Waterfront vacation rentals in Oshkosh

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Oshkosh

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

The exterior of a two-story lakefront home displays a light blue facade with a balcony above. A patio area features several comfortable chairs arranged around a stone surface, surrounded by landscaped greenery. Large windows showcase the stunning lake view, enhancing the outdoor experience.

Home in Sheboygan

4.97 out of 5 average rating, 115 reviews

Lakefront Charmer, cheerful decor gorgeous garden

This 2600 sqft lakefront home is a spacious retreat year round, friendly to kids and dogs. It is perched upon a bluff overlooking Lake Michigan with a gorgeous sunrise view. In winter, enjoy passing cargo ships and eagles along with ice formations. Inside, dine with seating and service for 12 after cooking in the spacious kitchen with wood fireplace. Kitchen, living room, dining room and 2 bedrooms have full lake view. 2 large screen tvs. Spa quality bath with whirlpool. Gas fireplace too!

Guest favorite

A lakeside view of a vacation rental home is visible, situated on a spacious lawn surrounded by trees. A private dock extends into the calm waters of Lake Sinissippi, reflecting the serene landscape and clear sky.

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 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

4.97 out of 5 average rating, 193 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

Home in Fond du Lac

4.9 out of 5 average rating, 72 reviews

Woltring Waters Waterfront Home

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!

Superhost

A pathway leads from the cottage to the shoreline, bordered by smooth stones and greenery. Trees stand nearby, casting shade over the area. The tranquil water of Green Bay stretches into the distance, visible beyond the cottage's stone exterior.

Home in Green Bay

4.83 out of 5 average rating, 196 reviews

Green Bay/Door County Waterfront 3BR Hot Tub

Welcome to our remodeled house and and hot tub cottage on the bay of Green Bay. It is conveniently 23 minutes from Lambeau Field and 29 minutes to Door County. We are blessed to be the fourth generation owners of this property. It is located directly on the water and has a walk down boat ramp (no trucks) for your canoes and kayaks. There are multiple boat launches within a few miles. Ample parking with a 12 ft wide and 40 foot long concrete pad for an RV with electrical hookup.

Guest favorite

A bridge is seen raised, allowing a sailboat to pass through the waterway. Clear blue skies provide a backdrop to the scene, while trees with autumn foliage line the riverbank. The calm water reflects the colors of the surroundings.

Condo in Sheboygan

4.93 out of 5 average rating, 86 reviews

Janelle's Dockside Condo

GREAT LOCATION!! Built in late 2020. Come visit our luxury, "Nautical Themed" 2 bedroom condo in Sheboygan, WI located on the confluence of Lake Michigan and the Sheboygan River in the charming South Pier District. Relax on the deck with a beverage and watch the sailboats pass by. Stroll the boardwalk for fine dining, charter fishing, quaint boutiques or an afternoon ice cream. World class golfing at Black Wolf Run or Whistling Straights. Equipped with everything you need and more!

Top guest favorite

Home in Oostburg

4.96 out of 5 average rating, 155 reviews

Lake Michigan Beach Home by Frank Lloyd Wright pro

Beautiful view and sand beach on Lake Michigan completely private surrounded by mature white pine trees and cedar trees. The spacious home is fully equipped with an "eat in" kitchen, dining room and living room entertainment space, den with see thru log fired fireplace, screened in porch to accommodate additional eating space, large outdoor deck with grill and fire pit. A canoe and row boat are available for the boating enthusiast, with life jackets and other floating devices.

Superhost

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

4.93 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 favorite

Condo in Sheboygan

4.97 out of 5 average rating, 143 reviews

Downtown Beachside Condo with Lake Michigan Views

You will see & hear the beauty of Lake Michigan during your stay at this main floor Waves of Happiness Condo hosted by Sheboygan Vacation Rentals. A deck to the north allows views of the magnificent Blue Harbor Resort. The south deck gives more amazing views of the lake, plus a park just steps out the back door. You can stroll the beach, walk the River Boardwalk, or tour our historical downtown full of shops, art, & exquisite restaurants - walkable from the condo.

Top guest favorite

A serene view of Lake Winnebago is presented, showcasing calm waters that stretch into the horizon. A lush green lawn is visible in the foreground, with shadows cast from nearby trees. The distant shoreline outlines the peaceful setting.

Cottage in Fond du Lac

4.99 out of 5 average rating, 282 reviews

Beautiful Lake Home.

Our Beautiful two bedroom cottage is located on the shores of Lake Winnebago . 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 beds, 1 full bathroom, Laundry room with washer and dryer. The perfect home for a laid back group of friends, couples or a family to stay with all the comforts of being at home.

Guest favorite

A spacious hot tub is filled with bubbling water, inviting relaxation. Surrounding greenery enhances the outdoor setting, while sunlight reflects off the surface of the water. The tub is located under a wooden pergola, providing a cozy space for enjoyment.

Home in Sheboygan

4.97 out of 5 average rating, 139 reviews

Lakeview Beach Bungalow - With outdoor Hot Tub!

Beautifully updated beach house just one block off of Lake Michigan. Enjoy the newly landscaped backyard with pergola and 6 person Hot Tub! Watch the sunrise and sunset from the second floor master balcony. Walk to the lake across the street and enjoy the wind surfers and gorgeous scenery. Close to downtown and major parks. This three bedroom home will impress. Tastefully decorated. First floor laundry. Large bathroom with deep soaking tub.

Guest favorite

Home in Sheboygan

4.97 out of 5 average rating, 139 reviews

Lake Michigan home with gorgeous views!

Our beautiful lakefront home is perfect for bringing everyone together - Ladies weekend, guys golf trip, family reunion, Packers games...this is your place. Minutes to downtown Sheboygan/Kohler, with 5 star PGA championship golf courses (Black Wolf Run, Whistling Straits, The Bull of Pinehurst), Kohler Waters Spa, and the beaches/dunes of Kohler Andrae State Park. Renovated bedroom and movie room completed early 2020.

0 of 0 items showing

What guests are saying

Stone Have Lake cottage -Stunning views!

4.98 out of 5 average rating, 56 reviews3 weeks ago

This is a wonderful property. The small touches made it feel really wonderful. From thoughtful, welcome snacks, and popcorn to the details in the decorations. One of the most thoughtful Airbnb‘s, we’ve ever stayed in. Our kids had lots to do the garage game room was so fun. You could see every star in the sky at night would highly recommend. Thank you for such a great time.

Cottage in Hancock

What guests are saying

3-bdrm beachfront home on Lake Mich, Sheboygan WI

4.94 out of 5 average rating, 51 reviews6 months ago

Now that I have stayed at Jack's home @ 5 times, I can easily verify that every moment spent in that home is magical - steps away from a walk on the beach, the methodical waves lapping on the shoreline, and the majestic sunrises reflecting on the water combine to provide a therapeutic sensory experience that delivers 24 hours each day. If that isn't enough, there are fabulous coffee shops, restaurants, and bars that you can walk to as well as many others a short drive away. No - Jack does not pay me to write these reviews ... the reviews write themselves. Enjoy!

Home in Sheboygan

What guests are saying

Waverly Beach Lake House

4.89 out of 5 average rating, 89 reviews3 months ago

Beautiful location with lake in backyard, it was frozen over and you could walk out on it. Peaceful area and home was nice and relaxing. Our daughter was coming back for college and loved it so much she thought she would like to stay for entire school year her Senior year :)

Home in Menasha

What guests are saying

Southern Door CountyWaterfront Cottage/Sunsets!

4.87 out of 5 average rating, 47 reviews5 months ago

We had a wonderful long weekend in this super cozy, extremely clean home where we had everything we needed. The view and sunsets were amazing, and we enjoyed the backyard even though the weather was a little chilly. Check in was easy and Natasha was very responsive. We would definitely recommend staying here and would love to come back again!

Cottage in Union

What guests are saying

Perfect Paradise | 4BR Lakeview Condo w/ Jacuzzi

4.96 out of 5 average rating, 23 reviews6 months ago

Great host!! Great location!! Great property!! We came in town for a golf trip and this property was a perfect location and comfortable. Nice to start each morning with a quick walk to the beach and watch the sun rise over the lake. Would definitely stay here again and would recommend it to anyone looking to stay in the area.

Villa in Sheboygan

1 of 12 pages