Pet-friendly holiday rentals in Kenosha County

Waterfront w/Lake Views, walk to the beach!

Wake up to sunrise views over Lake Michigan from your private back deck. This waterfront property is just a 5-minute walk to the beach and Simmons Island Park, with downtown Kenosha’s restaurants and bars nearby. Only 30 minutes to Six Flags, 1 hour to Milwaukee, and 1 hour to Chicago, it’s ideally located for both relaxation and adventure. The Metra station, within walking distance, makes trips to Chicago a breeze. Embrace lakeside living with all the convenience of city life just minutes away.

Lakefront 2BR | Deck | Fire Pit | Dog Friendly

Escape to Rock Lake this fall! Our cozy lake house sits on a peaceful electric-motor-only lake with a private pier. Relax on the deck or screened-in porch, grill with lake views, or gather around the fire pit after a day of kayaking or exploring nearby Antioch shops & restaurants. A perfect place to enjoy crisp air, colorful foliage, and a restful getaway. The home features 2 bedrooms, a spacious family room with electric fireplace, and sleeps up to 7. Ask about 4-6 night deals! @RockLakeEscape

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.

Cozy Lakeside Winter Escape with hot tub!

FIND YOUR CENTER ON CENTER LAKE- come relax at this little lakeside retreat! With nostaglic wood paneling, don’t expect modern & chic but do expect quiet & comfy. Visit in the warmer months to fish, watch wildlife & take a leisurely cruise on the pontoon boat or paddle boat (for rent beginning in May). Center Lake is weedy and excellent for fishing but not recommended for swimming. Dog-friendly!There are security cameras on the both doors to monitor entry, delivery of packages, and pier/boat.

Lago Amore - Channel house, pier, kayaks

A recently updated family home awaits you. Unwind with breathtaking views in the quaint Village of Paddock Lake. Kayak, go to the beach, fish with the family, or ice fish and snowmobile during the winter. Bring your boat with launch access and a private pier. No matter the season, this home offers wonderful views of Paddock Lake. Centrally located between Milwaukee and Chicago, as well as Lake Geneva and Kenosha, there is always something happening just a short drive in any direction.

Relaxing Lakefront Stay w/ Deck and great views

There is no better feeling than hearing, smelling and seeing the lake while relaxing in the comfort of your own private deck...knowing that any moment you can step out of your soft-cushion seat and take a 30-second stroll to the lake. It's the beautiful views that give this lake-front home its name (Cross Lake Haven) but it's the freedom of being in constant serenity that gives it its spirit. The Cross Lake Haven is perfect for a couple or small family. Brought to you by NCL Properties

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!

Lake Home w/View, Private Pier, + Indoor Hot Tub

Welcome to our home on Lake Shangri-La. Our home offers stunning lake views throughout the house. The house is a beautiful 3 bedroom / 2 bathroom ranch property with nearly 200+ feet of lake frontage and a private pier. Our four-season room allows you to enjoy incredible sunrises and sunsets, all from the hot tub or while enjoying a game of pool. Then you can step outside to easily access your private pier, perfect for swimming, fishing, or boating in the two provided kayaks!

4Bd 3.5ba Cozy New Construction! Close to Skiing!

Welcome to our cozy home! Twin Lakes is quintessential small town America situated surrounding lakes Elizabeth and Mary in Wisconsin. Less than 15 minutes from downtown Lake Geneva and less than 5 minutes from Richmond, Illinois. During your stay you can experience much of what the area has to offer including boating and fishing on Lakes Elizabeth and Mary, access to the community beach, local shopping, and peaceful country nights in this small family-oriented community.

Secluded in the Woods, Hot Tub

Owl's Rest Cabin is nestled in acres of fully wooded, peaceful forest. This is a cozy couple's retreat or small family getaway with a fireplace, hot tub, full kitchen, washer/dryer, located 4 minutes from Lake Mary and 15 min to Lake Geneva. Many activities nearby - festivals, hiking, boat rentals, golf, beach, downhill skiing, tubing, and snow shoeing. Eco conscious cabin, including Level 2 electric vehicle charging & more. Please message us with any questions.

Lake it Easy at this beautiful 2 bedroom lake home

Step inside to discover a cozy haven adorned with tasteful furnishings and modern comforts. The spacious living area invites relaxation with its plush sofas and inviting ambiance, perfect for unwinding after a day of fun. Outside, the expansive yard beckons with its promise of outdoor adventure just steps from the lake. Escape the hustle and bustle of everyday life and immerse yourself in the serenity of lakeside living at Lake It Easy.

Lakefront Home Sleeps 12 – Hot Tub/Boat/Pets/Ski

Discover the perfect lakeside getaway just an hour from both Chicago and Milwaukee. Nestled on scenic Lake Shangrila, our fully equipped home sleeps up to 12 guests and combines comfort, convenience, and fun. Enjoy direct lake access with a private pier, hot tub, firepit, and plenty of space indoors and out to relax or entertain. With year-round attractions nearby, it’s the ideal retreat for families, friends, and remote workers alike.