Holiday rentals with a kayak in Oshkosh

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Top-rated Accommodation with a Kayak in Oshkosh

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Guest favourite

Cabin in Iola

4.81 out of 5 average rating, 83 reviews

Charming cabin on a lake with 2 bedrooms, one bath

Escape to central Wisconsin in your own private cabin! One bedroom with a full bed and single bed. Second bedroom with a queen bed. Full kitchen. Full use of water toys and kayaks. Toddler toys to entertain the kids. You can also fit 3 to 4 campers on site with plenty of parking. Air conditioning. Space heater and electric fireplace. Refrigerator, microwave, electric stove, coffee pot Private dock with public boat landing. There is not a beach. Wifi coming in June or before. Now open year round!

Guest favourite

Home in Juneau

4.85 out of 5 average rating, 133 reviews

Take a Break at Lakeside Acres

Lakeside Acres; a 2-bedroom, 1 bath vacation rental home located on beautiful Lake Sinissippi. Open concept living area with furnished patio and private dock. This newly updated home provides the perfect summer getaway or winter retreat for family and friends. Whether you spend your days kayaking with the complimentary kayaks, exploring Horicon Marsh, or soaking up the sun on the dock, you're sure to have an unforgettable stay in this lakefront hideaway. Note: Docks are not in the lake Nov-Apr.

Guest favourite

Home in Sheboygan Falls

4.95 out of 5 average rating, 19 reviews

“On The Water” the Sheboygan River Overlook

The views from inside make it feel as if the home is overhanging the beautiful Sheboygan River. Go kayaking, enjoy the historic downtown, relax in the sunroom warmed by a fireplace, or sit out back on the deck. These are just some of the things this space has to offer. You are between several great golf courses including Whistling Straights & The Bull, & just 15 minutes from Road America. You will love the eclectic comfort & atmosphere of this spacious 2 bedroom 1 1/2 bath home! Memories await!

Superhost

Home in Waupaca

4.86 out of 5 average rating, 7 reviews

The Dake Home, on The Chain of Lakes

We are set up for family fun, we have many amenities that are not listed, 2 game consoles, a fifth bedroom was recently added. We offer our pontoon boat with a 7 day rental if it's available at no extra charge. This home is the original Dake house with tons of history and character with many modern updates, check out the book on it's history we have. We have a large family and this is our personal cottage, so with family in mind we hope to share it with you and help your family make memories.

Guest favourite

Home in Winneconne

4.92 out of 5 average rating, 48 reviews

Reel in the Fun: @ Lakeside Getaways Lake Poygan

Make some memories at this unique and family-friendly place. This is a great lakeside home close to some of the best fishing spots on the lake. The lake has a sandy bottom where the kids can enjoy swimming or kayaking. Fish off the dock or bring your boat and enjoy the whole lake. It is only a 4 minute drive to the boat landing and bait shop. Launch your boat once and leave it on the boat lift. Boat to many waterfront restaurants or drive to many nearby restaurants and supper clubs.

Guest favourite

Home in Fond du Lac

4.98 out of 5 average rating, 101 reviews

Lake Winnebago Cape Cod beautifully remodeled home

Large completely renovated 1500 sf. cape cod with hardwood floors, spacious bedrooms, a den/office with work area. New 16 x 16 deck this year. Completely remodeled kitchen, stainless and quartz counters. Open floor plan makes cooking and dining a pleasure. 3 seasons room with comfy wicker. Living room with 58" smart TV and bookcase full of games and books. Enjoy the lake with the available Kayaks and Canoe. Laugh the night away with a lakeside fire. Some of the best walleye fishing.

Guest favourite

Apartment in Waupaca

4.98 out of 5 average rating, 174 reviews

Columbia Lake Sunset View

Beautiful apartment on Columbia Lake on the Chain 'O Lakes. Private deck and fishing dock. Perfect location for kayaking, fishing, or any other water recreational activity. Walking distance to two restaurants, two marinas and ice cream shop. Close to Hartman Creek State Park to access trails. Please be aware that a close venue has bands/music that can easily be heard when outside and the music may be heard when indoors. Three night minimum Memorial Day weekend - Labor Day weekend.

Top Guest favourite

Cabin in Little Suamico

4.99 out of 5 average rating, 72 reviews

Making Memories: Luxury Lakeshore Retreat

Location is everything! 2 min. Walk to Smully’s Bar/Grill w/outdoor seating on the beautiful lake! 16 min to Lambeau Field/Titletown! 15 min to Vickery Village; a truly unique experience - a cluster of restaurants, ice cream & bar/grills! 5 min Little Suamico Ball Park w Pickle/Tennis, Play equip. 17 min to Bay Beach Amusement Park & the NEW Zoo & Adventure Park & so much more! Our location is on the fishing HOT SPOT & has BREATHTAKING panoramic lake views! RELAX & watch the sunrise!

Guest favourite

Home in Waupaca

5 out of 5 average rating, 13 reviews

Steps from the Pristine Chain O’ Lakes Waupaca

This Charming Cottage is located in the heart of King and the Chain O’ Lakes! Walking distance to local restaurants, boat tours, playground, ice cream shop, bike trails, water sport rental, and shops/boutiques. This Cottage is the perfect location for your next getaway! Enjoy the Chain O’ Lakes with public boat ramp located a mile away. Situated very close to water access with a peek-a-boo view of Taylor lake. Note: host may ask for ID verification for compliance.

Superhost

Home in Menasha

4.93 out of 5 average rating, 203 reviews

Newly Updated: LakeViews-Firepit-Kayaks-Boat Dock!

Relax at Sunset Oasis, where stunning lake views and sunsets set the tone for your stay. Sip coffee in the chef’s kitchen, paddle out in kayaks, grill lunch, and dine lakeside. In the evening, cozy up by the fireplace or gather around the firepit under the stars. Stream your favorite shows on the smart TV or explore nearby downtowns just minutes away. This stylish, updated luxury lake house is the perfect escape to unwind, reconnect, and create unforgettable memories.

Guest favourite

Cabin in Markesan

4.95 out of 5 average rating, 21 reviews

Luxe Lakefront Cabin! Aracdes+Billiards+Minigolf

Sunset Shores Cabin is a lakefront/beachfront cabin on Little Green Lake in Markesan, WI. Amazing views from every room. Private waterfront access with a pier. Adventure Shed fully stocked with kayaks, bikes, outdoor games, fishing gear and more! Up to 16 guests w/ 6 bedrooms, 2 full bathrooms, screened-in porch, and spacious living spaces. Close to AMAZING golf courses. Dog/kid friendly! Boating, skiing, fishing, and more await - your perfect vacation destination!

Superhost

Apartment in Beaver Dam

4.93 out of 5 average rating, 15 reviews

Unique Lake property awaits you!

This special place is close to everything within walking distance, making it easy to plan your visit. Bars, restaurants, Annabelle’s Ice Cream Parlor, movie theater, wine bar, art studio & shopping. This newly remodeled apartment sits on Beaver Dam Lake, the 15th largest lake in WI. Fishing, swimming, kayaking, boating, water ski show on Sunday evenings, live music every weekend across the lake & amazing sunsets. Fire pit & yard games included.