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 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, 140 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 favorite
Apartment in Omaha
4.8 out of 5 average rating, 122 reviews

Charming Dundee Fairview Apartmemt #3

Discover an inviting 1B/1B apartment nestled in the historic Dundee neighborhood of Omaha, within the iconic Fairview apartments designed by Henry Frankfurt in 1917. This inviting residence provides a central location with a beautifully updated interior and an outdoor balcony with courtyard views. You are a short walk from Dundee's finest restaurants and shops, 1.5 miles to the University of Nebraska Medical Center & 2.1 miles to Creighton University Medical Center. Come enjoy this space!

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, 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 favorite
A comfortable living area features a large sectional sofa, accompanied by a patterned coffee table. Two bright windows provide natural light, while decorative curtains frame the views. Various plants add greenery, and a cozy basket is placed nearby, enhancing the inviting space.
Home in Council Bluffs
4.99 out of 5 average rating, 372 reviews

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.

Top guest favorite
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, 235 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 favorite
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, 336 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, 1,009 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.

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
4.89 out of 5 average rating, 272 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 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, 330 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
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, 320 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 favorite
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, 187 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 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, 296 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