Oakland Town Houses

A waterfall cascading over rocks in a forested area.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

No exact matches found, but these alternatives could be just right

Recommended hotels in Oakland

A porch with hanging flower baskets and potted plants.

1. The Garrett Inn

Oakland

Michael

HK$1,389 total

includes taxes & fees

20 Oct - 21 Oct

A bedroom with a wooden ceiling, a bed, a nightstand, a chair, and a wardrobe.

2. Baja Motel

Oakland

Faelyn

HK$1,023 total

includes taxes & fees

29 Oct - 30 Oct

A group of people sitting on Adirondack chairs around a fire pit in an outdoor setting with a lodge in the background.

3. Cove Creek Lodge

Oakland

"We booked a Double Queen room for two nights for our family of four. Our stay was comfortable, and we were pleased with the location and facilities. One area for improvement is the room’s lighting—it was quite dim, making it difficult to read a book without natural light from the window. While the room had a nice coffee table and two comfortable chairs, a desk or a luggage bench would have been a welcome addition."

Abhijit

HK$1,871 total

includes taxes & fees

25 Oct - 26 Oct

A spacious room with a large bed, a sofa, and a dining table. There are wooden walls and a ceiling fan.

4. Couples Retreat: The HayLoft- Rustic Escape For 2

Oakland

Bonnie J.

HK$1,953 total

includes taxes & fees

25 Oct - 26 Oct

A cabin with a deck and a fire pit in the foreground.

5. Deer Pass – Luxury Glamping Yurt Near Deep CreekMd

Oakland

Holly M.

HK$1,953 total

includes taxes & fees

20 Oct - 21 Oct

A spacious living area with a stone fireplace, wooden beams, a staircase, and a view of a lake.

6. Suites at Silver Tree: A204 Studio Standard View

Oakland

Leandra S.

HK$2,041 total

includes taxes & fees

21 Oct - 22 Oct

A spacious lobby with a stone fireplace, wooden beams, and a high ceiling.

7. Suites at Silver Tree: A118 Studio Standard View

Oakland

Mark

HK$2,031 total

includes taxes & fees

1 Nov - 2 Nov

8. Suites at Silver Tree: A212 One Bedroom Standard View

Oakland

Erin C.

HK$2,142 total

includes taxes & fees

25 Oct - 26 Oct

A log cabin interior with a wooden staircase, a living area with two sofas, a coffee table, and a dining area with a table and chairs.

9. The winter is coming !!!

Oakland

"For those that like indoor entertainment and relaxation, this place is for you. There is air hockey, a video game machine, hot tub and tv in every room. The hot tub and air hockey is in an enclosed room off the living room so no worry about chlorine smells in the home. The video game Pac-Man is in the loft. You can relax by the fireplace place in the super comfy couches or sit on the porch swing and watch the deer or ground hogs walking by in the side yard."

Shere

HK$3,495 total

includes taxes & fees

20 Oct - 21 Oct

10. Will O' The Wisp: 206A Efficiency/One Bath

Oakland

Erika M.

HK$2,268 total

includes taxes & fees

29 Oct - 30 Oct

11. Suites at Silver Tree: A124 Studio Standard View

Oakland

Lisa G.

HK$2,041 total

includes taxes & fees

25 Oct - 26 Oct

A two-story log cabin with a balcony, surrounded by trees and snow.

12. That Special Place

Oakland

Patti R.

HK$3,819 total

includes taxes & fees

2 Nov - 3 Nov

13. Will O' The Wisp: 107B One Bedroom/One Bath

Mountainside

Stacy S.

HK$2,457 total

includes taxes & fees

28 Oct - 29 Oct

14. Will O' The Wisp: 302B One Bedroom/One Bath

Oakland

Cheryl W.

HK$2,325 total

includes taxes & fees

20 Oct - 21 Oct

A cabin with a fire pit surrounded by rocks, two Adirondack chairs, and a deck with string lights.

15. Pine Loom Lodge ~ Minutes to Golf, Lake & Wisp; Hot Tub, Game Room

Oakland

Paula P.

HK$5,827 total

includes taxes & fees

3 Nov - 4 Nov

16. Suites at Silver Tree: A210 Studio Standard View

Oakland

Darlene

HK$2,041 total

includes taxes & fees

20 Oct - 21 Oct

17. Suites at Silver Tree: A119 Studio Lake View

Oakland

Keith A.

HK$2,297 total

includes taxes & fees

28 Oct - 29 Oct

A bathroom with a white sink, wooden vanity, and a mirror with lights.

18. Suites at Silver Tree: A114 One Bedroom Standard View

Oakland

Cristian

HK$2,077 total

includes taxes & fees

1 Nov - 2 Nov

19. Suites at Silver Tree: A115 One Bedroom Lake View

Oakland

Angela

HK$2,286 total

includes taxes & fees

5 Nov - 6 Nov

A spacious cabin with a large living area, wooden floors, and a kitchen with stone accents.

20. Log chalet w/ hot tub & BBQ grill

Oakland

Jennifer M.

HK$6,737 total

includes taxes & fees

21 Oct - 22 Oct

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Oakland Hotel Reviews

The winter is coming !!!

10/10 Excellent

"Very nice property. Very pleased with house overall. We had a great time."

Dog Friendly Cabin in the Woods, Hot Tub & Firepit

10/10 Excellent

"Perfectly situated on the outskirts of the town of Oakland, MD. Relaxing cozy cabin that has a great hot tub and outdoor vibe. The inside is modern cabin in style and has every amenitie your home does. The host was a pleasure to rent from and took accommodating to the next level for our stay. Definitely would recommend this cabin if your in the Garrett County area!"

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

10/10 Excellent

"Great, open property. Very clean. Fire pit was awesome! Lake access was perfect. Bill was amazing. If we needed anything, he was there in less than 5 minutes. We will definitely re-book!"

Lakefront/Dock/Amazing views HotTub

10/10 Excellent

"We had such an awesome stay here! The house was super clean, cozy, and just a really great spot to relax. The view was absolutely gorgeous — we couldn’t stop staring at it.Huge shoutout for the kayak. We had a blast out on the water, and it definitely became one of the highlights of the trip. The firepit was another favorite — perfect for hanging out in the evenings and roasting marshmallows. The kids were totally into all the games in the house too, which kept everyone happy and busy.Overall, we had a fantastic time and would totally come back. Loved it!"

The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

10/10 Excellent

"This place is exceptional! Very cozy, the beds are comfy, and that's including the sofa bed. Plenty of linens, towels and essentials. The fire pit was perfect, although we did not use the hot tub. Loved everything about this place, centrally located, it's clean and tidy, a lot of little extras, including vinyl records, a turntable, and games to play. We had a wonderful anniversary weekend getaway! Jeff is an ideal host. I HIGHLY recommend this place. Give it a try. You won't be disappointed!!"

Find out more about Oakland