Vacation rentals in Kenilworth

4.86 out of 5 average rating, 65 reviews

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

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

AaronRating, 5 stars1 month ago

Great place for our family to hang out and relax. The hot tub was great. Lots of space for everyone. The fenced in yard was great for our dog. The large gathering spaces were perfect for our kids to play games and for the adults to hang out.

4.94 out of 5 average rating, 16 reviews

A spacious great room features high ceilings with skylights, illuminating the comfortable seating area. A large television is mounted above a modern fireplace. Nearby, a dining table is visible through sliding glass doors, providing views of the outdoor space.

Home in Winthrop Harbor

The Harbor House - Amazing!

LynetteRating, 5 stars6 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!!!!!

4.91 out of 5 average rating, 123 reviews

A welcoming living space is bathed in natural light, featuring large windows adorned with elegant curtains. A plush, tufted sofa with decorative pillows invites relaxation. Neutral walls complement the modern décor, which includes a sleek table and artwork, creating a harmonious atmosphere.

Home in Homewood

Peaceful & Private Hot Tub Vacation Home Getaway

YoshiRating, 5 stars1 month ago

This small quaint home packs a HUGE punch when it comes to amenities and that home away from home feel. We couldn't have asked for more in an airbnb during our stay in the Chicago area. From the kuerig, to the decor, to the hot tub to the amazing bathroom and shower, this Airbnb had everything we needed and everything we didn't even know we wanted. I would HIGHLY recommend this airbnb along with the amazing and attentive hosts to anyone traveling through the area.

4.99 out of 5 average rating, 144 reviews

Home in Round Lake Beach

Round Lake Getaway Retreat

Jerriette MarieRating, 5 stars1 week ago

Rebecca and Nick were very warm and hospitable. They made sure we get to enjoy our stay. All necessities were available and the place was super clean! Watching the ducks, swans and other birds made the view of the lake more relaxing. I would definitely come back for some quiet me time!

5 out of 5 average rating, 11 reviews

A modern kitchen featuring a large island with seating for six, complemented by sleek cabinetry and stainless steel appliances. Natural light fills the space through a nearby window, and an adjacent dining area is visible, offering a blend of functionality and style.

Home in Avondale

Alluring Avondale Abode

MichaelRating, 5 stars2 weeks ago

Beth’s home was perfect for our group trip, which centered around cooking together for a Passover Seder! The kitchen had great appliances and equipment, with the space for many of us to cook at once. The house had everything we needed and we were all comfortable.

4.83 out of 5 average rating, 169 reviews

Cottage in Antioch

#1 The Lodge @ The Cottages on Petite Lake

GraceRating, 5 stars1 month ago

The place was stunning, inside and out. The couches were very comfortable. The hot tub was amazing. The view of the lake and beach was phenomenal. The beds were very comfortable. Had a great time staying here and would 10/10 recommend to others looking for a beautiful, relaxing lake house.

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What guests are saying

Pistakee Lake Getaway

4.76 out of 5 average rating, 29 reviews3 months ago

Zach was very responsive and helpful with our last minute planning. The property is exactly as indicated in the photos and was very clean. Even in the winter, the lake view was exactly what we needed … very relaxing and the location is close to shopping and restaurants. Thank you, Zach, for all your help! one thing that has nothing to do with the host or the house itself … google maps has a difficult time routing you to this property … Waze is a better option. Getting to the property by turning on Gibson from the main road is a much better option and provides a more clear route. You won’t regret a stay at this property!

Home in Fox Lake

What guests are saying

J&J Vacay 2 story

4.95 out of 5 average rating, 19 reviews3 weeks ago

The home was beautiful & spacious. It was a perfect location to attending our Sailor’s graduation. Our sailor was able to have her own room & there was still enough room for the rest of us! The hosts were very responsive & friendly. It was a great experience! The process from booking to checking in to leaving was very easy & convenient!

Home in North Chicago

What guests are saying

The Oak @ The Oaks On The Fox

5 out of 5 average rating, 27 reviews1 week ago

Heidi’s place is absolutely beautiful! 🤩 It was the perfect place to relax while we were in town for appointments. The view of the river is peaceful and tranquil. The place is new, clean and thoughtfully equipped to make your stay as comfortable and enjoyable as possible. Heidi was a great host. She was quick to respond, flexible and good with communication. Thanks for a great stay!

Home in McHenry

What guests are saying

Relaxing1BR/1BAMini GolfFishingBands*Boating

5 out of 5 average rating, 8 reviews8 months ago

Chris is a phenomenal host. He lives a few minutes away from the RV and is very responsive. Two adults and 2 younger kids were very comfortable and had plenty of space to hangout in the RV. We did not take advantage of the activities at the site, but there was something nearly every hour over the weekend for guests (especially kids) to enjoy. If we are in the area, we would absolutely stay again!

Camper/RV in Portage

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Popular amenities for Kenilworth vacation rentals

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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

4.89 out of 5 average rating, 55 reviews

A tranquil view of the lake is captured at sunset, with golden hues reflecting on the water. A torch stands in the foreground, gently illuminating the scene, while trees frame the image along the edge of the deck.

Home in Fox Lake

Stunning Lake Views, Huge Deck, Water Fun!

KymRating, 5 stars2 months 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❤️

5 out of 5 average rating, 51 reviews

A spacious living area features comfortable seating arranged around a central coffee table. A wall-mounted TV is visible above a white fireplace. Soft lighting is provided by a contemporary chandelier, and large windows are dressed with light curtains, enhancing the room's bright ambiance.

Home in Schaumburg

Great location-King beds-Kids playroom

AdamRating, 5 stars2 weeks ago

Ninna's place was fantastic! It was exactly as described, and the process was proactive. Ninna communicated very well and anticipated questions we may have. We had friends from the area join us for dinner, and Ninna was accommodating of that request. Her place was perfect, with everything we may need during our stay. The kitchen was stocked with all the things we needed, and the coffee nook was a nice touch! The kids enjoyed the little playroom upstairs, and the mattresses were very comfortable.

4.86 out of 5 average rating, 42 reviews

A cozy living area is presented, featuring a stone fireplace as a focal point. Two armchairs are positioned around a coffee table, with decor additions providing a touch of greenery. Natural light enters through nearby windows, illuminating the light-colored walls and hardwood floors.

Apartment in Albany Park

Elegant 4Bedroom with Free Parking in Albany Park

MatthewRating, 5 stars2 months ago

Wonderful stay as always, thank you so much!

Apartment in Jefferson Park

A modern kitchen is equipped with sleek stainless steel appliances, including a microwave and dishwasher. Light countertops complement dark cabinetry, while a small countertop with two barstools provides a casual dining option. Natural light filters in through a window near the door.

4.63 out of 5 average rating, 24 reviews

City Gem: Stylish 3BR for Urban Explorers

AnnikaRating, 5 stars1 month ago

Peaceful, felt like home, very spacious and comfortable

4.92 out of 5 average rating, 115 reviews

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

Entertain on The Chain! water sports and sauna.

JoshuaRating, 5 stars2 weeks ago

Tucked along the quiet northern edge of Antioch, this house doesn’t just offer a place to stay - it gives you something to feel. Vaulted ceilings, custom barnwood beds, and raw concrete countertops set the tone: warm, solid, and built with intent. The private beach isn’t flashy - it’s better. Soft sand, still water, and no reason to rush. Grill outside, gather at the big family-style table, then sweat it all out in the sauna that feels like it was made to erase stress. The beds hit the sweet spot between firm and forgiving. Every corner of the place feels curated without being pretentious. Jewel is just up the road if you need supplies, but you’ll quickly forget the outside world exists. And Waylon? The kind of host you rarely get - quick to respond, genuinely helpful, and fully dialed in without hovering. This isn’t just a weekend rental - it’s the kind of place that makes you rethink how you spend your time off. You’ll leave better than you arrived.

4.93 out of 5 average rating, 137 reviews

A comfortable living area features a sectional sofa adorned with decorative pillows, complemented by a cozy armchair. Natural light floods in through large windows, offering a view of the lakeside. A decorative table and plants add warmth to the space.

Cottage in Wonder Lake

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

MelodyRating, 5 stars6 days ago

One of the best Airbnb I’ve been to. It was clean and spacious. Steve was an amazing host, he took us on a boat ride, so much fun. This place was 20/10… I would definitely recommend, we had a great time.

4.82 out of 5 average rating, 73 reviews

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

Great Kayaking, biking, hiking get away

RandallRating, 5 stars3 months 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.