Holiday rentals 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
Guest favourite
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.
Apartment in East Rogers Park
4.9 out of 5 average rating, 111 reviews

Soft Suede and Warm Bricks at a Stylish Rogers Park Home

Dim the lights, play chilled tunes through the Bluetooth speakers, and snuggle up on the caramel suede sofa at this welcoming home. Wander the polished hardwood floors, pluck spices from the open shelving, and serve dinner on the kitchen island. Cleaning fee is $350 for stays of 30 days or less; additional Flat $150 per 30-days for longer term stays. Also, check out our other two listings in the building. Soft Leather & Warm Bricks in Stylish New Home: airbnb.com//h/softleather-warmbricks Soft Palate & Warm Bricks at a Rogers Park Home: airbnb.com//h/softpalate-warmbricks Meet NEW and CHARM with exposed brick,dim LED lighting,rainfall shower with bluetooth wiring, In-unit washer/dryer, open shelving, gourmet kitchen seats 6, stainless steel appliances, wood counters,5 range oven w/Broan hood, soft close cabinets,coffee machine or walk to Starbucks or french coral coffee around the corner. Grocery store(Jewel),Dry Cleaners(will provide you with a discount for staying at The Clark),UPS,Walgreens, Marshalls,LA Fitness, wine shop,Red Line, Metra, CTA Transportation,Evanston,Lake,Beaches, and Restaurants all in walking distance.Loyola and Northwestern 10 minutes away...Only bring your clothes and your ready to go! Free Wifi,Keyless Entry,Towels,Bedding,Ready to cook kitchen, 1 Free Parking space and $25 per diem for each additional vehicle. The entire unit is for your guests alone. Not a shared space. Reservations are set for(4) four people. Additional charges of $40 per person per diem applies. Space accommodates up to 6 guests. Chicago is an Amazing City and I'm here to answer and help out any way I can. Meeting guests upon their arrival is what helps guests become acclimated with the space and provides a sense of comfort. Of course, there are those moments that our schedules will have a conflict due to delayed arrivals with travel and guests will check in on their own, with a four digit code, of their choice. It’s a keyless entry that will allow guests to enter the building and unit smoothly. Guests will always be able to access us for whatever they need. Any issues that arise, need to book another day or two and questions about the city or for recommendations. The condo is five blocks from the lake with its beaches, bike paths, running, and peaceful places to read the morning paper with a cup of coffee. Walk just one street to the CTA Red Line train, which connects to virtually anywhere in the city. La Fitness is across the street for your convenience. Ohare international Airport-25 mins with light traffic. 45 mins with traffic. Take Mannheim Rd N to Thouy E to Clark N to property located on the left hand side. Midway Airport-25 min with light traffic. 45 mins with traffic. I55 N to Lake shore Drive/ (Route 41)N to Sheridan Rd to Howard W to Clark S to property located on the right hand side. Red Line (L Train-CTA) 1 block East of property Bus Line (CTA)-Outside in front of the property Metra -4 blocks North or South of property Kitchen area desk is equipped with a USB electrical outlet for your convenience, as well as all three bedrooms (north walls). Both bathrooms are equipped with Bluetooth to pair your music while getting ready.

Top guest favourite
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, 113 reviews

*King bed *Outdoor Living *Sought-After Area

Welcome to our sophisticated ranch style home, nestled in the serene, central Chicago neighborhood of Northbrook. This carefully curated home offers a peaceful retreat in a walkable neighborhood with nearby shopping and dining. With its elegant decor, comfortable furnishings, and modern amenities, the home provides a haven of relaxation. Whether you're enjoying a cup of coffee on the private patio or exploring the area, this home provides the perfect backdrop for a memorable vacation experience.

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, 192 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.

Top guest favourite
Guest house in Evanston
4.94 out of 5 average rating, 190 reviews

Coach House Art Studio 2BR, By Northwestern

Escape to the charming Coach House Art Studio nestled in Evanston, just steps from downtown and Northwestern. This bright and creative space blends contemporary vibes and cozy comforts. Whether you’re here for work, university, or a relaxing getaway, enjoy easy access to restaurants, transit, and the lake. Come stay where art meets home. New 55” smart TV added to the living room w/ multiple streaming services and an in unit washer and dryer. Registration #: STR011 Date of Issuance: 05/20/2025

Top guest favourite
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.
Flat in Evanston
4.96 out of 5 average rating, 296 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

Top guest favourite
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.
Flat in Evanston
4.99 out of 5 average rating, 101 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 favourite
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.
Flat in Evanston
4.91 out of 5 average rating, 157 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 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, 459 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.

Top guest favourite
The exterior features a charming two-story home with a welcoming front porch. A set of stairs leads to the entrance, surrounded by well-maintained greenery and blooming flowers. Sunlight filters through the trees, creating a warm and inviting atmosphere.
Guest suite in Evanston
4.98 out of 5 average rating, 281 reviews

A guest suite centrally located, but so quiet

IF... you want to race into the city to see a play, go for a jog along the lake, have a quick coffee with a friend or enjoy a fine restaurant to celebrate a special occasion, it's all here in the lovely lakeside town of EVANSTON, IL. You can enjoy it all while living in my private guest suite w/kitchenette, private bath, private entry, shared laundry area and......., if you need it, garage parking, too! Enjoy my garden on warm summer days; in winter, you will love the heated floor!

Guest favourite
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, 203 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 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, 288 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
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.
Flat in Evanston
4.97 out of 5 average rating, 209 reviews

Stunning, Sunny Flat with Beautiful Backyard

Home away from home in a wonderful and walkable Evanston neighborhood, convenient to downtown, Lake Michigan, Northwestern and more. Treat yourself and your family to this wonderful two-bedroom, masterfully remodeled flat, with all the conveniences and comfort. Off street private parking. Recent updates: New king size bed, 65-inch HD TV, washer & dryer, and more. We follow EPA/CDC protocol and prepare for your stay with intensive cleaning and disinfecting.

Popular amenities for Kenilworth holiday rentals

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