Pet Friendly Hotels in Oakland, MD

There are 85 pet friendly hotels in Oakland. Need help to decide where to stay with your dog? You can browse the results below and filter by amenities to find the perfect spot. BringFido members never pay a booking fee, and their reservations are backed by our Pet Friendly Guarantee!

$405

No pet fee

Big dogs OK

2+ pets OK

Sleeps 10

Cedar Ridge

4.5 Oakland, MD

Cedar Ridge Pet Policy This 3-bedroom house in Oakland is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. See Details

$505

No pet fee

Big dogs OK

2+ pets OK

Sleeps 14

Boxer Overlook

4.7 Oakland, MD

Boxer Overlook Pet Policy This 5-bedroom house in Oakland is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. See Details

$99+

No pet fee

Big dogs OK

2+ pets OK

Pet-Friendly Airbnb Rentals

Oakland, MD

$506

No pet fee

Big dogs OK

2+ pets OK

Sleeps 14

American Pride

4.7 Oakland, MD

American Pride Pet Policy This 5-bedroom house in Oakland is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. See Details

$345

No pet fee

Big dogs OK

2 pets max

Sleeps 6

The Whitetail

4.8 Oakland, MD

The Whitetail Pet Policy This 2-bedroom cabin in Oakland allows 2 dogs of any size for no additional fee. Breed restrictions apply. Pets must be approved in advance. Sorry, no cats or excessive barking. Dogs must be current on all vaccinations and flea & tick medication. Please leash and clean up after your pets on the property. See Details

$743

No pet fee

Big dogs OK

2+ pets OK

Sleeps 16

Innisfree

4.8 Oakland, MD

Innisfree Pet Policy This 5-bedroom house in Oakland is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. See Details

$1 130

No pet fee

Big dogs OK

2+ pets OK

Sleeps 18

St. Bart's Retreat

4.5 Oakland, MD

St. Bart's Retreat Pet Policy This 7-bedroom house in Oakland is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. See Details

$450

No pet fee

Big dogs OK

2+ pets OK

Sleeps 10

Heart and Soul

4.7 Oakland, MD

Heart and Soul Pet Policy This 4-bedroom house in Oakland is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. See Details

$475

No pet fee

Big dogs OK

2+ pets OK

Sleeps 12

Picture Perfect

4.8 Oakland, MD

Picture Perfect Pet Policy This 4-bedroom vacation rental in Oakland is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. See Details

$1 103

No pet fee

Big dogs OK

2+ pets OK

Sleeps 18

Friday's Escape

4.5 Oakland, MD

Friday's Escape Pet Policy This 7-bedroom house in Oakland is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. See Details

$422

No pet fee

Big dogs OK

2+ pets OK

Sleeps 8

Lakeview Cottage

4.5 Oakland, MD

Lakeview Cottage Pet Policy This 3-bedroom house in Oakland is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. See Details

$669

No pet fee

Big dogs OK

2+ pets OK

Sleeps 16

Fancy Free

4.6 Oakland, MD

Fancy Free Pet Policy This 4-bedroom house in Oakland is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. See Details

$300

No pet fee

Big dogs OK

2+ pets OK

Sleeps 6

Beautiful Adventure

4.7 Oakland, MD

Beautiful Adventure Pet Policy This 3-bedroom house in Oakland is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. See Details

$347

No pet fee

Big dogs OK

2+ pets OK

Sleeps 10

The Perch

4.8 Oakland, MD

The Perch Pet Policy This 3-bedroom vacation rental in Oakland is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. See Details

$609

No pet fee

Big dogs OK

2+ pets OK

Sleeps 12

Black Bear Lodge

5.0 Oakland, MD

Black Bear Lodge Pet Policy This 4-bedroom house in Oakland is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. See Details

$400

No pet fee

Big dogs OK

2+ pets OK

Sleeps 10

180 Degrees

4.5 Oakland, MD

180 Degrees Pet Policy This 3-bedroom house in Oakland is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. See Details

$333

No pet fee

Big dogs OK

2+ pets OK

Sleeps 8

Hideaway

4.4 Oakland, MD

Hideaway Pet Policy This 2-bedroom house in Oakland is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. See Details

$1 008

No pet fee

Big dogs OK

2 pets max

Sleeps 20

Waterfront Chateau

4.7 Oakland, MD

Waterfront Chateau Pet Policy This 7-bedroom house in Oakland allows 2 dogs of any size for no additional fee. Breed restrictions apply. Pets must be approved in advance. Sorry, no cats or excessive barking. Dogs must be current on all vaccinations and flea & tick medication. Please leash and clean up after your pets on the property. See Details

$407

No pet fee

Big dogs OK

2 pets max

Sleeps 8

Linwood

4.6 Oakland, MD

Linwood Pet Policy This 3-bedroom house in Oakland allows 2 dogs of any size for no additional fee. Breed restrictions apply. Pets must be approved in advance. Sorry, no cats or excessive barking. Dogs must be current on all vaccinations and flea & tick medication. Please leash and clean up after your pets on the property. See Details

$344

No pet fee

Big dogs OK

2+ pets OK

Sleeps 8

Retro Lake Landing

4.1 Oakland, MD

Retro Lake Landing Pet Policy This 3-bedroom house in Oakland is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. See Details