Holiday rentals with a kayak in Oshkosh

4.97 out of 5 average rating, 109 reviews

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

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

4.96 out of 5 average rating, 215 reviews

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

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?

4.94 out of 5 average rating, 101 reviews

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

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.

4.93 out of 5 average rating, 126 reviews

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

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!

4.96 out of 5 average rating, 114 reviews

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

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.

4.99 out of 5 average rating, 103 reviews

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

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)!

4.88 out of 5 average rating, 129 reviews

A charming lakeside home is nestled among lush greenery. The structure features a wooden deck extending from the front, complemented by a stone chimney. Tall trees surround the property, creating a serene atmosphere, with the outdoor space designed to blend with the natural landscape.

Home in Wautoma

Lakefront Home on quiet sandy lake! All seasons

Beautiful lakeside home with wall of windows facing the lake. Giant 2-acre lot feels like you're entering the wilderness, with huge lake frontage. 40-foot deck overlooking Lake Alpine, a sand-bottom lake full of fish. Swim next to the dock (shallow). Gentle sloping path to lake- no steps. Gas fireplace to stay cozy on cool nights. Your own dock, pedalboat, canoe, kayaks, toys and forest to explore. Summer fun and 5 min. to skiing, tubing, snowshoeing, snowmobiling.

4.85 out of 5 average rating, 117 reviews

A wooden dock extends into a serene lake, framed by tall grasses on either side. The sun shines brightly overhead, casting reflections on the water's surface. Lush trees line the opposite shore, contributing to the peaceful atmosphere.

Cabin in Iola

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. Central heat and electric fireplace. Refrigerator, microwave, electric stove, coffee pot. Private dock with public boat landing. There is not a beach. Wifi. Now open year round!

4.94 out of 5 average rating, 234 reviews

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

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.

4.92 out of 5 average rating, 140 reviews

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

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.

4.95 out of 5 average rating, 333 reviews

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

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.

4.96 out of 5 average rating, 142 reviews

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

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 kayak rentals in Oshkosh

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

5 out of 5 average rating, 16 reviews

A two-story lake house is surrounded by vibrant autumn foliage, with yellow-orange leaves contrasting against the greenery. A fire pit is positioned on the lawn, accompanied by a large shed and a garage in the background, enhancing the outdoor living space.

Home in Winneconne

Paradise on Poygan

4.8 out of 5 average rating, 5 reviews

A person stands on a wooden pier by the lake, holding a large fish. The water reflects the surrounding trees and evening sky. The individual is dressed casually, adding a relaxed element to the scene, which features a serene lake backdrop.

Home in Oshkosh

Perfect Lake Front Home in a quiet bay!

4.98 out of 5 average rating, 97 reviews

Home in Elkhart Lake

Fernwood Elkhart Lakefront Retreat w/ Pier, kayaks

4.98 out of 5 average rating, 65 reviews

A serene lake scene reflects vibrant autumn foliage, showcasing hues of red, orange, and green. Calm waters mirror the surrounding trees and docks, which feature boats secured along the shoreline. Soft clouds hover above, creating an inviting atmosphere next to the water.

Home in Iola

Fall splendor: Peaceful lakefront home + game room

5 out of 5 average rating, 5 reviews

A private cabin is set among lush greenery on a wooded retreat, surrounded by tall trees. A paved driveway leads up to the cabin, which features a charming exterior. The serene atmosphere is complemented by the clear view of the nearby lake through the trees.

Home in Redgranite

Shilo Woods - Holiday Time & Ski Hill is close by!

4.89 out of 5 average rating, 37 reviews

A serene view of Fox River is presented with a wooden dock extending into the water. Tall trees provide shade along the bank, and the gentle ripples of the water reflect the surrounding greenery. A comfortable seating area is visible at the end of the dock.

Home in Montello

Perfect Waterfront Getaway

4.83 out of 5 average rating, 12 reviews

The spacious kitchen features a large island with modern bar seating and ample counter space. Natural light fills the area, highlighting sleek appliances and a welcoming dining setting. The open layout connects to a cozy living space through glass doors, creating a bright and airy atmosphere.

Home in Fremont

Wolf River Retreat - Sleeps 14

4.85 out of 5 average rating, 163 reviews

A tranquil lakefront view displays a spacious home set amidst vibrant trees. The property includes a large grassy area, with a blue dock and several seating options, creating a welcoming space for relaxation. The scene reflects the beauty of nature and peaceful surroundings.

Home in Waupaca

Private Tranquil Escape on Miner. Chain O’Lakes

Cottage rentals with a kayak

4.84 out of 5 average rating, 90 reviews

The exterior of a spacious lakeside home is showcased, featuring large windows and a welcoming porch. A green lawn extends towards the water, accompanied by bright blue kayaks and a swing set. A tall tree provides shade, enhancing the outdoor ambiance.

Cottage in Random Lake

Private 3 bedroom lake house

5 out of 5 average rating, 34 reviews

A tranquil river scene is captured during sunset, with expansive skies filled with soft pink and orange hues reflected on the water's surface. Lush greenery lines the riverbank, alongside a wooden dock and a seating area offering a serene spot to enjoy the views.

Cottage in Omro

Fox River Runaway

5 out of 5 average rating, 14 reviews

The view showcases a tranquil lake surrounded by trees, with the clear blue water reflecting sunlight. A wooden dock extends into the lake, alongside a grassy area featuring a seating arrangement of white chairs and a fire pit, providing a peaceful outdoor setting.

Cottage in Waupaca

Lakefront Cottage with Sandy Shore & Sunset Views

4.86 out of 5 average rating, 106 reviews

A tranquil stretch of private sand beach is shown, meeting the calm waters of Green Bay. Soft golden sand is visible, and the shoreline is lined with small shells. The serene blue sky reflects on the smooth water, enhancing the peaceful atmosphere.

Cottage in Green Bay

Waterfront Cottage near Lambeau and Door County!

4.76 out of 5 average rating, 78 reviews

A charming blue cottage is positioned by the lake, surrounded by vibrant autumn foliage. A wooden deck extends from the cottage, leading down to a small dock. The calm water reflects the colorful trees, enhancing the serene lakeside setting.

Cottage in Wautoma

Up North Lake Escape

4.94 out of 5 average rating, 102 reviews

A firepit area is surrounded by several chairs, with strings of warm lights illuminating the space. Tall trees provide shade, while the river view showcases greenery along the banks, creating a serene outdoor setting ideal for gatherings.

Cottage in Wautoma

Peaceful Bayside Cottage

5 out of 5 average rating, 28 reviews

A round dining table is set for outdoor meals, adorned with floral plates and colorful blue drinkware. Surrounding the table are four chairs, each featuring floral-patterned cushions. Lush greenery and a clear sky provide a serene backdrop, enhancing the inviting dining experience.

Cottage in Fremont

Kickback~Boat~Fish~Relax | Lake Poygan Fremont WI

4.97 out of 5 average rating, 31 reviews

The two-story cottage features a screened-in porch and a spacious patio area where a circular blue seating arrangement is visible. Surrounded by lush greenery, a set of stairs leads up to the entrance, providing access to the inviting interior.

Cottage in Kiel

Cedar Cottage

Cabin rentals with a kayak

5 out of 5 average rating, 17 reviews

A cozy outdoor space features a circular seating arrangement of four wooden Adirondack chairs surrounding a fire pit. The log cabin, with green trim and large windows, appears in the background, framed by trees and a grassy area.

Cabin in Fond du Lac

Charming Cabin on a private lake

4.98 out of 5 average rating, 98 reviews

The exterior of the cottage features a light gray siding with maroon window trim. A white railing surrounds the entrance, leading up to a set of stairs adorned with a potted plant with red flowers. A small garden with white flowers borders the path.

Cabin in Fox Lake

Cottage on the Trail

4.99 out of 5 average rating, 76 reviews

A cozy bedroom features a spacious bed adorned with neutral bedding and decorative pillows. Natural light enters through two windows, complemented by green curtains. A bedside lamp and a small desk with a chair are present, adding functionality to the rustic log cabin ambiance.

Cabin in Ripon

Log Cabin at Cliff Lake: Family Friendly Getaway

4.96 out of 5 average rating, 143 reviews

An open living area features a wooden ceiling and walls, showcasing a stone fireplace at the center. A table with several chairs is visible, along with a green pool table and comfortable seating options. Large glass doors provide ample natural light and outdoor access.

Cabin in Iola

Hatch Lake Cabin

5 out of 5 average rating, 20 reviews

A rustic log cabin is framed by tall trees, dusted with snow. Soft lights illuminate the front of the cabin, highlighting its A-frame structure and large windows. The inviting deck features room for seating, surrounded by a serene winter landscape.

Cabin in Wautoma

Lakefront retreat on 7 Acres! Kayak! Canoe! Spa!

4.94 out of 5 average rating, 108 reviews

A serene view features the sun setting over a calm lake, reflecting warm tones on the water. Silhouettes of ducks can be seen peacefully swimming, while distant trees line the shoreline, creating a tranquil atmosphere.

Cabin in Random Lake

The Random Cabin (On Random Lake)

4.94 out of 5 average rating, 54 reviews

Two kayaks are positioned on a grassy area, facing a calm river bordered by lush greenery. A wooden dock extends into the water, providing access to fishing and outdoor activities. The tranquil scene is enhanced by reflections of the surrounding trees on the water's surface.

Cabin in New London

RIVER RUN—Secluded, Waterfront, Kayaking, Fishing