Holiday rentals with a pool in Iowa

Big Groups/GameRM/Pool/Hot tub/Large backyard/Pets

Gather your group in this spacious 5BR, 3BA retreat made for connection and fun. After a day exploring, come back to the pool, hot tub, and sunroom dining. Inside, unwind in two cozy lounges or spark friendly competition in the arcade and game-filled garage. With room for 16, this home isn’t just a stay—it’s where family and friends celebrate, play, and make lasting memories together. Close to: 🏴󠁴5 mins to Get Air Trampoline Park ⛳ 10 minutes to Topgolf 🌆 20 minutes to Downtown Des Moines

Historic Home on 4 Acres - Hot Tub, Pool, Tiki Bar

Our 1948 vacation home is on 4 acres & boasts 3 bedrooms, 3 full baths, 2 half baths, Bridal Suite (4th bedroom), 70s TV/Game Room, Tiki Bar, & Children's Playroom. Outside we have a pool (guaranteed to be open 5/26 - 9/5) & hot tub (year round). Located 15min away from Downtown DSM & a mile away from a grocery store/restaurants. Up to 2 dogs allowed for an additional fee. ***Events/photo shoots are allowed with written permission only and will be an added fee. No events larger than 25 total.***

Bright & Comfortable 3- Bedroom Bridges Bay Cabin

Newer single level, 3-bedroom, 2-bath house at the Bridges Bay Resort in Arnolds Park, Iowa. Bright, comfortable furnished space that is the perfect Okoboji vacation hub. Sleeps 10 comfortably. Screened-in game and entertainment garage space, plus back patio for grilling and relaxation. Neighborhood pool across the street and indoor/outdoor water park, arcade, gym (remodeled in 2020) and on location bars/restaurants are a 5-minute walk or short drive away. Six free waterpark passes each day.

Okoboji Bridges Bay Cabin on Pond

Awesome cabin in Bridges Bay Resort located on the fishing pond. 2 enclosed bedrooms plus loft. Nicely finished garage provides additional hang-out space. 2 kayaks provided for pond use. Includes 6 passes daily to water park, walking distance to Bridges Bay restaurants and lake access. Over-sized patio with Weber gas grill. Extended driveway for up to 4 cars (street parking not allowed). Washer/dryer available in unit for guest use. Booking guest must be 25 or older, parties not allowed.

Rare POOL SIDE/LAKE VIEW condo -Bridges Bay Resort

Newly remodeled 3 bedroom. 2 bathroom condo at Bridges Bay Resort. Imagine grilling out on the patio while you play yard games, swim in the pool, and look out over East Lake Okoboji. Spend your days exploring the many outdoor activities that Okoboji has to offer, enjoying Boji Splash water park, or simply relaxing by the lake. This rare poolside and lake view condo comes with all the amenities! There is so much to do all year round. Let our vacation home be your next relaxing get away!

Private Pool Retreat | Sleeps 8 | 3 Min to DT

Private backyard pool. Built-in hangout space. Room for the whole crew. Just 3 minutes from downtown Cedar Rapids, this stylish 3-bedroom home is designed for groups who want space to relax, swim, and actually enjoy time together. Spend the day in the pool, grill under the pergola, and unwind downstairs with movies or a round of foosball. Whether you're in town for a weekend getaway, family trip, or summer gathering — this place was made for it. (Pool opens in May, dependent on weather)

A walk in the Park 1 king & 1 queen bed

2 miles to downtown. Our cute little bungalow is relaxing, calm & stylish. No stairs!Huge picture window overlooking the back yard leading into iconic Bever Park with Pool (seasonal), Playground, Petting zoo, (seasonal) Tennis courts, and of course find and sit on the "enormous rock" next to the creek. Multiple pavilions available to rent through the city. 1 King bed & 1 Queen bed. 2 car off street parking. Washer & dryer. Start the day off with a walk in the park & a cup of coffee..

Historic Ausadie Building Studio Apartment 1-G

Ausadie Building is a registered Local & National Historic property, located in the Medical & Downtown District. Only a few minutes walk to many entertainment venues, museums, galleries, four live theaters, Coe College and many churches and restaurants. The building has been beautifully restored and offers a courtyard with a pool, flower gardens and a peaceful Koi pond. Laundry and a fully equipped gym are also included. Our secure building will feel like your home away from home!

Clock Tower Suites in historic Grundy Center

Enjoy the features of this unique upper story suite in downtown Grundy Center. Exposed brick, restored tin ceilings, and original wood floors juxtaposed with the modern, sleek features of the suite's bathroom creates a feel of luxury and relaxation. Whether traveling for business or seeking a romantic get-away, this suite offers uncommon amenities that will make your stay a pleasant one. Just foot distance away from four restaurants, gift stores, and even a $3 movie theater!

Gracious Spacious Audacious Ground Floor w/Garage

*Ground Floor Unit Let us take care of you, Midwest Hospitality LLC is here to cater to the travelers needs. We hand select each of our units to maximize your convenience, safety, and comfort. Our units are newly furnished with no expense spared. Top notch linens and furnishings, high speed internet, chef ready kitchens, king beds, private balconies and parking all come with each reservation. We are a local company and here to assist you for the duration of your stay.

Timber Ridge Cabin getaway - HOT TUB-

The Timber Ridge Hideaway is the perfect NE Iowa family retreat, with 4 bedrooms/2 bathrooms on both levels with a Bunk Bed for kids downstairs and boasting over 2200 total Sq feet. Take in the beauty of the woods and all the wildlife from the covered deck and relax in the large outdoor Hot Tub Jacuzzi available year round or the swimming pool during the warmer summer months. Just minutes away from the Mississippi River and Yellow River Forest. Sleeps up to 14.

Stylish & Spacious| Pool| NintendoSwitch| King bed

Welcome to WDSM! Spacious unit with open floor plan, two private bathrooms, & large private patio overlooking green field. Pool, Free Tanning, Gym. Minutes from Jordan Creek Shopping Center, Top Golf, restaurants, Spare time, Dave & Busters! Walmart, Target, Movie Theatre and more! Detached garage included steps away from secured entrance. Quiet neighborhood, walking/biking trails, & dog park located on site. DT DSM 18 min Airport 18 min East Village 18 min