Oakland Holiday Houses | Expedia.co.nz

A sandy beach with a rocky shoreline, trees with autumn foliage, and a lake under a partly cloudy sky.

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Our top choices for Oakland holiday homes

A wooden interior with a welcome sign, a clock, and a bench.

1. Captain's Quarters Deep Creek Log Cabin Oasis

Oakland

Brendan P.

includes taxes & fees

21 Oct - 22 Oct

2. Dar's Deep Creek Log Cabin Timber Hideaway

Oakland

includes taxes & fees

8 Nov - 9 Nov

A deck with a table and chairs, overlooking a lake and autumn foliage.

3. Private Lodge sleeps 31 guests Spectacular Views

Oakland

Jocelyn M.

includes taxes & fees

25 Oct - 26 Oct

A bedroom with a wooden paneled wall, a bed with a quilt, a nightstand with a lamp, a dresser, and a window with curtains.

4. Glendale Getaway: Nostalgic not Fancy

Swanton

includes taxes & fees

22 Oct - 23 Oct

A spacious living area with a stone fireplace, wooden ceiling, and a dining table with chairs.

5. Cozy Lake Access Home with Hot Tub

McHenry

Cody S.

includes taxes & fees

29 Oct - 30 Oct

A two-story house with a deck and a chimney.

6. Wisp View Retreat, Hot tub

Accident

includes taxes & fees

26 Oct - 27 Oct

A road curving to the right with a sign for 'The Pinnacle' hotel.

7. Lake Access, Hot Tub, Sleeps 12

Swanton

Harsh S.

includes taxes & fees

21 Oct - 22 Oct

A wooden dining area with a large table and chairs, large windows, and hanging pendant lights.

8. Splash Mountain 6 bedrooms with indoor pool & mountain and filtered lake view

Garrett County

chuck w.

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Top Oakland Hotel Reviews

The Garrett Inn

8/10 Good

"When we arrived to the Garrett Inn, we were able to check in, and were given a key to the room, and told where to park (each room's number was plainly painted on the space for each room, however, due to the configuration of the parking lot vs the way the room's were situated, the parking spaces were off-set from the individual rooms, so when parked for the room assigned, the space was two spaces offset. The room was well appointed, two full beds, a bathroom with a pocket door, a small table with two chairs. There was a microwave and room size refrigerator in the corner of the room, with coffee fixings and a coffee pot. The beds were firm but slept good. However, there was a bit of car noise from the busy highway (Rt 219), but it calmed down after about 11 pm. There was a great restaurant across the street, and also about a quarter of a mile down the road from the motel, both served great food. This motel was perfect for those who were exploring the local area and require a base to work from, this motel is perfect. It's not a chain motel, but it's quaint and fills all the basic needs of a motel."

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

Oakland Holiday Homes information

Number of reviews	273
Accommodation	483 Holiday Homes
Lowest Price	NZ$272
Highest Price	NZ$3,448

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Oakland holiday homes

1. Captain's Quarters Deep Creek Log Cabin Oasis

2. Dar's Deep Creek Log Cabin Timber Hideaway