Vacation rentals in Oakland

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Top-rated vacation rentals in Oakland

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious bedroom is furnished with a large bed dressed in white linens and a blue throw blanket. Decorative pillows add a touch of color. A vintage-style bench with floral detailing is placed at the foot of the bed, complementing the rustic wooden flooring.
Home in Underwood
5 out of 5 average rating, 66 reviews

The Railhouse in Weston, Iowa

Completely renovated older 1880 home in a quaint little town in Weston, Iowa. Country setting with the view of farm fields, rolling hills, the ambiance of a slow moving train once a day or evening. A short paved walking/ bike trail, that soon will connect to another trail. There is a county highway out front that will have traffic. You can wake up to a beautiful view and enjoy your coffee on the deck or a walk in our back lot and listen to nature. We are across the river from Omaha, Nebraska.

Guest favorite
The living area features rich purple walls and a mix of seating options, including a cozy sofa and armchairs. Natural light filters through the windows, illuminating decorative plants and artwork. A dining area is visible in the adjoining room, enhancing the open layout.
Home in Council Bluffs
4.86 out of 5 average rating, 440 reviews

Apartment in Historic Neighborhood

Main floor apartment in a quiet tree lined neighborhood full of character & charm. Relaxing front porch and back patio. Art sourced from our travels & a fully stocked kitchen. Only two blocks to Downtown Council Bluffs where you can grab a meal, drinks, or shop. Downtown Omaha, airport, Iowa Western Community College, Stir Cove, the Omaha zoo are all within 15 minutes. It is a historic home so will have quirks that come with an older home. The bathroom is a hand held shower/bath only.

Guest favorite
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, 229 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.

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, 1,002 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 favorite
A comfortable living area is presented with a plush sofa and two recliners. Soft lighting from the lamps creates a cozy ambiance. A wooden side table holds a small plant and a decorative sign. A large window allows natural light to enrich the space.
Apartment in Harlan
4.88 out of 5 average rating, 75 reviews

Cozy Modern 1 bedroom apartment

Forget your worries in this spacious and serene space. You'll enjoy the privacy this apartment offers amid small town living. Close to historic downtown Harlan, where restaurants and unique shopping adventures await! Beautiful full kitchen with granite countertops opens up to a full living space. Private bedroom with desk/office space, with large full size bathroom. Unit even includes private laundry room!

Top guest favorite
The exterior of a remodeled single-level home is shown, featuring a light grey facade and a single-car garage. Lush green grass surrounds the property, with trees providing shade in the background. Potted plants are placed on either side of the garage door.
Home in Council Bluffs
5 out of 5 average rating, 70 reviews

Quiet country setting in town.

Unique setting with quiet country feel. Close to shopping and interstate only minutes from Omaha. Metro area has many attractions like the College World Series, concerts, Old Market, Midtown Crossing and many more. Home has been remodeled and is all on one level. There is a peaceful getaway just out the back door. You can unwind after a game or stressful meetings in this 2 bedroom home with open floor plan.

Top guest favorite
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, 270 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.

Guest favorite
Apartment in Omaha
4.95 out of 5 average rating, 59 reviews

Blissful Studio 2

You will find a simple, clean and affordable studio apartment. The apartment is a safe and quiet space to relax and retreat or concentrate and work. The fully equipped kitchen and the refrigerator/freezer makes it a great place to prepare a meal. Great for weekly or extended monthly stays. We offer no charge parking and laundry facilities as well as instay cleaning services upon request.

Top guest favorite
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, 328 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.

Top guest favorite
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, 300 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.

Top guest favorite
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
4.9 out of 5 average rating, 160 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.

Top guest favorite
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, 295 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 vacation rentals

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