Skokie Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Mar 6 - Mar 8
In two months
Apr 17 - Apr 19
In three months
May 15 - May 17
In four months
Jun 12 - Jun 14

Our top choices for Skokie vacation homes

Smart TV, fireplace, books, video library

Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS

Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Skokie
10.0 out of 10, Exceptional, (34 reviews)
"Beautiful property, great location, quiet, with plenty of curb parking directly in front. "
United States
carlos l.
The price is CA $308
CA $791 total
includes taxes & fees
Feb 23 - Feb 24
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Fridge, microwave, oven, stovetop

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Westchester
9.8 out of 10, Exceptional, (20 reviews)
"Great place Great location "
United States
Josh W.
The price is CA $197
CA $545 total
includes taxes & fees
Feb 22 - Feb 23
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
TV

Modern 4BR Retreat Near MDW | LCP Collection

Modern 4BR Retreat Near MDW | LCP Collection
Burbank
8.6 out of 10, Excellent, (7 reviews)
"Check in was easy and house was in safe neighborhood. It was a quick stay really a place to sleep for a few hours on our way through. "
United States
Stephanie S.
The price is CA $251
CA $629 total
includes taxes & fees
Feb 23 - Feb 24
Modern 4BR Retreat Near MDW | LCP Collection
Interior

Vintage Urban Retreat

Vintage Urban Retreat
Oak Park
10.0 out of 10, Exceptional, (14 reviews)
"This location was very convenient, and in close proximity to both downtown Oak Park, and the greater Chicago area."
United States
Thomas P.
The price is CA $223
CA $681 total
includes taxes & fees
Feb 23 - Feb 24
Vintage Urban Retreat
Exterior detail

Oak Park Victorian by FLW Studio

Oak Park Victorian by FLW Studio
Oak Park
10.0 out of 10, Exceptional, (29 reviews)
"Great location and walkable to restaurants. "
United States
Laura B.
The price is CA $234
CA $695 total
includes taxes & fees
Feb 23 - Feb 24
Oak Park Victorian by FLW Studio
Smart TV

Enamored in Elmhurst

Enamored in Elmhurst
Elmhurst
10.0 out of 10, Exceptional, (16 reviews)
"Clean rooms, very helpful and friendly host, the house had everything we needed"
United States
Kaitlyn M.
The price is CA $322
CA $717 total
includes taxes & fees
Feb 23 - Feb 24
Enamored in Elmhurst
Exterior detail

Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (77 reviews)
"Nice , private and peaceful definitely will be back "
United States
BRANDEN J.
The price is CA $134
CA $268 total
includes taxes & fees
Feb 24 - Feb 25
Master qtr close to nature & easy urban facilities
Fridge, microwave, oven, stovetop

4BR Near Woodfield Mall & Metra | LCP Collection

4BR Near Woodfield Mall & Metra | LCP Collection
Schaumburg
8.4 out of 10, Very good, (5 reviews)
"Home was perfect for us with two kids. Beds were comfortable and a nice quiet location."
United States
Randy G.
The price is CA $216
CA $668 total
includes taxes & fees
Feb 22 - Feb 23
4BR Near Woodfield Mall & Metra | LCP Collection
Exterior

A quiet stay while you are away

A quiet stay while you are away
Oak Park
9.8 out of 10, Exceptional, (34 reviews)
"great stay"
United States
matt R.
The price is CA $91
CA $278 total
includes taxes & fees
Feb 24 - Feb 25
A quiet stay while you are away
Interior

Chic 3bed 2bath Home with free parking close to United Center

Chic 3bed 2bath Home with free parking close to United Center
Oak Park
9.8 out of 10, Exceptional, (18 reviews)
"Plenty of space for my family and loved the onsite free parking, that was helpful because we drove everywhere, just a 30 min drive into the heart of the city"
United States
Jessica T.
The price is CA $307
CA $924 total
includes taxes & fees
Feb 28 - Mar 1
Chic 3bed 2bath Home with free parking close to United Center
Smart TV

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Maywood
8.0 out of 10, Very good, (21 reviews)
"Easy to access, big place, great for a group that needs to have several rooms and beds. Would definitely stay again"
United States
JOSE S.
The price is CA $203
CA $414 total
includes taxes & fees
Feb 23 - Feb 24
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Dining

LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.8 out of 10, Excellent, (39 reviews)
"Great place to stay. Plenty of backyard space. "
United States
Terrence M.
The price is CA $185
CA $434 total
includes taxes & fees
Feb 20 - Feb 21
LUXE 3 BR, 2 BA + Hot Tub
Dining

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Oak Park
10.0 out of 10, Exceptional, (1 review)
"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."
United States
Willow M.
The price is CA $208
CA $406 total
includes taxes & fees
Mar 2 - Mar 3
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Private kitchen

Your Next Vacation Home

Your Next Vacation Home
Oakton
9.6 out of 10, Exceptional, (61 reviews)
"We enjoyed our stay"
United States
Lukose K.
The price is CA $203
CA $415 total
includes taxes & fees
Feb 22 - Feb 23
Your Next Vacation Home
Smart TV, books

Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups

Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
Schaumburg
10.0 out of 10, Exceptional, (6 reviews)
"Super comfy for families and the nicest host. "
United States
Anonymous traveller
The price is CA $431
CA $863 total
includes taxes & fees
Mar 1 - Mar 2
Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
Exterior

Near Chicago and O’Hare +Fenced yard +Game room+New Bath!

Near Chicago and O’Hare +Fenced yard +Game room+New Bath!
Schaumburg
9.6 out of 10, Exceptional, (33 reviews)
"We came from Florida to visit family. This house was exactly what we were looking for. Kids loved the game room. Beautiful backyard and comfortable beds. Will stay again. "
United States
Mary M.
The price is CA $285
CA $612 total
includes taxes & fees
Mar 3 - Mar 4
Near Chicago and O’Hare +Fenced yard +Game room+New Bath!
Private kitchen

Spacious Deck & Balcony, Game Area, Garage

Spacious Deck & Balcony, Game Area, Garage
Glen Ellyn
9.6 out of 10, Exceptional, (20 reviews)
"Great place to stay. "
United States
Jason T.
The price is CA $201
CA $656 total
includes taxes & fees
Feb 22 - Feb 23
Spacious Deck & Balcony, Game Area, Garage
Smart TV, fireplace, offices

PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard

PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard
Arlington Heights
9.0 out of 10, Wonderful, (6 reviews)
"Everything was as described. House was very spacious and comfortable. This was a work trip but it was a nice place to relax in the evening. Enjoyed the back yard and grilling out for dinner. Would definitely stay here again. Kevin "
United States
James b.
The price is CA $197
CA $548 total
includes taxes & fees
Feb 22 - Feb 23
PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard
Interior

Cozy Home by O'Hare + EV Plug

Cozy Home by O'Hare + EV Plug
Des Plaines
9.4 out of 10, Exceptional, (6 reviews)
"Charming property in a quiet neighborhood. Host were exceptionally accommodating and replied promptly with questions. Would happily stay in this home again."
United States
Michael H.
The price is CA $196
CA $437 total
includes taxes & fees
Mar 2 - Mar 3
Cozy Home by O'Hare + EV Plug
Smart TV, video games, foosball, table tennis

Your Chicago Hub~ 4 minute Walk to Train~ Pets OK

Your Chicago Hub~ 4 minute Walk to Train~ Pets OK
Brookfield
10.0 out of 10, Exceptional, (7 reviews)
"This house is a 5 star VRBO!The amenities are amazing! Coffee barsGames for kidsComfortable spacesNice kitchenGreat beddingOur host was very responsive and flexible. "
United States
Barbara R.
Your Chicago Hub~ 4 minute Walk to Train~ Pets OK
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Skokie Hotel Reviews

River Hotel

River Hotel

10/10 Excellent
"Staff were super helpful checking in with our rental car and made the checkin process easy! The room did not seem to have soundproof windows but I was so tired and the bed was super comfortable that I passed out. They had shampoo and conditioner but no body wash. The shower was a bit outdated but there was plenty of hot water! Valet had our car waiting for us which made the $76.00 in/out parking fee kinda worth it. "
Donna 2-night trip
Posted 1 day ago
River Hotel

Find out more about Skokie

Skokie Vacation Homes information

Number of reviews
443
Accommodation
646 Vacation Homes
Lowest Price
CA $268
Highest Price
CA $924

Explore a world of travel with Expedia