Waterfront vacation rentals in Oshkosh

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Top-rated waterfront rentals in Oshkosh

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

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Top guest favorite
A bright sunroom features large windows offering views of the lake. Two chairs and a small table are arranged on a patterned rug, inviting relaxation. Natural light fills the space, highlighting the serene atmosphere and the vibrant colors of the surrounding nature.
Home in Oshkosh
4.85 out of 5 average rating, 145 reviews

Linger Longer On The Water

Cozy lake cottage on the west shore of Lake Winnebago featuring 3 bedrooms and 1 bath. Beautiful sunrises over the lake and just minutes from everything in Oshkosh Wisconsin. Large kitchen for preparing meals or just hanging out. 5 minute walk to Menominee Park. 6.5 miles to EAA Grounds. Less than 10 minutes to downtown and the University of Wisconsin, Oshkosh campus, shopping, restaurants and Main Street. Great location for walking, bike riding and just seeing the local sites. Park on site.

Top guest favorite
Cabin in Elkhart Lake
4.98 out of 5 average rating, 103 reviews

Fernwood Elkhart Lakefront: hot tub, pier, kayaks

Beautiful, serene lakehome on pristine Elkhart Lake. The hot tub, deck, screen porch & stone patio all have gorgeous lake views. The private pier is perfect for a dip, paddling or lounging by the water before basking in a luxurious sunset soak in the hot tub. Enjoy a stroll into the adorable town of Elkhart via the rustic lakefront path. With a chef’s kitchen and extensive amenities, it's perfect for a weekend or extended stay year round! We strive to be inclusive and welcoming 🏳️‍⚧️BLM🏳️‍🌈

Top guest favorite
Home in Oshkosh
4.97 out of 5 average rating, 105 reviews

Gorgeous Cabin Vibes Home w/ Pond! Close To Lake!

Beautiful cabin feeling home with a pond and huge yard! Great for Bachelorette and Bachelor Parties, Family Birthday Gatherings, or Random Getaways! Due to dry year - pond water level is extremely low. Paddle boards, swim rafts/tubes, outdoor and indoor games, and wood for firepits included! Spacious outdoor dining space with fireplace by the pond and propane grill (propane and grilling tools included)! Pond has sandy bottom and is shared with neighbors, but are rarely out at the same time.

Guest favorite
A cozy outdoor space features colorful pink chairs arranged around a fire pit, with a well-maintained lawn in front of a charming cabin. The cabin's large windows provide a view of the surrounding area, inviting relaxation under the open sky.
Cabin in Markesan
4.94 out of 5 average rating, 104 reviews

5-bed lakefront w/ pier—full rec lake w/ air

Family-Friendly Lakefront Retreat on Little Green Lake - Your Perfect Getaway for Fishing, Kayaking, Boating, and Swimming! Full Rec Lake Life with Your Own Private Pier. Convenient Boat Launch less than a mile away. Short Drive by boat or car to Beach Access, Bar and Restaurant. Spa, and Golfing under 15-Minute Drive Away for Ultimate Relaxation and Fun! Boat rental available from Sunny Day boat rental. Rental not related to our cabin but they will bring a boat to the rental house dock.

Top guest favorite
A spacious studio apartment is highlighted by a large, unique chandelier above the bed. Natural light floods the area through multiple windows, illuminating the polished wooden floors and cozy seating arrangement. The open layout includes a kitchenette visible in the background, enhancing the inviting atmosphere.
Loft in Amherst
4.96 out of 5 average rating, 199 reviews

Tiny Town Bakery Flatlet

Ever wanted to see what goes on in a commercial bakery? Imagine waking to the aroma of baking bread and cinnamon rolls? Get a bird's eye view into the kitchen of the Village Hive Bakery Kitchen while staying in the newly renovated "flatlet". Salvaged & repurposed building supplies used to create a unique studio apartment above the bakery retail. Guests can enjoy the retail farmhouse table and comfortable seating space by the Main Street picture window. Cooking/baking classes available.

Top guest favorite
Home in Oshkosh
4.99 out of 5 average rating, 138 reviews

LakeHome! Relaxing! Cozy! Amazing Sunsets!

On the shore of Lake Butte Des Morts Longer stays welcome!!! Awesome Lake view private pier for fishing/relaxing(we do not allow anything to be tied up to pier at any time) Beautiful Sunsets Gas fireplace Shopping/restaurants/etc Near EAA Approx. 40 miles from Lambeau Field fire pit grill Lake view Bedroom,Living Room,Dining area Near by Wiouwash trail for hiking, biking, etc.. Kitchen space for cooking. Washer/dryer Larger 1 bedroom /Queen Sleep Number mattress Off street parking

Guest favorite
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
4.93 out of 5 average rating, 110 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!

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, 106 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)!

Top guest favorite
Home in Oshkosh
4.95 out of 5 average rating, 112 reviews

Leonard Point Birdhouse

Welcome to the Leonards Point Bird House! This newly renovated lake home has all amenities needed for a perfect escape in Oshkosh, WI. You will experience lake views from the south side of Lake Butte Des Morts. For a quieter experience (or louder for the kids) there is a detached bunk house with its own bathroom! The Birdhouse is 10 minutes away from highway 41 and multiple stores for easy access to everything you need. Please feel free to reach out with any questions!

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, 247 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.

Top guest favorite
The cottage features a long, metal-roofed exterior with gray siding and contrasting purple shutters. Lush greenery surrounds the home, including decorative flower beds. A paved pathway leads to the entrance, highlighting the spacious yard. Sunlight enhances the bright and welcoming appearance.
Guesthouse in Oshkosh
4.95 out of 5 average rating, 195 reviews

Cottage on Lake Winnebago

Furnished Cottage on Lake Winnebago with beautiful sunrises. 1 bedroom with queen bed. There is plenty of space for air mattresses in common areas. 1 queen air mattress available. One bath, full kitchen fully stocked with dining area, bring your own food to prepare. Bring your water toys or boat, launch nearby and dock access in warmer months with great fishing. Winter months, bring your snowmobile, trails nearby. Great ice fishing when lake is frozen and ice is safe.

Popular amenities for Oshkosh waterfront rentals

When is the best time to visit Oshkosh?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ643ﺩ.ﺇ676ﺩ.ﺇ661ﺩ.ﺇ779ﺩ.ﺇ775ﺩ.ﺇ826ﺩ.ﺇ1,451ﺩ.ﺇ944ﺩ.ﺇ760ﺩ.ﺇ705ﺩ.ﺇ646ﺩ.ﺇ657
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Quick stats about waterfront rentals in Oshkosh

  • Total vacation rentals

    Explore 70 vacation rentals in Oshkosh

  • Nightly prices starting at

    Oshkosh vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

  • Verified guest reviews

    Over 2,010 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    70 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!

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