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Oshkosh Holiday Rentals

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Holiday Rentals in Oshkosh

Living area
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!!
Interior
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
9.8 out of 10, Exceptional, (29)
"Everything was excellent"
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
Property grounds
Lakefront w/ Private Dock, Kayak & Game Room
10.0 out of 10, Exceptional, (11)
"Fine"
Lakefront w/ Private Dock, Kayak & Game Room
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Property grounds
Stunning Sunrise Waterfront Views on Lake Winnebago
10.0 out of 10, Exceptional, (2)
"The house was nice. The check in process was nice and easy. The location was great and the communication with the host was great."
Stunning Sunrise Waterfront Views on Lake Winnebago
Children's area
WolfDen Getaway-Winnebago Channel
10.0 out of 10, Exceptional, (60)
"Home was beautiful and perfect place to hang out and relax with family during wedding weekend. Room and fun for everyone."
WolfDen Getaway-Winnebago Channel
Fridge, microwave, oven, stovetop
Modern Lake house on Lake winnebago
10.0 out of 10, Exceptional, (2)
"Loved it! Sparkling clean and bright, right on Lake Winnebago on a long narrow fenced property. It's on highway 45 but set back from the road, and traffic is fairly light as most drivers take the faster I-41. We used the two main floor bedrooms. The beds are queen size, very comfortable, with firm mattresses and luxurious bedding. Each bedroom has a closet. One bathroom is on main floor. We hosted a dinner party for 12 at the long table. Very comfortable chairs. A great games table. Kitchen...
Modern Lake house on Lake winnebago
Sun-loungers, beach towels
Retreat on Lake Winnebago
9.8 out of 10, Exceptional, (105)
"The Lake Winnebago property was perfect for our annual fall trip. Our communication with Katie was excellent and prompt! The house was clean and comfortable. Whether it was hanging out and watching some football or relaxing outside by the lake it was just what we needed! We would definitely return! Thanks again a Katie!"
Retreat on Lake Winnebago
Fridge, microwave, oven, stovetop
The Harbor Hideaway.
10.0 out of 10, Exceptional, (36)
"This property is set up so that it is comfortable for everyone even when occupied by a full contingent of guests. A very roomy home. Uncharacteristically for a rental property, the house was decorated with some imagination, the appliances were clearly above average in quality, and everything throughout the house was in good working order. With the seasonally mild weather this year we were able to enjoy a fire in the fire pit with the precut wood provided. Plenty of dishes in the kitchen and...
The price is NZ$847
includes taxes & fees
19 May - 20 May
The Harbor Hideaway.
4 bedrooms, desk, iron/ironing board, free WiFi
“I Think this might be the one!”
“I Think this might be the one!”
TV
Beautiful 3 Bedroom Home By The Water!
The price is NZ$284
includes taxes & fees
21 May - 22 May
Beautiful 3 Bedroom Home By The Water!
Property grounds
NEW! Sleeps 13! Convenient&Close
10.0 out of 10, Exceptional, (4)
"Decorated very cute and comfy"
The price is NZ$859
includes taxes & fees
20 May - 21 May
NEW! Sleeps 13! Convenient&Close
Fridge, microwave, oven, stovetop
The Parkway Paddle: Walking distance to the lake
9.0 out of 10, Wonderful, (15)
"Our weekend went smoothly. Host provided check in information and easily entered the home. We were very pleased. The house was inviting and the rooms were all supplied with comfortable bedding. Home very comfortably can sleep 10. All the necessities were available. I would definately stay here again!"
The Parkway Paddle: Walking distance to the lake
Property grounds
New Renovation! Gorgeous Lake Views! Outdoor Hot Tub, Huge open concept rooms!
The price is NZ$1,234
includes taxes & fees
16 Jun - 17 Jun
New Renovation! Gorgeous Lake Views! Outdoor Hot Tub, Huge open concept rooms!
Terrace/patio
Lake Winnebago Waterfront Cottage W/Hot Tub
10.0 out of 10, Exceptional, (122)
"The property was exactly as described and the host was wonderful! We thoroughly enjoyed our stay and hope to return. There are lots of things to do nearby or you can just stay at the house and relax!"
Lake Winnebago Waterfront Cottage W/Hot Tub
Property grounds
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
9.6 out of 10, Exceptional, (304)
"This is our fourth stay and feels like a home away from home! We love it here!! A true gem! the owners are great"
The price is NZ$585
includes taxes & fees
22 May - 23 May
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
4 bedrooms, in-room safe, desk, free WiFi
Charming Fox River Frontage - Fishing, boating, canoeing, FUN!
8.6 out of 10, Excellent, (21)
"Beautiful older home that is cozy on the water. It was perfect to meet our coupled friends for a Packer game."
Charming Fox River Frontage - Fishing, boating, canoeing, FUN!
Property grounds
Secluded Lake House Retreat - Book Now!
9.4 out of 10, Exceptional, (29)
"We had a great time - this rental totally met our needs. I do have a couple of suggestions... I'd recommend getting a full size shower curtain even though the shower is a smaller size... it is just not wide enough to close to keep the water in the shower while you are in there. We ended up buying garbage bags because we couldn't find them (in basement) and we didn't have wash cloths or kitchen towels. We got creative there too. Beds were comfy, heat was set warm when we arrived and even though...
The price is NZ$488
includes taxes & fees
30 May - 31 May
Secluded Lake House Retreat - Book Now!
2 bedrooms, WiFi
Cute little house on the River/Lake Trail
10.0 out of 10, Exceptional, (2)
"Wonderful area, very nice accommodations, we would return if possible. Lots of birdsong, white pelicans, we saw a group of sturgeons. Our host answered our questions when asked. Reading lights by the couch, bed and futon would be an excellent addition since we are older, avid readers."
Cute little house on the River/Lake Trail
Property grounds
Lake Winnebago Vacation Rentals
10.0 out of 10, Exceptional, (70)
"This property was great! Beautiful views of the lake and comfy beds. The house was clean and close to a couple of bars."
The price is NZ$699
includes taxes & fees
21 May - 22 May
Lake Winnebago Vacation Rentals
Property grounds
Beautiful Lake Front Property within 3 blocks walk to Green Lake Town center.
10.0 out of 10, Exceptional, (8)
"The home is beautiful and well laid out for a big group oh adults or larger families. There are beautiful lake views from the house and a lovely bench on the dock to enjoy the lake. The kitchen and common area are ideal for gathering a large group. The weather turned cooler but we enjoyed lovely fires and snuggled up and enjoyed the fall weather and the changing colors of the trees. We saw a few bald eagles. The town of Princeton is a must visit. Horseradish and vintage shopping. A fabulous...
Beautiful Lake Front Property within 3 blocks walk to Green Lake Town center.
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See all available properties in Oshkosh
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.

Other types of properties in Oshkosh you may be interested in

Exterior
La Quinta Inn by Wyndham Oshkosh
2.5 star property
8.4 out of 10, Very good, (1000)
"We are here for an event at the Conference Center. This is 10 minutes from the venue and are wonderful peice-perfect accommodations."
The price is NZ$170
includes taxes & fees
22 May - 23 May
La Quinta Inn by Wyndham Oshkosh
Lobby
Comfort Suites Oshkosh
2.5 star property
8.4 out of 10, Very good, (576)
"The room we got is spacious enough for a family of 6. The location is surrounded by restaurants and stores and even by the movie theater."
The price is NZ$184
includes taxes & fees
27 May - 28 May
Comfort Suites Oshkosh
Lobby
Quality Inn
2.5 star property
8.4 out of 10, Very good, (640)
"Very nice hotel. "
The price is NZ$141
includes taxes & fees
26 May - 27 May
Quality Inn
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Oshkosh holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Oshkosh. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Oshkosh. Seeing all the best attractions is bound to make you fall in love with Oshkosh. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Oshkosh short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Oshkosh?

Yes, there are holiday rentals in Oshkosh close to Pollock Community Water Park, 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?

Lakefront w/ Private Dock, Kayak & Game Room : This highly rated holiday home rental in Oshkosh is located on a lake, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind. Some other top choices in Oshkosh are Stunning Sunrise Waterfront Views on Lake Winnebago and WolfDen Getaway-Winnebago Channel.

How many holiday rentals will I find in Oshkosh?

With 275 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 EAA Aviation Museum and Grand Opera House, whereas Lake Winnebago and Paine Art Center and Gardens are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Menominee Nation Arena and The Outlet Shoppes at Oshkosh.

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.

Recent reviews of Oshkosh properties
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