Explore top 2026 4 Star Hotels in Oakland

Name: Lakestar Chalet by Taylor Made Deep Creek
Rating: 8

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Top Oakland 4 Star hotels

Loft of Luxury by Taylor Made Deep Creek

Oakland MD

A restaurant and a hot tub are featured at this vacation home. Guests will appreciate free perks like free self parking and WiFi in public areas. Barbecue grills ...

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Bear Hollow Lodge by Taylor Made Deep Creek

20590 GARRETT HWY Oakland MD

This vacation home features a restaurant, free WiFi in public areas, and barbecue grills.

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Strawberry Fields by Taylor Made Deep Creek

10 ROMAN RIDGE RD #22A Oakland MD

A marina and a hot tub are featured at this smoke-free cabin. Enjoy a meal from the restaurant and perks like free self parking and free WiFi.

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The Mountain Airy by Taylor Made Deep Creek

130 WHITETAIL CT Oakland MD

A restaurant and a hot tub are featured at this cabin. WiFi in public areas is free. Barbecue grills are provided for your convenience.

10/10 Exceptional! (1 review)

"The whole house was beautiful and clean we loved our stay the hot tub was lovely and the chimney made it very cozy"

Reviewed on Nov 30, 2025

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Bears Lair by Taylor Made Deep Creek

94 LEHMAN LN Oakland MD

This vacation home features an outdoor pool, a hot tub, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas.

10/10 Exceptional! (1 review)

"The property was more than expected and we had a wonderful time. Everything we wanted to do was within driving distance. Wonderful experience!"

Reviewed on Jun 18, 2025

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Home Sweet Cabin by Taylor Made Deep Creek

350 MAPLE DEL LN Oakland MD

A restaurant and a hot tub are featured at this cabin. Guests will appreciate free perks like free self parking and WiFi in public areas. Barbecue grills are ...

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Mountain House by Taylor Made Deep Creek

2244 LAKE SHORE DR Oakland MD

This cabin doesn't skimp on freebies - guests receive free WiFi and free self parking. A restaurant and barbecue grills are also provided.

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Windy Acres by Taylor Made Deep Creek

493 Herrington Manor Road Oakland MD

A restaurant is available at this vacation home.

4/10 (1 review)

"The location was beautiful and loved we were able to bring our dogs but the stay itself was so uncomfortable we left a day early. The beds were extremely uncomfortable and while the house sleeps 11 people there was only 4 stools around a narrow island to sit and eat. The hot tub was unsanitary/poorly ..."

Reviewed on Jul 6, 2026

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Wooded Bliss by Taylor Made Deep Creek

1389 MAYHEW INN RD Oakland MD

This vacation home features a restaurant, free WiFi in public areas, and a picnic area.

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Lakestar Chalet by Taylor Made Deep Creek

1390 LAKE SHORE DR Oakland MD

This cabin doesn't skimp on freebies - guests receive free WiFi and free self parking. A restaurant is also provided.

8/10 Very Good! (1 review)

"Property matched description. It could’ve been a bit cleaner on arrival. The tvs did not work, but everything else was great."

Reviewed on Jul 17, 2025

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4 Star Hotels Oakland

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Oakland 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Oakland will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Oakland, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.

Recent Oakland hotel reviews by fellow wanderers

Baja Motel

5 out of 5

Posted 12 hours ago

Travelocity Verified Review

"⭐⭐⭐⭐⭐ Great Stay at Baja Motel in Oakland! I had a very nice stay at the Baja Motel in Oakland, Maryland. The room was clean, comfortable, and well kept, and the staff was friendly and welcoming. Everything was easy from check-in to check-out, and the location was convenient for everything I needed while I was in the area. It’s a great place to stay if you’re looking for something comfortable, affordable, and hassle-free in Oakland. I would definitely stay here again and recommend the Baja Motel to anyone visiting the area. Thank you for a great stay!"

A verified traveler stayed at Baja Motel

Gathering Place: Lakefront w. boat slip | Dog friendly | Hot tub | Fire pit

5 out of 5

Posted 3 days ago

Travelocity Verified Review

"The house was perfect for our family group of adults, 2 children and one labradoodle. There was plenty to entertain everyone, including a hot tub, firepit, use of kayaks, a heated swimming pool and a full size pacman console.The kitchen was lovely snd well stocked.Beds were comfortable.The hostess responded quickly to all questions."

A verified traveler stayed at Gathering Place: Lakefront w. boat slip | Dog friendly | Hot tub | Fire pit

Dog Friendly Cabin in the Woods, Hot Tub & Firepit

5 out of 5

Posted 7 days ago

Travelocity Verified Review

"I’d love to start off by saying thank you to the host for the great weekend. My favorite part of staying in this cabin was the beautiful nights by the fire. The atmosphere of the house along with the serine woods is amazing. The host kindly provided roasting forks along with a smores station, but that’s not the best part. SHE PROVIDES THE WOOD FOR THE FIRE! Other than the fire pit, the hot tub is so relaxing, very clearly well maintained and clean and it even overlooks the fire pit and a tranquil wooded backyard. The interior of the home is very cozy. Big bedrooms, very nice bathrooms, and a very nice vaulted ceiling over the living room. Now as stated in the description there is no A/C so it can get warm at times, but with the windows open and the fan blowing it stayed roughly 5-7 degrees cooler inside than the outside temp. Just plan your trip accordingly. There was a small issue, but the host said they were getting the problem resolved after we checked out so I don’t want to put that against her. Over all a very relaxing experience."

A verified traveler stayed at Dog Friendly Cabin in the Woods, Hot Tub & Firepit

Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp

5 out of 5

Posted 8 days ago

Travelocity Verified Review

"We had a great week. The home is well cared for and comfortable. The bedrooms were a nice size. We relaxed in the hot tub, while enjoying a view of the lake. The location allowed us to explore Deep Creek, Accident, Oakland, Frostburgh and West Virginia. The owner responded promptly to all of our questions and was pleasant to work with."

A verified traveler stayed at Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp