Some info has been automatically translated. Show original language

Vacation rentals in Oshkosh

Book unique vacation rentals, houses, and more on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Oshkosh vacation rentals

Vacation rentals with pools in Oshkosh

Guest favorite
The outdoor area features a spacious pool surrounded by multiple lounge chairs and umbrellas. Lush greenery and landscaped gardens enhance the inviting atmosphere. The house in the background complements the serene setting, providing a relaxed environment for gatherings and leisure activities.
Home in Wisconsin
4.96 out of 5 average rating, 24 reviews

Sunny Days Await | Private Pool & Hot Tub Retreat

ShannonRating, 5 stars1 week ago
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!!
Top guest favorite
Home in Green Bay
5 out of 5 average rating, 20 reviews

Next Level~100K Game Room~ Sleeps 20~ Pool~Spa

DianeRating, 5 stars3 days ago
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.
Guest favorite
A heated pool area features numerous guests enjoying the water, with colorful floats and toys scattered throughout. Surrounding the pool, white lounge chairs are arranged on the concrete deck. A fence encloses the area, with lush greenery visible in the background.
Cabin in Montello
4.95 out of 5 average rating, 19 reviews

The Rabbit Retreat #1

KevinRating, 5 stars2 weeks ago
Very nice place, friendly campers as well
Superhost
An indoor pool with clear blue water is featured, surrounded by smooth concrete flooring. Bright overhead lights illuminate the space, while large glass doors offer views of the outdoor landscape. Greenery decorates the walls, adding a touch of nature to the area.
Home in Allouez
4.86 out of 5 average rating, 231 reviews

Amazing Six Bedroom Green Bay Vacation Home!!

SandraRating, 5 stars2 weeks ago
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.
Superhost
A circular, above-ground swimming pool with clear, inviting water is visible, surrounded by lush greenery. The pool deck features wooden planks, and a set of steps leads into the water, creating easy access. The tranquil lake can be seen in the background.
Home in Montello
4.79 out of 5 average rating, 34 reviews

3bed lake house, private heated pool near WI Dells

MariaRating, 5 stars9 months ago
Has a great experience. Was a quite and private stay. Beautiful lake view so peaceful.
Guest favorite
The exterior of a two-story home is portrayed, featuring a welcoming front porch with potted plants. Lush green grass lines the pathway leading to the stairs. The facade combines traditional elements with modern updates, reflecting a craftsman style. A clear sky with scattered clouds adds to the scene.
Home in Plymouth
4.97 out of 5 average rating, 33 reviews

Private Home 4 BR+2Ba, Heated Pool by Road America

FrancoisRating, 5 stars4 months ago
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.
Top guest favorite
A spacious kitchen and dining area is visible, featuring modern white cabinetry and a large island with a stone surface. A wooden dining table is surrounded by four chairs, and sunlight is let in through multiple windows that offer a bright atmosphere.
Home in Ashwaubenon
4.97 out of 5 average rating, 102 reviews

Indoor Pool, 5 Bedrooms, 10 Min Walk to Lambeau

RachelRating, 5 stars3 weeks ago
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.
Guest favorite
A serene outdoor pool area is enclosed by a fence, featuring a uniquely shaped pool with clear water. Surrounding greenery includes trees and flowers, with a pathway leading to the poolside. A small shed is visible in the background, enhancing the tranquil atmosphere.
Home in Green Bay
5 out of 5 average rating, 50 reviews

4 BR home w/pool (lg groups) kid friendly

Stephanie NicholeRating, 5 stars3 weeks ago
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

Top guest favorite
A charming craftsman home is presented, featuring a welcoming front porch with three steps leading to the entrance. A well-maintained lawn surrounds the house, complemented by shrubs and trees. Large windows provide ample natural light, enhancing the exterior's inviting appearance.
Home in Oshkosh
5 out of 5 average rating, 34 reviews

Two Bedroom Craftsman Home

JenniferRating, 5 stars2 days ago
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!
Guest favorite
Home in Oshkosh
5 out of 5 average rating, 13 reviews

3+ bd 3 bath in Oshkosh on River near EAA

MikiRating, 5 stars2 weeks ago
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!
Guest favorite
A corner seating area is featured, furnished with a comfortable brown couch adorned with blue and purple accent pillows. A round glass coffee table sits atop a decorative rug, while natural light streams through multiple windows, creating a bright and welcoming space.
Home in Oshkosh
4.96 out of 5 average rating, 83 reviews

Newly remodeled centrally located 2 bedroom home

ThurstonRating, 5 stars1 week ago
Loved this newly renovated house. It was very conveniently located and felt like home. A great place to relax.
Superhost
A well-lit office space features a wooden desk with a rolling chair and decorative plant. A modern lamp sits on the desk, providing additional light. A small side table with a plant is positioned nearby. Natural light enters through the window, enhancing the airy atmosphere.
Home in Oshkosh
4.73 out of 5 average rating, 30 reviews

Destination Downtown

BrittanyRating, 5 stars1 month ago
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.
Guest favorite
A small balcony is showcased, featuring a round, green table and a bright yellow chair. A vase of vibrant flowers adds color to the scene. The view includes trees and a well-maintained street, providing a sense of openness and connection to the neighborhood.
Apartment in Oshkosh
4.9 out of 5 average rating, 63 reviews

Charming Oshkosh - 2 Bedroom, Walk to Downtown

Kevin And Jenny-MeadeRating, 5 stars2 weeks ago
Clean, quiet, cozy, close to soccer fields. A peaceful respite between games. Kyla was responsive and gracious. We will be back!
Top guest favorite
Home in Oshkosh
4.97 out of 5 average rating, 32 reviews

Hot tub - 4 Bedroom 3.5 Bath

TracyRating, 5 stars6 days ago
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!
Top guest favorite
A secluded cabin is surrounded by snow-covered trees, with large windows reflecting the winter scene. A bright red fat tire bike rests in the foreground, contrasting against the white snow. The structure's wooden exterior shows signs of weathering, blending into the serene natural setting.
Cabin in New London
4.99 out of 5 average rating, 90 reviews

Secluded Cabin with Sauna

AlexRating, 5 stars6 days ago
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.
Guest favorite
A spacious bedroom is highlighted by a comfortable bed featuring soft bedding. Large sliding glass doors provide a view of Lake Winnebago, while a wooden dresser and a lamp with a warm glow are positioned nearby. Natural light fills the room, creating a relaxing ambiance.
Home in Oshkosh
5 out of 5 average rating, 13 reviews

Casual Comfort on Lake Winnebago

JulieRating, 5 stars6 months ago
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.

Destinations to explore

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