Photo by KM Moore

Find 4 Star Hotels in Oakland, MD

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Compare Oakland 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

House (2 Bedrooms) | Property amenity
Loft of Luxury
Loft of Luxury
4.0 star property
8.0 out of 10, Very Good, (2)
"Pasamos un buen tiempo en familia lo recomiendo es un buen lugar para visitar "
Mexico
Cesar
Loft of Luxury
House (5 Bedrooms) | Property amenity
Bear Hollow Lodge
Bear Hollow Lodge
4.0 star property
Bear Hollow Lodge
House (3 Bedrooms) | Property amenity
Strawberry Fields
Strawberry Fields
4.0 star property
10.0 out of 10, Exceptional, (1)
Strawberry Fields
House (4 Bedrooms) | Property amenity
Bears Lair
Bears Lair
4.0 star property
10.0 out of 10, Exceptional, (1)
"The property was more than expected and we had a wonderful time. Everything we wanted to do was within driving distance. Wonderful experience!"
United States
Diane
Bears Lair
House (4 Bedrooms) | Property amenity
Acorn Cottage
Acorn Cottage
4.5 star property
Acorn Cottage
House (4 Bedrooms) | Property amenity
Mountain Freedom
Mountain Freedom
4.0 star property
Mountain Freedom
House (4 Bedrooms) | Property amenity
Butterfly Retreat
Butterfly Retreat
4.0 star property
Butterfly Retreat
House (4 Bedrooms) | Front of property
Bee Tree II
Bee Tree II
4.0 star property
Bee Tree II
House (4 Bedrooms) | Property amenity
Home Sweet Cabin
Home Sweet Cabin
4.0 star property
Home Sweet Cabin
House (4 Bedrooms) | Property amenity
Windsor House
Windsor House
4.0 star property
Windsor House
House (2 Bedrooms) | Front of property
A Beautiful View
A Beautiful View
4.0 star property
8.0 out of 10, Very Good, (2)
"Cute place with updated furnishings and appliances, right across the street from Deep Creek Lake boat rentals, jet skis, restaurants and Lakeside Creamery. 15 minute drive to Swallow Falls and quick drive to any other activity offered."
United States
Jamie
A Beautiful View
House (5 Bedrooms) | Property amenity
Mountain House
Mountain House
4.0 star property
Mountain House
House (5 Bedrooms) | Property amenity
Lakestar Chalet
Lakestar Chalet
4.0 star property
8.0 out of 10, Very Good, (1)
"Property matched description. It could’ve been a bit cleaner on arrival. The tvs did not work, but everything else was great. "
United States
Pamela
Lakestar Chalet
House (Multiple Bedrooms) | Property amenity
St. Bart's Retreat
St. Bart's Retreat
4.0 star property
St. Bart's Retreat
House (4 Bedrooms) | Property amenity
Some Kind of Wonderful
Some Kind of Wonderful
4.0 star property
Some Kind of Wonderful
Property grounds
Deja Blue
Deja Blue
4.0 star property
10.0 out of 10, Exceptional, (1)
"Deja Blue was extremely clean and comfortable for my family get away. Provided all neede items. I will definitely use Taylor Made again"
United States
Elgin
Deja Blue
House (4 Bedrooms) | Property amenity
A Winter View
A Winter View
4.0 star property
6.0 out of 10, (2)
"Great place for a weekend getaway!"
United States
Andrea
A Winter View
House (3 Bedrooms) | Property amenity
The Mountain Airy
The Mountain Airy
4.0 star property
The Mountain Airy
House, Multiple Beds, Hot Tub | View from property
Waves N' Moguls
Waves N' Moguls
4.0 star property
Waves N' Moguls
House (5 Bedrooms) | Property amenity
American Pride
American Pride
4.0 star property
6.0 out of 10, (1)
"This is a spacious home with plenty of space for a large family gathering and most importantly graciously allows dogs. Very close to the WISP resort, and minutes away from the lake. Owners have thoughtfully included plenty of "extras" to make guests feel at home like board games, DVDs, a game room, and a well-appointed kitchen! Home however is starting to show lots of wear and tear. To mention a few; a non-working gas fireplace (a pretty big deal for winter stays) missing door handles on the...
United States
veronica
American Pride
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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
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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
Waterfall at Swallow Falls
Photo by Jenn Charbonneau
Open Photo by Jenn Charbonneau

Top Oakland Hotel Reviews

Find out more about Oakland

Oakland Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Oakland, Maryland are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Oakland 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Oakland. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Oakland, Maryland, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Oakland hotels offer everything your heart desires.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Oakland?
With Expedia's filter tool, locking in a fabulous deal on a 4-star hotel in Oakland just got simpler. Start by entering your chosen travel dates and length of your getaway. Then sort the results by price and choose a hotel that best suits your style and budget.

  • Search for the lowest price

What's the difference between 5-star and 4-star hotels in Oakland?
Treat yourself to luxury during your Oakland escape by staying at a 4-star hotel. As well as featuring upmarket accommodations, these properties are usually packed with amenities, including large beds, complimentary bathrobes and more. A 5-star hotel will go above and beyond to make your stay an even more indulgent and special one. Concierge assistance, luxurious spas and gourmet dining are just the start of the first-rate conveniences and services you'll likely have access to.
Does Oakland have any 4-star all-inclusive resorts?
Enjoy a worry-free vacation experience where everything is included in the one upfront price by using our "All inclusive" filter. Sticking to your budget is a piece of cake when your room, meals and many activities are already taken care of. Eager for more options? Check out the great deals on our standard 4-star resorts in and around Oakland too.

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