
Holiday houses in Oakland
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Oakland
Guests agree: these stays are highly rated for location, cleanliness and more.

Quirky Mid-Century Studio Near Omaha Favorites
Welcome to The Quirky Place a cozy, private Omaha studio with mid-century charm, modern touches, and personality. This comfortable space includes a Murphy bed with a super comfortable mattress, and a sofa bed, a 3/4 bath, fully stocked kitchen, driveway parking, space for up to 4 guests. Perfect for a quick getaway, work trip, concert, medical visit, family stay, or weekend get away. Cheerful, comfortable, a little unexpected, and easy to settle into...a bit more fun and a lot more interesting.

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

"Cozy Cottage" Getaway, Hot Tub & Fireplace Benson
Charming cottage nestled in Omaha's vibrant Benson neighborhood, near 60th & Manderson. 15 mins Downtown, Convention center, ball park, Zoo & Museums Perfect for a quiet getaway, romantic retreat or extended work stay with a mix of privacy & convenience. Fully equipped kitchen, modern bath, comfortable bed, easy to use gas fireplace (off during hot summer months) and Hot tub for 2 on private deck. Benson is known for it's live music, unique restaurants, craft breweries and local shops.

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.

2-bedroom, 1-bathroom whole apartment Atlantic, IA
Take in the sights and explore all that Atlantic, Iowa, has to offer when you stay in this brand-new, fully renovated 2-bedroom, 1-bathroom apartment located in the heart of downtown. It is on the second story of an iconic building called The Telegraph. You will have your own private entrance and access to the space with on-street parking available. The space comes with wi-fi, a roku, washer/dryer, top of the line kitchen appliances and an open concept great for entertaining.

Cozy downtown Omaha condo - walk to Old Market!
Charming two-bedroom condo in the heart of downtown Omaha. Cozy, comfortable, & fully equipped. Fully stocked kitchen, 2 bedrooms with queen beds, comfortable living room with beverage fridge & cocktail bar. Cozy sunroom with fully supplied coffee bar to sit & enjoy a morning coffee, or turn on the twinkle lights at night & enjoy the view! Just a 5 minute walk from some of Omaha’s best locations: CWS, Gene Leahy Park, & the Old Market! Comes with 1 free gated parking spot.

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. ❤️

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.

Hidden Paradise Home near Beaver Lake
Take it easy at this unique and tranquil getaway. The view is one of a kind and the outdoor area is one you will never forget overlooking Beaver Lake. We are 20 to 25 minutes south of Omaha in a secluded area with lots of trees and wildlife. Please note, we are outside of the private community of Beaver Lake and staying with us does not include rights to the lake.
Popular amenities for Oakland holiday rentals
Other great holiday rentals in Oakland

Quiet country setting in town.

Quiet Country Stay with Sunset Views, 35 min Omaha

Stay in the Heart of Council Bluffs' 100 Block

Cabin 1 at Ohana

Harlan Hospitality House

The Railhouse in Weston, Iowa

The Rendezvous - A Cozy Cottage Escape

Beautifully updated quiet oasis
Destinations to explore
- Kansas City Holiday rentals
- Minneapolis Holiday rentals
- Omaha Holiday rentals
- Des Moines Holiday rentals
- Wichita Holiday rentals
- Saint Paul Holiday rentals
- Sioux Falls Holiday rentals
- Lincoln Holiday rentals
- Overland Park Holiday rentals
- Rochester Holiday rentals
- Lake of the Ozarks Holiday rentals
- Lawrence Holiday rentals





