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

Vacation rentals with pools in Oshkosh

Top guest favorite
Home in Green Bay
5 out of 5 average rating, 15 reviews

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

BethRating, 5 stars3 weeks ago
What a perfect place for a long weekend in! We visited with several families and this place was a hit. The game room downstairs was perfect as the adults spent the whole weekend playing board games! The 6 boys (10 and under) were always busy with the arcade and all the activities around the house! We had more then enough space for everyone and it never felt crowded. The kitchen and pantry are the most well-stocked out of any Airbnb we have ever been to. Also, the whole house was stocked with everything we may have needed/forgotten. Unfortunately, the weather was crummy so we didn't get too much time outside; the back yard would have definitely kept the kiddos busy! The kids are already talking about next year. Thanks for a great stay Richard!
Guest favorite
A wide aerial view of Lambeau Field captures a vibrant crowd gathered for a packed NFL game. The image showcases fans filling the stadium, with an American flag displayed prominently on the field as fireworks are seen in the background.
Home in Wisconsin
4.95 out of 5 average rating, 22 reviews

Draft Day Stay | 25 Mins to Green Bay | Hot Tub

AdolfoRating, 5 stars3 weeks 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, 226 reviews

Amazing Six Bedroom Green Bay Vacation Home!!

BenjaminRating, 5 stars2 weeks 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 stars2 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.
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 stars4 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

Guest favorite
Home in Waupaca
4.9 out of 5 average rating, 42 reviews

Big Blue on QQ - 5 Br House w/ boat rental option

KileyRating, 5 stars2 weeks ago
Our family loved staying at the big blue house! There was so much great usable space for 7 of us to use. We have a 3 year old and there were puzzles, toys and games for her to play with, which was gravely appreciated and unexpected! But also cool things to play with for teenage niece and nephew to play with as well. Each room having its own bathroom was also amazing. There were so many little details that made the trip feel like home. Like liquid soap in each bathroom, shampoo conditioner and body wash in each shower, and fans in each bedroom if you needed it. We will definitely stay here again!
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, 27 reviews

Ping Pong, Pool Table, Fitness Gym, Karaoke

Pang MeeRating, 5 stars1 week ago
Mai & Jack are so sweet and very responsive! We loved how quiet and safe the neighborhood was. Their place was beautiful and very clean. Very roomy and had everything we needed. Lots of storage and closet space for your belongings. We loved the big living room tv, pool table, karaoke and ping pong table. They provided many eating and cooking utensils. Even a rice cooker! Gas station was close by, within 5mins and grocery store and restaurants were within 10mins or so. There was a little pub by the gas station as well, if you don't want to go too far. Loved the night light in the king bedroom. Thanks for a great stay! We would definitely be back!!!
Guest favorite
Cabin in Redgranite
4.93 out of 5 average rating, 121 reviews

Majestic Pines Lakeside Lodge

GulnaraRating, 5 stars4 weeks 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
An outdoor deck overlooks Silver Lake, showcasing a serene sunset reflecting on the water. Two wicker chairs are positioned for viewing, accompanied by a hot tub. Lush trees frame the scene, while an American flag is visible in the background, enhancing the lakeside experience.
Home in Wautoma
4.96 out of 5 average rating, 51 reviews

Silver Lake Home with Up North Panoramic Views

KamiRating, 5 stars2 months ago
We had a family ladies weekend here. It was the perfect spot. Lots of extra blankets and pillows for our families comfort during this cold January weather. Jarin was so easy to work with.
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
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 stars5 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!
Superhost
A tranquil lake scene is captured during sunset, reflecting warm oranges and yellows across the water's surface. A gentle sloping beach leads to a dock with boats and a blue canopy, while chairs are positioned nearby for relaxation.
Home in Wild Rose
5 out of 5 average rating, 7 reviews

Lake Home-HUGE Sandy Beach-ski, swim, fish, hike

ClaireRating, 5 stars8 months ago
Ivy's Sandbar was the perfect place for our Moms + Kids weekend! The space was great for our group and the beach was awesome! Shallow enough for the baby while the lily pad kept the bigger kids entertained all weekend. The beach house and outdoor space offered everything we needed to make all ages happy. Toys for the little kids, kayaks and paddle boards for the teens, and a cold fridge for the adults! ;) The beds were comfortable and the space was well equipped for the entire weekend! We'd definitely recommend this rental for a group getaway, it was perfect.

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 apartment rentals in Oshkosh have self check-in?

    Absolutely! We offer over 10 apartment 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 100 homes with self check-in, over 110 homes with a gym, over 220 homes with a bbq area, 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