
Holiday rentals in Oakland
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Top-rated holiday rentals in Oakland
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Arts & Crafts Bungalow—easy to Zoo/Omaha/forest
Retreat to this 2 bedroom bungalow with modern amenities & century old charm, located in a semi-secluded neighborhood with easy driving access to the zoo, downtown Omaha, CWS, Bellevue & Offutt. Walk 2 blks to Fontenelle Forest. The sunroom has a fold down sofa, desk, & original French doors for an additional living/working/chill area. Relax on the back deck & admire the sunset, hang out inside & prepare a meal in the fantastic kitchen, or chill on the leather couch with the 55” smart TV w cable

Comfortable Apartment in North/Central Omaha
Our place is 15 min. from Omaha's zoo; 10 min from the Old Market; 5 min. from shopping/restaurants; 15 min. from the airport, and for nurses 3-10 min. from several hospitals. The 1000 sq. ft. apartment occupies the lower level of our house with a separate entrance and patio. SANITATION PLEDGE: We are taking extra measures to make sure your rented space is safe. At each cleaning, we use disinfectant to wipe down all surfaces, handles, railings, light switches, remote controls and appliances.

Imogene Farmhouse/SunnySide Saloon
Lounge outside in the hammock and watch the cornstalks swaying in the breeze or the cattle grazing. Boardgames, cards, records, & fiber-optic wi-fi to keep you entertained when inside. A kitchenette/bar area to relax & rehash the day's adventures. Located one mile from Imogene, a small but mighty Irish community. Book a tour of the stunning St. Patrick Catholic Church on the hill, wet your whistle at the Emerald Isle Bar & Grill, or bike/walk through the tree-lined Wabash Trace Nature Trail.

Apartment in Historic Neighborhood
Main floor apartment in a quiet tree lined neighborhood full of character & charm. Relaxing front porch and back patio. Art sourced from our travels & a fully stocked kitchen. Only two blocks to Downtown Council Bluffs where you can grab a meal, drinks, or shop. Downtown Omaha, airport, Iowa Western Community College, Stir Cove, the Omaha zoo are all within 15 minutes. It is a historic home so will have quirks that come with an older home. The bathroom is a hand held shower/bath only.

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.

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.

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.

Chic Midtown Omaha Apt - Walk to Blackstone!
Welcome to your cozy, curated home base in the heart of Omaha! This thoughtfully stocked, 1-bedroom Midtown apartment is just steps from Turner Park, Midtown Crossing, and the vibrant Blackstone District. Enjoy a no-hassle stay with free parking, a full kitchen, memory foam bed, streaming-ready Roku, gym access, and zero checkout chores. Whether you're here to explore, unwind, or both—this is where comfort meets convenience.

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.

Art Church Iowa
Art Church Iowa is a re-purposed/desanctified 150 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 visit the upstairs but understand it’s not part of the Airbnb rental.

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.

Eclectic 1 Bed House in Classic Dundee
Private home oozing charm with all the comforts of home. The 2nd floor boasts a queen sized bed. Have your coffee on the front or back porch. Walk just a couple of blocks to find a handful of local restaurants or stroll the tree lined streets of this beautiful Omaha neighborhood that is just a short drive to downtown.
Popular amenities for Oakland holiday rentals
Other great holiday rentals in Oakland

Large Family Home

Peaceful Sleeping Oasis, Luxury Stay - Queen Bed

Conveniently located. Private room. Great Value!

Clean & Quiet Room in Premium Location | StayWise

Cozy Private Suite Near Downtown Omaha

One bedroom apartment on the edge of Walnut, Iowa

Omaha Metro Area Historic Mansion & Local Landmark

Spacious apartment suite in Dundee
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