
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.

The Winter House Vintage Apt {2} Midtown/Downtown
Charming, beautifully updated historic home, converted into apartments in the 1930s, vintage charm with modern touches. 1st floor apartment. 10 minute drive to Downtown, UNMC, CWS, Henry Doorly Zoo, Blackstone District, CHI Health Center, and Creighton. Fully equipped kitchen with everything for cooking, modern appliances, cookware, Keurig. Cozy bedroom with small closet, Comfy living room/dining area with smart TV and fireplace. Bathroom with vintage tub/shower & walk in closet. On site laundry

Mae & Mia’s Sweet Escape
Escape to this sweet, cozy cottage bursting with charm in the heart of Council Bluffs. Walking distance to two hospitals and historic downtown (100 Block) provides easy access to food, entertainment, and business. A 10-minute drive will get you to downtown Omaha for more amenities. The single bedroom and living room with pull-out bed will accommodate 4 travelers with room to spare if pets are traveling too! Fully fenced yard will keep them safe while offering ample space to run, fetch or relax.

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.

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.

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.

Art Church Iowa
Art Church Iowa is a re-purposed/desanctified 153 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 look upstairs during daylight and also night time as the space changes. Disclaimer: Use of the upstairs is not part of the Airbnb rental.

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.

The Shotgun House - Little Italy - Pets Welcome!
A little taste of South Louisiana in South Omaha - this Shotgun style home is situated in a quiet neighborhood located close to the Old Market and the revived 13th St Corridor AKA Little Bohemia. In addition to having 2bd/2ba, this charming abode has a fully equipped kitchen, full-size washer/dryer, wifi, and a fenced in backyard making this the perfect location for you and your companions! Pets welcome - no fees

Aksarben Haven, Near Entertainment & I-80
- Centrally located, offering easy access to roadways and essential spots. - Features a private entrance ensuring guests' comfort and convenience. - Enjoy nearby Aksarben Village for entertainment, dining, and shopping. - Fully equipped kitchen and dedicated workspace for long-term stays. - Book now for a comfortable stay in a convenient location!

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.

Cozy Home Away from Home
Cozy one bedroom house with fully equipped kitchen. Pots and pans, dishes, stove, microwave and coffee pot & coffee all available to guests. Roku TV, WiFi, washer and dryer as well. Bedroom with Queen size bed and full size pull out couch in living room. Entry has no steps and convenient on street parking near front door.
Popular amenities for Oakland holiday rentals
Other great holiday rentals in Oakland

TheGoodLife

Conveniently located. Private room. Great Value!

Modern Private Suite Near Omaha Attractions

Fully Renovated, Modern unit awaits you! 2nd floor

The Great Country Escape - Grain Bin Stay

Cozy Studio Blackstone District!

Perfect Studio Apt in Downtown Near CHI Center

Private cozy room for two people/ 1 queen size bed
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