Holiday rentals in Winnebago County

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Top-rated holiday rentals in Winnebago County

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

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Superhost

Home in Winneconne

5 out of 5 average rating, 5 reviews

EAA-NFL Spacious Private Home on 18 acres

Enjoy a peaceful stay at this private, cheerful house located on 18 acres. Just 10 miles to Oshkosh w/plentiful parking, this spacious home w/walkout lower level & bonus room sleeps 10+ guests comfortably. Hop in your UTV & grab a bite at a nearby restaurant or stay & enjoy the yard which is perfect for lawn games & hosting family gatherings. Quiet country roads are perfect for a jog or bike ride.Located just a short drive/Uber to Oshkosh, EAA, or Appleton & all that the Fox Cities has to offer.

Superhost

Home in Menasha

4.98 out of 5 average rating, 91 reviews

Broad St Riverview Retreat, River Views, Hot tub

Getaway on the river, ultimate comfort, spacious, near Lambeau Field. Five 55” flat screens with Roku! Hot tub, grill, fenced yard. Fully stocked kitchen! Ex-lg island doubles as a game table. Closet full of games for your enjoyment. Walk to breweries, restaurants, coffee shops, supper clubs, trails, Walgreens... 2 fireplaces & the fastest internet available. Sleeps 10. 3 full baths. Plenty of driveway parking. Primary bedroom suite. Large office with double desks, 4 seasons rm with pub table.

Superhost

Home in Winneconne

4.92 out of 5 average rating, 48 reviews

Reel in the Fun: @ Lakeside Getaways Lake Poygan

Make some memories at this unique and family-friendly place. This is a great lakeside home close to some of the best fishing spots on the lake. The lake has a sandy bottom where the kids can enjoy swimming or kayaking. Fish off the dock or bring your boat and enjoy the whole lake. It is only a 4 minute drive to the boat landing and bait shop. Launch your boat once and leave it on the boat lift. Boat to many waterfront restaurants or drive to many nearby restaurants and supper clubs.

Superhost

Home in Fremont

5 out of 5 average rating, 16 reviews

Jewel of Poygan Shores - Lake/Games/Relaxation

Welcome to Jewel of Poygan Shores! This waterfront retreat on Lake Poygan offers 68' of frontage, perfect for swimming, fishing, kayaking, and boating. The cozy 3-bedroom ranch features a primary bedroom with a King bed and ensuite, a second bedroom with a Queen bed, and a third bedroom with 2 bunk beds (4 twins). Enjoy the converted garage entertainment area with a bar, lounge, soft-tip darts, billiards, and a PlayStation 5. Relax and make lasting memories in this lakefront paradise!

Superhost

Home in Oshkosh

4.88 out of 5 average rating, 186 reviews

Go and Go

Cozy 2 bedroom Log home. Can sleep 4-6. Across the street from Lake Winnebago. Short walk to park, zoo and boat landing. 6.5 miles to EAA grounds. Off street parking. Close to shopping, restaurants and downtown Oshkosh. Great rental for Air Show, Book now and bring your boat, jet ski, trailer, and fishing gear or just go sightseeing, dining and relaxing. Full kitchen, New Bath. Very comfortable with a great location. Perfect place to stay for family with students at UWO. Book now!

Superhost

Home in Oshkosh

5 out of 5 average rating, 37 reviews

WolfDen Getaway - Winnebago Channel

5/5 Rating on another travel site (55 Reviews) - "The Wolf Den is by far the best home our family has rented..." - 6/29/2023 You’re only a 1/4 mile from the boat launch. The channel allows you to dock your boat at the property during your stay. It’s a large home with plenty of space with a newly renovated lower level, including a pool table, ping pong, darts and foosball. Smart TVs in all the right places. 4 bedrooms/3 bathrooms. Plenty of parking. Brand new queen size murphy bed.

Superhost

Cottage in Oshkosh

4.93 out of 5 average rating, 68 reviews

Sunset Point Lake House

Super cute, little lake house located on Lake Butte Des Mortes in Oshkosh, WI. It definitely lives up to its name— with breathtaking sunsets. Perfect spot for biking, hiking, bonfires, and relaxing. Walking distance to Wiouwash Trail. Ideal location for couples, but will sleep 4 (1 king bed & 2 twin beds). 1 little bathroom (Please note: there is not a grill on the deck or a dock for boats) insta: @yellowdoorsunsetpoint guidebook for activities in the area: https://abnb.me/i5KwYr8z8ub

Superhost

Home in Menasha

4.93 out of 5 average rating, 205 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.

Superhost

Guest house in Oshkosh

4.95 out of 5 average rating, 188 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.

Superhost

Cottage in Menasha

4.98 out of 5 average rating, 41 reviews

Cottage with a view

Private, modernized, 2 bedroom, 900 sq ft cottage 200' from Lake Winnebago shoreline. Great room concept kitchen and living room, painted paneling, kitchen essentials, artwork, comfortable bedding, combine with relaxing solitude, to offer escape from stresses of every day life. WI-FI, big screen TV, hot, clean shower, conveniently stocked kitchen with newer appliances, well-placed bird feeders, allow for indoor enjoyment of scenic views.

Superhost

Cottage in Neenah

4.67 out of 5 average rating, 3 reviews

Cute cottage in town!

Cute, quaint and quiet. In town but close to parks, lake and downtown. This is one bedroom with King size bed One bath with stacked washer/dryer Living room has new sofa with firm but comfortable cushions that fold down and pop out for casual tv watching or queen size bed. There is also a dedicated work area. More pictures will be available October 6th as location is being redecorated.

Superhost

Home in Neenah

5 out of 5 average rating, 12 reviews

Rickers Bay Lake house

Your modern lakefront getaway is just a few clicks away. Whether you're seeking to unwind by the waters edge, embark on exciting aquatic adventures, or simply create unforgettable memories with your friends and or family, this lake house retreat promises an amazing experience. Book your stay now and allow yourself to be swept away by the absolute magic of lakeside living.