artist designed and made floor in the bathroom. Close to Northwestern, Chicago, Lake Michigan, everything Evanston offers.

An open-concept kitchen and dining area is featured, showcasing sleek cabinetry and modern appliances. A round dining table with gold wire chairs is positioned near large windows, providing natural light and views of the outdoors. Light wood flooring adds a warm touch to the space.

4.8 out of 5 average rating, 10 reviews

3 Bed 3 Bath Lakefront Oasis, Parking Included

From the moment you step into the living room of my lakefront home, your breath will be taken away by the incredible scenery outside. Let the gentle sounds of the lake relax you and clear your mind during your tranquil stay. The interior is just as stunning with professionally designed decor, completely new appliances and thoughtfully provided amenities. You will want for nothing during your stay and may not want to leave! Don't miss out on a true lakefront gem, book today!

4.93 out of 5 average rating, 240 reviews

A well-lit living area features a striped sofa accompanied by two modern armchairs. A wooden coffee table sits in the center, complemented by a patterned rug. Shelves display an array of silverware and decorative items, adding character and visual interest to the space.

Condo in Chicago

Cozy 1bdr Rogers Park, Loyola, Northwestern.

Visiting Northwestern, Loyola University, Rogers Park or Evanston? This cozy AirBnb is perfectly situated. A beautifully clean, private apartment 2 blocks from parks & sand beaches, walking distance to Loyola, short ride to Northwestern, steps to public transportation & restaurants, red line "El" trains & bus routes. Apt has private, queen bedroom, en suite full bathroom, living room w/queen sofa bed,TV, dining table, & partial kitchenette. Note: no full kitchen.

A cozy living area features comfortable seating with a dark blue sofa, two armchairs, and a wooden coffee table. Natural light streams through large windows adorned with decorative frames. A small decorative tree and artwork add warmth to the space, complemented by a soft area rug.

4.85 out of 5 average rating, 171 reviews

Historic Old Town, Fabulous 4 Bedroom Home

Lovely Historic 4 Bedroom, 3 bathroom home in Old Town, walking distance of restaurants, boutiques, coffee shops, the lake front and excellent public transportation. 2nd Fl. Master Bedroom has a King size bed and Twin plus private bath with bathtub, walk in shower, w/d; 2nd Fl. two room "suite" with a Queen size bed in each room and private bathroom. 1st Fl. bedroom with Queen bed and private bathroom. Off Street Parking and Private Deck! License Pending.

A cozy entertainment area is shown with a large screen displaying a movie. Comfortable seating is arranged in a semi-circle, with a mini fridge and coffee station nearby. Soft lighting enhances the atmosphere, and light filters in through small windows with blinds.

5 out of 5 average rating, 14 reviews

Stay & Play: Sox, Bears & Lake!

This spacious 1 bed 1 bath Garden unit is perfect for exploring Chicago! Located in a family-friendly historic Chicago neighborhood next to White Sox Stadium, Soldier Field, and a 15-minute walk to Lake Michigan. It's also just a 10-minute drive to the Magnificent Mile for Chicago's best shopping and dining. The unit features a 75-inch TV, darts, mini fridge, microwave, and complimentary snacks and coffee. A cozy spot for sports fans and city explorers, alike!

4.98 out of 5 average rating, 275 reviews

A spacious living area showcases a comfortable L-shaped leather sofa adorned with decorative pillows. A glass coffee table is positioned on an elegant area rug, while framed art pieces decorate the walls. A floor lamp provides soft lighting next to a small side table with a decorative plant.

Townhouse in Chicago

Beautiful Lincoln Park/ De Paul Complimentary Parking Permit

This generously sized, quiet apartment, located in the highly sought-after Lincoln Park neighborhood, offers convenient access to acclaimed restaurants and boutiques, all within a five-minute walk. Its private entrance and proximity—less than four blocks—to both the Red and Brown Line "L" stations ensure effortless access to Chicago's attractions, most within a two- to five-stop train ride. Zoned parking permits are provided.

Vacation rentals for every style

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Popular amenities for West Side lake access rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Lake access house rentals

A sunny view of a street corner is visible, framed by a wrought-iron fence. Green trees line the streets, providing shade to the area. Nearby buildings exhibit a mix of architectural styles. Paved roads and parked cars contribute to a lively neighborhood ambiance.

4.9 out of 5 average rating, 143 reviews

Spacious Two Story Luxurious Home w/Outdoor Deck!

NicoleRating, 5 stars2 weeks ago

Great location, close to all the action but just far enough to be peaceful. We loved having the back deck to sit outside and relax before a night out. I would absolutely recommend this location for a weekend or even longer.

A light-filled entryway displays a striking staircase with dark wooden steps and a crisp white wall. Marble flooring complements the modern aesthetic, while a glass door leads to the outside. Decorative wall sconces provide warm lighting along the staircase.

4.88 out of 5 average rating, 51 reviews

CasaNova Modern City Living

HelenRating, 5 stars3 weeks ago

Beautiful home layout and very spacious! Location was a quick drive to the city, which was convenient. Host was also very kind and attentive. Thank you Ms. Lilly for our stay!

4.93 out of 5 average rating, 154 reviews

Superhost Wrigley/Lakeview Duplex 3BR/2.5BA

JesseRating, 5 stars1 week ago

This house was just as described on the website. It was in a great location. The house is beautiful and clean. Walking distance to Wrigley, many restaurants and also the train. We really enjoyed our stay.

5 out of 5 average rating, 105 reviews

A well-maintained gray exterior with white trim is presented. Surrounded by a wooden fence, the yard features a grassy area and is shaded by trees. A sunny sky with scattered clouds adds to the inviting ambiance of the outdoor space.

Home in Evanston

Larimer Park Carriage House

FionaRating, 5 starstoday

The moment I walked in, it feels like home! The house is very nicely decorated, and it has everything you need to have a very comfortable stay. The kitchen is well stocked and she even has a basketball for my kid to play with in the court right in front of the house. She even welcomes the guests with a nice bar of chocolate , card and fresh flowers! We will stay here again if we visit Evanston!

A spacious living area features a comfortable sectional sofa and a light-colored armchair with patterned upholstery. Soft lighting illuminates polished wooden floors. A TV stand holds a flat-screen television, and large windows adorned with blinds allow natural light to fill the room.

4.83 out of 5 average rating, 122 reviews

Woodlawn Oasis: 5-15 Mins from Food, Fun, Dining

HaliRating, 5 stars3 weeks ago

This was a fantastic find! My whole party loved the place. It was clean and wonderfully located in a peaceful neighborhood close enough to transport to walk but far enough from the noise and bustle of downtown. Shawn was very responsive to any questions I had and was super kind and friendly! I absolutely would stay here again!!

An open-concept kitchen and living area features a modern design, highlighted by sleek cabinetry and a spacious island with seating. Natural light fills the room, accentuating the contemporary fixtures and appliances. A comfortable couch is positioned in the inviting living space, creating a perfect gathering spot.

4.89 out of 5 average rating, 28 reviews

Executive Contemporary Duplex

WaljimaRating, 5 stars1 week ago

My family and I enjoyed staying here. I was born and raised in Chicago just 4 blocks from this Airbnb! It was such a great experience to be back in my old neighborhood. Olusesan is a phenomenal host! I highly recommend this place.

4.85 out of 5 average rating, 155 reviews

A spacious spa room features a modern two-person jacuzzi, surrounded by elegant marble walls. The jacuzzi is designed with a clear accent panel, and amenities such as towels are neatly arranged nearby, promoting a calming and relaxing environment.

Home in Whiting

The Spa of Downtown Whiting

MelanieRating, 5 stars2 weeks ago

Had a great 2 night stay. Everything was clean and exactly as pictures and described. Very cute decor/theme. The layout was great for us, family with older teens. Lots of space and TVs. Great restaurants and some shopping within walking distance. Really good value. Walk to the beach and trails. We were in town for a nearby event and really enjoyed the area this place was in. Host was very responsive and answered questions beforehand. We had no issues with our stay at all and would absolutely recommend.

A stylish living area features a combination of striped and solid-color chairs, a plush area rug, and a modern coffee table. Large windows provide natural light, while a decorative fireplace adds to the cozy ambiance of the space.

4.87 out of 5 average rating, 129 reviews

Soak Up Mid-Century Style in Wrigleyville and Boystown

ShelbyRating, 5 stars3 weeks ago

My family and I really enjoyed staying here. It is in a really cute neighborhood and looks like the photos described. Very walkable to things. Everything we needed for our stay was in the house and accessible to us. It is mentioned in the listing that street parking is available but not reserved spaces. Since we knew this, we planned ahead and found parking in the neighborhood which I strongly recommend doing. The street parking was hard to come by on a weekend. Again, this was not an issue for us but do plan ahead. Matt was a great host and if we ever are in town for a cubs game, we would absolutely stay at this place again. It has so much character and they have very clearly maintained the space well. Also we appreciated how extremely clean everything was.

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Lake access apartment rentals

4.99 out of 5 average rating, 77 reviews

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.

Apartment in Evanston

Evanston 2BR 2Bth 1 Blk to Beach

AnnaRating, 5 stars1 week ago

Really comfortable home with thoughtful details. Easy access to many parks and restaurants, and also close to everything we needed for our family event. Sheila was very warm and helpful. There was more traffic than I expected (Evanston is hopping!), but we still always found parking within half a block. Great stay!

A bright dining space features a round table surrounded by wooden chairs, complemented by natural light from large windows. A decorative rug lies beneath the table, and a vintage wooden display cabinet occupies one wall, showcasing various items. A plant is seen near the window.

4.9 out of 5 average rating, 201 reviews

Spacious Vintage 3 BR in Chicago's NorthCenter!

CharlieRating, 5 stars3 weeks ago

Lin communicated clearly and was helpful throughout the whole process. The space was perfect for our needs, close to the event we were there for and in a lovely neighborhood near a small park close to a variety of great family restaurants. Happy to go back should the need arise.

Apartment in Highland Park

A charming entryway is featured, showcasing a white shingled exterior with green shutters. Two metal chairs surround a small round table, providing a cozy outdoor seating area. The front door is framed by a gabled roof, inviting guests into the studio.

4.91 out of 5 average rating, 164 reviews

Lovely studio near the beach! (and heated floors!)

DanielaRating, 5 stars6 days ago

We stayed at Ariel and Gabby's place several times and we always had a great experience! Their place is very welcoming and comfortable. The neighborhood is beautiful and peaceful, and the hosts are very nice and helpful. We hope to be back soon.

The living area displays a blend of comfortable seating options including a teal sofa and vibrant patterned armchair. A wooden coffee table sits atop a floral area rug, with framed photographs adorning the exposed brick walls. Natural light streams through two windows, enhancing the inviting atmosphere.

4.81 out of 5 average rating, 95 reviews

Parking! Charming Lincoln Park Flat! 3 Comfy Beds!

MeganRating, 5 stars1 week ago

Great location and a responsive host!

A well-appointed bedroom features a spacious bed with layered linens and decorative pillows. Soft lighting from two bedside lamps complements a small desk and chair positioned near a window. Rich wood tones and a colorful area rug enhance the room's inviting atmosphere.

4.97 out of 5 average rating, 241 reviews

Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D

LizRating, 5 stars2 weeks ago

Great place and location! Thank you for letting us stay in your home!

A cozy living area is highlighted by a red accent wall and brick details. A comfortable blue sofa faces a mounted television, with a striped chair nearby. A mirror and decorative plant are positioned against a stylish cabinet, complementing the space's inviting layout.

4.83 out of 5 average rating, 452 reviews

Lakeview Charmer -with parking!

KimberlyRating, 5 stars3 weeks ago

Nice location and comfortable for 4 people. Little difficult to get in from the parking space. Keypad only worked part of the time. Great to have an included parking space! Overall a nice short stay.

A bright living area features large windows dressed with sheer curtains, allowing natural light to fill the space. A modern coffee table is centered on a polished hardwood floor. Comfortable seating includes a gray sofa and two armchairs, complemented by a TV mounted on the wall above a white fireplace.

4.95 out of 5 average rating, 110 reviews

420 at Cheltenham 4BR

EndasiaRating, 5 stars1 week ago

I will definitely be staying here again on my next trip to Chicago. The host communicated very well and was very welcoming! This place was very clean spacious, and the beds were very comfortable! Thank you for Hosting us!