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.

%{current} / %{total}1 / 1
Guest favourite
Home in Green Bay
4.97 out of 5 average rating, 59 reviews

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

Welcome to our beautifully remodeled 4 bed 3.5 bath home. Lg brand new fully stocked kitchen{Heated} pool (10ftmaxdpth) & lg backyard w/ creek. Tons of outdoor space to enjoy & you'll even see some wildlife around property. This home offers plenty of space & privacy. The lower level has a pool table & other games. We are 2.3 miles from Austin Straubel Airport/Oneida Casino 3.3 miles to Lambeau Field, Resch Center, Titletown. There is tons of entertainment & dining a short drive in any direction.

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

1 min -> Lambeau | Rooftop | Entertainment Garage

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. 5 star stay? Yes. Confidence😊 ⭐ 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 — In-ground pool/hot tub combo coming May 2026! ✨

Superhost
Home in Green Bay
5 out of 5 average rating, 3 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
An expansive in-ground pool is surrounded by a concrete patio, featuring several lounge chairs for relaxation. A manicured lawn borders the pool area, while a white fence provides privacy. Clear blue skies enhance the outdoor space.
Home in Green Bay
5 out of 5 average rating, 24 reviews

JAmbers 1113 Shadow Ln w/Heated POOL

This brand new home (completed August 2024) boasts 6 bedrooms and 3 bathrooms with ample gathering space, an enormous backyard patio that wraps around the side of the house (partially covered) and enters into the party garage. Six spacious bedrooms all with luxurious king or queen beds & two queen premium pull out couches can accommodate your group for any event/weekend stay. Fast internet provided by Spectrum. Please message for special rates on Packer Home Games & other Special Events

Guest favourite
An aerial view captures the expansive waters of Elkhart Lake, with shimmering reflections of sunlight. The shoreline is lined with lush greenery and a sandy beach, complemented by a few boats gently floating on the surface. Nearby, various residential structures can be seen nestled among the trees.
Apartment in Elkhart Lake
5 out of 5 average rating, 22 reviews

Lakefront Condo, Private Beach/Pools, Walk to Town

Elkhart Lake’s beauty awaits year-round! This 3BR/3BA condo boasts a 600 ft private beach, pools (indoor & outdoor), hot tub, water sports rentals, Tiki Bar, and easy access to hiking, golfing, and town. Fall brings vibrant foliage, trail hiking, and golf on scenic courses. Winter offers cross-country skiing, snowshoeing, ice skating, sledding and trail hiking, while spring delights with blooming wildflowers, birdwatching, and farmers markets. Experience nature’s magic any season!

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.
Apartment 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.

Top guest favourite
The two-story home features a light-colored brick façade and a spacious driveway leading to a three-car garage. Lush green landscaping frames the entrance, complemented by well-maintained grass and a large tree, creating an inviting exterior.
Home in Green Bay
5 out of 5 average rating, 33 reviews

Spacious Green Bay Packer Home

A beautiful two story home that is perfect for a Green Bay,WI vacation. Centrally located near many Green Bay attractions including Lambeau Field, which is 2 mile uber ride to the stadium. This is our permanent residence and is part of a neighborhood watch program. This is NOT a party home and quiet hours begin at 11pm. If you chose not to follow the rules of 8-10 guests, you will automatically forfeit your full security deposit. Treat our house like your own.

Superhost
An aerial view presents a spacious outdoor area featuring a large swimming pool surrounded by a sun deck with lounge chairs. The multi-tiered landscape includes lush greenery and decorative shrubs, while the house is visible in the background with expansive windows and a covered patio.
Home in Wrightstown
4.64 out of 5 average rating, 69 reviews

**NEW** Waterfront Vacation DREAM HOUSE

**NEW** Incredible one-of-a-kind waterfront dream home was built for entertaining and full of amenities. Boat access, dock equip with boat lift and two jet ski lifts, boat house and breathtaking views. House features huge pool, full basketball court, theater room with six reclining massage chairs, arcade, gym, in ground fire pit, spacious interior layout and two fireplaces. Centrally located right between Green Bay and Appleton. 15 minute Uber to Lambeau Field.

Guest favourite
Home in Green Bay
4.96 out of 5 average rating, 25 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.
Guest house in Freedom
4.97 out of 5 average rating, 75 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
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
4.98 out of 5 average rating, 43 reviews

Holiday Home for 8ppl w/ Hot Tub in Plymouth, WI

Family friendly, private home in Plymouth, WI. Approx. 4 miles to Road America. A beautiful Two-Story, 4 bedroom, 2 bath home with an outdoor hot tub. Close to grocery stores, various local events, bars, restaurants, and child-friendly places within walking distance. NO PETS allowed on property. *For Long Stays over 7 days, please contact us. HOLIDAY DECORATIONS for NOV-DEC 2025 BOOKINGS! Ready to host families in town for the holidays! Book today!

Guest favourite
The exterior showcases a contemporary two-story structure with a dark facade and large windows. A welcoming entrance is highlighted by a distinctive overhang. The well-maintained yard features a combination of concrete pathways and lush greenery, surrounded by mature trees and neighboring homes.
Home in Oshkosh
4.96 out of 5 average rating, 82 reviews

Hickory on the LakeWaterfront Luxury on Winnebago

Welcome to "Hickory on the Lake," a meticulously renovated 3-bedroom, 3-bath sanctuary on Lake Winnebago. Indulge in the beauty of stunning sunrises and sunsets from the four seasons room. Nestled in a quiet, family-oriented neighborhood, this centrally located property provides easy access to Oshkosh's attractions. Immerse yourself in sophistication and create unforgettable moments against the backdrop of Lake Winnebago's breathtaking scenery.

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 € 146 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 & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Oshkosh holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oshkosh rentals

  • 4.9 Average rating

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