Holiday Rentals in Winneconne

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Our top choices for Winneconne holiday rentals

2.0 star property
10.0 out of 10, Exceptional, (2)
"Very clean, had everything we needed. Would stay stay again for sure. "
United States
Jim H.
The Big Blue Jay on winneconne

Holiday Home in Winneconne

The little blue jay on lake winneconne
2.0 star property
The price is €196
includes taxes & fees
31 Dec - 1 Jan 2026
The little blue jay on lake winneconne
9.6 out of 10, Exceptional, (379)
"Very quiet and nice property"
United States
John G.
The price is €220
includes taxes & fees
1 Jan - 2 Jan 2026
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
The price is €1,615
includes taxes & fees
31 Dec - 1 Jan 2026
EAA Week 3-bedroom Lake House in beautiful Winneconne
2.0 star property
10.0 out of 10, Exceptional, (4)
"Welcoming host with a great location and clean space!"
United States
Andrea L.
The price is €166
includes taxes & fees
31 Dec - 1 Jan 2026
201 - Downtown 2 Bedroom Apartment
9.4 out of 10, Exceptional, (3)
"Comfortable, clean, welcoming, well-stocked. Great for a weekend visiting our son in Appleton. "
United States
Wendy D.
The price is €208
includes taxes & fees
31 Dec - 1 Jan 2026
Home Away from Home off College Avenue
9.6 out of 10, Exceptional, (5)
"We were there for Apple fest and to visit with family "
United States
Pauline B.
The price is €203
includes taxes & fees
1 Jan - 2 Jan 2026
Pinball Penthouse Luxury Downtown Flat
9.8 out of 10, Exceptional, (44)
"The staff was great and i enjoyed the entire stay."
United States
Wakeem
The price is €129
includes taxes & fees
5 Jan - 6 Jan 2026
Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy
8.0 out of 10, Very good, (1)
The price is €219
includes taxes & fees
31 Dec - 1 Jan 2026
-Destination Downtown - 2 bed, 1 bath

Holiday Home in Appleton

Spacious Home, Fireside Charm
10.0 out of 10, Exceptional, (12)
"Brooke was great! The house was a wonderful place with plenty of room and the amenities were a bonus! Loved the outdoor patio, the basement, plenty of seating and the decor was great! My family was very comfortable here! The location is perfect as well! Right down the street from the airport and very close to the mall and grocery stores! "
United States
Olivia B.
Spacious Home, Fireside Charm
2.0 star property
8.0 out of 10, Very good, (1)
"There is a loose screw on the cupboard to the trash--the cupboard door is going to fall off. Also the conditioner dispenser in the shower is not working. We had a very nice weekend."
United States
Greg A.
The price is €217
includes taxes & fees
1 Jan - 2 Jan 2026
Luxury Downtown 2 Bedroom Flat

Holiday Home in Oshkosh

Peaceful Home in Heart of Oshkosh!
10.0 out of 10, Exceptional, (21)
"Clean and simple home. Within walking distance of many restaurants and attractions"
United States
Erika B.
The price is €213
includes taxes & fees
2 Jan - 3 Jan 2026
Peaceful Home in Heart of Oshkosh!
10.0 out of 10, Exceptional, (6)
"Very cozy place to stay. We liked the light and the decor. Also appreciated the "green" touches."
United States
Melissa P.
The price is €224
includes taxes & fees
31 Dec - 1 Jan 2026
Historical Haven Steps to Downtown

Holiday Home in Appleton

Relaxing Downtown 2BR Abode
9.0 out of 10, Wonderful, (2)
"Only issue I had was there only being one full size towel in the bathroom and no TV in the bedrooms. Very nice home and awesome location."
United States
Ryan G.
The price is €243
includes taxes & fees
31 Dec - 1 Jan 2026
Relaxing Downtown 2BR Abode
10.0 out of 10, Exceptional, (4)
"Really comfortable place to stay, the kitchen is nice and we enjoyed a thunderstorm while sitting on the front porch"
United States
Peggy L.
The price is €271
includes taxes & fees
5 Jan - 6 Jan 2026
East Hall Park Escape - 3 Bedroom Family Home

Holiday Home in Appleton

-Brick House Charm - 4 br, 3 bath
10.0 out of 10, Exceptional, (4)
"It was perfect in every way to get the taste of living here "
United States
Elisabeth V.
The price is €361
includes taxes & fees
5 Jan - 6 Jan 2026
-Brick House Charm - 4 br, 3 bath
9.8 out of 10, Exceptional, (6)
"Attendees at Air Adventure 2025. Clean and quiet little house to rest in after long days at the airshow. Plenty of dining options."
United States
Mark B.
Charming 3-bedroom house with AC and WiFi in Appleton
9.6 out of 10, Exceptional, (13)
"Was a great place for our Oshkosh fly in stay! "
United States
William N.
The price is €256
includes taxes & fees
4 Jan - 5 Jan 2026
Late Summer Retreat • Firepit • Lake • Downtown!
10.0 out of 10, Exceptional, (2)
"Located on quiet, safe street next to supermarket. The duplex is a little dated but all the furniture. was comfy, i cluding bed. Fully equipped, full kitchen. Communication with owner good. Garage for car a plus. Will return."
United States
Steven Z.
The price is €310
includes taxes & fees
5 Jan - 6 Jan 2026
𝑅etreat 𝑜𝑛 𝑅𝑖𝑑𝑔𝑒𝑣𝑖𝑒𝑤 - 3 bedroom
10.0 out of 10, Exceptional, (14)
"Great place! "
United States
Heather B.
The price is €298
includes taxes & fees
4 Jan - 5 Jan 2026
Lakefront Couples Retreat | Hot Tub & Fireplace
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winneconne Hotel Reviews

Find out more about Winneconne

Everything you need to know about Winneconne holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winneconne holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winneconne holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winneconne holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winneconne. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winneconne holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winneconne holiday rentals we have selected for you start as low as €129 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winneconne rentals

At Expedia, we put the best Winneconne holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winneconne rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winneconne holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winneconne. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Winneconne?

Yes, there are holiday rentals close to the most popular sights in Winneconne, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Winneconne has to offer?

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub! : This highly rated holiday home rental in Winneconne is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Winneconne?

With 40 Expedia holiday rentals, you're guaranteed to find just the right place for your Winneconne stay.

What can I see and do in Winneconne?

Lake Poygan and Lake Winneconne are a couple of lovely local spots to get outside and enjoy nature. Noffke's Bait & Landing and Deppe State Wildlife Area are other places to visit while you're in town.

What are holiday rentals like in Winneconne?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winneconne. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for family trips.