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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Guest favorite

Home in Coon Rapids

4.96 out of 5 average rating, 170 reviews

1875 House, 316 Sumpter Ave, Coon Rapids IA

Home built in 1875. Cozy home, close to Middle Raccoon River. Walking and biking trail and river access in the park for canoes or kayaks within 300 yards from front door. Access to White Rock Conservancy trails. Six blocks from downtown shops with grocery and dining available. Beautiful nine hole golf course. We offer off street parking. Garage available for bicycles. Contact host. Large shaded back yard with small deck area and charcoal grill. There is a fire pit in the back yard.

Guest favorite

Guest suite in Dunlap

4.95 out of 5 average rating, 204 reviews

Hilltop Studio Apt.

Located one hour from Omaha in the scenic Loess Hills of Iowa, this newly remodeled studio apartment above the garage has a large deck and a beautiful valley view overlooking my hometown. With a queen bed, a pull-out sofa, full kitchen, shower in bathroom, laundry, and gas fireplace, the apt. is attached by an elevated deck to the main house, my childhood home, (which my husband and I call our "Hilltop Hospitality House"). We are excited to welcome gracious guests to this lovely space.

Guest favorite

Tiny home in Missouri Valley

4.99 out of 5 average rating, 189 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.

Guest favorite

Home in Council Bluffs

4.98 out of 5 average rating, 307 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.

Guest favorite

Farm stay in Glenwood

4.98 out of 5 average rating, 203 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.

Guest favorite

Cottage in Nehawka

4.99 out of 5 average rating, 127 reviews

Guest house in the country, but close to the city!

Quiet country getaway with a beautiful wooded setting! Enjoy the sunrise from the front porch with your morning coffee and the beautiful sunsets from the back deck before you retire for the night in this cozy retreat. A very serene view! We are 36 miles to Eppley Airfield, 35 miles to CHI Health Center, 25 miles to Charles Schwab Field, & 33 miles to the Old Market Omaha. If you want to slow it down, we are close to Slattery Vintage Estates Winery & Round the Bend Steakhouse.

Guest favorite

Cabin in Coon Rapids

4.98 out of 5 average rating, 283 reviews

The Rookery Cottage - Access scenic hiking trails

This rustic cottage is a quiet retreat in the heart of the Middle Raccoon River Valley. Situated on a private acreage within Whiterock Conservancy, guests can easily access 40mi+ of scenic hiking and mountain biking trails, float the nearby river, or enjoy dark sky viewing. A "rookery" is a nesting site for herons, a bird that prefers quiet, undisturbed habitat near water. And so the Rookery Cottage seeks to provide a natural escape from the daily grind.

Guest favorite

Farm stay in Lewis

4.97 out of 5 average rating, 145 reviews

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 100 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.

Guest favorite

Home in Omaha

5 out of 5 average rating, 256 reviews

Bemis Park home close to CHI and CWS

Enjoy your stay at my spacious and modern home in the historic Bemis Park neighborhood. The house is located on a beautiful, quiet tree lined street. The neighborhood is located close to downtown and right off the highway. Bemis and Walnut Hill park, are a 5min walk from the house and great for kids and pets. TD Ameritrade, CHI, Old Market and Blackstone are all less then a 10min drive from the house.

Guest favorite

Cabin in Malvern

4.89 out of 5 average rating, 228 reviews

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.

Guest favorite

Place to stay in Malvern

4.99 out of 5 average rating, 306 reviews

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.

Guest favorite

Loft in Bellevue

4.96 out of 5 average rating, 143 reviews

Beachfront paradise 20 min from Omaha

Stay in paradise on Hanson Lakes, just ten miles south of downtown Omaha. Perfect getaway from the city or magical place to stay while visiting our lovely city. I lived in this loft myself for five months and it's an awesome space. Perfect for someone looking for inspiration or relaxation. We recently added a queen size Murphy bed so it now has two beds.