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Pet-friendly vacation rentals in Grant Park, Chicago

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Top-rated pet-friendly home rentals in Grant Park, Chicago

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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An open living area displays a modern kitchen with stainless steel appliances and dark cabinetry. A light-colored sofa is positioned beside a wooden coffee table. A glass dining table accommodates four chairs, while a colorful rug adds warmth to the space.

Apartment in West Town

4.85 out of 5 average rating, 402 reviews

Explore the City from an Elegant, Urban Retreat

- Queen Size bed in the private bedroom for two guests. - Sofa Bed with Full Size mattress for the 3rd and 4th guests (light weight and easy to setup). - Additional portable twin size cot can be set up per request. - Private Bathroom has a ceiling speaker and night light. - Living Room has an HD cinema projector with 100" screen. - A private garden with a gas grill and patio dining table/chairs. - Entry gate and door are Keyless/ Secured Key-coded. - Attached Private Parking space is available per request (subject to availability). - Easy Street Parking: Street parking is zoned (Chicago Residential Zone Parking) and we provide daily zone permits for parking on the street in front of the apartment. - Garden Space offers gas grill for Summer/Fall cookout (Share with two other apartments in the building). Text or phone call for quick reply The apartment is near the popular West Loop and West Town neighborhoods and close to public transit. Downtown parks, museums, and shops are less than two miles away. There's a Divvy Bikes station and a Starbucks across the street. Short walk to public transit ("L", bus, or Divvy bikes) 1 min drive to I-90/94. Less than 2 miles to downtown parks, museums, and shopping destinations. Less than 10 min drive to Lincoln Park, Old Town, and 5 min drive to Wicker Park, and Bucktown.

An outdoor space is showcased featuring a hot tub under a pergola with string lights, providing a relaxed ambiance. Comfortable seating is arranged around a firepit table, complemented by a gas grill visible in the background.

Home in Bridgeport

4.96 out of 5 average rating, 120 reviews

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking

1 King, 1 Queen, 1 Sofa Bed, 2 Air Mattresses (1 Full, 1Queen) 1 Pack n Play Enjoy your stay in this cozy modern home that sits on an oversized lot with luxury amenities and a spacious front yard with exceptional landscaping. The property has a car port in back which allows parking for 2 cars. The ideal getaway to grill up some food and relax in the jacuzzi hot tub year round! We are pet friendly! NO CHORES! Please reach out with any questions you may have before booking Hot tub 5-6 Person Spa

A cozy living room area features a dark leather sofa facing a mounted television on a wooden media console. A round shelf displays books and plants, while a small desk and chair are positioned beside a bright window.

Apartment in Bridgeport

4.93 out of 5 average rating, 137 reviews

CitySlickers Crash Pad /Free Parking /No Clean Fee

-600 sq.ft apartment / 2nd floor / Patio Deck -Free parking pad in rear / free street parking -Commute to Downtown: 15min (drive) / 28min (transit/train) / 22min(bike) -Walk score 93! Bike Score 92! Near Trains to Downtown!! -Gated access w/ Building video and security alarm system and noise monitoring equipment. -Kitchen is stocked w/ cookware, utensils, etc. -Washer and Dryer and Dishwasher in unit (free) -Rideshare(Uber/Lyft) / Bikeshares(Divvy) are bountiful -Safe, working class neighborhood

An inviting outdoor patio area features sleek white furniture, including a curved sofa and a coffee table atop a striped rug. A hammock is suspended nearby, surrounded by lush greenery and a wooden fence, with the warm glow of lights illuminating the space.

Home in North Park

4.96 out of 5 average rating, 170 reviews

Chicago River House -BBQ Oasis now open!

Close to must see Chicago restaurants and nightlife, yet nestled in nature! This 1937 Print Shop is seated between the Chicago River & Forest Preserves, with trails & river walks, 3 miles to the beach, near Lake Shore Drive & 90/94, nearby Lincoln Square , Andersonville, and seasonal waterfalls, brunch nearby. This 2-bed, 2-bath home one level. 5star Chef's kitchen 9’ x 15’ HD projector, comfy beds, double shower head shower room, near nature. Relax on our private patio and glowing furniture

Top guest favorite

The bedroom is designed with a spacious bed centered against an accent wall featuring geometric patterns. A plush bench is positioned at the foot of the bed. Warm lighting illuminates the room, complemented by rich curtains and wooden flooring.

Apartment in Magnificent Mile

4.98 out of 5 average rating, 152 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.

Top guest favorite

A cozy seating area features a round table surrounded by two chairs. A potted plant is positioned nearby, contributing to the fresh atmosphere. A glass coffee table rests on a patterned rug, while a comfortable gray sofa with assorted cushions is present against the wall.

Apartment in Ukrainian Village

4.98 out of 5 average rating, 280 reviews

Ukrainian Village Garden Retreat

A newly updated 1 bedroom, 1 bathroom apartment in Chicago's historic Ukrainian Village. Located a few blocks from Wicker Park, Ukrainian Village is a small historic district of Chicago filled with historic architecture. Access the apartment via a smart lock, the apartment includes everything you need for a comfortable stay, including a queen-sized bed, full kitchen, fiber high-speed internet (100+ Gbps up and down), smart TV, modern bathroom, in-unit washer & dryer, and free garage parking.

Top guest favorite

The living area features exposed brick walls and hardwood floors, with an arrangement of seating including a red armchair and a cozy sofa. A glass coffee table sits on a plush area rug. A wall-mounted flat-screen TV is present, alongside indoor plants and decorative elements.

Condo in Lincoln Park

4.99 out of 5 average rating, 276 reviews

❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D

• 1,750ft² / 162m² . My home is on the second floor of a four flat Itallian Brick Building . You have 2 flight of stairs to Climb to enter. • Walk Score 95 (walk to cafe's, bars, eating, nightlife, etc.) • Biker's paradise • Fully equipped + stocked kitchen • Extremely safe neighborhood • Onsite, secured parking • Onsite washer + dryer ➠ 5 min walk to the Lincoln Park ➠ 10 min drive to Downtown Chicago ➠ 30 min drive to O'Hare Chicago Airport fireplace is not operational.

Top guest favorite

4.99 out of 5 average rating, 141 reviews

Retro Modern Bungalow | fire pit | garage parking

Experience the city in style at Retro Modern Bungalow. The perfect pad for up to 4 friends. Featuring two spacious bedrooms, each with king beds and luxury linens, a propane fire pit and a fully fenced (pup-friendly) back yard. Enjoy central HVAC, hi-speed WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage or catch the train a few blocks away.

The bedroom features two twin-size beds, each dressed in crisp white linens. A table lamp provides soft illumination between the beds, which are flanked by framed abstract artwork on the walls. Large windows allow natural light to fill the space.

Apartment in River North

4.82 out of 5 average rating, 153 reviews

Kasa | Walk Magnificent Mile | River North

Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand new high-rise, our modern apartments include state-of-the-art amenities as well as chic details like gourmet kitchens and high ceilings. You’re less than a mile from the Museum of Contemporary Art, The Wrigley Building, and more. Our tech-enabled apartments offer self check-in at 4 pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device.

The living area features a vibrant blue sofa complemented by a colorful hammock, surrounded by greenery. A wooden dining table with four chairs sits prominently, while artistic decor is displayed on the walls and a large mirror reflects natural light from multiple windows.

Apartment in Logan Square

4.89 out of 5 average rating, 398 reviews

Sunny Logan Square Artists' home

2nd floor classic Chicago 2flat with lots of light. 3 bedrooms available, with 2 additional sofabeds. Great if you and family/group of friends are in town for an event and want to stay together. Grocery store 1.5 blocks away. Quiet street. Parking is decent. New bath has all marble walls, extra long/deep tub and rain shower. 1 mile walk to the Logan Square CTA Blue Line and Logan Square brunch/night-life. 5 min walk to Metra. Walk to 606 trail. Chicago Registration Number: R24000117459

A modern three-story condominium is showcased, featuring a combination of dark and light brick with large windows. Soft lighting highlights the front entrance and landscaped gravel area, providing a contemporary appeal. Neighboring buildings are visible in the background, contributing to the urban atmosphere.

Condo in Chicago

4.91 out of 5 average rating, 159 reviews

Ultra clean/cozy condo, 10 mins south of Downtown!

The space has been intentionally designed to offer a modern, yet comfortable feel for individual guests or families. Conveniently located just 6 miles south of Magnificent Mile, 5.6 miles from Navy Pier, 1 mile to Lake Shore Drive, 1.5 miles from the University of Chicago, 2 miles from Museum of Science and Industry, 1.2 miles from the many restaurants on 53rd Street in Hyde Park and close to many Chicago favorites! On-street parking available directly in front of the building.

A shared rooftop deck with views of the skyline features modern seating arrangements and vibrant flower planters. A stainless steel grill is available for outdoor cooking, complementing the comfortable lounge chairs and table set on the spacious tiled surface.

Condo in The Loop

4.9 out of 5 average rating, 124 reviews

Downtown Park #11 - Mich Ave PH | 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 Queen 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!

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Popular amenities for Grant Park, Chicago pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

An open-concept dining and kitchen area is featured, with a long wooden table accompanied by several chairs. A spacious kitchen island with seating sits nearby, and a warm wooden floor enhances the inviting space. Natural light fills the room, highlighting the exposed brick wall.

Home in Lincoln Park

4.94 out of 5 average rating, 125 reviews

Spacious Full Home Near the Heart of Wrigleyville

A spacious living area is furnished with two grey sofas adorned with bright yellow and blue pillows. A wooden coffee table is positioned in the center, featuring a decorative tray. Coastal-themed decor and blue curtains complement the light wood flooring, while a staircase is visible in the background.

4.97 out of 5 average rating, 113 reviews

King Bed Suite, *Spacious Newly Remodeled House*

The kitchen features modern white cabinetry with sleek countertops and stainless steel appliances. A central island with a wooden top provides additional workspace. Two woven barstools are situated at the island, and natural light enters through the dual windows, illuminating the space.

Home in Naperville

4.87 out of 5 average rating, 131 reviews

Home away from home

A cozy living area is displayed with a pair of beige sofas, accented by decorative pillows. Framed wall art complements the decor. A soft rug is positioned on the wooden floor, while a lampshade on a side table adds subtle illumination.

Home in Blue Island

4.81 out of 5 average rating, 196 reviews

Warm and comfortable inviting Suburban home !

The front exterior of a single-story ranch home is displayed, featuring a brick facade and a light-colored siding. A two-car garage is present on the right, with a paved driveway leading to the entrance. Lush green grass surrounds the house, under a clear blue sky.

Home in Bolingbrook

4.92 out of 5 average rating, 130 reviews

The Sunshine Spot

A corner jacuzzi whirlpool tub is positioned against a wall, featuring multiple jets for relaxation. A white toilet and a small wooden stool are visible nearby. Light gray walls are complemented by a window covered with a light-colored curtain, allowing natural light to filter in.

Home in Chicago Ridge

4.92 out of 5 average rating, 132 reviews

Quiet cul-de-sac with huge fenced in backyard

The exterior of a single-story home is framed by lush green grass and dark mulch landscaping. A welcoming pathway leads to the front door, adorned with a seasonal wreath. A large tree provides shade, and a white fence marks the boundary of the yard.

Home in Naperville

4.85 out of 5 average rating, 122 reviews

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

A comfortable living area features a blue couch adorned with decorative pillows, complemented by a lighted lamp on a small side table. Two chairs are positioned nearby, and a patterned area rug covers the hardwood floor, while natural light filters through the windows.

Home in Forest Park

4.91 out of 5 average rating, 107 reviews

Adorable house Madison Street w/ 2 car garage!

Pet-friendly home rentals with a pool

An inviting outdoor pool area features modern loungers and cabanas, surrounded by greenery. The heated pool reflects the skyline, while guests can be seen enjoying the space. Chic seating arrangements enhance the atmosphere of relaxation and socialization.

Apartment in River North

4.77 out of 5 average rating, 73 reviews

Level ◆ Brand New Luxe One Bedroom

A bright living area features floor-to-ceiling windows, offering views of the city. A comfortable sofa is positioned beside a round coffee table, with a decorative vase. A dining table with four chairs is visible, complemented by a textured area rug that adds warmth to the modern space.

Apartment in West Loop

4.85 out of 5 average rating, 89 reviews

Quiet but in the Heart of City walk Everywhere

A spacious living room is featured with a cream-colored sectional couch facing a mounted flat-screen TV. Natural light pours in through large windows adorned with blinds. A stone accent wall adds texture, complemented by two decorative pieces and a ceiling fan.

Home in Munster

5 out of 5 average rating, 10 reviews

Munster hide away

A comfortable living area is presented with two soft armchairs and a light-colored couch. A media console houses a Roku TV, while a decorative electric fireplace offers warmth. Artwork adorns the walls, and natural light enters through a window with blue curtains.

Townhouse in Forest Park

New place to stay

Forest Park Oasis - Dog Friendly - Parks - the "L"

A rooftop pool area is visible, surrounded by modern buildings that reflect the city skyline. The pool, framed by sleek railings and lounge space, draws the eye to the open sky above. Neutral-toned tiles create a clean, spacious environment for relaxation.

Apartment in The Loop

5 out of 5 average rating, 4 reviews

South Loop | Rooftop With In & Out Parking | 1

A cozy living area is presented, featuring a comfortable sofa and a stylish blue chair. A wooden coffee table sits in the center, complemented by a textured rug. Large windows allow natural light, while art pieces adorn the walls, adding visual interest to the space.

Apartment in Logan Square

4.78 out of 5 average rating, 68 reviews

Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!

A modern living area features a light-colored sofa with dark throw pillows, complemented by a sleek coffee table. Two abstract artworks adorn the wall above the couch. A plant adds a touch of greenery, while a large window allows natural light to fill the space.

Apartment in The Loop

New place to stay

Luxury 3 Bed w/ Gym, Pool, Parking, Game Rm & More

The exterior of a charming cottage is showcased, featuring a sleek dark grey facade. A series of stairs lead up to the entrance, flanked by a decorative black railing. Lush greenery surrounds the base, enhancing the inviting appeal of the home.

Apartment in Bridgeport

4.84 out of 5 average rating, 25 reviews

Modern unit in Bridgeport-Chicago

Private, pet-friendly home rentals

A welcoming living space features a round dining table surrounded by four chairs, with a large artwork depicting trees on the wall. A light fixture hangs from the ceiling, and a mirror reflects the room. Natural light fills the area, enhancing the warm ambiance.

Apartment in Evanston

4.83 out of 5 average rating, 179 reviews

MDRN Kid-Frndly Apt | Natural Lite | Quiet|Private

A brick bungalow features a welcoming front porch adorned with a US flag. The porch includes a railing and seating area, while flower pots add greenery. Stairs lead up to the front door, which is detailed with a decorative screen.

Guest suite in Portage Park

4.94 out of 5 average rating, 160 reviews

Cozy Home Living, Dogs, Kids, Free Parking, 420 OK

The living room features a high ceiling and a stone fireplace, with large windows allowing natural light to fill the space. Two brown leather sofas and a wooden coffee table create a cozy sitting area. The outdoor space is accessible through double doors.

Townhouse in Old Town

4.85 out of 5 average rating, 170 reviews

Downtown Elegance ✨ Private Yard Parking

A walkway lined with pavers is framed by greenery, leading toward a fenced yard. Soft string lights illuminate the area beside the tiny house, creating a serene evening atmosphere. A cozy seating area is visible, inviting relaxation outdoors near the lush foliage.

Tiny home in Burr Ridge

4.9 out of 5 average rating, 368 reviews

Less is more! Pet friendly Tiny Home near Chicago!

A comfortably arranged living room features a gray sofa with multiple cushions and two teal accent chairs. Natural light enters through large windows dressed in light curtains, while a wooden floor adds warmth to the space. A flat-screen TV is mounted on the white wall.

Home in Markham

4.73 out of 5 average rating, 124 reviews

The Country Life! Entire House.

A cozy living area features a black leather sofa paired with decorative pillows. A glass coffee table sits atop a patterned rug, complemented by a lamp and a small plant. The staircase leads to an upper level, with a wall map artwork enhancing the space.

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 341 reviews

a SIMPLE place

A spacious living room features a comfortable couch with assorted pillows, a wooden coffee table, and an area rug. Large windows allow natural light to fill the room, accompanied by a ceiling fan and an entertainment unit. A decorative floor lamp and wall decor enhance the inviting space.

Condo in Logan Square

4.92 out of 5 average rating, 344 reviews

Susie's Space. 2BR easy parking & pet friendly

A shared yard features a lush green lawn surrounded by trees and a fence. A small patio area includes a table and chairs, with an umbrella providing shade. A barbecue grill is positioned next to the side of the unit, and a garden area is visible in the background.

Apartment in Wilmette

4.85 out of 5 average rating, 136 reviews

Downtown Wilmette Micro Studio

Quick stats about vacation rentals that are pet-friendly in Grant Park, Chicago

Total rentals
60 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Destinations to explore