Kid-friendly holiday rentals in Kenosha County

4.93 out of 5 average rating, 156 reviews

Home in Richmond

"About Time" You will love it! -12 beds

We are SUPERHOSTS !!!- Look for all inclusive boat and wave runner packages through Twin Lakes Boat Rental. Swimming at the Sand Bar in the middle of the lake or at Lake Mary’s beach in Twin Lakes is best for kids. About Time has a spacious yard for corn hole/wiffleball, basketball, Kayaks & SUP's. There’s a large playfield is just 200 yards East too. Visit the Sand Bar Restaurant also, a must! The spring fed clear water is great for fishing & skiing. We love this place and know you will too.

4.98 out of 5 average rating, 101 reviews

Bright, Airy Keno Home-Microsoft 10 min Away

Newer, modern 4BR/2.5BA home in peaceful residential neighborhood. 10min from beautiful Kenosha beaches, Microsoft, UWP, Carthage, harbor market, museums, restaurants, & more! The house features 2 dining areas, dedicated office space, and a large unfenced backyard with relaxing patio seating. Very family friendly! Perfect for your family vacation, friends getaway or business trip -we are experienced hosts. Book with confidence! 30min to Milwaukee airport, 50min to O’Hare, 25min to Six Flags

4.93 out of 5 average rating, 243 reviews

Flat in Kenosha

Cheerful Apartment in Downtown Arts District

Cheerful apartment in newly renovated building above Professional Acting Studio at edge of Kenosha's Downtown Arts District. Near Harbor, beach, 4 museums, art galleries, live entertainment, eclectic restaurants, diners, coffee shops, Trolly, bike paths, parks, lakeshore, antique stores and specialty shops, Prime Outlets, Bristol Renaissance Faire, Great America. Metra Line to Chicago, close to Milwaukee. My place is good for couples, solo adventurers, business travelers, friends and families.

4.97 out of 5 average rating, 39 reviews

Home in Racine

Mid-Century Modern Dream Getaway

Why settle for ordinary when truly memorable is within reach? Featured in Architectural Digest, this historic home is a shining example of the famous mid-century modern design with open spaces, soaring ceilings, endless windows, and connection to the outdoors. Entertainment is covered with bluetooth speakers, air hockey and billiards, 2 TV areas, piano, books and board games. Outside has two decks, propane grill, dining area and fire pit, playset with slide/swings, and cozy screened-in patio.

4.99 out of 5 average rating, 101 reviews

Cottage in Trevor

The Lakehouse-3bdr/Lakefront/Wi-Fi

Enjoy your stay at this cozy cottage just steps away from beautiful Cross Lake. This 3bdr, 1bath house features a 4 seasons porch so you can relax and unwind all year. Our large yard provides you additional space to enjoy the stunning view. From the first weekend of May-Sept 30th, you will also have access to our shared pier. Enjoy swimming, boating, fishing or other nearby activities: skiing, golfing and ziplining. Beach chairs/toys, fire pit, grill, games and folding chairs are also provided.

4.98 out of 5 average rating, 128 reviews

Cabin in Salem

Log Cabin Near Local Lakes- New Arcade Game!

Experience the allure of Salem Lakes Chalet, featuring modern comforts nestled within a quaint 3-story log cabin. Relax in a fenced yard offering picturesque vistas of woods, and relish in the variety of recreational options at nearby lakes. Your ideal retreat beckons! Enjoy the northern ambiance without the lengthy journey—be amazed by our expansive wall of windows! Whether you are in town to visit family or looking for a retrieve from the city we are conveniently located 10 mins from I-94.

Superhost

4.92 out of 5 average rating, 272 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.

Superhost

Home in Twin Lakes

4.9 out of 5 average rating, 165 reviews

Cove at 420: Modern Lake Front Home near Chicago

Welcome to the Cove at 420. A modern vacation paradise where indoor and outdoor lines blur. Every space is designed for enjoyment. A short 75 minute drive from Chicago, this is a true retreat. Wake up to beautiful sunrise views or enjoy them from a kayak on the water. We offer kayaks, paddle boards, hot tub & sauna, Sonos sound system, a fire pit and plenty of yard games for our guests. Hidden on a cul-de-sac between Lake Mary and Lake Elizabeth, enjoy the best of lake life!

4.76 out of 5 average rating, 358 reviews

Lake Michigan Paradise Apartment

Private, top floor unit in a duplex on Lake Michigan w/ 900 square feet, 2 bedrooms, 1 large bathroom with shower and soaker tub, open concept living perfect for an amazing getaway. Unobstructed views of Lake Michigan. Relax on your enormous 500 square foot private deck overlooking the lake. Great for fishing. Backyard available for your furry family members. Beach is around the corner. Downtown is a 3 minute walk and has beautiful boutiques, shops, eateries, museums and more!

5 out of 5 average rating, 5 reviews

Home in Twin Lakes

Rustic Cottage Downtown Twin Lakes

Embrace the allure of the lake in our cozy rustic retreat nestled directly across the street from Lake Mary in the heart of Twin Lakes. This wonderful cottage provides a unique blend of rustic charm and modern comfort, featuring a warm, woodsy interior, lots of natural light and gas fire pit for enjoying warm breezes and westward facing sunsets. This cabin is the perfect getaway for those seeking to reconnect with water and find solace in the beauty of Wisconsin lake life.

4.95 out of 5 average rating, 239 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.