Waterfront holiday rentals in Oshkosh

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Popular amenities for Oshkosh waterfront rentals

Waterfront apartment accommodation

Top Guest favourite
Apartment in Princeton
5 out of 5 average rating, 46 reviews

The Riverview Loft in downtown Princeton

KathyRating, 5 stars3 months ago
Our stay was very comfortable for 3 people as there were three bedrooms and two bathrooms . All areas were clean and well described online. The space was quiet, peaceful and relaxing . We didn’t cook but the kitchen lends itself to preparing meals. We would definitely rent this space again.
Top Guest favourite
Apartment in Winneconne
4.98 out of 5 average rating, 50 reviews

Boathouse Bungalow

FrankRating, 5 stars1 month ago
Great place! Convenient to local Winneconne town. Fishing heaven with the dock location.
Apartment in Waupaca
4.73 out of 5 average rating, 11 reviews

Pines Inn Cottages #3 Just steps to the water

BrendaRating, 5 stars8 months ago
Thank you for sharing your property for our family. We had a nice weekend even though the rain came. It was nice to keep our boat there and walk on the dock and relax and go out on our boat and enjoy the fish. thanks again
Top Guest favourite
Apartment in Mayville
4.97 out of 5 average rating, 33 reviews

Spacious 2 bedroom Apartment on river

WendiRating, 5 stars2 weeks ago
The host has a beautiful home. My kids loved the space. It was clean and had everything you might forget available if needed. I love that there were drawers with little things like panty liners or an extra tooth brush. The cabinets were full of paper products and I couldn't have asked for a better experience. Even the neighbors were friendly and the kwik trip across the street really came in handy.
Top Guest favourite
Apartment in Campbellsport
4.97 out of 5 average rating, 92 reviews

GGG Spacious Log Cabin apartment on the IAT

LaurenRating, 5 stars2 weeks ago
I’ve stayed here twice now and both times have been wonderful. The place is on the second floor, with the sweet owners below, and it is just the coziest space! My favorite thing to do is eat breakfast by the window with beautiful greenery and birds outside. Honorable mention goes to the bathtub! Many a sore muscle has been soothed after a long hike on the Ice Age Trail down the road. Carrie is awesome. She is super helpful and very quick to respond - it made me feel safe knowing they were just downstairs. Highly recommend this place!
Superhost
Apartment in Kewaunee
4.86 out of 5 average rating, 14 reviews

Downtown Kewaunee Lakeshore Gem - Unit 2

SherryRating, 5 stars9 months ago
My family and I came up to this area to visit Door County. It was about 25 minutes to the Door County area, but we went up two days in a row and enjoyed the drive both days. As far as the condo itself, it was great. Very comfortable and roomy and had everything we needed. My 12 year old daughter was sad when we had to leave because she enjoyed it so much. It was a true gem!! Thanks for giving us what felt like a home away from home!!!
Apartment in Scandinavia
4.73 out of 5 average rating, 11 reviews

Small town charm on the little wolf river

AshRating, 5 stars4 months ago
Lisa's place is really something like a healing place for me, peaceful, serene feeling, clean air, water, beautiful nature, positive vibes and small charming town. It always gives me happy and pleasant energy whenever I stay at her place. I am extremely happy and enjoyed my stay throughout. Her pizza shop is very popular in the area and provides tasty healthy pizzas which is wonderful. Also the best and kind staff she has, always greets you with a smile and positivity. I express my gratitude and thanks for everything. Thanks and Best Wishes, Greetings!! Ashish
Guest favourite
Apartment in Kewaunee
4.9 out of 5 average rating, 67 reviews

Barrister’s Loft

JenniferRating, 5 stars1 month ago
My husband and I were in town to do some more sections of the Ice Age Trail. Very well located for that and great location for proximity to the lake and downtown amenities. The loft was cozy and comfortable and had everything we needed and the hosts were super helpful. Would definitely return.

Waterfront house rentals

Top Guest favourite
Home in Oshkosh
5 out of 5 average rating, 6 reviews

The Lakehouse at Winnebago

DaxRating, 5 stars2 weeks ago
We had a dad and kids memorial day weekend fishing trip at Lake Winnebago. This was the perfect base camp. Our boys ages 6-16 enjoyed fishing in the back dock every day and hanging out in the very cozy living room. The beds were very comfortable and the kitchen had everything you needed!
Top Guest favourite
Home in Wautoma
4.97 out of 5 average rating, 121 reviews

Lakefront, Hot Tub, Kayaks, Paddleboards, Pontoon

TamiRating, 5 stars1 week ago
Alpine Oasis was a true, relaxing getaway. The outdoor area has everything you could want/need (pontoon boat, paddle boat, peddle boat, kayaks, hot tub, fire pit, hammocks, etc). We were always outside enjoying nature and it felt very private and relaxing. Books were read and good company was had! The kitchen was fully equipped and we cooked often but also went out to enjoy some Wisconsin Supper Clubs! Grocery store was close, as was a delicious bakery and country market. As a bonus, a dog is welcome! We loved our time here and hope to return!
Guest favourite
Home in Doty Island
4.92 out of 5 average rating, 64 reviews

Fox River Retreat #3

KirkRating, 5 stars2 weeks ago
Ray was extremely responsive and a great host. I would highly recommend staying here.
Top Guest favourite
Home in Fond du Lac
5 out of 5 average rating, 48 reviews

Spacious Lakefront 3Br 3Ba Home

AprilRating, 5 stars5 days ago
Beautiful location in the lake with a dock. We stayed for a week and was very comfortable. House was clean and nicely designed. Would definitely recommend!
Guest favourite
Home in Winneconne
4.92 out of 5 average rating, 52 reviews

Reel in the Fun: @ Lakeside Getaways Lake Poygan

NicholeRating, 5 stars6 days ago
This peaceful property right on the water was exactly what we were looking for! We spent the weekend kayaking, reading on the patio, and watching wildlife from the dock. The house was a very clean and comfortable place to sleep and relax during a rainstorm. The kitchen was very well stocked for cooking. Great coffee shop, brewery, and restaurants within 20 minute drive.
Guest favourite
Home in Oshkosh
4.95 out of 5 average rating, 20 reviews

Lank's Lookout on Lake Winnebago

MiguelRating, 5 stars6 months ago
This place is just something else. It’s more than perfect actually! 🙏🏼🫶🏻
Guest favourite
Home in Wautoma
4.89 out of 5 average rating, 118 reviews

Lakefront Home on quiet sandy lake! All seasons

HanaRating, 5 stars2 weeks ago
My husband and I really enjoyed our stay here! it was a lovely home in a quiet area surrounded by nature. Thank you for a wonderful stay!
Guest favourite
Home in Oshkosh
4.83 out of 5 average rating, 58 reviews

Shorelane Sunrise Waterfront Lake House

SovanoraRating, 5 stars2 weeks ago
Our first time there at the lake house and We really like the location. The bedrooms, beds were great condition. Very comfy. Kitchen, dining room and living room were huge and nice wood floors. Backyard room, garage, fire pit and dock were nice. Huge basement with washer machines there. We didn’t have a chance to enjoy the fire pit at all because it was kind of windy, chilly at the evening. One power outlet that runs the kitchen sink light was not working correctly. We didn’t use that all Over all, we really enjoyed the place 👍😊 Sovanora & Somaly

Waterfront condo accommodation

Top Guest favourite
Condo in South Pier
4.98 out of 5 average rating, 41 reviews

Beach condo for 12: 4 bdrms, 2+ baths, treadmill

BenRating, 5 stars2 weeks ago
Awesome place!
Top Guest favourite
Condo in Algoma
5 out of 5 average rating, 30 reviews

“Maison Du Lac" - House By The Lake 3bed 3bath

TylerRating, 5 stars2 weeks ago
To say that Tina's place was AMAZING would be a far cry for an understatement...it was just FABULOUS. The entire thing was picture perfect. The view, the well stocked kitchen, the multi level, the absolutely breathtaking decor, the view, the lovely condo area, the grassy area next to the condo, the view, the walkable beach down to the town, the boardwalk, the lovely Lake, the 2 porches, the neighbors, just the whole thing was perfect! Tina was the perfect host too, leaving us muffins, chocolates, and a bottle of wine. She was super fast at responding if there was anything we needed. She was just the best! We felt so welcomed and had the best time in Algoma. Each day we saw different beautiful things in her condo. It is absolutely the best!!
Guest favourite
Condo in South Pier
4.93 out of 5 average rating, 90 reviews

Janelle's Dockside Condo

KathleenRating, 5 stars2 weeks ago
Janelle’s place was spacious and sparkling clean. The location is great, right on the river and an easy walk to the lake. We would definitely stay again if we come back to Sheboygan.
Guest favourite
Condo in Sheboygan
4.97 out of 5 average rating, 149 reviews

Beachside Condo Downtown with Lake Michigan Views

ToriRating, 5 stars6 days ago
The owner of this property was very kind every time I interacted with him and had very clear instructions for checkout and check in. This property was in the perfect location and was very clean and private! Perfect for a weekend getaway.
Guest favourite
Condo in Elkhart Lake
5 out of 5 average rating, 5 reviews

The Lake Street Kickback in Elkhart Lake!

AngeliqueRating, 5 stars1 month ago
Home away from home. Elkhart is my Happy place. I will definitely be back sooner than you think and definitely will reserve the condo again. Clean and peaceful.
Guest favourite
Condo in Algoma
4.86 out of 5 average rating, 44 reviews

Lakefront Summit Beach Escape, Unit 150E

ChristinaRating, 5 stars7 months ago
I have lost count of how many times we have now stayed at Mike's Summit Beach Escape. It is wonderful each time. He continues to make small upgrades and he has a knack for knowing what is needed for guests to feel at home. The location is perfect and by now, we have established friendships with some of the residents there. We already look forward to our next stay!
Condo in Ellis Historic
5 out of 5 average rating, 4 reviews

Sheboygan Sunrise Beach Stay

Jake & SarahRating, 5 stars3 weeks ago
We really enjoyed our stay! Check-in was very easy and the apartment was neat, clean and cozy. The bedrooms were set up very well with cozy lighting, usb ports for charging devices and comfortable linens. The kitchen had plenty of dishes, cups and silverware and we appreciated the extra touch of little snacks 😊 The location of the apartment was great with easy street parking. Walking distance to downtown and the beach and within view of the ice cream stand 🍦
Guest favourite
Condo in South Pier
4.91 out of 5 average rating, 67 reviews

Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home

SallyRating, 5 stars2 months ago
Wonderful stay! Condo was very clean and had everything you would need in the kitchen and all the rooms. Our grandsons loved the toys too. Wish the weather was better to take walks outside. We all loved watching the ducks on the river especially the toddlers.

Quick stats about waterfront rentals in Oshkosh

  • Total rentals

    70 properties

  • Nightly prices starting at

    $100 NZD before taxes and fees

  • Total number of reviews

    1.8K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

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