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Find Hotels with a Pool in Oakland, MD

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Check availability on Oakland Hotels with a Pool

Tonight
5 Jan - 6 Jan
Tomorrow
6 Jan - 7 Jan
This weekend
9 Jan - 11 Jan
Next weekend
16 Jan - 18 Jan

Our top choices for Oakland hotels with a pool

Property grounds
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!

New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
2.0 star property
Oakland
10.0 out of 10, Exceptional, (13)
"The stay was great! Everyone loved the location and all the amenities provided! It was a great get away for all of our friends to get together and hangout! "
United States
Becca V.
The price is AED 826
AED 2,727 total
includes taxes & fees
12 Jan - 13 Jan
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
Pool
Cove Creek Lodge: 208 King Room ADA Accessible

Cove Creek Lodge: 208 King Room ADA Accessible

Cove Creek Lodge: 208 King Room ADA Accessible
2.0 star property
Oakland
10.0 out of 10, Exceptional, (4)
"I enjoyed the still of the area."
United States
Shundrey
The price is AED 856
AED 1,065 total
includes taxes & fees
14 Jan - 15 Jan
Cove Creek Lodge: 208 King Room ADA Accessible
Pool
Cove Creek Lodge: 215 Standard Double Queen Room

Cove Creek Lodge: 215 Standard Double Queen Room

Cove Creek Lodge: 215 Standard Double Queen Room
2.0 star property
Oakland
10.0 out of 10, Exceptional, (2)
"It was very clean and the workers were so kind and was the perfect little get away for my family! "
United States
Chris
The price is AED 871
AED 1,075 total
includes taxes & fees
7 Jan - 8 Jan
Cove Creek Lodge: 215 Standard Double Queen Room
Indoor pool, a heated pool
Will O' The Wisp: 103A Efficiency/One Bath

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

Will O' The Wisp: 103A Efficiency/One Bath
Oakland
9.6 out of 10, Exceptional, (8)
"This was my first time at Deep Creek, and I can’t wait to go back. The property was well maintained, and we loved the amenities available to us. We spent most of the weekend on the beach/docks directly out front, but also took advantage of the pool, spa, and sauna. Check in/out was easy, and all of the people we ran into were friendly. We will definitely be returning. "
United States
Alice F.
The price is AED 894
AED 1,101 total
includes taxes & fees
7 Jan - 8 Jan
Will O' The Wisp: 103A Efficiency/One Bath
Pool
Cove Creek Lodge: 109 Lakeside Executive King Suite

Cove Creek Lodge: 109 Lakeside Executive King Suite

Cove Creek Lodge: 109 Lakeside Executive King Suite
2.0 star property
Oakland
10.0 out of 10, Exceptional, (1)
"Staff was very helpful and cheerful. Room was very clean and a nice view. "
United States
Jacqueline
The price is AED 982
AED 1,260 total
includes taxes & fees
7 Jan - 8 Jan
Cove Creek Lodge: 109 Lakeside Executive King Suite
Smart TV, video games
In the heart of Deep Creek Lake! - "Shamrock Inn"

In the heart of Deep Creek Lake! - "Shamrock Inn"

In the heart of Deep Creek Lake! - "Shamrock Inn"
Mountainside
9.6 out of 10, Exceptional, (5)
"Place was absolutely gorgeous host was very accommodating. Can't say enough good things about it"
United States
Michael M.
The price is AED 691
AED 1,706 total
includes taxes & fees
7 Jan - 8 Jan
In the heart of Deep Creek Lake! - "Shamrock Inn"
Pool
Cove Creek Lodge: 210 Standard Double Queen Fireplace Room

Cove Creek Lodge: 210 Standard Double Queen Fireplace Room

Cove Creek Lodge: 210 Standard Double Queen Fireplace Room
2.0 star property
Oakland
10.0 out of 10, Exceptional, (9)
"Very nice room. Quiet and fantastic location!"
United States
Julie S.
The price is AED 889
AED 1,107 total
includes taxes & fees
4 Feb - 5 Feb
Cove Creek Lodge: 210 Standard Double Queen Fireplace Room
A heated pool
Cove Creek Lodge: 203 Poolside Double Queen Room

Cove Creek Lodge: 203 Poolside Double Queen Room

Cove Creek Lodge: 203 Poolside Double Queen Room
2.0 star property
Oakland
10.0 out of 10, Exceptional, (4)
"Check in a breeze fun trip thanks"
United States
Mike O.
The price is AED 911
AED 1,167 total
includes taxes & fees
7 Jan - 8 Jan
Cove Creek Lodge: 203 Poolside Double Queen Room
A heated pool
Cove Creek Lodge: 105 Poolside Executive King Suite

Cove Creek Lodge: 105 Poolside Executive King Suite

Cove Creek Lodge: 105 Poolside Executive King Suite
2.0 star property
Oakland
8.8 out of 10, Excellent, (5)
"Comfortable, quiet, convenient, & a beautiful room."
United States
Alicia R.
The price is AED 878
AED 1,121 total
includes taxes & fees
7 Jan - 8 Jan
Cove Creek Lodge: 105 Poolside Executive King Suite
Pool
Cove Creek Lodge: 201 Poolside Double Queen Fireplace Room

Cove Creek Lodge: 201 Poolside Double Queen Fireplace Room

Cove Creek Lodge: 201 Poolside Double Queen Fireplace Room
2.0 star property
Oakland
10.0 out of 10, Exceptional, (7)
"Great place, great amenities!! We will definitely stay again! "
United States
Jessica C.
The price is AED 942
AED 1,155 total
includes taxes & fees
7 Jan - 8 Jan
Cove Creek Lodge: 201 Poolside Double Queen Fireplace Room
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

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Frequently asked questions

What's it like visiting Oakland?
If taking it easy by the pool is your idea of the perfect getaway, you may want to consider luxurious Oakland, which has 29 places to stay with pools. During your trip, you can explore sights such as Deep Creek Lake, and then relax and unwind poolside at one of the accommodations in Oakland that travelers like for their pools.
What are some accommodations with pools in Oakland?
The Garrett Inn: Vacation home, 5-minute walk from Deep Creek Lake. Offers kitchens, a communal pool, and televisions.
How many pool hotels will I be able to find in Oakland?
Expedia's 29 hotels in Oakland give you a great choice for your poolside getaway.
What is there to see and do in Oakland?
Explore places like Deep Creek Lake while you're in Oakland. Spend some time experiencing the great outdoors at Youghiogheny River and Herrington Manor Recreation Area Reservoir. Take in the natural beauty of Oakland with the lakeside setting and riverfront.
When is the best time to book a hotel with a pool in Oakland?
Taking into account the local weather in Oakland can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Oakland are January, December, February, and May, with each month seeing an average of 31 inches of snowfall.