
Holiday rentals in Oakland
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Top-rated holiday rentals in Oakland
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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!!!!!

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

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.

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.

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

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.

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.

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.

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.

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!!

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
Other great holiday rentals in Oakland

Pet-Friendly Outdoor Paradise w/ Grill, Decks

Hidden Paradise Home near Beaver Lake

Rainwood Cottage in the trees near the lake.

Dahlia House (A-Frame, Sauna, Wood Fired Hot tub)

Spacious & Modern Studio. 20 min from DT Omaha

Cozy retro farmhouse near Wabash Trace Trail.

One bedroom apartment on the edge of Walnut, Iowa

Love You Mor Airbnb (Mor is Danish for Mother)
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