Oakland Holiday Rentals

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Holiday Rentals in Oakland

Cozy Council Bluffs Bungalow 10 mins from Omaha

10.0 out of 10, Exceptional, (30)
"A very clean, comfortable and quiet home. Beds, couch and linens were good quality and comfortable. Convenient to Omaha and Council Bluffs. "
Cozy Council Bluffs Bungalow 10 mins from Omaha

Council Bluffs Cottage: Proximity to Parks!

8.6 out of 10, Excellent, (8)
"This was the perfect place for me to stay and hang out with my daughter. She was able to come over for a home cooked meal and just have a change of pace from dorm life. It was a cozy little cottage. Perfect!"
Council Bluffs Cottage: Proximity to Parks!

Rare find! Spacious home near wedding venues & CB/OMA. Perfect for entertaining!

10.0 out of 10, Exceptional, (19)
"Wonderful house - roomy & very private! Highly recommend!"
Rare find! Spacious home near wedding venues & CB/OMA. Perfect for entertaining!

Fully Renovated, Luxurious unit awaits you!

9.8 out of 10, Exceptional, (52)
"This property is exactly as described. Manager extremely accomodating and efficient. Planning our next visit to stay here in the spring. "
The price is AU$268
includes taxes & fees
26 Nov - 27 Nov
Fully Renovated, Luxurious unit awaits you!

Best CWS spot around! Great for groups-family. Closest location and on A LAKE!

10.0 out of 10, Exceptional, (13)
"Everything was great. My brother accidentally left behind some shirts when he left the property and the host kindly retrieved them for us. "
Best CWS spot around! Great for groups-family. Closest location and on A LAKE!

Fully Renovated, Modern unit awaits you! 2nd floor

9.8 out of 10, Exceptional, (18)
"This place was great! Cute, clean, close to everything. Would definitely stay again. "
Fully Renovated, Modern unit awaits you! 2nd floor

Cheerful two bedroom home in quiet neighborhood. Sun Porch ~ Patio ~ Large yard

10.0 out of 10, Exceptional, (14)
"The perfect home away from home! Comfortable inside & out. Loved the sunporch. The owners added special touches throughout, which added a welcome feel. Truly an A+ option!"
The price is AU$323
includes taxes & fees
3 Dec - 4 Dec
Cheerful two bedroom home in quiet neighborhood. Sun Porch ~ Patio ~ Large yard

Council Bluffs Cottage: Proximity to Parks!

3.0 star property
Council Bluffs Cottage: Proximity to Parks!

Cozy, Clean & Quiet. Home in the Hills. Close to DT Omaha; Market; Zoo; Gardens

10.0 out of 10, Exceptional, (28)
"This was a fantastic place to stay! It was clean, a great location for us and Sharon went above and beyond for us during our time there. It was the best stay at a vrbo we have ever had they dont really compare 😄 Will definitely be staying here again when we come this way!"
Cozy, Clean & Quiet. Home in the Hills. Close to DT Omaha; Market; Zoo; Gardens

Adorable tiny house minutes from downtown Omaha! Wheelchair accessible

10.0 out of 10, Exceptional, (1)
"Had a great trip and would def stay again"
Adorable tiny house minutes from downtown Omaha! Wheelchair accessible

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.

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

Charming 3-bedroom house in quiet residential neighborhood

2.0 star property
The price is AU$608
includes taxes & fees
2 Dec - 3 Dec
Charming 3-bedroom house in quiet residential neighborhood

Luxury Home on 4th fairway of country club! Golf Getaway. Quality throughout.

10.0 out of 10, Exceptional, (5)
"Property managers were super helpful, very responsive to questions, and house felt like a home while we celebrated my mothers 90th!"
Luxury Home on 4th fairway of country club! Golf Getaway. Quality throughout.

Renovated Tranquility Awaits You!

10.0 out of 10, Exceptional, (4)
"It was really nice. If we stay in Council Bluffs it willbe our go to."
Renovated Tranquility Awaits You!

Cozy three bedroom, five minutes from the baseball stadium.

Cozy three bedroom, five minutes from the baseball stadium.

This house is seven minutes to the college world series games.

10.0 out of 10, Exceptional, (1)
"Perfect getaway for either Council Bluffs or Omaha. Very clean and updated ."
This house is seven minutes to the college world series games.

Newly remodeled house in quiet neighborhood — one block to Heritage House!

Newly remodeled house in quiet neighborhood — one block to Heritage House!

Entire house for the College World Series!

Entire house for the College World Series!

Chic and comfy bungalow across from hospitals.

Chic and comfy bungalow across from hospitals.
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.
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Other types of properties in Oakland you may be interested in

BridgePointe Inn & Suites

2.0 star property
9.0 out of 10, Wonderful, (1732)
"Nice and clean. Great staff"
The price is AU$129
includes taxes & fees
9 Dec - 10 Dec
BridgePointe Inn & Suites

My Place Hotel - Council Bluffs/Omaha East, IA

2.5 star property
9.2 out of 10, Wonderful, (1139)
"The pool was closed which was just a bummer but it was after 6pm so the workers probably thought it was done for the day. Everything else was fantastic and easy. I just stayed for one night but I feel comfortable booking My Place again based on this experience!"
The price is AU$136
includes taxes & fees
26 Nov - 27 Nov
My Place Hotel - Council Bluffs/Omaha East, IA

Country Inn & Suites by Radisson, Council Bluffs, IA

2.5 star property
8.4 out of 10, Very good, (1014)
"Staff was very nice. Property across from Horseshoe. Convenient location."
The price is AU$143
includes taxes & fees
22 Dec - 23 Dec
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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?

Cozy Council Bluffs Bungalow 10 mins from Omaha: This holiday home rental outside of Oakland offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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.