Vacation rentals in Kenilworth

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Top-rated vacation rentals in Kenilworth

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Guest favorite

A charming two-story house is set within a lush green lawn, featuring large trees that provide shade. The front porch is approachable and includes a railing, while an American flag gently waves. A fence encloses the backyard, creating a private outdoor space.

Home in Twin Lakes

4.85 out of 5 average rating, 62 reviews

beach access, pet friendly yard, hot tub, 5 bedrms

JessicaRating, 5 stars1 month ago

We used Robert's home as a family gathering for a birthday celebration and skiing at Wilmot. There was ample space to accommodate 7 adults, 1 child and a small dog. The large kitchen and living space was perfect for us to gather, cook and eat together. It was too cold to ski one of the days but bundled up and took a short walk to the lake where we were able to check out locals ice fishing and had fun walking on the frozen lake. Dip in the hot tub felt nice after time outside in the frigid temps! Property and pictures is just as described.

Guest favorite

A spacious living room features large windows allowing natural light to fill the space. A comfortable light-colored sectional sofa is situated in front of a glass coffee table, with a medium-sized rug underneath. A wooden side table and a television mounted on the wall are also visible.

Apartment in West Lake View

4.94 out of 5 average rating, 163 reviews

Sun drenched 2 bedroom 1 bath with Kitchen & W/D

KatieRating, 5 stars2 days ago

Sam's place was such a lovely retreat! Close to train lines, clean, warm and super comfy. The location is great. We felt safe and there were a lot of places to eat nearby. Sam was an excellent host and nice guy! He was super helpful giving directions before and during! Had a great time in Chicago! Would rent again!

Guest favorite

A spacious living area features a large, comfortable sectional sofa arranged to face large windows offering views of the lake. The warm wood flooring complements the modern kitchen visible in the background, which includes wooden cabinetry and a dining area for gatherings.

Home in Antioch

4.9 out of 5 average rating, 127 reviews

Lakefront, beautiful views, spacious and private.

BillRating, 5 stars2 months ago

George’s place was wonderful - easily one of the best Airbnbs we have stayed in. The location on the lake was incredible and the house was full of everything that you needed for a fun and relaxing family vacation or get together. It was impeccable and well- maintained, with plenty of amenities and linens as well. They even had thoughtful seasonal decorating for our trip. We would love to stay there again!

Guest favorite

The exterior showcases a welcoming covered porch with a stone facade, complemented by large windows that allow for ample natural light. Lush landscaping with flowering plants flanks the stone pathway leading to the entrance, providing an inviting approach to the home.

Home in Winthrop Harbor

4.94 out of 5 average rating, 16 reviews

The Harbor House - Amazing!

LynetteRating, 5 stars4 months ago

I honestly can’t say enough great things about everything - they are such kind, considerate, lovely, beautiful people & their house was amazing!!! Everything top notch, great instructions, great & quick communication. Above & beyond & my family and I are so grateful and thankful. May God continue to bless Karen & Paul bc they are deserving. Thank you!!!!!

Superhost

A private hot tub is situated under a wooden pergola, surrounded by privacy curtains. The bubbling water creates an inviting ambience, offering a relaxing space for unwinding outdoors throughout the year.

Home in Homewood

4.91 out of 5 average rating, 121 reviews

Peaceful & Private Hot Tub Vacation Home Getaway

JenniferRating, 5 stars1 week ago

Our stay was nice and peaceful. We enjoyed the hot tub and comfortable beds. The host was very active in communication with me when I had questions and was very accommodating. Everything was so clean and fresh! Was a beautiful stay!

Guest favorite

A serene living area features a large sliding glass door leading to a deck with unobstructed views of Round Lake. Natural wood accents adorn the wall, while a plush sofa and a small coffee table create a relaxing seating space.

Home in Round Lake Beach

4.99 out of 5 average rating, 132 reviews

Round Lake Getaway Retreat

AlexanderRating, 5 stars4 days ago

Beautiful little cottage on the lake, perfect for a little valentines weekend getaway from the city. We were charmed by the spacious but cozy layout and the great view of the lake. We'll certainly be back in warmer weather to enjoy the lake access and firepit!

Superhost

A studio space features a cozy queen bed with a soft gray throw atop white bedding. A seating area includes a light-colored sofa and a small dining table with four chairs. Natural light enters through two windows, with a wall-mounted TV in front.

Home in Fox Lake

4.9 out of 5 average rating, 161 reviews

Beach Bungalow Getaway ★ Chain O Lakes

JustinRating, 5 stars1 month ago

I really enjoyed my stay here. it's very cozy and had all the amenities I needed. there is only one vent in the bathroom so leave the door open for heats. but othe then that, a very comfy bed and clean. I will definitely be staying here on my return trips.

Vacation rentals for every style

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Popular amenities for Kenilworth vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Kenilworth's top sights

Walgreens16 locals recommend

Jewel-Osco Pharmacy7 locals recommend

Linden CTA station4 locals recommend

Depot Nuevo Restaurant4 locals recommend

Nick's Neighborhood Bar & Grill4 locals recommend

Pescadero4 locals recommend

Other great vacation rentals in Kenilworth

Superhost

A game room showcases a rustic pool table, inviting leisure play. An outdoor deck features a dining table surrounded by comfortable seating. A tranquil lakeside view is captured, with the sun setting behind trees, casting warm hues over the water.

Home in Fox Lake

4.89 out of 5 average rating, 54 reviews

Stunning Lake Views, Huge Deck, Water Fun!

KymRating, 5 stars2 weeks ago

Absolutely Loved our stay!! There aren't enough good things to say about the view, location & beautiful house. So fun! There's a pool table, air hockey & 2 free standing video games. Spent every sunset in the Lakeview room😍 Just gorgeous beyond words! Did i mention the Bald Eagle that hangs out in the tree right outside the Lakeview bedroom? Incredible! the lake doesn't freeze over in one spot in front of the lakeview window, saw all the big birds of prey hunt. It was definitely wildlife at its finest. The owners are Very responsive & told us to be on the look out for the eagle! Fantastic time! Loved Loved Loved it & already reserved for our Wedding weekend❤️

Superhost

An open-concept living space is displayed, featuring a modern kitchen with sleek cabinets and a large island with bar seating. A dining area is seen adjacent, with a wooden table and comfortable chairs. A spacious lounge area holds a grey sofa and a coffee table.

Home in Schaumburg

4.8 out of 5 average rating, 80 reviews

Spacious 5 Bedroom 1 Level Renovated Modern House

NolanRating, 5 stars1 month ago

Great place to stay. I would recommend to everyone.

Guest favorite

Home in Schaumburg

5 out of 5 average rating, 48 reviews

Great location-King beds-Kids playroom

CatherineRating, 5 stars3 weeks ago

Stayed at Ninna's in January 2025 as our oldest son was getting married. This has been the best Airbnb that we have ever stayed at. Very clean, comfortable and just felt like our home away from home. We definitely want to stay again when we come back to Illinois for family gatherings as we want to experience the beautiful backyard. Thank you Ninna for sharing your beautiful home with us.

Guest favorite

A light-filled living area showcases two comfortable armchairs and a cozy sofa arranged around a central coffee table. A sleek stone fireplace serves as a focal point, while built-in shelves display decorative items and plants, contributing to a welcoming ambiance.

Apartment in Albany Park

4.95 out of 5 average rating, 40 reviews

Elegant 4Bedroom with Free Parking in Albany Park

MatthewRating, 5 stars4 weeks ago

Thank you once again for letting stay in your beautiful home. Lovely as always.

Superhost

Apartment in Jefferson Park

4.81 out of 5 average rating, 16 reviews

City Gem: Stylish 3BR for Urban Explorers

MaríaRating, 5 stars2 months ago

Excellent lodging and host, I would come back!

Guest favorite

The image showcases a sandy beach area beside a calm water channel. Colorful kayaks and a canoe are positioned along the shoreline. A spacious green lawn is framed by large trees, with blue lawn chairs and a hammock visible in the background.

Home in Antioch

4.92 out of 5 average rating, 113 reviews

Entertain on The Chain! water sports and sauna.

AlyseRating, 5 stars3 months ago

My family had such a nice stay at Waylon’s place! It was incredibly relaxing. All the beds are comfortable. He has a ton of huge tvs! All the custom wood pieces are really cool. Nice bathrooms and the sauna was amazinggggg! We used it multiple times a day. Dogs loved the private backyard area and little canal and we had a lovely bonfire 🔥 in the backyard! 15 mins away from a really beautiful nature preserve and hiking! We had great day trips to lake Geneva. Waylon was an amazing communicator and really flexible during our stay. He truly went above and beyond!!! Thank you, Waylon!! We would 100% recommend!!

Guest favorite

The exterior of a charming lakeside house features a light grey facade with white shutters. A blue door serves as the focal point, framed by two symmetrical windows. The landscaped entrance is bordered by a stone pathway and small shrubs, highlighting a welcoming atmosphere.

Cottage in Wonder Lake

4.92 out of 5 average rating, 130 reviews

The Cozy Lake House/ Perfect Winter Getaway!DM ?s

DestinyRating, 5 stars1 week ago

Had an amazing time! Host had great communication, made sure that we got to the check-in safely and to see if we were doing okay. Place was clean and cozy. My family loved it!! Would recommend 100%

Superhost

A serene water scene features gently flowing water reflecting sunlight, surrounded by lush greenery and trees. Mist rises from the surface, creating a tranquil ambiance. The landscape suggests a peaceful natural environment ideal for outdoor activities.

Home in Wonder Lake

4.82 out of 5 average rating, 73 reviews

Great Kayaking, biking, hiking get away

RandallRating, 5 stars1 month ago

Check in was easy, and everything was as described. Julie’s place met our needs for a place to stay while visiting family. Her place is clean and well supplied. Lots of room which we didn’t use all of it. The fenced in area was nice to be able to let our dogs out.

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Vacation rentals in Kenilworth

Top-rated vacation rentals in Kenilworth

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Kenilworth vacation rentals

Stay near Kenilworth's top sights

Other great vacation rentals in Kenilworth

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