Holiday houses in Oakland

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Top-rated holiday rentals in Oakland

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Guest favourite
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, 79 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.

Top Guest favourite
A silhouette of a swing set stands against a sunset over the Platte River, reflecting warm colors in the sky. The area is framed by trees and includes a small pebbled beach along the water's edge, offering a tranquil riverside scene.
Guesthouse in North Bend
4.95 out of 5 average rating, 132 reviews

Cozy Nest on the Platte River

Enjoy quiet country living in our guest house by our home on the Platte River. There are forty acres where you can fish, walk, swim, or just relax on the porch. The nest accommodates a family of four, but if you need more space ask to add the River Room to your reservation. Enjoy one of the restaurants nearby or bring your own food and utilize our gathering space with couch, tv, fridge, kitchenette, and grill. WIFI is available but we recommend you put down the devices and enjoy your getaway.

Top Guest favourite
A spacious deck extends along the water's edge, offering a serene view of the lake and surrounding landscape. Comfortable seating areas are visible, complemented by a sandy shoreline in the foreground. The sky is bright with scattered clouds, creating a relaxed outdoor atmosphere.
Cabin in West Point
4.96 out of 5 average rating, 24 reviews

Eagle's Nest Secluded Retreat

Large beautiful home overlooking 250+ acre lake/wetland. Abundant residential and migrating waterfowl, including geese, ducks, pelicans and bald eagles provide for a birdwatchers delight. Wild turkeys and whitetail deer will be your neighbors. A short walk on our 800 acre property gets you to the banks of the Elkhorn River. Five bedroom house sleeps 14 comfortably. Large kitchen seats 10. Two separate living areas with TV's. Ample space for a large family getaway in northeast Nebraska.

Guest favourite
An open living area showcases a dark gray sofa and a comfortable recliner. A blue throw blanket is draped over the ottoman. A wall-mounted TV is positioned across from the seating, while windows allow natural light to fill the space.
Guest suite in Benson
4.93 out of 5 average rating, 148 reviews

Comfortable, Convenient, Private Basement!

You will be close to everything when you stay at this centrally-located place. Enjoy the privacy of having the basement to yourself! I have a 1 Bedroom 1 Bathroom fully finished basement. The bedroom has a King Sized bed. With a Twin XL bed in the living area! You will have a convenient private entrance/exit through the walk out basement. As well as your own driveway on the property. The living area is open, comfortable, and provides a 43' Smart TV with all the common streaming services.

Guest favourite
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, 404 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.

Guest favourite
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, 111 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.

Top Guest favourite
The A-frame exterior of the house is showcased against a twilight sky, with warm lights glowing from within. A striking red door stands at the center, flanked by large windows and a sloping roof nestled among trees.
Chalet in Benson
5 out of 5 average rating, 107 reviews

Dahlia House (A-Frame, Sauna, Wood Fired Hot tub)

Dahlia House is a modern A-frame retreat for two in the heart of Omaha’s Benson Creative District. Thoughtfully curated, as featured in Architectural Digest, it features many unique touches and amenities — sauna, wood-burning hot tub, etc. — to help you find what exactly what you need, and to leave rejuvenated. Please note: Each stay is curated with great care, and we have a firm cancellation policy. Dahlia House hosts two registered guests only, and no unapproved visitors are permitted.

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, 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 favourite
A two-story home is framed by lush green trees and shrubbery. The exterior features a mix of dark siding and a steep roof. An inviting pathway leads to the front porch, where soft lighting highlights the entrance. A well-maintained lawn enhances the curb appeal.
Guest suite in Omaha
4.9 out of 5 average rating, 107 reviews

Private Space, Walk-Out Basement of suburban home.

Our cozy, quiet, home backs to walking trail, creek & prairie. Easy access to interstate, restaurants & shopping. You have private access to our walk-out basement w/bedroom, living room, bathroom, and kitchenette, + board games, books, ping pong, our backyard and a nearby park. The bedroom has a Cal King bed & dark, cool sleeping. The family room includes two twin beds and a twin mattress on floor, plus our large comfy sofa and floor to ceiling windows showcasing our green space.

Top Guest favourite
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, 227 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 favourite
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, 113 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 favourite
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.

Popular amenities for Oakland holiday rentals

  1. Airbnb
  2. United States
  3. Nebraska
  4. Burt County
  5. Oakland