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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
Aug 14 - Aug 15
Tomorrow
Aug 15 - Aug 16
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Our top choices for Oakland hotels with a pool

Pool
Terrace/patio
Smart TV, fireplace, video games
1 bedroom, WiFi (free), bed sheets

1. 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.
￥36,684
￥45,705 total
includes taxes & fees
Aug 20 - Aug 21
Cove Creek Lodge: 210 Standard Double Queen Fireplace Room
Pool
Terrace/patio
Exterior
Marina

2. Cove Creek Lodge: 102 Poolside Executive King Suite

Cove Creek Lodge: 102 Poolside Executive King Suite
Oakland
￥36,591
￥45,600 total
includes taxes & fees
Aug 19 - Aug 20
Cove Creek Lodge: 102 Poolside Executive King Suite
Pool
Interior
1 bedroom, WiFi (free), bed sheets
Exterior

3. 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.
￥35,040
￥45,353 total
includes taxes & fees
Aug 18 - Aug 19
Cove Creek Lodge: 208 King Room ADA Accessible
Pool
Terrace/patio
1 bedroom, WiFi (free), bed sheets
Interior

4. Cove Creek Lodge: 202 Poolside Double Queen Room

Cove Creek Lodge: 202 Poolside Double Queen Room
Oakland
￥37,504
￥48,499 total
includes taxes & fees
Aug 17 - Aug 18
Cove Creek Lodge: 202 Poolside Double Queen Room
Pool
Interior
Marina
Terrace/patio

5. 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.
￥35,697
￥46,102 total
includes taxes & fees
Aug 25 - Aug 26
Cove Creek Lodge: 105 Poolside Executive King Suite
Exterior
Coffee/tea maker, fridge, microwave, oven
Smart TV, fireplace, video games
Outdoor spa tub

6. 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
  • Soak in the 7-person hot tub at this lakeside cabin, just minutes from Wisp Resort with outdoor fire pit and arcade games.
￥37,138
￥119,957 total
includes taxes & fees
Sep 8 - Sep 9
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
Pool
Terrace/patio
1 bedroom, WiFi (free), bed sheets
Interior

7. Cove Creek Lodge: 215 Standard Double Queen Room

Cove Creek Lodge: 215 Standard Double Queen Room
Oakland
￥35,861
￥44,430 total
includes taxes & fees
Aug 23 - Aug 24
Cove Creek Lodge: 215 Standard Double Queen Room
Pool
Exterior
1 bedroom, WiFi (free), bed sheets
Interior

8. Cove Creek Lodge: 214 Standard Double Queen Fireplace Room

Cove Creek Lodge: 214 Standard Double Queen Fireplace Room
Oakland
  • Heated pool sanctuary near Deep Creek Lake provides year-round relaxation amid mountain adventures.
￥36,684
￥47,395 total
includes taxes & fees
Aug 27 - Aug 28
Cove Creek Lodge: 214 Standard Double Queen Fireplace Room
Indoor pool, a heated pool
Dining
Terrace/patio
Exterior

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

Will O' The Wisp: 105A Efficiency/One Bath
Oakland
￥35,825
￥45,406 total
includes taxes & fees
Sep 8 - Sep 9
Will O' The Wisp: 105A Efficiency/One Bath
Pool
Exterior
Terrace/patio
1 bedroom, WiFi (free), bed sheets

10. Cove Creek Lodge: 203 Poolside Double Queen Room

Cove Creek Lodge: 203 Poolside Double Queen Room
Oakland
￥37,340
￥48,143 total
includes taxes & fees
Sep 9 - Sep 10
Cove Creek Lodge: 203 Poolside 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

Terrace/patio
Beach
Indoor pool, a heated pool
Interior

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

Will O' The Wisp: 103A Efficiency/One Bath
Oakland
￥35,990
￥45,761 total
includes taxes & fees
Aug 16 - Aug 17
Will O' The Wisp: 103A Efficiency/One Bath
Exterior
Coffee/tea maker, fridge, microwave, oven
Smart TV, fireplace, video games
Outdoor spa tub

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
￥37,138
￥119,957 total
includes taxes & fees
Sep 8 - Sep 9
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
Exterior
Indoor pool, a heated pool
Spa
Smart TV, fireplace, video games, DVD player

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

Will O' The Wisp: 508G Two Bedroom/One Bath
Mountainside
￥45,425
￥58,712 total
includes taxes & fees
Aug 18 - Aug 19
Will O' The Wisp: 508G Two Bedroom/One Bath
Exterior
Beach
Indoor pool, a heated pool
Dining

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

Will O' The Wisp: 206A Efficiency/One Bath
Oakland
Will O' The Wisp: 206A Efficiency/One Bath
Indoor pool, a heated pool
Exterior
Dining
1 bedroom, WiFi (free), bed sheets

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

Will O' The Wisp: 708H Studio Loft/One Bath
Oakland
￥35,990
￥46,605 total
includes taxes & fees
Aug 27 - Aug 28
Will O' The Wisp: 708H Studio Loft/One Bath
Exterior
TV, fireplace, video games
Beach
Terrace/patio

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

Will O' The Wisp: 105A Efficiency/One Bath
Oakland
￥35,825
￥45,406 total
includes taxes & fees
Sep 8 - Sep 9
Will O' The Wisp: 105A Efficiency/One Bath
Beach
TV, fireplace, video games, DVD player
Exterior
Indoor pool, a heated pool

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

Will O' The Wisp: 203A Efficiency/One Bath
Oakland
￥35,807
￥46,228 total
includes taxes & fees
Aug 16 - Aug 17
Will O' The Wisp: 203A Efficiency/One Bath
Exterior
Dining
Interior
Indoor pool, a heated pool

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

Will O' The Wisp: 104B One Bedroom/One Bath
Oakland
￥49,574
￥64,121 total
includes taxes & fees
Sep 13 - Sep 14
Will O' The Wisp: 104B One Bedroom/One Bath
Exterior
Indoor pool, a heated pool
Terrace/patio
Beach

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

Will O' The Wisp: 501F Three Bedroom/Two Bath
Mountainside
Will O' The Wisp: 501F Three Bedroom/Two Bath
Exterior
Dining
Beach
Indoor pool, a heated pool

Will O' The Wisp 712H: Studio Loft Condo with Private Balcony, Free WIFI!

Will O' The Wisp 712H: Studio Loft Condo with Private Balcony, Free WIFI!
Oakland
￥52,678
￥67,998 total
includes taxes & fees
Sep 13 - Sep 14
Will O' The Wisp 712H: Studio Loft Condo with Private Balcony, Free WIFI!
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. Provides complimentary wireless internet access, a communal pool, and kitchens. The Garrett Inn: Vacation home, 5-minute walk from Deep Creek Lake. Features kitchens, a communal pool, and televisions. That Special Place: Vacation home located near Deep Creek Lake. Offers complimentary wireless internet access, a communal pool, and kitchens.
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.

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