Vacation 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.

0 of 0 items showing

1 of 3 pages

Guest favorite

Condo in Elkhart Lake

4.9 out of 5 average rating, 10 reviews

Lakefront Penthouse, Pvt Beach/Pools, Walk to Town

Discover Elkhart Lake’s natural beauty from your private luxury waterfront retreat. Enjoy breathtaking views of Elkhart Lake from every vantage point. Enjoy the private beach, sparkling outdoor pool, and soothing hot tub. Take a refreshing dip in the indoor pool year-round. Fall brings vibrant foliage, golf, and hiking. Winter offers hiking, cross-country skiing, snowshoeing, and sledding, while spring delights with blooming wildflowers and farmers markets. Experience nature’s magic any season!

Guest favorite

Home in Green Bay

5 out of 5 average rating, 47 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.

Guest favorite

Home in Plymouth

4.97 out of 5 average rating, 31 reviews

Selma House-4 BR+2Ba, Pool by Road America/Golf

Family friendly, private home in Plymouth, WI. Approx. 4 miles to Road America. A beautiful Two-Story home with outdoor private pool, hot tub (new 2024), and BBQ area available June - Labor Day (depending on weather). Close to Plymouth Dirt Track, Golf Courses, 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, the lawn will be mowed & pool maintained during your stay in summer.

Superhost

Home in Newton

4.88 out of 5 average rating, 8 reviews

Country Cottage Indoor pool-HOT TUB

Relax with the whole family at this peaceful place. Take a dip in the indoor pool and hot tub. Living room features a grand fireplace that will keep you relaxed during your stay. Enjoy Nature while sitting on the patio grilling out. Open concept kitchen and dining area seats up to 22. Great Location. Close to 5 golf courses. Road America in 25 minutes away. Whistling Straits is 18 mins. NFL DRAFT Green Bay packer stadium is only 48 mins. EAA is 1 hour 10 min. Door county is less than 2 hours.

Superhost

Home in Suamico

5 out of 5 average rating, 3 reviews

The Grand on Longtail - Top Lux -Pool/Lake/Theater

Introducing The Grand on Longtail – the ultimate luxury escape! This massive 10,400 sq. ft. estate boasts your own Lazy River, Sauna, and stunning views of the Bay of Green Bay. With 6 bedrooms, 7 baths, a private theater, sports bar, and rec room, it's perfect for entertaining. Cook like a chef in the gourmet kitchen with a Butler’s Pantry, or relax in the grand family room with 32 ft ceilings. Enjoy lakefront serenity, your own elevator, and more! The perfect retreat for unforgettable stays!

Guest favorite

Home in Ripon

5 out of 5 average rating, 8 reviews

Indoor Pool, hot tub, near lake

Make some memories at this unique and family-friendly place. 8000 square foot home, with indoor pool, hot tub and minutes from downtown, local breweries, boutique shops and restaurants. The home is nestled on a large lot, with trees surrounding the property to give it a private park like feel. Minutes from beautiful Green Lake, golf courses, & a local vineyard. Oshkosh & the EAA grounds are a short 20-minute drive. The home is furnished w games, bikes, trampoline, 2 full kitchens.

Guest favorite

Cabin in Montello

4.94 out of 5 average rating, 17 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.

Superhost

Home in Allouez

4.86 out of 5 average rating, 211 reviews

Amazing Six Bedroom Green Bay Vacation Home!!

Amazing one-of-a-kind home is built for entertaining and full of amenities. You'll love the huge indoor pool that is heated year-round! Very spacious layout. Home has hosted celebrities & Packers Hall of Fame Players. Amenities include a full arcade, outdoor sauna, theatre room, large open kitchen and living room, high-end massage chair, poker table, and more! Six-minute drive to Lambeau, five-minute drive to the airport, very close to everything. 5,200 Sq Feet

Guest favorite

Home in Oshkosh

4.83 out of 5 average rating, 90 reviews

Home Away From Home

Family friendly neighborhood near downtown. 2 large bedrooms 1 w/ California king bed, futon, tv. 1 bedroom w/queen, tv. A large living room w/ plenty of room for all guests, dining room, & kitchen.There is a fenced in back yard w/ a pool, deck, fire pit, and grills. I have a non shedding teddybear dog that will not be there. If you’re allergic to dogs, don’t book here! We live here, and are not professional cleaners, but try and make your stay as best as we can!

Superhost

Home in Fond du Lac

4.8 out of 5 average rating, 103 reviews

Luxury house with lots of space and a huge yard!

A beautiful home with amenities designed for active living. We offer a sauna, hot tub, 2 whirlpool baths, a pool, playground, a ping pong table, foosball table, darts, and LOTS of lawn space. There is an outdoor patio with gas grill and fire pit. Good Morning America voted our neighbor, Kelley’s Ice Cream, the best ice cream in the country, in 2013. Fondy Sports Complex & Water Obstacle Course, and local lakes for boating within 15-min drive. *by request only