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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Guest favourite
Home in Papillion
4.94 out of 5 average rating, 104 reviews

Private Upstairs, 4 beds, 3 rooms, own entrance!

Quaint & cozy abode that has 3 bedrooms, 4 beds. Fans in every room. You control the heat and a/c. 2 queen beds, 1 full, 1 twin. Large comfy couch that could sleep 2. The kitchen has everything you need to make a full meal. Shampoo/conditioner/soap/laundry detergent provided! There is a small front yard and side patio. There is a large back yard not fenced in but your dogs are welcome to run in it. No parties. Quiet neighborhood. Smoking outside only. Come check out this clean and fun place!!!!!

Top guest favourite
The exterior of a charming bungalow is shown against a colorful sunset. Two blue chairs are positioned on the porch, with large windows offering a glimpse into the interior. Tall trees frame the scene, enhancing the home's inviting atmosphere.
Home in Bellevue
4.99 out of 5 average rating, 200 reviews

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

Top guest favourite
A comfortable living area features two upholstered armchairs and a cozy sofa, with a ceiling fan above. A white brick fireplace is central to the space, accompanied by a TV and built-in shelves. Large windows allow natural light and display autumn foliage outside.
Home in Bellevue
4.97 out of 5 average rating, 366 reviews

Cozy Forest Refuge ( Accommodate 1-11) (7 Beds)

With 4 bedrooms, 2 1/2 bathrooms and 7 beds - its great for anyone. With low price you can be an individual, couple, or up to 11 people. Includes a fire pit, washer and dryer, free WiFi, and parking space. It is a 1425 sq home tucked in Fontenelle forest, very peaceful and quiet. It is within 15 minutes of The Old Market, Charles Schwab Field , and 10 minutes to the Henry Doorly Zoo! Great places to hike right in the neighborhood. It is great for individuals, couples, families, and big groups.

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
5 out of 5 average rating, 67 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.

Guest favourite
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
4.9 out of 5 average rating, 77 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

Top guest favourite
A dark sofa is positioned against a light wall, accented by colorful throw pillows. A patterned area rug lies beneath, and a small table with a lamp stands nearby. Shelves on the wall display framed pictures and decorative items, adding a personal touch to the space.
Guest suite in Imogene
4.96 out of 5 average rating, 145 reviews

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.

Guest favourite
A tranquil outdoor space features a decorative pond surrounded by a stone border, with colorful pots containing flowers and plants. Two green chairs with patterned cushions are positioned nearby. The background displays a cozy guest house and vibrant greenery, providing a peaceful retreat.
Guest house in Benson
4.91 out of 5 average rating, 114 reviews

Urban Oasis Studio

Escape to our Charming Guesthouse a perfect blend of comfort and relaxation. Step outside to enjoy a peaceful patio with a soothing waterfall. Stay comfortable A/C and heating, and cozy up next to the beautiful fireplace. High-speed Wi-Fi and a large TV are provided for your entertainment. On a fenced 3/4 acre lot, access to an outdoor firepit perfect for evening relaxation. Located in the heart of Omaha, you’ll enjoy full city access while still retreating to a peaceful, private setting.

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, 232 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 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, 395 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
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, 238 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.

Top guest favourite
A vibrant game room featuring colorful LED lighting. The space includes a pool table, Foosball table, and a dartboard. Seating is available around tables, and a decorative wall enhances the playful atmosphere. Large windows offer natural light contrasted by the room's colorful ambiance.
Home in Thurman
4.96 out of 5 average rating, 45 reviews

Red House at Crystal Lake - New Game Room

COUNTRY QUIET!! Nature lover's paradise. Privacy on 3.5 A, nestled between the Loess Hills & Missouri River, surrounded by Wildlife Management Areas (WMA) with public hunting. Easy access from Interstate 29, just 2.5 miles from exit to house! (Only 25 minutes from the Omaha/Council Bluffs metro) Relax in the peace & quiet of small town, remote country living. NEW GAME ROOM! The garage is now a space with a fridge, pool table, air hockey, Foosball and a dartboard!!

Top guest favourite
The exterior of the church is highlighted by its distinctive architecture, featuring a combination of white and red details. A large sign displays '150TH' and '1873', marking its historical significance. The tower silhouette rises against a soft evening sky.
Place to stay in Malvern
4.99 out of 5 average rating, 332 reviews

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.

Popular amenities for Oakland holiday rentals

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