Oakland Holiday Rentals

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Our top choices for Oakland holiday rentals

8.0 out of 10, Very good, (4)
"House was nice and clean check in was easy and manger was nice and helpful good stay ."
United States
April H.
The price is NZ$878
includes taxes & fees
16 Dec - 17 Dec
Faith's Charming 3-bedroom 2 Bathroom with WiFi in welcoming Newark
2.0 star property
10.0 out of 10, Exceptional, (2)
"Honestly, enjoyed my stay & apartment is spacious & really nice. Would definitely book again in the future!"
United States
Esi K.
The price is NZ$418
includes taxes & fees
16 Dec - 17 Dec
Bright 2-Bedroom Retreat Near NYC – Easy Commute!
10.0 out of 10, Exceptional, (1)
"We had a great stay. The apartment was clean, comfortable, and the host was very helpful and responsive! "
United States
Mia M.
The price is NZ$319
includes taxes & fees
26 Dec - 27 Dec
Brick City Dreams A minute away from The Prudential Center! 4 mins from NJ PAC!

Apartment in West New York

Charming 2 Bedrooms apt One Step to NYC
2.0 star property
4.0 out of 10, (1)
"We were told the day of our arrival that we were being moved to another property 40 blocks farther from the city. What choice did we have at this point? The alternate accommodations did not have a comfortable seating area for the 4 of us (one of the reasons for our original property choice) and was not as convenient for our preferred transportation options, and it was very different from the photos of the original reservation property. The whole experience felt like a bait & switch. We asked for...
United States
Jean
The price is NZ$629
includes taxes & fees
16 Dec - 17 Dec
Charming 2 Bedrooms apt One Step to NYC
10.0 out of 10, Exceptional, (35)
"Wonderful place and cozy will book again "
United States
Alex P.
The price is NZ$710
includes taxes & fees
12 Jan - 13 Jan 2026
Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly
8.6 out of 10, Excellent, (92)
"Nice unit. I stay here once a year for a golf event."
United States
Kevin M.
The price is NZ$729
includes taxes & fees
17 Dec - 18 Dec
Luxury 3 Br 2 Bath Condo With Steam Shower Ski Golf Relax
10.0 out of 10, Exceptional, (2)
"The host was very helpful when I had questions. Thanks again."
United States
Christopher N.
The price is NZ$575
includes taxes & fees
7 Jan - 8 Jan 2026
Elegant NYC View Stay! Park Free, 6 beds- Sleep 8+ ✨10% OFF 7 days
7.2 out of 10, Good, (15)
"It was fine, a place to sleep. The maintenance on the property is lacking, but everything worked. We felt safe staying there."
United States
Teresa C.
Beautiful 1 BR Apt Basment,35 min to NYC
10.0 out of 10, Exceptional, (3)
"The place was beautiful and spacious — exactly what we needed for our stay. Everything was clean, comfortable, and well-maintained. Oluseun was the perfect host — kind, responsive, and made sure we had everything we needed. We would definitely stay here again!"
United States
Alfreda C.
The price is NZ$1,660
includes taxes & fees
21 Dec - 22 Dec
Luxurious, Cozy and Spacious 6-bedroom escape with parking sleeps up to 16.

Apartment in West New York

Huge apt 20mins to Time Square
6.0 out of 10, (2)
"Windows were broken in the living room - cold air coming right through.One of the room didn’t have any Heat equipments - terrible to even mention thisWashroom door wasn’t properly latched - our family was hesitant to use the washroom.Worst experience ever for any stay"
United States
FNU A.
The price is NZ$1,086
includes taxes & fees
16 Dec - 17 Dec
Huge apt 20mins to Time Square
10.0 out of 10, Exceptional, (1)
"Great stay, great host, really helpful"
United States
Nathan B.
The price is NZ$958
includes taxes & fees
22 Dec - 23 Dec
Spacious 4-bedroom apartment, 4bed 2 bath each in perfect Newark with AC, WiFi
10.0 out of 10, Exceptional, (70)
"We had a great stay."
United States
Laura
The price is NZ$500
includes taxes & fees
16 Dec - 17 Dec
Resort Getaway ! Mtn Creek Ski-In Ski-Out -Pool-Hot Tub-Sauna
10.0 out of 10, Exceptional, (4)
"Nice Cozy place. I would definitely stay again."
United States
Wingrove H.
Family-friendly 3-bedroom/2.5-Bath house Near NYC Manhattan and MetLife Stadium
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. "
Canada
john w.
The price is NZ$321
includes taxes & fees
1 Jan - 2 Jan 2026
Downtown Oasis 10 mins from Prudential Center!
10.0 out of 10, Exceptional, (1)
"The Check-in instructions were very helpfull"
United States
RKO V.
Wonderful ! King 1BR ! Free Parking ! 30 min NYC !

Holiday Home in Central Ward

Huge spacious 4 bedroom in Newark
8.0 out of 10, Very good, (6)
"Accommodation was great, location was great "
United States
Peter T.
Huge spacious 4 bedroom in Newark
8.6 out of 10, Excellent, (20)
"Everything was perfect and the host were very responsive great nice neighborhood to stay in "
United States
Jordan S.
The price is NZ$492
includes taxes & fees
5 Jan - 6 Jan 2026
Modern Cozy Apartment - Near American Dream Theme Park & NYC
8.4 out of 10, Very good, (31)
"Super accommodating and very responsive and reasonable. Place is very clean and nice."
United States
Rohan T.
Cozy King Bed suite w/ free Parking ,Self check in and WiFi
7.8 out of 10, Good, (19)
"We stayed so we could easily get to nyc and it was great!!! Only a short less than 10 minute walk to the train station!!! I will be back"
United States
Shannon M.
The price is NZ$256
includes taxes & fees
16 Dec - 17 Dec
Cozy studio located near New York City
The price is NZ$566
includes taxes & fees
19 Dec - 20 Dec
2-bedroom basement apartment in welcoming Belleville with WiFi, AC
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

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 NZ$256 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?

Cozy King Bed suite w/ free Parking ,Self check in and WiFi : This holiday home rental outside of Oakland is located in the city centre, and has a BBQ, a selection of books and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, 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.