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.

Guest favorite
Home in Oshkosh
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 6 – 13
$105 per night
4.86 out of 5 average rating, 147 reviews
Guest favorite
Cottage in Fond du Lac
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.
May 13 – 20
$73 per night
4.97 out of 5 average rating, 230 reviews
Guest favorite
Cabin in Wild Rose
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*.
Aug 15 – 22
$122 per night
4.91 out of 5 average rating, 288 reviews

Popular amenities for Oshkosh vacation rentals

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 Oshkosh
Waterfront Retreat @ Oshkosh’s Sawyer Creek
Dec 17 – 24
$131 per night
4.92 out of 5 average rating, 72 reviews
Guest favorite
Home in Oshkosh
Cozy fully furnished home
May 19 – 26
$62 per night
5.0 out of 5 average rating, 12 reviews
Guest favorite
Tiny home in Oshkosh
Downtown Tiny Home - Oshkosh
Jul 30 – Aug 6
$109 per night
5.0 out of 5 average rating, 14 reviews
Guest favorite
Home in Oshkosh
Beautiful Warm and Cozy Lake Home
May 30 – Jun 6
$148 per night
4.99 out of 5 average rating, 87 reviews
Guest favorite
Home in Oshkosh
Cozy getaway 1 mile from downtown and UWO campus!
Apr 8 – 15
$102 per night
4.87 out of 5 average rating, 87 reviews
Guest favorite
Apartment in Oshkosh
Cozy 2 Bedroom In Oshkosh
May 30 – Jun 6
$58 per night
4.8 out of 5 average rating, 40 reviews
Guest favorite
Home in Oshkosh
Our Little Lake House
Feb 22 – Mar 1
$134 per night
5.0 out of 5 average rating, 11 reviews
Guest favorite
Home in Oshkosh
Hickory on the Lake
Jan 19 – 26
$525 per night
4.97 out of 5 average rating, 39 reviews
Guest favorite
Apartment in Oshkosh
Lovely 2 Bedroom Unit-Oshkosh-Close to EAA!
Apr 5 – 12
$96 per night
4.91 out of 5 average rating, 22 reviews
Guest favorite
Home in Oshkosh
Oshkosh Escape with Lake Access and Private Dock
May 3 – 10
$136 per night
4.99 out of 5 average rating, 69 reviews
Guest favorite
Home in Oshkosh
Central Oshkosh-Entire 3BD Home
Jun 1 – 8
$105 per night
4.95 out of 5 average rating, 19 reviews
Superhost
Cottage in Oshkosh
Relaxing Home on Lake Winnebago
May 8 – 15
$129 per night
4.82 out of 5 average rating, 33 reviews

Other great vacation rentals in Oshkosh

Guest favorite
Home in Fond du Lac
Country home with fireplace, sauna & putting green
Apr 25 – May 2
$143 per night
4.9 out of 5 average rating, 52 reviews
Guest favorite
Cottage in Winneconne
Lake Poygan Cottage where you can Fish Hunt Ride
Nov 15 – 22
$111 per night
4.88 out of 5 average rating, 33 reviews
Guest favorite
Home in Oshkosh
Gorgeous Cabin Vibes Home w/ Pond! Close To Lake!
Oct 2 – 9
$871 per night
4.97 out of 5 average rating, 61 reviews
Guest favorite
Home in Oshkosh
Hot tub - 4 Bedroom 3.5 Bath
Sep 26 – Oct 3
$373 per night
4.91 out of 5 average rating, 11 reviews
Guest favorite
Apartment in Neenah
Cozy and Simple Downtown Space
Jun 4 – 11
$109 per night
4.85 out of 5 average rating, 62 reviews
Guest favorite
Farm stay in Omro
Comfy Cabin on 170 Beautiful Acres - Come Explore!
Nov 14 – 21
$81 per night
4.9 out of 5 average rating, 61 reviews
Guest favorite
Home in Oshkosh
Home Overlooking Lake Winnebago on EAA flight path
May 13 – 20
$135 per night
4.95 out of 5 average rating, 74 reviews
Guest favorite
Home in Oshkosh
Lakefront w/ Private Dock, Kayak & Game Room
Jan 6 – 13
$220 per night
4.97 out of 5 average rating, 39 reviews
Guest favorite
Apartment in Oshkosh
Charming Oshkosh - 2 Bedroom, Walk to Downtown
Aug 19 – 26
$119 per night
4.92 out of 5 average rating, 37 reviews
Guest favorite
Home in Oshkosh
NEW! Sleeps 13! Convenient&Close
Jul 3 – 10
$356 per night
5.0 out of 5 average rating, 21 reviews
Guest favorite
Home in Neenah
The Belmont Estate
Jun 24 – Jul 1
$136 per night
4.96 out of 5 average rating, 25 reviews
Guest favorite
Apartment in Winneconne
Boathouse Bungalow
Sep 12 – 19
$142 per night
4.96 out of 5 average rating, 26 reviews

Quick stats about vacation rentals in Oshkosh

Total rentals

780 properties

Rentals with dedicated workspaces

290 properties have a dedicated workspace

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

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 40 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in bed and breakfast rentals in Oshkosh?

    Experience the best of Oshkosh with our bed and breakfast rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do townhouse rentals in Oshkosh have wifi?

    Absolutely! We offer over 10 townhouse rentals with wifi in Oshkosh. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Oshkosh have a bbq area?

    Absolutely! We offer over 10 cottage 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 apartment rentals in Oshkosh have air conditioning?

    Absolutely! We offer over 60 apartment rentals with air conditioning in Oshkosh. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Oshkosh?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 60 homes with wifi, over 60 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Winnebago County
  5. Oshkosh