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Pet-friendly vacation rentals in Skokie

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Skokie

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

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Apartment in Park Ridge

4.79 out of 5 average rating, 322 reviews

Modern Garden apartment (WHOLE UNIT)

Freshly Remodeled , Lower Level Condo one bedroom one bath. The Condo is very large for a one bedroom. Very Spacious with its open concept layout. Parking is right next to the main entrance of the building. Perfect place to relax Perfect and safe place to rest . 24/7 perimeter monitoring cameras. The Condo is very close to the Metra Train. It is !5 min away from O'Hare airport and 10 min from Chicago outlets etc. It is not a party room . No parties or large gathering .... Garden Apartment

Mar 6 – 13

R2,691 ZAR 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

R2,139 ZAR per night

Condo in Chicago

4.93 out of 5 average rating, 187 reviews

Pvt 1bdr Rogers Park, Loyola, Northwestern.

Visiting Northwestern, Loyola University, Rogers Park or North Shore Evanston Hospital? This AirBnb is perfectly situated. An immaculately clean, private apartment 2 blocks from parks & sand beaches, walking distance to Loyola, short ride to Northwestern, steps to public transportation - red line "El" trains & bus routes. Apt has a private, queen bedroom with en suite full bathroom, living room with queen sofa bed, TV, dining table and kitchenette. Dogs allowed and Parking available for a fee.

Jan 25 – Feb 1

R1,802 ZAR 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

Jan 21 – 28

R1,983 ZAR 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 28 – Oct 5

R2,076 ZAR per night

Apartment in Chicago

4.99 out of 5 average rating, 104 reviews

Newly Renovated, Spacious 2BR in Andersonville

Welcome to your newly renovated 2nd floor oasis! Located on a serene residential street, with a private parking space and backyard, this cozy retreat is nestled between the vibrant Edgewater and Andersonville neighborhoods. Indulge in a plethora of dining and entertainment options just steps away, or take a 15-minute stroll to the CTA Redline for easy access to downtown. With a bus stop right around the corner and less than 10 miles from the heart of the city, your urban adventure awaits!

Dec 7 – 14

R2,667 ZAR per night

Apartment in Chicago

4.89 out of 5 average rating, 177 reviews

Historic Chicago neighborhood flat

Private one-bedroom apartment plus queen sleeper sofa in historic Ravenswood Manor. This unit is on the ground floor of a three-flat on a beautiful tree-lined street with plenty of free parking. Close to Brown Line - Francisco Stop - and lots of neighborhood parks. Close to Rockwell and Lincoln Square shopping and restaurants and next to Albany Park, one of Chicago’s most diverse neighborhoods. New fixtures, furniture, appliances, free shared laundry, access to backyard upon request.

Mar 1 – 8

R2,032 ZAR per night

Home in Highland Park

4.9 out of 5 average rating, 125 reviews

2-Acre Highland Park Retreat with Heated Pool ~ 5*

Experience luxury of this award winning 6BR 4Bath family home in picturesque Northshore private estate. Spend day by the private heated pool, enjoy beauty of gardens, explore local landmarks, starting with the gates of neighborhood Michael Jordan estate. The stylish design and rich amenity list will leave you in awe. ✔ Two-Acre Estate ✔ 6 Comfy BRs ✔ Multiple Living Areas ✔ Full Kitchen ✔ Backyard (Pool, Lounges, BBQ) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

Nov 14 – 21

R19,029 ZAR per night

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 294 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

Feb 19 – 26

R1,798 ZAR per night

Apartment in Evanston

4.96 out of 5 average rating, 155 reviews

Stunning, Sunny Flat with Beautiful Backyard

Home away from home in a wonderful and walkable Evanston neighborhood, convenient to downtown, Lake Michigan, Northwestern and more. Treat yourself and your family to this wonderful two-bedroom, masterfully remodeled flat, with all the conveniences and comfort. Off street private parking. Recent updates: New king size bed, 65-inch HD TV, washer & dryer, and more. We follow EPA/CDC protocol and prepare for your stay with intensive cleaning and disinfecting.

Dec 28 – Jan 4

R5,284 ZAR per night

Apartment in Wilmette

4.86 out of 5 average rating, 119 reviews

Downtown Wilmette Micro Studio

During this time, we are taking extra precautionary measures to ensure our guests safety. Cute and private micro studio in phenomenal downtown Wilmette location. Steps from all local restaurants, shopping, and the Metra station. Walkable to Gillson Beach and the Linden CTA stop. Enter through the front gate to an open & shared yard with private, single access to the unit. Pets OK with additional pet fee (some breed / weight restrictions).

Jul 6 – 13

R2,445 ZAR 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.

Oct 24 – 31

R2,154 ZAR per night

Vacation rentals for every style

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Stylish accommodations and amenities

Popular amenities for Skokie pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Montgomery

4.84 out of 5 average rating, 109 reviews

Nice, Private Ranch Home

Oct 20 – 27

R1,749 ZAR per night

Home in Berwyn

4.92 out of 5 average rating, 240 reviews

Private apartment with retro vibe

Sep 8 – 15

R1,723 ZAR per night

Home in Chicago

4.96 out of 5 average rating, 127 reviews

Chicago Riverhouse summer on our patio!

Mar 13 – 20

R6,468 ZAR per night

Home in Forest Park

4.91 out of 5 average rating, 223 reviews

Charming dog friendly 2-Bath Bungalow Near Chicago

Jun 23 – 30

R2,846 ZAR per night

Home in Chicago

4.89 out of 5 average rating, 332 reviews

Private 3rd Floor Apartment

Dec 18 – 25

R2,722 ZAR per night

Home in Chicago

4.86 out of 5 average rating, 215 reviews

The Avondale Guesthouse

Mar 6 – 13

R1,859 ZAR per night

Home in Elgin

4.88 out of 5 average rating, 104 reviews

Charming Elgin Home with a Great Location

Nov 9 – 16

R2,390 ZAR per night

Home in Highland Park

4.91 out of 5 average rating, 109 reviews

Rejuvenate and Relax in the North Shore

Sep 7 – 14

R9,558 ZAR 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

Oct 15 – 22

R21,088 ZAR per night

Apartment in Chicago

4.87 out of 5 average rating, 110 reviews

Level ◆ Two Bedroom Deluxe Corner Suite + Balcony

Apr 21 – 28

R10,400 ZAR per night

Home in Grayslake

4.95 out of 5 average rating, 109 reviews

Huge Indoor Pool &Theater - link moved see details

Jan 29 – Feb 5

R13,123 ZAR 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

R9,024 ZAR per night

Apartment in Chicago

5.0 out of 5 average rating, 8 reviews

Cozy studio near Michigan lake

Jun 30 – Jul 7

R2,323 ZAR per night

Apartment in Rosemont

4.89 out of 5 average rating, 18 reviews

Relaxing Standard Room l Free Airport Shuttle

Aug 5 – 12

R4,997 ZAR per night

Apartment in Chicago

4.91 out of 5 average rating, 32 reviews

Luxe Suite + Spa House Retreat! Pets Welcome

Nov 25 – Dec 2

R2,915 ZAR per night

Home in Schaumburg

5.0 out of 5 average rating, 3 reviews

Paradise 4BR w/ Pool & Games

Nov 21 – 28

R6,924 ZAR per night

Private, pet-friendly home rentals

Tiny home in Burr Ridge

4.92 out of 5 average rating, 242 reviews

Less is more! Pet friendly Tiny Home near Chicago!

Mar 7 – 14

R2,061 ZAR 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

R2,794 ZAR per night

Apartment in Chicago

4.86 out of 5 average rating, 102 reviews

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

Apr 4 – 11

R1,499 ZAR per night

Apartment in Highland Park

4.94 out of 5 average rating, 122 reviews

Lovely studio near the beach! (and heated floors!)

Dec 25 – Jan 1

R3,686 ZAR per night

Apartment in Chicago

4.96 out of 5 average rating, 238 reviews

Roscoe Village One Bed Lux Apartment Near Wrigley

Nov 19 – 26

R1,933 ZAR per night

Apartment in Oak Park

4.91 out of 5 average rating, 104 reviews

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

Sep 23 – 30

R2,307 ZAR per night

Apartment in Forest Park

4.85 out of 5 average rating, 114 reviews

Home away from home downstairs

Dec 22 – 29

R2,291 ZAR per night

Apartment in Chicago

4.85 out of 5 average rating, 130 reviews

Cozy 1BR Apartment Serene Local Vibe

Sep 29 – Oct 6

R3,358 ZAR per night

Quick stats about vacation rentals that are pet-friendly in Skokie

Total rentals
40 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
40 properties include access to wifi
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.5K reviews

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