Photo by KM Moore

Oakland Hotel Guide - Hotels with Pool in Oakland, Maryland

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Check availability on Oakland Hotels with Pool

Top Oakland Hotels with Pool

New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
Property grounds

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

2.0 star property
10.0 out of 10, Exceptional, (7)
"My family and I had a great stay at this property this last weekend. Shawn was very responsive and flexible it made our stay a breeze. We loved the games downstairs and the proximity to Wisp Resort. Would recommend! "
The price is €807
includes taxes & fees
12 Aug - 13 Aug
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
Cove Creek Lodge 210: Standard Double Queen Fireplace Room
Pool

Cove Creek Lodge 210: Standard Double Queen Fireplace Room

2.0 star property
10.0 out of 10, Exceptional, (7)
"Was in town for a wedding. Would definitely come and stay again. "
The price is €401
includes taxes & fees
27 Jul - 28 Jul
Cove Creek Lodge 210: Standard Double Queen Fireplace Room
Cove Creek Lodge 209: Standard Double Queen Room
Pool

Cove Creek Lodge 209: Standard Double Queen Room

2.0 star property
The price is €310
includes taxes & fees
27 Jul - 28 Jul
Cove Creek Lodge 209: Standard Double Queen Room
Cove Creek Lodge 208: Accessible Double Queen Room ADA
Pool

Cove Creek Lodge 208: Accessible Double Queen Room ADA

2.0 star property
10.0 out of 10, Exceptional, (2)
"I enjoyed the still of the area."
The price is €350
includes taxes & fees
27 Jul - 28 Jul
Cove Creek Lodge 208: Accessible Double Queen Room ADA
Cove Creek Lodge 201: Poolside Double Queen Fireplace Room
Pool

Cove Creek Lodge 201: Poolside Double Queen Fireplace Room

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a wonderful time, very clean, staff was super helpful"
The price is €319
includes taxes & fees
11 Aug - 12 Aug
Cove Creek Lodge 201: Poolside Double Queen Fireplace Room
Cove Creek Lodge 105: Poolside Executive King Suite
Pool

Cove Creek Lodge 105: Poolside Executive King Suite

2.0 star property
8.6 out of 10, Excellent, (4)
"Comfortable, quiet, convenient, & a beautiful room."
The price is €406
includes taxes & fees
6 Aug - 7 Aug
Cove Creek Lodge 105: Poolside Executive King Suite
Cove Creek Lodge 207: Standard Double Queen Fireplace Room
Pool

Cove Creek Lodge 207: Standard Double Queen Fireplace Room

2.0 star property
8.0 out of 10, Very good, (1)
"Everything was very nice and clean! However, the beds were uncomfortable. Otherwise, my husband and I had a great time. "
The price is €334
includes taxes & fees
16 Jul - 17 Jul
Cove Creek Lodge 207: Standard Double Queen Fireplace Room
Cove Creek Lodge 220: Lakeside Double Queen Fireplace Room
Pool

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!"
The price is €445
includes taxes & fees
27 Jul - 28 Jul
Cove Creek Lodge 220: Lakeside Double Queen Fireplace Room
Cove Creek Lodge 215: Standard Double Queen Room
Pool

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! "
The price is €387
includes taxes & fees
24 Jul - 25 Jul
Cove Creek Lodge 215: Standard Double Queen Room
Cove Creek Lodge 211: Standard Double Queen Fireplace Room
Pool

Cove Creek Lodge 211: Standard Double Queen Fireplace Room

2.0 star property
9.2 out of 10, Wonderful, (9)
"Relaxing stay, very enjoyable stay . "
The price is €412
includes taxes & fees
15 Jul - 16 Jul
Cove Creek Lodge 211: Standard 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.

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 76 places to stay with pools. While you're visiting, you can explore sights such as Deep Creek Lake and Deep Creek Lake State Park, and then take it easy poolside at one of the accommodation options in Oakland that guests like for their pools.
What are some accommodation options with pools in Oakland?
Baja Motel: Holiday home, 5-minute walk from Deep Creek Lake. Offers kitchens, a communal pool and televisions. The Garrett Inn: Cottage, 15-minute walk from Deep Creek Lake. Features complimentary wireless Internet access, a communal pool and kitchens. Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp: Condo located near Deep Creek Lake. Features a water park, a pool and a sauna.
How many hotels with pools will I find in Oakland?
Expedia's 76 hotels in Oakland give you a great choice for your poolside getaway.
What is there to see and do in Oakland?
Explore places such as Deep Creek Lake while you're in Oakland. Spend some time experiencing the great outdoors at Youghiogheny River and Broadford 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 the local weather in Oakland into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Oakland are January, December, February and May, with each month seeing an average of 79 cm of snowfall.