Holiday rentals in Oskaloosa

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Top-rated holiday rentals in Oskaloosa

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Guest favourite

Home in Oskaloosa

4.96 out of 5 average rating, 122 reviews

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!

29 Oct – 5 Nov

₹12,364 per night

Guest favourite

Cabin in Pella

4.96 out of 5 average rating, 132 reviews

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.

5–12 Oct

₹10,170 per night

Guest favourite

Cottage in Pella

4.99 out of 5 average rating, 289 reviews

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.

13–20 Apr

₹16,811 per night

Guest favourite

Flat in Oskaloosa

4.95 out of 5 average rating, 127 reviews

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.

22–29 Dec

₹6,799 per night

Guest favourite

Apartment in Pella

4.91 out of 5 average rating, 141 reviews

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.

9–16 Sep

₹9,717 per night

Superhost

Flat in Oskaloosa

5.0 out of 5 average rating, 4 reviews

Cozy, Comfy Farmhouse near Penn Campus

This historic home built in 1900 has been fully updated and is located one block south of the William Penn University campus. It offers easy access to the campus as well as peace and quiet. It is spacious and offers guests what they need to feel right at home. It is fully furnished with all appliances, including washer and dryer, linens, and everything you need for the kitchen. Both bedrooms have queen size beds. Please note this is a downstairs unit and there are guests upstairs.

19–26 Jun

₹10,978 per night

Guest favourite

Cottage in Oskaloosa

4.94 out of 5 average rating, 34 reviews

"The Lost Gem" A little bit country...

Get ready to enjoy good 'ole country livin' when you choose to stay at our little cottage, The Lost Gem. Its a quiet retreat, recently renovated on a hard surfaced road with all the privacy you could desire. The yard is large enough to sit outside, giving children area to run .While enjoying the spacious outdoors, you'll be able to gaze at the beautiful sunsets each day. The entrance is very accessible and well lit to welcome you. Our guests enjoy a single level home with no steps.

6–13 Nov

₹13,852 per night

Guest favourite

Home in Ottumwa

5.0 out of 5 average rating, 16 reviews

Private river home.

Take it easy at this unique and tranquil getaway. This home is set in the middle of Iowa cornfields with the river on one side and Garrison Rock nature center directly across the road. Explore the caves and trails. Then as you walk toward the river, enjoy a stop at the large garden to pick tomatoes, corn, and many other vegetables. Enjoy the peacefulness of sitting along the river, walking in the water or watching the sunset. Long stays are encouraged at a discount.

12–19 Jun

₹5,504 per night

Guest favourite

Home in Pella

5.0 out of 5 average rating, 125 reviews

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.

24–31 Aug

₹16,659 per night

Guest favourite

Flat in Pella

4.99 out of 5 average rating, 290 reviews

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.

6–13 Dec

₹7,020 per night

Guest favourite

Flat in Otley

4.96 out of 5 average rating, 400 reviews

RED ROCK Lake House - Lower Level Apartment

The lower level/apt. of our home sits on the Red Rock cliffs of lowa's largest lake, with private deck. The lake house provides a secluded picturesque getaway surrounded by natural habitat, with amazing views of some of the 5,250 acre lake. The space is very private and has steps.l

7–14 Mar

₹13,546 per night

Guest favourite

Home in Ottumwa

4.87 out of 5 average rating, 120 reviews

Red Fern Hotel - Eclectic Getaway 2 bedroom

Take an adventure to this eclectic house nestled in the heart of “The City of Bridges.” Here you’ll find a unique and bubbly styled space, stocked with coffee, a refreshing work area, back deck and good vibes. Nothing beats a nearby river walk and an easy Iowa get-a-way.

28 Dec – 4 Jan

₹6,828 per night