Pet-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.

4.97 out of 5 average rating, 38 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.

5 out of 5 average rating, 5 reviews

Home in Salem

Cozy Cottage by the Lake! Kayaks! Paddleboard! Wow

Adorable two bedroom one bath renovated cottage with an amazing lake view! Huge deck! Enjoying the fire pit while roasting marshmallows or grilling out with friends and family. Public beach a block away. Kayaks and paddle board included with your rental. Public boat dock and launch 100 feet across the street. Enjoy fishing, kayaking, skiing or just relaxing on the water. Minutes from gorgeous Lake Geneva. 20 minutes from Great America and Premium Outlets for a day of fun or shopping.

4.86 out of 5 average rating, 65 reviews

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

4,000 sq ft 5 bedroom, 3.5 bath home. Short walk to Musial beach on Lake Elizabeth. Perfect for large families with multiple living areas. Island Kitchen with fireplace & den. 3 season room. Master bedrm with walkin shower. Large 2nd floor family room with lg tv, vinyl records and shuffle board! Outdoor grill & fire pit & free firewood. Close to Grand Geneva Resort, Lake Geneva and Wilmot Mtn. Boat dock available on Lake Elizabeth. Turnkey boat rental available. Short walk to Roadhouse bar.

5 out of 5 average rating, 32 reviews

Beautiful Twin Lakes home + lovely private setting

Lovely, peaceful, gated homestead perfect for traveling workers …….or just to get away from it all. NO OCCUPANCY TAX ON STAYS 30+ DAYS Home is completely remodeled & very nicely furnished. 4 smart TVs, fast Wi-Fi , YouTube TV, RO water, huge beautiful yard and home gym. **NIGHTLY RATE IS BASED ON OCCUPANCY** $15 pp for each additional person > 1. max 4 persons. No children under 6 yrs. Persons on property is limited to registered guests only unless specific agreement is made in advance.

Holiday home in Burlington

4.97 out of 5 average rating, 31 reviews

Lilly Lake Life-Golden Getaway

Come unwind at this roomy, cozy home on the shores of Lilly Lake. With updated kitchen and baths, this 4 bedroom, 2 full bath home is situated on flat frontage mere steps to the wide, private beach. Close to Chicago and Milwaukee makes it easy to plan an escape any time of year. In Summer, enjoy morning coffee on the deck with lake views and evenings stargazing by the fire pit. In Winter, nearby Wilmot and Lake Geneva offer skiing, shopping and the renowned Lake Geneva Winterfest.

4.94 out of 5 average rating, 35 reviews

Cottage in Twin Lakes

Twin Lakes Bungalow

Cute 1930’s bungalow with a cabin feel and many modern updates, just blocks away from Lake Mary in the adorable Twin Lakes Manor neighborhood of Twin Lakes, WI! Relax in this 2 bedroom, one bath cabin with a full tub and shower, fully-stocked kitchen, and a HUGE fully fenced-in backyard you can bring your dogs to! Patio with table and a fire pit surrounded by Adirondack chairs to relax in! 2 kayaks and 2 sets of golf clubs included! You don’t want to miss this adorable and cozy place!

Superhost

4.9 out of 5 average rating, 164 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

Home in Kenosha

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!

4.98 out of 5 average rating, 137 reviews

Holiday home in Bristol

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!