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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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Guest suite in Chicago

4.84 out of 5 average rating, 201 reviews

Vintage Suite Home Chicago by Sox/Park/Transit

Guest suite in an 1890 Worker's Cottage with plenty of character, originally built for laborers in the Chicago Stockyards. This quiet neighborhood is a respite from city buzz, just 20 min from the Loop. Your space has great natural light, 2 comfy beds (1 folds to a couch), private bath, flexible work/dining area, super-fast WiFi, and a kitchen with all the essentials. Private entry via back door. Free parking. Get downtown in 4 stops by train or any of 5 nearby buses. Se habla español.

Feb 23 – Mar 2

G$19,547 GYD per night

Home in Berwyn

4.92 out of 5 average rating, 240 reviews

Private apartment with retro vibe

Gunderson Getaway is a cosy one BR apartment with some retro style touches in Berwyn a block from Oak Park. 2nd floor private apartment. Wifi, cable, premium channels. Full kitchen. Queen bed plus sofa & extra single bed available. EASY free street parking right by unit. Quick drive to City. Convenient to both airports, United Center and walk to Fitzgerald’s Club. Near Blue Line, restaurants, groceries, great bakery. NO smoking, candles or glitter! Pets MUST be pre-approved and never left alone.

Sep 4 – 11

G$19,373 GYD per night

Apartment in Chicago

4.95 out of 5 average rating, 109 reviews

Comfortable, modern apartment 20 Min from Downtown

Welcome to Chicago! Whatever reason brings you to my lovely city, I'm sure my house will suit your every need. There are three units with separate entrees, out of which the first unit is for your own use; second unit is rented occasional. I live in the garden apartment, but will be rarely home. This modern unit has: -2 bedrooms 1 queen & 1 double bed -2 full bathroom -washer and a dryer -fully equipped kitchen - Wi Fi -50'' flat screen TV -central Air/Heat - back yard with porch -free parking

Mar 8 – 15

G$24,162 GYD per night

Guest suite in Chicago

4.93 out of 5 average rating, 353 reviews

Peaceful Portage Park Apartment

You have the entire apartment all to yourself (kitchen, bathroom, 2 bedrooms and an office). Shared backyard. Portage park is located about halfway between O’hare airport and downtown. It is one of the safest neighborhoods in Chicago. Parking is easy! We’re 2 blocks away from a park (dog park, playground, walking/running path, tennis courts, indoor and Olympic sized outdoor pool). Fairly close to coffee shops and good places to eat We are family friendly House trained dogs are ok : $10/night

Feb 13 – 20

G$22,626 GYD per night

Guest suite in Chicago

4.97 out of 5 average rating, 226 reviews

Private Suite w/ offstreet pkg, at Logan Sq Blu Ln

Cozy English garden apt (300 sq ft) w/ priv. entrance & free offstreet prking. 4 min walk to Blue Line. Brightly lit / high ceiling. Adjustable Tempupedic memory foam QUEEN bed plus futon in lvng rm. Kitchenette w/ mini-frig, Nespresso & Keurig, toastr ovn, microwv, and waffle maker w/maple syrp. Designer bath. 30+ restaur/bar nearby (see GUIDE BK in LOCATION). Self check-in. Flexible cancel. Early lugg. drop. A space to unwind in -- art-filled and artistic in design, NOT bland or IKEA like!

Sep 23 – 30

G$24,003 GYD per night

Apartment in Chicago

4.96 out of 5 average rating, 238 reviews

Roscoe Village One Bed Lux Apartment Near Wrigley

5 Star Reviews! 1 Bedroom Apartment,King Bed, queen sofasleeper, OwnOcc. Bldg. Featuring Central Air, Private Balcony, Deluxe Kitchen Stainless Steel Appliances, Microwave, & More. 55" TV, Direct TV.This outstanding Location is steps from the Roscoe Village Business District and a quick walk to the Train Stop & Bus stops, to Downtown Chicago & United Center(Hawks & Bulls).Walk to Bars, Restaurants & Shops.All stays over 30 days will require Guests to Complete additional "Lease".,

Jan 4 – 11

G$21,840 GYD per night

Guest suite in Chicago

4.94 out of 5 average rating, 125 reviews

Comfortable & Cozy in Bridgeport

Cozy in-law apartment (garden-level) in Chicago's Bridgeport neighborhood. Great for a couple, a single person that is "working from home," or young friends. Unique touches like local art (including a hand-painted shower curtain), equipped kitchen, and a mini library out front in case you forgot your book! In a nice, quiet neighborhood that is close to Chinatown, Pilsen, Sox Park, Midway, and McCormick Place. Chicago Registration Number: R21000062030

Jul 20 – 27

G$24,215 GYD per night

Apartment in Chicago

4.89 out of 5 average rating, 339 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.

Apr 21 – 28

G$22,874 GYD per night

Tiny home in Burr Ridge

4.92 out of 5 average rating, 242 reviews

Less is more! Pet friendly Tiny Home near Chicago!

Less is more--see for yourself how big 250 square feet can really feel! For those who would love to try tiny living and a minimalist lifestyle, this is the perfect getaway. This tiny house has everything you will need to fall in love with tiny living! There is a fenced yard, grass area for furry friends, free parking and is close to hiking trails, restaurants, shops, breweries, bars, and Chicago! Check us out on Insta: @LessIsMore_TinyHome

Mar 7 – 14

G$23,370 GYD per night

Apartment in Forest Park

5.0 out of 5 average rating, 222 reviews

Like a Treehouse!

If you're coming to Illinois for any medical procedure that's no longer available in your home state, reach out to us about discounts. You'll feel like you're in a tree house in our 850 sq ft coach house, above our workshop/garage, behind our home in historic Forest Park (with "The Mayberriest Downtown!"- Chicago Magazine), right next to Oak Park. Just 8 miles west of Downtown Chicago, convenient to I-290 and the Blue Line train.

Sep 26 – Oct 3

G$23,755 GYD per night

Condo in Chicago

4.97 out of 5 average rating, 330 reviews

Lincoln Square Gem!

Very nice and updated condo in the heart of Lincoln Square! Lots of fun design elements and artwork await. This sunny condo is in the 2nd floor of a 2-flat building with friendly neighbors. My partner and I live on the first floor. You can walk to all that Lincoln Square has to offer! The Brown Line (Western stop) is just 2.5 blocks away for an easy commute to downtown!

Sep 28 – Oct 5

G$30,190 GYD per night

Condo in Chicago

4.97 out of 5 average rating, 707 reviews

Great location. Free parking.

Great location in Chicago's Wicker Park/Bucktown community. Fully furnished living room, bedroom with queen bed and bathroom. Internet, central heating/ac, small refrigerator, microwave, cable TV, dvd/Blu-ray, coffee maker. Small safe. Private free parking. One block from blue line (Division). From O’Hare via train – 35 min. 10 min to the city via blue line.

Jul 28 – Aug 2

G$23,849 GYD per night

Vacation rentals for every style

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

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Chicago

4.89 out of 5 average rating, 332 reviews

Private 3rd Floor Apartment

Jan 16 – 23

G$26,233 GYD per night

Home in Chicago

4.86 out of 5 average rating, 215 reviews

The Avondale Guesthouse

Nov 24 – Dec 1

G$21,347 GYD per night

Home in Forest Park

4.91 out of 5 average rating, 223 reviews

Charming dog friendly 2-Bath Bungalow Near Chicago

Jun 25 – Jul 2

G$32,156 GYD per night

Home in Chicago

4.82 out of 5 average rating, 140 reviews

Historic Old Town, Fabulous 4 Bedroom Home

Jan 21 – 28

G$75,294 GYD per night

Home in Chicago

4.81 out of 5 average rating, 196 reviews

Spacious Luxury Townhouse - Old Town

Oct 30 – Nov 6

G$124,181 GYD per night

Home in Chicago

4.93 out of 5 average rating, 326 reviews

Amazing Penthouse Skyline Views!

Nov 18 – 25

G$143,306 GYD per night

Home in Chicago

4.96 out of 5 average rating, 127 reviews

Chicago Riverhouse summer on our patio!

Mar 5 – 12

G$66,732 GYD per night

Home in Chicago

4.82 out of 5 average rating, 123 reviews

Bucktown Home W/ Free Garage Parking for 2 Cars!

Oct 3 – 10

G$102,310 GYD per night

Pet-friendly home rentals with a pool

Apartment in Itasca

4.78 out of 5 average rating, 183 reviews

King Bed at Chicago Northwest + PET Friendly

Sep 18 – 25

G$238,250 GYD per night

Apartment in Chicago

4.78 out of 5 average rating, 158 reviews

Beautiful Corner 2 Bedroom in the Loop | Roof Deck

Mar 1 – 8

G$101,945 GYD per night

Apartment in Chicago

5.0 out of 5 average rating, 8 reviews

Cozy studio near Michigan lake

Jun 30 – Jul 7

G$26,249 GYD per night

Apartment in Chicago

4.88 out of 5 average rating, 8 reviews

Safe Downtown Penthouse Lake Views #1|Gym, Parking

Jul 8 – 15

G$116,484 GYD per night

Apartment in Chicago

5.0 out of 5 average rating, 7 reviews

Luxury Designer Penthouse South |Pool| Gold Coast

Jan 11 – 18

G$127,047 GYD per night

Apartment in Rosemont

4.89 out of 5 average rating, 18 reviews

Relaxing Standard Room l Free Airport Shuttle

Jul 23 – 30

G$45,960 GYD per night

Campsite in Midlothian

4.99 out of 5 average rating, 76 reviews

Waverly Woods Outpost: Private Glampsite w Theater

Aug 4 – 11

G$42,553 GYD per night

Home in Schaumburg

5.0 out of 5 average rating, 3 reviews

Paradise 4BR w/ Pool & Games

Nov 21 – 28

G$77,570 GYD per night

Private, pet-friendly home rentals

Apartment in Park Ridge

4.79 out of 5 average rating, 322 reviews

Modern Garden apartment (WHOLE UNIT)

Apr 12 – 19

G$30,407 GYD per night

Apartment in Chicago

4.91 out of 5 average rating, 169 reviews

Handicap accessible apartment w/Level-2 EV Charger

Dec 16 – 23

G$16,799 GYD per night

Guest suite in Chicago

4.97 out of 5 average rating, 239 reviews

Stylish Studio in Historic Logan Square

Sep 5 – 12

G$31,963 GYD per night

Apartment in Chicago

4.96 out of 5 average rating, 323 reviews

Bright family-friendly Lincoln Square 2-bed 1-bath

Dec 14 – 21

G$27,295 GYD per night

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 294 reviews

a SIMPLE place

Feb 19 – 26

G$20,312 GYD per night

Apartment in Oak Park

4.91 out of 5 average rating, 104 reviews

Lovely, spacious 2bd, 1bath home w/free parking

Aug 27 – Sep 3

G$26,776 GYD per night

Condo in Chicago

4.88 out of 5 average rating, 235 reviews

2 King Bed Condo Easy Downtown Free Street Parking

Oct 25 – Nov 1

G$32,405 GYD per night

Apartment in Forest Park

4.98 out of 5 average rating, 285 reviews

Walk to Oak Park from Our Sunny Turn of the Century Apt

Sep 21 – 28

G$31,569 GYD per night

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

Total rentals
30 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.3K reviews
Nightly prices starting at
G$20,898 GYD before taxes and fees

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