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Oakland 4 Stars Hotels
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Top Oakland 4 Stars Hotels

Bear Hollow Lodge
Bear Hollow Lodge

Strawberry Fields
Strawberry Fields
10.0 out of 10, Exceptional, (1)

Bears Lair
Bears Lair
10.0 out of 10, Exceptional, (1)

Home Sweet Cabin
Home Sweet Cabin

Mountain Freedom
Mountain Freedom

Butterfly Retreat
Butterfly Retreat

Lakestar Chalet
Lakestar Chalet
8.0 out of 10, Very good, (1)

A Beautiful View
A Beautiful View
8.0 out of 10, Very good, (2)
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Preston on the Lake 5 Bedroom House
585 Glendale Road, Oakland, MD
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Learn more about Oakland
Nestled beside Deep Creek Lake, this mountain town offers year-round adventures from skiing to kayaking. Explore the historic city centre where local shops and farm-to-table restaurants welcome you in hiking boots after a day outdoors.

Photo by KM Moore
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- Stunning 7 Bedroom 6.5 Bath Lakefront Home with Dock Slip
- Deep Creek Lake views from the elevated deck & deluxe suite - near golf
- Charming, Eco-Friendly Cabin Retreat, Heart of Deep Creek
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- Wandering Woods- Dog-friendly 3 bedroom home with lake access and hot tub!
- The Grizzly Den: Lake Area, Dogs Welcome, Hot Tub, Fireplace!
- Swallow Falls Cabin 1- Cozy 1-Bedroom Perfect for a Romantic Getaway!
- The Love Shack-- The BEST Couples and Small Family Retreat at Deep Creek Lake!
- Sisters Treehouse
- Will O' The Wisp 706H: Top Lakefront Panoramic View Condo, Sleeps 4, Free WIFI!