Oakland Hotel Guide - Pet Friendly Hotels in Oakland, Maryland

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Our top choices for Oakland pet-friendly hotels

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

HotTub-FirePit-8MintoWisp-Arcade-4BD-NoCleaningFee
Oakland
10.0 out of 10, Exceptional, (36 reviews)
"Great property, loved our stay here! We will definitely stay here again! "
United States
Shawnnelle H.
The price is €519
includes taxes & fees
8 Mar - 9 Mar
HotTub-FirePit-8MintoWisp-Arcade-4BD-NoCleaningFee

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)
"A peaceful and pretty place to stay at."
United States
Selena
The price is €597
includes taxes & fees
8 Mar - 9 Mar
Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger!

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 €632
includes taxes & fees
18 Mar - 19 Mar
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!

That Special Place

That Special Place
Oakland
10.0 out of 10, Exceptional, (30 reviews)
"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 €368
includes taxes & fees
23 Mar - 24 Mar
That Special Place

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 €577
includes taxes & fees
9 Mar - 10 Mar
Wooded Retreat w Hot Tub, Loft, Game Room & Sauna

LakeAccess 4BR DeckSlide OD Movies HotTub Kayaks

LakeAccess 4BR DeckSlide OD Movies HotTub Kayaks
Oakland
10.0 out of 10, Exceptional, (13 reviews)
"Great house that is well appointed with necessities and many extras. Will definitely return!"
United States
Hans Z.
The price is €649
includes taxes & fees
2 Apr - 3 Apr
LakeAccess 4BR DeckSlide OD Movies HotTub Kayaks

Luxor Mountaintop Cabin-Castle at Deep Creek Lake

Luxor Mountaintop Cabin-Castle at Deep Creek Lake
Oakland
The price is €871
includes taxes & fees
5 Apr - 6 Apr
Luxor Mountaintop Cabin-Castle at Deep Creek Lake

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, (1,005 reviews)
"Clean room, friendly staff. "
United States
Amanda
The price is €64
includes taxes & fees
10 Mar - 11 Mar
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, (837 reviews)
"Clean room, good location, nice staff"
United States
Kevin
The Inn at Canaan
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?
~Epic Pond View - Hike, Cross County Ski, Explore! is a top hotel for our customers travelling with their dogs.
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.