Vacation rentals with a kayak in Oshkosh

4.96 out of 5 average rating, 133 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

LocationOutdoor spacesHiking

4.98 out of 5 average rating, 100 reviews

An A-frame cabin is nestled among tall pine trees, featuring large windows that reflect warm light at dusk. The natural surroundings create a peaceful atmosphere, with the structure blending harmoniously into the wooded landscape.

Cabin in Wild Rose

Cozy Cabin on a Lake

Come enjoy our cozy cabin nestled in the pines with frontage on a quiet lake. An all-season retreat: Kayak, fish, and swim from the dock during late spring, summer, and early fall. Boat and waterski during summer -it's a full recreational lake. Drive five minutes to Nordic Mountain - perfect for late spring, summer, and fall mountain biking or winter and early spring skiing and tubing. Enjoy the beautiful nature and lake views from inside the charmingly decorated home any time of year!

Outdoor spacesLocationFamily

4.94 out of 5 average rating, 126 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

Slow down at Fraser Fir log cabin, built in 1858 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.

LocationOutdoor spacesWifi

4.94 out of 5 average rating, 261 reviews

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?

Outdoor spacesValueSolo travel

4.91 out of 5 average rating, 166 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!

LocationOutdoor spacesBeach

4.91 out of 5 average rating, 138 reviews

A historic lighthouse stands at the water's edge, illuminated by the vibrant colors of sunset. Smooth stones line the shoreline, reflecting the serene lake. Lush greenery is visible in the background, creating a peaceful coastal setting.

Home in Fond du Lac

Woltring Waters Waterfront Home + Hot Tub

Wake up to a beautiful view of Lake Winnebago, and enjoy you cup of coffee with the sound of crashing waves off the back porch. You will have breathtaking sunsets with the historical light house backdrop that is in viewing distance from the property. From dining to convenient stores everything you need is in walking distance. Take a peaceful stroll around the marina or take the kids to Lakeside Park, offering a petting zoo, carousel, train, jungle gym & splash pad. Everyone will enjoy!

ValueOutdoor spacesPets

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.

4.99 out of 5 average rating, 112 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)!

Outdoor spacesValueAmenities

4.98 out of 5 average rating, 133 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

Welcome to your relaxing retreat on the lake! In the summer months enjoy fishing, swimming and boating right out your back door and in the winter experience ice fishing on beautiful Fox Lake! *Please read the full description and look at all pictures of the property before booking *Not suitable for parties or gatherings. *Due to parking restrictions and the nature of the property, there is a 4 person maximum with room for 2 vehicles or 1 vehicle and 1 boat/trailer. *Sorry, no pets

Outdoor spacesValueCheck-in

4.85 out of 5 average rating, 123 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

A beautiful spacious 3 bedroom with sofa bed (sleeps 9 guests) with lake access just steps away from the backyard. Includes washer and dryer, all cooking amenities and a grill, 3 TVs with cable (including Netflix and Disney+ capabilities), a two person canoe n 3 kayaks, hammock, board games, and books for leisure reading. Fish off the private peer. Light the bonfire in the fire pit (firewood included) by the patio onlooking the lake. Pets are allowed with a $200 pet fee.

ValueOutdoor spacesIndoor spaces

4.97 out of 5 average rating, 128 reviews

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

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.

Outdoor spacesLocationCheck-in

4.95 out of 5 average rating, 264 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.

Outdoor spacesValueSleep quality

4.89 out of 5 average rating, 99 reviews

The living room is furnished with a comfortable sofa and accent pillows, complemented by a glass coffee table. Natural light enters through large sliding doors, revealing views of the outdoors. Wooden paneling adds warmth to the space, creating a relaxed atmosphere.

Home in Fond du Lac

Sunset Solitude on Lake Winnebago.

MID-TERM RENTAL AVAILABLE NOVEMBER-MAY. This home is fully furnished with all your needs to enjoy your vacation. Enjoy a quiet neighborhood with lake front views. Find solitude in watching the sunsets over Lake Winnebago. 27 miles from EAA AirVenture/downtown Oshkosh 19 miles from EAA Sea Plane Base 9 miles from city of Fond Du Lac Lake Winnebago is the largest fresh water lake in WI offers boating, jet skiing, tubing, canoeing, kayaking, paddle boarding, swim

ValueLocationBeach

Popular amenities for Oshkosh kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.99 out of 5 average rating, 184 reviews

A modern living area features a mix of seating options, including a dark gray sofa and a vibrant yellow armchair. Large windows allow natural light to fill the space, while a patterned accent wall adds visual interest. The kitchen island includes bar seating and sleek countertop accessories.

Home in Howard

Rare! River House in the City, Near Everything GB

LocationValueNearby

4.93 out of 5 average rating, 182 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

Outdoor spacesValueHospitality

4.86 out of 5 average rating, 180 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

Outdoor spacesLocationQuiet

Superhost

A spacious deck extends from the a-frame cabin, surrounded by lush green trees. The deck features various seating options, including colorful chairs and a hammock. Sliding glass doors lead into the cabin, and a putt-putt green is visible on the deck.

Home in Wautoma

Quiet Lake Retreat: Speakeasy, HotTub, Escape Room

LocationOutdoor spacesFamily

4.88 out of 5 average rating, 188 reviews

4.98 out of 5 average rating, 160 reviews

A serene view of Lake Michigan is presented, with soft hues of orange and blue reflected in the tranquil water. A pier extends into the lake, surrounded by lush greenery along the shoreline, offering a peaceful atmosphere at sunset.

Home in Sheboygan

Lake Michigan home with gorgeous views!

Outdoor spacesValueView

5.0 out of 5 average rating, 89 reviews

Fenced Yard; Waterfront; Dock, Cozy & Refreshing

Outdoor spacesLocationView

A game room is featured with a sleek rectangular pool table set against a neutral wall. Colorful gaming accessories, including a dartboard and ping pong decor, are displayed. The lighting creates a bright and inviting space for leisure activities.

4.98 out of 5 average rating, 65 reviews

WolfDen Getaway - Winnebago Channel

ValueLocationIndoor spaces

The exterior of the lakeside home is showcased with a well-maintained lawn and flower beds. Large windows offer expansive views of the surroundings, while a white staircase leads to the inviting entrance. Nearby, comfortable outdoor chairs are positioned for relaxation.

5.0 out of 5 average rating, 44 reviews

Relaxing Lake Winnebago Waterfront Retreat

LocationOutdoor spacesCleanliness

Cottage rentals with a kayak

Superhost

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!

LocationOutdoor spacesGetting around

4.86 out of 5 average rating, 120 reviews

4.95 out of 5 average rating, 99 reviews

The image presents a well-maintained lawn adjoining a cozy home, with outdoor seating visible. Kayaks are placed beside the tranquil water. The serene lake view showcases calm waters and distant trees, creating a peaceful landscape ideal for relaxation.

Cottage in Oshkosh

Waterfront House, Fishing, Kayaks

Outdoor spacesLocationWalkability

4.96 out of 5 average rating, 26 reviews

A serene sunset is reflected on the calm surface of the lake. Gentle hues of orange and pink fill the sky as the sun lowers on the horizon. A figure lounges comfortably in a kayak, feet extended towards the water's edge, emphasizing the peaceful atmosphere.

Cottage in Fond du Lac

Cozy Cottage at Lake Winnebago

LocationOutdoor spacesGrill

5.0 out of 5 average rating, 35 reviews

A gentle landscape features blooming trees beside a calm lake, with green grass extending throughout the scene. An indoor view shows a cozy sitting area with a sectional couch and large windows allowing natural light to fill the space.

Cottage in Fremont

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

Outdoor spacesLocationWifi

4.96 out of 5 average rating, 23 reviews

Cottage in Waupaca

Lakefront Cottage with Sandy Shore & Sunset Views

Outdoor spacesLocationSleep quality

5.0 out of 5 average rating, 86 reviews

A stunning sunset over Green Bay displays a vibrant array of pink and purple hues in the sky. The shoreline is visible in the foreground, accompanied by silhouettes of trees and grasses that frame the peaceful waterfront scene.

Cottage in Green Bay

Private safe clean waterfront cottage on Green Bay

ValueOutdoor spacesCleanliness

4.96 out of 5 average rating, 55 reviews

A spacious living area features wooden walls and high ceilings with exposed beams. Large windows provide natural light and views of the waterfront. Comfortable seating includes a plush sofa and vintage armchairs, complemented by a central coffee table. Decorative antlers adorn the walls.

Cottage in Suamico

Charming cottage located on a peninsula! Peaceful!

LocationOutdoor spacesAccuracy

A charming yellow cottage is surrounded by towering pine trees within a spacious yard. Sunlight filters through the branches, illuminating the greenery. The area offers a peaceful setting, providing an inviting space for relaxation and outdoor activities.

Cottage in Wautoma

TOWERING PINES! Charming 2 bedroom cottage WAUTOMA

ValueOutdoor spacesQuiet

4.79 out of 5 average rating, 63 reviews

Cabin rentals with a kayak

4.88 out of 5 average rating, 155 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

Outdoor spacesValueHospitality

4.97 out of 5 average rating, 128 reviews

A long, private pier extends over calm waters, with a small boat docked nearby. Two children are joyfully leaping from the edge of the pier. A foam swimming raft is visible on the water, surrounded by lush greenery lining the lakeshore.

Cabin in Wautoma

Cozy Lakefront A-Frame with Hot Tub & Views!

ValueLocationKitchen

4.94 out of 5 average rating, 118 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)

Outdoor spacesLocationCheckout

4.98 out of 5 average rating, 96 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

LocationOutdoor spacesGrill

4.89 out of 5 average rating, 18 reviews

A charming outdoor seating area features a round table surrounded by two green metal chairs. A blue bench sits nearby, complementing the inviting entrance of the newly renovated cottage. The building's exterior displays a mix of red and wood tones, with multiple windows ensuring abundant natural light.

Cabin in Larsen

Newly Renovated Waterfront

LocationQuietFamily

4.95 out of 5 average rating, 21 reviews

A serene lake view is captured from the cabin's deck, featuring calm waters reflecting the surrounding trees. A private dock with a blue canopy boat is visible, creating a peaceful lakeside atmosphere.

Cabin in Wild Rose

Hinterland Hideaway | Charming Lakefront Log Cabin

LocationOutdoor spacesCleanliness

4.96 out of 5 average rating, 95 reviews

A rustic cabin, constructed of logs, is framed by a blanket of fresh snow. The front porch, adorned with lights, offers a warm entryway. Snow-covered shrubs line the pathway, which leads to the entrance, surrounded by a soft winter landscape.

Cabin in Fremont

Wisconsin Waterfront Getaway

LocationOutdoor spacesHospitality