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Pet-friendly holiday rentals in Ravenswood, Chicago

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Top-rated pet-friendly home rentals in Ravenswood, Chicago

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

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Rental unit in Lake View

4.82 out of 5 average rating, 309 reviews

Sophisticated, Historic & Comfy Flat near Wrigley!

Down comforters, nice towels and linens + stylish design and comfort You will have access to the entire space - 4 bedrooms, 2 bathrooms, living room, dining room, kitchen, back deck, and back yard. Send me a text or call. This home is in the heart of it all, just a 10-minute drive to the lake, beach, and Wrigley Field. A strip mall is close by with different food outlets. Uptown's Green Mill Jazz club, Riviera Theatre, and Aragon Ballroom are a short bus ride away. The Montrose Brown Line stop is a 7 minute walk directly west. The #22 bus is a 2 minute walk away and takes you to Wrigleyville (south 10 mins) and Andersonville (North 10 mins) The #78 bus stops right outside and can take you Montrose Beach (east 10 mins) or to the Blue Line airport transfer (west about 25 minutes) Free Street parking on Montrose or Ashland is usually available. Deluxe California King Blowup Mattress available for living room. Very comfortable.

Guest favourite

Guest suite in Logan Square

4.97 out of 5 average rating, 263 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!

Guest favourite

Condo in Lincoln Square

4.92 out of 5 average rating, 100 reviews

The Fox Den

This unique Chicago condo features a private backyard with fire pit and hot tub! A grocery store is conveniently located across the street, and there is a tasty german bakery on the corner for coffee & pastries. Enjoy Jimmy‘s Pizza Cafe located a few doors down or venture a few blocks out to Lincoln Avenue for a plethora of other shops, bars, and restaurants! 9 minute walk to Brown Line Train The Foxhole venue is located downstairs and may be available to rent if your hosting an event.

Guest favourite

Guesthouse in Lincoln Square

4.89 out of 5 average rating, 275 reviews

Private Coach house near Lincoln Square!

Lovely 625 Sq Ft detached, single-story coach house(100 years old) located in Bowmanville, nestled between Andersonville, Ravenswood, and Lincoln Square. This little piece of heaven offers the privacy of a detached home with a fenced oversized yard perfect for puppies to run around in or just crack open a beer from one of our many local breweries. The house provides a full-size kitchen and bath with a walk Less than 1 mile to the closest CTA and 2 miles north of Wrigley. Pets Allowed!

Guest favourite

Rental unit in Roscoe Village

4.96 out of 5 average rating, 278 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".,

Guest favourite

Rental unit in Albany Park

4.89 out of 5 average rating, 171 reviews

Huge Pet Friendly East Albany Park Apartment

Stay in a classic Chicago 2-flat w/vintage charm and modern amenities. This sunny top floor unit has an updated kitchen & bath w/everything you need including in-unit laundry & Central Air. Experience life on the border of 2 great neighborhoods, Albany Park & Ravenswood Manor. Walk to Kedzie & Lawrence for diverse cuisine or walk to Lincoln Square. Take the Kedzie Brown Line to Lakeview & Lincoln Park. $75/pet/per stay. $25/person/night after 2 guests. Check-in/out @11am/@4pm.

Guest favourite

Rental unit in Uptown

4.97 out of 5 average rating, 170 reviews

❤️ New and Clean! Big Apartment with Parking

Welcome to Chicago! We're located 15 minutes from downtown Chicago, located in the Uptown neighborhood, near restaurants, super markets and a couple of blocks from the CTA Red Line train. Our condo is designed for your comfort with all the amenities you would need during your stay along with one free parking spot located in outdoor parking lot. Perfect for a business trip, mini getaway, family vacation to relax and feel at home!

Guest favourite

Rental unit in Lincoln Square

4.93 out of 5 average rating, 112 reviews

Beautiful, sunny 2nd floor 3BR/1BA w free parking

Sunny second floor 3Br/1Ba apartment in the tree-lined, walkable neighborhood of Lincoln Square. Updated apartment with original woodwork offers easy access to Wrigley Field (7 el stops), Lake Michigan beaches, and downtown Chicago. Free parking space included, close to Western brown line el station and Lincoln Square's many restaurants and shops. Old Town School of Folk Music is a 5-minute walk. 2 miles to beaches.

Guest favourite

Rental unit in Lincoln Square

4.96 out of 5 average rating, 357 reviews

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

Light-filled, comfy 2-bed 1-bath apartment on a quiet, tree-lined street in Lincoln Square on Chicago's north side. Spacious kitchen stocked with essentials, washer/dryer, and your own private porch. Walk to cute local shops, cafes, grocery stores and the Rockwell brown line stop. Pet and kid-friendly (in one of the city's most family-friendly areas). Street parking is free, easy and doesn't require a permit.

Guest favourite

Rental unit in Andersonville

4.78 out of 5 average rating, 108 reviews

Andersonville Garden Living

This is an amazing garden level apartment right off Clark st. with all the shops and restaurants right down the block. Grab a coffee at the Coffee Studio or a drink at Little Bad Wolf . This unit has a brand new kitchen and has a Smart TV with Netflix and YouTube etc a huge living room to hang out, and new bathroom with a large shower. It also has a private bedroom and access to laundry.

Guest favourite

Condo in Lincoln Square

4.97 out of 5 average rating, 377 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!

Guest favourite

Condo in West Town

4.97 out of 5 average rating, 760 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.

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Popular amenities for Ravenswood, Chicago pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Guest favourite

Home in Lincoln Park

4.94 out of 5 average rating, 122 reviews

Wrigley Retreat - Full Home w/ Chicago Charm

Guest favourite

Home in Wicker Park

4.93 out of 5 average rating, 352 reviews

Amazing Penthouse Skyline Views!

Guest favourite

Home in Lincoln Park

4.84 out of 5 average rating, 158 reviews

Historic Old Town, Fabulous 4 Bedroom Home

Guest favourite

Home in Austin

4.88 out of 5 average rating, 107 reviews

Urban Chic 3beds w/2bath + free parking & W/D

Guest favourite

Home in Avondale

4.94 out of 5 average rating, 115 reviews

BoHo House - A Chic, 1903 Chicago Workers Cottage

Guest favourite

Home in Berwyn

4.99 out of 5 average rating, 114 reviews

Retro Modern Bungalow— fire pit + free parking

Guest favourite

Home in Lincoln Park

4.82 out of 5 average rating, 222 reviews

Spacious Luxury Townhouse - Old Town

Guest favourite

Home in Elmhurst

4.96 out of 5 average rating, 104 reviews

Elmhurst NEW - Super Clean Modern Farmhouse!

Pet-friendly home rentals with a pool

Rental unit in Magnificent Mile

4.65 out of 5 average rating, 65 reviews

Gold Coast Dream: Sleek Studio/Perfect City Vibes”

Rental unit in Logan Square

4.7 out of 5 average rating, 115 reviews

Play in the Windy City and rest by the “606”

Guest favourite

Rental unit in River North

4.8 out of 5 average rating, 143 reviews

Kasa | Walk Magnificent Mile | River North

Rental unit in The Loop

4.82 out of 5 average rating, 216 reviews

Spectacular Corner 2BR Penthouse in the Loop | Roo

Guest favourite

Rental unit in The Loop

4.89 out of 5 average rating, 57 reviews

DTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool

Rental unit in Logan Square

4.8 out of 5 average rating, 61 reviews

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

Guest favourite

Rental unit in Bridgeport

4.9 out of 5 average rating, 10 reviews

Modern unit in Bridgeport-Chicago

Guest favourite

Rental unit in Magnificent Mile

5 out of 5 average rating, 11 reviews

Luxury Designer Penthouse West |Pool| Gold Coast

Private, pet-friendly home rentals

Guest favourite

Rental unit in Andersonville

4.92 out of 5 average rating, 114 reviews

Andersonville's Secret Garden: 2 beds, 1 bath

Guest favourite

Rental unit in Portage Park

4.89 out of 5 average rating, 150 reviews

Comfortable, modern apartment 20 Min from Downtown

Guest favourite

Guest suite in Portage Park

4.95 out of 5 average rating, 149 reviews

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

Guest favourite

Rental unit in Irving Park

4.99 out of 5 average rating, 326 reviews

Remodeled 2BR Pet Friendly Apartment Irving Park

Guest favourite

Rental unit in Jefferson Park

4.95 out of 5 average rating, 231 reviews

Entire 1st Floor Apt near O'Hare/ORD & Blue Line

Guest favourite

Rental unit in Lincoln Park

4.99 out of 5 average rating, 109 reviews

Luxury 2-story 2-bedroom 3-bath Lincoln Park Apt

Guest favourite

Rental unit in Logan Square

4.96 out of 5 average rating, 102 reviews

Garden Unit Getaway-Bucktown

Guest favourite

Rental unit in Ukrainian Village

4.98 out of 5 average rating, 256 reviews

Ukrainian Village Garden Retreat

Quick stats about holiday rentals that are pet-friendly in Ravenswood, Chicago

Total rentals
30 properties
Total number of reviews
2.3K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
30 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool

Destinations to explore