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 Restaurant19 locals recommend
Menominee Park Zoo10 locals recommend
Becket's11 locals recommend
Outlet Mall station29 locals recommend
Oshkosh Public Museum7 locals recommend
The Ruby Owl Tap Room16 locals recommend

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
4.95 out of 5 average rating, 22 reviews

Sunny Days Await | Private Pool & Hot Tub Retreat

AdolfoRating, 5 stars1 month ago
House was amazing! Host was great! Will be back soon! everything is accurate as shown and in top condition looking forward to come back when the weather is nicer!
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
4.94 out of 5 average rating, 17 reviews

The Rabbit Retreat #1

BarbaraRating, 5 stars8 months ago
The cabin is amazing. Clean and organized. The location was the best. I already want to go back! Adrian was always attentive to our arrival, even knowing it was going to be late. Thank you Adrian for your attention.
Superhost
An indoor pool area features a clear water pool surrounded by a tiled border. A large screen is positioned for viewing, and sunlight streams through two windows, illuminating the space. Colorful pool toys and two lounge chairs add comfort and convenience.
Home in Newton
4.88 out of 5 average rating, 8 reviews

Country Cottage Indoor Pool HOT TUB NFL Draft ava

CassandraRating, 5 stars8 months ago
Great stay! My group loved it and had a blast. House was Beautiful & Host was GREAT, was very understanding and helpful. DEFINITELY recommend and would love another stay sometime.
Superhost
An indoor pool is featured, surrounded by vibrant greenery and soft lighting along the ceiling. The water’s surface reflects a calming blue hue, enhancing the spacious layout. Potted plants are placed at the corners, contributing to the serene atmosphere.
Home in Allouez
4.86 out of 5 average rating, 227 reviews

Amazing Six Bedroom Green Bay Vacation Home!!

BenjaminRating, 5 stars1 month ago
Everything was clean.pool temp was good and clean. Games kept the kids and adults busy pool tired us out. Would stay again
Guest favorite
A private outdoor space features a heated pool surrounded by a concrete patio. Lounge chairs are arranged around the pool, while a shaded pavilion offers seating. Lush greenery provides privacy, and the fenced area enhances the secluded atmosphere.
Home in Plymouth
4.97 out of 5 average rating, 33 reviews

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

FrancoisRating, 5 stars3 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, 97 reviews

Indoor Pool, 5 Bedrooms, 10 Min Walk to Lambeau

RachelRating, 5 stars2 weeks ago
This is the second time we rented this Airbnb and both times we had a great time. The house is clean and spacious! The yard is a nice size!
Superhost
An outdoor pool area is framed by a black fence, with several tables and chairs arranged around it. Behind the pool, a multi-story building with a green roof and multiple balconies is visible, surrounded by landscaped greenery and trees.
Villa in Elkhart Lake
5 out of 5 average rating, 4 reviews

First Floor Queen with Single Pull-out

SamRating, 5 stars8 months ago
A very nice experience overall. Very responsive with questions and the location is very convenient for swimming, ice cream, getting on the lake, etc.
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, 49 reviews

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

JackieRating, 5 stars5 months ago
We attended the Thanksgiving evening Packers game. Two families stayed here and it was perfect. Plenty of space for all of us. The place was exactly as advertised and immaculately clean.

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, 29 reviews

Ping Pong, Pool Table, Fitness Gym, Karaoke

AntonioRating, 5 stars1 week 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
4.68 out of 5 average rating, 22 reviews

6+ Guest Home

AmandaRating, 5 stars2 weeks ago
This place is extremely clean! The space is very nice and comfortable. Stephanie was very responsive and helpful. We would definitely stay here again!
Guest favorite
Cabin in Redgranite
4.93 out of 5 average rating, 121 reviews

Majestic Pines Lakeside Lodge

GulnaraRating, 5 stars1 month ago
This house is absolutely stunning! It’s spotless, beautifully designed, and located in a fantastic spot. The view is breathtaking, with a beautiful lake and a lovely interior. There’s plenty of space for big families, and the kitchen is equipped with all the essentials. The house is also incredibly clean, with no unpleasant odors. And the best part? here’s a hot tub that’s perfect for relaxing after a long day. Thank you so much!
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, 20 reviews

“On The Water” the Sheboygan River Overlook

TinaRating, 5 stars2 days ago
We had such a great time! We loved hanging out in the fireplace room. The park across the river was perfect for walking the dog's. There was plenty to do and having restaurants and bars within walking distance was a huge plus.
Guest favorite
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
The dining area features a rectangular wooden table surrounded by six chairs, creating an inviting space for meals. A large window allows natural light to brighten the room. The kitchen, visible in the background, is equipped with modern appliances, enhancing functionality.
Apartment in Sheboygan
4.5 out of 5 average rating, 12 reviews

Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan

Christian DavidRating, 5 stars10 months ago
Excellent place, I was there for almost 2 months and is very peaceful, the place is exactly like photos, everything was great, Thank you Chris
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
Superhost
A wooden dock extends into calm waters, bordered by lush greenery. A pontoon boat is moored nearby, with trees lining the shore providing a serene backdrop. The clear blue sky reflects on the surface of the water, enhancing the tranquil setting.
Home in Waupaca
4.86 out of 5 average rating, 7 reviews

The Dake Home, on The Chain of Lakes

HaydenRating, 5 stars6 months ago
Stocked with basically everything you could need for a group of 20, including lots of kayaks and canoes that I wasn't even expecting. We had a great time!

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 bed and breakfast rentals in Oshkosh?

    Experience the best of Oshkosh with our bed and breakfast rentals, starting at about $50 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 100 homes with self check-in, over 110 homes with a gym, 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