Cottage holiday rentals in Pike Lake

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Top-rated cottage rentals in Pike Lake

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Top guest favourite

Cottage in Oostburg

4.97 out of 5 average rating, 281 reviews

Sandalwood Cottage - 300 Feet From Lake Michigan

A HIDEAWAY one mile East of I-43 nestled in beautiful wooded acreage across from Lake Michigan, on a private drive. Just South of Sheboygan. Close by: Whistling Straits & PGA golf courses. Ice Age Trail in the Kettle Moraine, Elkhart Lake - Road America, Charter Fishing, Kohler Andrae State Park, Several State & local beaches, & several 5 star restaurants. 2 hours & 20 min from Chicago. 45 min from Milwaukee, 65 min from Green Bay. Rest, Relax and Unwind in the tranquil setting at Sandalwood.

Guest favourite

Cottage in Hartland

4.95 out of 5 average rating, 136 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.).

Guest favourite

Cottage in Lake Geneva

4.94 out of 5 average rating, 117 reviews

Chic & Charming - walkable to everything!

Nestled in the heart of Lake Geneva's historic Maple Park neighborhood, this chic and charming 125-year-old cottage seamlessly blends timeless character with modern sophistication. Meticulously restored and thoughtfully designed, it offers an inviting blend of historic charm and contemporary luxury. Perfect for a tranquil retreat or lively gatherings, this enchanting haven provides the ultimate escape from city life, creating the perfect setting for unforgettable Lake Geneva memories.

Guest favourite

Cottage in Neshkoro

4.95 out of 5 average rating, 138 reviews

Pet Friendly Antique Schoolhouse with Fenced Yard

Pond Lily is truly a unique stay; a historic schoolhouse among tranquil surroundings. Beautiful traditional craftsmanship meets all the comforts of a modern home. Pet friendly with a fenced yard. A well-stocked kitchen makes for easy home-cooked meals. The layout is ideal for small groups looking to enjoy a peaceful getaway. Snuggle up by the wood-burning fireplace in the cold months or enjoy the firepit in the warm weather. For the outdoorsman, public lands are 5 minutes away.

Guest favourite

Cottage in Delavan

4.93 out of 5 average rating, 84 reviews

Spring Special Lakefront Cottage on Delavan Lake

Escape to this lakefront cottage for your next “lake-cation”. The newly renovated Cottage on Willow Point would be the perfect destination. 3 bedroom, 1.5 bath and sleeps up to 9 comfortably. Beautiful outdoor deck and dining space. 15 steps from the lake and includes a private 120 foot pier, sun deck and ladder! We are a fully furnished rental. We also rent another cottage that can accommodate bigger groups. Please email for more info! Thecottageondelavanlake@gmail.com

Top guest favourite

Cottage in Williams Bay

4.96 out of 5 average rating, 106 reviews

Peaceful, serene cottage near Lake Geneva

Welcome to Serenity. Not your typical lake cabin, Serenity has a Mid Century flair in a wooded, quiet and peaceful setting just minutes from the beach and boat launch on Williams Bay. Enjoy morning coffee in the large dining room as our neighborhood turkeys wander through the yard. There is an outdoor dining set with charcoal grill, and a gas fire pit to warm you up on cool nights, and an additional family room in the loft to play games or relax in front of the TV.

Superhost

Cottage in Markesan

4.81 out of 5 average rating, 102 reviews

Cottage on the Pond - Big Green Lake

Our place is good for couples, solo adventurers, families, and furry friends (dogs limit 2 $50 fee). Enjoy the peace and beauty of the pond (sorry, no fishing) while just across the street from beautiful Green Lake. Lots of room outside for the kids to roam. Easy walk to the beach. (see satellite map picture). There is a public launch nearby and plenty of room to keep your boat on the side lawn. Hiking trails, White River Marsh, and Fox River are all nearby.

Guest favourite

Cottage in Hustisford

4.96 out of 5 average rating, 114 reviews

Charming and Cozy Cottage on Lake Sinissippi!

Pine Shore Retreat is a charming cottage so close to the lake that you feel like you are in a houseboat! The east side location means you have fabulous sunset views, as well as swimmable, hard bottom frontage off the platform pier. It is a small space, just one bedroom, but very cozy. Comfort is the focus, with new, high-end furnishings. The stainless steel refrigerator, granite countertops and a gas range in the kitchen offer a higher end experience.

Top guest favourite

Cottage in Fond du Lac

4.99 out of 5 average rating, 282 reviews

Beautiful Lake Home.

Our Beautiful two bedroom cottage is located on the shores of Lake Winnebago . Centrally located to many of Wisconsin's best attractions. Less than 1 hour from Milwaukee, Madison, Green Bay, Close to Oshkosh (EAA) and Elkhart Lake. Includes 2 bedrooms, with plush queen beds, 1 full bathroom, Laundry room with washer and dryer. The perfect home for a laid back group of friends, couples or a family to stay with all the comforts of being at home.

Top guest favourite

Cottage in Fond du Lac

4.92 out of 5 average rating, 131 reviews

The Beach House

Cute year round home with fantastic evening sunsets on the East shore of Lake Winnebago. Enjoy the lake life with this 3 bedroom, 1.5 bath, private beach and pier, located on a private beach road and a close drive to restaurants in the surrounding area. Ideal for Walleye Weekend, EAA Convention, Road America, Green Bay Packer games, Wisconsin Badger games, Milwaukee Brewer games, Ryder Cup and more

Guest favourite

Cottage in Elkhorn

5 out of 5 average rating, 19 reviews

Hilltop Cottage

Our quaint cottage with large rec room is the perfect spot for your next family, friend or romantic getaway. Great location for fun on Lauderdales Lakes (5 min to boat launch), seeing a concert at Alpine Valley Music Theatre (15 min), skiing at Alpine Valley Resort (15 min), visiting UW-Whitewater (20 min), spending time in Lake Geneva (20 min), or just looking for a peaceful place to relax.

Guest favourite

Cottage in Fond du Lac

4.87 out of 5 average rating, 103 reviews

Milk House Cottage

Once a small barn, now a unique guest house surrounded by trees and nature. A secluded setting, yet right on the edge of the city and in close proximity to three colleges. Not far to Fond du Lac Loop bike and walking trail. Also close to grocery stores and great restaurants. Explore the nature area on the property! Out of consideration of all guests NO pets are allowed.