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Holiday rentals with lake access near Grant Park

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Top-rated rentals with lake access near Grant Park

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

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Superhost
Flat in The Loop

Stylish Corner 2 Bedroom in the Heart of Chicago |

[NOTE: The main rooftop is currently closed for renovations and is slated to reopen in Winter/Spring 2027. The 2nd rooftop remains open and available to use, including the pool which typically opens around Memorial Day]. This stylish corner apartment is in a perfect location with fabulous city views in multiple directions. It's a bright and spacious two bedroom, two bathroom apartment with an additional sofa bed, ideal for families, business travelers, or couples traveling together. The buildin

4.75 out of 5 average rating, 269 reviews
Top guest favourite
The master bedroom features a spacious bed with a tufted headboard and soft, neutral bedding. Two nightstands with lamps are on either side, and a television is mounted on the wall. Natural light filters through the wooden blinds, enhancing the warm wooden floors.
Flat in Downtown Chicago

OLD TOWN TRIUMPHANT 2BD/2BA (+Rooftop&Parking)

Welcome to this Old Town Masterpiece! Guests love this home because: - Steps away from top-notch restaurants/entertainment on bustling Wells St. - Close to every popular attraction that makes Chicago so great - Room for reg-size SUV in private driveway! - Luxurious interior design - Tranquil rooftop w/ grill - Fast WiFi - Pillow-top Bamboo mattress in each master en-suite - State of the art kitchen - Exceptional workspace - 5 minute walk from red line (CTA L) We look forward to hosting you!

4.94 out of 5 average rating, 260 reviews
Top guest favourite
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 Lincoln Park

Beautiful Lincoln Park/ De Paul Complimentary Parking Permit

Located in the heart of Lincoln Park's Armitage/Halsted shopping district, one of Chicago's most desirable and walkable neighborhoods, steps from boutiques, cafés and public transit are all within a short walk. This is an urban, pedestrian friendly neighborhood where many visitors choose to explore on foot. Complimentary daily parking permits included. Please note that the apartment does not have an in-unit washer/dryer. For longer stays, laundry credit is provided for wash and fold service.

4.98 out of 5 average rating, 339 reviews
Superhost
Flat in Downtown Chicago

The Lakefront Lookout (Rooftop Deck • Gym)

Located at the epicenter of Chicago's cultural, historical, and business attractions, this luxurious 2 bedroom apartment offers guests all the comforts of home, whether on the road for work or play. Within walking distance are world famous attractions including: Millennium Park, Navy Pier, Riverwalk, Soldier Field, The Field Museum, Oak Street Beach, and more. Additionally, guests are merely blocks from an "L" train stop, which will transport passengers anywhere they could desire in the city!

4.8 out of 5 average rating, 239 reviews
Top guest favourite
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.
Flat in Lincoln Park

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.

4.84 out of 5 average rating, 361 reviews
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

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.

4.99 out of 5 average rating, 118 reviews
Top guest favourite
The historic stone façade of the building features intricate architectural details, with large arched windows and a welcoming entrance. Flower pots are displayed on the balcony, and a wrought iron fence surrounds the property, adding to the charm of the exterior.
Flat in Lake View

Stone Mansion Sleeps 10-20 Free parking & TV

Giant, 4 bedroom, 2,300 square feet apartment on 2nd floor, near Red Line Train, bars, cafe's, shopping, restaurants, Lakefront and everything else Chicago has to offer. Large living room with bar area, TV and fridge for socializing before hitting the town. Dining room has a large table and 8 chairs. 4 bedrooms with 2 private rooms with king beds and one with a double bed. 4 futons for in the living room for extra sleeping space two (2) parking spots in the west facing garage on premises.

4.92 out of 5 average rating, 290 reviews
Top guest favourite
A private patio provides a cozy seating area featuring a 3-seater sofa and two accent chairs. A round coffee table sits in the center, with the urban street view visible beyond the wrought iron railing.
Flat in Downtown Chicago

Gold Coast Pristine 3BD|2BR| Patio |Parking| Beach

FREE GARAGE PARKING! Garage Clearance 6ft. Step into luxury in this modern loft with 3 bedrooms, 2 bathrooms and a private patio with breathtaking views. Experience the feeling of being at home in a bright and spacious haven amidst Chicago's most sought-after neighborhood "Gold Coast" This centrally located gem is situated within walking distance of much of Chicago Downtown's exquisite dining, upscale boutiques, popular tourist destinations, and just a stone throw away from Oak Beach.

4.95 out of 5 average rating, 128 reviews
Top guest favourite
The living area features a spacious gray sectional sofa complemented by a textured area rug. A sleek coffee table is adorned with decorative items, while a stylish arc floor lamp provides ambient lighting. In the background, a dining space with a round table and four chairs is visible.
Apartment in Downtown Chicago

GLORIOUS GOLD COAST GETAWAY

Welcome! Amazing Gold Coast/Streeterville location SECONDS from the LAKE and MAGNIFICENT MILE. Located on a quiet street, this apartment is tucked in between Michigan Ave and Lake Michigan. Steps away from the famous Drake Hotel, yet closer to the lake and Oak Street Beach. This spot is considered the best location in the city-- steps away from the best stores/restaurants in the world located on Michigan Ave (Mag Mile) and just north of Navy Pier. We look forward to hosting you!

4.96 out of 5 average rating, 159 reviews
Guest favourite
A spacious rooftop deck is featured, showcasing a sectional sofa and colorful lounge chairs. A barbecue grill is positioned nearby, surrounded by planters filled with vibrant flowers. The skyline of Chicago and a glimpse of Lake Michigan are visible in the background under a clear blue sky.
Flat in The Loop

Downtown Mich Ave #10 | gym+rooftop

Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Guests love staying with us because: -Central Location on Grant Park (no car needed!) -FAST WIFI -En-suite Laundry -Did we mention the Lake & Park are outside our front door? -Comfy Double bed -Loft style bedroom -Shared Rooftop Deck stunning views -Gym -3 blocks from Red "L" subway -Close to Grant Park, The Bean, Soldier Field, Museums If you are looking for a special place, you've found it!

4.84 out of 5 average rating, 140 reviews
Top guest favourite
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.
Flat in Downtown Chicago

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

Private 2BR apt. in vintage 3-flat in the heart of Chicago's Michigan Ave/Gold Coast neighborhood. Fantastic locations steps from world-class shopping and restaurants, Oak St. beach, and public transportation (L trains, express bus). Includes A/C, washer-dryer, super-fast wi-fi, smart TV, and workspace. Hourly rate garage parking next door. Note: Guests must walk up one flight of stairs. Light sleepers should bring earplugs as there are noises typical of a big city.

4.95 out of 5 average rating, 304 reviews
Top guest favourite
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.
Home in Lincoln Park

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.

4.87 out of 5 average rating, 212 reviews

Popular amenities for rentals with lake access near Grant Park

KitchenWifiPoolFree parking on premisesAir conditioning

Lake access house rentals

Top guest favourite
A modern living room features a large, curved green sectional sofa and a blue accent chair. A round, light-colored coffee table sits at the center, complemented by decorative items. Large windows provide natural light, while an artistic light fixture enhances the space.
Home in Lake View

Soak Up Mid-Century Style in Wrigleyville and Boystown

4.89 out of 5 average rating, 160 reviews
Top guest favourite
A spacious dining area features a large table surrounded by six chairs. Natural light is provided by two windows with sheer curtains. A unique light fixture hangs above, and a vase with flowers is centered on the table, contributing to the room's welcoming ambiance.
Home in Uptown

Private 3rd Floor Apartment

4.91 out of 5 average rating, 427 reviews
Superhost
A spacious living room is furnished with two comfortable sofas and a wooden coffee table. A large black-and-white cityscape photograph is displayed on the wall. Natural light fills the room through windows, highlighting the polished wood floors and decorative ceiling. A dining area is visible in the background.
Home in Lake View

Spacious Two Story Luxurious Home w/Outdoor Deck!

4.89 out of 5 average rating, 175 reviews
Top guest favourite
An open living area features a stone-finished fireplace and a large area rug. Two blue sofas, one with decorative cushions, frame the space. A wooden coffee table sits on the rug, with green plants enhancing the setting. Light flows in through nearby windows leading to the dining area.
Home in Downtown Chicago

Huge Downtown Gem *Yard *Parking *Fireplace

4.89 out of 5 average rating, 166 reviews
Top guest favourite
An inviting living area showcases a light-colored sectional sofa paired with a matching ottoman. A dark coffee table sits nearby, and a warm area rug lies underfoot. A bookshelf filled with books lines the wall, while soft lighting highlights the natural warmth of the wood flooring.
Home in Lake View

Superhost Wrigley/Lakeview Duplex 3BR/2.5BA

4.93 out of 5 average rating, 184 reviews
Superhost
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

4.84 out of 5 average rating, 185 reviews
Guest favourite
Home in Andersonville

Modern Farmhouse In Andersonville- No cleaning fee

4.94 out of 5 average rating, 98 reviews
Superhost
A modern living area features a curved sofa and two armchairs, arranged around a circular, striped rug. A flat-screen TV is mounted on the wall above a sleek fireplace. Natural light enters through large windows, complementing a dining area with a round table and multiple chairs.
Home in South Side

CasaNova Modern City Living

4.89 out of 5 average rating, 85 reviews

Apartment rentals with lake access

Top guest favourite
A Juliet balcony offers a serene outdoor dining space, framed by vibrant green foliage and blooming flowers. A small table is set for two, featuring a white tablecloth and empty glassware, inviting a peaceful moment with nature.
Flat in Edgewater

The Ardmore — Steps from the lake.

4.99 out of 5 average rating, 163 reviews
Guest favourite
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.
Flat in Lake View

Lakeview Charmer -with parking!

4.84 out of 5 average rating, 520 reviews
Top guest favourite
Flat in Lincoln Park

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

4.98 out of 5 average rating, 453 reviews
Guest favourite
A light-filled living room, featuring a comfortable sofa adorned with teal and green textured pillows. Large green plants are positioned beside the windows, enhancing the space. A coffee table with decorative items, including a tray with candles and magazines, completes the inviting setting.
Flat in Andersonville

"La Maison Verte" Andersonville

4.95 out of 5 average rating, 115 reviews
Top guest favourite
A spacious living area is furnished with a light-colored sofa, two armchairs, and an entertainment unit containing books. Soft lighting from a lamp creates a warm atmosphere. A geometric area rug adds visual interest to the carpeted floor. The sloped ceiling enhances the cozy feel of the space.
Flat in Uptown

Cozy loft in Chicago's Uptown

4.97 out of 5 average rating, 343 reviews
Top guest favourite
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.
Flat in Evanston

Charming, Sunny Apartment with Backyard Garden

4.97 out of 5 average rating, 551 reviews
Guest favourite
A comfortable living room features a blue sectional sofa adorned with soft throws, paired with a wooden coffee table. Natural light enters through large windows, highlighting a stylish armchair and an entertainment unit beneath a mounted TV.
Flat in Evanston

Guest Favorite Escape Next to the Beach

4.9 out of 5 average rating, 149 reviews
Guest favourite
An outdoor terrace is visible, featuring seating arrangements with two orange chairs and a fire pit. The view overlooks Lake Michigan, with the calming waves in the background. A pathway leads down to the water, surrounded by the building's architecture.
Flat in East Rogers Park

Executive Apartment on Lake Michigan with parking

4.9 out of 5 average rating, 225 reviews

Lake access cottage rentals

Top guest favourite
A rustic cottage is nestled among lush greenery, featuring a stone path that leads to the entrance. The home, with blue shutters and a welcoming porch, is framed by a flowering tree and various plants, creating a peaceful setting.
Cottage in Valparaiso

Flint Lake Cottage.

4.89 out of 5 average rating, 634 reviews
Top guest favourite
The tranquil surface of Flint Lake reflects a colorful sunset, with soft hues of pink and orange blending into the serene blue sky. The surrounding tree line is silhouetted against the fading light, creating a peaceful and calming atmosphere.
Cottage in Valparaiso

The Lake Escape -Cozy Lakefront Cottage Valparaiso

4.94 out of 5 average rating, 471 reviews
Top guest favourite
A private wooden deck features a spacious hot tub with steps for easy access. Soft outdoor lighting creates a cozy ambiance, illuminating nearby trees and the charming cottage structure visible in the background. Green foliage enhances the serene setting.
Cottage in Miller

SYLVIA's CHARMING & RELAXING COTTAGE

4.97 out of 5 average rating, 101 reviews
Top guest favourite
A bright living room features high ceilings with a chandelier above a central wooden coffee table. Comfortable dark gray sofas are positioned around the table, complemented by decorative cushions. Large windows allow natural light to fill the space, and a stone fireplace adds a cozy focal point.
Cottage in Union Pier

Designer Cottage Relax Pool Beach & Spa—Windjammer

4.97 out of 5 average rating, 250 reviews
Top guest favourite
A charming cottage is nestled among tall pine trees, partially obscured by greenery. The natural surroundings create a tranquil setting, while the rustic stone chimney adds character to the cozy structure.
Cottage in Michiana Shores

1930’s Cozy Cottage in the Woods.Walk to the beach

4.98 out of 5 average rating, 133 reviews
Top guest favourite
A cozy four-season porch features light wood paneling and large windows offering views of the outdoors. Comfortable seating, including woven chairs, is arranged around a small space, with decorative elements adorning the walls. A small electric fireplace provides warmth and ambiance.
Cottage in Trevor

The Lakehouse-3bdr/Lakefront/Wi-Fi

4.98 out of 5 average rating, 167 reviews
Top guest favourite
The exterior of the cottage is surrounded by trees, with a designated seating area featuring two blue Adirondack chairs and a wooden table. A firepit sits in the gravel yard, offering a natural gathering space among green foliage.
Cottage in Union Pier

Beach Bird Cottage- 5min walk to the lake! 3BR/1BA

4.98 out of 5 average rating, 167 reviews
Guest favourite
A cottage exterior is showcased with blue siding and a welcoming porch. Lush greenery and colorful flowers surround the home, adding to its appeal. Large windows offer ample natural light, while trees enhance the privacy of the property.
Cottage in Lakeside

Pebble Path Cottage - Less than a block to beach!

4.98 out of 5 average rating, 131 reviews

Other holiday rentals with lake access

Top guest favourite
An outdoor terrace features comfortable lounge seating and a grill. A panoramic view of the Chicago skyline is visible, showcasing various architectural styles and buildings under a clear blue sky.
Townhouse in West Loop

Fulton Market Townhome, 4 Levels & 4 Bedrooms

4.99 out of 5 average rating, 290 reviews
Guest favourite
The exterior features a charming two-story home with a welcoming front porch. A set of stairs leads to the entrance, surrounded by well-maintained greenery and blooming flowers. Sunlight filters through the trees, creating a warm and inviting atmosphere.
Guest suite in Evanston

A guest suite centrally located, but so quiet

4.97 out of 5 average rating, 301 reviews
Guest favourite
Flat in South Side

Stylish Hyde Park/Kenwood Brownstone Garden Apt

5.0 out of 5 average rating, 34 reviews
Guest favourite
Flat in The Loop

Upscale High-Rise Apt · Rooftop Pool + Views

4.92 out of 5 average rating, 50 reviews
Guest favourite
Flat in Downtown Chicago

Luxury Penthouse Loft w/Terrace 504 | River North

5.0 out of 5 average rating, 16 reviews
Guest favourite
Flat in Downtown Chicago

Old Town 2BR! Great Location!

4.92 out of 5 average rating, 49 reviews
Guest favourite
The living room features large windows that allow natural light to illuminate the space. A dark leather sofa and a matching armchair are situated around a wooden coffee table, complemented by a light area rug. A floor lamp provides additional lighting.
Flat in Downtown Chicago

Comfy Chinatown 2BR Apt. Mins to DWTN/McCormick

5.0 out of 5 average rating, 23 reviews
Superhost
Flat in Wrigleyville

Spacious Wrigleyville 1-Bedroom

5.0 out of 5 average rating, 4 reviews

Destinations to explore