
Holiday houses in Oakland
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Top-rated holiday rentals in Oakland
Guests agree: these stays are highly rated for location, cleanliness and more.

Quiet Country Stay with Sunset Views, 35 min Omaha
Get away from it all when you stay under the stars at Branded Sunset Ranch. Enjoy the best of both worlds where you can spend time outdoors enjoying the beautiful views & sunsets all while being close enough to the city that you can enjoy a night out before returning to this quiet country home where you can disconnect while reconnecting to each other. Looking for a change of scenery while you work, we have wi-fi for those looking to enjoy peace and quiet. Approx 35 min from downtown Omaha.

Exira 107 - Cozy 2BR Above Coffee & Goods Shop
Welcome to Exira 107, a cozy 2-bedroom, 1.5-bath stay in the heart of Exira! Brand new and fully furnished, located above Goldie’s Coffee & Goods. Perfect for family visits, weddings, work trips, or a peaceful getaway. Enjoy a full kitchen, in-unit laundry, and a 55" Smart TV. Guests receive a free coffee or tea with every stay. Arriving late or want breakfast taken care of? Optional grocery service from downstairs is available for $5 plus cost of groceries - just request details upon booking.

Hunters Outpost 2 bedroom apt.
Loess Hills Hunting Area, Deer Hunter's Goose & Duck or Uplanders stay with us. Family Friendly, Dog kennel available, Horses welcome Large Barn for turn out or Riding Arena Located on the Loess Hill Senick Byway Close to Restaurants, 25 minutes north of Metro Omaha area, Riding Trails, Golf Cart Trails. Enjoy cool fall evenings around the fire pit or ride in the lighted arena, rest up & relax or up early get out to shoot that trophy Whitetail this area is famous for Big Bucks & Desoto Flyway

Accessible Escape- Completely Handicap accessible!
Discover the perfect getaway, a thoughtfully designed Airbnb that prioritizes comfort and accessibility. Welcoming all, our space is fully equipped to meet the needs of guests with mobility challenges, ensuring everyone has a good experience. Our home is 100% handicap accessible, featuring wide doorways, ramps, and a step-free entry that make it easy to navigate. Inside, you’ll find an open floor plan that creates a spacious atmosphere, making movement effortless throughout the entire home.

Grain Bin Getaway
Nestled at the foot of the Loess Hills, this repurposed grain bin is a sight to see. Every inch of the inside has been customized for a relaxing and luxurious experience. Conveniently located just 30 minutes from downtown Omaha, as well as within a quick drive to numerous state parks. There is even an external electrical hook up for campers. Finally, our grain bin includes 20 acres of the Loess Hills to explore. We recommend hiking to the top of the ridge for sunset. It's breath taking.

Cheerful two bedroom home in peaceful neighborhood
Relax with the whole family at this peaceful two bedroom home. Beautiful quiet neighborhood close to interstates, sports fields, IWCC, Henry Doorly Zoo, bike/running trails, downtown Omaha, Old Market, CHI Center, Eppley Airfield, and more. Spacious tree filled private backyard, outdoor patio, and grill. Plenty of parking. Great WiFi and Netflix, YouTube TV and Discovery+. Washer/dryer available. Dog friendly but no cats please. No gatherings, events, or parties inside or outdoors.

Ellington Place
A rustic farmhouse retreat on a crop producing farm, which means we could be planting or harvesting during your stay. Ellington Place has a furnished kitchen, updated bathroom and washer and dryer. Along with excellent outdoor entertainment, complete with a fire pit, porch for sitting and open area for short walks. The property is located 25 minutes from the Omaha metro area as well as less than 10 minutes from the Wabash Trace, a bike trail that travels through Mills County.

Large Family Home
Enjoy our fully loaded home for holiday gatherings, working on the road, or just traveling by town. Includes a fully equipped kitchen, tvs with streaming, and washer/dryer. This is a four bedroom home. Three of the rooms have a queen bed, and the fourth room has a twin bed. Every room has a tv. The living room has a hide-a-bed sofa for extra places to sleep. We guarantee comforter and all are fresh when you arrive. Bathrooms and kitchen are fully sanitized as well. ❤️

Art Church Iowa
Art Church Iowa is a re-purposed/desanctified 153 year old Presbyterian Church. Its last religious service was in 1969. Artist Zack Jones purchased the building in 2012 from the Historical Society. Zack originally lived in the downstairs while using the upstairs as a studio space. Zack encourages guests to look upstairs during daylight and also night time as the space changes. Disclaimer: Use of the upstairs is not part of the Airbnb rental.

Contemporary Furnished Home
A cozy place with contemporary furnishing. A home away from home of your own with gated concrete driveway. Tennis court area welcomes you each day for your daily exercise. Full kitchen and laundry are among the amenities provided for your additional comfort. Grocery stores and restaurants are just minutes away to satisfy your cravings early morning or late nights. Multiple gas stations & churches are are just around the corner.

Hangar 1 with a river view
Large secluded home with a private drive and an amazing view! This three bedroom, three full bath home with an aviation theme, has plenty of space with a view of the Missouri River and a hot tub off of the master. Three queen beds, a twin with a twin trundle, and a pull out couch can sleep up to 10. Foosball and air hockey tables. There is a bike path at the end of the driveway and only a 7 min drive to Eppley Airfield.

Malvern Depot
A railroad depot renovated into a bunkhouse located midway on the Wabash Trace Nature Trail. It includes 2 bedrooms, kitchenette, and bathroom with shower. A/C & heat, coffee maker, dorm fridge, microwave, and toaster oven. Linens and towels provided. One queen bed, the other twin bunk beds. The Futon in the living area folds out. Conveniently located 2 blocks from downtown. No pets please.
Popular amenities for Oakland holiday rentals
Other great holiday rentals in Oakland

Small Town Studio

Cozy Tudor Retreat

Cozy Country Cottage on pond minutes from Omaha

Delightful Studio #7

Cozy retro farmhouse near Wabash Trace Trail.

The Railhouse in Weston, Iowa

One bedroom apartment on the edge of Walnut, Iowa

Cozy A-Frame Near Lake Icaria Secluded + Fire Pit
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