Photo by Jenn Charbonneau
Find Pet-friendly Hotels in Oakland, MD
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Our top choices for Oakland pet-friendly hotels
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)
"The stay was great! Everyone loved the location and all the amenities provided! It was a great get away for all of our friends to get together and hangout! "
Becca V.
The price is ￥35,228
￥115,411 total
includes taxes & fees
Jan 5 - Jan 6, 2026
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, (19)
"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. "
Madeline C.
The price is ￥31,157
￥112,191 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Wooded Retreat w Hot Tub, Loft, Game Room & Sauna
Wooded Retreat w Hot Tub, Loft, Game Room & SaunaOakland
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!"
Bonny S.
The price is ￥166,183
￥252,279 total
includes taxes & fees
Jan 1 - Jan 2, 2026
That Special Place
That Special PlaceOakland
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."
Rosemary C.
The price is ￥36,496
￥76,858 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Jamesons Cabin! 8 Minutes to Wisp! Hot Tub! Fire Pit! Arcade! Pets! EV Charger!
Jamesons Cabin! 8 Minutes to Wisp! Hot Tub! Fire Pit! Arcade! Pets! EV Charger!Oakland
10.0 out of 10, Exceptional, (34)
"Great property, loved our stay here! We will definitely stay here again! "
Shawnnelle H.
The price is ￥44,669
￥121,482 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The winter is coming !!!
The winter is coming !!!Oakland
9.8 out of 10, Exceptional, (50)
"Very easy to check in and out! Thank you! "
Edward
The price is ￥36,496
￥78,186 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Private Lodge sleeps 25 guests Spectacular Views
Private Lodge sleeps 25 guests Spectacular ViewsOakland
The price is ￥101,567
￥225,163 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Microtel Inn & Suites by Wyndham Hazelton/Bruceton Mills
Microtel Inn & Suites by Wyndham Hazelton/Bruceton MillsBruceton Mills
8.2 out of 10, Very Good, (1004)
"Was wonderful experience "
Eric
The price is ￥8,956
￥10,030 total
includes taxes & fees
Dec 31 - Jan 1, 2026
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.