A river flowing through a forest with a waterfall.

Oakland Hotel Guide - Pet Friendly Hotels in Oakland, Maryland

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Oakland Pet Friendly Hotels

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Oakland pet-friendly hotels

A compact kitchen with dark cabinets, a stainless steel dishwasher, a microwave, and a toaster.
A hotel room with a bed, a sofa, a wooden floor, and a kitchenette in the background.
Dining
Pool

1. Cove Creek Lodge

Cove Creek Lodge
Oakland
€189
includes taxes & fees
25 Oct - 26 Oct
Cove Creek Lodge
A cabin with a fire pit surrounded by chairs, a deck, and a forested backdrop.
A rustic kitchen with wooden cabinets, a dining table, and a high ceiling with exposed beams.
A room with a wooden ceiling, a blue sofa with patterned cushions, a small wooden table, and a green chair.
A lodge with a swimming pool, a road, and a lake.

2. 2BR - Forest Cabin - Fire Pit

2BR - Forest Cabin - Fire Pit
Oakland
United States
Lakia J.
2BR - Forest Cabin - Fire Pit
A log cabin interior with a wooden staircase, a living area with two sofas, a coffee table, and a dining area with a table and chairs.
A wooden cabin interior with a hot tub, wooden furniture, and large windows.
A cabin with a balcony and a warm-lit interior, surrounded by snow-covered trees.
A log cabin interior with two brown leather sofas, patterned throw pillows, a glass coffee table, and a wooden staircase.

3. The winter is coming !!!

The winter is coming !!!
Oakland
United States
Shere
€380
includes taxes & fees
6 Oct - 7 Oct
The winter is coming !!!
A bedroom with a wooden ceiling, a window with blinds, a bed with a moose-patterned pillow, and a dresser.
A two-story wooden cabin with a fire pit in front.
A two-story log cabin with a balcony, surrounded by trees and snow.
A wooden cabin interior with a kitchen, dining table, and large windows.

4. That Special Place

That Special Place
Oakland
United States
Patti R.
€387
includes taxes & fees
5 Oct - 6 Oct
That Special Place
A spacious cabin with a large living area, wooden floors, and a kitchen with stone accents.
A modern kitchen with a stone fireplace, wooden flooring, and a staircase leading to a loft area.
A wooden cabin with multiple windows and a balcony, surrounded by trees and snow.
A wooden cabin interior with a dining area, kitchen, and large windows.

5. Log chalet w/ hot tub & BBQ grill

Log chalet w/ hot tub & BBQ grill
Oakland
United States
Jennifer M.
€661
includes taxes & fees
18 Oct - 19 Oct
Log chalet w/ hot tub & BBQ grill
A log cabin interior with a fireplace, wooden walls, a sofa, a coffee table, and a dining area.
A cozy living room with a stone fireplace, wooden walls, a television, and comfortable seating.
A wooden cabin interior with a dining table, chairs, a chandelier, and a sofa.
A living room with a sofa set, a coffee table, a staircase, and a kitchen area visible through an open door.

6. Luxury Deep Creek Lake Cabin • Sauna • Hot Tub • Arcade • Fire Pit •Pet Friendly

Luxury Deep Creek Lake Cabin • Sauna • Hot Tub • Arcade • Fire Pit •Pet Friendly
Oakland
United States
Alex M.
€834
includes taxes & fees
18 Oct - 19 Oct
Luxury Deep Creek Lake Cabin • Sauna • Hot Tub • Arcade • Fire Pit •Pet Friendly
A cabin with a fire pit surrounded by rocks, two Adirondack chairs, and a deck with string lights.
A cozy cabin interior with a stone fireplace, a sofa, a dining table, and a TV.
A cozy cabin interior with a dining area, sofa, and kitchen.
A cozy cabin interior with a stone fireplace, a large sofa, a dining table with chairs, and a kitchen area.

7. Pine Loom Lodge ~ Minutes to Golf, Lake & Wisp; Hot Tub, Game Room

Pine Loom Lodge ~ Minutes to Golf, Lake & Wisp; Hot Tub, Game Room
Oakland
United States
Paula P.
€727
includes taxes & fees
4 Nov - 5 Nov
Pine Loom Lodge ~ Minutes to Golf, Lake & Wisp; Hot Tub, Game Room
A deck with a table and chairs, overlooking a lake and autumn foliage.
A log cabin with a stone chimney, a covered porch, and a well-maintained lawn.
A hallway with wooden flooring, a patterned rug, and shelves stocked with board games.
A spacious dining area with wooden tables and chairs, a kitchen with wooden cabinets and stainless steel appliances, and recessed ceiling lighting.

8. Private Lodge sleeps 31 guests Spectacular Views

Private Lodge sleeps 31 guests Spectacular Views
Oakland
United States
Jocelyn M.
€1,718
includes taxes & fees
5 Oct - 6 Oct
Private Lodge sleeps 31 guests Spectacular Views
A cozy cabin interior with a stone fireplace, wooden dining table, leather sofa, and a television mounted on the wall.
A wooden cabin-style bedroom with a large bed, a stone fireplace, a dining table, and a TV mounted on the wall.
A lakeside dock with several boats and a covered boat ramp.
A log cabin room with a fireplace, a television, a sofa, and a dining table.

9. The Lodges at Sunset Village

The Lodges at Sunset Village
McHenry
United States
Renee
€232
includes taxes & fees
25 Oct - 26 Oct
The Lodges at Sunset Village
A snow-covered landscape with a fire pit in the foreground, a body of water, and buildings in the background.
A hotel room with two beds, a wooden desk, a television, and a balcony with a view.
A sign for LakeFront Lodge advertising rooms with great views.
A cozy living room with a stone fireplace, leather chairs, and a decorative centerpiece on a wooden coffee table.

10. LakeFront Lodge

LakeFront Lodge
McHenry
United States
Nebiyu
€152
includes taxes & fees
25 Oct - 26 Oct
LakeFront Lodge
View all properties

Top Oakland Hotel Reviews

Frequently asked questions

What's the best dog-friendly hotel in Oakland?
Pine Loom Lodge ~ Minutes to Golf, Lake & Wisp; Hot Tub, Game Room is a top dog-friendly lodge, and offers laundry facilities along with in-room kitchens for its human guests.
What's the best time of year to travel to Oakland with my pet?
When you travel with your pet, keeping tabs on the weather can make the trip safe and fun for everyone. 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.
What is there to see and do with your pet in Oakland?
Known for its riverfront and skiing, Oakland has lots to offer visitors. See the local sights and visit top attractions, such as Deep Creek Lake. While you're there, make sure you don't miss Herrington Manor State Park and Swallow Falls State Park.