Photo by Jenn Charbonneau

Oakland Hotel Guide - Pet Friendly Hotels in Oakland, Maryland

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Oakland Pet Friendly Hotels

Next weekend
In two weeks

Top Oakland Pet Friendly Hotels

Cubs Den - Hot Tub- Walk to Lake-Fire Pit -Kayaks

Oakland
9.0 out of 10, Wonderful, (9)
"We were very pleased with our"
United States
Inna D.
The price is €499
includes taxes & fees
14 Dec - 15 Dec
Cubs Den - Hot Tub- Walk to Lake-Fire Pit -Kayaks

New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!

2.0 star property
Oakland
10.0 out of 10, Exceptional, (11)
"Nothing negative to say. Beautiful place and friendly owner. Owner is accessible and very accommodating. "
United States
Sean
The price is €646
includes taxes & fees
3 Dec - 4 Dec
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!

Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger!

Oakland
10.0 out of 10, Exceptional, (17)
"The owner was awesome and made it so stress free and easy. There is lots to do nearby or the cabin is the perfect place to just relax and do nothing!"
United States
Melissa G.
Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger!

That Special Place

Oakland
10.0 out of 10, Exceptional, (26)
"We enjoyed our stay, beautiful cabin with a lake view.Would highly recommend this place, the host was super responsive to any questions we had. Easy check in and out. Kitchen well equipped, overall great experience."
United States
Rosemary C.
The price is €380
includes taxes & fees
30 Nov - 1 Dec
That Special Place

The winter is coming !!!

Oakland
9.8 out of 10, Exceptional, (47)
"Very easy to check in and out! Thank you! "
United States
Edward
The price is €392
includes taxes & fees
24 Nov - 25 Nov
The winter is coming !!!

Wooded Retreat w Hot Tub, Loft, Game Room & Sauna

Oakland
10.0 out of 10, Exceptional, (1)
"Wonderful place for the perfect getaway! Just like the photos definitely worth every penny. Just have in mind that you are in the woods so the bugs are inevitable but the inside of the place was very clean.Me and my family took advantage of all the amenities from the grill, hot tub, fire place. Don't think twice and book this place!"
United States
Bonny S.
The price is €515
includes taxes & fees
9 Dec - 10 Dec
Wooded Retreat w Hot Tub, Loft, Game Room & Sauna

Microtel Inn & Suites by Wyndham Hazelton/Bruceton Mills

2.0 star property
Bruceton Mills
8.2 out of 10, Very good, (1003)
"Clean Room, great staff"
United States
William
The price is €57
includes taxes & fees
23 Nov - 24 Nov
Microtel Inn & Suites by Wyndham Hazelton/Bruceton Mills

Keyser Inn

2.5 star property
Keyser
9.0 out of 10, Wonderful, (962)
"Friendly and helpful staff, daily maid service, convenient location "
United States
Tracy
The price is €78
includes taxes & fees
25 Nov - 26 Nov
Keyser Inn

The Inn at Canaan

2.5 star property
Davis
8.6 out of 10, Excellent, (805)
"Staff was very friendly. "
United States
Michael
The Inn at Canaan

Big Rock Camping Cabin 1

2.0 star property
Mount Storm
10.0 out of 10, Exceptional, (1)
"It was off the grid well taking care of the cabins"
United States
Linda
The price is €108
includes taxes & fees
23 Nov - 24 Nov
Big Rock Camping Cabin 1
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.

Top Oakland Hotel Reviews

Frequently asked questions

What's the best dog-friendly hotel in Oakland?
Cove Creek Lodge 212: Dog Friendly Standard Double Queen Room is a top hotel for people travelling with their pets and offers in-room kitchenettes for its human guests. Two other good options to stay with your pet include Cove Creek Lodge 213: Dog Friendly Standard Double Queen Room and Cove Creek Lodge 211: Standard Double Queen Fireplace Room.
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.