Holiday rentals with a pool in Oshkosh

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Oshkosh

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Green Bay
5 out of 5 average rating, 9 reviews

NewPool|HotTub|TheaterRoom|Sleeps 15|HeatedGarage!

Score big at this Green Bay getaway! Splash in the pool, soak in the hot tub, or relax under the gazebo swing. Inside, enjoy billiards, arcade games, foosball, shuffleboard, cornhole, and plenty of board games. Movie night is a hit in the theater room complete with a popcorn machine. Gather in the furnished heated garage with TV & games. A fully stocked kitchen and coffee bar keep everyone ready for fun. Minutes from Lambeau, it’s game day central and the ultimate spot for family or group fun!

Top Guest favourite
Home in Green Bay
5 out of 5 average rating, 16 reviews

Lambeau View | Pool | Rooftop | Entertainment Room

You’ve found it — the perfect stay steps from Lambeau Field and the Resch Center. Whether you're here for a game, a show or just the energy of Green Bay, Shambeau has you covered. All your questions? Answered. Ultimate experience? Yes.😊 ⭐ 2,300ft² vacation property located 500 feet from Lambeau, Resch Center, Restaurants & Entertainment District. ✨Shambeau has been updated with a fresh layout, LVP flooring, new paint, and modern bathrooms — Pool/hot tub combo coming early May 2026! ✨

Top Guest favourite
Home in Ashwaubenon
5 out of 5 average rating, 16 reviews

Green Bay 3 miles Lambeau Field 4bd room/2.5 bath

Only about 3.4 miles to Lambeau Field! Welcome to The Packers Pool House! This 4 bedroom 2 & 1/2 bath ranch home is the perfect place to gather with friends or family! Located off of Onieda with access to tons of restaurants and shopping and a straight shot to Lambeau field! The private yard with inground pool is the perfect spot to hang out, relax around the Gas Bonfire Pit! We offer 5 cable ready TVs as well as high speed internet. 4 Queen beds and 1 King 2 Kitchens 2 Family rooms

Guest favourite
A spacious studio condo is showcased with two queen beds, a cozy sitting area, and a fully equipped kitchenette. A flat-screen TV is mounted on the wall, while a high-top table for two is featured in the background, providing a functional living space.
Condo in Elkhart Lake
5 out of 5 average rating, 19 reviews

The Lake Street Kickback in Elkhart Lake!

Welcome to The Lake Street Kickback! This privately owned studio condo is located at The Shore Club of Wisconsin & has access to all resort amenities. During your stay enjoy the outdoor pool/hot tub, resort beach, Tiki bar, on site restaurant, indoor pool & game room. A unique blend of updates, convenience, comfort & relaxation. Just steps away from local favorites including village restaurants, bars, farmers market, shops & neighboring resorts like Osthoff and Siebkens Resorts.

Superhost
A rustic log cabin is surrounded by greenery, featuring wooden walls and a peaked roof. A picnic table and flower planter are positioned in front of the cabin. A neighboring RV is visible in the background, integrating outdoor living with nature.
Cabin in Montello
4.95 out of 5 average rating, 20 reviews

The Rabbit Retreat #1

Relax at Kilby Lake Campground in our beautiful log cabin, the Rabbit Retreat. This camping cabin is a perfect transition to camping; rustic enough to immerse yourself in the outdoors without the hassle of sleeping on the ground in a balmy tent! Share in our nature-centric campground and wander through the tranquil woods. If you desire more action, head to the playground, play a game of cornhole, paddle around the lake, or lounge in our heated pool that is open seasonally.

Guest favourite
Home in Green Bay
4.94 out of 5 average rating, 31 reviews

Touchdown Retreat | Indoor Pool, Hot Tub & Games!

Touchdown Retreat – Indoor Pool, Hot Tub & Games! Unmatched entertainment awaits at this 6,500 sq. ft. retreat just 5 miles from Lambeau Field! Enjoy a heated indoor pool 🏊‍♂️, hot tub ♨️, movie theater 🎬, and epic game rooms 🎯🎮 with air hockey, arcade games, and more. Six spacious bedrooms, brand-new furnishings, and a private fenced yard with a fire pit. Perfect for families & game-day getaways! Book now for the ultimate Green Bay experience! 🚀

Top Guest favourite
An aerial view captures a spacious property featuring a rectangular pool surrounded by lounge chairs. Manicured grass and trees provide greenery, while nearby homes and a winding road are visible in the background.
Guesthouse in Freedom
4.97 out of 5 average rating, 78 reviews

A Sweet Suite in Freedom! Country Comfort!

Visiting friends or family in Freedom? Why bother them for an air mattress when you can stay right in town!? Going to a Packer Game and looking for a comfy place to stay with a super short drive? Found it! Ask about using the game room, golf simulator, or pool while you're here too! There's not a FULL kitchen!! Just one burner, and a flat griddle. There's also a microwave and small refrigerator/freezer, but overall, it's a suite. We think you'll LOVE it!

Top Guest favourite
Home in Plymouth
4.95 out of 5 average rating, 44 reviews

Craftsman Retreat Near Road America-Hot Tub & Pool

Private Craftsman home in Plymouth, WI—just 4 miles from Road America. Ideal for race teams and families, this two-story home offers 4 bedrooms, 2 baths, a private outdoor hot tub, and a seasonal inground pool (summer–mid-September). Free on-street parking plus a garage and shared driveway provide convenient vehicle access. Located in a quiet neighborhood near grocery stores, dining, and local attractions. No pets. Longer stays (7+ nights) by request.

Top Guest favourite
An indoor hot tub is positioned under a ceiling lined with wooden beams, featuring steps leading into the water. Natural light filters through large windows, illuminating the stone fireplace and warm wooden accents throughout the space.
Cabin in Markesan
4.99 out of 5 average rating, 81 reviews

Adeline's House of Cool, The most fun Airbnb in WI

Whether families, friends, or couples are spending time together, Adeline's House of Cool was designed to provide a memorable experience for everyone. Get ready for the most fun Airbnb in Wisconsin! If you like relaxing and playing in the water, you'll love the 20-foot hot tub. With a private pier and channel access to Lake Puckaway, fishing, boating, kayaking, and other water activities, even in the winter, are as close as the backyard.

Superhost
Condo in Elkhart Lake
5 out of 5 average rating, 8 reviews

Lakeside condo w/ lake access & beach views

Welcome to a peaceful Elkhart Lake retreat where history and lake views set the tone for a relaxing stay. This standalone condo offers privacy, comfort, and a calm waterfront setting year-round. - Sleeps 2 | 1 bedroom | 1 bed | 1 bath - Lake & beach views on the waterfront - Private entrance, no shared walls - Full kitchen & bathroom essentials - Seasonal pool access (outdoor amenities Memorial Day–Labor Day) - Free parking on premises

Top Guest favourite
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
4.98 out of 5 average rating, 132 reviews

Indoor Pool, 5 Bedrooms, 10 Min Walk to Lambeau

In order to gain the access code to the pool you will have to acknowledge and consent to the Pool Agreement and Rules. Forget about your worries in this spacious and serene space. This unique home features an indoor swimming pool! The house is large enough to accommodate large groups, with 5 bedrooms and 4.5 bathrooms. It is located just minutes away from Lambeau Field and the Titletown District.

Top Guest favourite
Home in Green Bay
5 out of 5 average rating, 33 reviews

Luxe 5BR w/ Pool House & Hot Tub

Steps from Lambeau Field on Green Bay's 'Hollywood Boulevard,' this modern luxury home is the ultimate game day retreat for up to 17 guests. Enjoy a heated pool, hot tub, and the one-of-a-kind Lombardi Pool House. Features a fully fenced yard, stylish interiors, and a dedicated workspace. Perfect for large groups seeking comfort and entertainment in the heart of the stadium district.

Popular amenities for Oshkosh rentals with a pool

Quick stats about holiday rentals with a pool in Oshkosh

  • Total holiday rentals

    Explore 40 holiday rentals in Oshkosh

  • Nightly prices starting at

    Oshkosh holiday rentals start at $282 NZD per night before taxes and fees

  • Verified guest reviews

    Over 300 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Oshkosh holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Oshkosh rentals

  • 4.9 Average rating

    Oshkosh stays are highly rated by guests—averaging 4.9 out of 5!

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