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Holiday rentals in Kenilworth

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Top-rated holiday rentals in Kenilworth

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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.
Flat in Chicago
5 out of 5 average rating, 64 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, 176 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
Private room in Wilmette
4.94 out of 5 average rating, 216 reviews

(BR#2) Welcoming, warm & comfortable, 2 guests

Welcoming, warm & comfortable home, BR#2 for up to 2 guests. (LISTING #2 OF 3; see other listings for additional space.) Located close to Hwy 94. 10 miles from Chicago, close to beach & Wilmette, Evanston, Glenview, Skokie. You're welcome to use all the facilities - kitchen, bathrooms, TV, hi-speed Wifi, laundry & parking. Make your breakfast with supplied basics such as cereal, eggs, juice, tea & coffee. Really friendly small Yorkie-poo dog in the home. Meaningful conversation (if you want it).

Top guest favourite
Private room in Evanston
4.95 out of 5 average rating, 231 reviews

Huge Room in Stunning Victorian across from NU

We welcome you to this huge second floor bedroom in our beautiful Victorian home, across from Northwestern U, steps to Lake Michigan, downtown Evanston, and public transportation. Tempur-Pedic queen bed + single pullout sofa; comfortable workspace; drawers and closet space; flat screen with cable, free wi-fi. Hall bath (private to you), original claw-foot tub and separate shower. In-room coffee station and mini-fridge. Walking distance to restaurants, beach, movie theater. Street parking pass.

Top guest favourite
Home in Wilmette
5 out of 5 average rating, 9 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.
Guest house 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 light-filled living room features a comfortable beige sofa with an accent pillow and a light throw. Adjacent windows allow natural light to stream in, highlighting the wooden flooring and decorative area rug. A small side table holds a lamp, contributing to the calm atmosphere.
Flat in Evanston
4.97 out of 5 average rating, 529 reviews

Charming, Sunny Apartment with Backyard Garden

House of the Blue Doors Enjoy staying with us in this spacious 1st floor flat. Furnished by the resident designer in tasteful neutrals, original curated artwork, one of a kind furniture and accent pieces. Sip morning coffee or a glass of wine in the sunlit kitchen or front porch, fire up the backyard grill for a barbecue. Soak in the award winning Chicago ceramic artist designed and made floor in the bathroom. Close to Northwestern, Chicago, Lake Michigan, everything Evanston offers.

Guest favourite
The historic home exterior is showcased, featuring a vibrant red facade with white accents. A charming porch adorned with lattice and railings provides an inviting entrance. Lush greenery surrounds the property, complemented by a white picket fence and vibrant landscaping.
Flat in Wilmette
4.9 out of 5 average rating, 281 reviews

Spacious Garden Apartment with Sauna and Fireplace

English garden apartment in historic Wilmette home with a private entrance, sauna, washer/dryer, kitchenette, dining area, recreation room with pool table, vintage pinball machine, and a wood-burning fireplace with gas igniter. Two queen beds, 1 full-size sleeper sofa, and a single mattress are available for large families. Ideal access to Northwestern University for all events. **Please note the apartment is located on the garden level and does NOT include the entire home.**

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, 181 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.

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.
Flat in Skokie
4.89 out of 5 average rating, 681 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.
Flat 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

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