Find Pet-friendly Hotels in Oakland, MD

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Check availability on Oakland Pet-friendly Hotels

Our top choices for Oakland pet-friendly hotels

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

Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger!
Oakland
10.0 out of 10, Exceptional, (23 reviews)
"We had an incredible time at the cabin and we're hoping to come back in the future. The house is BEAUTIFUL, the beds are comfortable, it's in a nice location, and the fire pit and hot tub were great as well. "
United States
Madeline C.
The price is ¥27,361
¥106,409 total
includes taxes & fees
Feb 25 - Feb 26
Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger!

HotTub-FirePit-8MintoWisp-Arcade-4BD-NoCleaningFee

HotTub-FirePit-8MintoWisp-Arcade-4BD-NoCleaningFee
Oakland
10.0 out of 10, Exceptional, (35 reviews)
"Great property, loved our stay here! We will definitely stay here again! "
United States
Shawnnelle H.
The price is ¥25,665
¥85,291 total
includes taxes & fees
Feb 25 - Feb 26
HotTub-FirePit-8MintoWisp-Arcade-4BD-NoCleaningFee

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 reviews)
"Great spot for a team retreat!"
United States
Garrett H.
The price is ¥34,373
¥112,772 total
includes taxes & fees
Feb 23 - Feb 24
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!

The winter is coming !!!

The winter is coming !!!
Oakland
9.8 out of 10, Exceptional, (53 reviews)
"Very easy to check in and out! Thank you! "
United States
Edward
The price is ¥34,236
¥75,155 total
includes taxes & fees
Feb 16 - Feb 17
The winter is coming !!!

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

Wooded Retreat w Hot Tub, Loft, Game Room & Sauna
Oakland
10.0 out of 10, Exceptional, (1 review)
"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 ¥66,669
¥131,069 total
includes taxes & fees
Feb 26 - Feb 27
Wooded Retreat w Hot Tub, Loft, Game Room & Sauna

2-bedroom log cabin oasis in soothing Deep Creek

2-bedroom log cabin oasis in soothing Deep Creek
Oakland
The price is ¥31,654
¥55,252 total
includes taxes & fees
Mar 5 - Mar 6
2-bedroom log cabin oasis in soothing Deep Creek

Microtel Inn & Suites by Wyndham Hazelton/Bruceton Mills

Microtel Inn & Suites by Wyndham Hazelton/Bruceton Mills
2.0 star property
Bruceton Mills
8.2 out of 10, Very Good, (1,002 reviews)
"Clean room, friendly staff. "
United States
Amanda
The price is ¥9,545
¥10,689 total
includes taxes & fees
Feb 16 - Feb 17
Microtel Inn & Suites by Wyndham Hazelton/Bruceton Mills

The Inn at Canaan

The Inn at Canaan
2.5 star property
Davis
8.6 out of 10, Excellent, (830 reviews)
"Clean room, good location, nice staff"
United States
Kevin
The Inn at Canaan

Keyser Inn

Keyser Inn
2.5 star property
Keyser
8.8 out of 10, Excellent, (993 reviews)
"Have stayed multiple times very reasonable prices "
United States
Harold
The price is ¥12,222
¥13,689 total
includes taxes & fees
Feb 15 - Feb 16
Keyser Inn

SureStay Plus Hotel by Best Western Keyser

SureStay Plus Hotel by Best Western Keyser
2.5 star property
Keyser
8.8 out of 10, Excellent, (552 reviews)
"Room was great and clean"
United States
Van
The price is ¥18,270
¥20,462 total
includes taxes & fees
Feb 15 - Feb 16
SureStay Plus Hotel by Best Western Keyser
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 pet-friendly hotel in Oakland?
Pine Loom Lodge ~ Hot Tub, Dog Friendly, Game Rm, 4 BR, Near Lake, Slopes & Golf is a top dog-friendly lodge, and offers laundry facilities along with in-room kitchens for its human guests. ~Epic Pond View - Hike, Cross County Ski, Explore! is another good option for a stay with your pet.
What's the best time of year to travel to Oakland with my pet?
When you travel with your pet, keeping track of the weather can make the trip safe and fun for everyone. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Oakland are January, December, February, and May, with each month seeing an average of 31 inches 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 like Deep Creek Lake. While you're there, make sure you don't miss Herrington Manor State Park and Swallow Falls State Park.