A river flowing through a forest with a waterfall.

Oakland Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Oakland vacation rentals

Dining

1. 2BR - Forest Cabin - Fire Pit

2BR - Forest Cabin - Fire Pit
Oakland
10.0 out of 10, Exceptional, (1 review)
"An amazing getaway! Deep Creek is the best place to unwind. The house had everything we needed, and the scenery was stunning. Highly recommend for a peaceful vacation."
United States
Lakia J.
The price is AED 413
AED 1,780 total
includes taxes & fees
13 Aug - 14 Aug
2BR - Forest Cabin - Fire Pit
Property grounds

2. Deer Pass – Luxury Glamping Yurt Near Deep CreekMd

Deer Pass – Luxury Glamping Yurt Near Deep CreekMd
Oakland
10.0 out of 10, Exceptional, (10 reviews)
"Great getaway"
United States
Holly M.
The price is AED 463
AED 955 total
includes taxes & fees
18 Aug - 19 Aug
Deer Pass – Luxury Glamping Yurt Near Deep CreekMd
Property grounds

3. Enjoyable 2-bedroom apartment in lovely Oakland near local hotspots

Enjoyable 2-bedroom apartment in lovely Oakland near local hotspots
Oakland
9.0 out of 10, Wonderful, (2 reviews)
"The apartment is the main floor of an old home. It is located very close to downtown/historic Oakland. All the rooms are very spacious and minimalist aesthetic. It was a great base for our Garret County adventure. We were a party of 3. But a floor mattress makes it possible for a 4th. I only recommend bringing you own drinking water."
United States
Anne H.
The price is AED 621
AED 1,082 total
includes taxes & fees
12 Aug - 13 Aug
Enjoyable 2-bedroom apartment in lovely Oakland near local hotspots
Exterior

4. New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!

New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
Oakland
10.0 out of 10, Exceptional, (15 reviews)
"Great communication."
United States
William
The price is AED 900
AED 2,822 total
includes taxes & fees
2 Sep - 3 Sep
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
Interior

5. Suites at Silver Tree: A212 One Bedroom Standard View

Suites at Silver Tree: A212 One Bedroom Standard View
Oakland
10.0 out of 10, Exceptional, (1 review)
"Would recommend!"
United States
Erin C.
The price is AED 780
AED 1,010 total
includes taxes & fees
12 Aug - 13 Aug
Suites at Silver Tree: A212 One Bedroom Standard View
Interior

6. Suites at Silver Tree: A218 One Bedroom Standard View

Suites at Silver Tree: A218 One Bedroom Standard View
Oakland
10.0 out of 10, Exceptional, (5 reviews)
"Our one bedroom suite was clean and comfortably appointed, The lobby was beautiful and a lovely place to congregate. Staff were friendly."
United States
Ann Mahling
The price is AED 780
AED 1,010 total
includes taxes & fees
12 Aug - 13 Aug
Suites at Silver Tree: A218 One Bedroom Standard View
Smart TV, fireplace, DVD player, books

7. The winter is coming !!!

The winter is coming !!!
Oakland
9.8 out of 10, Exceptional, (61 reviews)
"The host was very helpful. Nice quiet property in a good location."
United States
Brandi
The price is AED 526
AED 1,460 total
includes taxes & fees
27 Aug - 28 Aug
The winter is coming !!!
Interior

8. Suites at Silver Tree: A118 Studio Standard View

Suites at Silver Tree: A118 Studio Standard View
Oakland
10.0 out of 10, Exceptional, (6 reviews)
"Great accommodations, super easy to check in. Will be renting again. "
United States
Jason C.
The price is AED 738
AED 923 total
includes taxes & fees
13 Aug - 14 Aug
Suites at Silver Tree: A118 Studio Standard View
Terrace/patio

9. Will O' The Wisp: 103A Efficiency/One Bath

Will O' The Wisp: 103A Efficiency/One Bath
Oakland
9.6 out of 10, Exceptional, (9 reviews)
"We had a wonderful time. The place was beautiful and close to everything. Enjoyed the hot tub too! "
United States
Molly C.
The price is AED 826
AED 1,050 total
includes taxes & fees
12 Aug - 13 Aug
Will O' The Wisp: 103A Efficiency/One Bath
Interior

10. Suites at Silver Tree: A124 Studio Standard View

Suites at Silver Tree: A124 Studio Standard View
Oakland
6.0 out of 10, (1 review)
"The host was welcoming and for the most part the amenities were okay. The lobby of the hotel was absolutely beautiful. We had an initial issue with the fireplace, and the bathroom shower area was cold. The water would never get hot enough either. The television was in an awkward spot and the light from it interrupted our sleep. The refrigerator was too high up. We could not turn the tv optimally towards our bed. We loved Deep Creek Lake though, despite the weather it was still very beautiful,...
United States
Alvin H.
The price is AED 742
AED 959 total
includes taxes & fees
24 Aug - 25 Aug
Suites at Silver Tree: A124 Studio Standard View
Exterior

11. That Special Place

That Special Place
Oakland
10.0 out of 10, Exceptional, (34 reviews)
"Fantastic property and couldn’t have asked for a better location for our quick family getaway/celebration! Plenty of space and privacy for everyone, and super convenient to local hot spots. Great communication with the host, and would definitely plan another stay!"
United States
Amy W.
The price is AED 823
AED 1,776 total
includes taxes & fees
31 Aug - 1 Sep
That Special Place
Exterior

12. Will O' The Wisp: 508G Two Bedroom/One Bath

Will O' The Wisp: 508G Two Bedroom/One Bath
Mountainside
8.8 out of 10, Excellent, (3 reviews)
"The unit had everything we needed for a weekend getaway. Kitchen was well stocked and clean. Comfortable beds. Lots of handy hooks and cubbies. Nice view. Two restaurants on site were very good. Very close to state park, wisp resort, stores, and restaurants."
United States
Carol
The price is AED 1,047
AED 1,345 total
includes taxes & fees
18 Aug - 19 Aug
Will O' The Wisp: 508G Two Bedroom/One Bath
TV, fireplace

13. Luxury Deep Creek Lake Cabin • Sauna • Hot Tub • Arcade • Fire Pit •Pet Friendly

Luxury Deep Creek Lake Cabin • Sauna • Hot Tub • Arcade • Fire Pit •Pet Friendly
Oakland
10.0 out of 10, Exceptional, (4 reviews)
"Wonderful host!!"
United States
Alex M.
The price is AED 1,369
AED 2,903 total
includes taxes & fees
1 Sep - 2 Sep
Luxury Deep Creek Lake Cabin • Sauna • Hot Tub • Arcade • Fire Pit •Pet Friendly
TV, fireplace

14. Log chalet w/ hot tub & BBQ grill

Log chalet w/ hot tub & BBQ grill
Oakland
10.0 out of 10, Exceptional, (2 reviews)
"Thank you SO MUCH for hosting us! The house was beautiful!! It was very convenient to everything we needed! We found the kitchen to be well stocked to cook in! The gameroom kept the kids very entertained, and the hot tub was well maintained and clean! Tony was great at communication and was very quick to reply! We would definitely stay here again!!!"
United States
Jennifer M.
The price is AED 1,105
AED 2,681 total
includes taxes & fees
30 Aug - 31 Aug
Log chalet w/ hot tub & BBQ grill
Smart TV, foosball

15. Lakeview Chalet + Hot Tub, 120” screen

Lakeview Chalet + Hot Tub, 120” screen
Oakland
10.0 out of 10, Exceptional, (2 reviews)
"Place was very clean and tidy upon arrival! Would rent here again "
United States
Tyrone C.
The price is AED 1,474
AED 3,232 total
includes taxes & fees
9 Sep - 10 Sep
Lakeview Chalet + Hot Tub, 120” screen
Interior

16. Suites at Silver Tree: A114 One Bedroom Standard View

Suites at Silver Tree: A114 One Bedroom Standard View
Oakland
10.0 out of 10, Exceptional, (1 review)
"Clean, friendly, beautiful."
United States
Cristian
The price is AED 757
AED 980 total
includes taxes & fees
19 Aug - 20 Aug
Suites at Silver Tree: A114 One Bedroom Standard View
Interior

17. Suites at Silver Tree: A210 Studio Standard View

Suites at Silver Tree: A210 Studio Standard View
Oakland
10.0 out of 10, Exceptional, (3 reviews)
"The property was absolutely beautiful! Right on the lake with amazing views! Secluded but close shops and restaurants! The room was very clean and welcoming! The only downside is the parking. When it’s dinner time, the hotel guests have to fight for parking spaces with the restaurant patrons. Other than that, we had an amazing stay. We’ll definitely be staying there again!"
United States
David H.
The price is AED 742
AED 959 total
includes taxes & fees
12 Aug - 13 Aug
Suites at Silver Tree: A210 Studio Standard View
Interior

18. Suites at Silver Tree: A314 Studio & Loft Standard View

Suites at Silver Tree: A314 Studio & Loft Standard View
Oakland
9.6 out of 10, Exceptional, (13 reviews)
"great stay!"
United States
Mark M.
The price is AED 881
AED 1,098 total
includes taxes & fees
12 Aug - 13 Aug
Suites at Silver Tree: A314 Studio & Loft Standard View
Interior

19. Suites at Silver Tree: A216 Studio Standard View

Suites at Silver Tree: A216 Studio Standard View
Oakland
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful, quiet and CHILLLL getaway! The marina staff was READY and willing to help with anything. Location was great, lake was PERFECT"
United States
Joy S.
The price is AED 738
AED 919 total
includes taxes & fees
12 Aug - 13 Aug
Suites at Silver Tree: A216 Studio Standard View
WiFi, bed sheets

20. Cozy Cabin, Sauna! Hot Tub! Filtered Lake Views!

Cozy Cabin, Sauna! Hot Tub! Filtered Lake Views!
Blakeslee
Cozy Cabin, Sauna! Hot Tub! Filtered Lake Views!
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

The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

10/10 Excellent
"The house was as advertised. It was my wife, our dog and I on the stay. We spent most of our days walking trails in the area so the house was for the beginnings and endings of days and for sleeping. We used the pass to the State Park every day. It was a wonderful base of operations for my wife’s and my 30 year wedding anniversary vacation."
Gil W. 6-night trip
Posted 1 day ago
The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

Frequently asked questions

Can I find vacation rentals in Oakland?

Yes, there are vacation rentals close to top points of interest in Oakland, or you can choose a more remote option if you'd like a relaxing place to stay. Nature enthusiasts will enjoy the lakeside in Oakland. Make sure you have time to check out the ski areas and ecotours during your trip.

What's the top vacation rental that Oakland has to offer?

In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,: This highly rated vacation home rental in Oakland offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Our travelers also rate Deep Creek Retreat | 5BR + Hot Tub + Game Room as a favorite home for rent in Oakland.

How many vacation rentals are there in Oakland?

With 473 Expedia vacation rentals, you're sure to find just the right place for your Oakland stay.

What’s there to see and do in Oakland?

Deep Creek Lake and Youghiogheny River are a couple of lovely local spots to get outside and enjoy nature. Herrington Manor State Park and Swallow Falls State Park are other places to visit while you're in town.

What’s a vacation rental in Oakland like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Oakland. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for family gatherings.