Oshkosh vacation rentals

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Top-rated vacation rentals in Oshkosh

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Appleton

4.96 out of 5 average rating, 207 reviews

The Wanderers' Bungalow

Built in 1900, cozy 2BR near downtown Appleton. Come, rest from your travels. You'll enjoy a sense of adventure as an infrequent TRAIN passes nearby. Walk to a nearby family owned grocery. A few more blocks and you're downtown, near Lawrence U. or ThedaCare Hospital. Where do you imagine yourself off to next? Enjoy all there is to do in the Fox Valley area: the festivals, the PAC, Packer games or just explore Appleton and relax. Check out our listing's Guidebook. We can't wait to host you!

Sep 23 – 30

G$22,086 GYD per night

Guest favorite

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!

Jun 13 – 20

G$27,566 GYD per night

Guest favorite

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.

Jul 30 – Aug 6

G$22,326 GYD per night

Guest favorite

Cottage in Fond du Lac

4.97 out of 5 average rating, 235 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.

Oct 5 – 12

G$13,531 GYD per night

Guest favorite

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.

Oct 11 – 18

G$22,350 GYD per night

Guest favorite

Home in Campbellsport

4.99 out of 5 average rating, 137 reviews

Gleason's Chouse

You'll love staying in our unique home, in a quiet neighborhood. This is a recently remodeled 1867 church converted to a "Chouse". Featuring 2 bedrooms, Full Kitchen, 1 Bathroom, Balcony, Parking, and a Gazebo.. all beautifully complimented by a range of antiques and decorations. 8 Miles East of Hwy 41, a 45 min drive to Oshkosh or an hour to Milwaukee. Just down the from Lake Bernice & Eisenbahn Bike Trail. Also close enough to the Kettle Moraine Forest to hike and sightsee!

Aug 17 – 24

G$26,647 GYD per night

Guest favorite

Cabin in Wild Rose

4.91 out of 5 average rating, 319 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 26 – Oct 3

G$23,416 GYD per night

Guest favorite

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 15 – 22

G$32,287 GYD per night

Guest favorite

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.

Dec 25 – Jan 1

G$27,212 GYD per night

Guest favorite

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.

Jun 24 – Jul 1

G$34,119 GYD per night

Guest favorite

Apartment in Oshkosh

4.86 out of 5 average rating, 144 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.

Jan 29 – Feb 5

G$14,301 GYD per night

Guest favorite

Home in Appleton

4.94 out of 5 average rating, 366 reviews

Clean and cozy home close to downtown Appleton

The 1920’s home is located near downtown Appleton. The Airbnb is on a major vein of the city. Visitors can walk or take a short ride to events downtown. Enjoy things like the Fox River Mall, Mile of Music, Octoberfest, the summer farmers market, or shows at the PAC. Lambeau Field - 33 miles away EAA in Oshkosh - 21 miles away Milwaukee - 107 miles away The Appleton International Airport is less than 5 miles away from the Airbnb.

Sep 25 – Oct 2

G$27,167 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Oshkosh vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

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 favorite

Home in Appleton

4.97 out of 5 average rating, 122 reviews

Beautifully Designed Home - Near Downtown & Parks

May 14 – 21

G$25,438 GYD per night

Guest favorite

Cabin in Winneconne

4.99 out of 5 average rating, 188 reviews

Barndominium with Goats, Hot Tub, Forest & River

Aug 18 – 25

G$120,681 GYD per night

Guest favorite

Home in Oshkosh

4.94 out of 5 average rating, 16 reviews

Cozy fully furnished home

Sep 13 – 20

G$15,348 GYD per night

Guest favorite

Apartment in Oshkosh

4.8 out of 5 average rating, 40 reviews

Cozy 2 Bedroom In Oshkosh

May 29 – Jun 5

G$14,156 GYD per night

Guest favorite

Guest suite in Oshkosh

4.83 out of 5 average rating, 76 reviews

“This Old House” but well-loved. Cozy one-bedroom.

Jan 29 – Feb 5

G$15,482 GYD per night

Guest favorite

Home in Oshkosh

4.99 out of 5 average rating, 90 reviews

Beautiful Warm and Cozy Lake Home

Mar 5 – 12

G$30,118 GYD per night

Guest favorite

Home in Oshkosh

4.92 out of 5 average rating, 75 reviews

Waterfront Retreat @ Oshkosh’s Sawyer Creek

Nov 17 – 24

G$30,406 GYD per night

Guest favorite

Home in Oshkosh

5.0 out of 5 average rating, 15 reviews

Vintage Oshkosh Bungalow

May 11 – 18

G$22,043 GYD per night

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Other great vacation rentals in Oshkosh

Guest favorite

Home in Fond du Lac

4.91 out of 5 average rating, 54 reviews

Country home with fireplace, sauna & putting green

Oct 10 – 17

G$34,107 GYD per night

Guest favorite

Cottage in Oshkosh

4.84 out of 5 average rating, 38 reviews

Relaxing Home on Lake Winnebago

May 25 – Jun 1

G$31,049 GYD per night

Guest favorite

Cabin in New London

5.0 out of 5 average rating, 39 reviews

Secluded Cabin with Sauna

Aug 23 – 30

G$27,914 GYD per night

Guest favorite

Home in Oshkosh

4.88 out of 5 average rating, 89 reviews

Cozy getaway 1 mile from downtown and UWO campus!

May 29 – Jun 5

G$21,607 GYD per night

Guest favorite

Guest suite in Fremont

4.97 out of 5 average rating, 70 reviews

Mother in law suite without the mother in law

Nov 7 – 14

G$19,954 GYD per night

Guest favorite

Townhouse in Neenah

4.94 out of 5 average rating, 36 reviews

Cheerful 2bd townhouse w/ King master off I-41

Jul 15 – 22

G$27,515 GYD per night

Guest favorite

Apartment in Neenah

4.86 out of 5 average rating, 66 reviews

Cozy and Simple Downtown Space

Jun 26 – Jul 3

G$25,933 GYD per night

Guest favorite

Apartment in Oshkosh

4.83 out of 5 average rating, 24 reviews

Warm Oshkosh Apartment with Fox River Views

G$10,508 GYD per night

Show all

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
G$2,085 GYD before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Oshkosh?
Yes! Work meets play with ease at over 290 vacation rentals in Oshkosh featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Oshkosh?
Four-legged friends are welcome in Oshkosh. Choose from more than 210 vacation rentals for guests traveling with pets.
Are there Oshkosh vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Oshkosh, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly apartment rentals in Oshkosh?
Oshkosh has more than 30 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Oshkosh?
Experience the best of Oshkosh with our apartment rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Oshkosh have wifi?
Absolutely! We offer over 620 house rentals with wifi in Oshkosh. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oshkosh have a bbq area?
Absolutely! We offer over 230 house rentals with a bbq area in Oshkosh. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oshkosh have a gym?
Absolutely! We offer over 90 house rentals with a gym in Oshkosh. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Oshkosh have air conditioning?
Absolutely! We offer over 10 bed and breakfast rentals with air conditioning in Oshkosh. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Oshkosh?
Enhance your stay in our House Rentals with the most popular amenities: over 620 homes with air conditioning, over 230 homes with a bbq area, over 90 homes with a gym, over 620 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Oshkosh vacation rentals

Top-rated vacation rentals in Oshkosh

Vacation rentals for every style

Apartments

Cabins

Houses

Popular amenities for Oshkosh vacation rentals

Stay near Oshkosh's top sights

Other great vacation rentals in Oshkosh

Home in Appleton

Cabin in Winneconne

Home in Oshkosh

Apartment in Oshkosh

Guest suite in Oshkosh

Home in Oshkosh

Home in Oshkosh

Home in Oshkosh

Other great vacation rentals in Oshkosh

Home in Fond du Lac

Cottage in Oshkosh

Cabin in New London

Home in Oshkosh

Guest suite in Fremont

Townhouse in Neenah

Apartment in Neenah

Apartment 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

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Oshkosh?

Are there pet-friendly vacation rentals in Oshkosh?

Are there Oshkosh vacation rentals on Airbnb with pools?

Are there family-friendly apartment rentals in Oshkosh?

How much does it cost to stay in apartment rentals in Oshkosh?

Do house rentals in Oshkosh have wifi?

Do house rentals in Oshkosh have a bbq area?

Do house rentals in Oshkosh have a gym?

Do bed and breakfast rentals in Oshkosh have air conditioning?

What are the most popular amenities for House Rentals in Oshkosh?

Destinations to explore