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Find Pet-friendly Hotels in Oakland, MD

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Check availability on Oakland Pet-friendly Hotels

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Top Oakland Pet-friendly Hotels

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

10.0 out of 10, Exceptional, (11)
"For the first time, my wife and I booked a trip with VRBO, and we were incredibly satisfied with our house, as well as our host. We loved that it is
pet friendly
! This was, as advertised, a lakefront house with many amenities including a hot tub, a fire pit, beautiful bedrooms (including towels and linens), a wonderful living room area, and an expansive kitchen. We also had a private dock on the lake, which was just a short walk down the driveway and across the street. The house was also within...
Christina M.
Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp

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

10.0 out of 10, Exceptional, (24)
"The Tiny House was easy to find and you could see the lake across the road. We were able to enter with a code and the host left us a care package that included a bottle of wine and treats for the
dogs
. The inside of the home was clean and family friendly. There is a lot of outdoor space to grill, soak in the hot tub or have a fire. The host provided a lot of activities to do in the area and places to eat. Jeff kept in communication with us during our stay and responded back to messages...
Ginny H.
The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

A quiet little town

2.0 out of 10, (1)
"Property host never sent check in information nor did they answer any questions. The phone number listed was for someone who wasn’t even associated with the property so you couldn’t even talk anyone. Needless to say we weren’t able to actually stay there due to no communication from the host. Vrbo was useless in getting us a place to stay. Their guarantee turned out to be the biggest joke. They did nothing to find us a place to stay but we’re going to give us credit for future stays. So we were...
Phil M.
A quiet little town

Charming Dog Friendly Cottage w/ Dock & Fire Pit

9.6 out of 10, Exceptional, (18)
"We had a wonderful family vacation over the 4th of July. This has been our 6th time staying at Deep Creek but by far our favorite place to stay. The property was in the perfect location, close to restaurants, grocery stores, center of the lake, etc. The house was cute, clean, and accommodated our family perfectly. Bonus was that it was
pet friendly
. The dock was a key feature of our stay and was perfect. I believe the dock was upgraded from the one in the listing which was far better than we...
Amanda Z.
Charming Dog Friendly Cottage w/ Dock & Fire Pit

Rural, Dog-Friendly Home Tucked Into the Woods with Gas Fireplace and Free WiFi

8.0 out of 10, Very Good, (31)
"Enjoyed our stay..location is great..close to restaurants and entertainment. "
Nancy K.
Rural, Dog-Friendly Home Tucked Into the Woods with Gas Fireplace and Free WiFi

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

8.4 out of 10, Very Good, (56)
"We absolutely loved this beautiful home & the view was breathtaking! The steep driveway not so much but that would not keep us from staying there again. It was perfect for our
dogs
with the fenced/gated area for them. Wish we could afford this place in the spring/summer!! Loved it all!!!"
Donna L.
Dog-friendly house on the lake, central AC, & EV charger

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

7.8 out of 10, Good, (93)
"Another great Mother’s Day weekend spent here. Love how it’s quiet and almost nobody around at all. Although it rained the majority of our trip it was still very relaxing . We were able to use the grill 3 out of the 4 days. The
dog
loved the yard. Only thing was the grass was very long. Maybe just cut a couple days prior to guests? We will come back!"
Laurie H.
Dog-friendly Lakefront Log Home on a Quiet Cove with Front Deck & Private Dock

Dog-friendly secluded cabin with hot tub, firepit, lawn games, & great deck

9.2 out of 10, Wonderful, (32)
"Nice clean, quiet place in the woods. Super close to beautiful
parks
. Family enjoyed it. Reliable wifi, which was important for work as well. Hot tub and foosball, great bonuses."
Glenn K.
Dog-friendly secluded cabin with hot tub, firepit, lawn games, & great deck

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

10.0 out of 10, Exceptional, (42)
"We selected this property because it is
dog
friendly and because of its proximity to the water. We saw the pictures online and knew that it was nice, but it was even more beautiful in person. This property is set up with so many things to enjoy. We had a blast in the game room (so fun! video games, huge connect 4, TV and more), enjoyed the hot tub, and the fire pit. The kitchen had everything we needed, the beds were comfortable, and the house was very clean. You can tell that a lot of thought...
erin h.
Lakefront, dog friendly, dock slip, hot tub, and fire pit

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

10.0 out of 10, Exceptional, (30)
"We were very impressed with this property. It was almost as if it was made for our family. We were planning a fall getaway as a celebration of my husband’s retirement. Perfect size for the 12 of us. Our son, daughter, their spouses and our six grandchildren loved every minute. Fishing, gaming, hot-tubbing & s’mores around the fire pit every night! The house was clean, well-furnished and the kitchen had everything we needed. Our teenaged boys shared the roomy bunk room. Our college-student...
Patty B.
Gathering Place: Lakefront w. boat slip | Dog friendly | Hot tub | Fire pit
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.

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.