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Find Hotels with a Pool in Oakland, MD
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Our top choices for Oakland hotels with a pool

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 826
AED 2,727 total
includes taxes & fees
12 Jan - 13 Jan

10.0 out of 10, Exceptional, (4)
The price is AED 856
AED 1,065 total
includes taxes & fees
14 Jan - 15 Jan

Cove Creek Lodge: 215 Standard Double Queen Room
Cove Creek Lodge: 215 Standard Double Queen RoomOakland
10.0 out of 10, Exceptional, (2)
The price is AED 871
AED 1,075 total
includes taxes & fees
7 Jan - 8 Jan

Will O' The Wisp: 103A Efficiency/One Bath
Will O' The Wisp: 103A Efficiency/One BathOakland
9.6 out of 10, Exceptional, (8)
The price is AED 894
AED 1,101 total
includes taxes & fees
7 Jan - 8 Jan

Cove Creek Lodge: 109 Lakeside Executive King Suite
Cove Creek Lodge: 109 Lakeside Executive King SuiteOakland
10.0 out of 10, Exceptional, (1)
The price is AED 982
AED 1,260 total
includes taxes & fees
7 Jan - 8 Jan

In the heart of Deep Creek Lake! - "Shamrock Inn"
In the heart of Deep Creek Lake! - "Shamrock Inn"Mountainside
9.6 out of 10, Exceptional, (5)
The price is AED 691
AED 1,706 total
includes taxes & fees
7 Jan - 8 Jan

Cove Creek Lodge: 210 Standard Double Queen Fireplace Room
Cove Creek Lodge: 210 Standard Double Queen Fireplace RoomOakland
10.0 out of 10, Exceptional, (9)
The price is AED 889
AED 1,107 total
includes taxes & fees
4 Feb - 5 Feb

Cove Creek Lodge: 203 Poolside Double Queen Room
Cove Creek Lodge: 203 Poolside Double Queen RoomOakland
10.0 out of 10, Exceptional, (4)
The price is AED 911
AED 1,167 total
includes taxes & fees
7 Jan - 8 Jan
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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- New: Lakefront Luxury Home with Private Indoor Heated Pool!
- The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek
- Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing
- Cabin in the Woods
- Gathering Place: Lakefront w. boat slip | Dog friendly | Hot tub | Fire pit
- Swallow Falls Cabin 1- Cozy 1-Bedroom Perfect for a Romantic Getaway!
- Luxury Log Chalet w/ Pool & Fireplace
- Cove Creek Lodge: 201 Poolside Double Queen Fireplace Room
- Lakefront Chalet w/ Pool, Private Dock, & Hot Tub
- The winter is coming !!!
- Rural, Dog-Friendly Home Tucked Into the Woods with Gas Fireplace and Free WiFi
- Lake Loft at Deep Creek Lake
- That Special Place
- Spacious Mountain Escape w/ Hot Tub and Fireplace
- Dog-friendly secluded cabin with hot tub, firepit, lawn games, & great deck
- Tranquil Lakefront w/ Twin Hot Tubs & Dock
- Charming, Eco-Friendly Cabin Retreat, Heart of Deep Creek
- Dog Friendly Luxury Estate w/ Fire Pit, Hot Tubs & Dock
- Lakeside Hill Chalet in Deep Creek - Hot Tub, Dock & Minutes to Wisp Ski Resort
- Deep Creek Gem w/ Views, Fire Pit & Pool Table
































