Holiday Rentals in Oakland

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Oakland holiday rentals

A modern apartment with a kitchen, dining area, and living room.

1. The Spacious Suite: 2BR with Balcony

The Spacious Suite: 2BR with Balcony
Paterson
The price is €269
includes taxes & fees
16 Nov - 17 Nov
The Spacious Suite: 2BR with Balcony
A lakeside deck with a stone fire pit, two lounge chairs, and a view of the lake and hills.

2. Lakefront Couples Escape | Dock • Kayaks • Firepit

Lakefront Couples Escape | Dock • Kayaks • Firepit
Hewitt
9.8 out of 10, Exceptional, (6 reviews)
"Absolutely amazing place"
United States
Mehdy K.
The price is €421
includes taxes & fees
15 Dec - 16 Dec
Lakefront Couples Escape | Dock • Kayaks • Firepit
A spacious living room with two white sofas, a chandelier, a fireplace with stone accents, and a large window providing natural light.

3. Villa Verde B&B, bsm, Greenwood Lake NY

Villa Verde B&B, bsm, Greenwood Lake NY
Greenwood Lake
10.0 out of 10, Exceptional, (14 reviews)
"The breakfast was lovely!"
United States
Tara
The price is €247
includes taxes & fees
15 Nov - 16 Nov
Villa Verde B&B, bsm, Greenwood Lake NY
A modern kitchen with white cabinets, a dining area with a wooden table set for four, and a grey sofa in the living area.

4. The Classic Suite: 2BR close to NYC

The Classic Suite: 2BR close to NYC
Paterson
10.0 out of 10, Exceptional, (1 review)
"The property has everything we needed for a two night stay. Driving to NYC is approximately 40 mins. We like how this apartment was modernly designed. The check in and check out process was easy - detailed instruction provided. Would stay again. "
United States
Yue Z.
The price is €292
includes taxes & fees
7 Dec - 8 Dec
The Classic Suite: 2BR close to NYC
A modern living room with a flat-screen TV, a sofa, a coffee table, and a dining area with chairs.

5. The Stylish Spot: 1BR with Free Parking

The Stylish Spot: 1BR with Free Parking
Paterson
The price is €354
includes taxes & fees
13 Dec - 14 Dec
The Stylish Spot: 1BR with Free Parking
A modern kitchen with a built-in oven, a dining area with a table and chairs, and a living room with a sofa and a TV.

6. The Brand New Suite: 2BR with Parking

The Brand New Suite: 2BR with Parking
Paterson
8.0 out of 10, Very good, (1 review)
"Once we got the hang of the security codes & were able to enter the building, the apt was really nice and comfortable. The location was excellent for what we needed , and after a long day away, it was a great place to return to. There were a few minor hiccups, but these were reported to the managers in a different forum but did not take away from our overall satisfaction with the place. We would definitely recommend this if you are visiting the area of St.Joseph’s Medical Center and need the...
United States
Don
The price is €270
includes taxes & fees
18 Nov - 19 Nov
The Brand New Suite: 2BR with Parking
A hotel room with a large bed, a TV, a sofa, a desk, and a view of the outside.

7. Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Warwick
10.0 out of 10, Exceptional, (49 reviews)
"Always a pleasure staying here."
United States
Natalie M.
The price is €223
includes taxes & fees
15 Nov - 16 Nov
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
An outdoor brick oven with storage shelves, a covered table, and a welcome mat.

8. Cozy Furnished Ranch! Pet friendly!

Cozy Furnished Ranch! Pet friendly!
Fair Lawn
9.8 out of 10, Exceptional, (9 reviews)
"Charlie was great house was very clean well kept and had all the amenities you can think of place with dog friendly and had a huge backyard that we were allowed to let our dogs roam. This is a hidden gem in Fairlawn, New Jersey. "
United States
Anonymous traveller
The price is €592
includes taxes & fees
15 Nov - 16 Nov
Cozy Furnished Ranch! Pet friendly!
A stone pathway leading to a stone wall with a potted plant.

9. Villa Verde B&B, Greenwood Lake NY, 1

Villa Verde B&B, Greenwood Lake NY, 1
Monroe
10.0 out of 10, Exceptional, (31 reviews)
"Great host. Home is very clean and well appointed. Would definitely stay here again."
United States
Thomas
The price is €281
includes taxes & fees
15 Nov - 16 Nov
Villa Verde B&B, Greenwood Lake NY, 1
A four-poster canopy bed with a wooden frame and white drapes, a nightstand with a lamp, and a mirror on the wall.

10. Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
8.8 out of 10, Excellent, (23 reviews)
"Great place, but you can hear red everything going on outside your room with the restaurant downstairs and other people in the common area. But I’d definitely come back here"
United States
Joseph
The price is €142
includes taxes & fees
16 Nov - 17 Nov
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
A row of townhouses with a central entrance, a covered porch, and a small garden area.

11. Modern 4BR Near NYC & MetLife - Sleeps 8 - Pets OK

Modern 4BR Near NYC & MetLife - Sleeps 8 - Pets OK
Passaic
8.4 out of 10, Very good, (6 reviews)
"We had a wonderful stay! Erly was a great host, and the home had everything we needed. We would definitely stay here again!"
United States
Maura W.
The price is €353
includes taxes & fees
16 Nov - 17 Nov
Modern 4BR Near NYC & MetLife - Sleeps 8 - Pets OK
A lakeside dock with lounge chairs and a small table, surrounded by autumn foliage and a clear sky.

12. Latitude Lake House | Lake Access • Fire Pit

Latitude Lake House | Lake Access • Fire Pit
Greenwood Lake
10.0 out of 10, Exceptional, (8 reviews)
"Great property and loved the lake access!"
United States
Dan and Kristen L.
Latitude Lake House | Lake Access • Fire Pit
A hotel with a swimming pool, green lawns, and a hilly backdrop.

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

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Vernon Township
9.4 out of 10, Exceptional, (65 reviews)
"Really nice retreat , not far from NYC, place very clean , great pool ,"
United States
Jakub S.
The price is €269
includes taxes & fees
15 Nov - 16 Nov
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
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14. Spacious Sunny 2BR Apt: Walk to Shop, Eat & NYC Train

Spacious Sunny 2BR Apt: Walk to Shop, Eat & NYC Train
Montclair
10.0 out of 10, Exceptional, (11 reviews)
"Great communication, good quality beds. "
United States
Scott B.
The price is €305
includes taxes & fees
18 Nov - 19 Nov
Spacious Sunny 2BR Apt: Walk to Shop, Eat & NYC Train
A serene lakeside view with a golf course, houses, and a wooden dock.

15. Two Full Baths in Newly Renovated ski golf Condo! New on Market!!

Two Full Baths in Newly Renovated ski golf Condo! New on Market!!
Vernon Township
10.0 out of 10, Exceptional, (45 reviews)
"My friend and I stayed for a mini golf trip and everything worked out great!"
United States
Gnanasakaran
The price is €280
includes taxes & fees
15 Nov - 16 Nov
Two Full Baths in Newly Renovated ski golf Condo! New on Market!!
A grill on a wooden deck with a view of a forest and mountains.

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

Mountain Creek Resort Condo - Golf, Hike, Legoland, Bike, NYC 1 Hour
Vernon Township
9.8 out of 10, Exceptional, (67 reviews)
"Would definitely stay here again! It was clean and plenty of space!"
United States
Sandeep
The price is €280
includes taxes & fees
15 Nov - 16 Nov
Mountain Creek Resort Condo - Golf, Hike, Legoland, Bike, NYC 1 Hour
A kitchen with stainless steel cookware, utensils, and a dish soap bottle.

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

Affordable stay near EWR airport, Met Life, and American Dream Mall. Book today!
Belleville
9.2 out of 10, Wonderful, (24 reviews)
"Convenient location and met our needs perfectly for our weekend trip"
United States
Kevin T.
The price is €188
includes taxes & fees
18 Nov - 19 Nov
Affordable stay near EWR airport, Met Life, and American Dream Mall. Book today!
A blue deck with white railings and a tree in the background.

18. Cozy 2-bedroom apartment with WiFi, AC, large outdoor balcony

Cozy 2-bedroom apartment with WiFi, AC, large outdoor balcony
Belleville
9.2 out of 10, Wonderful, (23 reviews)
"Clean rooms, spacious, nice neighborhood "
United States
Davon S.
The price is €233
includes taxes & fees
15 Nov - 16 Nov
Cozy 2-bedroom apartment with WiFi, AC, large outdoor balcony
A dining area with a round table set for four, a vase with decorative elements, and a modern kitchen in the background.

19. Cozy 2-bedroom house in adorable Clifton beautiful neighborhood with AC

Cozy 2-bedroom house in adorable Clifton beautiful neighborhood with AC
Clifton
The price is €375
includes taxes & fees
15 Nov - 16 Nov
Cozy 2-bedroom house in adorable Clifton beautiful neighborhood with AC
A two-story house with a front porch, a pathway leading to the entrance, and a garden with various plants and flowers.

20. Charming Apt Walkable to Shop, Eat & NYC Transport

Charming Apt Walkable to Shop, Eat & NYC Transport
Montclair
10.0 out of 10, Exceptional, (5 reviews)
"Clean and quiet space. I rented the 1-bedroom apartment and had a great stay. The space was very clean and provided everything I was looking for while searching for properties in Montclair to stay at. If you're looking for somewhere to stay and explore Montclair I highly recommend it! The train station is less than a 15-minute walk away, and many shops and restaurants are just a 5-minute walk from the property. Sherry was an excellent host and was very responsive to any questions I had."
United States
Brooke J.
Charming Apt Walkable to Shop, Eat & NYC Transport
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

A hotel entrance with a covered walkway, stone pillars, and a 'Welcome' sign.
Hampton Inn Paramus

Hampton Inn Paramus

Hampton Inn Paramus
Paramus

10/10 Excellent

I have stayed at this hotel several times in the past, but the staff went well beyond previous trips. The desk staff in the early hours were excellent on two ocassions, notably coming through with a unique request on my final day. I am especially grateful for the hotel coming through to assist me.
Ireland
Seth
Reviewed April 17, 2024
Hampton Inn Paramus

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, 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 €181 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?

Serene 3-bedroom house - Minutes from NYC & Metlife Stadium - World Cup 2026: This holiday home rental outside of Oakland is equipped with a balcony, air conditioning and a Smart TV to help you feel comfortable during your stay. It has 3 bedrooms, in addition to a kitchen with a stovetop and a microwave.

How many holiday rentals are there in Oakland?

Choose from 3 Expedia holiday rentals in Oakland for a memorable holiday.

What’s there to see and do in Oakland?

Explore the area and family-friendly sights such as Bookends, 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.