Holiday rentals in Oakland

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Top-rated holiday rentals in Oakland

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

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Superhost
A spacious two-story house is showcased, featuring a mix of wood and stone exterior. Large windows provide natural light to the inviting entrance area. A wide driveway offers ample parking space, surrounded by landscaped grounds and traces of greenery.
Flat in Logan
4.87 out of 5 average rating, 82 reviews

Hunters Outpost 2 bedroom apt.

Loess Hills Hunting Area, Deer Hunter's Goose & Duck or Uplanders stay with us. Family Friendly, Dog kennel available, Horses welcome Large Barn for turn out or Riding Arena Located on the Loess Hill Senick Byway Close to Restaurants, 25 minutes north of Metro Omaha area, Riding Trails, Golf Cart Trails. Enjoy cool fall evenings around the fire pit or ride in the lighted arena, rest up & relax or up early get out to shoot that trophy Whitetail this area is famous for Big Bucks & Desoto Flyway

LocationValueTV

Top guest favourite
The image captures a serene lake view during sunset, framed by silhouettes of trees. The calm water reflects soft hues of orange and blue, with scattered clouds adding texture to the sky. The setting sun is seen just above the horizon, creating a peaceful atmosphere.
Home in Council Bluffs
4.99 out of 5 average rating, 151 reviews

Cozy Lakeside Cottage for Families and Fun Seekers

Relax with the whole family at this peaceful lake cottage or take a needed solo getaway. Views of Lake Manawa and steps away you can put in your kayak or throw out a fishing line. Amazing trails nearby that connect to Wabash Trace, downtown Omaha, the Riverfront, and more. We had fun decorating the cottage with local art. Very close to I29 and I80, Iowa West Field House/Sports Plex, Iowa Western, Creighton, Henry Doorly Zoo, Lauritzen Gardens, Old Market, CHI Center, and so much more.

ValueLocationParks

Top 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
4.98 out of 5 average rating, 249 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.

ValueFamilyKitchen

Top guest favourite
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, 251 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.

LocationFamilyGrill

Guest favourite
A modern living area features a spacious gray sectional sofa and a round coffee table, with two blue accent chairs nearby. Large windows with black blinds allow natural light to illuminate the room. A ceiling fan adds comfort to the open layout.
Apartment in Atlantic
4.97 out of 5 average rating, 176 reviews

2-bedroom, 1-bathroom whole apartment Atlantic, IA

Take in the sights and explore all that Atlantic, Iowa, has to offer when you stay in this brand-new, fully renovated 2-bedroom, 1-bathroom apartment located in the heart of downtown. It is on the second story of an iconic building called The Telegraph. You will have your own private entrance and access to the space with on-street parking available. The space comes with wi-fi, a roku, washer/dryer, top of the line kitchen appliances and an open concept great for entertaining.

FamilyLocationAmenities

Top guest favourite
The exterior of a charming two-story home is presented, featuring a light brown facade and a covered front porch. A neatly paved walkway leads to the entrance, framed by lush green grass and minimal landscaping. The house showcases several windows allowing for ample natural light.
Home in Atlantic
4.9 out of 5 average rating, 90 reviews

Large Family Home

Enjoy our fully loaded home for holiday gatherings, working on the road, or just traveling by town. Includes a fully equipped kitchen, tvs with streaming, and washer/dryer. This is a four bedroom home. Three of the rooms have a queen bed, and the fourth room has a twin bed. Every room has a tv. The living room has a hide-a-bed sofa for extra places to sleep. We guarantee comforter and all are fresh when you arrive. Bathrooms and kitchen are fully sanitized as well. ❤️

ValueFamilyGrill

Top guest favourite
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.

LocationValueOutdoor spaces

Top guest favourite
A vibrant living area features contemporary furniture, including a leather sofa and multicolored chairs around a glass dining table. A striking abstract painting adds color to the wall, while natural light streams in from two window panes framed by light curtains.
Tiny home in Omaha
4.93 out of 5 average rating, 246 reviews

Contemporary Furnished Home

A cozy place with contemporary furnishing. A home away from home of your own with gated concrete driveway. Tennis court area welcomes you each day for your daily exercise. Full kitchen and laundry are among the amenities provided for your additional comfort. Grocery stores and restaurants are just minutes away to satisfy your cravings early morning or late nights. Multiple gas stations & churches are are just around the corner.

ValueFamilyLaundry

Top guest favourite
An expansive living area features large windows that provide a view of the surrounding landscape. High ceilings are complemented by wooden beams. A comfortable seating area includes a dark sofa, and a foosball table is visible in the space, enhancing the recreational atmosphere.
Home in Omaha
4.96 out of 5 average rating, 114 reviews

Hangar 1 with a river view

Large secluded home with a private drive and an amazing view! This three bedroom, three full bath home with an aviation theme, has plenty of space with a view of the Missouri River and a hot tub off of the master. Three queen beds, a twin with a twin trundle, and a pull out couch can sleep up to 10. Foosball and air hockey tables. There is a bike path at the end of the driveway and only a 7 min drive to Eppley Airfield.

LocationValueOutdoor spaces

Top guest favourite
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.
Flat in Harlan
4.89 out of 5 average rating, 99 reviews

Hansen House Airbnb

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!

FamilyValueCheck-in

Guest favourite
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, 293 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.

ValueLocationWifi

Top guest favourite
Barn in Oakland
5.0 out of 5 average rating, 25 reviews

The Great Country Escape - Grain Bin Stay

A SUPER UNIQUE STAY! THIS 45 YEAR OLD BIN HAS BEEN USED ON THE FAMILY FARM FOR YEARS UNTIL RECENTLY. WHEN IT BECAME TOO SMALL FOR TODAY'S FARM SIZE, WE HAD AN IDEA... THE BIN IS A MODERN OASIS IN THE MIDDLE OF A FIELD. OFF THE WHITE GRAVEL ROAD, YOU'LL REACH A SPOT OF TRANQUILITY WITH BIRDS CHIRPING, COWS MOOING AND THE OCCASIONAL NEIGHBOR WAVING AS THEY PASS BY.

LocationFamilyIndoor spaces

Popular amenities for Oakland holiday rentals