Small Hotels, Chalets, Motels, B&Bs in Oakland MD

The Garrett Inn

Motel in Oakland MD

9.4

Excellent

From $103

$

Info Categories

Small Motel

Motel near Ski Resorts

Motel with Parking

Long Branch Motel

Motel in Oakland MD

9.6

Excellent

From $121

$

Info Categories

Small Motel

Motel with Free Wi-Fi

Motel with Parking

Oakland Motel

Motel in Oakland MD

8.8

Excellent

From $103

$

Info Categories

Small Motel

Motel Taking Steps Towards Sustainability

Motel with Parking

Haley Farm Inn & Retreat Center

Bed & Breakfast in Oakland MD

8.2

Very Good

From $220

$

Info Categories

Small Bed & Breakfast

Bed & Breakfast near Ski Resorts

Bed & Breakfast with Free Wi-Fi

A212 - 1 Bedroom Standard View Suite with Oversized Deck and Seating!

Hotel in Oakland MD

$

Info Categories

Small Hotel

Hotel near Ski Resorts

Hotel for Honeymoon

Good Time Pine

Chalet in Oakland MD

9.0

Excellent

$

Info Categories

Small Chalet

Chalet near Ski Resorts

Lakeview Lodge

Chalet in Oakland MD

$

Info Categories

Small Chalet

Chalet near Ski Resorts

Logged Out! Wood Cabin-Hot Tub-Fire Pit-EV Charger

Chalet in Oakland MD

$

Info Categories

Small Chalet

Chalet near Ski Resorts

26 more hotels nearby!

Mirabella Eclano 1.7 mi from Oakland

Chalet in McHenry MD

8.0

Very Good

$

Info Categories

Small Chalet

Chalet near Ski Resorts

Dog Friendly Chalet

Primo Vista! Spectacular views, Dock Slip, Hot Tub 1.8 mi from Oakland

Chalet in McHenry MD

$

Info Categories

Small Chalet

Chalet near Ski Resorts

Bella Vista! Amazing Lake Views, Hot Tub, Peleton! 2.3 mi from Oakland

Chalet in McHenry MD

$

Info Categories

Small Chalet

Chalet near Ski Resorts

Dog Friendly Chalet

Waterfront Greens Chalet 2.8 mi from Oakland

Chalet in Swanton MD

$

Info Categories

Small Chalet

Chalet near Ski Resorts

Dog Friendly Chalet

Black Pines Lodge! Privacy, Hot tub, Frisbee Golf 3.0 mi from Oakland

Chalet in Swanton MD

10

Excellent

$

Info Categories

Small Chalet

Chalet near Ski Resorts

Ski Country Vista 3.2 mi from Oakland

Chalet in McHenry MD

9.3

Excellent

$

Info Categories

Small Chalet

Chalet near Ski Resorts

Chalet with Free Wi-Fi

Golden A-Frame 3.4 mi from Oakland

Chalet in Swanton MD

9.0

Excellent

$

Info Categories

Small Chalet

Chalet near Ski Resorts

Dog Friendly Chalet

Serenity Too 3.7 mi from Oakland

Chalet in Swanton MD

$

Info Categories

Small Chalet

Chalet near Ski Resorts

Lake Pointe Inn 4.0 mi from Oakland

Bed & Breakfast in McHenry MD

9.6

Excellent

From $245

$

Info Categories

Small Bed & Breakfast

Bed & Breakfast with Tennis Courts

Bed & Breakfast with Parking

EV charging stations

Camp Will 4.0 mi from Oakland

Chalet in Swanton MD

$

Info Categories

Small Chalet

Chalet near Ski Resorts

The Lodge at Wisp 4.1 mi from Oakland

Hotel in McHenry MD

7.1

Good

$

Info Categories

Small Hotel

Hotel near Golf Courses

Hotel near Ski Resorts

Fish R Landing @ Deep Creek Lake 4.2 mi from Oakland

Chalet in McHenry MD

$

Info Categories

Small Chalet

Dog Friendly Chalet

Chalet with Free Wi-Fi

Small Hotels in Oakland MD