Holiday rentals in Oskaloosa

Sunny Cottage: FirePit, by Prairie & Wooded Trails

This bright, cheerful two bedroom home with full service kitchen, vaulted open living area, smart Weber grill, fire pit and private backyard is tucked away in a quiet neighborhood with easy access to a 14 mile paved recreation trail, nearly 1700 acres of forests, wetlands, prairies and parks to explore, local winery with dine in nights, cheese farm, museums and active art community. Guests will have easy access to the home with keyless entry. You'll find yourself rested, refreshed and reignited!

Historic Dutch Cottage • Walk to Central • Firepit

The Rock House • Historic• Walk to Central College• Fire Pit Stay in a true piece of Pella history. The Rock House was built in 1856 by Dutch homesteaders and has been beautifully restored with modern comforts. This cozy 2-bedroom cottage sits next to Central College and is just minutes from downtown shops, bakeries, and the famous Vermeer Windmill. Perfect for couples, small families, Central College visitors or a cozy Pella getaway, the home blends historic charm with a peaceful retreat.

The Strawtown Cottage - in downtown Pella

Completely remodeled 1865 original Strawtown Store of Pella conveniently located in one of the best small towns in Iowa. Three blocks to downtown Pella, 1 1/2 blocks to West Market Park, 2 blocks to Central football, baseball and softball complex. Enjoy the cottage charm with two private bed and bath suites, a family room with dining, full kitchen, front and side porch, laundry and large back yard. Off-street parking in the back. Luxury sheets on queen beds await after your adventures.

Downtown Oskaloosa Square

Brand new in 2021! 650 sf studio apartment in downtown Oskaloosa. Located on 3rd floor of commercial building, across the street from the iconic bandstand and Oskaloosa square. Elevator access to private 3rd floor. 10 foot ceilings, washer & dryer in unit, (2) 50" smart tvs with high speed wifi and cable tv included. Nectar memory foam Queen mattress, double reclining sofa. Plenty of closet space and furnishings for long stays. Professional property management office on main floor.

Heart of Downtown Pella

Welkom to Heart of Downtown Pella! This charming stay is within steps of Pella’s most popular features: Quaint shops, vibrant restaurants, and of course Jaarsma & Vader Ploeg Bakeries, Vermeer Windmill, the Pella Historical Village, and more! !CAUTION! The stairway is very steep and is the only way to access the condo. Please take this into consideration if you have limited mobility and/or other reasons that may prohibit you from utilizing the stairs. PLEASE BOOK AT YOUR OWN DISCRETION.

Cozy Country Cottage 5 Minutes from Town!

Cozy Country Cottage just 5 minutes from town. Large yard for kids to run around and quiet place to sit outside and enjoy the firepit. High speed internet and full size appliances with central air conditioning. Escape to the country while being close to several local attractions and amenities. 2 Bedrooms with new beds. 1 King Bed and 2 twin beds. Also there is also a full size bed air mattress in the closet to set up in the living room if an extra bed is needed along with the couch.

Private Woodsy Cabin close to River and Keosauqua

Our cabin is located right on the edge of Lacey-State Park, with two spacious bedrooms, fully furnished living room, kitchen and bath. Sit on the deck and watch the deer walk by, enjoy the peace and quiet, with plenty of space to park your boat and recreational vehicles. Downtown Keosauqua is less than half a mile and conveniently located near all that this quaint river town has to offer - dining, shopping, bars, trails, kayaking, fishing, hunting and so much more. Pets not allowed.

Nadine's

This quaint, fully remodeled historic home features an open concept living, kitchen, dining room. With 4 beds, 2 bathrooms, and a washer/dryer, this is perfect for extended stays for retreats, reunions, and families very comfortably sleeping 6. Conveniently located off of HWY 6 in one of the Amana Colonies, a 10 minute drive to shopping and nature trails. Only a 25 minute drive to the University of Iowa and 10 minutes to Williamsburg or Marengo.

Dixon Block Loft

Dixon Block loft is a historical building renovated into a beautiful 2 bedroom loft apartment. Old historic charm is embedded into the style. Overlooks charming town square. Walking distance to stores and restaurants. We live locally to assist with anything needed. We can't wait for you to enjoy the local small town charm. Many events happen in December, Lighted Christmas Parade. In the summer time, the town square has many concerts.

Great location + Price Clean and Comfortable

Cozy 2BR, 1.5BA townhome in a quiet Altoona neighborhood. Perfect for families, small groups, or business travelers. Just minutes from Adventureland Theme Park, Prairie Meadows Casino, and 12 min to downtown Des Moines. Features 2 queen beds, fully equipped kitchen, high-speed Wi-Fi, free parking, and easy self check-in. Close to restaurants, shopping, and entertainment—ideal for all stays!

60's Inspired Studio

Our awesome 60's Inspired studio has a mid-century vintage vibe! A quick walk to explore the unique city of Pella. Including the city park, historical buildings, restaurants, bakeries, meat markets, stores, Central College, movie theater and much more to explore. This is a second story walk-up; you will have a flight of steps to enter and exit. Private entrance and parking in driveway.

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.