Kid-friendly vacation rentals in Skokie

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Skokie kid-friendly rentals

Kid-friendly house rentals

The exterior of a modern house is shown, featuring a brick façade with large windows that provide ample natural light. A manicured lawn surrounds a concrete pathway leading to the entrance, framed by greenery. The roof is topped with gray shingles.
Home in Skokie
4.87 out of 5 average rating, 85 reviews

Cozy Home in Skokie

SamarRating, 5 stars3 months ago
Had a great stay at this Airbnb! Check-in was super easy, and Mian was very responsive, which made everything smooth. The location was very convenient, with easy access by car or train to downtown, close to other suburbs, and not too far from the airport. Overall, a great spot, and I’d definitely stay here again!
Top guest favorite
A bright living room features a mix of comfortable seating with a tan leather sofa and two light-colored armchairs. A wooden coffee table sits center stage, complemented by decorative items. Large windows allow natural light to flow in, enhancing the cozy atmosphere.
Home in Northbrook
4.97 out of 5 average rating, 73 reviews

*King bed *Outdoor Living *Sought-After Area

TylerRating, 5 stars6 days ago
Beautiful home, clean and worked perfect for our family. Elisabeth always responded quickly and it was a seamless check in and check out process.
A functional kitchen is shown featuring stainless steel appliances, including a refrigerator and microwave. White cabinetry provides ample storage space. A washing machine is positioned next to the fridge. The floor displays a herringbone pattern in light and dark tones, enhancing the room's tidy appearance.
Home in Evanston
4.74 out of 5 average rating, 38 reviews

Quiet and Cozy Home in Evanston

LindaRating, 5 stars3 weeks ago
Absolutely enjoyed our stay. Will definitely rebook here when we visit Evanston again. Apt. Was well set up and extremely comfortable . Shanna is a great host
Superhost
A spacious living area features a high vaulted ceiling with wooden beams. Comfortable seating arrangements are visible, including a sofa and armchair surrounding a glass coffee table. A decorative area rug covers the hardwood floor, while a large window allows natural light to enhance the space.
Home in Skokie
4.69 out of 5 average rating, 59 reviews

Chic & cozy 3BR house near all amenities in Skokie

NathanRating, 5 stars1 month ago
We had a great time. The place was cozy and accessible. Would stay again!
Guest favorite
An outdoor area features a partially enclosed space highlighted by warm wood paneling and a large window. A grill is positioned against the wall, with a concrete floor leading toward a well-lit interior visible through glass doors.
Home in North Park
4.96 out of 5 average rating, 173 reviews

Chicago River House -BBQ Oasis now open!

ThomasRating, 5 stars6 days ago
Even more spacious than in the photos! Well-kept place, with a fully stocked kitchen, projector, BOSE speaker, and great backyard. Double shower in the master bedroom, and strong water pressure. Entry is easy with a code. Finally, the host is VERY accommodating, flexible, and responsive. Recommended!
Top guest favorite
A well-maintained gray exterior with white trim is presented. Surrounded by a wooden fence, the yard features a grassy area and is shaded by trees. A sunny sky with scattered clouds adds to the inviting ambiance of the outdoor space.
Home in Evanston
5 out of 5 average rating, 105 reviews

Larimer Park Carriage House

FionaRating, 5 stars1 day ago
The moment I walked in, it feels like home! The house is very nicely decorated, and it has everything you need to have a very comfortable stay. The kitchen is well stocked and she even has a basketball for my kid to play with in the court right in front of the house. She even welcomes the guests with a nice bar of chocolate , card and fresh flowers! We will stay here again if we visit Evanston!
Guest favorite
A bright and modern living space features a gray loveseat positioned against an angled wall. Two black side tables accompany the seating area, with small potted plants displayed atop. Light-colored flooring complements the neutral wall hues, enhancing the inviting atmosphere of the apartment.
Home in Jefferson Park
4.91 out of 5 average rating, 141 reviews

Chicago getaway for two!

KadilynnRating, 5 stars1 week ago
My boyfriend and I had a fantastic weekend at Gladys’ place. She was super responsive, and check-in was easy with clear instructions. The apartment was cozy and modern, but still felt homey—like our own space for the weekend. It was clean, well-kept, and had thoughtful touches like a Brita pitcher, fresh towels, sheets, and a stocked kitchen. The layout was cute and the decor was simple but perfect—more personality than a hotel room without being cluttered. One of the highlights was the bus stop literally 10 feet from the door, which made getting into southern Chicago (via bus to the Blue Line) super convenient. We also loved walking to Dunkin’ each morning once we realized how close it was. The location felt peaceful but still had a few cute restaurants nearby. We never ran into the hosts, but it felt private even with the shared entry. This stay is in our top 5 Airbnbs—perfect for a couples getaway! Thank you, Gladys, for being such a thoughtful host!
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
4.61 out of 5 average rating, 49 reviews

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

MarthaRating, 5 stars3 weeks ago
So happy with our stay! Sheila was responsive in communicating each step of check in and check out process. There were complimentary pastries upon our arrival which was a nice touch. The location is in a good location and had all the amenities described in the listing. There was an abundance of towels and the basement room was a nice room to gather and play table tennis or corn hole which was available. I would definitely stay again when visiting Chicago! Thank you Sheila!

Kid-friendly apartment rentals

Superhost
A spacious living room features large windows draped with light curtains, allowing natural light to fill the space. A comfortable sofa and loveseat are positioned around a decorative area rug, with a television mounted on a cabinet. A rocking chair adds additional seating.
Apartment in Evanston
4.94 out of 5 average rating, 142 reviews

Vintage sunlit 2.5 BR apt. Perfect for families!

TomRating, 5 stars1 month ago
I enjoyed my stay at Letitia's place. I was traveling between the city and northern burbs, and Letitia's place provided a nice centralized location with easy access to both. Letitia's place is clean, charming, and comfortable. Letitia responded quickly to any questions. I recommend this as a comfortable place to explore the greater Chicagoland area.
Superhost
A spacious living room is highlighted by large windows allowing natural light to fill the space. A cozy green couch and two blue chairs are arranged around a wooden coffee table, while a decorative area rug adds warmth. A fireplace is set against a stone backdrop.
Apartment in Evanston
5 out of 5 average rating, 128 reviews

Spacious 3 bdrm apt. near NU + Chicago + lake.

JessieRating, 5 stars1 week ago
We felt very comfortable at Daniela’s place. The flat is spacious and clean. We had no trouble walking to the train and parking in the dedicated spot. The decor is appealing & stylish. I recommend if in town visiting plus Evanston is the best!
Superhost
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, 256 reviews

Stylish & Comfy Gem near Downtown~Balcony~Parking

NorahRating, 5 stars6 days ago
This was one of my best Airbnb experiences. Every little detail was attended to, from the extremely comfortable bedding & coordinated kitchen color scheme to the cleanliness & quiet surroundings.
Superhost
A bedroom featuring a wooden bed frame with a decorative quilt in shades of blue. Two nightstands are positioned on either side of the bed, each with a lamp. The walls are painted in soft tones, contributing to a calm and comfortable environment.
Apartment in Evanston
4.86 out of 5 average rating, 104 reviews

Basement Efficiency Apartment

MajorRating, 5 stars3 weeks ago
Mary is a very good host, she responded quickly and even allowed for early check in!
Superhost
A two-story farmhouse stands among mature trees, featuring a front porch with steps leading to the entrance. The exterior showcases light gray siding and white-framed windows, while planted greenery surrounds the home, creating a serene residential setting.
Apartment in Evanston
4.89 out of 5 average rating, 311 reviews

Ashland Ice Cream House

DaveRating, 5 stars5 days ago
The house was comfortable and spacious
Superhost
A bright living area features wooden floors and neutral walls. A soft sofa sits at the center, complemented by armchairs and a decorative area rug. A coffee table is positioned in front, with a framed mirror reflecting natural light from nearby windows.
Apartment in Evanston
4.9 out of 5 average rating, 152 reviews

Clean and Bright Stay 2BRM close NU campus

SummerRating, 5 stars7 months ago
Tracy's home is clean, comfortable, and feels like a great home to return to when you are visiting Evanston. we didn't get a chance to cook in their fabulous kitchen, but I plan to next time!!
Superhost
A charming two-story house features a yellow exterior with white trim and a covered porch. Hanging plants adorn the porch, while lush greenery and well-kept landscaping surround the property. A pathway leads to the front steps, framed by stone accents and garden plants.
Apartment in Evanston
4.97 out of 5 average rating, 113 reviews

Charming one bedroom apartment

JaninaRating, 5 stars1 week ago
My stay with Donald was extremely pleasant. A beautiful apartment with great attention to detail and very comfortably furnished. Donald and his wife were very nice and helpful. When I'm back in Chicago, I will definitely want to stay there again.
Superhost
The spacious bathroom features a freestanding tub and a glass-enclosed shower. A large mirror with a decorative frame is mounted on one wall. The floor is covered with a patterned rug, complementing the warm wall color and wood flooring.
Apartment in Evanston
4.97 out of 5 average rating, 189 reviews

Stunning, Sunny Flat with Beautiful Backyard

KarenRating, 5 stars1 month ago
Julie and Sebastian are warm and welcoming hosts and their home is perfect. Great location, quiet, and a lovely space for us to spend time visiting our local family. Kitchen is well equipped with a great Wolf range, dining room is also super. We will definitely stay again.

Kid-friendly condo rentals

Guest favorite
A stylish living area features a gray sectional sofa and a caramel suede sofa set against a warm exposed brick wall. A round area rug adds color to the polished hardwood floor. A coffee table sits centrally, accompanied by a large plant near the window.
Condo in East Rogers Park
4.9 out of 5 average rating, 102 reviews

Soft Suede and Warm Bricks at a Stylish Rogers Park Home

LoriRating, 5 stars6 days ago
The renovated classic Chicago greystone is spectacular. This is an amazing update of an architectural gem. The space has all modern amenities but the character and charm are thoroughly maintained. The spaces are spotless. Rogers Park is a wonderful lakeside neighborhood and is a melting pot of ethnicities and cultures. There are great restaurants within walking distance as well as close by in Evanston, Andersonville, etc. The Metra and the El are an easy walk. Lillian was so accommodating and proactive. We loved this stay and will be back.
Guest favorite
The living room features large windows dressed in sheer curtains, allowing abundant natural light to fill the space. A modern sectional sofa, accented with colorful cushions, is positioned around a central coffee table. A decorative area rug complements the elegant hardwood flooring, while a sleek TV is mounted above a cozy fireplace.
Condo in Avondale
4.96 out of 5 average rating, 115 reviews

Lovely top floor 2BR/2BA, steps from everything!

EdwardRating, 5 stars4 days ago
When we were first looking for a place to stay, none of the available AirB&Bs looked great. A week later, we looked again, and suddenly Julia's place popped up. It was so much better looking, and with a fairer price, than any others I could find in the list. A two-bedroom that is a *real* two-bedroom, for the price that others were charging for a pull-out bed in the living room. It was just as beautiful in-person. We felt immediately at-home and comfortable. I'm someone who has insomnia, especially while traveling, but there, I had no problem sleeping somehow. Also, it truly is a short walk to the Blue Line, or even a just few steps from the 77 bus route, which goes to the Blue Line, or all the way right into downtown Chicago.
Guest favorite
A bedroom features a spacious bed dressed in deep blue linens, complemented by decorative pillows. The walls are painted in a rich blue, accented by round mirrors. Two bedside lamps illuminate the space, while a patterned area rug lies on the hardwood floor.
Condo in Oak Park
4.94 out of 5 average rating, 241 reviews

Picture Perfect 3Bed Steps from Train and FLW

GerryRating, 5 stars2 weeks ago
Great stay at Anne’s place. She was very communicative and went out of her way to ensure we were comfortable. We would definitely recommend to anyone coming to the Chicago area!
Top guest favorite
The exterior of a stylish two-flat building is showcased, featuring a combination of brick and large windows. An American flag hangs from the front, and a set of stairs leads to the entrance. The surrounding greenery adds a touch of nature to the urban setting.
Condo in East Rogers Park
4.98 out of 5 average rating, 108 reviews

The Ramblers Inn, Northside NEW Reno w/parking!

KerryRating, 5 stars1 month ago
Easy check in and close to LUC which is what we needed. Clean and comfortable. Bonus that it included parking.
Superhost
A vibrant living area is highlighted by a deep blue sofa and a colorful area rug. A large wall-mounted television is positioned across from the seating, and modern artwork decorates the walls. The adjoining kitchen is visible in the background, showcasing sleek cabinetry and new appliances.
Condo in Humboldt Park
4.84 out of 5 average rating, 195 reviews

3D Tour! Designer Condo near Logan Square

ChristinaRating, 5 stars2 weeks ago
I had an amazing stay! Place was very accurate to the post on Airbnb and the host was very polite with clear instructions, and check in! Thank you for providing such an amazing Chicago experience for me and my husband!
Guest favorite
A modern living area features a blue sectional sofa facing a mounted flat-screen TV. A wooden coffee table is positioned in front of the sofa. A desk and chair are situated near a large window, allowing natural light to brighten the room.
Condo in Irving Park
4.87 out of 5 average rating, 127 reviews

Newly updated 1BD/1B in Old Irving Chicago!

JoseRating, 5 stars1 month ago
The time spent here was wonderful. This place has everything you need to feel at home away from home. Everything was clean and comfortable. The area was also really nice with tons of food and drinks within walking distance. The blue line is a short walk away and the busses run on the corner. I would definitely stay here again when coming back to Chicago.
Top guest favorite
A light-filled living room showcases soft gray walls and hardwood flooring. A comfortable sofa and armchair are positioned around a decorative area rug. A television is mounted on a console, while a lamp beside a side table adds warmth to the space.
Condo in East Rogers Park
4.99 out of 5 average rating, 287 reviews

Cozy 3BR on Chicago's North Side & Free Parking

LauraRating, 5 stars1 week ago
Planned a weekend trip with our daughters and their partners to Chicago. Loved this location being outside of the city but very conveniently located to public transit. The house itself was beautiful and comfortable, with plenty of room for 6 adults. A perk was the driveway parking space for our car. Would definitely recommend to others and stay again when visiting Chicago!
Guest favorite
A well-lit living area features a striped sofa accompanied by two modern armchairs. A wooden coffee table sits in the center, complemented by a patterned rug. Shelves display an array of silverware and decorative items, adding character and visual interest to the space.
Condo in East Rogers Park
4.93 out of 5 average rating, 240 reviews

Cozy 1bdr Rogers Park, Loyola, Northwestern.

JenniferRating, 5 stars6 days ago
This is a WONDERFUL one bedroom apartment that is both private and spacious! The owner/host has the space fabulously decorated with an eclectic mix of original contemporary artwork and antiques. Nothing is generic about the space and it has been outfitted for guests with loving care. The host, Kaye, clearly puts much trust in her guests with her charming decor and furnishings. The amount of space, the privacy and the home-y feel make it a place we'd love to return to.

Quick stats about vacation rentals that are kid-friendly in Skokie

  • Total rentals

    20 properties

  • Nightly prices starting at

    G$16,719 GYD before taxes and fees

  • Total number of reviews

    700 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

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  2. United States
  3. Illinois
  4. Cook County
  5. Skokie
  6. Kid-friendly rentals