House vacation rentals in Waukegan

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Top-rated house rentals in Waukegan

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Guest favorite

A modern living room features a large, curved green sectional sofa and a blue accent chair. A round, light-colored coffee table sits at the center, complemented by decorative items. Large windows provide natural light, while an artistic light fixture enhances the space.

Home in Lake View

4.87 out of 5 average rating, 128 reviews

Soak Up Mid-Century Style in Wrigleyville and Boystown

This is an architecturally significant (3-bedroom 3.5-bathroom) home by noted Las Vegas architect Homer Rissman. We are located in the heart of East Lakeview, just half a block from Lake Michigan and Lincoln Park, and blocks away from Wrigley Field and Boystown. Smart TVs (with Netflix, Hulu, Amazon Prime) are located in the shared main level TV lounge, and also the lower level lounge. Entire home I like in-person check-in but full privacy is offered You will receive a link with detailed instructions within 24 hours of your check-in. If you have a U.S. mobile number, you will also receive a text message FULL DISCLOSURE: If you haven't used a lockbox (or don't know how to), self-check-in isn't for you. Your check-in should be in person. Lakeview is home to two of the most vibrant sports, nightlife, and theater scenes in Chicago: Wrigleyville and Boystown. Explore souvenir shops and casual eateries by day, and hop from bar to bar along Clark, Addison, and Sheffield Avenues by night. You walk to Treasure Island (half block), Jewel Osco (2 minutes), Whole Foods (4 minutes), Lakeview Athletic Club (4 minutes), XSports Fitness (5 minutes), Walgreens (3 blocks), bars and restaurants aound the corner. Close to multiple buses on Lake Shore Drive. Grab a bus to downtown in 15 minutes You will have to climb one flight of stairs for all bedrooms Street parking is free on the east side of Broadway. The west side requires 383 permits. Please, read the signs.

Guest favorite

The image showcases a serene riverbank along the Fox River, with manicured green grass leading to the water's edge. Two decorative stone vases sit beside a paved area that meets the river, and trees line the opposite bank under a clear blue sky.

Home in South Elgin

4.92 out of 5 average rating, 253 reviews

Riverfront rental with fun activity

Riverfront Rental Sits on a quiet street in downtown South Elgin. This home gives you complete access to the Fox River. The bedrooms are on the main level, along with a beautiful kitchen featuring cherry cabinets and an island with breakfast bar, and an awesome four-season porch overlooking the backyard and the beautiful river setting. The second-level loft has great natural light . Outside, you'll find concrete patio and walkway, and stairs leading down to the river and firepit. no pets

Superhost

An open living space features exposed brick walls and wooden beams. A large brown leather sofa faces a wall-mounted TV. A dining table with metal chairs is placed on a textured area rug, while decorative wheels adorn the walls, enhancing the room's unique character.

Home in Kenosha

4.92 out of 5 average rating, 271 reviews

Where Family & Friends Gather to Create & Remember

Come gather, relax & celebrate at our 1 acre estate near beaches, dining & Carthage College! The designer interior features 5 BR/4 Bath, chef's kitchen with Viking & Subzero, Coffee/Espresso Bar, dining area for 12, 2 spacious family rooms with piano, fireplace and TVs. Enjoy dining, lounging & fun in the great outdoors w/hot tub, fire pit, basketball, pickleball, ping pong & lawn games! Beaches are walkable under a mile & near lively downtown w/ harbor, restaurants, shopping & museums.

Guest favorite

A welcoming entrance features a glass door surrounded by decorative paneling, complemented by two wall-mounted lanterns. The stone and wood accents provide a rustic charm. A doormat with intricate detailing is placed at the threshold, enhancing the inviting atmosphere.

Home in Antioch

4.9 out of 5 average rating, 129 reviews

Lakefront, beautiful views, spacious and private.

With panoramic views of the lake, you’ll love the stunning sunsets, private beach, pier, and kayaks. Experience outstanding fishing and walk to downtown for restaurants, bars, shopping, theater, and concerts in the park. Skiing at Wilmot/Vail is just a short drive away. Inside, unwind by two fireplaces, three TV screens, or play a game on the pool table. The large wet bar and expansive kitchen are perfect for gatherings, with additional space in the dining areas, private office, and gym.

Superhost

Home in Round Lake Beach

4.89 out of 5 average rating, 201 reviews

Corner Lakefront Property

This unique place has a style all its own. This corner lake house comes with a huge fenced-in yard, as well as a balcony off of the master bedroom and 2 parking spots. We offer 3 kayaks with life jackets, 1 paddle board, paddle boat and fishing poles, fire pit, outdoor and indoor games. We have 3 bedrooms with beds included, as well as a futon couch a trundle bed and a pull-out couch bed (6 potential beds total). This comes with 2 TVs, fireplace, WiFi, bar, new fridge and more.

Superhost

A spacious living area offers large windows showcasing views of the lake. A cozy seating arrangement, including a brown sofa, invites relaxation, while a modern fireplace provides warmth. A dining area is visible, with a table set for guests, enhancing the welcoming environment.

Home in Fox Lake

4.88 out of 5 average rating, 124 reviews

Spacious Lakefront Retreat | Sunset VIEW | Firepit

Welcome to Howard House by Evereste Experiences. A hidden gem on the Fox Chain o' Lakes. Situated centrally on the lakefront of beautiful Nippersink Lake just an hour outside of Chicago, this spacious and stylish retreat is located on a hill with ultimate views of the lake and stunning sunsets over the water. Located near downtown Fox Lake and the Metra train stop. With a large back deck, over 60ft of lake frontage, a dock, firepit and swimming area, you'll never want to leave!

Top 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, 144 reviews

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

Guest favorite

A cozy, well-lit living area is visible, featuring a sectional couch and a decorative rug. A small dining table with wooden chairs is positioned near the kitchen, which is subtly accented with shelves displaying glassware. Windows allow natural light to brighten the space.

Home in Kenosha

4.95 out of 5 average rating, 236 reviews

Lovely home near the beach in a safe neighborhood

Our simple, yet welcoming property is minutes away from beaches, downtown, minor league baseball, the farmers market, and many delicious restaurants, as well as having close proximity to Carthage College, 6 Flags, and a quiet 30 min drive to Great Lakes Naval Base. We are located in the Allendale neighborhood boasting a family-friendly atmosphere on a quiet street. Whether you are here to relax, have fun, or attend special events, our house can provide.

Superhost

Home in Ingleside

4.81 out of 5 average rating, 102 reviews

Lake house Monica Steps from the lake! 4BD 3bath

4BR/ 2.5Ba 3000ft2 Fun Lake house Monica at Duck Lake Lake front house, back your great for fire pit. Large Porch whit barbecue. Fire place, 75inch TV, internet, 4 great bedrooms additional bathroom in the basement, 2,5 bath, laundry room, games room: pool table, pingpong table, darts, soccer game, full kitchen, 6 parking space + 2 garage space, 2 bikes, 6 kayaks, private lot . Romantic and Family friendly.

Superhost

A spacious living area features large windows allowing natural light to flood the space. A comfortable seating arrangement includes a sofa and armchair. A dining table is positioned nearby. A modern fireplace is set elegantly beneath a television. Water views are visible beyond the glass doors.

Home in Fox Lake

4.87 out of 5 average rating, 124 reviews

Lakefront Paradise

Relax and have fun with the family and friends at this unique getaway! We are situated directly on the lakefront with private access to our pier where you can enjoy world class sunset views. Jump in and go swimming, roast s'mores over a campfire right next to the water, grill up some burgers on the spacious deck or get some rest in our luxurious suites in this newly renovated (June 2021) home.

Top guest favorite

A contemporary dining area features a glass table surrounded by sleek black chairs. A wooden bench provides additional seating. A modern gas fireplace is situated in the corner, offering a warm ambiance with its visible flames. Soft lighting enhances the inviting layout.

Home in Kenosha

4.94 out of 5 average rating, 150 reviews

The Retreat on Lake Michigan 6 bd/4bth 4000 sq ft

*** Please for 2025 a 7-night Friday-Friday reservation is required during peak season from June 13-August 15. *** The best revenge for hard work is harder relaxation, and the ideal getaway is The Retreat, a luxurious and scenic waterfront property where you and your guests are encouraged to relax, reward, and pamper yourselves in splendor.

Top guest favorite

The exterior of the duplex showcases a charming facade with large windows and a distinctive oval entrance. A well-maintained garden, framed by a black iron fence, adds a touch of greenery to the welcoming entrance. Stairs lead up to the front door, enhancing accessibility.

Home in Lake View

4.93 out of 5 average rating, 153 reviews

Superhost Wrigley/Lakeview Duplex 3BR/2.5BA

Sophisticated Roscoe & Halsted duplex w garden. Sleeps 6 - 3 beds in 3 bedrooms + 2.5 baths. Steps from bars & restaurants, 2 blocks from Wrigley Field & Lake Michigan. Perfect for sports enthusiasts, enjoy Boystown, get-aways. In addition to central heat and air conditioning, ceiling fans with remote control in each bedroom.