Photo by KM Moore

Find Pet-friendly Hotels in Oakland, MD

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Check availability on Oakland Pet-friendly Hotels

Tonight
4 Mar - 5 Mar
Tomorrow
5 Mar - 6 Mar
This weekend
7 Mar - 9 Mar
Next weekend
14 Mar - 16 Mar

Compare Oakland Pet-friendly Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp
Terrace/patio

Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp

9.8 out of 10, Exceptional, (8)
"This was perfect for our family’s ski weekend at Wisp with our teens. We loved the hot tub, fireplace, and close proximity to restaurants. We’ll come back again!"
Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp
New! Serenity Shores: Lake Area, Dogs OK, Hot Tub, Fireplace, Fire Pit, A/C!
Property grounds

New! Serenity Shores: Lake Area, Dogs OK, Hot Tub, Fireplace, Fire Pit, A/C!

9.2 out of 10, Wonderful, (17)
"Serenity Shores was a good option for our family of seven. Close to the slopes for the skiers in our group and nice space for the family who stayed in doing puzzles, playing games etc. Everyone loved the hot tub. Beautiful views from the front of the house "
New! Serenity Shores: Lake Area, Dogs OK, Hot Tub, Fireplace, Fire Pit, A/C!
Dog-friendly Lakefront Log Home on a Quiet Cove with Front Deck & Private Dock
Fridge, microwave, oven, stovetop

Dog-friendly Lakefront Log Home on a Quiet Cove with Front Deck & Private Dock

7.8 out of 10, Good, (91)
"Great location, lakefront with private dock. Carpet in bedroom should be removed. Plenty of stains. Better lighting inside would be helpful. Bedrooms very dark with lamps provided. "
Dog-friendly Lakefront Log Home on a Quiet Cove with Front Deck & Private Dock
The Love Shack-- The BEST Couples and Small Family Retreat at Deep Creek Lake!
2 bedrooms, iron/ironing board, WiFi, bed sheets

The Love Shack-- The BEST Couples and Small Family Retreat at Deep Creek Lake!

10.0 out of 10, Exceptional, (285)
"We stayed at the Love Shack for a few days between Christmas and New Years. The cabin was cozy and met all of our needs. We enjoyed the hot tub one evening of our stay and loved the fireplace over the chilly nights. Our teen daughter had a great time reading, writing, and hanging out in the loft. The property location was in close proximity to area attractions. We did find the small neighborhood and lack of side walks a little challenging with our dog, but nothing we could not work around....
The Love Shack-- The BEST Couples and Small Family Retreat at Deep Creek Lake!
Lakefront, dog friendly, dock slip, hot tub, and fire pit
Fridge, microwave, oven, stovetop

Lakefront, dog friendly, dock slip, hot tub, and fire pit

10.0 out of 10, Exceptional, (37)
"We thoroughly enjoyed our stay! Magnolia is a beautiful well furnished home. We were lucky enough to have gotten lots of snow during our stay. It was so beautiful!! I would suggest additional heating on/in the main level bedrooms. There was a dramatic difference in that part of the house. Lots of "It's freezing back here" comments. space heaters would have been most welcome! We kept the thermostat at 70 lest the upstairs get too warm. I did report that there was leaking in the upstairs...
Lakefront, dog friendly, dock slip, hot tub, and fire pit
Gathering Place: Lakefront w. boat slip | Dog friendly | Hot tub | Fire pit
Exterior

Gathering Place: Lakefront w. boat slip | Dog friendly | Hot tub | Fire pit

10.0 out of 10, Exceptional, (20)
"The Gathering Place was such a great property with suberb hosts. I was most impressed with communication from the owners and the tips and details they provided before our arrival. It helped so much with planning. We arrived to a help basket with some favorite treats like popcorn and hot cocoa which was a plesant surprise. The properyy is homey and modern. I was impressed with the size of the.bunk beds and all the beds. There were plenty of blankets and cookware. Pretty much had everything we...
Gathering Place: Lakefront w. boat slip | Dog friendly | Hot tub | Fire pit
Dog-friendly house on the lake, central AC, & EV charger
View from property

Dog-friendly house on the lake, central AC, & EV charger

8.6 out of 10, Excellent, (50)
"The inside of the house was very clean and very tastefully decorated. The view was out of this world! The one thing that we would like to note, is that prior guests left large dog poop on the balcony that was not cleaned up by the staff. In addition, there was a bag of dog poop left in front of the home. Everything else was excellent and we still appreciate it being dog-friendly."
Dog-friendly house on the lake, central AC, & EV charger
Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village
Exterior

Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village

10.0 out of 10, Exceptional, (428)
"My family and I stayed at Nirvana for a long weekend. We really enjoyed our stay. The cabin is adorable and very clean. It’s very close to restaurants and Wisp is only about a 10 minute drive. Highly recommend booking your next visit at Nirvana. "
Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village
Wandering Woods- Dog friendly 3 bedroom home with Hot Tub
Outdoor spa tub

Wandering Woods- Dog friendly 3 bedroom home with Hot Tub

10.0 out of 10, Exceptional, (1)
Wandering Woods- Dog friendly 3 bedroom home with Hot Tub
The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek
Terrace/patio

The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

10.0 out of 10, Exceptional, (13)
"First, the stay was too short! Deep Creek, any time of year is incredible. Boat/Ski/Swim in the summer, ski/skate/sled in the winter, not to mention the great surroundings. The Tiny House is perfect for someone to get away. Jeff and the fam go the extra mile to make things super nice. To the luxurious Nespresso coffee, and snacks, to spring water and a hot tub to warm the heart and melt the cares away. House is not that tiny, actually. It is very comfy for a couple. Super clean and well...
The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek
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.
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Frequently asked questions

How many hotels that accept pets will I be able to find in Oakland?
Frolic with your furry friend at one of Expedia’s 66 pet-friendly Oakland hotels or accommodations.
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.