Vacation Rentals By Owner In Skokie, IL

br 20 mins from popping downtown Chicago and tucked within one of the Northside’s finest tree-line streets—The Haus of Love:brbr- A modern wood burning fireplace, new hardwood floors, and a bright airy space greets you in this newly renovated “Kosher” living inspired design.brbr-Spacious Eat-In Kitchen. Separate Formal Dining. Wetbar. High End Quartz Countertops.brbrbr-3 Bedrooms w/ 3.5 Bathroomsbr-Master BD w/Heated Floors, 10-ft ceiling, skylights, and a huge 8-ft soaker tubbrFINISHED BASEMENT br⚡️Fast WIFI⚡️brbrbrGuest Access: Entire Home

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

Skokie, Illinois, United States

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$391.76

Skokie is waiting for you at this superb 2-bedroom apartment. With heating and AC, this wonderful space is perfect for your stay. Feel free to reach out to us during your stay - we're happy to suggest local spots to check out.

Lovely 2-bedroom apartment with AC in Skokie

Skokie, Illinois, United States

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Bath

Sleeps

$332.91

Step into our thoughtfully designed 1-bedroom retreat in the heart of Skokie, where local charm meets modern living. Whether you're visiting for business, a family getaway, or a weekend escape, you'll find everything you need for a comfortable and convenient stay. Located just minutes from great dining, beautiful parks, vibrant shopping areas, and the CTA Yellow Line, our home is the perfect launchpad for exploring Skokie or heading into downtown Chicago with ease.brThe spacebrWelcome to your cozy, sun-filled hideaway—perfect for families, couples, professionals, or small groups seeking both comfort and convenience just outside Chicago.brbrThe serene bedroom includes a plush queen-sized bed with crisp, hotel-quality linens and generous storage to keep your things tidy. After a full day of exploring, settle into the inviting living room, which offers a comfy sofa bed, an additional queen air mattress that sleeps two, a smart flat-screen TV, and high-speed Wi-Fi—ideal for remote work or binge-watching your favorite series.brbrThe clean and modern bathroom comes equipped with a shower, tub, toilet, and sink. Complimentary shampoo, conditioner, and body wash are provided for your comfort.brbrWhether you're preparing a simple breakfast or a full dinner, the well-stocked kitchen has all the essentials: stove, oven, refrigerator, microwave, coffee maker, cookware, and tableware.brbrParking is hassle-free with two dedicated spots. You'll be within walking distance to Old Orchard Mall, nearby restaurants, and public transit, with easy access to downtown via the CTA Yellow Line and major roads.brbrEnjoy complete privacy with a separate entrance and no shared indoor spaces. For added peace of mind, exterior-only security cameras are in place—there are no indoor devices. Essentials like towels, linens, shampoo, conditioner, and body wash are provided. Please bring your own toothbrush and toothpaste.brbrNote: This property is located near a fire station, so occasional noise may occur.brbrWhether you’re in town for shopping, a work trip, or just some downtime, this warm and welcoming space is the perfect home base. We’d be thrilled to host you—book your stay today!

Cottage

1BR Cottage Hideaway in Skokie, Parking Free, Near Shops and Eats

Skokie, Illinois, United States

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Bath

Sleeps

$143.33

Get ready to relax in this 3-bedroom apartment in Skokie. The space features a queen bed, a full bed, and 2 twin XL beds, perfect for groups or families. With two bathrooms both equipped with bidets, guests will find comfort and convenience throughout their stay. The apartment stays comfortable year-round thanks to centralized heating and air conditioning. It is tucked in well enough to provide you rest from city noise/traffic but close enough from most conveniences brSkokie has to offer with Old Orchard Mall, variety of restaurants (Japanese, Italian, Chinese, Mexian etc.), Panera, Chick-fil-A, Portillo's, Target, groceries (Jewel Osco, Aldi, Oakton Market), banks, I-94 expressway, Skokie library, Skokie waterpark just 1-2 miles away! Uber rides are generally available 24/7 in this area, allowing immediate, on-demand or use Uber reserve.brSanitized Towels, beddings, mattress protectors and extra for change will be provided.brStart up coffee, tea, toiletries, cleaning supplies will also be provided.brWe do not refill but you do not need to replace what you use in your stay!brFor home cooks, kitchen is equipped with blender, countertop and hand mixers, etc. for your cooking needs!

3BR 1.5Bath 2Car Parking Skokie Apt Near Chicago-Evanston

Skokie, Illinois, United States

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Bath

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$140.33

Make yourself at home in this 3-bedroom Skokie retreat. The space features two queen beds and 2 Twin beds. Bathroom is equipped with a bidet and hair dryer. With zoned HVAC heat pump system (wall units in rooms that can be separately regulated) and boiler/radiator heat throughout unit. Kitchen is well equipped with blender, rice cooker, countertop and hand mixer besides pots and pans. Dining room sideboard with instant espresso machine and 12-cup coffee maker. Sanitized beddings, towels, mattress protectors provided for each stay. Start up coffee, tea, toiletries, cleaning supplies provided. We do not refill supplies but you do not have to replace what you use in your stay.

3BR 2Car Driveway Parking Apt

Skokie, Illinois, United States

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Exceptional(1)

$190.54

Your whole family will enjoy easy access to everything in Skokie, Evanston and Chicagoland from this centrally located and spacious home that is awash in natural light and has a 4-season back porch. 5 minutes to the highway, 5 minutes to downtown Skokie and 12 minutes to downtown Evanston. Includes 2 dedicated workstations, with printer and paper included! This family and pet-friendly home boasts all you need for a productive work, or relaxing family trip!

3 Bedroom, 1.5 Bath in The Heart Of Skokie, 4 Seasons Porch and Pet-Friendly

Skokie, Illinois, United States

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$363.23

About this space -brbrComfortable and fully equipped home in a quiet, safe Skokie neighborhood — perfect for families, travel nurses, and remote workers visiting the Chicago area. Walk to the Skokie Swift train and reach downtown Chicago in about 25 minutes. Less than a mile from I-94 for quick highway access. Free parking, dedicated office workspace, fast Wi-Fi, and a fenced backyard make this an ideal home base for work or relaxation.brbrThe space -brbrThis spacious home is designed to be comfortable for both short visits and longer stays.brbrInside the house you’ll find multiple living spaces, modern conveniences, and thoughtful amenities for work, relaxation, and entertainment.brbrHighlights include:brbr• Dedicated home office with extra monitor, keyboard, and mousebr• Fast high-speed Wi-Fi for remote work and streamingbr• Two queen bedsbr• Three TVs (master bedroom, upstairs living room, and basement living area)br• Speakers throughout the home for musicbr• Fully equipped kitchen with appliances, cookware, and essentialsbr• Dedicated work out area & equipmentbr• Central heating & coolingbr• Full laundry with washer and dryerbr• Plenty of board games & Playstation 4 for family and group entertainmentbr• Water/food bowls, toys, treats and extra towels for pets.brbrThe fully finished basement provides a relaxing lounge space with a wet bar and jacuzzi, perfect for unwinding after a long day.brbrOutside, guests can enjoy a large fenced backyard, great for pets and outdoor relaxation. The patio includes seating and a 5-burner grill for outdoor cooking.brbrThe house is located in prime location - walking distance from the train, restaurants, grocery and convenience stores.brbrThe home is stocked with fresh linens, towels, paper towels, and other essentials so guests can settle in comfortably.brbrGuest access -brbrGuests will have access to the entire home, including all living areas, bedrooms, kitchen, basement lounge, office workspace, laundry, and backyard.brbrThe property includes free parking and easy self check-in via lockbox, allowing flexible arrival times.brbrGuests are welcome to enjoy the outdoor patio, grill, fenced backyard, and all entertainment areas inside the home.brbrOther things to note -brbrThe home is located in a very safe and quiet residential neighborhood in Skokie.brbrThe location is especially convenient for travel workers and visitors to nearby hospitals such as Endeavor HealthSystem Skokie AND Evanston Hospitals, and Advocate Lutheran General Hospital.brbrThe house is also within walking distance of the Skokie Public Library, grocery stores, convenience stores, and the police station.brbrWith the Skokie Swift train nearby and quick access to I-94, guests can easily travel to downtown Chicago, surrounding suburbs, and major commerce centers.brbrThe fenced backyard makes the home pet-friendly, and the neighborhood is great for walking.

Skokie Gem: Walk to Train, I-94 Access & Pet-Friendly

Skokie, Illinois, United States

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Exceptional(8)

$1774.8

This newly renovated and styled 7 bedroom in Skokie is ready to host! The large single family home provides a central location plus all the amenties you'll need for a fun and comfortable stay. Our ninja gym in the basement is a highlight for all parties :). You have a fully stocked kitchen with 12 beds across 3 floors (3 twins, 3 queens, 4 full, 1 king, 1 sofa bed) which makes plenty of room for you to spread out. The property is located 20 minutes from Ohare Airport and 30 min from downtown!brbrThis large and renovated home in Skokie, one of the most central neighborhoods in the chicagoland area, will give you the space and location you need!brbrMy place is great for families with children, business travelers and groups, couples, or visiting parents/grandparents. Enjoy this 3 level single family home on a residential street, with 2 garage spaces for convenience. With plenty of yard space and nice finishes. I want you to feel like this is your home away from home.brbrWe have 7 bedrooms brbrMain floor - br- [ ] 1 queen bedbrbr2nd Floorbr- [ ] Master bed with king bed and sofa sleeperbr- [ ] 1 room with queen bedbr- [ ] 1 room with bunk bed full and twinbr- [ ] 1 room with 1 queen, bunk with 1 full and 2 twinsbrbrBasement br- [ ] 1 room with full bedbr- [ ] 1 room with full bedbrbrMy cleaners are professionally trained and follow a tightly regimented cleaning and sanitizing checklist. They are equipped with a full complement of professional cleaning tools and chemicals including a hospital-grade disinfectant.brbr- Fresh towels and linensbr- Wireless internet is always availablebr- TV with streaming optionsbr- Kitchen appliances including a microwave, coffee pot with a reusable filter, tea kettle, and toasterbr- I provide coffee grounds and keurig pods as well.br- My place is FULLY STOCKED with all the amenities of home like shampoo, conditioner, and body wash, paper towels, toilet paper, tissue, sponges & Method brand hand soap and dish soap.br-The full sized kitchen is stocked with cookware, utensils, glasses, cutlery, sharp knives, cutting boards, baking sheets and all the basic tools like wine openers, cheese graters, vegetable peelers, pizza cutters, etc.br- Hair dryerbr- Ironing board and Ironbr- Luggage racks and hangersbrbrOur home is meant for folks that are traveling for business, families visiting from out of state for holidays and guests interested in exploring the city, and small gatherings. It is not meant for large parties. We would like to see verifications and good reviews before renting the house.

Gorgeous 15BD & 5.5BR House w/Ninja Gym - Skokie!

Skokie, Illinois, United States

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$148.34

Cozy 2 bedroom apartment. Quiet neighborhood. Spacious kitchen. Stroll over to any of the cute cafes and restaurants around or take a walk or run on the trail at the end of the block over to the local craft brewery. Multiple parks with playgrounds, nature trails, supermarkets and restaurants without having to cross a single large street. Even a train stop, all under 3 blocks away! Guests enjoy two queen beds in a cozy, welcoming space that feels like a home away from home. The bathroom is equipped with a hair dryer, making freshening up easy after a day of exploring. Whether you’re relaxing indoors or planning your next adventure, the excellent setup ensures a smooth stay. We think our place will help you experience everything Skokie has to offer.

Charming 2 bedroom Apartment Near Everything- Monthly rental

Skokie, Illinois, United States

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Exceptional(8)

$1357.64

This newly renovated 6-bedroom home in Skokie is perfect for your group! Centrally located, it offers all the amenities for a fun and cozy visit. A highlight is the ninja gym in the basement, great for all ages. Enjoy 2 fully stocked kitchens and 12 beds (1 King, 3 queens, 8 single beds, 1 sofa bed), providing plenty of space to relax. Conveniently located just 20 minutes from O’Hare Airport and 20 minutes from downtown Chicago attractions!brbrGuests will receive a keypad code. Keypad is located on the garage door and guests will check in on their own, no assistance or in person interaction is required.brbrThis large and renovated home near Chicago (Skokie), one of the most central neighborhoods in the Chicagoland area, will give you the space and location you need!brbrMy place is great for families with children, business travelers and groups, couples, or visiting parents/grandparents. Enjoy this 3 level single family home on a residential street, with 2 garage spaces for convenience. With plenty of yard space and nice finishes. I want you to feel like this is your home away from home.brbrWe have 6 bedrooms br-1 bedroom with queen bed (ensuite full bath)br-Master bedroom with 1 king bed (ensuite master bath) br-1 queen bed, 1 bunk br-1 queen with sofa sleeperbr-2 bunks br-1 bedrooms with a full bedbr5 full bathroomsbr1 half bathroombrbrbrMy cleaners are professionally trained and follow a tightly regimented cleaning and sanitizing checklist. They are equipped with a full complement of professional cleaning tools and chemicals including a hospital-grade disinfectant.brbr- Fresh towels and linensbr- Wireless internet is always availablebr- TV with streaming optionsbr- Kitchen appliances including a microwave, coffee pot with a reusable filter, tea kettle, and toasterbr- I provide keurig pods.br- My place is FULLY STOCKED with all the amenities of home like shampoo, conditioner, and body wash, paper towels, toilet paper, tissue, sponges & hand soap and dish soap.br-The full sized kitchen is stocked with cookware, utensils, glasses, cutlery, sharp knives, cutting boards, baking sheets and all the basic tools like wine openers, cheese graters, vegetable peelers, pizza cutters, etc.br- Hair dryersbr- Ironing board and Ironsbr- Luggage racks and hangersbrbrSpacious 6-Bedroom Home with 2 Kitchens, Full Workout Gym, Ninja Gym & 5.5 Bathrooms – Perfect for Groups & Families!brbrWelcome to your ideal getaway in Skokie! This beautifully renovated 3-level single-family home offers everything you need for a comfortable, fun, and convenient stay. Perfect for families, groups, business travelers, and multi-generational gatherings, this home is thoughtfully designed to accommodate everyone.brbrWhy You’ll Love It:br • Spacious Layout with many Bedrooms:br • 1 bedroom with queen bed and ensuite full bath, plus an additional half bath on same levelbr • 5 bedrooms and 4 Full bathroomsbr-Master bedroom with 1 king bed and ensuite master bath. br-1 queen bed, 1 bunk br-1 queen and 1 sofa bed br-2 bunksbr-1 bedrooms with a full bedbr-4 full bathrooms.br • Two Kitchens: Main floor and basement. Main kitchen is fully stocked with cookware, utensils, appliances, and essentials for large groups or multi-family stays.br • Full Workout Gym + Ninja Gym: Basement features a complete workout gym with cardio equipment and free weights, plus a kids ninja gym for added fun and fitness for all ages.br • Convenient Parking & Outdoor Space: Two garage spaces and a spacious yard make it perfect for relaxing. Additional street parking.brbrIncluded Amenities:br • Professionally cleaned with hospital-grade disinfectantbr • Fresh towels, linens, and luggage racks for easy unpackingbr • High-speed Wi-Fi and TVs with streaming optionsbr • Kitchen essentials: cookware, utensils, coffee makers (with coffee/keurig pods), tea kettles, toasters, and morebr • Bathroom essentials: shampoo, conditioner, body wash, and hand soapbr • Home conveniences: hair dryer, ironing board, iron, and closets with hangersbr brThis Skokie home is located on a quiet residential street while providing quick access to downtown Chicago and O’Hare Airport. With 6 bedrooms, 2 kitchens, 5.5 bathrooms, and unique fitness features, it’s perfect for any occasion. Book now and enjoy your home away from home! This property is professionally managed and closely monitored to ensure compliance with local regulations, including quiet hours and parking guidelines.

Spacious 6-Bedroom Home comfortably accommodates 12 persons with 2 Kitchens, Full Workout Gym, Ninja Gym & 5.5 Bathrooms – Perfect for Groups & Families near Chicago.

Skokie, Illinois, United States

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Exceptional(16)

$268.98

Charming 2B/1.5B house in Skokie IL. This house 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.

Cozy 2 bedroom house/w garage in Skokie

Skokie, Illinois, United States

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Exceptional(1)

$662.52

Skokie is waiting for you at this charming 4-bedroom house. Each bedroom features a king bed, ensuring a comfortable stay for all guests. With amenities like a washing machine, AC, and WiFi, you'll have everything you need for a relaxing getaway. The 2 bathrooms are equipped with bath and showers plus a hair dryer for added convenience. Our backyard is fully fenced for your furry loved ones to enjoy! We think our place will help you experience everything Skokie has to offer.

Stokes Stay: 4 BR-2.5BA Modern house in wonderful Skokie!

Skokie, Illinois, United States

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Bath

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$202.19

Skokie is waiting for you at this 2-bedroom apartment. This quaint space features two queen beds and a lovely living room with two sofa beds, perfect for extra guests. The bathroom includes a bathtub and a hair dryer for your convenience. Guests will appreciate the welcoming atmosphere and thoughtful touches like heating and an iron to make their stay comfortable. Whether relaxing after a day of exploring or enjoying a cozy night in, this apartment offers a peaceful retreat. Book now and enjoy everything this apartment has to offer.

Quiet cozy 2-bedroom apartment with AC in vibrant Skokie

Skokie, Illinois, United States

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$516.44

Your home away from home in Skokie with 3 bedrooms. This wonderful house features 1 king bed and 2 queen beds, perfect for a relaxing stay. Enjoy the soothing ambiance of the couple different living rooms with a cozy couches. The 2 bathrooms are equipped with showers and hair dryers for your convenience. Guests can also take advantage of amenities like an iron, hair dryer, washing machine, AC, and WiFi. Our backyard space is fully fenced for your furry loved ones! You're sure to make fantastic memories with a stay at our place.

Sassy Stokie Stay: 3 BR+2BA Cozy Charming House w/ Fenced Yard

Skokie, Illinois, United States

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Bath

Sleeps

$200.75

Your cozy getaway awaits in Skokie at this fantastic apartment. With two queen bedrooms and a living room featuring a sofa bed, guests have plenty of space to relax. The apartment includes heating and AC, ensuring a comfortable stay no matter the season. A nice bathroom with a hair dryer adds convenience to your visit. Whether you’re lounging in the living room or settling in for a restful night, this enjoyable space offers everything guests need for a pleasant escape. It’s easy to see why you’ll be able to unwind at our place.

Lovely 2-bedroom apartment with AC in enjoyable Skokie

Skokie, Illinois, United States

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Bath

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Exceptional(1)

$203.98

This Skokie apartment boasts 2 inviting bedrooms, including a cozy queen bed. Guests enjoy a tranquil space with heating and air conditioning to keep comfortable year-round. The bathroom features a hair dryer for added convenience. Whether you’re relaxing indoors or planning your day, this perfect spot offers a brilliant blend of comfort and ease. Experience the magic of Skokie at our apartment.

Peaceful 2-bedroom apartment with AC in charming Skokie

Skokie, Illinois, United States

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Select Dates for Price

Nice 1-bedroom apartment with AC in charming Skokie

Skokie, Illinois, United States

This memorable apartment is the perfect home base for your trip to Skokie. Guests will enjoy a welcoming space featuring one cozy bedroom with a queen bed and a brilliant bathroom equipped with a hair dryer. The apartment stays comfortable year-round thanks to heating and air conditioning. Whether you’re relaxing after a day of exploring or preparing for your next adventure, this enchanting spot offers a peaceful retreat. We'll be available to answer any questions while you stay at our place.

Bed

Bath

Sleeps

Exceptional(5)

$338.06

If you're seeking a comfortable and accessible home with easy access to both the City of Chicago and O'Hare International Airport, look no further—welcome to your perfect home away from home! Nestled in a peaceful, family-friendly neighborhood, this cozy home is designed to provide everything you need for a comfortable stay.brMaster Bedroom:brEnjoy the luxurious King bed and a regular closet, offering plenty of space for your belongings.brLiving Room:brRelax with a flat-screen TV, perfect for streaming your favorite shows and movies.brBedrooms 2 & 3:brEach of these rooms features a Queen bed, a regular closet, and a nightstand, ensuring comfort and convenience.brMain Floor Bathroom:brEquipped with a tub-shower combination and a single vanity for your convenience.brBasement:brThe newly renovated basement adds flexibility and extra space to your stay, featuring:brbrA King bed, a regular closet, a nightstand, and a full-sized crib for families with young children.brA modern bathroom with a walk-in shower and single vanity.brA washer and dryer for your convenience.brFree parking for 2 cars brThe home boasts beautiful hardwood floors throughout, and the fully equipped open kitchen comes with a full-size refrigerator, stove/oven, and toaster—ideal for cooking meals and sharing quality time with your loved ones.

Home Sweet Home nSpacious 4bed house with WiFi & Parking in fantastic Skokie

Skokie, Illinois, United States

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Most popular vacation rentals in Skokie

Exceptional(5)

$1357.64