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Pet-friendly vacation rentals in Chicago River

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Chicago River

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

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Apartment in Chicago

4.86 out of 5 average rating, 190 reviews

Spectacular Corner 2BR Penthouse in the Loop | Roo

This top floor corner penthouse is in a perfect location with panoramic city views in multiple directions. With over 1,200 square feet of space, 13 foot tall ceilings and oversized windows, this spacious penthouse is a true escape in the sky in the heart of downtown Chicago. It's a two bedroom, two bathroom apartment with an additional sofa bed, ideal for families, business travelers, or couples traveling together. The building has a pool and an amazing outdoor rooftop terrace with 360 degree vi

Jan 24 – 31

G$72,656 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 12 – 19

G$19,621 GYD per night

Guest suite in Wood Dale

4.9 out of 5 average rating, 429 reviews

The Deer Suite

This is a one bedroom apartment within the home. NOT FOR PARTY No Smoking , ABSOLUTELY No events, parties, or large gatherings. The apartment has a separate entrance from the home main entrance. The apartment also comes with comcast high speed internet. The living room couch can be turned into a double bed, that sleeps two. Large ,shower towels and shampoo included. The apartment includes washer and dryer.The bedroom sleeps two .It is about 30min drive to Downtown-Chicago and15min to O'hare .

Oct 31 – Nov 7

G$23,876 GYD per night

Apartment in Chicago

4.98 out of 5 average rating, 219 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.

Jan 3 – 10

G$34,044 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 29 – Oct 6

G$23,462 GYD per night

Guest suite in Chicago

4.97 out of 5 average rating, 238 reviews

Stylish Studio in Historic Logan Square

Brand new, unique garden studio (4 steps down), located in the heart of the highly desirable Logan Square neighborhood. This luxurious space with heated floors & a spa inspired bathroom is situated on the Historic Logan Boulevard, 2 blocks from the CTA Blue Line which runs between downtown & O'Hare airport. The suite has a private entrance & access to a fabulous shared backyard space. The owner's treehouse deck can be reserved by request. Convenience & excitement are easily accessible!

Oct 4 – 11

G$31,968 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".,

Dec 2 – 9

G$21,843 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$24,219 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.

Feb 8 – 15

G$22,877 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$23,374 GYD per night

Apartment in Streeterville

4.84 out of 5 average rating, 135 reviews

Downtown Guild #2 | Gold Coast Mag Mile 2bd/2ba

Feel at Home, Unwind, and Enjoy the amenities you deserve at our quiet vintage building with lots of character. Guests love our home because: - You're SECONDS from the LAKE and MAGNIFICENT MILE - Steps away from the John Hancock - Gym / Laundry in the Basement - Amazing location w/ many shops & restaurants nearby - Fast WIFI - KING beds - Charming, vintage Chicago building Please read our FAQs to answer any questions before booking.

Mar 13 – 20

G$44,535 GYD per night

Apartment in Forest Park

5.0 out of 5 average rating, 221 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 8 – 15

G$24,917 GYD per night

Vacation rentals for every style

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Popular amenities for Chicago River pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

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$32,160 GYD per night

Home in Chicago

4.86 out of 5 average rating, 215 reviews

The Avondale Guesthouse

Nov 30 – Dec 7

G$20,219 GYD per night

Home in Chicago

4.82 out of 5 average rating, 140 reviews

Historic Old Town, Fabulous 4 Bedroom Home

Jan 22 – 29

G$75,305 GYD per night

Home in Lincoln Park

4.81 out of 5 average rating, 196 reviews

Spacious Luxury Townhouse - Old Town

Oct 2 – 9

G$145,769 GYD per night

Home in Chicago

4.93 out of 5 average rating, 326 reviews

Amazing Penthouse Skyline Views!

May 9 – 16

G$99,136 GYD per night

Home in Chicago

4.96 out of 5 average rating, 127 reviews

Chicago Riverhouse summer on our patio!

Dec 13 – 20

G$62,478 GYD per night

Home in Chicago

4.93 out of 5 average rating, 210 reviews

Luxe 6BR House *Trendy Logan Square *Garage Access

Dec 21 – 28

G$171,087 GYD per night

Home in Chicago

4.94 out of 5 average rating, 106 reviews

Wrigley Retreat - Full Home w/ Chicago Charm

Mar 7 – 14

G$156,251 GYD per night

Pet-friendly home rentals with a pool

Apartment in Itasca

4.77 out of 5 average rating, 181 reviews

King Bed at Chicago Northwest + PET Friendly

Jun 3 – 10

G$34,143 GYD per night

Apartment in East Rogers Park

5.0 out of 5 average rating, 8 reviews

Cozy studio near Michigan lake

Jun 30 – Jul 7

G$26,253 GYD per night

Apartment in Chicago

5.0 out of 5 average rating, 7 reviews

Luxury Designer Penthouse South |Pool| Gold Coast

Mar 10 – 17

G$148,502 GYD per night

Apartment in Rosemont

4.94 out of 5 average rating, 17 reviews

Relaxing Standard Room l Free Airport Shuttle

Jul 8 – 15

G$39,186 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$42,559 GYD per night

Home in Schaumburg

5.0 out of 5 average rating, 3 reviews

Paradise 4BR w/ Pool & Games

Aug 13 – 20

G$82,516 GYD per night

Apartment in River North

4.85 out of 5 average rating, 192 reviews

Kasa | Nearby Millennium Park | River North

May 25 – Jun 1

G$54,517 GYD per night

Apartment in Chicago

4.69 out of 5 average rating, 49 reviews

Gold Coast Dream: Sleek Studio/Perfect City Vibes”

Feb 5 – 12

G$29,567 GYD per night

Private, pet-friendly home rentals

Apartment in Chicago

4.86 out of 5 average rating, 101 reviews

⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️

Apr 4 – 11

G$16,941 GYD per night

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 294 reviews

a SIMPLE place

Jan 12 – 19

G$20,315 GYD per night

Apartment in Chicago

4.95 out of 5 average rating, 108 reviews

Comfortable, modern apartment 20 Min from Downtown

Sep 23 – 30

G$24,166 GYD per night

Guest suite in Chicago

4.93 out of 5 average rating, 353 reviews

Peaceful Portage Park Apartment

Oct 19 – 26

G$22,629 GYD per night

Apartment in River North

4.89 out of 5 average rating, 262 reviews

River North's Rock N Roll

Jan 10 – 17

G$78,573 GYD per night

Apartment in Oak Park

4.91 out of 5 average rating, 104 reviews

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

Sep 13 – 20

G$26,650 GYD per night

Apartment in Forest Park

4.85 out of 5 average rating, 113 reviews

Home away from home downstairs

Nov 21 – 28

G$25,270 GYD per night

Apartment in Chicago

4.88 out of 5 average rating, 188 reviews

Comfort zone

Dec 20 – 27

G$25,212 GYD per night

Destinations to explore