Search Vacation Homes in Oakland

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month

Compare 323 Vacation Homes in Oakland with updated reviews, rates, and availability.

Greenwoods of Warwick

9.8 out of 10, Exceptional, (8)
"Home was very clean. The host was very friendly & informative. The beds were very comfortable. We would highly recommend staying at this location. We will definitely stay here again. 👍 "
Greenwoods of Warwick

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

9.6 out of 10, Exceptional, (23)
"Great place for family ski vacation. Apt was clean, with amenities for cooking. Great fireplace. The ski areas are very kid friendly. The bunny slope was carved up into different trails for learning different skills. Didn’t need to drive to get things. Everything for a great stay was right on site."
The price is SAR 598
SAR 1,218 total
includes taxes & fees
5 Feb - 6 Feb
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

Cozy 2-Bedroom Home allows you work remotely or hybrid with Wi-Fi

7.4 out of 10, Good, (6)
"He is very attentive helpful and always right on anything that arose"
Cozy 2-Bedroom Home allows you work remotely or hybrid with Wi-Fi

Cozy Indoor Hot Tub, Fire Pit & Game Room

9.6 out of 10, Exceptional, (4)
"It was a wonderdul and relaxing stay with the family"
Cozy Indoor Hot Tub, Fire Pit & Game Room

Stylish Duplex In The Heart Of Montclair NJ Newly Designed

8.0 out of 10, Very Good, (1)
"It’s a comfortable place for staying, close to everything and just few blocks away from the train station that you can commute to NYC. Nice host. I recommend this place!"
Stylish Duplex In The Heart Of Montclair NJ Newly Designed

Newly renovated 5 bedroom house!

9.6 out of 10, Exceptional, (30)
"Great stay"
Newly renovated 5 bedroom house!

Modern Luxury Home near NYC FreeParking

4.0 star property
6.0 out of 10, (6)
"It was great! My family and I had a great time there together."
Modern Luxury Home near NYC FreeParking

Delightful Home w/ Fire Pit, Walk to Lake!

9.8 out of 10, Exceptional, (9)
"This was a cute house in a beautiful spot of NY. It was cozy and well taken care off. The neighborhood was quiet and beautiful also. We would come agian. "
Delightful Home w/ Fire Pit, Walk to Lake!

Up-to-date Home w/ Pool, Playground & Fireplace!

10.0 out of 10, Exceptional, (1)
Up-to-date Home w/ Pool, Playground & Fireplace!

Red Cabin Lake House with Amazing Views!

2.0 out of 10, (1)
"Fishing/Lake: There is absolutely no access to the lake, including the community beach. No swimming. No fishing. Such details must be in the property's details in caps. Fishing or swimming is not allowed. Water: Smelly brown water in the house. You can’t drink it or cook with it or even take a shower. It is disguising. No heads-up about the water issue. Kitchen: The smell of dirty dishes welcomed us. It looks like the previous renters left them there. Only 4 forks and 1 knife in the house....
Red Cabin Lake House with Amazing Views!

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

10.0 out of 10, Exceptional, (1)
"Alexis was a great host and she was super communicative and easy to reach. The house was clean and prefect size for my group of 6. Most things were stocked but I’d reach out to the host in advance so you can buy anything that isn’t ahead of time. One important thing to note is that the driveway can only fit 2 cars and there isn’t really any street parking. "
BillyMoe’s Bungalow, A low key 3 Bedroom house with lake view.

Happy Stay - Charming 4-bedroom house with WiFi, AC in lovely Fort Lee

10.0 out of 10, Exceptional, (2)
"Everything was wonderful "
Happy Stay - Charming 4-bedroom house with WiFi, AC in lovely Fort Lee

Luxe Newark Retreat w/ Rooftop Deck: Pets Welcome!

8.8 out of 10, Excellent, (3)
"We enjoyed the house today "
Luxe Newark Retreat w/ Rooftop Deck: Pets Welcome!

Vernon Cozy 2BD Pet-Friendly Mountain Creek

The price is SAR 378
SAR 1,187 total
includes taxes & fees
31 Jan - 1 Feb
Vernon Cozy 2BD Pet-Friendly Mountain Creek

Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

2.0 star property
9.0 out of 10, Wonderful, (4)
"Just what we needed with lots of space very clean and comfortable"
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

Home in Newark - Near Branch Brook Park

7.2 out of 10, Good, (12)
"I found the apartment to be very clean and well supplied with necessities. Nice shower plus 2 bathroom s. Laundry on- site was very convenient. "
Home in Newark - Near Branch Brook Park

Country Carriage House ONLY 15 MIN TO NYC Great for Families, Couples, Reunions

9.6 out of 10, Exceptional, (49)
"We stayed here with our 3 dogs between Christmas and New Years. It is in a gorgeous neighborhood of sprawling estate homes. This property had tons of room to spread out. The yard is HIGE and completely fenced in. The rooms are decorated with the photography work of the owner and other interesting pieces. Plenty to do on site and not too far from the city. Lisa was great and even let our dogs out to potty so we could relax traveling into the city for a show and dinner. We would love to...
Country Carriage House ONLY 15 MIN TO NYC Great for Families, Couples, Reunions

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.0 out of 10, Good, (14)
"This home was just what our group of 16 needed to find rest, reconvene from the day’s activities, and prepare for all the next day’s activities. The town of Monroe was a great place to stay as it was centrally located for all the places we visited. "
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

Lakefront Luxury on Greenwood Lake

10.0 out of 10, Exceptional, (128)
"We absolutely loved this lake house. We were in town for a wedding and this house was exactly what we needed. Not too far away from a grocery store and restaurants, plenty of space for our family. Large bathroom was great for our family to get ready in. Would love to come back in the summer!"
Lakefront Luxury on Greenwood Lake

Entire Private Lakefront Cottage Home on Lake Hopatcong + Kayaks and Pedalboat

10.0 out of 10, Exceptional, (41)
"The house sits high up on the hill with a big deck overlooking the lake. Viewing the lake with coffee in AM, watching the lake activity during day and seeing the moon and lights across the water with a glass of wine at night was lovely. The lake in front of the house is a no wake zone which affords a calmer setting which was really nice. The owner lives in the area and was quickly attentive to answer questions and resolve any small issues that came up. Highly recommend this home."
Entire Private Lakefront Cottage Home on Lake Hopatcong + Kayaks and Pedalboat
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.
Don't see what you're looking for?
See all available properties in Oakland
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Oakland

Cozy 2-Bedroom Home allows you work remotely or hybrid with Wi-Fi

7.4 out of 10, Good, (6)
"He is very attentive helpful and always right on anything that arose"
Cozy 2-Bedroom Home allows you work remotely or hybrid with Wi-Fi

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

9.6 out of 10, Exceptional, (23)
"Great place for family ski vacation. Apt was clean, with amenities for cooking. Great fireplace. The ski areas are very kid friendly. The bunny slope was carved up into different trails for learning different skills. Didn’t need to drive to get things. Everything for a great stay was right on site."
The price is SAR 598
SAR 1,218 total
includes taxes & fees
5 Feb - 6 Feb
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

Faboulous and Cozy Apartment in Montclair, NJ

9.8 out of 10, Exceptional, (19)
"The property was clean and very nice. Convenient location for the transit system and eateries. Nice neighborhood."
Faboulous and Cozy Apartment in Montclair, NJ
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.