Vacation rentals in Raymond

Center Lake View Cottage, near Camp&Silver Lakes

Relax & enjoy your stay in this peaceful home in quiet, friendly neighborhood. Launch boat in Center Lake at end of street or several nearby lakes. Camp Lake is 2 mins away, close to Silver Lake and many others. This home has an awesome sled hill, fire pit with seating area, and a relaxing deck with lake views. Close to Lake Geneva, & Renaissance Faire. Ski at Alpine Valley or Wilmot Mountain. 25 mins to Six Flags or Lake Geneva, 1 hr to Chgo or Milwaukee. 35 mins to Great Lakes Naval Base.

Wisconsin Treehouse Getaway!

Featured in Timeout Magazine as Chicago's Top 10 Airbnbs, and in other outlets as Wisconsin's most romantic and top 5 Airbnbs, this space has an immersive nature experience, overlooking a creek and woods with all modern comforts. Imagine yourself in a cabin in the woods to unplug and recharge, waking up to chirping birds as if in a Treehouse! 3 miles to Lake Michigan & dwntn. lf we're home, a complimentary Chai! Come, make lifelong memories at Racine's Best Kept Secret No local bookings.

Farm House Retreat w/ Private Backyard & Garage

Comfort, convenience and country views await you! Relax on the private patio and soak up the beautiful scenery. Minutes from the lakefront, Racine Zoo and short drive to Milwaukee, you'll enjoy this completely updated home. Cook a meal in the fully stocked kitchen and kick back in the comfy family room. Whether you are here to visit family, attend special events or business travel, you'll find everything you need here. And if you're a little country at heart, the view will not disappoint.

7 1/2 Acre Private Estate w/inground pool, hot tub

Any event needs to be approved. First 4 guests 10 y/o and up are included in the nightly rate. Then I charge per person per night over 4 guests. PETS ALLOWED FOR $200.00 3 Bedroom, 3 Bathroom, 3000 Sq/ft Heated Pool!!, Hot Tub!!, Fishing Pond!!, Game Room all on 7 1/2 Acres!!!!!! It is a ONE OF A KIND!! NEW REC ROOM!! 1/2 Acre Fishing pond Stocked with MANY FISH!!! Sand Beach and Pier with boat, Paddle Boards. heated in ground pool, (open May1 - October 1st), hot tub.

Lakeside Inn

Welcome to your lakeside escape. Wake up to sunlight pouring through the windows. Sip coffee while overlooking the water. Enjoy boating, kayaking and swimming in the summer and fishing, skating and the calmness of perfect snowfalls in the winter. Wind down while enjoying a golden sunset from your very own pier. Enjoy open living spaces perfect for cooking, gathering and making memories. A cozy, welcoming retreat, you'll love in every season. Lake life awaits, come visit!

Historic Hawthorne House

Nestled just steps from Grant Park Beach & Lake Michigan, the scenic Seven Bridges Trail, and the lush Grant Park Golf Course, this unique rental offers a blend of history, charm and comfort. Only a 10 minute drive to Mitchell International Airport and an easy 20 min drive to downtown Milwaukee. Whether you're here to unwind in nature, explore the local parks, enjoy a peaceful lakeside stay, or enjoy the best that Milwaukee has to offer this home has everything you need.

Charming log cabin in the woods

This log cabin is an old hunting lodge. It is rustic, charming and quaint, nestled in the woods of Wisconsin and next to a tranquil pond. The location is close to the Johnson Park golf course and 5 miles from the beautiful Lake Michigan shore. It is a perfect place to relax, write or escape from the stress of life. In the winter a 4-wheel drive vehicle is necessary to reach the site. Please note: bathroom facilities are a close walk away. Heating from wood stove only.

Convenient Countryside Oasis

Escape to the serene countryside with our charming abode, offering a tranquil retreat from the hustle and bustle of city life. Just a stones throw away from downtown, this cozy 3 bedroom home boasts beautiful wood floors, creating a warm and inviting ambiance for your stay. Despite its secluded setting, our rental is conveniently located just a short distance from downtown Milwaukee, offering easy access to a myriad of attractions and entertainment options.

Historic Walker’s Point Home • Sleeps 10 • Garage

Welcome to Rosa Luna, a beautifully restored late-1800s cottage in the heart of Walker’s Point. Enjoy vintage charm, original hardwood floors, 3 bedrooms, a spacious skylit attic retreat with 2 double beds, a private fenced backyard, and secure 2-car garage parking. Minutes from downtown, Bay View, restaurants, coffee, nightlife, Summerfest, and sporting events—it’s the perfect home base for your Milwaukee getaway for families or groups of friends.

Long Lake Retreat - Cottage in Burlington, WI

Long Lake Retreat Kick back and soak up the laid-back lake life at our cozy cottage right on the water in beautiful Burlington, Wisconsin! Just a short drive from downtown Burlington, Waterford, and Lake Geneva, you'll find great local spots to eat, shop, and explore. But with a lake out your back door and nature all around, you might just spend your whole trip outside! Come unwind, unplug, and enjoy lake life!

Historic Racine Property! - The Parish House

Stay in a little piece of history in Racine, WI! Built at the end of the 1800’s for George Murray and his family, this portion of the Murray Mansion functioned as the servant’s quarters for the family home. Minutes away from downtown Racine and some of the most stunning beaches on Lake Michigan, this renovated historic home is the perfect escape for your stay in Wisconsin.

Private Cedar Sauna • Lake Michigan Getaway

Steps from Lake Michigan, this thoughtfully designed getaway blends lakeside charm with modern comfort. Unwind in the private cedar sauna, relax beneath the string lights in the Garden Lounge, or gather by the fireplace after exploring Milwaukee. Minutes from beaches, festivals, breweries, restaurants, and downtown, it's the perfect home base for every season.