Vacation rentals in Oshkosh

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Popular amenities for Oshkosh vacation rentals

Stay near Oshkosh's top sights

Fox River Brewing Company Waterfront Restaurant43 locals recommend
Menominee Park Zoo38 locals recommend
Becket's35 locals recommend
Outlet Mall station29 locals recommend
Oshkosh Public Museum29 locals recommend
The Ruby Owl Tap Room28 locals recommend

Pet-friendly vacation rentals in Oshkosh

Top guest favorite
A comfortable seating area is presented with two sofas featuring soft neutral tones and decorative pillows. A wooden coffee table holds magazines, while a light rug enhances the warm atmosphere. A queen-sized bed is visible in the background, with natural light filtering through a nearby window.
Apartment in New Holstein
4.98 out of 5 average rating, 49 reviews

Parkside Retreat | Minutes from Elkhart Lake

BrianRating, 5 stars1 month ago
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.
Superhost
Sunset over the water is captured, with vibrant shades of orange reflecting on the surface. Silhouetted tree branches frame the scene, while hills are visible in the background under a softly clouded sky.
Guest suite in Poynette
4.9 out of 5 average rating, 117 reviews

Lake Wisconsin 2BR* GreatHiking nearby -Water View

AustinRating, 5 stars10 months ago
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.
Top guest favorite
A spacious kitchen features a central island with a light countertop, surrounded by wooden cabinetry. A sink is positioned beneath a window offering natural light, while kitchen appliances are neatly arranged. A barstool sits at one side of the island, creating a casual dining space.
Home in Sheboygan
5 out of 5 average rating, 20 reviews

Feel at home in this 3 bedroom, 2 bath home.

DylinRating, 5 stars8 months ago
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.
Guest favorite
A charming two-story blue house is situated on a grassy lot with well-kept landscaping. A concrete driveway leads to a detached garage, while a small set of stairs with a white railing provides access to the front porch. Trees line the property, adding to its inviting exterior.
Home in Appleton
4.96 out of 5 average rating, 114 reviews

Single Family Home steps to Downtown.

DavidRating, 5 stars2 weeks ago
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.
Superhost
Home in Poynette
4.85 out of 5 average rating, 262 reviews

Quietwater-Peaceful, On Water, Nature, Sandbars!

NickRating, 5 stars2 weeks ago
Views were amazing, hot tub was clean and place felt like home. Wildlife everywhere. Would stay again.
Guest favorite
A comfortable living room showcases a reclining sectional and two armchairs with a plaid pattern. A coffee table sits centrally, accompanied by a decorative throw and a plant. Natural light filters through the window, accentuating the warm decor and smart TV mounted on the wall.
Home in Sheboygan
4.96 out of 5 average rating, 225 reviews

Dog Friendly Blue Door Cottage / Fully Fenced Yard

DebbieRating, 5 stars1 week ago
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!
Guest favorite
The image features a graphic representation of a modern home alongside a scenic river and lush landscapes. Icons of food and drinks are depicted, emphasizing a welcoming atmosphere for adventure seekers. Text highlights details of the property, including its three bedrooms and the private fenced-in yard.
Home in De Pere
4.97 out of 5 average rating, 32 reviews

Dog Friendly House. Bike or UBER to the NFL Draft.

JeannineRating, 5 stars4 months ago
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!
Top guest favorite
The exterior of a two-story home is shown, featuring a beige facade with white trim. A red door adds a pop of color, and flower boxes are mounted under the front windows. In the background, a clock tower is visible, indicating proximity to local attractions.
Apartment in Port Washington
4.97 out of 5 average rating, 184 reviews

Inn on Billy Goat Hill

Ann ManetteRating, 5 stars6 days ago
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

Top guest favorite
The basement fitness area features a range of exercise equipment, including weights on a rack, a treadmill, and a punching bag. A rubber mat covers part of the floor, and the space is well-lit, providing a functional environment for workouts.
Home in New Franken
5 out of 5 average rating, 28 reviews

Ping Pong, Pool Table, Fitness Gym, Karaoke

AntonioRating, 5 stars2 days ago
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
Superhost
A modern kitchen features white cabinetry with black hardware and a marble countertop. Stainless steel appliances include an oven, dishwasher, and refrigerator. A window adorned with light curtains provides natural light to the space, while grey mats are placed on the floor.
Home in Sheboygan
4.67 out of 5 average rating, 21 reviews

6+ Guest Home

KyleRating, 5 stars4 months ago
Clean place, great location, great host. Very pleased with our stay, highly recommend
Guest favorite
The exterior of the cabin is framed by tall trees, with a sloped roof and large windows reflecting the soft colors of the evening sky. A wooden staircase leads to the entrance, set against a grassy area adorned with fallen leaves.
Cabin in Westfield
4.93 out of 5 average rating, 96 reviews

Spacious A-Frame Cabin in the Woods with Dry Sauna

JakeRating, 5 stars3 months ago
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.
Guest favorite
Cabin in Waupaca
4.94 out of 5 average rating, 48 reviews

Cozy Cabin on Old Taylor Lake

KaylaRating, 5 stars1 week ago
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!
Guest favorite
A stone-paved patio area leads down to the Sheboygan River, surrounded by lush greenery. A fire pit is nestled in the gravel seating area, which features four white chairs. An additional wooden deck extends from the home, providing a serene view of the water.
Home in Sheboygan Falls
4.95 out of 5 average rating, 19 reviews

“On The Water” the Sheboygan River Overlook

SrinivasanRating, 5 stars2 days ago
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
Superhost
A serene lakeside area features two comfortable chairs facing a small fire pit, surrounded by natural stone pebbles and wooden stumps. The calm water reflects the sky, creating a peaceful setting.
Guesthouse in De Pere
5 out of 5 average rating, 7 reviews

Guesthouse on the water 3.9 miles to Lambeau

PaulRating, 5 stars16 months ago
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!
Superhost
A charming blue cottage is positioned by the lake, surrounded by vibrant autumn foliage. A wooden deck extends from the cottage, leading down to a small dock. The calm water reflects the colorful trees, enhancing the serene lakeside setting.
Cottage in Wautoma
4.81 out of 5 average rating, 64 reviews

Up North Lake Escape

BradRating, 5 stars5 months ago
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
Guest favorite
A serene beach scene showcases a gentle shoreline with soft sand and calm waters reflecting sunlight. A few wooden chairs are positioned near the water, offering a peaceful space to relax and enjoy the tranquil atmosphere. The backdrop features distant hills under a clear sky.
Cottage in Luxemburg
4.94 out of 5 average rating, 193 reviews

Cottage on the Bay

MaryRating, 5 stars4 weeks ago
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.

Destinations to explore

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  5. Oshkosh