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.

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Top Guest favourite
A cozy living space features a plush sofa facing a decorative mantel with a fireplace. In the background, a kitchen with modern appliances is visible, complemented by bar seating for three. Soft lighting overhead enhances the inviting atmosphere.
Apartment in Keystone
4.92 out of 5 average rating, 717 reviews

Comfortable Apartment in North/Central Omaha

Our place is 15 min. from Omaha's zoo; 10 min from the Old Market; 5 min. from shopping/restaurants; 15 min. from the airport, and for nurses 3-10 min. from several hospitals. The 1000 sq. ft. apartment occupies the lower level of our house with a separate entrance and patio. SANITATION PLEDGE: We are taking extra measures to make sure your rented space is safe. At each cleaning, we use disinfectant to wipe down all surfaces, handles, railings, light switches, remote controls and appliances.

Top Guest favourite
A dark sofa is positioned against a light wall, accented by colorful throw pillows. A patterned area rug lies beneath, and a small table with a lamp stands nearby. Shelves on the wall display framed pictures and decorative items, adding a personal touch to the space.
Guest suite in Imogene
4.96 out of 5 average rating, 138 reviews

Imogene Farmhouse/SunnySide Saloon

Lounge outside in the hammock and watch the cornstalks swaying in the breeze or the cattle grazing. Boardgames, cards, records, & fiber-optic wi-fi to keep you entertained when inside. A kitchenette/bar area to relax & rehash the day's adventures. Located one mile from Imogene, a small but mighty Irish community. Book a tour of the stunning St. Patrick Catholic Church on the hill, wet your whistle at the Emerald Isle Bar & Grill, or bike/walk through the tree-lined Wabash Trace Nature Trail.

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, 225 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, 231 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
A cozy room features a spacious bed with a striped comforter and decorative pillows. A comfortable couch sits beside a bedside table and lamp, creating a welcoming area. A dresser is positioned against the wall, and soft lighting gives the space a warm feel.
Apartment in Papillion
4.95 out of 5 average rating, 324 reviews

Coastal Retreat Getaway, Secluded, Off 370/I-80

Step into a private and cozy space. Relax watching TV in bed or on the couch. This place is part of our walk out basement, so you may hear day to day living upstairs. For your safety there is a Ring camera installed at the entrance and will light up the entryway when it’s dark. Parking is on the well lit public street. Easily walk up our dedicated Airbnb sidewalk, no steps, walk around to the back of the house. You’ll be in a serene space that makes you feel right at home.

Superhost
A comfortable living area features a soft beige couch adorned with decorative pillows. A wooden coffee table sits in front of the couch, while a bright lamp illuminates the space. Large windows allow natural light to enter, enhancing the cozy atmosphere of this inviting room.
Apartment in Midtown
4.75 out of 5 average rating, 996 reviews

Chic Midtown Omaha Apt - Walk to Blackstone!

Welcome to your cozy, curated home base in the heart of Omaha! This thoughtfully stocked, 1-bedroom Midtown apartment is just steps from Turner Park, Midtown Crossing, and the vibrant Blackstone District. Enjoy a no-hassle stay with free parking, a full kitchen, memory foam bed, streaming-ready Roku, gym access, and zero checkout chores. Whether you're here to explore, unwind, or both—this is where comfort meets convenience.

Top Guest favourite
The exterior of the Malvern Depot bunkhouse is shown, featuring a light-colored facade with green shutters and a welcoming red door. A bench sits outside, and a bicycle leans against the building. The paved Wabash Trace pathway runs alongside a grassy area.
Cabin in Malvern
4.9 out of 5 average rating, 267 reviews

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.

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, 326 reviews

Art Church Iowa

Art Church Iowa is a re-purposed/desanctified 150 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 visit the upstairs but understand it’s not part of the Airbnb rental.

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, 299 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 living room features a cozy brown leather sofa paired with an accent chair. Two dark coffee tables sit atop a vibrant area rug, while light streams through windows adorned with sheer curtains, illuminating a potted plant and decorative artwork.
Home in Council Bluffs
4.88 out of 5 average rating, 241 reviews

Cheerful historic home in Council Bluffs

This historic home is in the heart of Council Bluffs and only 10 minutes to CHI and the NCAA round one Basketball Championship. Walkable to several parks, the 100 Block, a short drive to Downtown Omaha, Wabash Trail, Omaha zoo, and more. Lots of beautiful old homes to admire on a quiet tree lined street.

Guest favourite
A well-equipped kitchen features light wood cabinetry and granite countertops. Stainless steel appliances, including a dishwasher and microwave, are present. Large windows provide natural light, and a dark trash bin is located adjacent to the cabinetry.
Guest suite in Omaha
4.8 out of 5 average rating, 127 reviews

Private & Central 1BR/1 Bath Unit | StayWise

Massive walkout basement apartment in a peaceful and central Omaha neighborhood where you will enjoy: • Off street driveway parking • Private entrance • Enormous 65” TV and spacious living room • Private kitchen • Private bathroom • Private laundry access • Large King bed • Walkout patio access

Top Guest favourite
A single-story home is set against a clear blue sky, featuring a well-maintained front yard with lush green grass and carefully trimmed bushes. Flower planters adorn the front porch, and a small pathway leads to the entrance, enhancing the inviting curb appeal.
Guest suite in Atlantic
4.93 out of 5 average rating, 293 reviews

Private apartment near I-80

Great studio apartment in Atlantic - perfect as getaway retreat in the Iowa countryside, or as a stop-over on Interstate 80 between Chicago and Denver. This is your private set of rooms on dedicated floor. Located between Des Moines and Omaha ( Only 9 miles from Interstate 80).

Popular amenities for Oakland holiday rentals

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