Oakland Holiday Rentals

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Holiday Rentals in Oakland

Downtown Oasis 10 mins from Prudential Center!

2.0 star property
2.0 out of 10, (1)
"Sleeping arrangements were poor. One roll away bed useless. Cleanliness overall questionable. Was not a great experience. "
The price is NZ$311
includes taxes & fees
9 Sept - 10 Sept
Downtown Oasis 10 mins from Prudential Center!

4-bedroom vacation home just 20 mins to NYS times Square.

8.0 out of 10, Very good, (13)
"Saud was fantastic and very accommodating and communicative loved his home, and would definitely would book him again!"
The price is NZ$520
includes taxes & fees
9 Sept - 10 Sept
4-bedroom vacation home just 20 mins to NYS times Square.

Tranquil 3-bedroom house in Pompton Lakes with large yard/double garage

9.6 out of 10, Exceptional, (4)
"Great house. We loved"
Tranquil 3-bedroom house in Pompton Lakes with large yard/double garage

Mountain Creek Resort Condo - Golf, Hike, Legoland, Bike, NYC 1 Hour

10.0 out of 10, Exceptional, (47)
"Excelente place to stay and the host was very attentive.Will definitely be back "
The price is NZ$548
includes taxes & fees
8 Oct - 9 Oct
Mountain Creek Resort Condo - Golf, Hike, Legoland, Bike, NYC 1 Hour

Beautiful 1 BR Apt Basment,35 min to NYC

8.4 out of 10, Very good, (9)
"I loved the place very quiet nice appliances great access in an out "
Beautiful 1 BR Apt Basment,35 min to NYC

Charming 2 Bedrooms apt One Step to NYC

2.0 star property
The price is NZ$620
includes taxes & fees
9 Sept - 10 Sept
Charming 2 Bedrooms apt One Step to NYC

Affordable stay near EWR airport, Met Life, and American Dream Mall. Book today!

2.0 star property
9.4 out of 10, Exceptional, (8)
"Nice clean, affordable place close to the American Dream Mall and New York City. "
The price is NZ$295
includes taxes & fees
14 Sept - 15 Sept
Affordable stay near EWR airport, Met Life, and American Dream Mall. Book today!

Ann Creek: Charming 2 BR fully renovated house at Greenwood Lake. Dog friendly.

10.0 out of 10, Exceptional, (6)
Ann Creek: Charming 2 BR fully renovated house at Greenwood Lake. Dog friendly.

Resort Getaway ! Mtn Creek Ski-In Ski-Out -Pool-Hot Tub-Sauna

10.0 out of 10, Exceptional, (63)
"We had a great stay."
The price is NZ$470
includes taxes & fees
9 Sept - 10 Sept
Resort Getaway ! Mtn Creek Ski-In Ski-Out -Pool-Hot Tub-Sauna

Condo at Mtn Creek 1 Bdr 1 Bath sleep 4 Mtn view #234

10.0 out of 10, Exceptional, (4)
"This property was comfortable, quaint and clean. Perfect little weekend getaway. We definitely plan on staying here again. "
The price is NZ$423
includes taxes & fees
15 Sept - 16 Sept
Condo at Mtn Creek 1 Bdr 1 Bath sleep 4 Mtn view #234

Brand New Private Share Room

3.0 star property
4.0 out of 10, (1)
Brand New Private Share Room

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

9.4 out of 10, Exceptional, (37)
"Very nice condo, had everything we needed. Included a parking pass, gym pass and pool pass. Super clean. Thanks for having us!"
The price is NZ$516
includes taxes & fees
12 Sept - 13 Sept
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

Ideal Location 1block to Main St. Restaurants , Bars,Hudson River, Bus/ Train

9.4 out of 10, Exceptional, (3)
"We only stayed a couple days, but the location is quaint and apartment newly refurnished. The owner was very helpful and great to work with. Highly recommend!"
Ideal Location 1block to Main St. Restaurants , Bars,Hudson River, Bus/ Train

Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick

9.8 out of 10, Exceptional, (12)
"This property has exactly what we were looking for to spend a long weekend and create new memories. The welcoming atmosphere and breathtaking views offer a unique experience. Jones was easily accessible to respond to any questions. We will certainly come and definitely recommend this property to family and friends. "
Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

9.8 out of 10, Exceptional, (20)
"Clean, comfortable, beautiful views, cute little town. Super accommodating host. Couldn’t have asked for more. "
The price is NZ$900
includes taxes & fees
15 Sept - 16 Sept
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Cozy Private Share Room

2.0 star property
6.2 out of 10, (14)
"Please give me my money back. I no longer use the private room you rented. I went there and I couldn't get in. The code you gave me didn't work. I waited until 4 o'clock and I couldn't get in "
Cozy Private Share Room

Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.

9.0 out of 10, Wonderful, (6)
"Large comfortable home in great location with multiple views of the Hudson. Our family had a pleasant stay and would definitely return to Castle in the Sky."
Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.

BillyMoe’s Bungalow, A low key 3 Bedroom house with lake view.

9.2 out of 10, Wonderful, (10)
"We were visiting with friends from the UK and we had a very comfortable stay. Everything we needed, very clean, easy to find and very quiet neighborhood. Would highly recommend."
BillyMoe’s Bungalow, A low key 3 Bedroom house with lake view.

Luxuriously furnished 3 BR apartment

8.4 out of 10, Very good, (12)
"Check in went good. Owner helped bring stuff upstairs and was very transparent with me. Will definitely stay again."
The price is NZ$580
includes taxes & fees
9 Sept - 10 Sept
Luxuriously furnished 3 BR apartment

Newark's Art Deco 1-bdrm Oasis

2.0 star property
10.0 out of 10, Exceptional, (2)
"We were about 1.4 miles from the Prudential Center. The place was clean. When we were there the owner responded to all requests quickly. The combination locks were easy to use."
The price is NZ$294
includes taxes & fees
9 Sept - 10 Sept
Newark's Art Deco 1-bdrm Oasis
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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Top Oakland Hotel Reviews

Find out more about Oakland

Find out more about Oakland

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, 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 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 a holiday rental 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. Oakland is known for its shopping and forests. Make sure you have time to check out the lake views and restaurants during your trip.

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

Tranquil 3-bedroom house in Pompton Lakes with large yard/double garage: 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. It has 3 bedrooms, as well as a kitchenette with a stovetop, a coffee maker and kitchenware, so that you can cook with friends or family.

What’s there to see and do in Oakland?

Explore the area and family-friendly sights such as Jumpnasium Kids Parties & More, or get out into nature at a spot like Crystal Lake Beach Club. In the wider area, you’ll find MetLife Stadium and Ramapo Valley County Reservation.

What’s a holiday rental in Oakland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oakland. Holiday rentals feature extras such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family trips.