Best Vacation Rentals in Lake Winnebago

Top Vacation Rentals in Lake Winnebago

Plan your perfect getaway with our selection of vacation rentals in Lake Winnebago. Each choice offers a blend of comfort and local charm, ideal for families and groups.

Vacation Rentals in Lake Winnebago
Peaceful Home in Heart of Oshkosh
House
539 Ceape Avenue, Oshkosh, WI, WI 54901, USA

Peaceful Home in Heart of Oshkosh is located in Oshkosh, just 1.5 miles from University of Wisconsin-Oshkosh and 2.1 miles from Oshkosh Public Museum. Both Wifi and private parking are available at the vacation home free of charge. EAA AirVenture Museum is 4.2 miles from the vacation home and Fox Cities Stadium is 21 miles away. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a bath and a hair dryer. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation features a private entrance. The History Museum at the Castle is 22 miles from Peaceful Home in Heart of Oshkosh, while Lawrence University is 22 miles away. Outagamie County Regional Airport is 20 miles from the property.

Guest Reviews:

- "It was a perfect place for our girls weekend!"

Vacation Rentals in Lake Winnebago
Charming, comfortable home in the heart of Oshkosh, WI for EAA Week
House
Oshkosh, Wisconsin, USA

Our colonial style 3-bedroom, 1.5-bathroom home is nestled in the heart of Oshkosh, WI. Its prime locale is sure to impress; close to parks, walking trails, Lake Winnebago, downtown Oshkosh, and more! Our home boasts a large living room and formal dining room that are great for gathering. Beat the hotel stay and unwind in our private fenced in backyard, complete with fire pit, grill and deck, or relax on our tranquil front porch. We look forward to hosting you at our place!

Amenities:

Bedding/Linens • Barbecue/Outdoor Cooking • Other • Air Conditioner • Laundry • Internet • Security/Safety • Child Friendly • Fireplace/Heating • Pet Friendly • Balcony/Terrace • Wellness Facilities

Vacation Rentals in Lake Winnebago
Oshkosh Canal-Front Home with Sunroom and Watercraft!
House
Oshkosh, WI, USA

Oshkosh Canal-Front Home with Sunroom and Watercraft! is located in Oshkosh, just 3.1 miles from Oshkosh Public Museum and 6.3 miles from EAA AirVenture Museum. The property is around 20 miles from Fox Cities Stadium, 20 miles from The History Museum at the Castle, and 20 miles from Lawrence University. Free Wifi is available throughout the property and University of Wisconsin-Oshkosh is 3.1 miles away. The air-conditioned vacation home consists of 3 bedrooms, 4 living rooms, a fully equipped kitchen with a dishwasher and a coffee machine, and 3 bathrooms with a bath and a hair dryer. Towels and bed linen are offered in the vacation home. The property has an outdoor dining area. Outagamie County Regional Airport is 19 miles from the property.

Amenities:

Guest Services • Other • Sports/Activities • Pet Friendly • Parking • Wellness Facilities • Security/Safety • Fireplace/Heating • Accessibility • Internet • Child Friendly

Vacation Rentals in Lake Winnebago
Lake Winnebago waterfront 3 bedroom Log home on a private lot with a great view!
House
Chilton, Wisconsin, USA

YOUR LOG HOME GETAWAY is here. Enjoy our private lake getaway with outstanding sunsets on Lake Winnebago from the huge front deck or lower lake side deck and dock. This full log lake chalet getaway offers over 200’ of quiet lakefront, 3 bed, 1 bath home. Sprawling covered front deck. Cozy Log home with privacy yard with room to set up volleyball or other outside sports. Fire ring and some wood provided for a evening campfire. Neat and clean getaway awaits you just minutes from town. Near public boat ramp. Kayaks and life jackets provided for adults to enjoy the water on a calm day. 30 miles to Elkhart Lake speedway , EAA fly in or the Green Bay Packers -Lambeau Field. You can fishing off the 30' pier or launch your boat nearby for a day on the water. High speed WIFI and a smart TV inside the chalet. "Life is Good, enjoy the view"

Guest Reviews:

- "We really enjoyed our stay at the cabin! drove up to Oshkosh for the airshow...a nice refuge from that! It was frustrating not to have a clothesline of some sort...I knew the washing machine was not available to guests...this would have helped for handwashing! It was unusually warm, and the fan drop off was very thoughtful!" - "Beautiful views, great accommodations. Everything you could need." - "This was a fantastic location for a Lake Winnebago getaway. On a dead end street it was very quiet. The guys enjoyed fishing off the pier. The lake was a bit rough during our stay but we were able to get the boat out a couple times for fishing and a ride to Oshkosh. If you bring your boat the Brothertown launch is easy to get to with plenty of parking. Would recommend this place to others."

Vacation Rentals in Lake Winnebago
La Petit Maison - Lakefront Oshkosh Home!
House
Oshkosh, WI, USA

La Petit Maison - Lakefront Oshkosh Home! offers accommodations in Oshkosh, 2.7 miles from Oshkosh Public Museum and 4.8 miles from EAA AirVenture Museum. This vacation home provides accommodations with a patio. Free Wifi is available throughout the property and University of Wisconsin-Oshkosh is 2.1 miles away. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a bath and a hair dryer. Towels and bed linen are provided in the vacation home. For added privacy, the accommodation features a private entrance. Fox Cities Stadium is 22 miles from the vacation home, while The History Museum at the Castle is 22 miles away. Outagamie County Regional Airport is 17 miles from the property.

Amenities:

Child Friendly • Security/Safety • Other • Accessibility • Internet • Parking

Vacation Rentals in Lake Winnebago
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12
House
Oshkosh, Wisconsin, USA

Four bedrooms that sleep up to 12 - 4.5 baths with 3 tubs and 2 steam showers. (Three bedrooms have a private bath. One bedroom needs to share a bath.)

4700 sq foot home with fully equipped kitchen, dining room and sun porch.
Ballroom-sized living room with 11 foot ceilings for family reunions, meetings and concerts up to 50 people. Dining table seats 6-8 and breakfast table seats 4-6.

The EAA, Experimental Aircraft Association, events are 3-4 miles away as the house is in historic Downtown Oshkosh. Only 50 miles to Lambeau field in Green Bay

There is a large shaded garden on the south side with outdoor furniture.

Walking distance from Historic Downtown Oshkosh Main Street restaurants, the Grand Opera House and Leach Amphitheater.

Two blocks from The Howard, Venue 404, Gibson Social Club, Oshkosh Public Library and Downtown YMCA.

Nearby is Menominee Park on the lake, the historic Oshkosh Yacht Club - The Waters, the Paine Art Center and UW - Oshkosh

Imagine Bridal portraits in a romantic & historic setting. Bridesmaids or the family of the bride can enjoy time together prior to the big event.

Guest Reviews:

- "What a lovely home and treasured family estate! We're a group of ten friends who wanted to have a fun overnight to celebrate our friendship over the last couple of years. This was the perfect location for us! The house was so charming with all its history, but also luxurious with all the updates! The HUGE ceilings, the magazine-perfect kitchen, the gorgeous sunroom, and the beautiful bathrooms! The beds were so comfortable, and so many bathrooms (heated floors, yes, please!) to choose from. We enjoyed walking to town for the Farmer's Market and then to dinner. The host was AMAZING!!! She answered our questions timely and provided wonderful information about the house and town. She graciously gave us an early check-in and a late check-out. After every communication with her, I'd tell my friends, "I love this lady!" There was also a delicious welcome basket waiting for us. We even forgot something, and she kindly mailed it to us. I would recommend the Doe House to anyone. What a delightful stay and host! We hope to be back."

Vacation Rentals in Lake Winnebago
Spacious Family Villa with Decks in Chilton!
Villa
Chilton, WI, USA

Spacious Family Villa with Decks in Chilton! offers accommodations in Chilton, 15 miles from New Holstein Historical Society: Timm House and 25 miles from The History Museum at the Castle. Free Wifi is offered throughout the property and private parking is available on site. The accommodation offers a 24-hour front desk. The air-conditioned villa consists of 4 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 5 bathrooms with a bath and a hair dryer. Towels and bed linen are available in the villa. The property has an outdoor dining area. Lawrence University is 25 miles from the villa. Outagamie County Regional Airport is 29 miles from the property.

Amenities:

Internet • Ocean View • Other • Parking • Pet Friendly • View • Guest Services • Fireplace/Heating • Security/Safety • Sports/Activities • Oceanfront • Accessibility

Vacation Rentals in Lake Winnebago
'Twilight' - Just a few steps down to Lake Winnebago!
House
Chilton, Wisconsin, USA

A single story retreat awaits your presence on the east shore of beautiful Lake Winnebago in gorgeous Calumet County, just south of Stockbridge, WI! Nothing else is needed, except your desire to relax! Heated and air-conditioned for your year-round comfort, this fully furnished home has all the amenities desired! INTERNET ACCESS NOW AVAILABLE! Appliances include glass top stove, refrigerator, dishwasher, disposal, both pot and single serve pod coffee makers, washer, dryer, plus 4 flat screen televisions. A toe-warming, gas log fireplace warms you up on those cool evenings! Dine in with the complete kitchen, cook out on the gas grill, or visit the quaint restaurants in the friendly local Villages of Stockbridge, Sherwood, Pipe, or Chilton. The huge lakeside deck beckons your culinary grilling skills and also gives you a place to entertain or simply listen to the waves lapping the shoreline, or just relax and enjoy the magnificent lake views! A quaint patio on top of the boathouse unfolds a more panoramic view of the awesome lake! Sunsets are a favorite of most guests!
The property includes 132' of water frontage located above the water's edge with a view of sunsets that will take your breath away! Enjoy sunbathing on top of the waterside boathouse, or swim/fish off the 60' dock. WATER SHOES ARE STRONGLY RECOMMENDED because of the zebra mussel shells. We provide both a pedal boat and kayak for your waterfront use! If you bring you own watercraft, enjoy lakeside mooring right at your back door! Steps from the home lead down to a polished rock swimming beach for the little ones and a sand bar provides enjoyment for the experienced swimmer, approximately 60' from shore.
This vacation destination is just minut6es from High Cliff State Park and the High Cliff Golf Course. The Stockbridge Harbor boat landing (if you trailer your watercraft) is within a couple of miles of the home. A closer boat landing (without dock) was recently completed at the west end of Twilight Beach Road. Sorry, STRICKTLY no pets due to future guests with allergies. STRICKTLY NO EVENTS OR PARTIES!

Guest Reviews:

- "Family stayed at Twilight for the weekend to jet ski on the lake. House was great and as advertised. Owners were very receptive and checked in at check in time to make sure we got in ok. Boat dock and boat house worked great for our needs. We brought our jet skis from home and there is a boat ramp just a few doors down. 5 out of 5 stars!" - "House was true to details of the listing. Clean and right on beautiful Lake Winnebago. Wish we could have spent more time there, but was ideal as a stopping point for Packers game in Green Bay. Highly Recommend. Will definitely be back if we are in the area again."

Vacation Rentals in Lake Winnebago
Hickory on the Lake, Waterfront Luxury 3BR, 3BA with Lake Winnebago Views
House
2328 Hickory Lane, Oshkosh, WI, WI 54901, USA

Hickory on the Lake, Waterfront Luxury 3BR, 3BA with Lake Winnebago Views offers accommodations in Oshkosh, 3.7 miles from Oshkosh Public Museum and 3.8 miles from University of Wisconsin-Oshkosh. This vacation home offers free private parking and private check-in and check-out. Outdoor seating is also available at the vacation home. The air-conditioned vacation home consists of 3 separate bedrooms, 3 bathrooms with a hair dryer and free toiletries, and a living room. Towels and bed linen are featured in the vacation home. Additional in-room amenities include wine or champagne. Guests at Hickory on the Lake, Waterfront Luxury 3BR, 3BA with Lake Winnebago Views can enjoy fishing nearby, or make the most of the seasonal outdoor pool. EAA AirVenture Museum is 7 miles from the accommodation, while Fox Cities Stadium is 21 miles away. Outagamie County Regional Airport is 20 miles from the property.

Amenities:

Other • Balcony/Terrace • Entertainment • Pool • Security/Safety • Fireplace/Heating • Air Conditioner • Child Friendly • Sports/Activities • Barbecue/Outdoor Cooking • Parking • Guest Services

Vacation Rentals in Lake Winnebago
Perfect Waterfront Retreat Destination on Lake Winnebago
House
Oshkosh, Wisconsin, USA

Welcome to Robin’s Nest, your warm and inviting retreat on the picturesque waterfront of Lake Winnebago! This delightful two-bedroom, one-bathroom house is nestled near South Asylum Bay, providing a serene yet convenient location that is just a short seven-mile drive to EAA.


Inside, you'll find a cozy primary bedroom with a comfortable queen bed, while the second bedroom features a full-over-full bunk bed, perfect for children or friends. The family room offers flexible sleeping arrangements with both a queen sleeper sofa and a separate twin sleeper sofa.


Step outside into the backyard oasis, where you'll discover a 40-foot dock, inviting fire pit, a six person Master Spas hot tub for relaxation, and a raised deck that offers breathtaking views of the lake. Unwind in one of the hammocks during a midday siesta, sizzle up a delicious dinner on the grill, and witness the mesmerizing moonrise over the glistening waters. Fall asleep to the soothing sounds of the waves gently crashing against the rocks, as the cool breeze wafts through an open window.


For those seeking adventure, we have you covered. Take advantage of the two kayaks, two paddle boards, and provided life jackets for exciting water exploration. In the garage, you'll also find bicycles to explore the area, cornhole (bags) boards for friendly competitions, a ping pong table for entertainment, and a poker table for unforgettable game nights.


For those who bring their own laptop for work or online activity, there is a small desk in the primary bedroom with monitors, keyboard, and a mouse available.


When it's time to indulge your taste buds, you'll be delighted by the array of local restaurants just a stone's throw away. Treat yourself to delectable meals at Mike's Place, Sushi Lover, The Chalice, Cinders, Los Jaripeos, and The Roxy Supper Club. And don't forget to satisfy your sweet tooth with a visit to Leon’s Frozen Custard, a delightful spot for delicious ice cream treats.


Our family cherishes this charming lake house, and we are confident that you will too. Whether you're seeking tranquility and relaxation or thrilling adventures on the water, Robin’s Nest offers the perfect setting for an unforgettable getaway. Book your stay with us now and create lifelong memories on beautiful Lake Winnebago.

Guest Reviews:

- "Beautiful views and peaceful mornings kayaking. Fishing off the dock and roasting marshmallows in the campfire took me back." - "The location is amazing and the neighborhood is peaceful. We really enjoyed our time here sitting out on the dock relaxing. I can't think of anything that was missing. They have done a terrific job of making sure all of your needs are met and they are wonderful hosts. Can't wait to visit again." - "The cottage was clean, comfortable and easy to relax in. Loved looking at the lake from the deck. De-stressed in the hot tub. Felt right at home. We will VRBO this again!"

Vacation Rentals in Lake Winnebago
Hickory Hideaway, Cozy 2 bedroom with private dock
House
2210 Hickory Lane, Oshkosh, WI, WI 54901, USA

Hickory Hideaway, Cozy 2 bedroom with private dock offers accommodations in Oshkosh, 3.6 miles from Oshkosh Public Museum and 3.6 miles from University of Wisconsin-Oshkosh. With lake views, this accommodation offers a patio and a swimming pool. There's a sun terrace and guests can use free Wifi and free private parking. The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with an oven and a coffee machine, and 1 bathroom with a shower and a hair dryer. A private entrance leads guests into the vacation home, where they can enjoy some wine or champagne. The vacation home offers bed linen, towels, and laundry service. EAA AirVenture Museum is 6.9 miles from the vacation home, while Fox Cities Stadium is 21 miles away. Outagamie County Regional Airport is 21 miles from the property.

Amenities:

Internet • Barbecue/Outdoor Cooking • View • Oceanfront • Fireplace/Heating • Entertainment • Guest Services • Other • Parking • Air Conditioner • Sports/Activities • Laundry

Vacation Rentals in Lake Winnebago
Peaceful Home in Heart of Oshkosh!
House
Oshkosh, Wisconsin, USA

Whether you're here for a short getaway or an extended stay, you'll find everything you need to feel right at home here. The house is unique and comfortable!
- 3 bedrooms
- 1.5 bathrooms
- Local coffee
- Washer and Dryer
- Relaxing living room
- Wifi and Roku TV
- Large dining room table
- Board games and puzzles!

Just a 2-minute drive from downtown Oshkosh and a short 5-minute walk to the Oshkosh Convention Center. Explore nearby attractions like the EAA museum or Menominee Park. Plenty of local shops, restaurants, and cafes are also within easy reach. You'll love the convenience and variety of things to do! Feel free to message me with questions. Looking forward to hosting you!

Guest Reviews:

- "Everything was wonderful and so clean! Would recommend to others!" - "Perfect for our group of guys staying for a packers game!" - "We stayed here for a family friends’ wedding and it was the perfect spot for the seven of us! We danced our faces off and rally enjoyed the house to relax and refresh afterwards!" - "This house was cute, cozy, and recently updated. It was clean and check in was simple. It fit all of our needs for our trip."

Vacation Rentals in Lake Winnebago
House across from Lake Winnebago boat launch
House
Oshkosh, Wisconsin, USA

3 bedroom, 2 bathroom with fenced in yard, fire pit and outdoor seating. This home can accommodate sleep up to 8 people. Located across from Lake Winnebago boat launch. Kitchen has an air fryer, Insta Pot, Rice Marker to help make meals easy.

Guest Reviews:

- "We came for EAA. Home is a few short miles away and was a perfect location for my family to park for the weekend. We made great use of the spacious home inside and out. Diane was a delightful host and truly everything we could have needed from kitchen items, to bedding, to outdoor and indoor family games was available. We played the board games on the large gathering dining table and grilled in the back and played cornhole. Nice runs and walks around the neighborhood with the Lake across the street. Every box was checked with this home."

Vacation Rentals in Lake Winnebago
New Renovation! Gorgeous Lake Views! Outdoor Hot Tub, Huge open concept rooms!
House
Oshkosh, Wisconsin, USA

NEW listing for 2023. 4 miles to EAA, close to downtown. This home features sweeping views of Lake Winnebago, outdoor hot tub and convenient lake access. Bedrooms have queen beds, two with additional bunk beds plus an open bonus room with pull out couch brings the sleeping total to 12 adults. Bathrooms, kitchen and bedrooms are brand new! High end appliances, tiled bathrooms, jetted tub, and even a Laundry room that was used for a Speed Queen washer/dryer shoot.

The space
The house is big and open, around 4,000 sq/ft! The bedrooms are huge! The open concept living room and kitchen have big windows with beautiful views of Lake Winnebago and Menominee park. The laundry room was used as photo/video shoot set for Speed Queen (and include the brand new, top of the line front loaders for guest use). 4 miles of walking trails around Menominee Park, fishing pier are right out your door. Boat launch, zoo, playgrounds and gorgeous lakefront are all walking distance.

Guest access
The main house living space including 3 bedrooms, 2.5 bathrooms, full kitchen, living room and laundry room are exclusively for guest use during your stay. There are two shared spaces with the owner. 1. The large 2nd story deck of the master bedroom. 2. The rec room off the laundry room. Guests may not access the garage and the two bedrooms above the garage/rec room. Those are working home office spaces and the owner will be periodically using.

Guest Reviews:

- "It had a great open concept for entertaining and eating together. Lots of room for sleeping us all. We made great family memories ❤️." - "This property is perfect for groups to enjoy. There is a great view of the lake across the street, plenty of room to spread out, a game room to entertain, and a hot tub to relax in at the end of a long day. The neighborhood is extremely quiet and the host makes the entire process very simple. We would definitely rent this property again in the future."

Vacation Rentals in Lake Winnebago
Welcome to Our Home in Oshkosh – “Close to Everything, Cozy and Full of Heart”
House
Oshkosh, Wisconsin, USA

Welcome to Our Home in Oshkosh – “Close to Everything, Cozy and Full of Heart”

Hi there, and thank you for stopping by—we’re truly honored you’re considering our home for your stay in Oshkosh. That simple click to view our listing? It means more to us than you might think.

Let us tell you a little story...

This house has soul. She’s stood for over a century, filled with stories, laughter, and the kind of charm you only find in a true Wisconsin classic. From the moment we stepped inside, we felt it—that quiet warmth that instantly feels like a hug. We knew we had to care for her.

Since then, we’ve poured our hearts into gently updating her—most recently with a bright, welcoming new kitchen (it’s our favorite place to sip coffee in the morning) and a newly paved driveway that makes coming home feel just right.

We’re tucked away in a peaceful neighborhood where the mornings are quiet, the neighbors wave hello, and the breeze off Lake Winnebago carries a little bit of magic. While the lake isn’t directly in our backyard (it peeks through just beyond our neighbor’s home), you’re only five minutes from its shoreline—and just three minutes from a beautiful Fox River launch. Whether you love casting a line, paddling into the sunset, or just watching sunlight dance on the water, there’s a little serenity waiting for you here.

What’s Nearby
Downtown Oshkosh – Just half a mile away, filled with cozy cafés, friendly shops, fresh markets, and hidden local gems we think you’ll love.

Inside the Home
You’ll find three snug and welcoming bedrooms and 1.5 sparkling-clean bathrooms (the full bath has a tub—perfect for a long soak after exploring). We’ve tried to think of everything, including:

Fast, reliable Wi-Fi

A Smart TV with Netflix, Amazon Prime & Hulu

A security system for peace of mind

Thoughtful little touches that say: “you’re home”

A Little Note from Us
I work in luxury hospitality (I’m a Senior Sales Manager with Four Seasons Hotels and Resorts), so making guests feel special is second nature. But this home? This one’s personal. We’ve created a space that feels not just comfortable, but truly cared for. A space to exhale, reconnect, and feel held.

One Small But Important Request
To preserve the peaceful spirit of our home, we kindly ask that guests have a consistent 5-star review history on VRBO. And just so there’s no confusion—VRBO only allows bookings paid through their platform, so we’re unable to accept employer-paid bookings by check or outside invoice. Thank you for understanding.

We’re so grateful you’re here. And if you decide to stay, we’d be thrilled to welcome you—fresh biscotti waiting on the counter, just for you.

With warmth and care,
Your Hosts in Oshkosh

Guest Reviews:

- "Our wonderful hostess shared her charming home with a view of the lake. Communication was great and we had a home tour upon arrival to help us settle in. We were able to work remotely by morning and tour by afternoon, enjoying the local restaurants and friendly residents of Oshkosh. Many , many thanks!" - "Hostess is fantastic ! Very accommodating ! Everything you might need, is there. Every detail is attended to. Good neighborhood and location. I would recommend this place To anyone ! I was very pleased with my stay !!!"

Vacation Rentals in Lake Winnebago
Lake Winnebago-Oshkosh Home with Water Access~Private 18’ Boat Dock & Large yard
House
Oshkosh, Wisconsin, USA

The Bago Bungalow is your home away from home while you visit Oshkosh, Appleton or Green Bay (45 minutes). This year round retreat features 3 bedrooms with 3 queen beds and 1 twin bed, perfect for a group of guests. We have a large fully stocked kitchen and eating area. The comfortable living room has ample seating with a Roku TV and an electric fireplace to take the chill out or to provide ambiance. We have one large bathroom. Bring your boat (18’ dock), kayaks, water toys, snow mobile, UTVs, and fishing gear to enjoy Asylum Bay and Lake Winnebago. Enjoy the pleasant surroundings and modern amenities such as WiFi, AC, and a washing machine. The large backyard is perfect for games, activities and a campfire while watching our amazing sunsets. Dont forget your binoculars to enjoy the marsh birds and catch a glimpse of our neighborhood deer and turkeys.

Guest Reviews:

- "Perfect to get away from the grind! Outstanding hosts. Everything provided, no guesswork involved. Privacy and friendliness abound. Would definitely return and highly recommend." - "What a perfect place to stay. My son and I got away for a fishing weekend on lake Winnebago and we were so pleased with the cabin and the location. "

Vacation Rentals in Lake Winnebago
RENTAL - 4.7 miles away, newly remodeled ranch home
House
Oshkosh, Wisconsin, USA

Perfect for all your EAA needs. 4.7 miles from the airport, this home has 2 queen beds and a sofa sleeper, comfortably sleeps 6 people. There are 2 large living rooms and a large sunroom. This home is a mere 2 blocks from the beautiful lake Winnebago which has miles of walking trails, parks, the zoo, tennis, volleyball, and pickle ball courts. There are two grocery stores within a mile and many restaurants and bars closely located on Main Street.

Guest Reviews:

- "Been coming to Oshkosh for years. This house is the best place we rented yet. Thank you for letting us stay." - "Very nice property in a nice quiet neighborhood Convenient to restaurants and EAA event" - "My husband and son attended Oshkosh, and we booked this house for their four-night stay. Maggie met them at the house to give them the keys and a tour of the property. It's darling and so comfortable, and she even let them rent their extra car to use during their stay. Maggie was amazing to work with prior to the trip and made them feel so welcome. I hesitated to write this review because if they go next year, we want to book this house before someone else does! It was close to the air show, and they were able to enjoy cigars and cocktails in the backyard in the evenings. Thank you, Maggie - you were a dream to work with!"

Vacation Rentals in Lake Winnebago
Cozy 2 Bed in Oshkosh
Apartment
Oshkosh, Wisconsin, USA

Cozy, spacious, and vibrant 2 bedroom lower level apartment unit.

Fully furnished, all you need to get is groceries.

Property is located in a quiet residential neighborhood near downtown Oshkosh, Menominee Park, and Lake Winnebago!

Both bedrooms have clean king size beds. One bedroom includes a chaise lounge chair with a large walk in closet. A stand up adjustable mirror is included in the master closet! There is lots of space for your clothes, as both closets have room for plenty of hangers and there is dressers in each bedroom. The living room has a soft couch and lounge chair, along with an LG TV equipped with cable TV, Netflix, Hulu, Disney+, Amazon Prime Video, and more. The laundry room is fully equipped with laundry detergent and bounce dryer sheets. The kitchen has 5 total seats for eating (island with three bar stools, and corner table with 2 bar stools). Coffee grinder, maker, and cups all included in kitchen. All dishes are included in kitchen (silverware, cutlery, plates, bowls, etc). There is a microwave and toaster oven along with a gas stove top and oven. The bathroom has a brand new deep tub.

Guest Reviews:

- "Neat historic house. Was clean and ready to go. Good communication with host. All told this was a good stop." - "We came for three days and found this place to very well kept, clean, and tastefully decorated. Kitchen had everything you needed plus some. The bedrooms had king beds and walk-in closets. It even had a nice washer and dryer. We were comfortable and felt safe. My only regret was I wish we could have stayed longer.., maybe next year we will do a week or two."

Vacation Rentals in Lake Winnebago
Chill Lake Channel 'Brewhouse' Townhouse: 2 bedrooms on Lake Winnebago
House
Oshkosh, Wisconsin, USA

Welcome to Oshkosh!

Oshkosh is Wisconsin's Event City & understands when guests, travelers, & transplants are choosing a location for a stay or event, they want a location that can provide more than a bed to sleep in, which makes my home a solid place to stay while in the area.

Oshkosh & my home is more than just events & a bed. It's supper clubs, breweries, comedy clubs, social clubs, shopping, nightlife, outdoor recreation, + more. A place that will make you feel like you're still in your hometown. Oshkosh is a small city with a big-city feel, so whether you're from Chicago or a small village, you'll find the amenities & attractions you crave combined with genuine Wisconsin hospitality.

Seeking a place to stay in a community that has a little bit of everything?

We got you! We're a "City on the Water". Located in Northeast Wisconsin on the western shore of Lake Winnebago, Oshkosh is banked by the Fox River and Lake Butte des Morts. Both lakes provide the perfect opportunity for water sports, such as boating, sailing, swimming, fishing, ice fishing, & sturgeon spearing. Many of the area’s restaurants offer picturesque outdoor dining along the Riverwalk while numerous events are held outdoors, such as events at the Leach Amphitheater. (My home do NOT include a dock, pier, or boat access - but a public boat launch is 1.5 miles away at Menomoniee Park).

Oshkosh has it all... https://www.visitoshkosh.com/

NATURE
lake life, hiking/bike trails, boating/boat cruises, fishing, ice fishing.

LATE-NIGHT ADVENTURE
Keep the candle burning at the Mineshaft, or catch DJ Trivia or Bingo. Embrace the charm of our historic district, where the Fox River meets a vibrant urban center. Explore delightful dining, unique shopping, captivating arts, & a calendar filled with exciting events. Grab a craft beer at a Fox River brewery, sip on Old Fashioned at Sturgeon Spirits, &/or take in a fish fry at a supper club. Dance the night away at a club or karaoke with friends at a local pub. Venture downtown to find live music (The Grand Oshkosh) nearly every night of the week or stop by the comedy club for a good laugh on the weekend. Nightly entertainment is just a short walk or quick Uber ride away in Oshkosh.

SPORTS
Home to WI Herd NBA G-league to Milwaukee Bucks and Wisconsin Glo Women's Basketball Team. Multiple local bowling alleys including T & O Bowling Lanes, The Howard (Art Deco), & Revs. Waupaca 'Boatride Volleyball Tournament' = hosted in July - Oshkosh, WI - Brighton Acres.

Only 50 minutes from Lambeau Field - Go Packers!

MUSIC
Leach Amphitheater, Waterfest, Oshkosh Arena, XRoads41 Music Festival, Lifefest, Mile of Music.

ART = Paine Art Center & Veterans Museums. Check out historical Oshkosh through our many museums. The Military Veterans Museum for the Educational Center carries a collection of military artifacts including artwork, books, & photographs

EAA
Let your imagination take flight at the EAA Aviation Museum & Air Show in July. Fly over to the EAA Aviation Museum for aircraft displays & aviation galleries.

KID-FRIENDLY
Parks, museums, candy stores, & a FREE zoo! Family-friendly activities & events throughout Oshkosh. Paint pottery & other crafts at Fire Escape or race against the clock with puzzles & clues at Escape Oshkosh, EAA Youth Education Center, & The Homie Hub Indoor Play Cafe.

OUTDOOR FAMILIES
Get on your bikes & ride the Wiouwash Trail, visit the Menominee Park & Zoo (free admission!). Oshkosh Popcorn, Ice Cream, & Frozen Custard taste great all year round. Satisfy that sweet tooth, check out the divine flavors at Leon's Frozen Custard, Caramel Crisp, Rhapsodies, Culver's, Ardy & Ed’s Drive-In, Tamara’s Cupcakes, & Insomnia Cookies (to name a few).

FARMERS MARKET
Oshkosh Farmer's Market on Saturday mornings during the summer.

COLLEGE LIFE
UW Oshkosh - Go Titans! A public university of 14,000+ students. UWO offers a diverse range of undergraduate & graduate programs with a variety of academic resources, including 200+ student organizations, academic clubs, & service organizations. UWO is home to 3 colleges: College of Business, College of Education & Human Services, and College of Letters & Science + 21 varsity athletic teams (National Collegiate Athletic Association (NCAA) Division III).

GOLF
Oshkosh Corporate Bank 1st Chamber Golf Invite, near future Rider Cup hosting site.

SHOPPING
Downtown Antiques, Consignment, Thrift/Vintage Fun, Boutiques, + Outlet Mall. Rain or snow, Oshkosh has indoor activities for you. Head to the Oshkosh Arena for concerts, sports games, shows, & more. Need some retail therapy? Stop in Downtown Oshkosh for local boutiques, markets, and thrift stores. We are also home to the Oshkosh Outlet Mall where you will find top brand stores such as Nike, Coach, Gap, and The North Face.

WINTER ACTIVITIES
Ice fishing, 608 Axe Throwing, Clubhouse Indoor Golf & Bar, Birch Art Studio, Escape Oshkosh, Glow In The Park Indoor Mini Golf & Pinball Arcade, The Morgan House, Oshkosh Community YMCA - 20th Ave, Oshkosh Community YMCA Downtown, Oshkosh Farmers Market (Winter), Sanctuary Aquatics,

My Townhouse is located on Lake Winnebago, 1.5 mile from Menominee Park.

AIRPORTS
Oshkosh is served by the Wittman Regional Airport in Oshkosh and the Appleton International Airport, located less than 30 minutes away in Appleton.

FUN FACTS ABOUT OSHKOSH

POPULATION
City 68,000 | Urban 95,000 within a 1.3 million northeastern population.
Males 52%. Females 48%. Median resident age 34 years

AREA & ALTITUDE 24.24 square miles at 767 feet

DRIVE DISTANCE - In Wisconsin:
Green Bay – 55 miles
Milwaukee – 80 miles
Madison – 82 miles
Wisconsin Dells – 82 miles
Door County – 93 miles

Out of State
Chicago – 174 miles
Minneapolis/St. Paul – 270 miles
Toronto, Ontario – 684 miles
Detroit – 453 miles

CLIMATE
Average Annual Temperature 46 F
Average January Temperature 18 F
Average July Temperature 72 F
Average Annual Precipitation 31.5"
Average Annual Snowfall 36"

Guest Reviews:

- "The house is decorated with very cool brewery memorabilia and clean. The host was easy to communicate with and left us a very cool welcome basket. We will book again next year. " - "We normally don’t rent pet-friendly places because we’re both allergic to animals, but this place was very clean and we hardly noticed! The neon lights are so fun, and Anne was so hospitable. We were all comfortable and our boys loved the different levels of stairs! We definitely recommend this place, especially with all the tv’s and games to choose from!"

Vacation Rentals in Lake Winnebago
Our Little Cabin
House
Oshkosh, Wisconsin, USA

This special place is close to everything, making it easy to plan your visit. Especially for EAA Air Venture here in Oshkosh. This ranch style home offers 3 bedrooms 1 bath. Kitchen, living room, laundry room with washer and dryer. Outside table/ chairs, grill, fire pit. Public bus stop right out the back door. Gas station and grocery store 3 blocks north. Not even 5 minutes to downtown to the bars and lots of restaurants. Close to Lake Winnebago & Menominee Park/Zoo. 5.5 miles from the EAA grounds.

Guest Reviews:

- "Perfect" - "Home was perfect for our needs and we were only 10 min to all of the actives. The owners checked in with us to make sure we had anything we needed. Would definitely stay again!" - "3 bedrooms, 1 bathroom, and a living room. House is a bit small, but more than adequate if you're just looking for a place to stay for the EAA airshow in Oshkosh. Also has good air conditioning."

Lake Winnebago Family Friendly Vacation rentals

Lake Winnebago Vacation rentals with Parking

Lake Winnebago Vacation rentals with Entertainment

Lake Winnebago Pet Friendly Vacation rentals

Lake Winnebago Vacation rentals with Private Pool

Lake Winnebago Vacation rentals with Spa

Lake Winnebago Vacation-Rentals on the Map

Compare the Best Vacation-Rentals in Lake Winnebago – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Peaceful Home in Heart of Oshkosh 539 Ceape Avenue, Oshkosh, WI, WI 54901, USA 188 3.0 10.0 3 Click here
Charming, comfortable home in the heart of Oshkosh, WI for EAA Week Oshkosh, Wisconsin, USA 770 2.0 10.0 1 Click here
Oshkosh Canal-Front Home with Sunroom and Watercraft! Oshkosh, WI, USA 231 3.0 1 Click here
Lake Winnebago waterfront 3 bedroom Log home on a private lot with a great view! Chilton, Wisconsin, USA 276 10.0 48 Click here
La Petit Maison - Lakefront Oshkosh Home! Oshkosh, WI, USA 434 3.0 1 Click here
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12 Oshkosh, Wisconsin, USA 762 10.0 34 Click here
Spacious Family Villa with Decks in Chilton! Chilton, WI, USA 508 3.0 1 Click here
'Twilight' - Just a few steps down to Lake Winnebago! Chilton, Wisconsin, USA 304 10.0 23 Click here
Hickory on the Lake, Waterfront Luxury 3BR, 3BA with Lake Winnebago Views 2328 Hickory Lane, Oshkosh, WI, WI 54901, USA 390 10.0 1 Click here
Perfect Waterfront Retreat Destination on Lake Winnebago Oshkosh, Wisconsin, USA 291 10.0 22 Click here
Hickory Hideaway, Cozy 2 bedroom with private dock 2210 Hickory Lane, Oshkosh, WI, WI 54901, USA 403 9.0 1 Click here
Peaceful Home in Heart of Oshkosh! Oshkosh, Wisconsin, USA 170 9.8 20 Click here
House across from Lake Winnebago boat launch Oshkosh, Wisconsin, USA 180 10.0 9 Click here
New Renovation! Gorgeous Lake Views! Outdoor Hot Tub, Huge open concept rooms! Oshkosh, Wisconsin, USA 550 10.0 9 Click here
Welcome to Our Home in Oshkosh – “Close to Everything, Cozy and Full of Heart” Oshkosh, Wisconsin, USA 314 10.0 7 Click here
Lake Winnebago-Oshkosh Home with Water Access~Private 18’ Boat Dock & Large yard Oshkosh, Wisconsin, USA 189 10.0 6 Click here
RENTAL - 4.7 miles away, newly remodeled ranch home Oshkosh, Wisconsin, USA 711 10.0 6 Click here
Cozy 2 Bed in Oshkosh Oshkosh, Wisconsin, USA 68 10.0 3 Click here
Chill Lake Channel 'Brewhouse' Townhouse: 2 bedrooms on Lake Winnebago Oshkosh, Wisconsin, USA 213 10.0 3 Click here
Our Little Cabin Oshkosh, Wisconsin, USA 676 10.0 3 Click here

Note: The prices for each Vacation-Rentals in Lake Winnebago do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Vacation rentals in Lake Winnebago that include a pool include:

  • Hickory on the Lake, Waterfront Luxury 3BR, 3BA with Lake Winnebago Views.- Review Count: 1, Rating: 10.0
  • Hickory Hideaway, Cozy 2 bedroom with private dock.- Review Count: 1, Rating: 9.0
  • Spacious home with extras for your Air Venture week! Sleeps up to 10..- Review Count: 3, Rating: 10.0

These vacation rentals in Lake Winnebago provide spa or wellness access:

  • Cozy Lake view 3-bedroom house WiFi, AC in Oshkosh-Great spaces inside & out EAA.- Review Count: 2, Rating: 10.0

Family-friendly vacation rentals in Lake Winnebago include:

  • Peaceful Home in Heart of Oshkosh.- Review Count: 3, Rating: 10.0
  • Charming, comfortable home in the heart of Oshkosh, WI for EAA Week.- Review Count: 1, Rating: 10.0
  • Oshkosh Canal-Front Home with Sunroom and Watercraft!.- Review Count: 0, Rating: 0.0

Pet-friendly vacation rentals in Lake Winnebago include:

  • Charming, comfortable home in the heart of Oshkosh, WI for EAA Week.- Review Count: 1, Rating: 10.0
  • Oshkosh Canal-Front Home with Sunroom and Watercraft!.- Review Count: 0, Rating: 0.0
  • Spacious Family Villa with Decks in Chilton!.- Review Count: 0, Rating: 0.0

Vacation rentals in Lake Winnebago with private or on-site parking include:

  • Peaceful Home in Heart of Oshkosh.- Review Count: 3, Rating: 10.0
  • Oshkosh Canal-Front Home with Sunroom and Watercraft!.- Review Count: 0, Rating: 0.0
  • Lake Winnebago waterfront 3 bedroom Log home on a private lot with a great view!.- Review Count: 48, Rating: 10.0

Some of the best Vacation Rentals in Lake Winnebago are:

  • Peaceful Home in Heart of Oshkosh.- Review Count: 3, Rating: 10.0
  • Oshkosh Canal-Front Home with Sunroom and Watercraft!.- Review Count: 0, Rating: 0.0
  • La Petit Maison - Lakefront Oshkosh Home!.- Review Count: 0, Rating: 0.0

Some of the popular Vacation Rentals in Lake Winnebago are:

  • Lake Winnebago waterfront 3 bedroom Log home on a private lot with a great view!.- Review Count: 48, Rating: 10.0
  • Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12.- Review Count: 34, Rating: 10.0
  • 'Twilight' - Just a few steps down to Lake Winnebago!.- Review Count: 23, Rating: 10.0