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Waupun Vacation Rentals

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Oct 25 - Oct 26
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Oct 26 - Oct 27
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Oct 31 - Nov 2
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Nov 7 - Nov 9

Vacation Rentals in Waupun

Fridge, microwave, oven, stovetop
Lakefront! Huge Game RM + Chefs Kitchen! Sleep 40!
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!"
United States
Brady F.
Lakefront! Huge Game RM + Chefs Kitchen! Sleep 40!
Exterior
Awesome Lake Getaway On Beautiful Green Lake
Awesome Lake Getaway On Beautiful Green Lake
9.6 out of 10, Exceptional, (87)
"This was a very comfortable home with great lake frontage. Views from the living room were beautiful and our children and grandchildren enjoyed time in the lake. "
United States
Laura B.
Awesome Lake Getaway On Beautiful Green Lake
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
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 ."
United States
Brenda J.
The price is ￥275,148
￥498,281 total
includes taxes & fees
Nov 3 - Nov 4
Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater
Smart TV, fireplace, books, stereo
Last minute SALE 8/24-8/28!
Last minute SALE 8/24-8/28!
9.8 out of 10, Exceptional, (89)
"Beautiful property. Very well appointed home. "
United States
Carolyn M.
Last minute SALE 8/24-8/28!
Fridge, microwave, oven, stovetop
Spacious water front property located on Big Green Lake
Spacious water front property located on Big Green Lake
9.6 out of 10, Exceptional, (54)
"Great location!"
United States
Nick B.
Spacious water front property located on Big Green Lake
Beach nearby
Charming Cottage Two Blocks from Downtown
Charming Cottage Two Blocks from Downtown
10.0 out of 10, Exceptional, (157)
"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!"
United States
Chuck W.
The price is ￥59,615
￥135,510 total
includes taxes & fees
Nov 11 - Nov 12
Charming Cottage Two Blocks from Downtown
Dining
Cozy Cabin | Lake Access, Kayaks/Bikes, Huge Yard!
Cozy Cabin | Lake Access, Kayaks/Bikes, Huge Yard!
9.8 out of 10, Exceptional, (22)
"Great little cabin!"
United States
Vanessa D.
Cozy Cabin | Lake Access, Kayaks/Bikes, Huge Yard!
Property grounds
Retreat on Lake Winnebago
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 "
United States
Colette F.
Retreat on Lake Winnebago
Exterior
Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location
Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location
10.0 out of 10, Exceptional, (26)
"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. "
United States
Matt B.
Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location
Exterior
Cabin Oasis on Lake Winnebago "Minutes from EAA"
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!"
United States
Helen J.
Cabin Oasis on Lake Winnebago "Minutes from EAA"
Outdoor dining
Lake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen]
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 "
United States
Alison G.
Lake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen]
Aerial view
The Little Lake House - Private/Secluded Pennisula - Lake Winnebago
The Little Lake House - Private/Secluded Pennisula - Lake Winnebago
9.0 out of 10, Wonderful, (72)
"Everything as described, nice and quiet, relaxing!"
United States
Jason B.
The Little Lake House - Private/Secluded Pennisula - Lake Winnebago
Outdoor dining
Country home with flowing river
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."
United States
Kristen G.
The price is ￥21,248
￥25,643 total
includes taxes & fees
Oct 26 - Oct 27
Country home with flowing river
Outdoor dining
Rustic Cabin | LakeAccess, Kayaks, Bikes, Arcades
Rustic Cabin | LakeAccess, Kayaks, Bikes, Arcades
10.0 out of 10, Exceptional, (26)
"Great place and responsive host! Highly recommend."
United States
Hugh G.
Rustic Cabin | LakeAccess, Kayaks, Bikes, Arcades
3 bedrooms, in-room safe, free WiFi, bed sheets
Beautiful lakefront, Newly Remodeled Lower Level!
Beautiful lakefront, Newly Remodeled Lower Level!
9.6 out of 10, Exceptional, (188)
"Perfect place on a gorgeous lake! Hustisford was adorable and we enjoyed our visit! Thank you for sharing!"
United States
Glen W.
Beautiful lakefront, Newly Remodeled Lower Level!
Property grounds
Lakefront Cabin! Arcades, Putt Putt, Close to Golf
Lakefront Cabin! Arcades, Putt Putt, Close to Golf
9.6 out of 10, Exceptional, (31)
"Perfect place for a large group of all ages! Emily was an amazing host and we highly recommend her house. There was so much to do, the house was clean and accommodating, and the outdoor scene was beautiful!"
United States
Amanda K.
The price is ￥29,915
￥126,865 total
includes taxes & fees
Oct 26 - Oct 27
Lakefront Cabin! Arcades, Putt Putt, Close to Golf
Outdoor dining
4 Bdrm 4 Bath Lake front Lake Sinissippi home
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."
United States
Lee K.
4 Bdrm 4 Bath Lake front Lake Sinissippi home
Smart TV, fireplace, books
Serene Cottage with view of Green Lake
Serene Cottage with view of Green Lake
10.0 out of 10, Exceptional, (43)
"Very nice and peaceful and comfortable place had a great time with everyone in the house together would highly recommend this rental "
United States
peter
Serene Cottage with view of Green Lake
Terrace/patio
Modern farmhouse with Wraparound Porch Near the Lake!
Modern farmhouse with Wraparound Porch Near the Lake!
9.6 out of 10, Exceptional, (27)
"Great property, very spacious, walking distance to restaurants in Green Lake"
United States
Tim O.
The price is ￥36,182
￥75,615 total
includes taxes & fees
Nov 4 - Nov 5
Modern farmhouse with Wraparound Porch Near the Lake!
Fridge, microwave, oven, stovetop
Modern Lake house on Lake winnebago
Modern Lake house on Lake winnebago
10.0 out of 10, Exceptional, (11)
"Great location and very well accommodated with all amenities needed for a 4 bedroom house! Will be back! "
Canada
Tracey
Modern Lake house on Lake winnebago
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

Cobblestone Suites Oshkosh

Cobblestone Suites Oshkosh

10/10 Excellent
"Loved the hot tub in the room. The room was clean. The kitchen area was nice to have. "
Alma 2-night trip
Posted 2 days ago
Cobblestone Suites Oshkosh

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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  • 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?

Lakefront! Huge Game RM + Chefs Kitchen! Sleep 40!: This vacation home rental near Waupun is located on the beach and has a balcony, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 Waupun Veterans Memorial 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.