Holiday houses in Kenilworth

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Kenilworth

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

%{current} / %{total}1 / 1
Top Guest favourite
A modern kitchen and living area are showcased within an open-concept space. The kitchen features stainless steel appliances and a large island with seating for three. The cozy living area includes comfortable seating and a low wooden coffee table, complemented by warm wooden flooring.
Apartment in Chicago
5 out of 5 average rating, 65 reviews

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

Why stay anywhere when you can experience luxury during your travels. This brand new 1-BR apartment was designed with a touch of elegance and offers amenities to make your experience not just satisfying, but memorable. At your finger tips is a full kitchen; luxury bathroom with enormous walk-in shower; separate bedroom w/ queen bed (extra day bed in living room to sleep 3 total); garage parking; garden access; cozy workspace; 2-Smart TVs; bicycle; ample storage for longer stays; WIFI; and more.

Top Guest favourite
The living area features a cozy sofa and a patterned armchair, complemented by a glass coffee table. A television is positioned in one corner. Large windows invite natural light, while floor-to-ceiling curtains offer privacy. A potted plant adds a touch of greenery.
Home in Wilmette
4.98 out of 5 average rating, 177 reviews

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.

Guest favourite
A well-defined stone pathway leads to the entrance of the prairie-style home, bordered by lush green grass and neatly trimmed hedges. Hanging flower baskets add vibrant touches above the cozy seating area, surrounded by the serene backdrop of towering oak trees.
Guest suite in Riverwoods
4.95 out of 5 average rating, 432 reviews

Master qtr close to nature & easy urban facilities

This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.

Superhost
The bright living area is enhanced by large windows allowing natural light to fill the space. A blue sectional sofa and two armchairs provide comfortable seating. A ceiling fan is visible above, and a TV is mounted on the wall. The dining area is seen in the background.
Apartment in East Rogers Park
4.8 out of 5 average rating, 46 reviews

Spacious & Elegant N Side Apt Near Beach & Transit

This spacious 1-bedroom apartment, just 1 minute from Marion Majony Griffin Beach, offers comfort and convenience for solo travelers, couples, or small families. Enjoy a fully equipped kitchen, cozy pull-out couch, and a dedicated workspace perfect for remote work or studying. Free street parking is available, or take public transit just a block away to the Red Line for easy access to the city. With its prime location and thoughtful amenities, we warmly welcome all travelers to our listing.

Top Guest favourite
Home in Wilmette
5 out of 5 average rating, 12 reviews

Guest suite with separate entrance and cozy gym!

Charming and private basement level retreat in Wilmette. With your own entrance, bathroom, mini fridge, microwave, and a small gym, this space is designed for comfort and independence. Relax in the beautiful yard with a fire pit, enjoy free parking, and take advantage of quick access to public transit, Northwestern, Evanston, and downtown Chicago. I live on the top floor and I have two dogs who will most likely bark when they see you come in and out. It’s their way of saying hello :-)

Top Guest favourite
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, 64 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 favourite
A cozy sleeping area features a full bed dressed in soft bedding, complemented by vivid red and white accents. Natural light enters through two windows, illuminating a chair and side table in the adjacent sitting area, while plush towels are neatly arranged on a striped blanket.
Private room in Evanston
4.99 out of 5 average rating, 182 reviews

Comfy suite-natural light. Shared bath

Our home is nestled in a residential neighborhood in north Evanston, 1.5 miles west of NU. The Metra station is 2 blocks away and a quick walk to Central Street’s many fine boutiques and coffeehouses. The comfy suite is a room in our home, and shares a bathroom(s) with no more than two other guests from the peaceful suite. There is free permit parking in front of our house. Sorry, but the kitchen, first floor and laundry are not available, no ADA access. Please see full house rules.

Guest favourite
A cozy living room features a light-colored sofa and an accent chair with a geometric pattern. A round wooden coffee table is placed in the center, surrounded by a textured area rug. Natural light flows through the large windows, softly illuminating the space.
Apartment in Chicago
4.91 out of 5 average rating, 53 reviews

cozy grand studio 2nd floor/near lake/public tran.

Welcome to your cozy urban retreat by the shores of Lake Michigan! Nestled in the lively neighborhood near Loyola Park, this charming studio apartment offers a delightful blend of modern comfort and vibrant city living. The decor welcoming and will create a pleasant atmosphere. Kitchen provides everything you need to prepare meals! Enjoy the sandy shores of Lake Michigan. Our convenient location offers access to public transportation, grocery stores, a variety of dining options!

Guest favourite
A spacious living room is furnished with a large sectional sofa and vibrant cushions. A glass coffee table is centered, surrounded by decorative flowers. Soft lighting enhances the neutral walls, while a landscape painting adds a touch of color. Large windows allow natural light to fill the space.
Home in Skokie
4.97 out of 5 average rating, 98 reviews

*King Bed-Updated-Laundry-Near NWU-Hospitals+More

Enjoy complete privacy in our newly updated home. We live downstairs, and you have a total privacy on the main level of our spacious home with 3 bedrooms, 1 bathroom, full kitchen, and shared laundry. We provide you with all the amenities you need for a comfortable trip. Our home is minutes from Evanston, Northwestern University, Lake Michigan lakefront, beaches, several hospitals, and lots of shopping and restaurants. NO PARTIES.

Guest favourite
A spacious living area is visible, featuring a comfortable seating arrangement with two sofas and a round coffee table. A large television is positioned on a stand across from the seating. The kitchen area, accessible through an open entry, showcases modern appliances and dining seating.
Apartment in Skokie
4.89 out of 5 average rating, 682 reviews

Cozy Garden Unit in Quiet Neighborhood

A cozy garden unit in the heart of skokie, off of a quiet residential street with plenty of street parking. Just a mile away from the Skokie-Dempster Yellow line train that leads to downtown Chicago, and within a mile from Old Orchard Mall and plenty of great eateries such as: Chick-fil-A, Portillo's, Culver's, Oberwies, Kaufman's Bagel, and more. 15 minutes away from Evanston and the Beautiful Lake Michigan shoreline!

Guest favourite
A green door with two circular brass handles and a sign reading 'THE SHOP' is set against a vibrant blue brick wall. The wall showcases its texture with a smooth finish. An electrical outlet is visible to the left of the door.
Apartment in Wilmette
4.91 out of 5 average rating, 45 reviews

The Shop - Trendy Studio in the heart of Wilmette

Located in the heart of downtown Wilmette, our studio offers a unique stay in a fantastic location. Recently updated with new furniture, kitchen finishes, and design touches! Spacious and within walking distance to all that Wilmette has to offer. This private apartment comes with an outfitted kitchen, cozy lounge area, full stove/oven, microwave, fridge/freezer, and one uncovered surface parking spot.

Guest favourite
A spacious basement suite is shown with a combination of seating and sleeping areas. A comfortable bed is paired with a dark entertainment unit and a large wall-mounted TV. The decor includes a patterned rug and various accent pieces, providing a cozy and functional environment.
Guest suite in Morton Grove
4.96 out of 5 average rating, 27 reviews

Cozy Garden Suite with Kitchen

Private basement suite with separate entrance. -Plenty of free street parking. -Near I-94 expressway. -Within walking distance to many restaurants and 5 minute drive to grocery stores. -Metra train within walking distance. -Bus which goes to O’hare and Evanston within walking distance. -Full kitchen -Washer and dryer Non-smoking house. No parties. No extra guest visits unless agreed upon prior.

Popular amenities for Kenilworth holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Kenilworth