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Oakland - 14 Cottages to Choose From

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Ideally Located Oakland Home w/ Private Yard!

3469 Coolidge Ave, Oakland, USA - See map

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New! Bull Shoals Vacation Rental: Hot Tub & Views!

438 Co Rd 186, Oakland, USA - See map

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Lucky 12

82 Mountainview Court, Oakland, USA - See map

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Secluded Oakland House w/ On-site Hiking!

1898 Herrington Manor Rd, Oakland, USA - See map

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Sumter Ranch-style Home in Scenic Location!

2444 Woodhaven Rd, Oakland, USA - See map

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Quaint Oakland Getaway on East Pond Lake!

84 E Pond Rd, Oakland, USA - See map

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Serendipity

519 Paradise Heights Road, Oakland, USA - See map

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Fox Den

137 Paradise Gardens Road, Oakland, USA - See map

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Oakland Retreat ~ 13 Mi to Deep Creek Lake!

2106 Bethlehem Rd, Oakland, USA - See map

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Deep Breath

22 Trailside Way, Oakland, USA - See map

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Bowling Green House w/ Shared Pool!

10166 Louisville Rd, Oakland, USA - See map

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Bowling Green Farmhouse 10 Mi to Mammoth Cave

10172 Louisville Rd, Oakland, USA - See map

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Schmidt Lodge

153 Mallard Loop, Oakland, USA - See map

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Private Family Home w/ Deck, Porch + Forest Views!

135 Deerfield Road, Oakland, USA - See map

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Top Picks for Cottages in Oakland

Try one of these popular top-rated cottages in Oakland

Oakland Retreat ~ 13 Mi to Deep Creek Lake!

Oakland, US

With a stay at this cottage in Oakland, you'll be within a 15-minute drive of Deep Creek Lake and Wolf Den Run State Park. This cottage is 12.5 mi (20.1 km) from Deep Creek Lake State Park and 18.4 mi (29.6 km) from Wisp Resort. Make yourself comfortable in this cottage, which features a fireplace. A kitchen is outfitted with a microwave and a dishwasher. Complimentary wireless Internet access is available to keep you connected. Conveniences include a ceiling fan and an iron/ironing board. Free self parking is available onsite.

Sumter Ranch-style Home in Scenic Location!

Oakland, US

When you stay at this cottage in Oakland, you'll be within a 10-minute drive of Shaw Air Force Base and Bill Pinkney Park. This cottage is 23.9 mi (38.4 km) from Congaree National Park and 25.4 mi (40.9 km) from Lake Marion. Make yourself comfortable in this cottage, featuring a kitchen with a refrigerator and an oven. Complimentary wireless Internet access is available to keep you connected. Conveniences include a microwave and a ceiling fan. Free self parking is available onsite.

Schmidt Lodge

Oakland, US

With a stay at this cottage in Oakland, you'll be on a lake, within a 15-minute drive of Deep Creek Lake and Garrett Regional Medical Center. This cottage is 9.9 mi (15.9 km) from Deep Creek Lake State Park and 15.8 mi (25.4 km) from Wisp Resort. Treat yourself to a stay in this individually decorated cottage, 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.

Private Family Home w/ Deck, Porch + Forest Views!

Oakland, US

With a stay at Private Family Home w/ Deck, Porch + Forest Views! in Oakland, you'll be within a 15-minute drive of Deep Creek Lake and Garrett Regional Medical Center. This cottage is 9.4 mi (15.2 km) from Deep Creek Lake State Park and 15.3 mi (24.7 km) from Wisp Resort. Make yourself at home in one of the guestrooms, featuring kitchens with ovens and stovetops. Conveniences include microwaves and ceiling fans, and you can also request cribs/infant beds (complimentary). Free self parking is available onsite.

Secluded Oakland House w/ On-site Hiking!

Oakland, US

Located in Oakland, this cottage is a 3-minute drive from Herrington Manor State Park and 8 minutes from Youghiogheny River. This cottage is 7.3 mi (11.7 km) from Deep Creek Lake and 14.8 mi (23.8 km) from Deep Creek Lake State Park. Make yourself comfortable in this cottage, 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 ceiling fan. Free self parking is available onsite.

Ideally Located Oakland Home w/ Private Yard!

Oakland, US

Located in Oakland (Piedmont), this cottage is within a 10-minute drive of Jack London Square and University of California, Berkeley. This cottage is 5 mi (8 km) from RingCentral Coliseum and 7.3 mi (11.7 km) from San Francisco Bay. Make yourself comfortable in this cottage, featuring a kitchen with a refrigerator and a stovetop. Complimentary wireless Internet access is available to keep you connected. Conveniences include a microwave and an iron/ironing board. null

Bowling Green Farmhouse 10 Mi to Mammoth Cave

Oakland, US

With a stay at this cottage in Oakland, you'll be within a 15-minute drive of National Corvette Museum and Ephram White Park. This cottage is 11.6 mi (18.7 km) from Mammoth Cave National Park and 12.1 mi (19.5 km) from Beech Bend Park. Make yourself comfortable in this cottage, featuring a kitchen with a refrigerator and an oven. Complimentary wireless Internet access is available to keep you connected. Conveniences include a microwave and a ceiling fan. Free self parking is available onsite.

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Fox Den

Oakland, US

When you stay at this cottage in Oakland, you'll be next to a golf course, a 3-minute drive from Deep Creek Lake and 8 minutes from Deep Creek Lake State Park. This golf cottage is 7.2 mi (11.6 km) from Wisp Resort and 29.6 mi (47.7 km) from Ohiopyle State Park. Make yourself comfortable in this cottage, 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.

Bowling Green House w/ Shared Pool!

Oakland, US

New! Bull Shoals Vacation Rental: Hot Tub & Views!

Oakland, US

With a stay at this cottage in Oakland, you'll be within a 15-minute drive of Bull Shoals Lake and Oakland Marina. This cottage is 27.9 mi (44.8 km) from Norfork Lake and 30.4 mi (48.9 km) from Mark Twain National Forest. Make yourself comfortable in this cottage, 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 ceiling fan. Free self parking is available onsite.

Deep Breath

Oakland, US

With a stay at this cottage 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 cottage is 7.3 mi (11.7 km) from Wisp Resort and 29 mi (46.6 km) from Ohiopyle State Park. Make yourself comfortable in this air-conditioned cottage, which features a fireplace. 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. Conveniences include a microwave and a coffee/tea maker. Free self parking is available onsite.

Serendipity

Oakland, US

With a stay at this cottage in Oakland (The View), you'll be a 3-minute drive from Deep Creek Lake and 6 minutes from Deep Creek Lake State Park. This golf cottage is 7.2 mi (11.5 km) from Wisp Resort and 29.6 mi (47.6 km) from Ohiopyle State Park. Make yourself comfortable in this cottage, 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.

Lucky 12

Oakland, US

When you stay at this cottage 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 cottage is 4.7 mi (7.6 km) from Wisp Resort and 27.2 mi (43.8 km) from Ohiopyle State Park. Treat yourself to a stay in this individually decorated cottage, 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.

Quaint Oakland Getaway on East Pond Lake!

Oakland, US

Located in Oakland, this cottage is within a 15-minute drive of Belgrade Lakes Chain and Colby College. This cottage is 7.8 mi (12.5 km) from Inland Hospital Diabetes and 9 mi (14.5 km) from Redington Museum. Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and an oven. Conveniences include a microwave and a ceiling fan. Free self parking is available onsite.

Fox Den

Oakland, US

Bowling Green House w/ Shared Pool!

Oakland, US

New! Bull Shoals Vacation Rental: Hot Tub & Views!

Oakland, US

Deep Breath

Oakland, US

Serendipity

Oakland, US

Lucky 12

Oakland, US

Quaint Oakland Getaway on East Pond Lake!

Oakland, US

Fox Den

Oakland, US

Bowling Green House w/ Shared Pool!

Oakland, US

New! Bull Shoals Vacation Rental: Hot Tub & Views!

Oakland, US

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FAQs About Cottages in Oakland

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

The Lodge at Deep Creek Lake offers comfortable accommodations and stunning lake views.

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

The Oak Mar Motel is a budget-friendly option with clean rooms and convenient location.

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

Deep Creek Village, Lake Shore Village, and Deep Creek Landing are great options for families with spacious cottages and nearby attractions for kids.

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

The Savage River Lodge offers cozy cabins with private hot tubs and scenic mountain views, perfect for a romantic escape.

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

The Suites at Silver Tree is an all-inclusive resort with luxurious suites, lakefront dining, and access to recreational activities.

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

Deep Creek Lodging Company and Offlake Rentals offer pet-friendly cottages, ensuring your furry friends can join the vacation too.

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

The Lake Pointe Inn and The Inn at Deep Creek are boutique cottages with charming decor and personalized services.

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

The Suites at Silver Tree and The Lake Pointe Inn offer spa cottages with luxurious amenities and soothing spa treatments.

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

The Lake Pointe Inn and The Inn at Deep Creek offer cottages with picturesque lake or mountain views.

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

Some cottages, such as The Suites at Silver Tree, may offer airport transportation services. It's best to check with the specific cottage for availability.

Destination

Discovering Oakland's Coastal Charm and Urban Wonders

Discover what to do and what to see in Oakland

Welcome to the charming cottages in Oakland, Maryland, USA, offered exclusively on Travala.com. Discover the idyllic beauty of this serene destination as you unwind in the comfort of our cozy accommodations. Nestled amidst picturesque landscapes, our cottages provide a perfect getaway for nature lovers. Wake up to breathtaking views of rolling hills and lush greenery, and let the tranquil atmosphere envelop your senses. Whether you're seeking a romantic retreat or a peaceful family vacation, our cottages offer a home away from home. Explore the local landmarks and discover the rich history of Oakland. Visit the Garrett County Historical Museum and delve into the region's past, or embark on a scenic hike in the Deep Creek Lake State Park, where you can revel in the beauty of Maryland's natural wonders. Indulge in outdoor activities like fishing, boating, or kayaking on the sparkling waters of Deep Creek Lake. For adventure enthusiasts, Wisp Resort offers thrilling skiing and snowboarding opportunities during winter months. At Travala.com, we offer multiple payment options to make your booking experience seamless. Pay with ease using credit cards, debit cards, or even cryptocurrencies like Bitcoin. Our secure payment gateway ensures a hassle-free and secure transaction for your convenience. Escape to Oakland, Maryland, and immerse yourself in the beauty of nature. Let our inviting cottages become your home base as you explore the landmarks and create lasting memories. Book your stay on Travala.com today and embark on an unforgettable journey in Oakland.

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