Vacation rentals in Oskaloosa

5 out of 5 average rating, 26 reviews

Townhouse in Des Moines

Des Moines' Finest

Welcome to our Airbnb in the heart of Des Moines, Iowa, where luxury meets Midwest comfort, and city views await you at our home. Situated on the southside of downtown just a few miles from the airport, you'll find yourself within striking distance of the city's finest attractions, restaurants, and entertainment options, making it the ideal choice for your stay in Iowa's capital. This modern three-story condo was just newly built and we take pride in maintaining it to the highest level.

5 out of 5 average rating, 5 reviews

The kitchenette features a wooden countertop and gray cabinets. Open shelving displays decorative items and glassware, while a small sink and a coffee maker are visible. The space is organized with baskets and wall-mounted hooks, creating an efficient and welcoming environment.

Apartment in Keosauqua

The Tiny Nest, A Unique Space on Main Street!

Welcome to THE TINY NEST! Our cozy apartment is designed to be your perfect retreat, offering comfort and convenience right near the Des Moines River. Nestled behind THE ROOST LAUNDROMAT, you'll find yourself in the heart of Keosauqua, Iowa, with easy access to local attractions. Explore the charm of Keosauqua, where you can wander through 11 delightful villages featuring specialty shops, dining options, antiques, and a community pool. THE TINY NEST is your perfect base. Enjoy your stay!

Superhost

A well-lit basement area features a granite bar with four high-backed chairs. Two wall-mounted televisions are positioned for entertainment, while a cozy seating arrangement is visible in the background. Neutral-colored walls and a warm wooden floor create a welcoming atmosphere.

5 out of 5 average rating, 5 reviews

Cozy Des Moines Waterbury Home

Welcome to your dream vacation rental in Waterbury! This stunning house is located in the desirable Waterbury neighborhood, offering a peaceful and picturesque setting for your stay. Plus, you'll have the added advantage of being conveniently situated next to the renowned Willow on Grand event center and a 3 minute walk to The Val Air Ballroom. Get ready to indulge in a truly memorable experience! Relax with the whole family at this peaceful place to stay.

4.93 out of 5 average rating, 40 reviews

A spacious deck is shown with wooden flooring, featuring two modern chairs positioned for relaxation. Large glass doors provide a view of the interior, allowing natural light to flood the space. Surrounding trees and open landscape enhance the serene atmosphere.

Treehouse in Oxford

Creekside Treehouse & Lavender Farm

Welcome to our charming treehouse retreat overlooking a creek and a working lavender farm. This Airbnb offers a unique blend of charm, modern comfort, and lots of wildlife. The treehouse features a cozy interior with panoramic views, a king-sized bed, spacious deck, heated floors, fiber internet, and more. Ideal for a romantic getaway or retreat, our treehouse promises a memorable stay amidst the beauty of nature. We look forward to welcoming you!

A sunroom features large windows allowing natural light to illuminate the space. An orange sectional sofa is complemented by a colorful throw pillow. A wooden console table with decorative items sits against the wall, while plants add a touch of greenery to the inviting atmosphere.

4.99 out of 5 average rating, 100 reviews

White Oak Hillside Oasis

Our 3 bedroom hilltop 1950’s home with wonderful views of the capital and city of Des Moines is the perfect place for your stay. Nestled just south of downtown in a quiet historic Italian neighborhood, you are within walking distance from a world class brewery, bars, restaurants and miles of walking and biking trails surrounding Gray’s Lake. We are within a few miles of everything else that the downtown area of Des Moines has to offer!

5 out of 5 average rating, 11 reviews

An outdoor patio area features a round table surrounded by four cushioned chairs, shaded by a large umbrella. A small grill is positioned nearby on a paved surface, with green grass extending around the space. The exterior wall of the house is light-toned, and a door leads inside.

Home in Ottumwa

Fran's Cottage

🏡 Your Ultimate Getaway Awaits! 🏡 Step into a world of comfort and charm at this delightful house, where every corner exudes relaxation. With a generous 950 sq. ft. of space, you'll find room to breathe and unwind. 🌟 Discover 2 cozy bedrooms offering the perfect retreat after your adventures. Nestle into a snug queen bed or opt for the versatile futon full bed with a twin bunk bed setup – comfortably accommodating up to 5 guests.

Superhost

Home in Mystic

4.89 out of 5 average rating, 9 reviews

Sunny Days Valley View Villa 3

Vacation paradise on Rathbun lake! 4BR, 3BA with large game room with extra sleeper sofa for the 4th bedroom, Large living room & Kitchen, all one level with laundry facilities. Huge yard to setup games or just enjoy running around. Has a large outdoor fire pit area to enjoy on a relaxing evening. Has a beautiful inground swimming pool off the back patio for those hot summer days and BBQ area.

4.91 out of 5 average rating, 85 reviews

A modern bathroom features a dual sink vanity with a dark wooden cabinet. Above the sinks, a well-lit mirror is flanked by elegant fixtures. Soft, rolled towels are neatly arranged in a basket, and a plush mat adds comfort underfoot. A glass shower is visible in the background.

Home in Ankeny

Spacious home, fast wifi, quiet neighborhood

Perfect for group getaways, this stylish space offers a comfortable retreat. Tailored for both business travelers seeking a long-term stay and families looking for a spacious and relaxing escape. Discover a welcoming home that combines modern design with convenience. Explore nearby attractions or unwind in the ample and thoughtfully furnished living areas. Your ideal Airbnb experience awaits!

5 out of 5 average rating, 112 reviews

Home in Brooklyn

Walnut Creek Lodge & Private Outdoor Resort

Walnut Creek Lodge & Resort is a private property that offers a home away from home stay. If your looking for a great getaway or a full on vacation we can meet your needs. Walnut Creek sits on 320 acres of land with its own private pond stocked with fish, that offers a variety of outdoor recreational activities, that will make your stay not only relaxing, but also exciting and memorable.

4.93 out of 5 average rating, 200 reviews

A laundry area is equipped with a washer and dryer, surrounded by wooden walls that create a rustic atmosphere. A small window allows natural light to enter, illuminating the tiled floor. Nearby items are organized on shelves, adding practicality to the space.

Home in Keosauqua

Droptine Cottage

A back road get-away in Iowa's best deer country. Featuring all the comforts of home with 2 bedrooms (1 queen & 1 full/twin bunk bed). Relax outside on the deck or by the firepit. Perfect for a group of hunters, fishermen or a family visiting the Villages! Included TV, DVD, Washer & Dryer, Wi-Fi, Charcoal & Gas Grills. Daily or weekly rentals available.

4.94 out of 5 average rating, 77 reviews

A wooden deck with a curved railing overlooks a scenic wooded area filled with trees in autumn colors. Two loungers, positioned side by side, provide a comfortable spot for relaxation as leaves gently fall on the weathered wooden surface.

Home in Ottumwa

Crestview Hill Home. Lovely 5.5 acre wooded area.

Welcome to Crestview Hill! Relax with the whole family at this peaceful place to stay. This three bedroom two bath home is in the absolute perfect location. Close to many restaurants and stores, yet tucked away in a quiet, beautiful wooded area with some lovely trails and a creek, you’re definitely going to want to come back often!

The loft-style primary bedroom features a spacious layout with natural light streaming through a large window. A cozy sitting area includes a light-colored sofa and decorative plant. Shelving provides storage, and a sliding door leads to an outdoor space, enhancing accessibility.

4.93 out of 5 average rating, 181 reviews

Updated home in convenient walkable location!

Fun & unique home located within blocks of the Des Moines Best restaurants/bars, grocery stores, bike trails, etc! This stunning property is ready for the perfect little getaway! 1 Minute Walk to Avenues of Ingersoll & Grand 7 Minute Drive to Downtown Des Moines 12 Minute Drive to West Des Moines 10 Minute Drive to the Airport

Vacation rentals for every style

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Popular amenities for Oskaloosa vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Oskaloosa's top sights

Smokey Row3 locals recommend

Tasos' Steak House4 locals recommend

The Frosty Udder3 locals recommend

Other great vacation rentals in Oskaloosa

4.88 out of 5 average rating, 24 reviews

Home in Carlisle

Quiet Country home, nature & fishing -5min to city

5 out of 5 average rating, 13 reviews

A well-lit living room showcases a gray couch and a large area rug in neutral tones. A bright blue front door stands out against the light gray walls. The staircase with wooden railing is visible in the background, adding depth to the space.

Home in Ames

6bd/3ba Family Friendly Retreat

4.98 out of 5 average rating, 276 reviews

A spacious front porch is adorned with two wooden Adirondack chairs positioned for relaxation. A bird feeder hangs nearby, and a gas grill is set against the cabin's wooden exterior, providing an inviting outdoor space for dining and leisure.

Cabin in Newton

Little Cabin in the Woods - Great for Staycation!

4.96 out of 5 average rating, 55 reviews

Cabin in Oskaloosa

Cabin by State Park: Hot-tub, Pool, Trails

5 out of 5 average rating, 14 reviews

A spacious outdoor area is featured, with a fire pit surrounded by comfortable seating. The view overlooks a tranquil cove, where boats are docked. Lush greenery lines the lakeside, and additional seating is arranged for gatherings. String lights enhance the inviting atmosphere.

Home in Montezuma

Lake House Retreat

A wooden deck surrounded by greenery features a square table at its center. Four black metal chairs are positioned around the table, enhancing the outdoor dining experience. Potted plants are placed along the railing, adding a touch of nature to the setting.

5 out of 5 average rating, 36 reviews

Sweet Cottage

5 out of 5 average rating, 21 reviews

A charming entrance features a wooden porch with a railing and a small set of metal chairs. A welcome mat is positioned at the front door, which is framed by a large window. The porch provides a view of the surrounding yard.

Home in Centerville

Adventure Awaits!