
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
Vacation rentals with pools in Oshkosh

Sunny Days Await | Private Pool & Hot Tub Retreat
Thanks so much for a great stay!!! Beautiful house and fantastic property!! Our family of 19 had an amazing stay! Thanks so much for an incredible stay!!

Next Level~100K Game Room~ Sleeps 20~ Pool~Spa
We chose this home for our family vacation, and couldn’t be happier. The pool, hot tubs, and game room were thoroughly enjoyed by my four grandsons. Actually, they were a big hit for all of the adults also! The home is absolutely beautiful and very thought through. The one small problem was the lack of window coverings in the master. Other than that, our stay was amazing!!! Richard was very responsive.

The Rabbit Retreat #1
Very nice place, friendly campers as well

Amazing Six Bedroom Green Bay Vacation Home!!
Beautiful home felt like home!! Very roomy and cozy. Thanks Thomas for being responsive and answering my questions. Me and my family had a great time!!! Will definitely book again at this location or other locations you have.

3bed lake house, private heated pool near WI Dells
Has a great experience. Was a quite and private stay. Beautiful lake view so peaceful.

Private Home 4 BR+2Ba, Heated Pool by Road America
Very nice house, ideal for us coming to town. We were 2 families with 4 kids and the place was the perfect size and convenient for all. The hot tub is a great addition, right next to the backdoor deck, very close actually from the house. Very clean and very flexible hosts, kitchen was great and the large dining table is perfect for 8 guests.

Indoor Pool, 5 Bedrooms, 10 Min Walk to Lambeau
This place is absolutely beautiful! Beds were comfy and had everything we needed. Pool was warm and had floats and towels right there. The porch was great and the massage chair even better. The host responded fast to any questions we had. Was close to so much as well. Would stay here again for sure.

4 BR home w/pool (lg groups) kid friendly
The place is very relaxing, it’s really nice. We really enjoyed the place. There’s a lot of things to do. Our whole family enjoyed it! Will definitely booked it again next time. Thank you so much!!!
Other great vacation rentals in Oshkosh

Two Bedroom Craftsman Home
Amazing hosts! Jennifer and Jeremiah were fantastic hosts ! Their house was pristine. It’s perfect for small gatherings. The beds are comfortable. The bathrooms are squeaky clean with great water pressure. Absolutely love the fenced in backyard.. I highly highly recommend this place! Beautiful and centrally located next to shopping and coffee shops. Very private back yard for a town of Oshkosh’s size!

3+ bd 3 bath in Oshkosh on River near EAA
I was in town for my dad’s memorial and Shawn worked with me to ensure that I was able to focus on my family during that time. We needed a peaceful location where I could bring my mom and her houseguests for meals and relaxation while we prepared her house for the gathering. Shawn’s house was perfect with plenty of indoor and outdoor seating, including a lovely fire pit with wood for evening fires. The deck was a lovely place for morning coffee. A bonus for the kids were all the “hidey holes” throughout the that made the house seem almost magical. Watching the lift bridge go up and down, the bank anglers, princess parties at the lovely park across the canal all added to the charm while still feeling very private. Highly recommend!

Newly remodeled centrally located 2 bedroom home
Loved this newly renovated house. It was very conveniently located and felt like home. A great place to relax.

Destination Downtown
The bedrooms were cute and tidy. There was a walkable marina and the neighborhood was quite. It was exactly what I needed for the week at the draft. There were places to go around town and the stores were conveniently less than 10minutes if I needed anything.

Charming Oshkosh - 2 Bedroom, Walk to Downtown
Clean, quiet, cozy, close to soccer fields. A peaceful respite between games. Kyla was responsive and gracious. We will be back!

Hot tub - 4 Bedroom 3.5 Bath
First time staying at air bnb, was an amazing experience, great home and host, looking forward to more visits in the future, perfect location and lots to do if you don’t want to go out!

Secluded Cabin with Sauna
Staying at the Belden Farm was an absolute dream. Sasha and I came here for a weekend away but it felt like stepping into a different world. It was a very peaceful and serene experience, tapping into nature and one another. We were very grateful to be able to be detached from our usual lives. We had endless fireside chats and marshmallow roasts by the meadow. Nature was plentiful, and the cabin was amazing. The sauna is a game changer. Tighe was an incredibly accommodating and friendly host. Would highly recommend this experience.

Casual Comfort on Lake Winnebago
Comfortable, clean home with everything we needed. Peggy was available and responsive.
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.
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.
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.
What are the most popular amenities for House Rentals in Oshkosh?
Enhance your stay in our House Rentals with the most popular amenities: over 110 homes with a gym, over 100 homes with self check-in, over 220 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
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.
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