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Holiday Homes in Oshkosh

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Featured Holiday Homes in Oshkosh and around

3-Bedroom House Steps From Town and Waterfront!

3-Bedroom House Steps From Town and Waterfront!

Lakefront! Huge Game RM + Chefs Kitchen! Sleep 40!

10.0 out of 10, Exceptional, (63)
"12 family members 23-78 years old thoroughly enjoyed the property and the views so much for the last 5 days! Would definitely return!"
Lakefront! Huge Game RM + Chefs Kitchen! Sleep 40!

'Twilight' - Just a few steps down to Lake Winnebago!

10.0 out of 10, Exceptional, (17)
"Perfect place to stay during the EAA Oshkosh Airventure. Perfect area, nice place, great amenities."
'Twilight' - Just a few steps down to Lake Winnebago!

Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh.

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay! Spacious house, lots of packing space. Complimentary water bottles in the fridge came in very handy. The pony on the property was very cute."
The price is €295
includes taxes & fees
14 Aug - 15 Aug
Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh.

Lake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen]

10.0 out of 10, Exceptional, (161)
"Fantastic stay, Jason was a great host."
Lake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen]

Lakefront 2-bed house in Oshkosh with dock!

10.0 out of 10, Exceptional, (26)
"Fabulous place. So nice after a long workday "
Lakefront 2-bed house in Oshkosh with dock!

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

9.6 out of 10, Exceptional, (360)
"Always a wonderful stay! Was very clean and the sunset was amazing! Thank you for another great time at the lake. "
The price is €344
includes taxes & fees
8 Sept - 9 Sept
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Retreat on Lake Winnebago

9.8 out of 10, Exceptional, (121)
"6 of us had a great time at the property, location was excellent for where we were spearing, will definitely be back next year. "
Retreat on Lake Winnebago

7 Mi to Eldorado Marsh: Family Home w/ Pool

10.0 out of 10, Exceptional, (1)
"I was in awe. The place is BEAUTIFUL the backyard with all the trees is breathtaking The house is very cute and if you think you may have forgotten something——- just look around she probably has it. I recommend it to anyone who wants peace and quite by a little fire"
7 Mi to Eldorado Marsh: Family Home w/ Pool

Peaceful Riverfront - all amenities for fishing or friends/family getaway!

10.0 out of 10, Exceptional, (5)
"Great experience and would recommend!"
The price is €279
includes taxes & fees
11 Sept - 12 Sept
Peaceful Riverfront - all amenities for fishing or friends/family getaway!

Late Summer Retreat • Firepit • Lake • Downtown!

9.6 out of 10, Exceptional, (11)
"Very nice and quiet stay with a great view of the lake!"
The price is €370
includes taxes & fees
17 Aug - 18 Aug
Late Summer Retreat • Firepit • Lake • Downtown!

Steps from Downtown

9.8 out of 10, Exceptional, (40)
"Nice Place. Clean comfortable. Nice decorations. Middle bedroom is very comfortable but the bed is a little on the small side. "
Steps from Downtown

Spacious water front property located on Big Green Lake

9.6 out of 10, Exceptional, (52)
"This place was amazing and was perfect for out annual trip. "
Spacious water front property located on Big Green Lake

Lake Winnebago waterfront 3 bedroom Log home on a private lot with a great view!

10.0 out of 10, Exceptional, (40)
"Great place to stay"
Lake Winnebago waterfront 3 bedroom Log home on a private lot with a great view!

Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly

9.8 out of 10, Exceptional, (23)
"We had an absolutely wonderful stay. The whole family LOVED this house and we will definitely be back. "
The price is €355
includes taxes & fees
1 Sept - 2 Sept
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly

Charming 4 Bedroom Historic Home Centrally located in Northeastern Wisconsin

10.0 out of 10, Exceptional, (4)
"Beautiful, well maintained historic home. It is very comfortable and equipped with everything needed plus a few great extras."
Charming 4 Bedroom Historic Home Centrally located in Northeastern Wisconsin

Peaceful Home in Heart of Oshkosh!

10.0 out of 10, Exceptional, (17)
"My fellow nursing students and I loved staying here during our clinical rotation at the Winnebago Mental Health Institute. It was very clean, bright, and inviting. I would absolutely stay here again."
The price is €257
includes taxes & fees
27 Aug - 28 Aug
Peaceful Home in Heart of Oshkosh!

Well maintained home. Close to events. EAA, Packer games, Mile of Music.

9.8 out of 10, Exceptional, (19)
"Great place to stay due EAA Airventure"
Well maintained home. Close to events. EAA, Packer games, Mile of Music.

Walk to Lake: Family Getaway w/ Yard in Menasha!

10.0 out of 10, Exceptional, (6)
"Clean, inviting, exactly as listing shows, big yard, big basement, and very well stocked. Absolutely zero issues and everything was exactly as expected. Definitely recommend and would stay again. Thank you!"
Walk to Lake: Family Getaway w/ Yard in Menasha!

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

10.0 out of 10, Exceptional, (14)
"The house was very cozy and accommodating. It was well stocked and very clean. Thanks for allowing us to stay in your home. "
Merrill Ave Fond du Lac · NEW}Updated! Historic|Spacious
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 Oshkosh Hotel Reviews