Photo by Eric & Kristy's Adventures

Waupun Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Waupun

Lakefront! Huge Game RM + Chefs Kitchen! Sleep 40!
10.0 out of 10, Exceptional, (68)
"Awesome place! Emily is a great host and all instructions were extremely clear!"
Lakefront! Huge Game RM + Chefs Kitchen! Sleep 40!
Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location
10.0 out of 10, Exceptional, (25)
"We had an excellent stay. The place was clean and hot tub was warmed up for us upon arrival. Check-in/out was seamless. The game room was a great place to hang out with friends. "
Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location
Spacious water front property located on Big Green Lake
9.6 out of 10, Exceptional, (54)
"Great location!"
Spacious water front property located on Big Green Lake
Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater
4.0 star property
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 ."
The price is AU$5,051
includes taxes & fees
27 Oct - 28 Oct
Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater
Last minute SALE 8/24-8/28!
9.8 out of 10, Exceptional, (89)
"Beautiful property. Very well appointed home. "
Last minute SALE 8/24-8/28!
Cozy Cabin | Lake Access, Kayaks/Bikes, Huge Yard!
9.8 out of 10, Exceptional, (20)
"This is the second time staying here and it was wonderful. It has a beautiful view of lake"
Cozy Cabin | Lake Access, Kayaks/Bikes, Huge Yard!
Lakefront Cabin! Arcades, Putt Putt, Close to Golf
9.6 out of 10, Exceptional, (31)
"My family and I found your house very comfortable to stay at. "
The price is AU$1,309
includes taxes & fees
2 Nov - 3 Nov
Lakefront Cabin! Arcades, Putt Putt, Close to Golf
Charming Cottage Two Blocks from Downtown
10.0 out of 10, Exceptional, (156)
"We had a great experience staying at the cottage again. Great location for walking to town, short drive to golf, excellent hosts, and a spacious and comfortable home!"
The price is AU$1,381
includes taxes & fees
13 Nov - 14 Nov
Charming Cottage Two Blocks from Downtown
Lake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen]
9.8 out of 10, Exceptional, (166)
"This is the most lovely lot and lake house! Loved our time here "
Lake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen]
Retreat on Lake Winnebago
9.8 out of 10, Exceptional, (125)
"This property was amazing. It had so many nice extras! Kitchen had most things I have at home. Katie is an amazing host and always responded quickly prior to staying at her property. We would definitely stay again. The property is so relaxing and peaceful. Also very friendly neighbors "
Retreat on Lake Winnebago
Cabin Oasis on Lake Winnebago "Minutes from EAA"
10.0 out of 10, Exceptional, (30)
"Staying at this cabin exceeded our expectations. The location was perfect, the cabin cozy and clean, and our host “Josh” was fantastic - went above and beyond. Our stay was magnificent. We highly recommend staying here!"
Cabin Oasis on Lake Winnebago "Minutes from EAA"
Country home with flowing river
9.0 out of 10, Wonderful, (155)
"Everything was excellent! Extremely clean. We were in town to visit family and it was perfect for our needs. Nice little bench next to the river."
The price is AU$260
includes taxes & fees
16 Oct - 17 Oct
Country home with flowing river
RiverFront Cottage>Private Pier>Firepit & Wildlife
10.0 out of 10, Exceptional, (38)
"We loved this quiet getaway! Simply perfect and simple. Great sunsets and rainbows! "
The price is AU$336
includes taxes & fees
20 Oct - 21 Oct
RiverFront Cottage>Private Pier>Firepit & Wildlife
Beautiful lakefront, Newly Remodeled Lower Level!
9.6 out of 10, Exceptional, (187)
"Perfect place on a gorgeous lake! Hustisford was adorable and we enjoyed our visit! Thank you for sharing!"
Beautiful lakefront, Newly Remodeled Lower Level!
Gorgeous Lake House on Little Green Lake
10.0 out of 10, Exceptional, (23)
"It was an amazing property and the owners were very responsive and helpful throughout the entire trip!"
Gorgeous Lake House on Little Green Lake
4 Bdrm 4 Bath Lake front Lake Sinissippi home
10.0 out of 10, Exceptional, (43)
"Great place! Perfect for multi family vacation. Lots of activitys for the kids to play. The host is very helpful."
4 Bdrm 4 Bath Lake front Lake Sinissippi home
Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-Pool Tables
The price is AU$8,187
includes taxes & fees
16 Oct - 17 Oct
Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-Pool Tables
Lake Home with Frontage on Green Lake
9.6 out of 10, Exceptional, (41)
"We enjoyed our stay"
Lake Home with Frontage on Green Lake
Modern farmhouse with Wraparound Porch Near the Lake!
9.6 out of 10, Exceptional, (26)
"Great property, very spacious, walking distance to restaurants in Green Lake"
The price is AU$753
includes taxes & fees
21 Oct - 22 Oct
Modern farmhouse with Wraparound Porch Near the Lake!
Rustic Cabin | LakeAccess, Kayaks, Bikes, Arcades
10.0 out of 10, Exceptional, (26)
"Great place and responsive host! Highly recommend."
Rustic Cabin | LakeAccess, Kayaks, Bikes, Arcades
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Waupun Hotel Reviews

Find out more about Waupun

Everything you need to know about Waupun 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 Waupun holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Waupun holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Waupun holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Waupun. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Waupun 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 Waupun holiday rentals we have selected for you start as low as AU$260 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Waupun rentals

At Expedia, we put the best Waupun 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 Waupun 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 Waupun 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 Waupun. 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

Are there holiday rentals in Waupun?

Yes, there are holiday rentals close to the most popular sights in Waupun, or you can select a more secluded 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 coffee shops during your trip.

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

Lakefront! Huge Game RM + Chefs Kitchen! Sleep 40!: This holiday home rental outside of Waupun is located on the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Waupun?

Expedia has 5 holiday 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 Waupun Veterans Memorial are other places worth a visit.

What are holiday rentals like in Waupun?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Waupun. Holiday rentals offer amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for family trips or small group gatherings.