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Cottage vacation rentals in Wind Point

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Top-rated cottage rentals in Wind Point

Guests agree: these cottages are highly rated for location, cleanliness, and more.

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Top guest favorite
A cozy four-season porch features light wood paneling and large windows offering views of the outdoors. Comfortable seating, including woven chairs, is arranged around a small space, with decorative elements adorning the walls. A small electric fireplace provides warmth and ambiance.
Cottage in Trevor
4.98 out of 5 average rating, 142 reviews

The Lakehouse-3bdr/Lakefront/Wi-Fi

Enjoy your stay at this cozy cottage just steps away from beautiful Cross Lake and 5 minutes from Antioch, IL. This 3bdr, 1bath house features a 4 seasons porch so you can relax and unwind all year. Our large yard provides ample space to enjoy the stunning view. From 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.

Superhost
A cottage exterior is showcased with a well-maintained wooden deck and black railings. A welcoming front door is featured, which is flanked by two windows. The surroundings include a manicured lawn with small flower beds, enhancing the cottage's inviting appearance.
Cottage in Antioch
4.83 out of 5 average rating, 126 reviews

#4: Cute 2 bedroom cottage on the beach!

Relax & make lasting memories at this peaceful 2-bedroom cottage at Turtle Beach Marina. Enjoy the sandy beach on the lake, rent a boat or kayak, & unwind with summer drinks at the beach bar. A restaurant & game room (slots) are right on the property. (Bar & slots open mid-May through October.) Celebrating something special? Add a $75 package: 🌹Romantic Package: rose petals, candles, wine, & chocolates. 🎂 Birthday Package: HBD banner, balloons, 10-inch cake, & candles. Let us know in advance!

Top guest favorite
The cottage features a charming exterior with a navy blue façade and a welcoming front door. American flags are displayed, and lush greenery includes a variety of colorful flowers and trees. Sunlight filters through the leaves, creating a serene and inviting atmosphere.
Cottage in Delafield
5 out of 5 average rating, 79 reviews

Lake Country Guest Cottage & Sauna

This 1930s fisherman’s cottage is tucked away and feels like you’re in the Northwoods or at your own private resort, yet is so close to it all. It is truly a recreation haven due to the proximity of lakes and rivers, as well as State and county parks. This is a quiet neighborhood and the cottage is amazing for relaxation- NOT bachelor/bachelorette parties; hotels are best for that. Choose from many amazing restaurants, within a mile or stay in to cook and end the night with a sauna session.

Top guest favorite
A charming white cottage sits within a landscaped area, surrounded by a white picket fence. Lush greenery and flowering plants are visible in the foreground, while trees stand in the background under a clear blue sky.
Cottage in Hartland
4.96 out of 5 average rating, 161 reviews

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.).

Superhost
A well-maintained cottage is set in a spacious yard surrounded by green grass and large trees. Outdoor seating is arranged near the water, with colorful chairs facing the waterway. The property features steps leading to a wooden deck, enhancing the connection to the scenic surroundings.
Cottage in Fox Lake
4.94 out of 5 average rating, 18 reviews

Lakefront Cottage with Gorgeous Sunsets

Great cottage so close to the water you can fish right off the deck, bring your boat right up to the dock and drive it all over the chain of lakes and out to dinner. Endless things to do on the chain, tons of restaurants, sand bars, fishing, bars, boats, etc. Then, watch the sunset at the beach right outside your door before retreating for the night into the cottage. The yard is fenced in, with a fire pit and is shared with permeant residence and another house I air bnb but is yours to enjoy

Top guest favorite
A tranquil outdoor area features a wooden deck with comfortable seating and a small table. Lush greenery surrounds the space, leading to a serene lake visible in the background under a clear blue sky. A canoe rests on the shore near the water's edge.
Cottage in Burlington
4.98 out of 5 average rating, 93 reviews

The Butterfly Cottage

Your summer 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 and skiing, fishing on Honey Lake or nearby Browns Lake as well as shopping in Lake Geneva are the highlights of the area! There are hiking/walking trails all around as well as rustic roads to explore.

Top guest favorite
Cottage in Lake Geneva
4.95 out of 5 average rating, 109 reviews

Cozy Lake Geneva Cottage | Walk to Town | Pets Ok

Step back in time in this cozy retreat, filled with vintage charm that is tucked away near the peaceful Historic Maple District. Perfect for couples, small groups and families. ​The Location: ​0.9 Miles to Geneva Lake & Downtown: A 15-20 minute walk along a flat, scenic stroll through the beautiful Historic Maple District - Many guests love the walk! But if it's not crowed, a drive is a piece of cake. ​8 min to Grand Geneva Resort & Spa​ 18 min to Burlington ​20 min to Alpine Valley

Guest favorite
A vibrant purple room features a suspended chair swing and St. Andrew's Cross against a backdrop of textured curtains. LED lights add a soft glow, while a television mounted on the wall complements the unique decor, creating an intriguing space for intimate exploration.
Cottage in Riverwest
4.93 out of 5 average rating, 15 reviews

MKE Pleasure Paradyz - BDSM - Adult Themed Cottage

Ignite your senses at The MKE Pleasure Paradyz. Indulge in the erotic arts of St. Andrew's Cross, Tantra couch, and Adult Swing. Have an experience of pleasurable memories. This meticulously designed cottage offers an immersive and sensual experience with elements of Kink, BDSM and Role Play. Every detail, from the pristine cleanliness to the carefully curated ambiance. Seek to explore new dimensions of intimacy or simply unwind, we provide a welcome environment to enhance your desires!

Top guest favorite
Cottage in Lake Geneva
4.94 out of 5 average rating, 160 reviews

Boutique Charming Cottage | Walk to Beach & Cafés!

Kinfolk Cottage is our treasured retreat located in Lake Geneva’s historic Maple Park district. When we’re not gathering here with friends and family, we open our doors to guests. This chic, restored gem blends timeless character with modern comfort. An easy walk to local cafes, boutiques, and the beach, or simply stay in and soak up the cottage charm. Designed for making memories that last a lifetime, Kinfolk Cottage captures the true spirit of classic Lake Geneva living. Welcome!

Top guest favorite
The exterior of the cottage is showcased, with dark wood siding and a well-maintained garage door. Lush green trees surround the property, providing shade and a natural feel. A walkway leads to the entrance, enhancing the inviting atmosphere of the home.
Cottage in Mukwonago
4.97 out of 5 average rating, 62 reviews

Charming Phantom Lake Cottage

Come relax at our cottage located on Phantom Lake. 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, paddleboard, and paddle boat on site. Attached composite deck and crushed stone fire pit area are perfect spots to enjoy the outdoors.

Top guest favorite
Cottage in Wonder Lake
4.94 out of 5 average rating, 173 reviews

The Cozy Lake House, Dm me ?s Lake Front Property!

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!

Top guest favorite
A cozy sunroom features a round dining table surrounded by four white chairs, with yellow placemats set for meals. Natural light floods in through multiple windows, illuminating the space. A door leads outside, enhancing the connection with nature.
Cottage in Burlington
4.91 out of 5 average rating, 82 reviews

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.

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