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Find Hotels with a Pool in Oakland, MD

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Oct 26 - Oct 27
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Top 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!
2.0 star property
10.0 out of 10, Exceptional, (9)
"Nothing negative to say. Beautiful place and friendly owner. Owner is accessible and very accommodating. "
United States
Sean
$641 nightly
The price is $725
Oct 27 - Oct 28
Total with taxes and fees
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
Smart TV, video games
In the heart of Deep Creek Lake! - "Shamrock Inn"
In the heart of Deep Creek Lake! - "Shamrock Inn"
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.
$441 nightly
The price is $468
Oct 27 - Oct 28
Total with taxes and fees
In the heart of Deep Creek Lake! - "Shamrock Inn"
Interior
Suites at Silver Tree: A118 Studio Standard View
Suites at Silver Tree: A118 Studio Standard View
10.0 out of 10, Exceptional, (1)
"Great place for a quick getaway ski trip to Wisp"
United States
William A.
$237 nightly
The price is $268
Oct 27 - Oct 28
Total with taxes and fees
Suites at Silver Tree: A118 Studio Standard View
Indoor pool, a heated pool
Will O' The Wisp: 103A Efficiency/One Bath
Will O' The Wisp: 103A Efficiency/One Bath
9.6 out of 10, Exceptional, (7)
"Rekaxing, restful, beautiful views"
United States
Donald D.
$322 nightly
The price is $364
Oct 27 - Oct 28
Total with taxes and fees
Will O' The Wisp: 103A Efficiency/One Bath
A heated pool
Cove Creek Lodge: 208 King Room ADA Accessible
Cove Creek Lodge: 208 King Room ADA Accessible
2.0 star property
10.0 out of 10, Exceptional, (4)
"I enjoyed the still of the area."
United States
Shundrey
$336 nightly
The price is $380
Oct 27 - Oct 28
Total with taxes and fees
Cove Creek Lodge: 208 King Room ADA Accessible
A heated pool
Cove Creek Lodge: 210 Standard Double Queen Fireplace Room
Cove Creek Lodge: 210 Standard Double Queen Fireplace Room
2.0 star property
10.0 out of 10, Exceptional, (9)
"What a wonderful place"
United States
Edna S.
$339 nightly
The price is $384
Oct 27 - Oct 28
Total with taxes and fees
Cove Creek Lodge: 210 Standard Double Queen Fireplace Room
A heated pool
Cove Creek Lodge: 215 Standard Double Queen Room
Cove Creek Lodge: 215 Standard Double Queen Room
2.0 star property
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
$339 nightly
The price is $384
Oct 27 - Oct 28
Total with taxes and fees
Cove Creek Lodge: 215 Standard Double Queen Room
A heated pool
Cove Creek Lodge: 109 Lakeside Executive King Suite
Cove Creek Lodge: 109 Lakeside Executive King Suite
2.0 star property
10.0 out of 10, Exceptional, (1)
"Staff was very helpful and cheerful. Room was very clean and a nice view. "
United States
Jacqueline
$363 nightly
The price is $410
Oct 27 - Oct 28
Total with taxes and fees
Cove Creek Lodge: 109 Lakeside Executive King Suite
A heated pool
Cove Creek Lodge: 214 Standard Double Queen Fireplace Room
Cove Creek Lodge: 214 Standard Double Queen Fireplace Room
2.0 star property
9.0 out of 10, Wonderful, (2)
"Well located for our trip. We wanted to explore the area and things to do in anticipation of our whole family meeting in the Deep Creek area. Near excellent coffee (Trader), modest bakery and dining options."
United States
Eric
$347 nightly
The price is $393
Oct 27 - Oct 28
Total with taxes and fees
Cove Creek Lodge: 214 Standard Double Queen Fireplace Room
A heated pool
Cove Creek Lodge: 220 Lakeside Double Queen Fireplace Room
Cove Creek Lodge: 220 Lakeside Double Queen Fireplace Room
2.0 star property
9.0 out of 10, Wonderful, (2)
"Spontaneous trip and we lucked out finding this room on Expedia. Property is newly renovated and our room had beautiful a frame ceiling and a fireplace. Sat outside on the deck and enjoy the lake view. Would definitely go back!"
United States
Samantha
$360 nightly
The price is $407
Oct 27 - Oct 28
Total with taxes and fees
Cove Creek Lodge: 220 Lakeside 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

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 19 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?
Baja Motel: Vacation home, 14-minute walk from Deep Creek Lake. Features kitchens, a pool, and Smart TVs. The Garrett Inn: Vacation home, 5-minute walk from Deep Creek Lake. Features kitchens, a communal pool, and televisions. Amazing Central Location! Lakefront! Hot tub/dock!: Vacation home, 6-minute walk from Deep Creek Lake. Features complimentary wireless internet access, an indoor pool, and kitchens.
How many pool hotels will I be able to find in Oakland?
Expedia's 19 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 Oakland Dog Park. 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.

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