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Vacation rentals in Skokie

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Quick stats about vacation rentals in Skokie

  • Total vacation rentals

    Explore 140 vacation rentals in Skokie

  • Nightly prices starting at

    Skokie vacation rentals start at G$8,370 GYD per night before taxes and fees

  • Verified guest reviews

    Over 6,040 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Skokie vacation 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 vacation rentals in Skokie

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

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Top guest favorite
The open living area features a spacious sectional sofa facing a modern stone fireplace. A wall-mounted smart TV is visible above the fireplace, while a kitchen island with bar seating is positioned nearby. Natural light enters through windows, enhancing the neutral decor.
Home in Skokie
5 out of 5 average rating, 45 reviews

Casa 22 Luxury & Modern 3BD 2BA Home in Skokie

Welcome to Casa 22! Our spacious 3-bedroom, 2-bath home in Skokie, Illinois — perfectly designed for groups, families, or business travelers. With room for up to 6 guests, this home combines contemporary décor with thoughtful amenities for a comfortable stay. Located in a prime Skokie neighborhood near shopping, dining, and transit, you’re just minutes from O'hare Airport and Downtown Chicago. Whether you’re here for work or play, this home offers a serene stay with easy access to everything th

Top guest favorite
The living area features a spacious sectional sofa and a coffee table at its center. A TV is positioned against a light-colored wall, while a dining space can be seen in the background with a small table and chairs. Natural light is welcomed through multiple windows.
Apartment in Evanston
4.96 out of 5 average rating, 306 reviews

Stylish & Comfy Gem near Downtown~Balcony~Parking

My 2nd floor, 2 BD/1BA home sits in a quiet cul-de-sac, about 1 mi from downtown Evanston. A 15-min walk to the Dempster Purple line station, which brings you right into Chicago. Northwestern and Loyola are nearby for a visit too! The area has wonderful lakeside parks and beaches, so no matter the time of year, you'll appreciate the natural beauty! Grocery stores, coffee shops, and restaurants are within walking distance as well. -Electric Fireplace -Fully Equipped Kitchen -Queen Sized Bedrooms

Guest favorite
A single-story brick house is presented with a spacious front yard, featuring trimmed greenery and a walkway of stone steps leading to the front door. A driveway, visible to the right, accommodates a garage door with a dark finish.
Home in Skokie
4.95 out of 5 average rating, 119 reviews

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.

Top guest favorite
A living area features natural light from multiple windows, complemented by a ceiling fan. A comfortable sofa with textured throws faces a modern fireplace. Two brown armchairs are positioned nearby, and a decorative rug lies under a coffee table, which displays a potted plant and a magazine.
Apartment in Evanston
4.99 out of 5 average rating, 110 reviews

Evanston 2BR 2Bth 1 Blk to Beach

With its older charm, modern comforts, and unbeatable proximity to the beach, this 2-bedroom, 2-bath unit offers an ideal getaway. Only 1 block from beautiful Lake Michigan and South Blvd Beach, you will love our spacious, sunny apt. Whether you're staying for a short visit or a lengthy one, you'll feel the comfort of home on a tree-lined street. The unit has hardwood floors throughout, comfortable bedrooms, a fully stocked kitchen, dining room, and a sunroom looking out on the backyard patio.

Guest favorite
A modern kitchen and dining area are presented, featuring a sleek island with bar stools and a dining table with six chairs. Natural light is provided by large windows, and contemporary fixtures enhance the space's functionality and design.
Apartment in Evanston
4.92 out of 5 average rating, 189 reviews

New 3bd/1.5 bth Apt w/private prkg

A perfect hideaway! This quiet, secluded unit is nestled in lush greenery within walkng dist (1.5M) to NWU. Enjoy our renowned restaurants and theaters, plus easy access to downtown Chgo’s many attractions via the Metra; Sleeps up to 7 guests, with 2 queen beds, 2 single beds, and an 8-foot couch in Liv rm; Ultra-modern kitchen equipped with everything; Dedicated parking space in rear of the bldng; free high-speed Wi-Fi is included. Host lives nearby and responds promptly to any inquiries

Top guest favorite
The exterior view of the property is framed by lush greenery, including small trees and ornamental plants. A stone pathway leads to the entrance, which features a light-colored door. The building's soft hues complement the natural surroundings under a clear blue sky.
Guesthouse in Evanston
5 out of 5 average rating, 93 reviews

Mr. Hughes’ Attic, an 80s-themed coach house

Welcome to Mr. Hughes' Attic, a private coach house that pays homage to John Hughes (who filmed many of his movies nearby!) Located in NW Evanston, your stay includes a queen bed, full kitchen, laundry, full bath, dedicated workspace, private balcony, free parking, streaming TV, and more. We're a short walk to Central St shops, restaurants and the Metra train, a five-minute drive to Northwestern, and less than 30 minutes to Chicago. Not wheelchair or ADA accessible. License# STR004.

Top guest favorite
A stylish living area features a comfortable blue couch adorned with decorative pillows. A glass coffee table sits atop an area rug, surrounded by an array of colorful artwork on the walls. A cozy sleeping area is visible in the background, draped with vibrant blankets.
Home in Evanston
4.87 out of 5 average rating, 235 reviews

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.

Guest favorite
A modern living area is presented, featuring a comfortable sectional sofa adorned with yellow accent pillows. A large flat-screen Smart TV is mounted on the wall, providing entertainment options. Natural light filters through the window, highlighting the warm wood flooring.
Apartment in Evanston
4.94 out of 5 average rating, 163 reviews

NEW Fam-Frndly 3 bd 1 bth w/ EZ Parking near NU

Relax with the whole family or explore the city at this peaceful newly renovated 3bd/1bth apartment with plenty of free parking and in-unit washer/dryer. You’ll be close to everything when you stay at this centrally-located place. Only 2 mins from DT Evanston and 25 mins from DT Chicago! Just mins away from Northwestern and Loyola Universities. Enjoy the 65in and 55in Smart TVs, listen to your favorite tunes w/ the voice enabled Amazon Echo Alexa speaker, or enjoy family games.

Top guest favorite
A spacious living area features modern furnishings, including a comfortable sectional couch and colorful armchairs. A large area rug anchors the seating space. The open layout connects to a dining area and a fully equipped kitchen, with natural light brightening the environment.
Guest suite in Chicago
4.99 out of 5 average rating, 85 reviews

Modern Garden Suite

Fully renovated large 1500 sq ft modern basement suite with private entrance. -24/7 surveillance cameras for your safety -FREE Tesla charger -FREE Parking -Full kitchen and laundry room -Quiet, family oriented, safe neighborhood -NO PARTIES! -Close to O'Hare International Airport (18 min), downtown (15 min no traffic), shopping center (2 min) -Within walking distance (20 min) to Metra station which takes you downtown Chicago to Union Station -80 inch TV, Netflix, HBO, Hulu...

Guest favorite
A comfortable living room features a blue sectional sofa adorned with soft throws, paired with a wooden coffee table. Natural light enters through large windows, highlighting a stylish armchair and an entertainment unit beneath a mounted TV.
Apartment in Evanston
4.9 out of 5 average rating, 136 reviews

Guest Favorite Escape Next to the Beach

1st-floor unit with one flight of stairs. Older building with radiant heat managed by the building. Experience the best of Evanston in our cozy 1BR/1BA apartment near Lake Michigan. Enjoy a fully equipped kitchen, a comfortable bedroom with a queen bed, and a clean bathroom. Explore nearby beaches, stroll along the lakefront, and discover vibrant downtown shops and restaurants. Easy public transit to downtown Chicago. Book now for a memorable Evanston getaway!

Guest favorite
A modern multi-story building is nestled among leafy trees, featuring large windows and a sleek, minimalistic design. A wooden staircase leads to the entrance, while blooming flowers add a touch of color to the landscaped garden in front.
Condo in Evanston
4.78 out of 5 average rating, 706 reviews

Spacious Evanston Unit - Walk to Northwestern U

Welcome to my contemporary and spacious garden level unit located on a tree filled, serene residential block in Evanston. Walking distance to Northwestern University, retail areas, trains, golf, and the lovely beaches of Lake Michigan! A Walgreens and a local brewery restaurant are just a few steps away. Plentiful free street parking and free EV chargers one block away.

Top guest favorite
A comfortable living room features two grey upholstered sofas, one being a two-seater and the other a three-seater. A glass coffee table with decorative items is placed on a patterned area rug, with natural light filtering through partially covered windows.
Apartment in Skokie
4.97 out of 5 average rating, 154 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.

Popular amenities for Skokie vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great vacation rentals in Skokie

An open plan kitchen is visible, featuring a modern stainless steel refrigerator and a countertop adorned with a decorative blue centerpiece. The living and dining areas are well-lit, showcasing comfortable seating and large windows that look out to the street.
Home in Skokie
4.82 out of 5 average rating, 116 reviews

Quiet and welcoming house.

Home in Evanston
4.75 out of 5 average rating, 8 reviews

Single family home with private patio and backyard

Guest favorite
The exterior of a historic apartment building is displayed, featuring a spacious front porch with wooden railings and a staircase leading to the entrance. Lush green grass surrounds the property, with a few carved decorations visible on the steps.
Home in Skokie
4.87 out of 5 average rating, 95 reviews

A+amazing beauty, entire 2 BR Skokie historic stay

Guest favorite
The exterior of a charming two-story home is featured, surrounded by well-maintained landscaping. A pathway made of pavers leads to the front entrance, framed by vibrant green shrubs and trees. The house showcases a gabled roof with dormer windows and yellow front door.
Home in Skokie
4.87 out of 5 average rating, 111 reviews

Luxe-Haus of Love—The 1938 Cape Cod |Heated FLRS |

A comfortable living area features a dark sofa paired with a light coffee table atop a patterned rug. A flat-screen television sits on a low console, with a floor lamp providing soft light. A small potted plant adds a touch of greenery to the space.
Apartment in Skokie
4.66 out of 5 average rating, 41 reviews

Skokie 1BR Stay Near Parks, Dining & Transit

A modern living area is highlighted by a large blue sectional couch, complemented by decorative pillows. Two abstract paintings adorn the walls, with a small plant and a wooden coffee table in the center. A flat-screen television is positioned on a light wood console.
Apartment in Evanston
4.78 out of 5 average rating, 143 reviews

Elegantly Designed 1BR Right Next to Beach

The exterior of a single-family home is presented, featuring a light-colored facade with large front windows. A well-maintained lawn is visible, bordered by a concrete walkway leading to the entrance. Surrounding trees provide a natural backdrop, enhancing the peaceful residential setting.
Home in Skokie
4.67 out of 5 average rating, 73 reviews

New Chic 6bd 2 bth Ranch Home, Skokie w/basement

A comfortably arranged bedroom features a plush king-size bed with gray bedding and decorative pillows. Two side tables with lamps sit beside the bed, and a flat-screen TV is mounted on the wall. A modern bench and a small armchair add functionality to the space.
Apartment in Skokie
4.81 out of 5 average rating, 26 reviews

Lovely 1BR Apt w/ WiFi | Peaceful & Central Stay

When is the best time to visit Skokie?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$28,458 GYDG$28,877 GYDG$31,388 GYDG$29,714 GYDG$30,342 GYDG$31,179 GYDG$30,760 GYDG$31,388 GYDG$29,086 GYDG$28,040 GYDG$28,040 GYDG$28,458 GYD
Avg. temp-4°C-2°C4°C10°C16°C21°C24°C23°C19°C12°C5°C-1°C

Frequently Asked Questions

  • What are the best things to do in Skokie with kids?

    Kids enjoy interactive exhibits at the Illinois Holocaust Museum, nature exploration at Emily Oaks Nature Center, and creative play in local parks or splash pads. Community events and craft programs add options for family outings year round.

  • What are some of the best things to do in Skokie?

    Explore the exhibits at the Illinois Holocaust Museum, walk through landscape trails at Emily Oaks Nature Center, and discover public art installations in Skokie Northshore Sculpture Park. Downtown Skokie has eateries, shops, and community events.

  • How is the weather in Skokie?

    Skokie has cold winters around 19–32°F (−7–0°C) and warm summers near 66–85°F (19–29°C), with moderate rainfall throughout the year. Spring and autumn bring milder temperatures, so pack layered clothing to adjust with the seasons.

  • When is the best time to visit Skokie?

    Late spring and early autumn are often recommended for comfortable temperatures, blooming parks, and seasonal community events. Summer appeals to visitors with outdoor festivals, farmer’s markets, and longer daylight hours.

  • What are the best places to visit in Skokie?

    Explore the Illinois Holocaust Museum and Education Center, stroll through Emily Oaks Nature Center, and discover artistic exhibits at the Skokie Northshore Sculpture Park. Downtown Skokie has shops, eateries, and locally organized events.

  • What are some hiking trails in Skokie?

    Emily Oaks Nature Center has short trails ideal for leisurely walks and wildlife spotting. The Skokie Northshore Sculpture Park features paved paths surrounded by art installations and greenery.

  • What are some family activities we can do in Skokie?

    Families explore hands-on exhibits at the Illinois Holocaust Museum’s youth area, take nature walks at Emily Oaks Nature Center, and visit playgrounds or splash pads in local parks. Community centers often feature inclusive programs and seasonal activities.

  • What are some of the best day trip ideas from Skokie?

    Explore botanical gardens and vibrant neighborhoods in the surrounding area, or visit Chicago for world-renowned museums, architecture, and lakefront walks. Nature lovers often head to nearby forest preserves and scenic parks.

  • Are there any pet friendly accommodations available in Skokie?

    Skokie has pet friendly vacation rentals, especially in residential neighborhoods and near parks. Many stays welcome dogs, making it convenient to visit nearby walking trails or green spaces.

  • What are some local tips for visiting Skokie?

    Explore Skokie’s mix of cultural centers, parks, and dining spots reflecting the town’s diversity. Dress in layers, as temperatures vary throughout the year, and try connecting with locals for recommendations on distinct food or hidden park spots.

  • What is Skokie known for?

    Skokie is known for its diverse community, cultural institutions, and locally rooted culinary scene. The Illinois Holocaust Museum highlights education and remembrance, while green spaces invite nature exploration.

  • What are the best hidden gems to explore in Skokie?

    Emily Oaks Nature Center is frequently suggested for quiet walks and pond views, while local bakeries and multicultural markets showcase distinct flavors and traditions. Community gardens and neighborhood parks around Skokie provide relaxed spaces off the main routes.

  • What are the best foods to try in Skokie?

    Skokie has vibrant flavors, often featuring locally rooted Jewish delicatessens, Eastern European bakeries, and Middle Eastern restaurants. Try dishes like falafel, fresh bagels, and savory pierogies; multicultural markets also highlight diverse snacks and sweets.

  • What should I bring for a trip to Skokie?

    Pack comfortable walking shoes, layers for shifting temperatures, and a rain jacket or umbrella, especially in spring or autumn. A reusable water bottle and sunscreen are helpful for time spent in parks or outdoor spaces.

  • What is the nightlife in Skokie like?

    Skokie has casual nightlife, with locally rooted bars, relaxed lounges, and family-friendly venues for evening gatherings. For more lively options, many visitors explore nearby urban areas known for music, comedy, and diverse bites.

  • What are the most popular events or festivals in Skokie?

    Skokie Festival of Cultures is often recommended in late spring, with food, music, and performances reflecting the town’s diversity. Summer brings farmer’s markets and community fairs, while holiday parades brighten the winter season.

  • Are there family friendly vacation rentals in Skokie?

    Skokie has family friendly vacation rentals, particularly in residential neighborhoods and near local parks. Many options feature spacious layouts and easy access to playgrounds or nature centers.

  • What are the best places to stay in Skokie?

    Skokie has vacation rentals near Downtown, around parks, and in residential neighborhoods, giving easy access to shopping and locally rooted restaurants. Look for options with amenities suited to your group, and consider stays close to public transit for added convenience.

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