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Oakland Hotel Guide - Hotels with Pool in Oakland, Maryland

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Check availability on Oakland Hotels with Pool

Tonight
20 Aug - 21 Aug
Tomorrow
21 Aug - 22 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Oakland hotels with a pool

Exterior
Coffee/tea maker, fridge, microwave, oven
Outdoor spa tub
Smart TV, fireplace, video games

1. 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.
€637
includes taxes & fees
1 Sept - 2 Sept
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
Pool
Smart TV, fireplace, video games
Interior
Terrace/patio

2. 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.
€258
includes taxes & fees
30 Aug - 31 Aug
Cove Creek Lodge: 210 Standard Double Queen Fireplace Room
Pool
Interior
Exterior
Terrace/patio

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.
Cove Creek Lodge: 208 King Room ADA Accessible
Pool
Marina
Exterior
Terrace/patio

4. Cove Creek Lodge: 102 Poolside Executive King Suite

Cove Creek Lodge: 102 Poolside Executive King Suite
Oakland
€255
includes taxes & fees
23 Aug - 24 Aug
Cove Creek Lodge: 102 Poolside Executive King Suite
Pool
Exterior
Terrace/patio
Interior

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.
€250
includes taxes & fees
23 Aug - 24 Aug
Cove Creek Lodge: 105 Poolside Executive King Suite
Pool
1 bedroom, free WiFi, bed sheets
Terrace/patio
Interior

6. 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.
Cove Creek Lodge: 214 Standard Double Queen Fireplace Room
Pool
Terrace/patio
Exterior
1 bedroom, free WiFi, bed sheets

7. Cove Creek Lodge: 215 Standard Double Queen Room

Cove Creek Lodge: 215 Standard Double Queen Room
Oakland
Cove Creek Lodge: 215 Standard Double Queen Room
Indoor pool, a heated pool
Terrace/patio
Beach
Exterior

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

Will O' The Wisp: 105A Efficiency/One Bath
Oakland
€275
includes taxes & fees
17 Sept - 18 Sept
Will O' The Wisp: 105A Efficiency/One Bath
Pool
Exterior
Terrace/patio
1 bedroom, free WiFi, bed sheets

9. Cove Creek Lodge: 220 Lakeside Double Queen Fireplace Room

Cove Creek Lodge: 220 Lakeside Double Queen Fireplace Room
Oakland
  • Heated lakeside pool beckons, while nearby adventures like kayaking and mountain biking promise an active mountain getaway.
€318
includes taxes & fees
16 Sept - 17 Sept
Cove Creek Lodge: 220 Lakeside Double Queen Fireplace Room
Pool
Exterior
Terrace/patio
1 bedroom, free WiFi, bed sheets

10. Cove Creek Lodge: 206 Standard King Room

Cove Creek Lodge: 206 Standard King Room
Oakland
Cove Creek Lodge: 206 Standard King 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
Coffee/tea maker, fridge, microwave, oven
Outdoor spa tub
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
€637
includes taxes & fees
1 Sept - 2 Sept
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
Exterior
Beach
Indoor pool, a heated pool
Terrace/patio

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

Will O' The Wisp: 105A Efficiency/One Bath
Oakland
€275
includes taxes & fees
17 Sept - 18 Sept
Will O' The Wisp: 105A Efficiency/One Bath
Exterior
Dining
Beach
Indoor pool, a heated pool

Will O' The Wisp: 107B One Bedroom/One Bath

Will O' The Wisp: 107B One Bedroom/One Bath
Mountainside
€299
includes taxes & fees
17 Sept - 18 Sept
Will O' The Wisp: 107B One Bedroom/One Bath
Exterior
1 bedroom, free WiFi, bed sheets
Beach
Dining

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

Will O' The Wisp: 206A Efficiency/One Bath
Oakland
€248
includes taxes & fees
16 Sept - 17 Sept
Will O' The Wisp: 206A Efficiency/One Bath
Terrace/patio
Indoor pool, a heated pool
Interior
Beach

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

Will O' The Wisp: 103A Efficiency/One Bath
Oakland
€261
includes taxes & fees
17 Sept - 18 Sept
Will O' The Wisp: 103A Efficiency/One Bath
Indoor pool, a heated pool
Exterior
Beach
Dining

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

Will O' The Wisp: 708H Studio Loft/One Bath
Oakland
€249
includes taxes & fees
27 Aug - 28 Aug
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
€261
includes taxes & fees
2 Sept - 3 Sept
Will O' The Wisp: 104B One Bedroom/One Bath
Beach
Property grounds
Exterior
TV, fireplace, video games, DVD player

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

Will O' The Wisp: 203A Efficiency/One Bath
Oakland
€248
includes taxes & fees
16 Sept - 17 Sept
Will O' The Wisp: 203A Efficiency/One Bath
Exterior
TV, video games, DVD player
Property grounds
Beach

Will O' The Wisp: 710H Studio Loft/One Bath

Will O' The Wisp: 710H Studio Loft/One Bath
Oakland
Will O' The Wisp: 710H Studio Loft/One Bath
Exterior
Indoor pool, a heated pool
Beach
Dining

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

Will O' The Wisp: 102B One Bedroom/One Bath
Oakland
€301
includes taxes & fees
17 Sept - 18 Sept
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. While you're visiting, you can explore sights such as Deep Creek Lake, and then take it easy poolside at one of the accommodation options in Oakland that travellers like for their pools.
What are some accommodation options with pools in Oakland?
Baja Motel: Holiday home, 11-minute walk from Deep Creek Lake. Provides complimentary wireless Internet access, a communal pool and kitchens. The Garrett Inn: Holiday home, 5-minute walk from Deep Creek Lake. Features kitchens, a communal pool and televisions. That Special Place: Holiday home located near Deep Creek Lake. Offers complimentary wireless Internet access, a communal pool and kitchens.
How many hotels with pools will I 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 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.