Vacation rentals in Oakland

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Top-rated vacation rentals in Oakland

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Guest favorite
A charming barn-style home is surrounded by lush greenery, showcasing vibrant flora along the walkway. A spacious deck is accessible from the side, while large windows provide natural light to the interior. The structure displays a blend of warm red siding and wooden accents.
Farm stay in Castana
4.91 out of 5 average rating, 80 reviews

Grandma's House at Jordan Valley

Come and relax in the peaceful surroundings of this rural destination. Nestled on the outskirts in the popular Loess Hills of western Iowa the views of nature are sure to inspire. We have built our very roomy home to resemble a barn. Having raised our 13 children here we have some empty space. Grandpa and Grandma's apartment is a very inviting homey atmosphere for any one passing through or planning a lengthier stay in our area you will be happy with our family friendly accommodations & price.

Guest favorite
A large window frames a view of the river and surrounding landscape. Trees provide greenery, while a seated area is visible on the patio, along with a picnic table. The scene is bright, showcasing clear skies and serene water.
Home in Tekamah
4.86 out of 5 average rating, 29 reviews

Retreat & Relax @ The River at 673

Relax with the whole family at this peaceful property or make it an off-the-grid couple's retreat. This riverside home is the perfect place for a fishing getaway, a guys or girls' trip, a book club or quilting weekend, or a family river vacation. Enjoy our fully equipped kitchen and eat at the dining room table that seats 6, or dine alfresco and enjoy the river views and firepit. You can also relax in the above-ground pool from June to mid-Sept. or, at the end of the day, enjoy the spa bath.

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, 405 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
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, 112 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 favorite
The living area features a spacious layout with a comfortable seating arrangement including a sofa and two reclining chairs. A wooden coffee table centers the area, while a large window allows for natural light. Soft curtains frame the window, and a simple rug provides comfort on the concrete floor.
Guesthouse in Scribner
4.91 out of 5 average rating, 11 reviews

The Bunk House

Take it easy at this unique and peaceful accommodation. Located 8 miles from West Point, 7 miles from Snyder, and 6 miles from Scribner, this location offers a short drive to surrounding communities. Less than a mile away is Dead Timber State Recreation area with walking trails and lakes. The Bunk House is located on the same place the hosts live. Covered parking in the shed is available. Sleeping spaces include one queen size bed, a couch, and a queen size air mattress if needed.

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
The exterior of a two-story house is depicted, featuring a light brown siding and a brown shingle roof. A concrete driveway leads to a garage, while steps invite entry to the front door. Lush greenery surrounds the home, enhancing the inviting appearance.
Home in Waterloo
4.9 out of 5 average rating, 101 reviews

Comfortable, 3-bedroom home on a quiet cul-de-sac

Welcome to a home away from home, conveniently located in the "backyard" of Omaha! All of our guests have full access to the entire home, located on a large corner lot in a quiet cul-de-sac. Less than 30 minutes from downtown (think Omaha Zoo, Century Link Center, etc.). Less than 20 minutes from I-80 and popular Omaha neighborhoods like Aksarben Village, and Midtown Crossing are only 15-20 minutes away. Only blocks away from some of the best restaurants around as well!

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
An open living area features warm wooden floors and a cozy wood-burning fireplace centered in the wall. A large TV is mounted above the fireplace. Comfortable seating arrangements and a dining table are visible, complemented by natural light from nearby windows.
Home in Fremont
4.92 out of 5 average rating, 114 reviews

Cheerful home with indoor Fireplace & King beds

We have a unique older home in a nice neighborhood. This home has 2 bedrooms with king sized beds, a sofabed, queen air mattress and a pak-n-play. A wood burning fireplace gives the home a cozy warmth during the winter months. Outdoor fire pit as well as a gas barbecue are available for use in the large, fenced back yard. Fully stocked kitchen should have most everything you'd need to prepare and serve a nice meal. We look forward to hosting you.

Guest favorite
The exterior of a two-story cottage features a combination of white and red-brown shingles. A covered porch with wooden columns is visible, along with large windows that allow light into the interior. A well-maintained pathway leads to the entrance, bordered by decorative stone.
Home in Wayne
4.95 out of 5 average rating, 174 reviews

D'Brick House in Wayne

D'Brick Cottage is located across from Wayne State College in Wayne, NE. This recently renovated 2-bedroom house offers a comfortable place to get away. Includes indoor fireplace, equipped kitchen with all appliances and conveniences, plus laundry in the basement. The perfect place to get some rest for traveling employees, visiting family, or just because. SPECIAL NOTE: The basement contains an apartment that is rented separately.

Guest favorite
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 favorite
A cozy studio space is featured, with a small table and chair positioned in front of a refrigerator. A spacious bed is visible in the background, alongside a brown seating area with a round ottoman. A ceiling fan provides additional comfort and light.
Apartment in Omaha
4.98 out of 5 average rating, 47 reviews

Efficiency Studio 9

You will find a cozy, 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.

Popular amenities for Oakland vacation rentals

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  2. United States
  3. Nebraska
  4. Burt County
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