Oakland Vacation Rentals

Compare 545 available properties from 15 providers
Oakland

Book a dreamlike vacation home from $38 per night by searching among the 545 properties listed in Oakland. Every one of the accommodations from the different providers are instantaneously compared on our website so you can save up to 10%.

Recommended Vacation Rentals in Oakland

Rent a vacation accommodation in Oakland: from $38 per night

House ∙ 4 guests ∙ 2 bedrooms
Oakland, West Oakland, Maryland, United States
from $77
HomeAway
4.5
View deal
House ∙ 6 guests ∙ 2 bedrooms
Oakland, West Oakland, Maryland, United States
from $200
HomeAway
5.0
View deal
Apartment ∙ 3 guests
Oakland, West Oakland, Maryland, United States
from $187
HomeAway
5.0
View deal
Apartment ∙ 4 guests ∙ 1 bedroom
Oakland, West Oakland, Maryland, United States
from $124
HomeAway
5.0
View deal
House ∙ 6 guests ∙ 2 bedrooms
Oakland, West Oakland, Maryland, United States
from $140
VRBO
4.6
View deal
House ∙ 6 guests ∙ 3 bedrooms
Oakland, West Oakland, Maryland, United States
from $265
VRBO
4.6
View deal
Apartment ∙ 3 guests
Oakland, West Oakland, Maryland, United States
from $187
HomeAway
5.0
View deal
Apartment ∙ 4 guests
Oakland, West Oakland, Maryland, United States
from $194
HomeAway
5.0
View deal
See all offers

Vacation Rentals With Fireplaces

Fireplace
House ∙ 12 guests ∙ 4 bedrooms
Oakland, West Oakland, Maryland, United States
from $38
HomeAway
4.0
View deal
Fireplace
House ∙ 8 guests ∙ 3 bedrooms
Oakland, West Oakland, Maryland, United States
from $209
HomeAway
5.0
View deal
Fireplace
House ∙ 6 guests ∙ 2 bedrooms
Oakland, West Oakland, Maryland, United States
from $43
HomeAway
4.0
View deal
Fireplace
House ∙ 7 guests ∙ 3 bedrooms
Oakland, West Oakland, Maryland, United States
from $150
VRBO
4.8
View deal
See all offers

Vacation Homes With Fishing Spots Nearby

Fishing
House ∙ 4 guests ∙ 1 bedroom
Oakland, West Oakland, Maryland, United States
from $101
HomeAway
4.7
View deal
Fishing
House ∙ 6 guests ∙ 3 bedrooms
Oakland, West Oakland, Maryland, United States
from $189
VRBO
4.6
View deal
Fishing
House ∙ 6 guests ∙ 2 bedrooms
Oakland, West Oakland, Maryland, United States
from $122
HomeAway
4.5
View deal
Fishing
House ∙ 7 guests ∙ 3 bedrooms
Oakland, West Oakland, Maryland, United States
from $197
VRBO
4.9
View deal
See all offers

Dog-Friendly Vacation Rentals

Pet-friendly
House ∙ 8 guests ∙ 4 bedrooms
Oakland, West Oakland, Maryland, United States
from $39
HomeAway
4.4
View deal
Pet-friendly
House ∙ 8 guests ∙ 3 bedrooms
Oakland, West Oakland, Maryland, United States
from $260
HomeAway
5.0
View deal
Pet-friendly
House ∙ 8 guests ∙ 2 bedrooms
Oakland, West Oakland, Maryland, United States
from $214
VRBO
4.2
View deal
Pet-friendly
House ∙ 6 guests ∙ 3 bedrooms
Oakland, West Oakland, Maryland, United States
from $240
VRBO
4.9
View deal
See all offers

Popular Rental Amenities in Oakland

  • Kitchen (641)
  • Internet (618)
  • TV (573)
  • No smoking (554)
  • Washer (482)
  • Parking (443)
  • Fireplace (423)
  • AC (394)
  • No pets (373)
  • Grill (295)
  • Microwave (225)
  • Dishwasher (219)
Our search page's filters will help you find the ideal accommodation in Oakland. Oakland is the perfect place to book a property if you can't imagine a vacation without internet or you want to tune out with some TV time, as the most common features are "internet" and "TVs." You can even find properties if you are looking for a pet-friendly rental (1 rentals include "Pets Allowed" in Oakland) or if you want to hang out and relax outside (1 rentals in Oakland include "yards").

Price and Availability Index Oakland

Vacation Rental Price Information in Oakland

We analyzed price data and rendered them in this graph, which shows vacation rental prices for the next twelve months in Oakland. It is during a week of September (9/7 - 9/14) that you will find the highest prices for the next 12 months. Prices decrease in a week of November (11/3 - 11/10), where average prices are $263.

Rental Availability Information in Oakland

Check out the graph above to find out how many accommodations are available in Oakland(in %). The week with the highest booking rate in the next 12 months is in August (8/3 - 8/10), where 65% of the vacation rentals are booked. It will be easy to find a rental that suits you in a week of October (10/27 - 11/3), as 95% of the rentals are still available.

The Weather in Oakland

34°
19°
34°
19°
45°
28°
57°
37°
64°
48°
72°
55°
75°
61°
73°
59°
68°
52°
55°
41°
45°
30°
39°
28°
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

The above is a climate diagram for Oakland. During July, maximum temperatures go up to more than 75° On the contrary, the coolest month is January. The rainiest month is July while the driest month is January.

In Oakland, house rentals are the most typical property type. Additionally, they have an average size of 1,790 ft² as well as a median price of $532 per night. Furthermore, these properties are optimal for 12 it represents the average number of vacationers house rentals can accommodate in Oakland. If you would prefer to compare a different accommodation type, you may want to consider apartment rentals, which are the other most typical accommodation option in Oakland. While house rentals in Oakland have an average size of 1,790 ft², apartment rentals have an average size of 800 ft².

Your vacation home in Oakland awaits you!

If you enjoy falling asleep under the stars between the trees along with a campfire, and yet don't want to give up your comfort of home, you will be pleased with the mountain cabins in Oakland. After a joyful trekking at the Garret State Forest, tree cabins will relieve your tiredness and make you feel at home.

Show all 545 properties
Art & Culture

Historical Oakland

Although there are various sites to explore in Oakland, there are some things that should not be missed. Listed on National Register of Historic Places, B&O Railroad Museum is one of the oldest structures of Oakland and it is both an educational and atmospheric attraction.

Local Attractions

Activities in Oakland

State parks such as Swallow Falls, located at the Youghiogheny River 9 miles north Oakland, and Deep Creek Lake, located 18 miles south of Route 219, are just two of many attractions where you can discover the nature of the region. Downhill skiing, kayaking, atv renting, and fishing are just some of the unique experiences that you can make in Oakland.

We compare more than 300 providers, including:

Booking.com Vacation Rentals in Oakland VRBO Vacation Rentals in Oakland HomeAway Vacation Rentals in Oakland TripAdvisor Vacation Rentals in Oakland VacationRentals.com Vacation Rentals in Oakland HouseTrip Vacation Rentals in Oakland FlipKey Vacation Rentals in Oakland Wimdu Vacation Rentals in Oakland 9flats.com Vacation Rentals in Oakland VaycayHero Vacation Rentals in Oakland PerfectPlaces.com Vacation Rentals in Oakland Homestay.com Vacation Rentals in Oakland only-apartments Vacation Rentals in Oakland Interhome Vacation Rentals in Oakland Bedycasa Vacation Rentals in Oakland Novasol Vacation Rentals in Oakland HomeEscape Vacation Rentals in Oakland

Vacation Destinations Near Oakland