Vacation rentals with a kayak in Oshkosh

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Top-rated kayak rentals in Oshkosh

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
A serene view of the water at dusk is framed by trees along the riverbank. The calm surface reflects soft colors of the sunset, enhancing the tranquil natural setting.
Home in Appleton
4.97 out of 5 average rating, 108 reviews

Riverfront log cabin in the heart of the valley

◖30 minutes to Oshkosh(EAA) & Green Bay(Lambeau), 10 minutes to Downtown Appleton ◖10 minutes to Kimberly boat launch; travel the Fox River Locks system You will LOVE this property: ◖Outstanding views from the amazing sunsets to the relaxing water & wildlife ◖Newly renovated with many amenities ◖Enjoy the Northwoods setting in the heart of the valley ◖Relax at end of the day sitting around a campfire or by indoor fireplace ◖Tie your boat to dock in front of property ◖Full kitchen/outdoor grill

Guest favorite
Two vibrant yellow kayaks are positioned on a wooden dock, with their bright interiors visible. The serene Fox River can be seen in the background, framed by bare trees reflecting the tranquility of the surrounding nature.
Cottage in Princeton
4.96 out of 5 average rating, 215 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 favorite
A charming log cabin features rustic wooden architecture, complemented by red window frames. Surrounded by lush greenery, the structure offers a welcoming front porch. Natural light bathes the exterior, enhancing the serene setting among the trees, with a pathway leading to the entrance.
Cabin in Campbellsport
4.94 out of 5 average rating, 101 reviews

Wooded CABIN-Sunset & Lake Views/Kayak to Tiki Bar

Take time to slow down in this timeless cabin on Kettle Moraine Lake. In the summer, enjoy quiet moments watching the sun set from the front porch, then relax by the fire pit under a sky full of stars. Fish from the dock, kayak around the lake, or bring your boat to soak up the sun. In the winter, grab your ice-skates or ice-fishing gear and head out on the lake. With countless trails nearby, the hiking options are limitless and beautiful in every season. Your next adventure awaits.

Top guest favorite
A charming cottage features a unique tower with large windows, providing scenic views. Lush greenery surrounds the home, and a spacious yard invites outdoor activities. A cozy front porch is accessible, while a fire pit sits on the lawn, enhancing the outdoor experience.
Cottage in Green Bay
4.93 out of 5 average rating, 125 reviews

Waterfront Cottage with Tower and Hot Tub!

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 favorite
The exterior of a renovated Cape Cod house features gray siding and white trim, surrounded by a well-maintained lawn and colorful flower beds. Windows allow natural light to illuminate the interior, while a pathway leads to the entrance. The lake can be seen in the distance.
Home in Fond du Lac
4.96 out of 5 average rating, 114 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.

Top guest favorite
A comfortable living area features leather seating arranged around a coffee table. Large windows allow natural light to fill the space, while decorative lamps add warmth. A flat-screen TV is mounted on the wall, and fishing-themed decor complements the relaxed atmosphere.
Home in Oshkosh
4.99 out of 5 average rating, 102 reviews

Oshkosh Escape with Lake Access and Private Dock

We are a year round retreat on beautiful Lake Winnebago. Bring your boat, kayaks, water toys, snow mobile, UTVs and fishing/hunting gear to your own private 18' dock on a channel with complete access to Asylum Bay. We are located in Oshkosh and close to the Fox Valley and GB. Just minutes away are: Outlet Mall, EAA, Lifefest, Sunnyview Expo, fishing tournaments, Sturgeon Spearing, microbreweries, Saturday Farmers Markets, The Herd basketball, Titans/UW-O events, and GB Packers(48min)!

Guest favorite
The cabin stands amidst lush greenery with a gently sloping lawn leading to a stone pathway. The modern exterior features large windows and a spacious upper deck surrounded by trees, providing a serene lakeside retreat.
Chalet in Campbellsport
4.97 out of 5 average rating, 109 reviews

Long Lake Chalet

This recently remodeled and tastefully furnished, PET FRIENDLY, cabin boasts a unique charm. Nestled along the shores of Long Lake in the heart of the Kettle Moraine Forest, this lakefront property offers 45’ of serene, peaceful beauty. This stunning home features a large yard, pier access and year round recreational activities. Disconnect, unwind and take in all that Kettle Moraine has to offer. Whether vacationing with family or friends this retreat is waiting for you.

Top guest favorite
A cozy firepit area is surrounded by eight Adirondack chairs, set against a backdrop of a vibrant sunset over the lake. The scene is framed by smooth pebbles, while a 60-foot dock extends into the water, creating a serene outdoor atmosphere.
Home in Menasha
4.94 out of 5 average rating, 233 reviews

Designer Lakefront Home with Views, Firepit, 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.

Superhost
Home in Stevens Point
4.78 out of 5 average rating, 100 reviews

Lake Cottage-Hike, Mt Bike, frisby golf 1 mi. away

Leave city living for a countryside escape to this remodeled 3-bedroom, 1-bathroom Stevens Point duplex! Featuring a dock on Adams Lake, with beautiful serene surroundings and just 1-mile to Standing Rocks County Park for downhill & XC skiing, mountain biking, hiking and more. The neighboring towns of Amherst, Stevens Point and Waupaca offer charming parks, great eats, and activities sure to please; don't forget to dine or take a boat ride at Clearwater Harbor!

Top guest favorite
The exterior of a two-story blue lakeside home is displayed, featuring large windows that allow for ample natural light. Adjoining the home, a well-maintained lawn is complemented by a fire pit area with light green Adirondack chairs, creating an inviting outdoor space.
Home in Beaver Dam
4.92 out of 5 average rating, 139 reviews

LakeLife is Dam Good! 4 Bedroom Waterfront Home

Fun for the whole family at this stylish lakeside home in the heart of Beaver Dam. The house as everything a group needs and wants for the perfect weekend, week, or overnight adventure. From the open floor plan living room to the exposed game room basement that leads right out to the lakeside yard. We've filled this home with all the touches needed to guarantee lake life living. The backyard overlooks thousands of acres of lake with endless lake views.

Top guest favorite
A fire pit is surrounded by several woven seating options on a grassy area, overlooking a calm river. Lush greenery lines the background, creating a serene outdoor gathering space. The scene is framed by a black fence, bringing focus to the inviting fire pit.
Home in Sheboygan
4.95 out of 5 average rating, 331 reviews

River Home Getaway with River Access - Sleeps 8

Enjoy your getaway in the comfort of the River Home. With the Sheboygan River flowing through your backyard and living spaces stylishly decorated, the scene is set for a truly remarkable vacation. The eat in kitchen is equipped with all the necessities to whip up a delightful meal. The family room has a variety of board games as well as a smart TV for entertainment. The space is complete with four well-appointed bedrooms.

Top guest favorite
An outdoor hot tub is filled with bubbling water, surrounded by a blue-paneled wall. A small table holds two glasses and folded towels, while a seating area is visible in the background, complemented by flowers in the foreground.
Home in Wautoma
4.96 out of 5 average rating, 142 reviews

Winter Romance • Hot Tub + Cozy Fireplace

Nestled by the lake, our cozy summer retreat sleeps 7 and offers sunny views, a hot tub, and an outdoor firepit with firewood. The pier is in for the season, and a pontoon boat is included May–September (weather permitting). Enjoy 2 kayaks, 2 paddleboards, & a pedal boat for fun on the water. With modern interiors and relaxing outdoor spaces, it’s the perfect place to unwind and enjoy lake life.

Popular amenities for Oshkosh kayak rentals

When is the best time to visit Oshkosh?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$38,286 GYDG$37,867 GYDG$37,867 GYDG$51,257 GYDG$51,257 GYDG$53,977 GYDG$87,869 GYDG$53,977 GYDG$46,027 GYDG$40,587 GYDG$41,424 GYDG$41,215 GYD
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Quick stats about vacation rentals with a kayak in Oshkosh

  • Total vacation rentals

    Explore 20 vacation rentals in Oshkosh

  • Nightly prices starting at

    Oshkosh vacation rentals start at G$20,921 GYD per night before taxes and fees

  • Verified guest reviews

    Over 650 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Oshkosh vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Oshkosh rentals

  • 4.9 Average rating

    Oshkosh stays are highly rated by guests—averaging 4.9 out of 5!