Waupun Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Waupun vacation rentals

House (2 Bedrooms) | Interior
Walk to Main St Fond du Lac: Retreat w/ Yard

Walk to Main St Fond du Lac: Retreat w/ Yard

Walk to Main St Fond du Lac: Retreat w/ Yard
3.0 star property
Fond du Lac
8.0 out of 10, Very Good, (1)
"There was a terrible smell in the house. Smelled smoky, even though there were "No Smoking" signs posted in several places. I bought a neutralizing spray and used it every time we entered and exited. It helped a little. Beds were comfortable. We were cold the first night because I didn't know right away how to adjust the thermostat. Shower was new and nice. We arrived in the dark and there was a couple of "scary" people on the front steps. It felt safer in the daylight. "
United States
terri
The price is ￥13,411
￥32,504 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Walk to Main St Fond du Lac: Retreat w/ Yard
Smart TV
RiverFront Cottage>Private Pier>Firepit & Wildlife

RiverFront Cottage>Private Pier>Firepit & Wildlife

RiverFront Cottage>Private Pier>Firepit & Wildlife
Princeton
10.0 out of 10, Exceptional, (40)
"We loved this quiet getaway! Simply perfect and simple. Great sunsets and rainbows! "
United States
Kevin
The price is ￥15,575
￥36,693 total
includes taxes & fees
Jan 19 - Jan 20, 2026
RiverFront Cottage>Private Pier>Firepit & Wildlife
Exterior
Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater

Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater

Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater
4.0 star property
Fond du Lac
10.0 out of 10, Exceptional, (1)
"Our large family had a magical Christmas! Our beautifully decorated rented home had everything we needed . We were all very comfortable during the day and night time sleeping . We had private spaces and family get together areas ."
United States
Brenda J.
The price is ￥280,692
￥509,383 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater
TV, DVD player
Beautiful 2 Bedroom Duplex

Beautiful 2 Bedroom Duplex

Beautiful 2 Bedroom Duplex
Fond du Lac
9.8 out of 10, Exceptional, (16)
"Nice house and easy to find"
United States
Mary G.
The price is ￥21,676
￥44,914 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Beautiful 2 Bedroom Duplex
TV
Newly Renovated walk up apartment near everything

Newly Renovated walk up apartment near everything

Newly Renovated walk up apartment near everything
2.0 star property
Fond du Lac
10.0 out of 10, Exceptional, (1)
"It was exactly as advertised. Good value for a centrally located place"
United States
Keith N.
The price is ￥17,987
￥27,505 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Newly Renovated walk up apartment near everything
Exterior
Cabin on Lake 75 Acre Lake: Couples Get Away or Fun Family Vacation

Cabin on Lake 75 Acre Lake: Couples Get Away or Fun Family Vacation

Cabin on Lake 75 Acre Lake: Couples Get Away or Fun Family Vacation
2.0 star property
Fond du Lac
The price is ￥24,982
￥121,075 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Cabin on Lake 75 Acre Lake: Couples Get Away or Fun Family Vacation
Outdoor dining
Country home with flowing river

Country home with flowing river

Country home with flowing river
Pardeeville
9.0 out of 10, Wonderful, (159)
"The place was nice. The bed in the middle bedroom could be firmer."
United States
Sean M.
The price is ￥21,703
￥26,192 total
includes taxes & fees
Dec 29 - Dec 30
Country home with flowing river
Interior
Merrill Ave Fond du Lac · NEW}Updated! Historic|Spacious

Merrill Ave Fond du Lac · NEW}Updated! Historic|Spacious

Merrill Ave Fond du Lac · NEW}Updated! Historic|Spacious
Fond du Lac
10.0 out of 10, Exceptional, (20)
"Great place, we will be back!"
United States
Daniel M.
The price is ￥23,861
￥76,173 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Merrill Ave Fond du Lac · NEW}Updated! Historic|Spacious
Interior
Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-Pool Tables

Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-Pool Tables

Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-Pool Tables
Fond du Lac
The price is ￥311,880
￥822,658 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-Pool Tables
Interior
The Gatsby Getaway - A Charming 100-Year-Old Lakeside Retreat in Beaver Dam!

The Gatsby Getaway - A Charming 100-Year-Old Lakeside Retreat in Beaver Dam!

The Gatsby Getaway - A Charming 100-Year-Old Lakeside Retreat in Beaver Dam!
2.0 star property
Beaver Dam
9.8 out of 10, Exceptional, (19)
"A beautiful home in a peaceful setting. Well appointed, everything we needed and more for a stress free relaxing getaway. Thank you Doug for the wonderful experience."
United States
Marjean P.
The price is ￥31,696
￥81,984 total
includes taxes & fees
Jan 13 - Jan 14, 2026
The Gatsby Getaway - A Charming 100-Year-Old Lakeside Retreat in Beaver Dam!
Apartment (0 Bedroom) | Interior
2 Mi to Lake Winnebago: Cozy Fond du Lac Studio

2 Mi to Lake Winnebago: Cozy Fond du Lac Studio

2 Mi to Lake Winnebago: Cozy Fond du Lac Studio
3.0 star property
Fond du Lac
The price is ￥8,577
￥21,734 total
includes taxes & fees
Jan 6 - Jan 7, 2026
2 Mi to Lake Winnebago: Cozy Fond du Lac Studio
Property grounds
Lakefront Cabin! Arcades, Putt Putt, Close to Golf

Lakefront Cabin! Arcades, Putt Putt, Close to Golf

Lakefront Cabin! Arcades, Putt Putt, Close to Golf
Markesan
9.6 out of 10, Exceptional, (33)
"Very nice place with tons of space for the group to spread out or be together. If you're coming with family, there are endless options for all ages."
United States
Brock P.
The price is ￥110,855
￥223,727 total
includes taxes & fees
Dec 29 - Dec 30
Lakefront Cabin! Arcades, Putt Putt, Close to Golf
Terrace/patio
Modern farmhouse with Wraparound Porch Near the Lake!

Modern farmhouse with Wraparound Porch Near the Lake!

Modern farmhouse with Wraparound Porch Near the Lake!
Green Lake
9.6 out of 10, Exceptional, (27)
"Great property. Clean and comfortable. Will definitely stay again when our group is in town "
United States
Tim O.
The price is ￥36,068
￥75,885 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Modern farmhouse with Wraparound Porch Near the Lake!
Property grounds
Close to the big events in Oshkosh when you stay at Doty Landings

Close to the big events in Oshkosh when you stay at Doty Landings

Close to the big events in Oshkosh when you stay at Doty Landings
Oshkosh
9.0 out of 10, Wonderful, (4)
"Great stay!"
United States
Brian L.
The price is ￥58,553
￥76,493 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Close to the big events in Oshkosh when you stay at Doty Landings
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 Waupun Hotel Reviews

Super 8 by Wyndham Beaver Dam

Super 8 by Wyndham Beaver Dam

10/10 Excellent
"It was clean ,Staff was curteous as always when I travel to the area to work its my first choice stay....The cost is efficient and not reageous as the others in that area.."
Tawanda 2-night trip
Posted 3 days ago
Super 8 by Wyndham Beaver Dam

Find out more about Waupun

Search for holiday rentals in Waupun on Expedia! You can easily find your home rentals, villas, holiday apartments in Waupun using one of the methods below:

  • View our selection of featured holiday rentals in Waupun
  • Use the map to find apartments and other holiday homes in the Waupun neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Waupun while they last

Look no further and take a look at our great range of rental properties in Waupun!

Frequently asked questions

Are there vacation rentals in Waupun?

Yes, we have vacation rentals close to top sights in Waupun, or you can go with a more remote option if you're looking for a relaxing stay. Waupun is known for its restaurants and shopping. Make sure you have time to check out the golf courses and coffeehouses during your trip.

What's the top vacation rental that Waupun has to offer?

Awesome Lake Getaway On Beautiful Green Lake: This vacation home rental near Waupun is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Waupun?

Expedia has 5 vacation rentals for your stay in Waupun.

What can I see and do in Waupun?

Shaler Memorial Park and Waupan Dog Park are a couple of scenic spots to enjoy the outdoors, whereas Waupun Heritage Museum is one of the cultural attractions. While here, Rock River Country Club and End of the Trail Statue are other places worth a visit.

What are vacation rentals like in Waupun?

Vacation rentals are privately owned properties you can stay in for several days or longer in Waupun. Vacation rentals offer extras like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for family trips or small group gatherings.