Holiday houses 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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Top Guest favourite
A spacious bedroom is furnished with a large bed dressed in white linens and a blue throw blanket. Decorative pillows add a touch of color. A vintage-style bench with floral detailing is placed at the foot of the bed, complementing the rustic wooden flooring.
Home in Underwood
4.99 out of 5 average rating, 77 reviews

The Railhouse in Weston, Iowa

Completely renovated older 1880 home in a quaint little town in Weston, Iowa. Country setting with the view of farm fields, rolling hills, the ambiance of a slow moving train once a day or evening. A short paved walking/ bike trail, that soon will connect to another trail. There is a county highway out front that will have traffic. You can wake up to a beautiful view and enjoy your coffee on the deck or a walk in our back lot and listen to nature. We are across the river from Omaha, Nebraska.

Top Guest favourite
Apartment in Exira
5 out of 5 average rating, 27 reviews

Exira 107 - Cozy 2BR Above Coffee & Goods Shop

Welcome to Exira 107, a cozy 2-bedroom, 1.5-bath stay in the heart of Exira! Brand new and fully furnished, located above Goldie’s Coffee & Goods. Perfect for family visits, weddings, work trips, or a peaceful getaway. Enjoy a full kitchen, in-unit laundry, and a 55" Smart TV. Guests receive a free coffee or tea with every stay. Arriving late or want breakfast taken care of? Optional grocery service from downstairs is available for $5 plus cost of groceries - just request details upon booking.

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, 245 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
Apartment in Council Bluffs
5 out of 5 average rating, 7 reviews

Stay in the Heart of Council Bluffs' 100 Block

Stay in the heart of Council Bluffs' Historic 100 Block, a unique district known for its restaurants, nightlife, and local character. Just 8 minutes from downtown Omaha, this brand-new upper-level studio offers modern amenities, historic charm, and a spacious open layout. Conveniently located near I-29 and I-80, IWCC, sports fields, bike trails, Henry Doorly Zoo, the Old Market, CHI Health Center, Eppley Airfield, and more. Perfect for business trips, weekend getaways, or extended stays.

Top Guest favourite
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
4.98 out of 5 average rating, 421 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 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
4.89 out of 5 average rating, 81 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. ❤️

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, 109 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.

Guest favourite
Home in Atlantic
5 out of 5 average rating, 16 reviews

Stylish 2BR-2Bath | Master Suite | Laundry

Enjoy a stylish stay in this newly remodeled 2-bed, 2-bath home designed for comfort and convenience. The private master suite offers a relaxing retreat, while the second bedroom provides flexible space for guests or family. Cook with ease in the fully equipped kitchen and enjoy the convenience of in-home laundry. Thoughtfully updated with modern finishes, this home is perfect for short visits or extended stays.

Top Guest favourite
The exterior of a remodeled single-level home is shown, featuring a light grey facade and a single-car garage. Lush green grass surrounds the property, with trees providing shade in the background. Potted plants are placed on either side of the garage door.
Home in Council Bluffs
4.99 out of 5 average rating, 89 reviews

Quiet country setting in town.

Unique setting with quiet country feel. Close to shopping and interstate only minutes from Omaha. Metro area has many attractions like the College World Series, concerts, Old Market, Midtown Crossing and many more. Home has been remodeled and is all on one level. There is a peaceful getaway just out the back door. You can unwind after a game or stressful meetings in this 2 bedroom home with open floor plan.

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, 289 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.

Guest favourite
A charming two-story house features a light green exterior with white accents and a welcoming porch. The entrance is framed by lush greenery and flower beds. A gravel driveway leads to a detached garage in the background, while raised garden beds are visible in the front yard.
Home in Atlantic
4.89 out of 5 average rating, 44 reviews

Beautifully updated quiet oasis

This charming and comfortable retreat for travelers is situated in a peaceful residential neighborhood. The property has been meticulously renovated blending modern conveniences with classic architecture. With an ideal location, thoughtful amenities, and welcoming atmosphere, this is an exceptional experience for travelers seeking comfort, style, and convenience during their stay.

Top Guest favourite
The exterior of the unique home features a multi-level structure with large windows. A patio area is equipped with comfortable seating and a dining setup. Surrounding greenery enhances the tranquil atmosphere, while a stone pathway leads to the entrance.
Home in Plattsmouth
4.98 out of 5 average rating, 40 reviews

Hidden Paradise Home near Beaver Lake

Take it easy at this unique and tranquil getaway. The view is one of a kind and the outdoor area is one you will never forget overlooking Beaver Lake. We are 20 to 25 minutes south of Omaha in a secluded area with lots of trees and wildlife. Please note, we are outside of the private community of Beaver Lake and staying with us does not include rights to the lake.

Popular amenities for Oakland holiday rentals

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