Oakland Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Oakland vacation rentals

A modern kitchen with white cabinets, stainless steel appliances, a central island with bar stools, and a fire extinguisher on the wall.

1. ✔Beautiful Luxury Apartment ✔15 mi from American Dream Mall & Prudential Center.

✔Beautiful Luxury Apartment ✔15 mi from American Dream Mall & Prudential Center.
Paterson
10.0 out of 10, Exceptional, (19 reviews)
"Property was as advertised. Beautiful home. Communication with the host was great. Would definitely recommend"
United States
Leshawn D.
$520 nightly
The price is $578
Nov 9 - Nov 10
Total with taxes and fees
✔Beautiful Luxury Apartment ✔15 mi from American Dream Mall & Prudential Center.
A modern apartment with a kitchen, dining area, and living room.

2. The Spacious Suite: 2BR with Balcony

The Spacious Suite: 2BR with Balcony
Paterson
$288 nightly
The price is $288
Nov 9 - Nov 10
Total with taxes and fees
The Spacious Suite: 2BR with Balcony
An outdoor brick oven with storage shelves, a covered table, and a welcome mat.

3. 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 traveler
$568 nightly
The price is $630
Nov 8 - Nov 9
Total with taxes and fees
Cozy Furnished Ranch! Pet friendly!
A waterfront property with a stone staircase, lounge chairs, and a dock.

4. 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.
$390 nightly
The price is $434
Nov 9 - Nov 10
Total with taxes and fees
Lakefront Couples Escape | Dock • Kayaks • Firepit
A modern living room with a grey sofa, a dining area with a small table and chairs, and a kitchen area with a stove and sink.

5. 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.
$335 nightly
The price is $335
Dec 7 - Dec 8
Total with taxes and fees
The Classic Suite: 2BR close to NYC
A modern living room with a sectional sofa, a coffee table, and a kitchen in the background.

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
$290 nightly
The price is $290
Nov 17 - Nov 18
Total with taxes and fees
The Brand New Suite: 2BR with Parking
A spacious living room with a stone fireplace, two white sofas, a glass coffee table, and large windows.

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

Villa Verde B&B, bsm, Greenwood Lake NY
Greenwood Lake
10.0 out of 10, Exceptional, (13 reviews)
"The breakfast was lovely!"
United States
Tara
$228 nightly
The price is $258
Nov 8 - Nov 9
Total with taxes and fees
Villa Verde B&B, bsm, Greenwood Lake NY
A stone pathway leading to a stone wall with a potted plant.

8. 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
$259 nightly
The price is $293
Nov 8 - Nov 9
Total with taxes and fees
Villa Verde B&B, Greenwood Lake NY, 1
A modern living room with a flat-screen TV, a sofa, a coffee table, and a dining area with chairs.

9. The Stylish Spot: 1BR with Free Parking

The Stylish Spot: 1BR with Free Parking
Paterson
$264 nightly
The price is $264
Nov 17 - Nov 18
Total with taxes and fees
The Stylish Spot: 1BR with Free Parking
A modern living room with a black spiral staircase, a fireplace, and a kitchen in the background.

10. 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.
$416 nightly
The price is $470
Nov 9 - Nov 10
Total with taxes and fees
Latitude Lake House | Lake Access • Fire Pit
A dining table set with plates, cutlery, and a vase with dried plants.

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

Cozy 2-bedroom house in adorable Clifton beautiful neighborhood with AC
Clifton
$393 nightly
The price is $436
Nov 15 - Nov 16
Total with taxes and fees
Cozy 2-bedroom house in adorable Clifton beautiful neighborhood with AC
A hotel with a swimming pool, green lawns, and a hilly backdrop.

12. 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, (64 reviews)
"Really nice retreat , not far from NYC, place very clean , great pool ,"
United States
Jakub S.
$247 nightly
The price is $282
Nov 8 - Nov 9
Total with taxes and fees
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
A hot tub with a view of a lake and houses in the background.

13. Waterfront Home with Hot Tub, Firepit, and Kayaks

Waterfront Home with Hot Tub, Firepit, and Kayaks
Greenwood Lake
10.0 out of 10, Exceptional, (47 reviews)
"We have stayed here a few times and the house is always perfect. Will stay here again in the future! "
United States
Lex S.
$432 nightly
The price is $489
Nov 22 - Nov 23
Total with taxes and fees
Waterfront Home with Hot Tub, Firepit, and Kayaks
A sign for Great Gorge Village with a speed limit sign of 15 mph.

14. 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, (44 reviews)
"My friend and I stayed for a mini golf trip and everything worked out great!"
United States
Gnanasakaran
$260 nightly
The price is $296
Nov 8 - Nov 9
Total with taxes and fees
Two Full Baths in Newly Renovated ski golf Condo! New on Market!!
A modern kitchen with wooden flooring, a dining area with a table and chairs, and a kitchen counter with appliances.

15. The Wine House

The Wine House
Warwick
10.0 out of 10, Exceptional, (39 reviews)
"Amazing place - we will definitely be back ."
United States
Robin
$234 nightly
The price is $264
Nov 8 - Nov 9
Total with taxes and fees
The Wine House
Two wooden chairs with bird-patterned cushions, a small round wooden table, and a vase with dried plants, all set against a wall with string lights.

16. Cozy 1-bed home, steps to NYC & MetLife. Minutes to bus and ferry. Free parking.

Cozy 1-bed home, steps to NYC & MetLife. Minutes to bus and ferry. Free parking.
North Bergen
10.0 out of 10, Exceptional, (13 reviews)
"Such a great private spot to stay in jersey and added bonus that it also had a parking spot!! Couldn’t have asked for a better place to come back to each night after a long day in the city, and the host was amazing. would definitely recommend!"
United States
Alexis R.
$239 nightly
The price is $280
Nov 8 - Nov 9
Total with taxes and fees
Cozy 1-bed home, steps to NYC & MetLife. Minutes to bus and ferry. Free parking.
A room with a balcony overlooking a lake, featuring a small table and chairs.

17. Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ 2 Decks

Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ 2 Decks
Greenwood Lake
10.0 out of 10, Exceptional, (12 reviews)
"We had lovely and relaxing stay at this property! The surrounding area is beautiful and the crowd are amazing!"
United States
Susan R.
$725 nightly
The price is $820
Nov 9 - Nov 10
Total with taxes and fees
Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ 2 Decks
A hotel with a central swimming pool, multiple balconies, and a distinctive yellow and brown facade.

18. Swiss Spot. Cozy 1-bedroom apartment in charming Vernon NJ with heated pools.

Swiss Spot. Cozy 1-bedroom apartment in charming Vernon NJ with heated pools.
Vernon Township
10.0 out of 10, Exceptional, (5 reviews)
$153 nightly
The price is $174
Nov 8 - Nov 9
Total with taxes and fees
Swiss Spot. Cozy 1-bedroom apartment in charming Vernon NJ with heated pools.
A spacious living room with a fireplace, a ceiling fan, and a large window.

19. Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
3.0 star property
Monroe
10.0 out of 10, Exceptional, (4 reviews)
"The house was very quiet and exactly as advertised. Would stay again!"
United States
Scott
$457 nightly
The price is $539
Nov 8 - Nov 9
Total with taxes and fees
Hudson Valley Retreat w/ Pool Near Greenwood Lake
An outdoor seating area with a fire pit, wooden chairs, and string lights against a backdrop of trees and a lake.

20. Panoramic Fall Foliage Escape, Fire Pit, Wood Stove

Panoramic Fall Foliage Escape, Fire Pit, Wood Stove
Greenwood Lake
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home...it is clear that much thought and time went into the decor and functionality....complete with welcomed amenities."
United States
andrea e.
$322 nightly
The price is $364
Nov 15 - Nov 16
Total with taxes and fees
Panoramic Fall Foliage Escape, Fire Pit, Wood Stove
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 Holiday Inn Express hotel with a covered entrance, multiple windows, and a brick facade.
Holiday Inn Express Haskell - Wayne Area by IHG

Holiday Inn Express Haskell - Wayne Area by IHG

Holiday Inn Express Haskell - Wayne Area by IHG
Wanaque

10/10 Excellent

The property was lovely. Quiet and staff was great.
United States
Christine
Reviewed April 5, 2022
Holiday Inn Express Haskell - Wayne Area by IHG

Find out more about Oakland

Everything you need to know about Oakland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oakland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oakland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Oakland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $147 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oakland rentals

At Expedia, we put the best Oakland vacation 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 vacation.

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 vacation rental in Oakland?

Yes, we offer vacation rentals close to the most popular points of interest in Oakland, or you can select a more remote 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's the top vacation rental that Oakland has to offer?

Serene 3-bedroom house - Minutes from NYC & Metlife Stadium - World Cup 2026: This vacation 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 vacation rentals are there in Oakland?

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

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 larger area, you’ll find MetLife Stadium and Ramapo Valley County Reservation.

What’s a vacation rental in Oakland like?

Vacation rentals are privately owned properties you can book for a long or short time in Oakland. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.