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

Waupun Vacation Rentals

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Check prices for these dates

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

Our top choices for Waupun vacation 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 ￥25,052
￥48,539 total
includes taxes & fees
Nov 4 - Nov 5
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 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 ￥28,361
￥287,202 total
includes taxes & fees
Nov 7 - Nov 8
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 ￥31,512
￥141,813 total
includes taxes & fees
Nov 7 - Nov 8
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 ￥16,547
￥35,054 total
includes taxes & fees
Nov 2 - Nov 3
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)
"Our host is an EXCELLENT communicator. We had no issues with check-in. Unfortunately we did NOT stay over night as we had a family emergency that required us to leave immediately."
United States
RB L.
The price is ￥16,566
￥39,905 total
includes taxes & fees
Nov 11 - Nov 12
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 ￥7,878
￥108,379 total
includes taxes & fees
Nov 2 - Nov 3
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 ￥73,313
￥85,492 total
includes taxes & fees
Nov 2 - Nov 3
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 ￥23,776
￥70,263 total
includes taxes & fees
Nov 10 - Nov 11
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 ￥142
￥535,937 total
includes taxes & fees
Nov 2 - Nov 3
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 ￥15,598
￥35,074 total
includes taxes & fees
Nov 2 - Nov 3
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 ￥22,374
￥31,085 total
includes taxes & fees
Nov 2 - Nov 3
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 ￥21,901
￥25,101 total
includes taxes & fees
Nov 3 - Nov 4
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 ￥19,235
￥46,882 total
includes taxes & fees
Nov 7 - Nov 8
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 ￥31,670
￥54,357 total
includes taxes & fees
Nov 2 - Nov 3
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 ￥33,891
￥56,868 total
includes taxes & fees
Nov 2 - Nov 3
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.
The price is ￥65,797
￥152,192 total
includes taxes & fees
Nov 2 - Nov 3
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 ￥22,125
￥56,407 total
includes taxes & fees
Nov 29 - Nov 30
Charming 3bedroom - Sleeps 10 - Laundry Available
A kitchen with wooden cabinets, a stainless steel refrigerator, a granite countertop, and a dining area with chairs and a table.

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 ￥59,085
￥73,746 total
includes taxes & fees
Nov 9 - Nov 10
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 ￥70,902
￥100,662 total
includes taxes & fees
Nov 2 - Nov 3
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

AmericInn by Wyndham Waupun

AmericInn by Wyndham Waupun

8/10 Good
"Good breakfast I loved the waffles."
laurie 1-night trip
Posted 3 hours ago
AmericInn by Wyndham Waupun

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
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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?

Country home with flowing river: This vacation home rental near Waupun is located in the mountains and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a private yard and a selection of games.

How many vacation rentals are there in Waupun?

Expedia has 4 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.