Vacation rentals in Oshkosh

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Top-rated vacation rentals in Oshkosh

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Guest favourite

Home in Oshkosh

4.86 out of 5 average rating, 152 reviews

Go and Go

Cozy 2 bedroom Log home. Can sleep 4-6. Across the street from Lake Winnebago. Short walk to park, zoo and boat landing. 6.5 miles to EAA grounds. Off street parking. Close to shopping, restaurants and downtown Oshkosh. Great rental for Air Show, Book now and bring your boat, jet ski, trailer, and fishing gear or just go sightseeing, dining and relaxing. Full kitchen, New Bath. Very comfortable with a great location. Perfect place to stay for family with students at UWO. Book now!

Apr. 27 – May 4

$213 CAD per night

Guest favourite

Apartment in Oshkosh

4.88 out of 5 average rating, 185 reviews

Quaint 2 bedroom upper apartment in duplex.

This home is located in a safe neighborhood, close to the main highway . Close to UWO, shopping, dining, and a few short blocks from a park, fishing and boating. You have a 2 bedroom, 1 bathroom upper apartment for your use. Queen size beds in bedrooms, futon in the living room. Queen size air bed also available . Full kitchen use and parking for 2 cars, free internet, great backyard, use of grill and fire pit. Owner lives downstairs. Pets may be allowed. Children are always welcome.

Dec. 17 – 24

$144 CAD per night

Guest favourite

Cottage in Fond du Lac

4.97 out of 5 average rating, 234 reviews

Cozy Guest House with Lake views.

Our remodeled two bedroom Guest House is adjacent to our Cottage and offers beautiful lake views. Access to Lake Winnebago available at near by boat launches. Centrally located to many of Wisconsin's best attractions. Less than 1 hour from Milwaukee, Madison, Green Bay, Close to Oshkosh (EAA) and Elkhart Lake. Includes 2 bedrooms, with plush queen bed and 2 twin beds, 1 full bathroom, and a fully stocked newly remodeled kitchen. Perfect getaway for some R&R with family or friends.

Sep. 14 – 21

$103 CAD per night

Guest favourite

Cabin in Fox Lake

4.95 out of 5 average rating, 122 reviews

Cabin on the Trail

Kick back and relax in this cozy space with up north, cabin vibes. In the summer months enjoy the excellent fishing, swimming and boating and in the winter have fun ice fishing by walking to the lake out your back door! *Please read the full description and look at all of the pictures of the property *Not suitable for parties or loud gatherings. Please note, there is a 4 person maximum, including children. *All dogs/pets must be pre-approved by the host. There is a $50 fee/stay.

Feb. 4 – 11

$161 CAD per night

Superhost

Home in Oshkosh

4.93 out of 5 average rating, 15 reviews

Cozy fully furnished home

Are you a traveling professional looking for a cozy and fully furnished home in Oshkosh, Wisconsin? Look no further than this lovely 2-bedroom property! With newer updates, fresh paint throughout, and central air conditioning. Located just a short distance from the lake, trails, and parks, this home is perfect for outdoor enthusiasts who love to explore the great outdoors. And with its convenient location you'll find shopping, dining, entertainment, and medical facilities near by.

Apr. 28 – May 5

$143 CAD per night

Guest favourite

Cabin in Wild Rose

4.92 out of 5 average rating, 310 reviews

Getaway Wild Rose - Milwaukee

An easy drive from the city, Getaway is a new way to experience the great outdoors. Nestled across dozens of acres of private woodlands, our modern, tiny cabins have everything you need (comfy bed, bathroom, fresh linens) and nothing you don’t. Featuring a private outdoor area (hello, fire pit), each cabin is designed to help you relax, unwind and disconnect from the everyday. Plus, as part of your stay, you'll receive firewood, a s'mores kit, coffee and bottled water*.

Sep. 30 – Oct. 7

$197 CAD per night

Guest favourite

Guesthouse in Oshkosh

4.95 out of 5 average rating, 170 reviews

Cottage on Lake Winnebago

Furnished Cottage on Lake Winnebago with beautiful sunrises. 1 bedroom with queen bed. There is plenty of space for air mattresses in common areas. 1 queen air mattress available. One bath, full kitchen fully stocked with dining area, bring your own food to prepare. Bring your water toys or boat, launch nearby and dock access in warmer months with great fishing. Winter months, bring your snowmobile, trails nearby. Great ice fishing when lake is frozen and ice is safe.

May 6 – 13

$232 CAD per night

Guest favourite

Home in Oshkosh

4.9 out of 5 average rating, 185 reviews

Charming Spacious 2BDR by Downtown/Menominee/Lake

This historic and charming home is located just one block away from Menominee Park and Lake Winnebago. Menominee parks offers amusement rides, the Zoo, asphalt trails, boat tie ups, casting dock, historical interest, fishing, ice rink, picnic areas, large playgrounds, baseball fields, soccer fields, tennis/ pickle ball courts, and volley ball courts. The home boasts a lot of character and has all the amenities to make your stay comfortable and memorable.

May 23 – 30

$217 CAD per night

Guest favourite

Home in Oshkosh

4.97 out of 5 average rating, 166 reviews

Character Home by Lake Winnebago

Charming 1930s home, 1 block from Lake Winnebago. Quiet neighborhood. Completely renovated with all the amenities you could want. Within walking distance of Menominee Park and a short drive or bike ride to downtown Oshkosh. Enjoy the farmers market on Saturday's June-October. Several music festivals throughout the year. Fishing tournaments and activities year around. Perfect for ice fishing. Bring your shanty! There’s lake access a block away.

Oct. 3 – 10

$265 CAD per night

Guest favourite

Apartment in Oshkosh

4.86 out of 5 average rating, 142 reviews

No Cleaning Fees! 2 Bedroom Apartment By The Lake

We’re transparent with our pricing, that’s why we don’t have cleaning fees! The price you see is the price you pay (local taxes still apply). Come stay near the heart of Oshkosh - you’ll be on the second floor with views of Lake Winnebago. If you need anything during your stay we live on-site and are only a message away. Don’t worry though, the units are completely separated so you’ll have all the privacy you desire during your stay.

Feb. 22 – Mar. 1

$109 CAD per night

Guest favourite

Apartment in Oshkosh

4.93 out of 5 average rating, 221 reviews

Rosie's Place A

Hello and Welcome! Rosie's place A features a cozy newly renovated clean furnished upper apartment. Very close to everything in Oshkosh. Great for business travelers, vacationers and visiting University of Oshkosh and Hospital families. Breakfast items, fruit, coffee, tea, soda, water & snacks included. Private parking behind the house. Door code will be provided to enter. No minimum stay!

Mar. 29 – Apr. 5

$130 CAD per night

Guest favourite

Home in Oshkosh

4.92 out of 5 average rating, 75 reviews

Waterfront Retreat @ Oshkosh’s Sawyer Creek

Relax with the whole family at this peaceful 3 bedroom waterfront home. This home is adjacent to “West Algoma Park” one of Oshkosh’s many parks. Within walking distance to UWO campus, Paine Art Center, Fox River Brewery and Oshkosh Corp Headquarters. For business or pleasure this home will fulfill all your needs.

Jan. 10 – 17

$232 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Popular amenities for Oshkosh vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Oshkosh's top sights

EAA Aviation Museum89 locals recommend

EAA AirVenture23 locals recommend

Menominee Park Zoo38 locals recommend

Menominee Park20 locals recommend

Paine Art Center and Gardens54 locals recommend

The Outlet Shoppes at Oshkosh22 locals recommend

Other great vacation rentals in Oshkosh

Guest favourite

Home in Oshkosh

4.99 out of 5 average rating, 89 reviews

Beautiful Warm and Cozy Lake Home

Dec. 17 – 24

$232 CAD per night

Guest favourite

Apartment in Oshkosh

4.83 out of 5 average rating, 24 reviews

Warm Oshkosh Apartment with Fox River Views

Apr. 16 – 23

$140 CAD per night

Superhost

Home in Oshkosh

4.8 out of 5 average rating, 5 reviews

Bowen Street Bungalow - 3 bed, 2 bath

Apr. 29 – May 6

$209 CAD per night

Guest favourite

Tiny homes in Oshkosh

5.0 out of 5 average rating, 16 reviews

Downtown Tiny Home - Oshkosh

Jul. 31 – Aug. 7

$207 CAD per night

Guest favourite

Home in Oshkosh

5.0 out of 5 average rating, 13 reviews

Our Little Lake House

Nov. 26 – Dec. 3

$243 CAD per night

Guest favourite

Home in Oshkosh

4.95 out of 5 average rating, 19 reviews

Heart of Oshkosh-Cozy, quiet, 3BD Home

May 30 – Jun. 6

$194 CAD per night

Superhost

Home in Oshkosh

4.8 out of 5 average rating, 69 reviews

Jackson Farmhouse

Sep. 2 – 9

$210 CAD per night

Guest favourite

Home in Oshkosh

4.99 out of 5 average rating, 69 reviews

Oshkosh Escape with Lake Access and Private Dock

May 8 – 15

$236 CAD per night

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Quick stats about vacation rentals in Oshkosh

Total rentals	790 properties
Rentals with a pool	40 properties have a pool
Pet-friendly rentals	210 properties allow pets
Family-friendly rentals	610 properties are a good fit for families
Total number of reviews	6.1K reviews
Nightly prices starting at	$14 CAD before taxes and fees

Vacation rentals in Oshkosh

Top-rated vacation rentals in Oshkosh

Home in Oshkosh

Apartment in Oshkosh

Cottage in Fond du Lac

Cabin in Fox Lake

Home in Oshkosh

Cabin in Wild Rose

Guesthouse in Oshkosh

Home in Oshkosh

Home in Oshkosh

Apartment in Oshkosh

Apartment in Oshkosh

Home in Oshkosh

Vacation rentals for every style

Apartments

Houses

Cabins

Popular amenities for Oshkosh vacation rentals

Stay near Oshkosh's top sights

Other great vacation rentals in Oshkosh

Home in Oshkosh

Apartment in Oshkosh

Home in Oshkosh

Tiny homes in Oshkosh

Home in Oshkosh

Home in Oshkosh

Home in Oshkosh

Home in Oshkosh

Quick stats about vacation rentals in Oshkosh

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore