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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
9 Aug - 10 Aug
Tomorrow
10 Aug - 11 Aug
Next weekend
14 Aug - 16 Aug
In two weeks
21 Aug - 23 Aug

Our top choices for Oakland hotels with a pool

Pool
Exterior
1 bedroom, WiFi (free), bed sheets
Interior

1. Cove Creek Lodge: 203 Poolside Double Queen Room

Cove Creek Lodge: 203 Poolside Double Queen Room
Oakland
AED 860
AED 1,106 total
includes taxes & fees
10 Aug - 11 Aug
Cove Creek Lodge: 203 Poolside Double Queen Room
Pool
1 bedroom, WiFi (free), bed sheets
Interior
Exterior

2. Cove Creek Lodge: 216 Lakeside Double Queen Room

Cove Creek Lodge: 216 Lakeside Double Queen Room
Oakland
AED 925
AED 1,191 total
includes taxes & fees
10 Aug - 11 Aug
Cove Creek Lodge: 216 Lakeside Double Queen Room
Pool
1 bedroom, WiFi (free), bed sheets
Terrace/patio
Smart TV, fireplace, video games

3. Cove Creek Lodge: 210 Standard Double Queen Fireplace Room

Cove Creek Lodge: 210 Standard Double Queen Fireplace Room
Oakland
  • Mountain lake retreat offers heated pool, fireside lounges, and game room for year-round enjoyment.
AED 842
AED 1,045 total
includes taxes & fees
20 Aug - 21 Aug
Cove Creek Lodge: 210 Standard Double Queen Fireplace Room
Pool
Interior
1 bedroom, WiFi (free), bed sheets
Exterior

4. Cove Creek Lodge: 208 King Room ADA Accessible

Cove Creek Lodge: 208 King Room ADA Accessible
Oakland
  • Heated pool sanctuary offers year-round swimming and outdoor adventure at mountain lodge near Deep Creek Lake.
AED 807
AED 1,045 total
includes taxes & fees
18 Aug - 19 Aug
Cove Creek Lodge: 208 King Room ADA Accessible
Pool
Exterior
Terrace/patio
Marina

5. Cove Creek Lodge: 102 Poolside Executive King Suite

Cove Creek Lodge: 102 Poolside Executive King Suite
Oakland
AED 839
AED 1,082 total
includes taxes & fees
10 Aug - 11 Aug
Cove Creek Lodge: 102 Poolside Executive King Suite
Indoor pool, a heated pool
Exterior
Beach
Terrace/patio

6. Will O' The Wisp: 501F Three Bedroom/Two Bath

Will O' The Wisp: 501F Three Bedroom/Two Bath
Mountainside
  • Unwind in an indoor oasis with heated pool, hot tub, and sauna after exploring Deep Creek Lake.
AED 1,415
AED 1,824 total
includes taxes & fees
16 Aug - 17 Aug
Will O' The Wisp: 501F Three Bedroom/Two Bath
Pool
Terrace/patio
Exterior
1 bedroom, WiFi (free), bed sheets

7. Cove Creek Lodge: 202 Poolside Double Queen Room

Cove Creek Lodge: 202 Poolside Double Queen Room
Oakland
AED 860
AED 1,113 total
includes taxes & fees
23 Aug - 24 Aug
Cove Creek Lodge: 202 Poolside Double Queen Room
Pool
Terrace/patio
Marina
Interior

8. Cove Creek Lodge: 105 Poolside Executive King Suite

Cove Creek Lodge: 105 Poolside Executive King Suite
Oakland
  • Heated mountain retreat offers year-round pool relaxation steps from adventure sports and Deep Creek Lake attractions.
AED 823
AED 1,058 total
includes taxes & fees
12 Aug - 13 Aug
Cove Creek Lodge: 105 Poolside Executive King Suite
Indoor pool, a heated pool
Exterior
Dining
Beach

9. Will O' The Wisp: 706H Studio Loft/One Bath

Will O' The Wisp: 706H Studio Loft/One Bath
Oakland
AED 885
AED 1,130 total
includes taxes & fees
7 Sep - 8 Sep
Will O' The Wisp: 706H Studio Loft/One Bath
Pool
1 bedroom, WiFi (free), bed sheets
Exterior
Interior

10. Cove Creek Lodge: 215 Standard Double Queen Room

Cove Creek Lodge: 215 Standard Double Queen Room
Oakland
AED 826
AED 1,028 total
includes taxes & fees
20 Aug - 21 Aug
Cove Creek Lodge: 215 Standard Double Queen Room
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Choose what matters most at hotels with a pool in Oakland

Breakfast included
Hot tub
4 stars
5 stars
Spa

Hotels with pools and hot tubs in Oakland

Exterior
Terrace/patio
Beach
Indoor pool, a heated pool

Will O' The Wisp: 105A Efficiency/One Bath

Will O' The Wisp: 105A Efficiency/One Bath
Oakland
AED 868
AED 1,115 total
includes taxes & fees
8 Sep - 9 Sep
Will O' The Wisp: 105A Efficiency/One Bath
Exterior
Outdoor spa tub
Smart TV, fireplace, video games
Smart TV, fireplace, video games

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
AED 837
AED 2,743 total
includes taxes & fees
2 Sep - 3 Sep
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
Exterior
Beach
Smart TV, fireplace, video games, DVD player
Spa

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

Will O' The Wisp: 508G Two Bedroom/One Bath
Mountainside
AED 1,043
AED 1,341 total
includes taxes & fees
18 Aug - 19 Aug
Will O' The Wisp: 508G Two Bedroom/One Bath
Terrace/patio
Beach
Interior
Exterior

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

Will O' The Wisp: 103A Efficiency/One Bath
Oakland
AED 829
AED 1,066 total
includes taxes & fees
12 Aug - 13 Aug
Will O' The Wisp: 103A Efficiency/One Bath
Exterior
Beach
Dining
Spa

Will O' The Wisp: 205A Efficiency/One Bath

Will O' The Wisp: 205A Efficiency/One Bath
Oakland
AED 821
AED 1,057 total
includes taxes & fees
29 Aug - 30 Aug
Will O' The Wisp: 205A Efficiency/One Bath
Exterior
Indoor pool, a heated pool
Dining
Beach

Will O' The Wisp: 206A Efficiency/One Bath

Will O' The Wisp: 206A Efficiency/One Bath
Oakland
AED 868
AED 1,107 total
includes taxes & fees
7 Sep - 8 Sep
Will O' The Wisp: 206A Efficiency/One Bath
Indoor pool, a heated pool
Beach
1 bedroom, WiFi (free), bed sheets
Exterior

Will O' The Wisp: 708H Studio Loft/One Bath

Will O' The Wisp: 708H Studio Loft/One Bath
Oakland
AED 873
AED 1,116 total
includes taxes & fees
7 Sep - 8 Sep
Will O' The Wisp: 708H Studio Loft/One Bath
Exterior
Beach
Dining
Interior

Will O' The Wisp: 104B One Bedroom/One Bath

Will O' The Wisp: 104B One Bedroom/One Bath
Oakland
AED 1,070
AED 1,349 total
includes taxes & fees
8 Sep - 9 Sep
Will O' The Wisp: 104B One Bedroom/One Bath
Beach
Exterior
Indoor pool, a heated pool
TV, fireplace, video games, DVD player

Will O' The Wisp: 203A Efficiency/One Bath

Will O' The Wisp: 203A Efficiency/One Bath
Oakland
AED 821
AED 1,057 total
includes taxes & fees
16 Aug - 17 Aug
Will O' The Wisp: 203A Efficiency/One Bath
Exterior
Indoor pool, a heated pool
Spa
Dining

Will O' The Wisp: 102B One Bedroom/One Bath

Will O' The Wisp: 102B One Bedroom/One Bath
Oakland
Will O' The Wisp: 102B One Bedroom/One Bath
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 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?
Baja Motel: Vacation home, 11-minute walk from Deep Creek Lake. Features complimentary wireless internet access, a communal pool, and kitchens. 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 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 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.