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Top Holiday Rentals in Oakland

Exterior
Fully Renovated, Modern unit awaits you! 2nd floor
10.0 out of 10, Exceptional, (14)
"Eric is simply the best landlord I have ever met. He is so kind and thoughtful and always be there for his customers. Great communication skills before and during our stay and provided more help than we could expect. Highly recommend his place!"
Fully Renovated, Modern unit awaits you! 2nd floor
Fridge, microwave, oven, stovetop
Omaha Regional Headquarters! Great spot for family or groups. Close to the Chi!
10.0 out of 10, Exceptional, (8)
"This was the perfect house for our family. We had plenty of room. Close to all the things we planned."
Omaha Regional Headquarters! Great spot for family or groups. Close to the Chi!
Dining
Cozy Council Bluffs Bungalow 10 mins from Omaha
10.0 out of 10, Exceptional, (21)
"My daughters & I stayed here and were very comfortable. The property was clean, quiet, & cozy. Communication with the host was excellent. My only complaints would be the bathroom fan is super loud (which really only mattered in mid-night use) & the parking can be a bit tricky. I would definitely recommend this property!"
Cozy Council Bluffs Bungalow 10 mins from Omaha
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Fridge, microwave, oven, stovetop
Rare find! Spacious home near wedding venues & CB/OMA. Perfect for entertaining!
10.0 out of 10, Exceptional, (13)
"They came from New York, Idaho, Chicago, and Omaha. They ranged in age from one to seventy one. They ate, drank, and were merry. They enjoyed being family together, which only happens every two years at best. They thoroughly enjoyed every minute at the big house. Thank you, Anna, for providing us the opportunity to be family."
Rare find! Spacious home near wedding venues & CB/OMA. Perfect for entertaining!
Property grounds
Cozy, Clean & Quiet. Home in the Hills. Close to DT Omaha; Market; Zoo; Gardens
10.0 out of 10, Exceptional, (27)
"Quiet place to stay while visiting the Omaha area. Close to the zoo and other attractions, but secluded enough for a quiet stay. Very clean. We all loved it. Hosts were great with communication and care, thank you!"
Cozy, Clean & Quiet. Home in the Hills. Close to DT Omaha; Market; Zoo; Gardens
Free WiFi, bed sheets
Close to Downtown Omaha and Interstate.
10.0 out of 10, Exceptional, (1)
"Nathan was a great host with easy communication, very well stocked house, quiet location with easy access to Omaha for CWS. Would stay here again when we go back."
Close to Downtown Omaha and Interstate.
Private kitchen
Lakefront upstairs apartment
10.0 out of 10, Exceptional, (2)
"Quiet and relaxing place. Host is polite and helpful. Easy access to lake. Place was clean and comfortable."
Lakefront upstairs apartment
Fridge, microwave, oven, stovetop
Fully Renovated, Luxurious unit awaits you!
9.8 out of 10, Exceptional, (34)
"Communication pre during and post were above and beyond. We asked for an earlier arrival due to flight and he made arraignments with his staff to accommodate. During our visit the city lost power and Eric sent us 15 min update from the power company and offered to replace any spoiled food without us even having to ask. Property was spotless and very welcoming. I would highly recommended booking with Eric!!!"
The price is £154
per night
27 May - 28 May
Fully Renovated, Luxurious unit awaits you!
Smart TV, books
Cheerful two bedroom home in quiet neighborhood. Sun Porch ~ Patio ~ Large yard
9.8 out of 10, Exceptional, (9)
"We had a wonderful stay. Josh and Melissa are great hosts, and quick to respond to any questions. The fresh flowers and local cookies were a lovely touch. The house has been beautifully restored and the garden and deck are so relaxing, with visiting squirrels and bunnies"
The price is £186
per night
5 Jun - 6 Jun
Cheerful two bedroom home in quiet neighborhood. Sun Porch ~ Patio ~ Large yard
Fridge, microwave, stovetop, coffee/tea maker
Council Bluffs Cottage: Proximity to Parks!
8.4 out of 10, Very good, (7)
"The house was clean and had a nicely equipped kitchen"
Council Bluffs Cottage: Proximity to Parks!
Fridge, microwave, oven, stovetop
Adorable tiny house minutes from downtown Omaha! Wheelchair accessible
The price is £144
per night
2 Jun - 3 Jun
Adorable tiny house minutes from downtown Omaha! Wheelchair accessible
Exterior
Luxury Home on 4th fairway of local country club! Quality throughout.
Luxury Home on 4th fairway of local country club! Quality throughout.
Exterior
Renovated Tranquility Awaits You!
The price is £143
per night
27 May - 28 May
Renovated Tranquility Awaits You!
5 bedrooms, desk, iron/ironing board, travel cot
Beautiful Victorian B&B in the Omaha Metro Area
Beautiful Victorian B&B in the Omaha Metro Area
Interior
Council Bluffs Cottage: Proximity to Parks!
3.5 star property
Council Bluffs Cottage: Proximity to Parks!
Private kitchen
Newly remodeled house in quiet neighborhood — one block to Heritage House!
Newly remodeled house in quiet neighborhood — one block to Heritage House!
Exterior
Entire house for the College World Series!
Entire house for the College World Series!
Interior
Chic and comfy bungalow across from hospitals.
Chic and comfy bungalow across from hospitals.
Fridge, microwave, oven, stovetop
Terrific Two Story Townhome!
Terrific Two Story Townhome!
Fridge, microwave, oven, stovetop
Equally Tremendous Two Story Townhouse!
Equally Tremendous Two Story Townhouse!
Don't see what you're looking for?
See all available properties in Oakland
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Oakland you may be interested in

Indoor pool
My Place Hotel - Council Bluffs/Omaha East, IA
2.5 star property
9.2 out of 10, Wonderful, (1109)
"The property was clean, staff was friendly, bed and pillows were comfortable. I had no complaints. "
The price is £75
per night
23 May - 24 May
My Place Hotel - Council Bluffs/Omaha East, IA
Reception
BridgePointe Inn & Suites
2.0 star property
9.0 out of 10, Wonderful, (1620)
"Stephanie checked us in and recommended a restaurant. Very cheerful and helpful. Nice hotel!"
The price is £75
per night
23 May - 24 May
BridgePointe Inn & Suites
Exterior
Country Inn & Suites by Radisson, Council Bluffs, IA
2.5 star property
8.4 out of 10, Very good, (1002)
"All but the check in Clerck Theresa has great customer service "
The price is £82
per night
30 May - 31 May
Country Inn & Suites by Radisson, Council Bluffs, IA
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Oakland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oakland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oakland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oakland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oakland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oakland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakland holiday rentals we have selected for you start as low as £143 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oakland rentals

At Expedia, we put the best Oakland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oakland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oakland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oakland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Oakland?

Yes, there are holiday rentals close to the most popular sights in Oakland, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Oakland has to offer?

Omaha Regional Headquarters! Great spot for family or groups. Close to the Chi!: This holiday home rental outside Oakland is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Oakland?

While you're exploring the area, Eddington Memorial Park and Cold Springs State Park are a couple of picturesque spots to get outside and enjoy nature. Spider Car and Westfair Amphitheatre are a couple of places you'll find in the wider area.

What are holiday rentals like in Oakland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oakland. Holiday rentals offer extras like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for family trips.

Recent reviews of Oakland properties
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