Cottage holiday rentals in Wind Point

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Top-rated cottage rentals in Wind Point

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Top Guest favourite

Cottage in Trevor

4.98 out of 5 average rating, 112 reviews

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.

Guest favourite

Cottage in Hartland

4.95 out of 5 average rating, 145 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.).

Top Guest favourite

Cottage in Mukwonago

5 out of 5 average rating, 41 reviews

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.

Guest favourite

Cottage in Twin Lakes

4.95 out of 5 average rating, 43 reviews

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!

Top Guest favourite

Cottage in Burlington

4.97 out of 5 average rating, 74 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, 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.

Top Guest favourite

Cottage in Wonder Lake

4.93 out of 5 average rating, 152 reviews

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!

Guest favourite

Cottage in Burlington

4.92 out of 5 average rating, 62 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.

Superhost

Cottage in Pewaukee

4.94 out of 5 average rating, 16 reviews

Lakeside Pewaukee Cottage

Get ready to enjoy this cozy, completely updated cottage. The property has neighborhood lake access to Pewaukee Lake just a short 5 minute walk away. Enjoy fishing off the piers, utilizing the provided kayaks or stand up paddle boards, or enjoying the sunset over the never-ending view of the Lake. Only a 25 minute drive to downtown Milwaukee! What better way to relax after a day on the lake than sitting in the 7 person hot tub or having a small fire in the backyard.

Superhost

Cottage in Hartford

5 out of 5 average rating, 12 reviews

Charming cottage near Big Cedar Lake-Upper Level

Charming cottage is 2 miles away from Big Cedar Lake public boat launch. Quaint restaurants close by. (Lucky Shotz, Olde Cedar Inn, House of Heilmans, Timmers), 14 miles from Erin Hills! The lower level is used for storage for the owner, nobody else will be occupying the property during your stay! There is a fire pit with chairs but you must bring is your own wood. Dog friendly home upon request. No parties! Only people that are accounted for when booking are allowed.

Guest favourite

Cottage in Hartford

4.94 out of 5 average rating, 48 reviews

Cheerful cottage in the middle of the Kettles.

Welcome to the "Middle House", where you're minutes from civilization yet you feel in the middle of nowhere. Step out the front door and hop on the Ice Age Trail, head south to Holy Hill and explore the Basilica or head north to Pike Lake State Park and enjoy the beach just minutes from the front door. This 2 bedroom fully remodeled cabin is warm and inviting, a great place to relax after your adventures in the "Middle" of the Kettle Moraine Forest.

Guest favourite

Cottage in Antioch

4.84 out of 5 average rating, 106 reviews

#4: Cute 2 bedroom cottage on the beach!

Come relax at Turtle Beach Marina! Rent a Pontoon, Kayak, or even a Wave Runner. Spend the day at the beach and at the beach bar (Beach bar is open Thursday through Sunday until the first weekend in October). 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. 💜

Superhost

Cottage in Bay View

4.93 out of 5 average rating, 29 reviews

The Snug Irish Cottage (King Bed)

The Snug is a cozy Irish-style cottage with a king bed (new Nectar mattress) and luxurious bedding, a living room with a 70 inch TV, a kitchen stocked with anything you'd need, and a laundry room with a new stacked washer and dryer. Perfect for a solo traveler, couple, or romantic get-away/staycation. Your own comfy cottage in a fun Bayview neighborhood.