Book Pet Friendly Private Vacation Homes In Oakland, Maryland, the USA

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Oakland - 38 Private Vacation Homes to Choose From
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Evergreen

175 Whitetail Court, Oakland, USA - See map

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Lazy Bear Cove

91 Mary's Lane, Oakland, USA - See map

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Centrally Located 2 Bedrooms Walkable 2 Duplex by Redawning

2831 Georgia Street, Oakland, USA - See map

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Centrally Located Bright 2 Bedroom 2 Duplex by Redawning

2833 Georgia Street, Oakland, USA - See map

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Mountain Freedom

705 Mountainview Drive, Oakland, USA - See map

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American Pride

16 Lichen Lane, Oakland, USA - See map

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Hidden Treasure

333 Sloan Tract Road, Oakland, USA - See map

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Owl Be Back

145 Silver Tree Lane, Oakland, USA - See map

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S'more Fun

241 S Blakeslee Road, Oakland, USA - See map

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Boxer Overlook

131 Offshore Drive, Oakland, USA - See map

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Santa Fe Getaway

33 Santa Fe Trail, Oakland, USA - See map

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Fancy Free

107 Boyd Paugh Lane, Oakland, USA - See map

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The Quarterdeck

883 Paradise Ridge Road, Oakland, USA - See map

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Heavenly Grove

925 S Blakeslee Road, Oakland, USA - See map

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180 Degrees

113 Timberloft Lane #4, Oakland, USA - See map

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Top Picks for Private Vacation Homes in Oakland
Pet friendly

Try one of these popular top-rated private vacation homes in Oakland

Owl Be Back

Oakland, US

When you stay at this vacation home in Oakland, you'll be next to a golf course, a 1-minute drive from Deep Creek Lake and 7 minutes from Deep Creek Lake State Park. This 5-star vacation home is 7.5 mi (12.1 km) from Wisp Resort and 29.2 mi (47 km) from Ohiopyle State Park. Treat yourself to a stay in this individually decorated vacation home, which features a fireplace. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless Internet access is available to keep you connected. Conveniences include a microwave and a coffee/tea maker. Free self parking is available onsite.

American Pride

Oakland, US

With a stay at this vacation home in Oakland (Blakeslee), you'll be within a 5-minute drive of Deep Creek Lake. This 5-star vacation home is 7.3 mi (11.7 km) from Deep Creek Lake State Park and 12.2 mi (19.7 km) from Wisp Resort. Make yourself comfortable in this air-conditioned vacation home, which features a fireplace. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Free self parking is available onsite.

Bear Hollow Lodge

Oakland, US

When you stay at this vacation home in Oakland, you'll be next to a golf course, within a 15-minute drive of Deep Creek Lake and Deep Creek Lake State Park. This 4-star vacation home is 5.2 mi (8.4 km) from Wisp Resort and 27.6 mi (44.5 km) from Ohiopyle State Park. Make yourself comfortable in this air-conditioned vacation home, which features a fireplace. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Free self parking is available onsite.

St. Bart's Retreat

Oakland, US

When you stay at this vacation home in Oakland, you'll be next to a golf course, a 1-minute drive from Deep Creek Lake and 6 minutes from Deep Creek Lake State Park. This 4-star vacation home is 7.1 mi (11.5 km) from Wisp Resort and 29.6 mi (47.6 km) from Ohiopyle State Park. Treat yourself to a stay in this individually decorated vacation home, which features a fireplace. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Free self parking is available onsite.

Yes Deer

Oakland, US

With a stay at Yes Deer in Oakland (Blakeslee), you'll be within a 5-minute drive of Deep Creek Lake. This vacation home is 7.4 mi (11.9 km) from Deep Creek Lake State Park and 12.3 mi (19.8 km) from Wisp Resort. Make yourself at home in one of the air-conditioned rooms featuring fireplaces. Rooms have private balconies or patios. Kitchens are outfitted with refrigerators, ovens, and stovetops. Cable television is provided for your entertainment. null

A Beautiful View

Oakland, US

When you stay at this vacation home in Oakland, you'll be next to a golf course, a 1-minute drive from Deep Creek Lake and 10 minutes from Deep Creek Lake State Park. This golf vacation home is 5.4 mi (8.7 km) from Wisp Resort and 27.9 mi (44.9 km) from Ohiopyle State Park. Treat yourself to a stay in this individually decorated vacation home, which features a fireplace and a flat-screen TV. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless Internet access keeps you connected, and digital programming is available for your entertainment. Conveniences include a separate sitting area and a microwave. Free self parking is available onsite.

Butterfly Retreat

Oakland, US

With a stay at Butterfly Retreat in Oakland (Mountainside), you'll be within a 15-minute drive of Deep Creek Lake and Deep Creek Lake State Park. This vacation home is 6.4 mi (10.3 km) from Wisp Resort and 28.1 mi (45.2 km) from Ohiopyle State Park. Treat yourself to a stay in one of the individually decorated guestrooms, featuring fireplaces. Rooms have private balconies or patios. Kitchens are outfitted with refrigerators, ovens, and stovetops. Cable television is provided for your entertainment. null

Magnolia

Oakland, US

With a stay at this vacation home in Oakland, you'll be next to a golf course, within a 10-minute drive of Deep Creek Lake and Youghiogheny River. This 5-star vacation home is 7.4 mi (12 km) from Deep Creek Lake State Park and 7.3 mi (11.7 km) from Wisp Resort. Treat yourself to a stay in this individually decorated vacation home, which features a fireplace. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless Internet access is available to keep you connected. Conveniences include a microwave and a coffee/tea maker. Free self parking is available onsite.

Lazy Bear Cove

Oakland, US

With a stay at this vacation home in Oakland, you'll be next to a golf course, within a 15-minute drive of Deep Creek Lake and Garrett Regional Medical Center. This 5-star vacation home is 10.8 mi (17.4 km) from Deep Creek Lake State Park and 12 mi (19.3 km) from Wisp Resort. Treat yourself to a stay in this individually decorated vacation home, which features a fireplace and an outdoor private spa tub. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless Internet access is available to keep you connected. Free self parking is available onsite.

Black Bear Lodge

Oakland, US

With a stay at this vacation home in Oakland (Blakeslee), you'll be 14 minutes by foot from Deep Creek Lake. This 5-star vacation home is 7.2 mi (11.6 km) from Deep Creek Lake State Park and 12.1 mi (19.5 km) from Wisp Resort. Make yourself comfortable in this air-conditioned vacation home, which features a fireplace. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Free self parking is available onsite.

Mountain Freedom

Oakland, US

With a stay at this vacation home in Oakland (Mountainside), you'll be within a 15-minute drive of Deep Creek Lake and Deep Creek Lake State Park. This 5-star vacation home is 6.3 mi (10.1 km) from Wisp Resort and 28 mi (45.1 km) from Ohiopyle State Park. Treat yourself to a stay in this individually decorated vacation home, which features a fireplace. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless Internet access is available to keep you connected. Free self parking is available onsite.

Evergreen

Oakland, US

When you stay at this vacation home in Oakland, you'll be next to a golf course, a 2-minute drive from Deep Creek Lake and 6 minutes from Deep Creek Lake State Park. This 5-star vacation home is 6.9 mi (11 km) from Wisp Resort and 29.4 mi (47.3 km) from Ohiopyle State Park. Treat yourself to a stay in this individually decorated vacation home, which features a fireplace. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless Internet access is available to keep you connected. Conveniences include a microwave and a coffee/tea maker. Free self parking is available onsite.

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Viva Vista

Oakland, US

With a stay at this vacation home in Oakland (Mountainside), you'll be within a 15-minute drive of Deep Creek Lake and Deep Creek Lake State Park. This golf vacation home is 5.9 mi (9.5 km) from Wisp Resort and 28.4 mi (45.7 km) from Ohiopyle State Park. Make yourself comfortable in this air-conditioned vacation home, which features a fireplace. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Free self parking is available onsite.

Fancy Free

Oakland, US

When you stay at this vacation home in Oakland, you'll be next to a golf course, within a 15-minute drive of Deep Creek Lake and Deep Creek Lake State Park. This golf vacation home is 8.6 mi (13.9 km) from Wisp Resort and 30.3 mi (48.8 km) from Ohiopyle State Park. Treat yourself to a stay in this individually decorated vacation home, which features a fireplace. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Free self parking is available onsite.

Hidden Treasure

Oakland, US

When you stay at this vacation home in Oakland, you'll be next to a golf course, within a 15-minute drive of Deep Creek Lake and Deep Creek Lake State Park. This golf vacation home is 6.3 mi (10.1 km) from Wisp Resort and 26.9 mi (43.3 km) from Ohiopyle State Park. Treat yourself to a stay in this individually decorated vacation home, which features a fireplace. There's a private patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Free self parking is available onsite.

Trailside Tranquility

Oakland, US

With a stay at this vacation home in Oakland (Silver Ridge), you'll be a 1-minute drive from Deep Creek Lake and 7 minutes from Deep Creek Lake State Park. This golf vacation home is 7.3 mi (11.7 km) from Wisp Resort and 29 mi (46.6 km) from Ohiopyle State Park. Treat yourself to a stay in this individually decorated vacation home, which features a fireplace. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Free self parking is available onsite.

Lakeside Memories

Oakland, US

With a stay at this vacation home in Oakland, you'll be next to a golf course, within a 10-minute drive of Deep Creek Lake and Swallow Falls State Park. This golf vacation home is 7 mi (11.3 km) from Deep Creek Lake State Park and 7.8 mi (12.6 km) from Wisp Resort. Make yourself comfortable in this air-conditioned vacation home, which features a fireplace and an outdoor private spa tub. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Free self parking is available onsite.

Knotty Pines

Oakland, US

With a stay at this vacation home in Oakland, you'll be next to a golf course, within a 5-minute drive of Deep Creek Lake and Youghiogheny River. This golf vacation home is 7.2 mi (11.6 km) from Deep Creek Lake State Park and 7.3 mi (11.7 km) from Wisp Resort. Treat yourself to a stay in this individually decorated vacation home, which features a fireplace. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Free self parking is available onsite.

Boxer Overlook

Oakland, US

With a stay at this vacation home in Oakland (Mountainside), you'll be within a 15-minute drive of Deep Creek Lake and Deep Creek Lake State Park. This golf vacation home is 5.1 mi (8.2 km) from Wisp Resort and 27.6 mi (44.4 km) from Ohiopyle State Park. Treat yourself to a stay in this individually decorated vacation home, which features a fireplace. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Free self parking is available onsite.

Fernwood Retreat

Oakland, US

With a stay at this vacation home in Oakland, you'll be next to a golf course, within a 15-minute drive of Deep Creek Lake and Swallow Falls State Park. This golf vacation home is 7.7 mi (12.4 km) from Deep Creek Lake State Park and 7.2 mi (11.7 km) from Wisp Resort. Make yourself comfortable in this vacation home, which features a fireplace. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Free self parking is available onsite.

Picture Perfect

Oakland, US

With a stay at this vacation home in Oakland (Mountainside), you'll be within a 15-minute drive of Deep Creek Lake and Deep Creek Lake State Park. This golf vacation home is 6.7 mi (10.7 km) from Wisp Resort and 28.3 mi (45.6 km) from Ohiopyle State Park. Treat yourself to a stay in this individually decorated vacation home, which features a fireplace. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Free self parking is available onsite.

S'more Fun

Oakland, US

With a stay at this vacation home in Oakland (Blakeslee), you'll be 10 minutes by foot from Deep Creek Lake. This golf vacation home is 7 mi (11.3 km) from Deep Creek Lake State Park and 12 mi (19.3 km) from Wisp Resort. Make yourself comfortable in this vacation home, which features a fireplace. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless Internet access keeps you connected, and digital programming is available for your entertainment. Free self parking is available onsite.

Runnin' Down a Dream

Oakland, US

With a stay at this vacation home in Oakland (Paradise Point), you'll be within a 15-minute drive of Deep Creek Lake and Deep Creek Lake State Park. This golf vacation home is 8.3 mi (13.4 km) from Wisp Resort and 30 mi (48.3 km) from Ohiopyle State Park. Make yourself comfortable in this vacation home, which features a fireplace. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless Internet access keeps you connected, and digital programming is available for your entertainment. Free self parking is available onsite.

Innisfree

Oakland, US

With a stay at this vacation home in Oakland, you'll be next to a golf course, within a 5-minute drive of Deep Creek Lake and Youghiogheny River. This golf vacation home is 7.3 mi (11.7 km) from Deep Creek Lake State Park and 7.1 mi (11.5 km) from Wisp Resort. Treat yourself to a stay in this individually decorated vacation home, which features a fireplace. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Free self parking is available onsite.

Viva Vista

Oakland, US

Fancy Free

Oakland, US

Hidden Treasure

Oakland, US

Trailside Tranquility

Oakland, US

Lakeside Memories

Oakland, US

Knotty Pines

Oakland, US

Boxer Overlook

Oakland, US

Fernwood Retreat

Oakland, US

Picture Perfect

Oakland, US

S'more Fun

Oakland, US

Runnin' Down a Dream

Oakland, US

Innisfree

Oakland, US

Viva Vista

Oakland, US

Fancy Free

Oakland, US

Hidden Treasure

Oakland, US

Trailside Tranquility

Oakland, US

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FAQs About Private Vacation Homes in Oakland

What's the best place to stay in Oakland, Maryland, USA?

The Lodge at Deep Creek Lake is highly recommended for its stunning location and excellent amenities.

What's the best place to stay on a budget in Oakland, Maryland, USA?

The Quality Inn Deep Creek Lake offers comfortable accommodation at affordable rates.

What are some family-friendly hotels in Oakland, Maryland, USA?

The Bavarian Inn and Suites and The Lodges at Sunset Village are great options for families, offering various amenities and activities for all ages.

What's the best accommodation for a romantic getaway to Oakland, Maryland, USA?

The Lake Pointe Inn is the perfect choice, with its charming ambiance, luxurious rooms, and breathtaking views.

What's the best accommodation for an all-inclusive stay in Oakland, Maryland, USA?

The Deep Creek Lake area does not have all-inclusive resorts, but there are several lodges and cottages that offer inclusive packages with meals and activities.

Where can I find pet-friendly hotels in Oakland, Maryland, USA?

The Garrett Inn and LakeStar Lodge are pet-friendly accommodations that welcome furry friends.

What's the best boutique hotel in Oakland, Maryland, USA?

The Casselman Inn offers a unique and charming boutique hotel experience.

What's the best spa hotel in Oakland, Maryland, USA?

The Wisp Resort Hotel features a spa and wellness center, providing a relaxing and rejuvenating experience.

What hotels in Oakland, Maryland, USA have nice views?

The Inn at Deep Creek and The Haley Farm Inn & Retreat Center offer beautiful views of the surrounding landscape.

Do hotels in Oakland, Maryland, USA offer airport transportation services?

Some hotels, like The Lodge at Deep Creek Lake, offer airport transportation services upon request. It is best to check with the specific hotel before booking.

Destination

Discovering Oakland's Coastal Charm and Urban Wonders

Discover what to do and what to see in Oakland

Welcome to Oakland, Maryland, a hidden gem nestled in the heart of the USA. Immerse yourself in the charm of this scenic destination, where majestic mountains meet serene lakes, and adventure awaits at every turn. Explore the stunning Deep Creek Lake, a paradise for water lovers. Spend your days paddleboarding, kayaking, or boating on its crystal-clear waters. As you cruise along, marvel at the breathtaking views of the surrounding mountains and lush forests. For the avid outdoor enthusiasts, treat yourself to a hiking expedition in the beautiful Swallow Falls State Park. Take a leisurely stroll along the tranquil trails or challenge yourself with a hike to the awe-inspiring Muddy Creek Falls, a dramatic waterfall cascading into a picturesque gorge. Discover the rich history and culture of the region at the Garrett County Historical Museum. Delve into the past as you peruse exhibits showcasing artifacts and interactive displays, providing insights into the area's fascinating heritage. When it's time to unwind, indulge in the local cuisine and savor the flavors of Maryland. From seafood delicacies, including the famous Maryland blue crabs, to farm-to-table dining experiences, you'll find a culinary scene that is sure to please even the most discerning palate. At Travala.com, we understand the importance of convenience, and that's why we offer multiple payment options to suit your preferences. Whether you prefer the traditional convenience of credit and debit cards or the cutting-edge world of cryptocurrencies like Bitcoin, we've got you covered. Book your stay now at our carefully selected hotels in Oakland, Maryland, and let us be your gateway to unforgettable experiences. Embrace the charm, immerse yourself in nature, and create memories that will last a lifetime in this captivating destination.

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