Vacation rentals in Oakland

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Top-rated vacation rentals in Oakland

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Guesthouse in Scribner
4.96 out of 5 average rating, 23 reviews

The Bunk House

Take it easy at this unique & peaceful accommodation. Located 8 miles from West Point, 7 miles from Snyder & 6 miles from Scribner, this location offers a short drive to surrounding communities. Less than a mile away is Dead Timber State Recreation area with walking trails & lakes. The Bunk House is located on the same place the hosts live. Covered parking in shed is available. Sleeping spaces include 1 queen size bed, a couch, and a queen size air mattress if needed. Pack-n-play available.

Guest favorite
A charming barn-style home is surrounded by lush greenery, showcasing vibrant flora along the walkway. A spacious deck is accessible from the side, while large windows provide natural light to the interior. The structure displays a blend of warm red siding and wooden accents.
Farm stay in Castana
4.88 out of 5 average rating, 112 reviews

Grandma's House at Jordan Valley

Come and relax in the peaceful surroundings of this rural destination. Nestled on the outskirts in the popular Loess Hills of western Iowa the views of nature are sure to inspire. We have built our very roomy home to resemble a barn. Having raised our 13 children here we have some empty space. Grandpa and Grandma's apartment is a very inviting homey atmosphere for any one passing through or planning a lengthier stay in our area you will be happy with our family friendly accommodations & price.

Top guest favorite
Cabin in Homer
4.92 out of 5 average rating, 36 reviews

Rustic Cabin along the Loess Hills & MO River

Enjoy living unplugged at this picturesque rustic retreat. Hillside Hideaway is tucked along the Loess Hills offering the perfect blend of tranquility and natural beauty. It is 1 mile from the River. Great for a small family or a group of friends seeking a peaceful getaway. Nature enthusiasts will be delighted by the birdwatching opportunities that abound in this area. From the comfort of the cabin or while exploring the surrounding trails observe a variety of bird species in natural habitat.

Guest favorite
Home in Valley
4.94 out of 5 average rating, 16 reviews

Private Waterfront Lake House | Near Omaha

Modern lakefront retreat in Valley, minutes from Omaha, the Elkhorn Athletic Association, DC West, and wedding venues such as Countryside and A View West Shores, plus Village Pointe. Located on a peaceful no-wake lake, this home features open living, water views, a king suite, queen bedroom, full-over-full bunk room, and loft sleeping area. Ideal for weddings, tournaments, school events, and weekend getaways. Enjoy sunset views and a relaxing lakeside setting with direct backyard lake access.

Top guest favorite
A spacious deck extends along the water's edge, offering a serene view of the lake and surrounding landscape. Comfortable seating areas are visible, complemented by a sandy shoreline in the foreground. The sky is bright with scattered clouds, creating a relaxed outdoor atmosphere.
Cabin in West Point
4.96 out of 5 average rating, 28 reviews

Eagle's Nest Secluded Retreat

Large beautiful home overlooking 250+ acre lake/wetland. Abundant residential and migrating waterfowl, including geese, ducks, pelicans and bald eagles provide for a birdwatchers delight. Wild turkeys and whitetail deer will be your neighbors. A short walk on our 800 acre property gets you to the banks of the Elkhorn River. Five bedroom house sleeps 14 comfortably. Large kitchen seats 10. Two separate living areas with TV's. Ample space for a large family getaway in northeast Nebraska.

Top guest favorite
A wooden dining table with four chairs is positioned on polished dark hardwood flooring. Natural light enters through a window, illuminating the space. An archway leads to a cozy sitting area, which features a floral-patterned sofa and soft curtains, complemented by a brick chimney.
Home in Moorhead
5 out of 5 average rating, 61 reviews

Queen Anne Cottage - Early 1900

Follow us on FB at The Cottage In Moorhead This early 1900’s, 1000 sq ft Queen Anne Cottage, sleeps 6, and is located in the heart of the Loess Hills. The home features: 2 bed/2 bath, stocked kitchen, dining room, living room/sofa sleeper, 50”smart tv, and WiFi. Unique features include: original pocket doors, corded/weighted window sashes, and antique pieces. Step back in time while enjoying the modern conveniences of central heat/AC, appliances, luxury bedding, and high speed internet.

Top guest favorite
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, 248 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 favorite
Guesthouse in Blair
5 out of 5 average rating, 29 reviews

The Rendezvous - A Cozy Cottage Escape

This newly built carriage house features a spacious upstairs studio apartment in a quiet, wooded neighborhood. It is perfect for peaceful getaways or business travel. You will enjoy a comfy king sized bed, efficient work space, full kitchen with modern appliances, and a laundry room. This gem sits on its own lot and is surrounded by trees. It is conveniently located just one mile south of Blair with easy access to highway 75 and a short scenic drive into downtown Omaha.

Top guest favorite
A spacious living area is presented, featuring a large sectional sofa positioned for comfort. Tall windows allow natural light to fill the room, revealing views of the outdoors. A stone fireplace adds structure, while a dining table and additional seating create an inviting atmosphere for gatherings.
Home in Dunlap
4.96 out of 5 average rating, 147 reviews

Hilltop Hospitality House

Remodeled split-entry "Hilltop Hospitality House" was my childhood home. One hour from Omaha in the lovely Loess Hills, with beautiful lake and valley views, (sleeps ten). Three queen beds, one double bed, one sofa sleeper, full kitchen, two full baths, laundry, a spacious open floor plan for large groups, and a large deck overlooking my friendly hometown, this is a great space for groups and family gatherings. Nice studio apartment above the garage rents separately.

Top guest favorite
Home in West Point
5 out of 5 average rating, 11 reviews

Main St Home in West Point

Whether you are traveling by yourself or with your family, you will be able to enjoy West Point to its fullest with this perfectly located recently renovated home. Going to a wedding or special event at the Nielsen Center in town?? This home is only 1 block away!! Don't worry about parking! Walking distance to the movie theater, bowling alley, swimming pool only 2 blocks away from local brewery and other places to eat. Come and make yourself at home. Sleeps 4-6.

Top guest favorite
The cottage showcases a charming exterior with a mix of brick and textured siding. Decorative gables frame the roof, while a distinct red door marks the entrance. A manicured lawn extends in front, bordered by neatly trimmed shrubs and trees, offering spacious outdoor views.
Farm stay in Fremont
4.97 out of 5 average rating, 32 reviews

Fremont Farm Cottage

Forget your worries in the spacious and serene property. The cottage sits on an acreage nestled among farmland with flowing field views. Built in the 1920’s the cottage underwent full renovation in 2024. It maintains it 1920’s character while offering a large kitchen, 3.5 beautiful bathrooms and a large family room with ping pong and foosball tables. Paved access to Highway 275 makes Fremont a quick 7 minute drive and West Omaha a 25 minute drive.

Guest favorite
A charming exterior view of a blue house with a stone accent wall is presented. The covered porch features dark wooden beams and is adorned with hanging lanterns. Lush greenery and blooming flowers surround the property, creating a vibrant outdoor space.
Home in Whiting
4.89 out of 5 average rating, 53 reviews

The Lake-less Lakehouse

Forget your worries in this spacious and serene space. Soak away your worries in our extra deep, luxury bathtub. Watch a movie on the 65" smart TV with the family. The local gas station/convenience store, a restaurant, and a few local bars that also serve food are only few blocks away. Located on the edge of town, which means hardly any noise. Almost perfectly placed halfway between Omaha and Sioux City, and only 2 miles away from I29.

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