Holiday houses in Oakland

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Top-rated holiday rentals in Oakland

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Top Guest favourite
A split-image layout showcases different aspects of the home. The exterior displays a modern two-story house with a snow-dusted driveway. The interior living space reveals a warm atmosphere with minimalist decor and natural light. A bathroom area features a walk-in shower with elegant tiles and neatly arranged towels.
Home in Papillion
5 out of 5 average rating, 146 reviews

Modern Home•No Cleaning Fee•Pet Friendly

Your stay will be a breeze in this well thought out home, ideal for longer stays. The quiet neighborhood is ideal for both families & business travel. Featuring fast Wi-Fi and room to sleep 6 with a Roku TV on the main floor & basement for all your streaming needs. The gourmet kitchen & coffee station have been carefully stocked to make your stay feel like home. The backyard has ample room for kids & pups to stretch their legs. The owners are both Veterans, we welcome our Military families!

Guest favourite
The living room features a modern design with a concrete floor and large windows offering views of downtown. A sectional sofa, accent chairs, and a round coffee table are present, along with decorative poufs and plants. Artworks adorn the walls, and a Smart TV is mounted for entertainment.
Condo in Midtown
4.85 out of 5 average rating, 113 reviews

1 Bed/1 Bath Midtown Condo-6 minutes to Downtown

Cozy 1 bed/1 bath condo located in Midtown on the 9th floor of one of Omaha’s iconic mid-rise buildings with outstanding views of downtown. Minutes from the Downtown, the Old Market, restaurants, entertainment, UNMC, Creighton, and UNO, this stylish condo features electronic locks for self-check-in, Wi-Fi, 2 Smart TVs, free off-street parking, and a secured building. Plus, enjoy the well-stocked kitchen, newly renovated bath with oversized, zero-entry shower, and onsite laundry facilities.

Guest favourite
Two repurposed grain bins are situated on a landscaped area, featuring a small patio with seating arrangements. A vibrant flower bed is placed adjacent to the patio, and a gravel pathway leads to the entrance. Lush greenery surrounds the structure, creating a serene environment.
Tiny home in Missouri Valley
4.97 out of 5 average rating, 230 reviews

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.

Top Guest favourite
A rustic farmhouse is seen in the distance, surrounded by green fields and a neatly plowed crop area. A large barn and a silo are positioned on the property, with trees lining the background under a clear blue sky.
Farm stay in Glenwood
4.98 out of 5 average rating, 237 reviews

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.

Top Guest favourite
The exterior of the church is highlighted by its distinctive architecture, featuring a combination of white and red details. A large sign displays '150TH' and '1873', marking its historical significance. The tower silhouette rises against a soft evening sky.
Place to stay in Malvern
4.99 out of 5 average rating, 331 reviews

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.

Top Guest favourite
Home in Bemis Park
5 out of 5 average rating, 281 reviews

Bemis Park home close to CHI and CWS

Enjoy your stay at my spacious and modern home in the historic Bemis Park neighborhood. The house is located on a beautiful, quiet tree lined street. The neighborhood is located close to downtown and right off the highway. Bemis and Walnut Hill park, are a 5min walk from the house and great for kids and pets. TD Ameritrade, CHI, Old Market and Blackstone are all less then a 10min drive from the house.

Guest favourite
Home in Omaha
4.96 out of 5 average rating, 138 reviews

Spacious 3-Level Townhome - Dundee, Garage Parking

Your Omaha escape is here! This bright, end-unit townhome features 2 spacious master suites, 3 levels of stylish living, and private garage parking. Perfectly located near UNMC, downtown, and Dundee dining, it’s ideal for travel nurses, professionals, families, or friends. Enjoy a large living room, fully stocked kitchen, and relaxing vibe — all designed for comfort, convenience, and a memorable stay.

Guest favourite
Home in Benson
4.94 out of 5 average rating, 103 reviews

Midtown Spot! Lovely Fenced Backyard & Hot Tub!

Welcome to your charming Omaha getaway! Unwind in the enclosed yard with a hot tub and fire pit. Need to work? A dedicated workspace is available for your convenience. Enjoy a fully equipped kitchen, laundry facilities, and pet-friendly amenities for a comfortable stay. Plus, you're just minutes from Fort Omaha and Creighton University. This is the perfect place for relaxation and convenience!

Top Guest favourite
The living area features a blue couch with decorative pillows and a black reclining chair. A small footrest is placed in front of a patterned area rug. Natural light enters through a window with sheer curtains, while a standing fan enhances the comfort of the space.
Apartment in Papillion
4.84 out of 5 average rating, 326 reviews

Bird Nest Hideaway, Cozy, Quiet, Downtown Papio

Cozy apartment located in the lower level of home; Private entrance with keyless code entry, and private driveway. Centrally located with easy access to I-80. The perfect setting for couples looking for a getaway, families visiting Omaha, people in town on business, or a fun-filled weekend. Whoever you are and whatever your need may be, I invite you to my Bird's Nest Hideaway!

Top Guest favourite
A serene lake surrounded by trees is captured at sunset, with vibrant hues of orange and yellow reflecting off the still water. Silhouetted branches create a natural frame, enhancing the peaceful ambiance of the waterfront setting.
Loft in Bellevue
4.96 out of 5 average rating, 194 reviews

Beachfront paradise 20 min from Omaha

Stay in paradise on Hanson Lakes, just ten miles south of downtown Omaha. Perfect getaway from the city or magical place to stay while visiting our lovely city. I lived in this loft myself for five months and it's an awesome space. Perfect for someone looking for inspiration or relaxation. We recently added a queen size Murphy bed so it now has two beds.

Top Guest favourite
A two-car garage is featured in a brick structure topped with a tiled roof. Two large garage doors with rectangular windows are visible. The building's upper section includes a window, providing a glimpse of natural light into the loft interior.
Guesthouse in Council Bluffs
4.82 out of 5 average rating, 304 reviews

Private Victorian Guest House Loft

Unique and tranquil getaway. Exclusive to guest and very private. Central to Council Bluffs area with a 5-10 minute drive to most of Council Bluffs and 10 minute Drive to Omaha. Small Turn Staircase is not steep as tread height is 7 1/2" USA standard. Spacious sleeping room/Living Room, Kitchen and small bathroom with new shower.

Guest favourite
The exterior of a one-bedroom house is displayed, featuring a brown brick facade and a simple gabled roof. A concrete path leads to the front door, framed by two large windows on each side, alongside a well-maintained grassy area.
Home in Atlantic
4.89 out of 5 average rating, 170 reviews

Cozy Home Away from Home

Cozy one bedroom house with fully equipped kitchen. Pots and pans, dishes, stove, microwave and coffee pot & coffee all available to guests. Roku TV, WiFi, washer and dryer as well. Bedroom with Queen size bed and full size pull out couch in living room. Entry has no steps and convenient on street parking near front door.

Popular amenities for Oakland holiday rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Pottawattamie County
  5. Oakland