Cottage holiday rentals in Oshkosh

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Top-rated cottage rentals in Oshkosh

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Guest favourite

Cottage in Brussels

4.93 out of 5 average rating, 108 reviews

Dogs Stay Free! Waterfront Door County Cottage

Jiffy's Journey is a beautiful lake side cottage features stunning sunset views over Green Bay. Outside, enjoy easy, private water access, beautiful deck, and the stunning sunset views of Green Bay. Inside, enjoy the bright, updated open floorplan, with views of the bay from every room in the house, even the bathrooms! Upstairs the entire floor is a giant master suite that will wow you! During the day, you're just a short drive from all that Door County has to offer! Pet friendly and no pet fees

Top Guest favourite

Cottage in Oostburg

4.97 out of 5 average rating, 293 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 Princeton

4.97 out of 5 average rating, 205 reviews

RiverFront Cottage>Private Pier>Firepit & Wildlife

Cute little cottage located right on the Fox River overlooking the peacefulness nature has to offer. Enjoy your very own private dock as well as 200 feet of river frontage surrounded by tall mature trees. Be submerged by the community of fishermen (& women) located on Puckaway Lake, surround yourself with wildlife, or paddle down the Fox River. Soak up the sun on the dock or learn how to build the best fire in the fire pit! The adventure is all around you! Which one will you be choosing?

Guest favourite

Cottage in Neshkoro

4.95 out of 5 average rating, 197 reviews

Nostalgic Lakehouse with Ferry Pontoon & Hot Tub

This thoughtfully restored 1960s cottage sits on peaceful Spring Lake: perfect for swimming, fishing, and creating nostalgic memories lake with your family. Outside you'll enjoy a beautiful private backyard with a hot tub, paddle/solar-powered pontoon boat, yard games, fire pit, fishing poles, and dock. Inside you'll make lifelong nostalgic memories with the huge selection of 1980/90s video games, Goosebumps books, board games & VHS films. Centrally located in an activity-filled area of WI!

Superhost

Cottage in Green Bay

4.85 out of 5 average rating, 101 reviews

Waterfront Cottage near Lambeau and Door County!

This cottage has a private sand beach, is on the water (bay of Green Bay) and has amazing views! It is only 13 minutes to Lambeau Field, 17 minutes to the Door County line and 37 minutes to Sturgeon Bay. Bay Beach, Children's Museum and Wildlife Sanctuary are within 1.5 miles as well. The entire bay is also a PRIME fishing area. You get access to our "Family Fun Shed" with kayaks, bikes, strollers and outdoor games for you to use, at no charge! We are also child and dog friendly as well!

Guest favourite

Cottage in Green Bay

4.92 out of 5 average rating, 118 reviews

⌈W a t e r f r o n t ⌋ cottage with tower!

This charming cottage is an ideal respite for your family holiday to the one-of-a-kind Green Bay, Wisconsin! Look forward to exploring this historic city, visiting iconic museums, and experiencing the vibrant Packers culture. The vacation rental home sits right on the water - offering fantastic views of the bay - and is just 10 miles from downtown. After the day's adventures, return to this cozy 3-bed, 1.5-bath house and unwind, as your furry friends or children play in the waterfront yard!

Guest favourite

Cottage in Neshkoro

4.95 out of 5 average rating, 142 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.

Top Guest favourite

Cottage in Wautoma

4.98 out of 5 average rating, 138 reviews

Morris Lake Summer Cottage

Fully renovated, sun-filled, open concept, super clean cottage is located on the northern shore of beautiful Mount Morris chain of lakes. This 163 acre chain of 5 lakes affords endless opportunities to swim, kayak, paddle board or fish. Water skiing and tubing are allowed only on the largest of the lakes, but there are plenty of quiet, no wake hours for fishing or a relaxing boat ride. Included are 2 kayaks, paddle board, and a rowboat with a trolling motor. . .

Guest favourite

Cottage in Hustisford

4.96 out of 5 average rating, 122 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, 287 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

4.93 out of 5 average rating, 135 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 Fond du Lac

4.88 out of 5 average rating, 112 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.