Oakland Vacation Rentals

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Check prices for these dates

In two weeks
Oct 10 - Oct 12
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21
In four months
Jan 16 - Jan 18

Vacation Rentals in Oakland

4-bedroom vacation home just 20 mins to NYS times Square.
Fridge, microwave, oven, stovetop

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 ￥31,884
￥47,780 total
includes taxes & fees
Oct 6 - Oct 7
4-bedroom vacation home just 20 mins to NYS times Square.
Downtown Oasis 10 mins from Prudential Center!
Interior

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 ￥14,171
￥27,009 total
includes taxes & fees
Oct 6 - Oct 7
Downtown Oasis 10 mins from Prudential Center!
Beautiful 1 BR Apt Basment,35 min to NYC
Fridge, microwave, oven, stovetop

Beautiful 1 BR Apt Basment,35 min to NYC

8.4 out of 10, Very Good, (9)
"this apartments very and clean accurate to photos given! only thing is wifi is hard to connect to with tv. "
Beautiful 1 BR Apt Basment,35 min to NYC
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Smart TV, fireplace

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

9.4 out of 10, Exceptional, (38)
"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 ￥21,123
￥44,419 total
includes taxes & fees
Oct 3 - Oct 4
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Charming 2 Bedrooms apt One Step to NYC
Apartment, 2 Bedrooms, Smoking, City View | Pool

Charming 2 Bedrooms apt One Step to NYC

2.0 star property
The price is ￥31,777
￥53,921 total
includes taxes & fees
Oct 15 - Oct 16
Charming 2 Bedrooms apt One Step to NYC
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Outdoor spa tub

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

10.0 out of 10, Exceptional, (22)
"Clean, comfortable, beautiful views, cute little town. Super accommodating host. Couldn’t have asked for more. "
The price is ￥30,136
￥75,508 total
includes taxes & fees
Oct 1 - Oct 2
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Mtn Creek Resort Condo - Mountain Bike, Hike, Golf, Swim, Legoland, NYC 1 Hour
Property grounds

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

10.0 out of 10, Exceptional, (50)
"Excelente place to stay and the host was very attentive.Will definitely be back "
The price is ￥17,412
￥41,311 total
includes taxes & fees
Oct 1 - Oct 2
Mtn Creek Resort Condo - Mountain Bike, Hike, Golf, Swim, Legoland, NYC 1 Hour
Great Apartment 35 min to NYC & 15 to EWR Airport
Smart TV

Great Apartment 35 min to NYC & 15 to EWR Airport

8.6 out of 10, Excellent, (10)
"Really good place, thank you! "
Great Apartment 35 min to NYC & 15 to EWR Airport
Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick
Interior

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

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

2.0 star property
8.8 out of 10, Excellent, (11)
"Nice clean, affordable place close to the American Dream Mall and New York City. "
The price is ￥17,935
￥29,035 total
includes taxes & fees
Oct 6 - Oct 7
Affordable stay near EWR airport, Met Life, and American Dream Mall. Book today!
Brand New Private Share Room
32-inch flat-screen TV with cable channels, TV

Brand New Private Share Room

3.0 star property
4.0 out of 10, (1)
Brand New Private Share Room
Luxurious Ski in-Ski Out Mnt. Creek/Hot tub/Tennis & Pickleball/Heated pool/Golf
Outdoor pool, a heated pool

Luxurious Ski in-Ski Out Mnt. Creek/Hot tub/Tennis & Pickleball/Heated pool/Golf

9.8 out of 10, Exceptional, (86)
"Such a magical property! I came here with some friends for my birthday weekend and we had the most incredible time. The space- both indoors and out, is even more beautiful than the pictures (which never happens!). Everything was very clean and well kept. And the property manager was very supportive and communicative throughout. Providing lots of helpful information beforehand, and stayed in touch during my stay, even over the smallest things. We came during the summer but would love to come back...
Luxurious Ski in-Ski Out Mnt. Creek/Hot tub/Tennis & Pickleball/Heated pool/Golf
Ideal Location 1block to Main St. Restaurants , Bars,Hudson River, Bus/ Train
Outdoor dining

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
Condo at Mtn Creek 1 Bdr 1 Bath sleep 4 Mtn view #234
Outdoor pool, a heated pool

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 ￥16,237
￥36,389 total
includes taxes & fees
Oct 2 - Oct 3
Condo at Mtn Creek 1 Bdr 1 Bath sleep 4 Mtn view #234
Luxuriously furnished 3 BR apartment
Private kitchen

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 ￥33,212
￥50,478 total
includes taxes & fees
Oct 6 - Oct 7
Luxuriously furnished 3 BR apartment
Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.
Exterior

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.
Your Oasis in the City w/ Jacuzzi , Parking, self check in and WiFi
Fridge, microwave, oven, stovetop

Your Oasis in the City w/ Jacuzzi , Parking, self check in and WiFi

7.2 out of 10, Good, (10)
"Great stay! The photos definitely matches what was posted. Parking was quick and easy. The rooms were beautiful and comfy! And the location was convenient to go get food and doing activities! "
The price is ￥22,850
￥51,417 total
includes taxes & fees
Oct 1 - Oct 2
Your Oasis in the City w/ Jacuzzi , Parking, self check in and WiFi
Stylish & Spacious Newark Retreat - Perfect for City Getaways!
Fridge, microwave, oven, stovetop

Stylish & Spacious Newark Retreat - Perfect for City Getaways!

10.0 out of 10, Exceptional, (1)
"Nice clean house we loved it thank you "
The price is ￥19,780
￥45,882 total
includes taxes & fees
Oct 12 - Oct 13
Stylish & Spacious Newark Retreat - Perfect for City Getaways!
Greenwood Lake Lakefront Luxury
Property grounds

Greenwood Lake Lakefront Luxury

10.0 out of 10, Exceptional, (142)
"We had the best time. The home was so clean and comfortable, and the views were beautiful. Cheryl is an amazing host and has stocked the home with everything needed to enjoy your stay. We hope to visit again!"
Greenwood Lake Lakefront Luxury
Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly
Terrace/patio

Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly

10.0 out of 10, Exceptional, (33)
"We had a nice and relaxing time in beautiful surroundings. Thank you for having this cabin. We really enjoyed the sunsets reflecting off the lake!"
The price is ￥26,044
￥56,385 total
includes taxes & fees
Oct 13 - Oct 14
Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly
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

Executive Inn - Fort Lee

Executive Inn - Fort Lee

10/10 Excellent
"Really good one thing I liked is that they didn’t knock my door before 11 which I really liked a lot "
Jorge 1-night trip
Posted 2 days ago
Executive Inn - Fort Lee

Find out more about Oakland

Find out more about Oakland

Search for holiday rentals in Oakland on Expedia! You can easily find your home rentals, villas, holiday apartments in Oakland using one of the methods below:

  • View our selection of featured holiday rentals in Oakland
  • Use the map to find apartments and other holiday homes in the Oakland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oakland while they last

Look no further and take a look at our great range of rental properties in Oakland!

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?

4-bedroom vacation home just 20 mins to NYS times Square.: This vacation home rental outside of Oakland is equipped with a garden, air-conditioning, and a Smart TV to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so 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 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.