
House holiday rentals in Skokie
Find and book unique houses on Airbnb
Quick stats about house rentals in Skokie

Total holiday rentals
Explore 80 holiday rentals in Skokie

Nightly prices starting at
Skokie holiday rentals start at $69 NZD per night before taxes and fees

Verified guest reviews
Over 3,500 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
80 of Skokie holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Skokie rentals

4.8 Average rating
Skokie stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Skokie
Guests agree: These houses are highly rated for location, cleanliness and more.

*King bed *Outdoor Living *Sought-After Area
Welcome to our sophisticated ranch style home, nestled in the serene, central Chicago neighborhood of Northbrook. This carefully curated home offers a peaceful retreat in a walkable neighborhood with nearby shopping and dining. With its elegant decor, comfortable furnishings, and modern amenities, the home provides a haven of relaxation. Whether you're enjoying a cup of coffee on the private patio or exploring the area, this home provides the perfect backdrop for a memorable vacation experience.

Cozy 2-Bedroom Cottage Near Downtown Highland Park
Step into a warm, inviting retreat where comfort meets character! This beautifully updated suite features two cozy bedrooms, a private bathroom, and thoughtfully decorated living spaces in a modern farmhouse style. Nestled in the heart of Highland Park, you’re steps from great restaurants, boutique shops, scenic trails, and parks, plus a golf course across the street and just 1.5 miles from Lake Michigan. Whether it’s a family getaway or a business trip, it’s your perfect home away from home!

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.

Cozy 2 bedroom house/w garage in Skokie
Charming 2B/1.5B house in Skokie IL. This Airbnb boasts plenty of amenities including WIFI, Roku TV's, fully furnished, a beautiful backyard, workout gym and sauna in the basement and a kitchen with top of the line appliances. The house sits on a quiet residential street just 2 minutes away from the nearest interstate taking you to beautiful Downtown Chicago in about 25min . Downtown Skokie is a few minutes away, plenty of shopping options 5min to Village Crossing and 15min to Old Orchard Mall.

Luxe Limewash Getaway w/Sun Deck
Relax with the whole family at this peaceful place to stay! This retreat seamlessly blends classic charm with modernity. Enjoy a cozy living room, bonus piano space, and new bathrooms. Relax on the deck or explore nearby gems. Conveniently near highways, it's an ideal hub to explore Skokie, Evanston, Niles, Wilmette, Evanston, and Chicago. O'Hare Airport - 25 min drive Wrigley Field - 12 min drive Northwestern University - 9 min drive Loyola University - 9 min drive Starbucks - 3 min drive

RetroModern Bungalow | pet friendly | free parking
Experience the city in style at Retro Modern Bungalow, the perfect pad for up to four friends. Featuring two spacious bedrooms—each with a king bed and luxury linens—a propane fire pit and a fenced-in, pup-friendly backyard. Enjoy central HVAC, speedy WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location—just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage and/or catch the train a few blocks away.

SW Evanston Private, Stylish, Spacious Suite
Comfort and convenience abound in this stylish suburban suite! Mid-century and vintage motif meets modern touches and style. Guests have the entire basement, with a private bedroom, bathroom, huge living space, and a private entrance in a quiet house on a beautiful treelined street. Backyard access, coffee, easy street parking. Walking distance to parks and public transportation, a short drive to downtown Evanston and the lakefront, easy access to Chicago, Northwestern. Loyola, Skokie.

Bright 3 bedroom 2 bath Beach / Ryan field close
Light, bright, and cozy home in central Evanston. 3 full bedrooms & two bathrooms perfect for any family. Close to parks, beach, and in between Northwestern University, and Loyola University. Downtown evanston accessible from both public transit & by car. Beach 15 minute walk, very large deck & yard for the warm weather great patio furniture, fire pit, Bbq . Welcome snacks and wine. There is an apartment in the basement separate entrance from the house. I live in the house sometimes.

NEW~2 Spa Baths~Game Room~Prime Area~Big Yard~
✅Updated Home- RARE 1/3+ Acre Fenced Yard 🏠 ✅Huge Vaulted Ceiling Family Room 🛋️ ✅2 Full Updated Bathrooms on Main Level🪥🛀 ✅Game Room w/Air Hockey & Basketball🏒🏀 ✅Dining Room Seats 10🪑 🍽️ ✅Quiet Neighborhood + Convenient Location🏘️ ✅Open Kitchen Floorplan 🍳👨🍳 ✅Outdoor Seating🌳 ✅EZ Driveway Parking for 4 Cars🚗🏎️ ✅Close to O’Hare Airport(8 Min)🛫 ✅Close to Stephens Convention Center(12 Min)👨👩👧👧 ✅Close to Allstate Arena(7 Min)🎤 ✅Close to River’s Casino(8 Min)♥️🎰

3bedrooms& 2 bath (king bed) in newly updated Home
Located in the West suburbs of Chicago you'll be far away from the chaos of the city, yet close to the highway to visit downtown whenever you like. You'll have a great night sleep in either the king, queen, or full size beds. All with brand new mattress and linens. Get ready for a night out in 1 of our 2 full size bathrooms. Enjoy a large backyard for kids to play and if you decide to have a family BBQ. Whether you're coming here for work or play we have you covered.

Entire first floor in Lincoln Square!
First floor of a restored 1903 Victorian in Lincoln Square. The home is spacious with high ceilings throughout and a very open feel. You'll have the whole 1st-floor with access to the backyard with chairs & fire pit. Two bedrooms and an office with additional sleeping options (ask me!). Large dining room & eat-in kitchen. Brand new kitchen & huge new bath! Many short-term rentals in this area are third-floor walk-ups. Make your life easier and stay on the first floor!

Elmhurst NEW - Super Clean Modern Farmhouse!
Not your average Air BNB!!! 🏡 Newly renovated - CLEAN modern farmhouse in a great location! ✨ ✅Pet Friendly! 🐕 ✅15 min from O'hare. ✈ ✅25 min to Downtown Chicago 🏦 ✅Close to Grocery, restaurants, coffee, shopping, golf, expressways, down town Elmhurst ,Train and Oakbrook and Fashion Outlet Mall. ✅3 great sized bedrooms, 2 living area sofas converts into sleepers ✅Smart TV in family room and Master. ✅ Back patio with dining and seating ✅Large fenced in yard.
Popular amenities for Skokie house rentals
House rentals with a pool

Pardizes Suites

Chic Fulton Market Oasis + Curated Comfort & Style

Rosemont 4BD2BA house with Pool

Pool, 30 mins to CHI, 3 Kings, Outdoor Space, BBQ

Riverwoods Nature Retreat

Backyard Paradise/ Private Pool + Peaceful Stay

Luxury Loft with Private Pool and Movie Theater

Beautiful 137 Year Old Farm Home (3night min)
Weekly house rentals

The Quiet Cove - Newly Renovated

Amazing Location! Spacious Duplex Getaway

A Wonderful Getaway Home on the North Shore!

Cozy Home in Brookfield

Sleepy sanctuary

Big house in the BEST Location!

Pet Friendly, Fenced In Yard, Lots to do Nearby!

Comfortable 3BR Near O'Hare | Fast Wi-Fi & Kitchen
Private house rentals

Des Plaines Home

Romantic Escape ~ Adult Playhouse w Exotic Dungeon

Quiet and Cozy Home in Evanston

Garden Suite 10 Min to O’Hare w/ Yard & Grill

Captivating Home near Naperville

Three Kings Chicago. Royal experience. Cloud beds!

Windsor Castle | 4 BR 3.5 Bath Near Lake & Wrigley

Chicagoland-Schaumburg/ORD 3BR Ranch Home, sleeps7
When is the best time to visit Skokie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $295 NZD | $292 NZD | $312 NZD | $316 NZD | $331 NZD | $377 NZD | $391 NZD | $346 NZD | $334 NZD | $309 NZD | $305 NZD | $324 NZD |
| Avg. temp | -4°C | -2°C | 4°C | 10°C | 16°C | 21°C | 24°C | 23°C | 19°C | 12°C | 5°C | -1°C |
Destinations to explore
- Chicago Holiday rentals
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- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Columbus Holiday rentals
- Louisville Holiday rentals
- Detroit Holiday rentals
- Southern Indiana Holiday rentals
- St. Louis Holiday rentals
- Cincinnati Holiday rentals
- Milwaukee Holiday rentals
- Wisconsin River Holiday rentals
- Rentals with outdoor seating Skokie
- Rentals with a washing machine and dryer Skokie
- Rentals with a patio Skokie
- Family-friendly rentals Skokie
- Fitness-friendly rentals Skokie
- Apartment rentals Skokie
- Pet-friendly rentals Skokie
- Rentals with a fireplace Skokie
- House rentals Cook County
- House rentals Illinois
- House rentals United States
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Soldier Field
- 875 North Michigan Avenue
- The Field Museum
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- University of Chicago
- Union Park
- Lincoln Park Zoo
- Chicago River Walk
- Wilmot Mountain Ski Resort
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Washington Park Zoo
- Loyola University Chicago
- Indiana Dunes State Park
- Illinois Beach State Park





