Vacation rentals in Oakland

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Top-rated vacation rentals in Oakland

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A cozy living room space features a modern electric fireplace set within a wooden feature wall. Above, a flat-screen television is mounted, displaying an image. A dark coffee table is positioned centrally, with a remote placed on its surface. The room leads to a kitchen area in the background.
Apartment in Midtown
4.83 out of 5 average rating, 118 reviews

The Winter House Vintage Apt {2} Midtown/Downtown

Charming, beautifully updated historic home, converted into apartments in the 1930s, vintage charm with modern touches. 1st floor apartment. 10 minute drive to Downtown, UNMC, CWS, Henry Doorly Zoo, Blackstone District, CHI Health Center, and Creighton. Fully equipped kitchen with everything for cooking, modern appliances, cookware, Keurig. Cozy bedroom with small closet, Comfy living room/dining area with smart TV and fireplace. Bathroom with vintage tub/shower & walk in closet. On site laundry

Top guest favorite
A comfortable living area features two upholstered armchairs and a cozy sofa, with a ceiling fan above. A white brick fireplace is central to the space, accompanied by a TV and built-in shelves. Large windows allow natural light and display autumn foliage outside.
Home in Bellevue
4.97 out of 5 average rating, 359 reviews

Cozy Forest Refuge ( Accommodate 1-11) (7 Beds)

With 4 bedrooms, 2 1/2 bathrooms and 7 beds - its great for anyone. With low price you can be an individual, couple, or up to 11 people. Includes a fire pit, washer and dryer, free WiFi, and parking space. It is a 1425 sq home tucked in Fontenelle forest, very peaceful and quiet. It is within 15 minutes of The Old Market, Charles Schwab Field , and 10 minutes to the Henry Doorly Zoo! Great places to hike right in the neighborhood. It is great for individuals, couples, families, and big groups.

Guest favorite
The front porch features a comfortable seating area with striped chairs and a cozy throw. Potted plants provide greenery, while light filters through the railings. A view of the tree-lined street and nearby houses enhances the welcoming atmosphere.
Home in Council Bluffs
4.94 out of 5 average rating, 407 reviews

Historic Second Floor Apartment near Downtown CB

Upper floor apartment in a tree lined historic neighborhood. Walking distance to our vibrant downtown and several parks. A short drive to airport, IWCC, sports fields, downtown Omaha. 10 minutes to CHI and the NCAA Men’s Basketball Championships. Includes bedroom, living room, kitchen, bathroom and a seasonal sun porch. Use of outdoor spaces such as front porch and back patio shared with main floor guests. It is a historic home so will have your usual quirks that come with an older home.

Top guest favorite
A spacious studio apartment features a cozy seating area with a yellow couch and armchair, complemented by large windows that allow natural light. The full kitchen and dining area are visible in the background, along with wooden beams highlighting the ceiling.
Guest suite in Dunlap
4.95 out of 5 average rating, 239 reviews

Hilltop Studio Apt.

Located one hour from Omaha in the scenic Loess Hills of Iowa, this newly remodeled studio apartment above the garage has a large deck and a beautiful valley view overlooking my hometown. With a queen bed, a pull-out sofa, full kitchen, shower in bathroom, laundry, and gas fireplace, the apt. is attached by an elevated deck to the main house, my childhood home, (which my husband and I call our "Hilltop Hospitality House"). We are excited to welcome gracious guests to this lovely space.

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, 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 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
4.94 out of 5 average rating, 355 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.

Top guest favorite
A bright living area presents large windows allowing natural light to fill the space. Comfortable teal sofas and a wooden coffee table create a casual atmosphere. A dark wood TV stand supports a flat-screen television, while a soft rug lies underneath, adding texture to the floor.
Guesthouse in Blackstone
5 out of 5 average rating, 228 reviews

The Hidden Garden at Blackstone

Newly renovated second floor of a carriage house located on a historic property in the popular Blackstone District. Shares an acre of land with the main house, built in 1892 and occupied by the owners. Although situated in the middle of the city, the unit feels secluded from its urban environment and looks out onto a garden surrounded by trees, shrubs and flowers and is in walking distance to many restaurants and bars in both the Blackstone District and Midtown Crossing.

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, 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 favorite
A welcoming guest house is framed by lush greenery and a well-maintained lawn. A sign displays 'Wildwood Farms Iowa Guest House Est. 2021', while a porch with an American flag is visible, echoing a sense of home and tranquility.
Farm stay in Lewis
4.98 out of 5 average rating, 171 reviews

Wildwood Farms Iowa Guesthouse, Bed and Breakfast

Tucked deep in the rolling hills of the Nishna Valley, get away from the hustle and bustle of the city and enjoy the peaceful sounds of nature in our charming 105 year old, 3 bedroom farmhouse! A star gazers dream! We are located in rural Lewis, IA, 15 minutes south of Interstate 80- just off Historic Hwy 6 - Historic White Pole Road, 12 miles to 'Antique City', Walnut, IA, 45 minutes to Downtown Omaha and 90 minutes to downtown Des Moines.

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, 328 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, 195 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 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.

Popular amenities for Oakland vacation rentals

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