1250+ Pet Friendly Hotels and Vacation Rentals in Oakland |
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Oakland Pet Friendly Vacation Rentals

About Oakland Vacation Rentals

There are more than 1250 places to stay in Oakland and many that are available that welcome pets. These options include dog-friendly hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many pet-friendly places to stay in Oakland.

Are you seeking a last-minute pets-allowed hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With PetFriendly Oakland, you can quickly compare different options to find the hottest deals with a single click. Looking for pet travel at a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Oakland. Places to stay near Oakland are 1764.8 ftΒ² on average, with prices averaging $450 a night.

PetFriendly makes it easy to find and compare hotels, resorts, and holiday rentals in Oakland with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your pet-friendly place to stay today.

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Top Dog Hotels, Pet-Friendly Vacation Rentals, and Places to Stay in Oakland

Type Count
Vacation Homes 982
Holiday Apartments 106
Cottages 6
Villas 1

Use these Quick Filters to Find a Vacation Rental in Oakland

β˜… Pro Tip: PetFriendlyβ„’ has the best results when it comes to finding places to stay that accept pets anywhere around the world. Travelers can find and compare over 10 million listings from all over the world. Use the intelligent Filter feature to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, inns, resorts, and more. Enjoy Pet Travel without Hassle in Oakland.

Weather in Oakland, MD

View the weather forecast for Oakland before booking your hotel or rental.

December - February
High 50Β°F       Low 20Β°F
March - May
High 69Β°F       Low 25Β°F
June - August
High 81Β°F       Low 56Β°F
September - November
High 73Β°F       Low 30Β°F

Stay Near Oakland, MD

PetFriendly finds and compares Pet-Friendly hotels, rentals, and resort listings near many of Oakland's attractions.


Deep Creek Lake
Swallow Falls State Park
Garrett Regional Medical Center
Deep Creek Lake State Park
Ohiopyle State Park
Blackwater Falls State Park
Wisp Resort
Canaan Valley Ski Resort
Dolly Sods Wilderness Area
Lady Luck Casino at Nemacolin
Coopers Rock State Forest
Timberline Four Season Resort
Blackwater Falls
Hovatter's Wildlife Zoo
Youghiogheny River Lake
New Germany State Park
Janet and Imre Szilagyi Center for the Visual and Performing Arts
Off-Road Driving Academy
Funland

Other Places to Stay in Oakland, MD


The View 1,734 Properties
Silver Ridge 1,453 Properties
Altamont 1,054 Properties
Thayerville 636 Properties
Mountain Lake Park 195 Properties
Garrett Regional Medical Center 146 Properties
Timbers on the Yough 104 Properties
Mountainside 67 Properties
Deer Park 66 Properties
Blakeslee 52 Properties
Deep Creek Lake 49 Properties
Paradise Point 30 Properties

Frequently Asked Questions About Oakland?

What are the top vacation rentals in Oakland?

Find the best options in or near Oakland for pet-friendly travel. If you are planning a trip or vacation in Oakland, consider a week or two at exciting pets-allowed hotels, resorts, or other suggested properties best known as Top Vacation Rentals and Places to Stay in Oakland:

How many vacation rentals have private pools in Oakland?

We have found 4 accommodation options with private pools in or near Oakland, many of which accept and welcome pets. Top-rated hotels, resorts,and places to stay that have access to a swimming pool include:

Which vacation homes in Oakland are best for families?

Are you looking for a family-friendly and pet-friendly hotel, resort, or vacation home in Oakland? Check these highly-rated pet accommodations and places to stay with excellent reviews for families or groups staying in Oakland:

How many PetFriendly vacation rentals are available in Oakland?

PetFriendlyβ„’ updates its properties regularly to bring you a great selection of places to stay with their pet policies clearly spelled out. At present, the total number of active properties listed by PetFriendly in 2025 is over 1250 in the Oakland area, and still growing every day. When we combine listings from multiple websites and travel providers, PetFriendly can provide you with a huge selection of the best places to stay that welcome pets in Oakland.

Nearby Neighborhood (6)β€―
Neighborhood Property Count
Mountainside Pet Friendly Hotels and Vacation Rentals in Cumberland, Maryland 67
Blakeslee Pet Friendly Hotels and Vacation Rentals in Cumberland, Maryland 52
Paradise Point Pet Friendly Hotels and Vacation Rentals in Cumberland, Maryland 30
Silver Ridge Pet Friendly Hotels and Vacation Rentals in Cumberland, Maryland 1453
The View Pet Friendly Hotels and Vacation Rentals in Cumberland, Maryland 1734
Timbers on the Yough Pet Friendly Hotels and Vacation Rentals in Cumberland, Maryland 104

People Also Ask

There are 1250 Oakland, MD Vacation Rentals

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