Vacation rentals in Skokie

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Skokie

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Superhost

Apartment in Park Ridge

4.79 out of 5 average rating, 319 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

Nov 21 – 28

€ 147 per night

Guest favorite

Home in Wilmette

4.98 out of 5 average rating, 92 reviews

Unique porcelain-enamel paneled "Lustron" home

This rare modern post war home has a style all its own. Created by Carl Strandlund in Columbus Ohio, it consisted of prefabricated porcelain enamel covered panels inside and out making it durable and easy to clean. Easing the postwar housing shortage and its maintenance free design were its selling points. Great care has been taken to reflect its true character so enjoy the well thought out floor plan and huge yard. Close to Northwestern, Gilson park beach, and downtown Chicago via car or train.

Sep 26 – Oct 3

€ 175 per night

Guest favorite

Apartment in Evanston

4.95 out of 5 average rating, 115 reviews

Vintage sunlit 2.5 BR apt. Perfect for families!

Welcome to the sunny, spacious, 2nd floor full apartment of our 1920's home! While we live downstairs, the whole upstairs space is yours. Living room, dining room, kitchen w/ DW, full bath, 2 BR, charming sitting room w/ electric FP. Perfect for up to 5 guests. The vintage kitchen is well supplied including Keurig. LR has sofa-bed, love seat, games & 50" ROKU smart TV to connect to streaming services. Kid stuff inc. pk & play Easy 20 min walk for trains to city, 5 min drive to lake. Wifi

Sep 19 – 26

€ 183 per night

Guest favorite

Home in Skokie

4.87 out of 5 average rating, 86 reviews

A+amazing beauty, entire 2 BR Skokie historic stay

This fabulous historic apartment is within walking distance to a multitude of different restaurants, coffee shops, bakeries, farmers market, museums, grocery, churches and public transportation to Chicago. Enjoy this smoke free property located in a safe neighborhood. The antique fully furnished apartment is great for couples, solo adventurers and business travelers as well. Great WI-FI With Competitive Longer Stay Rates!!! Full Private Laundry Room Included. Create a Lasting Memory in Skokie.

Jan 11 – 18

€ 131 per night

Guest favorite

Guesthouse in Evanston

4.98 out of 5 average rating, 201 reviews

Cottage in a Garden

Enjoy the serenity of our secret garden from your private guest house. Enjoy privacy on the covered sun porch. Watch butterflies float by in the pollinator garden. Listen to evening quiet on the patio overlooking the garden. Spin some records from the eclectic collection. Stroll the leafy neighborhood. Stop for a beer at award-winning Temperance Brewery. 5 minute walk to Divvy bike station gives you access to all of Chicago and CTA/Metra train. Short ride to lakefront, Northwestern, downtown.

Nov 19 – 26

€ 168 per night

Guest favorite

Apartment in Evanston

4.97 out of 5 average rating, 406 reviews

Charming, Sunny Apartment with Backyard Garden

House of the Blue Doors Enjoy staying with us in this spacious 1st floor flat. Furnished by the resident designer in tasteful neutrals, original curated artwork, one of a kind furniture and accent pieces. Sip morning coffee or a glass of wine in the sunlit kitchen or front porch, fire up the backyard grill for a barbecue. Soak in the award winning Chicago ceramic artist designed and made floor in the bathroom. Close to Northwestern, Chicago, Lake Michigan, everything Evanston offers.

Mar 27 – Apr 3

€ 174 per night

Guest favorite

Guest suite in Evanston

4.97 out of 5 average rating, 213 reviews

A guest suite centrally located, but so quiet...

IF... you want to race into the city to see a play, go for a jog along the lake, have a quick coffee with a friend or enjoy a fine restaurant to celebrate a special occasion, it's all here in the lovely lakeside town of EVANSTON, IL. You can enjoy it all while living in my guest suite w/private kitchen, private bath, private entry, shared laundry area and......., if you need it, garage parking, too! Enjoy my garden on warm summer days; in winter, you will love the heated floor!

Mar 9 – 16

€ 169 per night

Superhost

Apartment in Skokie

4.91 out of 5 average rating, 44 reviews

Relaxing 1BR Apt in Downtown Skokie

Welcome to your home away from home! Our cozy and stylish apartment is flooded with natural light, creating a warm and inviting atmosphere. Drift off to a peaceful sleep on our plush queen-size bed, dressed with premium linens. No need to live out of your suitcase - we’ve got plenty of closet space to unpack and feel right at home. Pamper yourself in our fully-equipped bathroom, stocked with shampoo, conditioner, body wash, and fluffy towels.

Nov 10 – 17

€ 174 per night

Guest favorite

Guest suite in Evanston

4.83 out of 5 average rating, 323 reviews

Huge, cozy one bedroom semi-basement apartment

1000 SF Close both to Chicago area and the lake and the suburbs. It has a side separate entrance from the main house. One bedroom with one queen bed. A pull out couch too. A fully equipped kitchen. One full bathroom with a shower , no tub. A cozy living room with TV. This propery has surveillance cameras . Strict rules will be applied to violation of maximum capacity of 4 people. The place is not rented for parties !

Aug 22 – 29

€ 105 per night

Guest favorite

Apartment in Skokie

4.91 out of 5 average rating, 529 reviews

Cozy Garden Unit in Quiet Neighborhood

A cozy garden unit in the heart of skokie, off of a quiet residential street with plenty of street parking. Just a mile away from the Skokie-Dempster Yellow line train that leads to downtown Chicago, and within a mile from Old Orchard Mall and plenty of great eateries such as: Chick-fil-A, Portillo's, Culver's, Oberwies, Kaufman's Bagel, and more. 15 minutes away from Evanston and the Beautiful Lake Michigan shoreline!

Mar 20 – 27

€ 144 per night

Guest favorite

Apartment in Skokie

4.97 out of 5 average rating, 120 reviews

Charming Apt.Fully Equipped Prk.Inc 12 min 2 Lake

Newly renovated, 2-bedroom apartment. New appliances. Relaxing atmosphere. Walking distance to shopping, restaurants, grocery, train station, etc. Nice and quiet neighborhood. Central air & heating, washer & dryer, iron & ironing board, shampoo, conditioner, body wash, hair dryer, coffee maker, toaster, large fridge. All kitchen utensils available for use.

Aug 15 – 22

€ 183 per night

Superhost

Apartment in Evanston

4.83 out of 5 average rating, 215 reviews

Adorable 1BR apartment near Northwestern

Cozy and comfortable one bedroom apartment with full kitchen and updated bath. Recently re-decorated with fresh carpet, paint and new queen bed. Located on the second floor of a single family 2-flat style home in a quiet, residential neighborhood. Ample, free street parking. One additional person can be accommodated with blow-up mattress.

Oct 2 – 9

€ 164 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Skokie vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Skokie's top sights

Westfield Old Orchard18 locals recommend

Lincolnwood Town Center12 locals recommend

Illinois Holocaust Museum & Education Center6 locals recommend

Pita Inn10 locals recommend

AMC Village Crossing 189 locals recommend

Maggiano's Little Italy3 locals recommend

Other great vacation rentals in Skokie

Superhost

Apartment in Skokie

5.0 out of 5 average rating, 6 reviews

Spacious Skokie Condo - 4 Beds!

May 10 – 17

€ 189 per night

Superhost

Apartment in Skokie

4.86 out of 5 average rating, 37 reviews

Charming 2 bed/1 bath apartment near everything

Jan 31 – Feb 7

€ 145 per night

Guest favorite

Apartment in Evanston

4.91 out of 5 average rating, 11 reviews

Florence Serenity Stay

Nov 26 – Dec 3

€ 161 per night

Guest favorite

Condo in Skokie

4.93 out of 5 average rating, 61 reviews

Free Parking, Balcony, Weekly 5% Monthly 10% Off

Jul 22 – 29

€ 190 per night

Superhost

Apartment in Skokie

4.79 out of 5 average rating, 47 reviews

Fascinating 1BR Apt in Skokie near Leisure Center

Sep 4 – 11

€ 183 per night

Guest favorite

Apartment in Evanston

5.0 out of 5 average rating, 36 reviews

South Evanston Apartment - Two Bur Oaks

Jan 28 – Feb 4

€ 129 per night

Guest favorite

Home in Skokie

5.0 out of 5 average rating, 33 reviews

Our Cottage Near the City

Aug 29 – Sep 5

€ 280 per night

Guest favorite

Apartment in Evanston

4.93 out of 5 average rating, 27 reviews

Modern|Spacious|New Renovation|1BR|Evanston

Jun 18 – 25

€ 174 per night

Show all

Quick stats about vacation rentals in Skokie

Total rentals
130 properties
Wifi availability
120 properties include access to wifi
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
6.2K reviews

Frequently Asked Questions

Are there family-friendly vacation rentals in Skokie?
Skokie has more than 70 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there vacation rentals with a dedicated workspace in Skokie?
Yes! Work meets play with ease at over 80 vacation rentals in Skokie featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Skokie have free parking?
Absolutely! We offer over 20 apartment rentals with free parking in Skokie. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Skokie?
Four-legged friends are welcome in Skokie. Choose from more than 40 vacation rentals for guests traveling with pets.
Do condo rentals in Skokie have a kitchen?
Absolutely! We offer over 10 condo rentals with a kitchen in Skokie. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in condo rentals in Skokie?
Experience the best of Skokie with our condo rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Skokie have air conditioning?
Absolutely! We offer over 30 apartment rentals with air conditioning in Skokie. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Condo Rentals in Skokie?
Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Skokie

Top-rated vacation rentals in Skokie

Vacation rentals for every style

Houses

Apartments

Hotels

Popular amenities for Skokie vacation rentals

Stay near Skokie's top sights

Other great vacation rentals in Skokie

Apartment in Skokie

Apartment in Skokie

Apartment in Evanston

Condo in Skokie

Apartment in Skokie

Apartment in Evanston

Home in Skokie

Apartment in Evanston

Quick stats about vacation rentals in Skokie

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there family-friendly vacation rentals in Skokie?

Are there vacation rentals with a dedicated workspace in Skokie?

Do apartment rentals in Skokie have free parking?

Are there pet-friendly vacation rentals in Skokie?

Do condo rentals in Skokie have a kitchen?

How much does it cost to stay in condo rentals in Skokie?

Do apartment rentals in Skokie have air conditioning?

What are the most popular amenities for Condo Rentals in Skokie?

Destinations to explore