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!

Quaint & Comfy in Pella, Iowa

This 1695 square foot home is the perfect fit for family, friends, and out of town business workers to enjoy the amenities of home. Guests are sure to enjoy a memorable stay in this newly remodeled 3 bedroom, 2 bath home. The 1st floor bedroom with it's queen size bed opens up to the backyard deck. Both bedrooms on the 2nd floor have queen size beds. The kitchen is fully equipped with all the amenities for cooking at home. New washer and dryer in the basement along with a 2nd bathroom w/ shower.

Bison Ranch*Cabin*Huge Views

Come to the place where the buffalo roam! Relax in our beautiful handcrafted cabin with one full bedroom and two oversized lofts. Take a stroll on a 1.6 mile trail to view America’s National Mammal. 3 miles from I-80. Stay connected with our reliable wifi or unplug to enjoy the sounds of nature from the wrap around deck and firepit. Bring your own food to grill or purchase bison burgers from our onsite retail store. Close to dining and recreation! Stunning sunsets at Sunset Hills Bison Ranch!

The Prayer Cabin

The Prayer Cabin is located at Lake Red Rock outside of Pella, IA. The cabin Is an Earthen/Berm home located on a 1 acre lot in a quiet & clean neighborhood. The lot boasts a wooded valley with many birds and squirrels to watch. The Prayer Cabin was recently remodeled with a brand new kitchen and bathroom. Our first guests asked us if Chip and Joanna were the creators of the design. 💚 Navy Blue cabinets, Tons of white shiplap and open shelving. Peaceful. A place of respite and relaxation.

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.

Modern Downtown Retreat In The Heart Of Pella

Enjoy the convenience of being a block from Pella’s square and all that the downtown area has to offer. This fully remodeled, 3 bedroom, 2 bath home offers you a centrally located base to plan your daily excursions. Whether your day is spent perusing the unique shops around the square, on the trails or water at Lake Red Rock, or meeting up with friends and family, this home will be the perfect place to recharge and refresh between activities.

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.

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.

The Rock House-A cozy cottage w/ firepit in Pella

Welcome to The Rock House — your cozy Dutch cottage getaway! Built in 1856, this historic 2-bedroom, 1-bath home blends original charm with modern comfort. Enjoy a fantastic location next to Central College, a short walk to the square, and quick access to Lake Red Rock. Peaceful, private, and fully updated, it’s the perfect place to relax while staying close to everything Pella offers.

Little Cabin in the Woods - Great for Staycation!

Our little cabin in the woods is a great place for couples to relax, reflect and connect. Nestled on 115 acres of land, there are many trails to explore throughout the woods. Enjoy watching wildlife, laughing around a fire, sitting on the front porch watching the sunset, reading, playing games, and stargazing.