Cottage holiday rentals in Jackson

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Jackson

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

0 of 0 items showing

1 of 3 pages

Top Guest favourite

Cottage in Oostburg

4.97 out of 5 average rating, 286 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 Watertown

4.96 out of 5 average rating, 25 reviews

Maple Cottage Retreat

Come discover the tranquility of our charming Maple Cottage Retreat. Nestled among tall mature trees, this spacious retreat offers ample room to breathe in the fresh, crisp country air and unwind in a setting that feels like a true haven. With tall mature trees surrounding the property, you'll have all the space you need to explore and take leisurely strolls. The interior exudes warmth and comfort. Adorned with tasteful decor, it strikes the perfect balance between modern convenience and charm.

Guest favourite

Cottage in Hartland

4.95 out of 5 average rating, 139 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 Fond du Lac

4.98 out of 5 average rating, 282 reviews

Cozy Guest House with Lake views.

Our remodeled two bedroom Guest House is adjacent to our Cottage and offers beautiful lake views. Access to Lake Winnebago available at near by boat launches. 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 bed and 2 twin beds, 1 full bathroom, and a fully stocked newly remodeled kitchen. Perfect getaway for some R&R with family or friends.

Top Guest favourite

Cottage in Hartford

4.96 out of 5 average rating, 55 reviews

The Lazy Dais Cottage on Pike Lake.

Relax with the whole family, including pets, at this newly renovated three-bedroom lake cottage. Included with your stay - your own pier for your boat, 2 kayaks, 2 paddle boards, a swim mat, and floaties. Pike Lake is a full recreational lake with a State Park covering half making it a peaceful, beautiful setting. Sit by the water and have a fire under a blanket of stars at night. Enjoy a peaceful morning cup of coffee on the front porch while viewing this truly gorgeous lake.

Superhost

Cottage in Pewaukee

5 out of 5 average rating, 11 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.

Guest favourite

Cottage in Hustisford

4.97 out of 5 average rating, 116 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 Hartford

4.98 out of 5 average rating, 43 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.

Top Guest favourite

Cottage in Fond du Lac

4.93 out of 5 average rating, 134 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, 107 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.

Superhost

Cottage in Oconomowoc

5 out of 5 average rating, 3 reviews

Cozy Cottage Lake Country

Welcome to our newly renovated 2-bedroom cottage in the heart of Lake Country! This cozy retreat features a living area with fireplace, fully equipped kitchen, dining nook, dedicated workspace, and modern amenities. Midway between Milwaukee and Madison, you’ll be near multiple lakes, hiking and biking trails, shopping, dining, festivals, and numerous other activities.

Guest favourite

Cottage in Fox Lake

4.86 out of 5 average rating, 318 reviews

The Little White Cabin, Fox Lake WI

This 2 bedroom rustic cottage feels like you're home at the beach. Light colors, easy comfort. Everything you would expect for a summer cottage, boat launch is close, great fishing, water skiing, jet skiing. Winters are for ice fishing and snow mobiles. Cozy comfort. If you are a hunter, this is your cabin for longer term rentals during fall/winter. LGBTQ friendly!