
Vacation rentals in Oshkosh
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Top-rated vacation rentals in Oshkosh
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Oshkosh vacation rentals
Pet-friendly vacation rentals in Oshkosh

Parkside Retreat | Minutes from Elkhart Lake
Really good communication. The property owner was awesome & let us know not to leave a car on the street while a snow & ice storm hits rolled in. Then we went to leave at 6:30 AM, and the finishing touches were being completed to snow blowing the driveway. Great experience & cool place.

Lake Wisconsin 2BR* GreatHiking nearby -Water View
Enjoyed our stay at this apartment. Excellent location, close to a park, the lake, and a 20 minute drive from some excellent hiking. Brian’s communication was excellent: he helped us get the grill going and offered to hook us up with some canoes or kayaks.

Feel at home in this 3 bedroom, 2 bath home.
Felt like we were staying at a family members home. Very cozy and peaceful setting. We brought our dogs and they loved the large and fenced backyard. Plenty of space in the large bedrooms and living room. Kitchen had everything you could possibly need to cook anything you wanted. Host provided thoughtful treats for the dogs, and beverages and coffee. Even had prepared ice balls for beverages that was a nice touch. We loved our stay, worked great for our needs and would return again in the future if needed.

Single Family Home steps to Downtown.
We felt at home from the minute we got into the property. Fully stocked, clean and comfortable. It was a perfectly relaxing and comfortable place to spend an extended stay during challenging times. Kristi went above and beyond the call of duty for us several times. We made a new friend while there! And we lived Henry, too. Such a sweet dog. Everything we needed and more. Highly recommended.

Quietwater-Peaceful, On Water, Nature, Sandbars!
Views were amazing, hot tub was clean and place felt like home. Wildlife everywhere. Would stay again.

Dog Friendly Blue Door Cottage / Fully Fenced Yard
This place was just what our family needed. It was wonderful to bring our dog Annabelle and explore the Sheboygan area. We used the coffee bar and did the wine exchange and the place felt like "home"! I would highly recommend for a home like atmosphere and spending quality time together. We hope to visit again when the weather is warm to swim in what looks like beautiful beaches. Thank you for your hospitality!

Dog Friendly House. Bike or UBER to the NFL Draft.
Nicely updated home. Lots of little touches to make the stay very comfortable. Appreciated the large fenced in yard for the dog and use of the garage. Great location & hosts!

Inn on Billy Goat Hill
We have stayed here before and it is always a pleasure—like staying a real home, cozy and personable. The chocolate cookies are a treat after a long drive, and you can walk down the hill to the lake front in 5 minutes.
Other great vacation rentals in Oshkosh

Ping Pong, Pool Table, Fitness Gym, Karaoke
Excellent stay quick communication Very nice and clean . I would rate it #1 . It has everything you you need and makes it feel right at home. I would never stay no where else when visiting Green Bay . Very good for families with kids . From lotion to seasoning for food they had it. Top tier Hosting. They definitely should recieve an award from how comfortable they made there place to host guest. Was definitely home away from home

6+ Guest Home
Clean place, great location, great host. Very pleased with our stay, highly recommend

Spacious A-Frame Cabin in the Woods with Dry Sauna
Absolutely amazing serene getaway! We loved the sauna each day and even took cold dips in the crystal clear creek out back! Great space, plenty of room for our family and wonderful warm open living space to relax by the fire and cook a meal. 10/10 will be back again.

Cozy Cabin on Old Taylor Lake
this Airbnb made for a great little family getaway. the hot tub was a really nice added feature. everything was very clean, very well organized, light switches were all labeled and kitchen cabinets were all labeled which was really nice! the host was very good to work with, responded quickly, and due to an unforeseen circumstance with a different B&B we had rented and the host had to cancel, these guys were very happy to accommodate us last minute!

“On The Water” the Sheboygan River Overlook
Place is compact, yet got all the amenities. Nice backyard with access to river, grill and place for campfire. Interior looks clean and pristine. Calm and beautiful place to stay

Guesthouse on the water 3.9 miles to Lambeau
A great little house. would be perfect for a football party, but I stayed there for the holidays with my kids and it was great for us, too!

Up North Lake Escape
Was a short stay and really wasn’t at the cabin for any amount of time did what we needed it to do would stay again

Cottage on the Bay
Everything was so nice and comfortable! It felt like a cottage out of hallmark haha loved it there would stay again!
Quick stats about vacation rentals in Oshkosh
Total rentals
870 properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
8.2K reviews
Family-friendly rentals
680 properties are a good fit for families
Pet-friendly rentals
230 properties allow pets
Rentals with a pool
40 properties have a pool
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Oshkosh?
Yes! Work meets play with ease at over 340 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 230 vacation rentals for guests traveling with pets.
How much does it cost to stay in cottage rentals in Oshkosh?
Experience the best of Oshkosh with our cottage rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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!
Do house rentals in Oshkosh have self check-in?
Absolutely! We offer over 100 house rentals with self check-in 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 220 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 110 house rentals with a gym 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 220 homes with a bbq area, over 110 homes with a gym, over 100 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Lambeau Field
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- The Bull at Pinehurst Farms Golf Course
- The Golf Courses of Lawsonia
- Trout Springs Winery
- Pine Hills Country Club
- Pollock Community Water Park
- Sunburst
- West Bend Country Club
- Green Bay Country Club Sports Center
- Bay Beach Amusement Park
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