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Oshkosh Holiday Rentals

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Check prices for these dates

Tonight
24 Nov - 25 Nov
Tomorrow
25 Nov - 26 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Holiday Rentals in Oshkosh

Property grounds
Retreat on Lake Winnebago

Retreat on Lake Winnebago

Oshkosh
9.8 out of 10, Exceptional, (127)
"Great Lake property with all the amenities in a nice quiet cove!Very clean and well kept!Host Katie was very accommodating and easy to work with!"
United States
Scott S.
Retreat on Lake Winnebago
Interior
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12

Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12

Oshkosh
10.0 out of 10, Exceptional, (35)
"We had an amazing stay here for my sisters bachelorette weekend. House has so much character and charm! Clean and accommodating. Cute welcome gift! We will definitely be staying here again! "
United States
Bailey L.
The price is HK$4,670
HK$6,140 total
includes taxes & fees
25 Nov - 26 Nov
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12
Terrace/patio
Lakefront 2-bed house in Oshkosh with dock!

Lakefront 2-bed house in Oshkosh with dock!

Oshkosh
10.0 out of 10, Exceptional, (37)
"This property is absolutely fantastic. Great location, comfortable bedding, and a gorgeous lake"
United States
Russell G.
Lakefront 2-bed house in Oshkosh with dock!
Paper towels
Perfect Lake House to gather with Friends and Family. Come make some memories!!

Perfect Lake House to gather with Friends and Family. Come make some memories!!

Oshkosh
9.0 out of 10, Wonderful, (14)
"Comfortable home in a great location"
United States
Rosa R.
Perfect Lake House to gather with Friends and Family. Come make some memories!!
Smart TV, table football
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.

Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.

Oshkosh
9.6 out of 10, Exceptional, (49)
"Nice place very accommodating "
United States
Linda M.
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
1 bedroom, desk, WiFi, bed sheets
Luxury In A Quaint Little Package

Luxury In A Quaint Little Package

Oshkosh
8.0 out of 10, Very good, (9)
"Communication was amazing and they were very accommodating! "
United States
Brittany K.
The price is HK$981
HK$1,307 total
includes taxes & fees
27 Nov - 28 Nov
Luxury In A Quaint Little Package
Interior
Late Summer Retreat • Firepit • Lake • Downtown!

Late Summer Retreat • Firepit • Lake • Downtown!

Oshkosh
9.6 out of 10, Exceptional, (13)
"Was a great place for our Oshkosh fly in stay! "
United States
William N.
The price is HK$3,113
HK$5,165 total
includes taxes & fees
1 Dec - 2 Dec
Late Summer Retreat • Firepit • Lake • Downtown!
Fridge, microwave, oven, stovetop
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago

Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago

2.0 star property
Oshkosh
9.4 out of 10, Exceptional, (3)
"This was the perfect short-notice getaway for us. Pet friendly, extra quiet neighborhood, close to everything. Check in was a breeze, the place was clean. I am verry happy with our stay."
United States
Charles W.
The price is HK$911
HK$1,951 total
includes taxes & fees
25 Nov - 26 Nov
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
Lobby
WolfDen Getaway-Winnebago Channel

WolfDen Getaway-Winnebago Channel

Oshkosh
10.0 out of 10, Exceptional, (84)
"Very nice accommodations. Clean and neat. Will definately stay again."
United States
Dennis S.
WolfDen Getaway-Winnebago Channel
Front of property
La Petit Maison - Lakefront Oshkosh Home!

La Petit Maison - Lakefront Oshkosh Home!

3.0 star property
Oshkosh
La Petit Maison - Lakefront Oshkosh Home!
Property grounds
Chill Lake Channel 'Brewhouse' Townhouse: 2 bedrooms on Lake Winnebago

Chill Lake Channel 'Brewhouse' Townhouse: 2 bedrooms on Lake Winnebago

Oshkosh
10.0 out of 10, Exceptional, (3)
"We had a great time staying herePlenty of room to hang out inAnd for us it easily slept 4 adults Location was close to grocerys / resteraunts etc ."
United States
Michael B.
The price is HK$1,712
HK$2,945 total
includes taxes & fees
26 Nov - 27 Nov
Chill Lake Channel 'Brewhouse' Townhouse: 2 bedrooms on Lake Winnebago
Interior
2 Mi to Dtwn Oshkosh: Canal-front Family Getaway!

2 Mi to Dtwn Oshkosh: Canal-front Family Getaway!

3.0 star property
Oshkosh
2 Mi to Dtwn Oshkosh: Canal-front Family Getaway!
Exterior
Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location

Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location

Oshkosh
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
Outdoor spa tub
New Renovation! Gorgeous Lake Views! Outdoor Hot Tub, Huge open concept rooms!

New Renovation! Gorgeous Lake Views! Outdoor Hot Tub, Huge open concept rooms!

Oshkosh
10.0 out of 10, Exceptional, (9)
"Has a very spacious gathering area. Has a good view of the water. We enjoyed our time there. Oshkosh is a fun little town. "
United States
Jeffrey K.
New Renovation! Gorgeous Lake Views! Outdoor Hot Tub, Huge open concept rooms!
Living area
Sunset Cove 4 Bedroom Home

Sunset Cove 4 Bedroom Home

3.0 star property
Oshkosh
Sunset Cove 4 Bedroom Home
TV, table football
Beautiful home on Lake Winnebago

Beautiful home on Lake Winnebago

Oshkosh
10.0 out of 10, Exceptional, (17)
"We totally enjoyed staying in this gorgeous home with beautiful views of the lake. Very roomy, clean and had everything we needed. We really enjoyed the enclosed back patio."
United States
Christine R.
The price is HK$1,813
HK$3,621 total
includes taxes & fees
25 Nov - 26 Nov
Beautiful home on Lake Winnebago
Private kitchen
The Alex Furnished Rentals

The Alex Furnished Rentals

3.0 star property
Oshkosh
10.0 out of 10, Exceptional, (1)
"If I could give them 10 stars I would. Communication was excellent and prompt. If not right away it was just a few minutes. Apartment was super nice, so welcoming and comfortable. Location is easy to get to, close enough to entertainment yet far enough away to have the peace and quiet for a relaxing wind down. Well equipped apartment with the basics plus a couple of special touches just to make you feel cared for. Highly recommend this place and the company."
United States
Penny
The Alex Furnished Rentals
Fridge, microwave, oven, stovetop
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Winneconne
9.6 out of 10, Exceptional, (377)
"Very quiet and nice property"
United States
John G.
The price is HK$665
HK$1,966 total
includes taxes & fees
25 Nov - 26 Nov
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
Fridge, microwave, oven, stovetop
Lakefront! Huge Game RM + Chefs Kitchen! Sleep 40!

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

Markesan
10.0 out of 10, Exceptional, (69)
"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!
Outdoor dining
Lake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen]

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

Fond du Lac
9.8 out of 10, Exceptional, (166)
"What a great location and place to relax. My family and I really enjoyed this vacation."
United States
Daren T.
Lake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen]
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

DoubleTree by Hilton Appleton

DoubleTree by Hilton Appleton

10/10 Excellent
"Great staff. Awesome food. Pleasant bar."
Daniel 2-night trip
Posted 11 hours ago
DoubleTree by Hilton Appleton

Find out more about Oshkosh

Search for holiday rentals in Oshkosh on Expedia! You can easily find your home rentals, villas, holiday apartments in Oshkosh using one of the methods below:

  • View our selection of featured holiday rentals in Oshkosh
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Look no further and take a look at our great range of rental properties in Oshkosh!

Frequently asked questions

Can I find holiday rentals in Oshkosh?

Yes, there are holiday rentals in Oshkosh close to Hughes Home Maid Chocolates, or you can select a more secluded option if you're looking for a relaxing stay. Travellers who like culture and the arts say Oshkosh is known for its museums and festivals. Allow some time to check out the shops during your trip.

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

Retreat on Lake Winnebago: This highly rated holiday home rental in Oshkosh is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. Some other top choices in Oshkosh are Perfect Lake House to gather with Friends and Family. Come make some memories!! and Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished..

How many holiday rentals will I find in Oshkosh?

With 300 Expedia holiday rentals, you're guaranteed to find just the right place for your Oshkosh stay.

What can I see and do in Oshkosh?

Cultural attractions include Grand Opera House and Paine Art Center and Gardens, whereas Lake Winnebago and Best Friends Dog Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Menominee Nation Arena and Titan Stadium.

What are holiday rentals like in Oshkosh?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oshkosh. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for family gatherings.