A river flowing through a forest with a waterfall.

4 Stars Hotels in Oakland, Maryland

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Check availability on Oakland 4 Star Hotels

Tonight
Sep 29 - Sep 30
Tomorrow
Sep 30 - Oct 1
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Oakland 4-star hotels

A spacious living room with a stone fireplace, a wooden ceiling, and a large sofa.
A rustic cabin interior with a wooden interior, a kitchen area, and a dining space with bar stools.
A two-story wooden house with a balcony, surrounded by trees and a grassy area.
A deck with a table and chairs overlooking a lake, surrounded by trees and hills.

1. Bear Hollow Lodge by Taylor Made Deep Creek

Bear Hollow Lodge by Taylor Made Deep Creek
Oakland
Bear Hollow Lodge by Taylor Made Deep Creek
A rustic cabin with a metal roof, a stone fire pit, and wooden furniture in a forested area.
A log cabin with a stone foundation, a wooden deck, and a stone wall surrounding the property.
A cozy living area with wooden floors, a fireplace, and a seating area with a sofa and armchairs.
A kitchen with wooden cabinets, a black refrigerator, a microwave, a stove, and a dishwasher.

2. Bears Lair by Taylor Made Deep Creek

Bears Lair by Taylor Made Deep Creek
Oakland
United States
Diane
Bears Lair by Taylor Made Deep Creek
A floor plan with a kitchen measuring 14'3' x 13'1', a living room of 22'11' x 23'1', and a deck area.

3. Strawberry Fields by Taylor Made Deep Creek

Strawberry Fields by Taylor Made Deep Creek
Oakland
Strawberry Fields by Taylor Made Deep Creek
A deck with a glass table and chairs, overlooking a lake and hills.
A modern living room with a sectional sofa, a flat-screen TV, and a wall-mounted art piece.
A modern kitchen with wooden cabinets, stainless steel appliances, and a granite countertop.
A compact kitchen with dark cabinetry, a tiled backsplash, and a sink.

4. Loft of Luxury by Taylor Made Deep Creek

Loft of Luxury by Taylor Made Deep Creek
Oakland
United States
Michele
Loft of Luxury by Taylor Made Deep Creek
A cabin with a deck, surrounded by trees, and two red Adirondack chairs near a fire pit.
A dining room with a wooden table and chairs, large windows, and a door leading to a deck.
A calm lake with a dock and boats, surrounded by lush greenery.
A bedroom with two beds, a wooden dresser, a mirror, a nightstand with a lamp, and a window with blinds.

5. Bee Tree II by Taylor Made Deep Creek

Bee Tree II by Taylor Made Deep Creek
Oakland
United States
Luverne
Bee Tree II by Taylor Made Deep Creek
A wooden deck with outdoor furniture and a table, overlooking a body of water and surrounded by trees.
A kitchen with wooden cabinets, a dishwasher, a sink, and a stove.
A four-poster bed with a wooden headboard, a nightstand, a chair, a dresser, and a ceiling fan.
A wooden staircase leading to a covered deck with railings, surrounded by greenery.

6. Butterfly Retreat by Taylor Made Deep Creek

Butterfly Retreat by Taylor Made Deep Creek
Mountainside
Butterfly Retreat by Taylor Made Deep Creek
A floor plan with a primary bedroom, kitchen, dining area, living room, and two bathrooms.

7. Some Kind of Wonderful by Taylor Made Deep Creek

Some Kind of Wonderful by Taylor Made Deep Creek
Silver Ridge
Some Kind of Wonderful by Taylor Made Deep Creek
A two-story cabin with a balcony, large windows, and a chimney.
A wooden pier leading to a dock with boats moored at the end.
A spacious living room with two leather sofas, a coffee table, and a flat-screen TV. A wooden staircase leads to an upper level.
A spacious dining area with a wooden table and chairs, a kitchen in the background, and a large window with a view of trees.

8. American Pride by Taylor Made Deep Creek

American Pride by Taylor Made Deep Creek
Blakeslee
United States
veronica
American Pride by Taylor Made Deep Creek
A spacious living room with a large gray sectional sofa, wooden flooring, and a high ceiling with exposed beams.
A bedroom with a large bed, a nightstand, a chair, and a window.
A wooden staircase leading to a covered deck with railings, surrounded by greenery.
A dining area with a wooden table and chairs, a kitchen in the background, and a loft with wooden railings.

9. Mountain Freedom by Taylor Made Deep Creek

Mountain Freedom by Taylor Made Deep Creek
Mountainside
Mountain Freedom by Taylor Made Deep Creek
A wooden staircase leading to a dock over a lake, surrounded by dense foliage.
A two-story house with a gabled roof, large windows, and a front porch.
A hotel room with a bed, a bathroom with a glass shower enclosure, and a view of the outdoors.
A modern kitchen with wooden cabinets, granite countertops, stainless steel appliances, and a bar area with stools.

10. St. Bart's Retreat by Taylor Made Deep Creek

St. Bart's Retreat by Taylor Made Deep Creek
Oakland
St. Bart's Retreat by Taylor Made Deep Creek
A living room with a fireplace, a sofa, a coffee table, and a dining area with a kitchen in the background.
A dining area with a long wooden table, a stone fireplace, and a chandelier.
A modern kitchen with a stove, oven, microwave, and refrigerator.
A modern kitchen with green cabinets, a central island, and a dining area with a wooden table.

11. The Whiskey Barrel Lodge by Taylor Made Deep Creek

The Whiskey Barrel Lodge by Taylor Made Deep Creek
Oakland
The Whiskey Barrel Lodge by Taylor Made Deep Creek
A log cabin interior with a stone fireplace, wooden ceiling, and a large window.
A rustic cabin interior with a kitchen, dining area, and a loft bedroom.
A wooden deck with a hot tub, a covered seating area, and a glass door leading to a room.
A cozy cabin interior with a fireplace, wooden walls, leather sofas, and a kitchen area.

12. Windy Acres by Taylor Made Deep Creek

Windy Acres by Taylor Made Deep Creek
Oakland
United States
Shannon
Windy Acres by Taylor Made Deep Creek
A wooden deck with a round table and chairs, surrounded by a white fence, overlooking a forested area.
A spacious living room with a large sectional sofa, a glass coffee table, and a fireplace.
A staircase leading to a house surrounded by trees and a garden with flowering shrubs.
A multi-level home interior with a wooden staircase, a kitchen area, and a living space with a fireplace.

13. Acorn Cottage by Taylor Made Deep Creek

Acorn Cottage by Taylor Made Deep Creek
Oakland
Acorn Cottage by Taylor Made Deep Creek
A living room with a grey sofa, beige armchair, and a coffee table. There is a fireplace, a TV mounted above it, and a sliding glass door leading to an outdoor area.
A bunk bed room with a window, a small table with a lamp, and a white rug.
A hallway with wooden doors leading to a bedroom and a bathroom.
A dining area with a glass table and orange chairs, a ceiling fan, and a fireplace.

14. Oakland Vacation Rental < 1 Mi to Deep Creek Lake!

Oakland Vacation Rental < 1 Mi to Deep Creek Lake!
Oakland
Oakland Vacation Rental < 1 Mi to Deep Creek Lake!
A covered porch with wicker furniture and a view of a green lawn and neighboring houses.
A bedroom with a sloped ceiling, a bed, a nightstand, a lamp, and a window with blinds.
A cozy living room with a grey sofa, a patterned rug, wooden walls, a television, and a clock.
A two-story house with a porch, a front door, and a small front yard.

15. A Beautiful View by Taylor Made Deep Creek

A Beautiful View by Taylor Made Deep Creek
Oakland
United States
Jamie
A Beautiful View by Taylor Made Deep Creek
A spacious living room with a large blue sectional sofa, a wooden dining table, and a fireplace.
A hot tub on a wooden deck with a view of a forest.
A spacious living area with a large sectional sofa, wooden flooring, and exposed wooden beams.
A bathroom with a white sink, wooden vanity, and a large mirror. There are two framed pictures on the wall and a wooden ceiling with a deer head decoration.

16. A Winter View by Taylor Made Deep Creek

A Winter View by Taylor Made Deep Creek
Oakland
United States
Andrea
A Winter View by Taylor Made Deep Creek
A hot tub under a wooden pergola with a view of a grassy yard and a house in the background.
A stone fireplace with a modern design, a wooden rocking chair, and a framed picture on the wall.
A covered outdoor seating area with wicker furniture and a table, overlooking a forested area.
A living room with a stone wall, a world map, a foosball table, a sofa, and a coffee table.

17. 3 Bears Lodge by Taylor Made Deep Creek

3 Bears Lodge by Taylor Made Deep Creek
Paradise Point
3 Bears Lodge by Taylor Made Deep Creek
Living room
Exterior
BBQ/picnic area
Living room

18. Hemlock Hideaway 6 Bedroom House

Hemlock Hideaway 6 Bedroom House
Oakland
Hemlock Hideaway 6 Bedroom House
Private kitchen
Living room
Private kitchen
Private kitchen

19. The Haven 8 Bedroom House

The Haven 8 Bedroom House
Oakland
The Haven 8 Bedroom House
Exterior
A pool table in a room with wooden beams and a stone wall.
Private kitchen
Private kitchen

20. Celebration at Deep Creek 8 Bedroom House

Celebration at Deep Creek 8 Bedroom House
Oakland
Celebration at Deep Creek 8 Bedroom House
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Oakland.
Preston on the Lake 5 Bedroom House

Preston on the Lake 5 Bedroom House

585 Glendale Road Oakland MD
Get ratesPreston on the Lake 5 Bedroom House
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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.

Learn more about Oakland

Nestled beside Deep Creek Lake, this mountain town offers year-round adventures from skiing to kayaking. Explore the historic downtown where local shops and farm-to-table restaurants welcome you in hiking boots after a day outdoors.

See all hotels in Oakland
A waterfall cascading down a rocky cliff surrounded by dense forest.
Photo by Laura

Top Oakland Hotel Reviews

Find out more about Oakland

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Oakland are calling your name. Known for providing first-rate service in amazing locations, each of the Oakland 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Oakland. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Oakland, Maryland, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Oakland hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Oakland?
To book a 4-star hotel in Oakland that fits your budget, make use of Expedia's filter tool. Check out the availability during your vacation dates and use our pricing filter to set your maximum rate. You can also list your results by the most budget-friendly escape first.
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What's the difference between 5-star and 4-star hotels in Oakland?
Give yourself the luxury treatment during your Oakland getaway by choosing a 4-star hotel. As well as featuring upscale surroundings, these retreats are usually filled with amenities such as bathrobes, large beds and plenty more. A 5-star hotel will go above and beyond to make your stay an even more lavish and special one. 24-hour concierge assistance, on-site spas and gourmet dining are only the start of the exclusive conveniences and services you'll likely get access to.
Does Oakland have any 4-star all-inclusive resorts?
Enjoy a relaxing vacation experience where everything is included in the upfront price by using our "All inclusive" filter. Sticking to your budget is a piece of cake when your room, food, activities and entertainment are already taken care of. After something a little different? Check out the great deals on Expedia's standard 4-star resorts in and around Oakland too.

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