A lake with various birds, including pelicans and seagulls, and surrounding tall grasses and trees.

Waupun Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Waupun holiday rentals

A wooden deck with a railing, a door leading outside, and string lights in the background.

1. Beautiful 2 Bedroom Duplex

Beautiful 2 Bedroom Duplex
Fond du Lac
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful place worked so perfectly for our family and small dog. "
United States
Marn C.
The price is AU$447
includes taxes & fees
13 Nov - 14 Nov
Beautiful 2 Bedroom Duplex
Three Adirondack chairs on a wooden deck with a view of the sunset over a body of water.

2. The Gatsby Getaway - Your Charming 100 Year Old Lakeside Retreat in Beaver Dam

The Gatsby Getaway - Your Charming 100 Year Old Lakeside Retreat in Beaver Dam
Beaver Dam
10.0 out of 10, Exceptional, (34 reviews)
"Host was excellent and amenities were great! "
United States
Andre V.
The price is AU$749
includes taxes & fees
16 Nov - 17 Nov
The Gatsby Getaway - Your Charming 100 Year Old Lakeside Retreat in Beaver Dam
Two wicker rocking chairs with blue cushions, a metal fire pit with logs, and a pond in the background.

3. Pontoon Included with Cottage! Boat or JetSki Lake Winnebago! Package Deal!

Pontoon Included with Cottage! Boat or JetSki Lake Winnebago! Package Deal!
Fond du Lac
10.0 out of 10, Exceptional, (1 review)
"My husband and I just had the absolute best stay at this amazing little cottage on the Fond du Lac River! If you are looking for a perfect getaway just down the river from Lake Winnebago, this is absolutely the place to book.The cottage itself is incredibly cute, beautifully decorated, and was spotless when we arrived. The host has thought of everything to make it feel like a home away from home. We spent our days making full use of the kayaks (provided by host at no charge) and fishing right...
United States
Dani H.
The price is AU$2,563
includes taxes & fees
6 Nov - 7 Nov
Pontoon Included with Cottage! Boat or JetSki Lake Winnebago! Package Deal!
Two wicker rocking chairs with blue cushions, a metal fire pit with logs, and a pond in the background.

4. Boat or WaveRunner Rentals available next door! Relax or Explore Lake Winnebago!

Boat or WaveRunner Rentals available next door! Relax or Explore Lake Winnebago!
Fond du Lac
10.0 out of 10, Exceptional, (1 review)
"Excellent stay! We couldn’t be happier with our time at this cottage. We enjoyed using their four complimentary kayaks (they had life jackets and paddles for us), had a fire at night (host supplied free chopped firewood), grilled out burgers on the grill, and rented a pontoon boat and wave runner (Lake Winnebago Boat & WaveRunner Rentals is next door. The host (Brad) who owns this cottage also owns the boat rental place next door). We even did some fishing (there is a bait shop also next door)...
United States
Magen S.
The price is AU$1,284
includes taxes & fees
6 Nov - 7 Nov
Boat or WaveRunner Rentals available next door! Relax or Explore Lake Winnebago!
A kitchen with wooden cabinets, a sink, and a window.

5. Cozy 1-bedroom house w/ Washer and dryer available

Cozy 1-bedroom house w/ Washer and dryer available
Fond du Lac
8.8 out of 10, Excellent, (3 reviews)
"Priced high due to EAA week. Only about 20 minutes from Oshkosh. Very clean."
United States
Leslie W.
The price is AU$333
includes taxes & fees
2 Nov - 3 Nov
Cozy 1-bedroom house w/ Washer and dryer available
A modern kitchen with dark cabinets, a stone backsplash, a stainless steel sink, a microwave, a toaster, and a coffee maker.

6. Relaxing 2BR Home • Massage Shower • Near Lake

Relaxing 2BR Home • Massage Shower • Near Lake
Fond du Lac
9.2 out of 10, Wonderful, (5 reviews)
"Awesome place, we will be staying here again when back in the area."
United States
Daniel M.
The price is AU$376
includes taxes & fees
1 Nov - 2 Nov
Relaxing 2BR Home • Massage Shower • Near Lake
A kitchen with wooden cabinets, a granite countertop, and a view of a white pickup truck outside.

7. 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
Fond du Lac
10.0 out of 10, Exceptional, (1 review)
"Great Place to stay with group of friends! Very clean and well kept place with lots to do outside highly recommend this place! Will be staying here again."
United States
Dylan
The price is AU$987
includes taxes & fees
11 Nov - 12 Nov
Cabin on Lake 75 Acre Lake: Couples Get Away or Fun Family Vacation
A spacious living room with a stone fireplace, large windows, and a ceiling fan.

8. Spacious 4-bedroom house in welcoming Fox Lake across with beautiful lake views

Spacious 4-bedroom house in welcoming Fox Lake across with beautiful lake views
Fox Lake
The price is AU$745
includes taxes & fees
1 Nov - 2 Nov
Spacious 4-bedroom house in welcoming Fox Lake across with beautiful lake views
A sunroom with a hanging chair, a blue chair, and a small table with plants.

9. Merrill Ave Fond du Lac · Updated! Historic|Spacious

Merrill Ave Fond du Lac · Updated! Historic|Spacious
Fond du Lac
10.0 out of 10, Exceptional, (25 reviews)
"Good place and solid hosts, thank you!"
United States
Daniel M.
The price is AU$628
includes taxes & fees
10 Nov - 11 Nov
Merrill Ave Fond du Lac · Updated! Historic|Spacious
A spacious indoor swimming pool with a high ceiling and a balcony overlooking the pool area.

10. Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-PoolTables

Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-PoolTables
Fond du Lac
The price is AU$4,906
includes taxes & fees
1 Nov - 2 Nov
Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-PoolTables
A living room with a sofa, two armchairs, a coffee table, and a large window with a view of trees.

11. RiverFront Cottage>Private Pier>Firepit & Wildlife

RiverFront Cottage>Private Pier>Firepit & Wildlife
Princeton
10.0 out of 10, Exceptional, (47 reviews)
"Cute property nicely located overlooking a beautiful marsh and river! Definitely recommend. Great value. Perfect for a couple. Recommended to host that window coverings be placed over picture window and patio door as well for privacy and security on riverside."
United States
Victoria J.
The price is AU$334
includes taxes & fees
1 Nov - 2 Nov
RiverFront Cottage>Private Pier>Firepit & Wildlife
A spacious, multi-level interior with a balcony, a laundry room, and various decorative items.

12. Gleason's Chouse

Gleason's Chouse
Campbellsport
10.0 out of 10, Exceptional, (51 reviews)
"We had a wonderful stay! Loved the decor! Connie and Jim are wonderful hosts."
United States
Sara Z.
The price is AU$281
includes taxes & fees
1 Nov - 2 Nov
Gleason's Chouse
A serene park with a pond, lush green grass, and a house in the background.

13. Country home with flowing river

Country home with flowing river
Pardeeville
9.0 out of 10, Wonderful, (180 reviews)
"Great stay and a wonderful property, look forward to staying again"
United States
Nate S.
The price is AU$228
includes taxes & fees
2 Nov - 3 Nov
Country home with flowing river
A wooden deck with a railing overlooking a grassy area with a view of the sunset over a body of water.

14. The Quiet Drake on Puckaway Lake

The Quiet Drake on Puckaway Lake
Marquette
10.0 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay at this lakefront cabin! The house was very clean, comfortable, and had everything we needed. The area was incredibly peaceful and relaxing, with a beautiful view of the lake. We really enjoyed our time here and would definitely stay again. Highly recommended!"
United States
VASYL S.
The price is AU$414
includes taxes & fees
7 Nov - 8 Nov
The Quiet Drake on Puckaway Lake
A modern kitchen with white cabinetry, a wooden table, a wicker basket, and a hanging light fixture.

15. Carefully curated and walkable to all Princeton has to offer.

Carefully curated and walkable to all Princeton has to offer.
Princeton
10.0 out of 10, Exceptional, (8 reviews)
"Very clean and affordable. "
United States
Josh S.
The price is AU$500
includes taxes & fees
1 Nov - 2 Nov
Carefully curated and walkable to all Princeton has to offer.
Exterior

16. Brilliant 5-bedroom house with AC in charming Princeton

Brilliant 5-bedroom house with AC in charming Princeton
Princeton
10.0 out of 10, Exceptional, (2 reviews)
"The home was perfect for a 2 day fall golf getaway!!! Everyone had plenty of space in their own room and great areas for socializing!"
United States
Brian G.
The price is AU$529
includes taxes & fees
14 Nov - 15 Nov
Brilliant 5-bedroom house with AC in charming Princeton
A two-story house with a porch, surrounded by lush greenery and flowering plants.

17. Victorian Home for 14 • Walk to Town & Lake • 6 En-Suite Bedrooms • 5 Fireplaces

Victorian Home for 14 • Walk to Town & Lake • 6 En-Suite Bedrooms • 5 Fireplaces
Green Lake
10.0 out of 10, Exceptional, (6 reviews)
"Fantastic property! Everyone loved having their own bathroom and space. The games in the basement were great. We really enjoyed just sitting in the porch and relaxing. Highly recommend!"
United States
Curt M.
Victorian Home for 14 • Walk to Town & Lake • 6 En-Suite Bedrooms • 5 Fireplaces
A living room with a sofa, a coffee table, and a TV.

18. Charming 3bedroom - Sleeps 10 - Laundry Available

Charming 3bedroom - Sleeps 10 - Laundry Available
Fond du Lac
7.0 out of 10, Good, (4 reviews)
"We needed a place to sleep while we were volunteering at the Osh Kosh Air Show Sea Plane Base. This house fit the bill. We worked such long days that we literally slept and took showers, we didn’t even eat there. The house was very clean. It had a comfortable bed and a large bathroom. The owner was very nice and very easy to communicate with, which we really appreciated!"
United States
LeeAnn H.
The price is AU$529
includes taxes & fees
15 Nov - 16 Nov
Charming 3bedroom - Sleeps 10 - Laundry Available
A gazebo with a metal roof and picnic tables in a park with bare trees and a sunset over a body of water.

19. 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 reviews)
"Great stay!"
United States
Brian L.
The price is AU$685
includes taxes & fees
13 Nov - 14 Nov
Close to the big events in Oshkosh when you stay at Doty Landings
A modern kitchen with white cabinetry, a marble countertop, and a central island with bar stools.

20. Green Lake's Boutique Spa Retreat

Green Lake's Boutique Spa Retreat
Green Lake
The price is AU$939
includes taxes & fees
1 Nov - 2 Nov
Green Lake's Boutique Spa Retreat
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

Baymont inn by Wyndham Oshkosh Airport

Baymont inn by Wyndham Oshkosh Airport

10/10 Excellent
"Great booking and value! Will definitely return!"
Rochelle 1-night trip
Posted 3 hours ago
Baymont inn by Wyndham Oshkosh Airport

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$241 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?

Country home with flowing river: This holiday home rental outside of Waupun is located in the mountains, 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 full-sized fridge, a stovetop and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a private garden and a selection of games.

How many holiday rentals are there in Waupun?

Expedia has 4 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 End of the Trail Statue 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.