Cottage vacation rentals in Wind Point

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.

Historic cottage close to Lake Michigan

Get away for a relaxing weekend, enjoy a beautiful historic 1930's Tudor mini castle cottage! Blocks from the shoreline, beaches, running paths, and Racine Zoo. Visit one of the 50 top beaches in the US – North Point beach. Surrounded by bike paths and parks, Racine Marina, Racine Museum, Wind Point lighthouse, farmers markets and downtown Racine. 90 min. from Chicago area, Milwaukee 35 min. north, Kenosha 20 min. south. The property has been inspected and licensed, professionally cleaned.

Cozy cottage in the heart of Lake Country

Entire cottage in the heart of Lake Country. Merryhill Cottage is nestled on two acres with mature trees. Included on the two acres- the host's farmhouse, a guest house and barn. The feeling of a country setting but with easy access to Hwys 16, 83 and I 94. Close to shopping, restaurants, parks, hiking, cross country skiing and snowshoeing, lakes, and beaches (10 min. to Delafield and Oconomowoc and 15 min. to Pewaukee.) Perfect for day trips to Madison (54 min.) and Milwaukee (30 min.).

Charming Phantom Lake Cottage

Come relax at our cottage located directly on Phantom Lake and not a channel. This 2 bedroom, 2 bath, plus sleeping loft area home is comfortably furnished and a perfect space to enjoy all lake life offers year round. Free public boat launch located nearby with our private pier/dock and anchored swim raft available for use on a seasonal basis along with multiple kayaks and paddle boat on site. Attached composite deck and crushed stone fire pit area are perfect spots to enjoy the outdoors.

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!

Close to Town + Beach • Historic Pemberley Cottage

Built in 1890 and lovingly updated in 2021, Pemberley Cottage embodies the history, charm, and character of Lake Geneva. Just a 15-minute walk or 2-minute drive to everything our town has to offer, including downtown shops and restaurants, nightlife, Geneva Lake and its beaches, boat and scooter rentals, and more! Skip the weekend traffic with easy access to and from the highways. We love our small town and take great pride in delivering the very best experience for our guests!

The Butterfly Cottage

Your Fall get-away is perfect at The Butterfly Cottage on Honey Lake! Relax and enjoy the serenity of the lake and all the natural beauty of the season! This is a cozy cottage on Honey Lake, just 4 miles from downtown Burlington and 13 miles from Lake Geneva. Alpine Valley for concerts, fishing on Honey Lake or nearby Browns Lake as well as shopping in Lake Geneva are the highlights of the season! There are hiking/walking trails all around as well as rustic roads to explore.

The Cozy Lake House/Perfect Lake Front Getaway!

Welcome to The Cozy Lake House, your year-round haven for relaxation and celebration! Savor breathtaking sunsets, indulge in boating, watersports, and high-speed internet, and make special memories during holidays, bachelorette party's getaways, birthdays, family reunions, micro weddings, and more. With a fully equipped kitchen, spacious rooms, and the tranquil lakeside setting, every moment here is magical. Reserve your spot now and experience the ultimate in lakeside living!

Cottage Escape near Private Browns Lake Beach

Families, Creatives, and Professionals: welcome to our comfy cottage! You'll enjoy exclusive access to private Cedar Park beach on Browns Lake, a wooded yard with great privacy, a cozy sunroom, and two desks ideal for a personal creative retreat or remote work. Charming downtown Burlington has shopping and restaurants, and Lake Geneva and Alpine Valley are both 20 minutes away. Activities year-round: swimming, boating, fishing, hiking, snowmobiling, ice fishing, and skiing.

#4: Cute 2 bedroom cottage on the beach!

Come relax at Turtle Beach Marina! Rent a Pontoon or a Kayak. Spend the day at the beach and at the beach bar (Beach bar is open mid May until the last weekend in October). There is a restaurant and gaming room (slots) on the property. Quaint cottage has 2 bedrooms with a full bed in each. Up to 4 people allowed. There is no oven but has a 2 burner electric cook top. A grill is also available. Beach themed cottage is completely remodeled. 💜

Seven Oaks Bed & Breakfast

Come stay at our top rated Bed & Breakfast, located two blocks from the beautiful Lake Geneva. Relax in our California king suites, each contains a spa tub and shower, with heated floors and towel rails in the bathroom. Your complimentary breakfast basket is placed in your fridge prior to arrival, as well as complimentary gift of wine & cheese. Free WIFI is available on the property. No Pets, ADULTS over 21 ONLY.

Lakefront 2BR Nautical Cottage with Hot Tub

Welcome to your perfect lakeside cozy cottage getaway! This newly remodeled 2-bedroom, 1-bath cottage sits just 60 feet from the scenic shoreline of Grass Lake on a shared resort property. Nautically decorated and thoughtfully updated, this cozy cottage offers the best of year-round lake living—whether you're soaking in the hot tub after a day on the water or gathered around the firepit under the stars.