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Compare 395 Vacation Homes in Oakland with updated reviews, rates, and availability.

Newly renovated 5 bedroom house!

9.2 out of 10, Wonderful, (38)
"Great stay"
Newly renovated 5 bedroom house!

Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick

10.0 out of 10, Exceptional, (1)
"Place is absolutely gorgeous, owners are in contact the entire time with very little wait in between messages. I recommended 10/10"
Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick

Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

10.0 out of 10, Exceptional, (34)
"Cozy property with great amenities and a perfect location for decompressing after visiting family. we will stay here again!"
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

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

10.0 out of 10, Exceptional, (4)
"Wonderful property with a comfortable, laid back vibe! Highly recommend! However, parking is a bit tight so leave the F-250 Extended Cab home! "
BillyMoe’s Bungalow, A low key 3 Bedroom house with lake view.

Modern 4BD/3BA w/Parking & deck & 29 min>NYC

9.6 out of 10, Exceptional, (11)
"Location was great! Having a car with off street parking, walk to station and well lit. Very clean, hot hot water (which I loved!) and plenty in the kitchen! Thank you!"
Modern 4BD/3BA w/Parking & deck & 29 min>NYC

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

2.0 star property
9.0 out of 10, Wonderful, (6)
"Just what we needed with lots of space very clean and comfortable"
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

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

7.0 out of 10, Good, (4)
"The property was clean and well taken care of and the communication with the owner was swift and reliable. "
The price is AED 632
AED 1,357 total
includes taxes & fees
8 May - 9 May
Your Oasis in the City w/ Jacuzzi , Parking, self check in and WiFi

Greenwood Lake Lakefront Luxury

10.0 out of 10, Exceptional, (132)
"What a great family trip. Great location. Great home.Views were outstanding. Owner was alway available and willing to help. Would stay here again when we return to the area. "
Greenwood Lake Lakefront Luxury

Stylish 2BR, Unit 2, Smart Lock, Yard, Laundry

Stylish 2BR, Unit 2, Smart Lock, Yard, Laundry

Family House 12 miles from NYC

10.0 out of 10, Exceptional, (16)
"Real nice and clean"
The price is AED 1,157
AED 3,057 total
includes taxes & fees
15 May - 16 May
Family House 12 miles from NYC

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

7.8 out of 10, Good, (7)
"This is a beautiful home! Super clean, well equipped with everything you could conceivably need. The property owner is very responsonive and friendly. Book with absolute confidence!"
Cozy 2-Bedroom Home allows you work remotely or hybrid with Wi-Fi

Large Family House On The Lake

9.6 out of 10, Exceptional, (56)
"It was perfect for us. We have stayed 7 guys and had a lot of fun. "
Large Family House On The Lake

Charming 2-bedroom house with AC, WiFi in marvelous Nyack

2.0 star property
10.0 out of 10, Exceptional, (1)
"I have stayed in several vacation homes in Nyack. Some were swankier, most were cleaner or better stocked, but none was more comfortable or in a better location. The neigborhood is quiet, the house has loads of privacy, and you can easily walk to anything in town. There is a short but very steep part on this walk, so bring some sneakers if walking in town is your thing. This is the perfect place to stay if you want to feel as though you LIVE in Nyack. This was my fourth stay at this house. "
Charming 2-bedroom house with AC, WiFi in marvelous Nyack

Cozy 1-bedroom Apt with WiFi and beautiful backyard view

9.6 out of 10, Exceptional, (4)
"I spent Thanksgiving with relatives of a friend who lives nearby and needed a pied à terre and base camp. This was perfect--private, on a quiet street, no hassles. "
The price is AED 272
AED 541 total
includes taxes & fees
12 May - 13 May
Cozy 1-bedroom Apt with WiFi and beautiful backyard view

Charming Hudson Valley 3-Bedroom Family Getaway

8.0 out of 10, Very Good, (2)
"We recently stayed here while visiting our son at West Point. The house is a nice older home that provided us what was needed. We were not able to check in until well after dark so we did have look closely to determine if we had the correct house. An outside light would have been helpful. Overall nice stay"
The price is AED 455
AED 957 total
includes taxes & fees
8 May - 9 May
Charming Hudson Valley 3-Bedroom Family Getaway

Lake Front Home w/Dock, Kayak, Canoe Right On Lake Hopatcong w/AC Wifi Huge Deck

9.4 out of 10, Exceptional, (3)
"Beautiful location. Very nice house, very clean. Well equipped kitchen, easy to cook for family and friends. Would be even nicer in warmer weather."
Lake Front Home w/Dock, Kayak, Canoe Right On Lake Hopatcong w/AC Wifi Huge Deck

Luxe Living: Pool, Playground & Fireplace

10.0 out of 10, Exceptional, (1)
Luxe Living: Pool, Playground & Fireplace

Newark's Famility Favorite Place for 19 guests

2.0 out of 10, (1)
"I booked that place a few months back for my wedding party and when the day came I got the check-in info from the host. The check-in was at 3 pm, I went there at 5 pm, and when I got there I found some other guests inside the property. I was confused, the guests told me they were gonna be there until the next morning. So I called the host, and the host said she was sorry about it, she said there were two bookings from 2 different apps. She told me she was gonna refund me, which she did after she...
Newark's Famility Favorite Place for 19 guests

Spacious Village Gem, Family friendly

10.0 out of 10, Exceptional, (29)
"Second time staying here. Great space with a lot of room and amenities. Looking forward to staying again next year."
Spacious Village Gem, Family friendly

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
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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Other property types in Oakland

Elite Terrace - Spacious Apt w Terrace

4.5 star property
10.0 out of 10, Exceptional, (1)
Elite Terrace - Spacious Apt w Terrace

Faboulous and Cozy Apartment in Montclair, NJ

9.8 out of 10, Exceptional, (23)
"We enjoyed our stay. Location was easy to get to and from. "
Faboulous and Cozy Apartment in Montclair, NJ

Newly renovated 5 bedroom house!

9.2 out of 10, Wonderful, (38)
"Great stay"
Newly renovated 5 bedroom house!
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.