Find Hotels with a Pool in Oakland, MD

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Check availability on Oakland Hotels with a Pool

Tonight
25 Mar - 26 Mar
Tomorrow
26 Mar - 27 Mar
This weekend
27 Mar - 29 Mar
Next weekend
3 Apr - 5 Apr

Our top choices for Oakland hotels with a pool

Exterior

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
10.0 out of 10, Exceptional, (13 reviews)
  • cleanliness
    Soak in the 7-person hot tub at this lakeside cabin, just minutes from Wisp Resort with outdoor fire pit and arcade games.
The price is AED 731
AED 2,571 total
includes taxes & fees
26 Mar - 27 Mar
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
Exterior

Cove Creek Lodge: 210 Standard Double Queen Fireplace Room

Cove Creek Lodge: 210 Standard Double Queen Fireplace Room
Oakland
10.0 out of 10, Exceptional, (11 reviews)
  • cleanliness
    Mountain lake retreat offers heated pool, fireside lounges, and game room for year-round enjoyment.
The price is AED 865
AED 1,087 total
includes taxes & fees
7 Apr - 8 Apr
Cove Creek Lodge: 210 Standard Double Queen Fireplace Room
Indoor pool, a heated pool

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

Will O' The Wisp: 107B One Bedroom/One Bath
Mountainside
10.0 out of 10, Exceptional, (2 reviews)
  • cleanliness
    Lakeside getaway invites relaxation with heated indoor pool and hot tub, plus nearby outdoor adventures on Deep Creek Lake.
The price is AED 951
AED 1,197 total
includes taxes & fees
7 Apr - 8 Apr
Will O' The Wisp: 107B One Bedroom/One Bath
Exterior

Cove Creek Lodge: 208 King Room ADA Accessible

Cove Creek Lodge: 208 King Room ADA Accessible
Oakland
10.0 out of 10, Exceptional, (4 reviews)
  • cleanliness
    Heated pool sanctuary offers year-round swimming and outdoor adventure at mountain lodge near Deep Creek Lake.
The price is AED 831
AED 1,045 total
includes taxes & fees
7 Apr - 8 Apr
Cove Creek Lodge: 208 King Room ADA Accessible
Exterior

Cove Creek Lodge: 209 Standard Double Queen Room

Cove Creek Lodge: 209 Standard Double Queen Room
Oakland
The price is AED 849
AED 1,085 total
includes taxes & fees
26 Mar - 27 Mar
Cove Creek Lodge: 209 Standard Double Queen Room
Exterior

Cove Creek Lodge: 220 Lakeside Double Queen Fireplace Room

Cove Creek Lodge: 220 Lakeside Double Queen Fireplace Room
Oakland
9.0 out of 10, Wonderful, (2 reviews)
  • cleanliness
    Heated lakeside pool beckons, while nearby adventures like kayaking and mountain biking promise an active mountain getaway.
The price is AED 972
AED 1,240 total
includes taxes & fees
29 Mar - 30 Mar
Cove Creek Lodge: 220 Lakeside Double Queen Fireplace Room
Exterior

Cove Creek Lodge: 206 Standard King Room

Cove Creek Lodge: 206 Standard King Room
Oakland
The price is AED 851
AED 1,071 total
includes taxes & fees
7 Apr - 8 Apr
Cove Creek Lodge: 206 Standard King Room
Exterior

Cove Creek Lodge: 105 Poolside Executive King Suite

Cove Creek Lodge: 105 Poolside Executive King Suite
Oakland
8.8 out of 10, Excellent, (5 reviews)
  • cleanliness
    Heated mountain retreat offers year-round pool relaxation steps from adventure sports and Deep Creek Lake attractions.
The price is AED 847
AED 1,082 total
includes taxes & fees
26 Mar - 27 Mar
Cove Creek Lodge: 105 Poolside Executive King Suite
Exterior

Cove Creek Lodge: 202 Poolside Double Queen Room

Cove Creek Lodge: 202 Poolside Double Queen Room
Oakland
10.0 out of 10, Exceptional, (1 review)
The price is AED 885
AED 1,114 total
includes taxes & fees
7 Apr - 8 Apr
Cove Creek Lodge: 202 Poolside Double Queen Room
Exterior

Cove Creek Lodge: 207 Standard Double Queen Fireplace Room

Cove Creek Lodge: 207 Standard Double Queen Fireplace Room
Oakland
9.0 out of 10, Wonderful, (2 reviews)
The price is AED 869
AED 1,096 total
includes taxes & fees
7 Apr - 8 Apr
Cove Creek Lodge: 207 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.
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Choose what matters most at hotels with a pool in Oakland

Breakfast included
Hot tub

Hotels with pools and hot tubs in Oakland

Exterior
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!

New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
Oakland
10.0 out of 10, Exceptional, (13)
The price is AED 731
AED 2,571 total
includes taxes & fees
26 Mar - 27 Mar
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
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.
View all properties

Top Oakland Hotel Reviews

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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 Herrington Manor State Park and Swallow Falls State Park, and then relax and unwind poolside at one of the accommodations in Oakland that guests like for their pools.
What are some accommodations with pools in Oakland?
The Garrett Inn: Cottage, 15-minute walk from Deep Creek Lake. Provides 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?
The picturesque setting of Deep Creek Lake and Youghiogheny River showcase the area's natural beauty. During your stay, check out sights such as Herrington Manor State Park, Swallow Falls State Park, and Lower Deep Creek Heritage Conservation Fund Site. 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.