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Search Holiday Homes in Oakland

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Browse Select Oakland Holiday Homes

Property grounds
In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,
9.0 out of 10, Wonderful, (27)
"The place is pretty nice. Just perfect for us. Other than some very minor issues such as dated appliances, the place was very well maintained. We really enjoyed our stay. The host is always there to answer our questions. Definitely a great place to stay."
In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,
Property grounds
Deep Creek Lake Townhome w/Deck & Water Views
9.4 out of 10, Exceptional, (23)
"Amazing views, great area."
Deep Creek Lake Townhome w/Deck & Water Views
Property grounds
Dog-friendly home in a great, central location w/ private hot tub & golf nearby
9.0 out of 10, Wonderful, (47)
"We loved the features of the cabin. Comfy!"
Dog-friendly home in a great, central location w/ private hot tub & golf nearby
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Property grounds
New! Serenity Shores: Lake Area, Hot Tub, Fireplace, Fire Pit, A/C!
9.2 out of 10, Wonderful, (12)
"This was perfect for us, very cozy and clean. Will come back for sure"
New! Serenity Shores: Lake Area, Hot Tub, Fireplace, Fire Pit, A/C!
Pool
Dog-friendly house on the lake with fireplace, kayak, central AC, & EV charger
8.8 out of 10, Excellent, (38)
"House had a great view! Directly on the water. Good location close to all the main attractions. Kitchen was very spacious too. Areas of opportunity: The WiFi internet connection wasn’t good. Also it felt like every time we were outside we were being watched & recorded by the Ring cameras. Overall, we had a good experience."
Dog-friendly house on the lake with fireplace, kayak, central AC, & EV charger
Microwave, dishwasher, coffee/tea maker, toaster
Oakland Retreat ~ 13 Mi to Deep Creek Lake!
9.8 out of 10, Exceptional, (14)
"Our stay was very relaxing. The house was decorated beautifully, very comfortable, and close to everything we wanted visit. The only thing that I didn’t like was that you had to take your own trash, especially when you pay a cleaning fee, and the beds were uncomfortable. We appreciate the host letting us stay. We enjoyed our trip."
Oakland Retreat ~ 13 Mi to Deep Creek Lake!
Fridge, microwave, oven, stovetop
Level lakefront, family-friendly, hot tub, low fees, private dock
10.0 out of 10, Exceptional, (82)
"Everything was great. The home was very big and equipped with everything you need for a large family."
Level lakefront, family-friendly, hot tub, low fees, private dock
Dining
Secluded Oakland House w/ Hot Tub & On-Site Hiking
10.0 out of 10, Exceptional, (10)
"Beautiful home, beautiful location. Secluded and wonderfully quiet but not far from things to do. We loved the on site trails and there was plenty of room for our dogs to run and play. The house was well stocked with everything you might need. We would have rented the week between Christmas and New Year’s if it wasn’t already booked. We will definitely be back!"
Secluded Oakland House w/ Hot Tub & On-Site Hiking
Property grounds
Beautiful Lake View w/Hot tub, Fireplace,& firepit
9.8 out of 10, Exceptional, (9)
"We had a great time at this house! It’s a great location in Deep Creek with a beautiful view. The house is as shown in the pictures. We loved the little touches like having binoculars around the house so we could look across the lake. We had four adults, three kids and two dogs, plenty of room for all of us. One of favorite things to do was cuddle up with a movie at night and have a fire going in the fireplace!"
Beautiful Lake View w/Hot tub, Fireplace,& firepit
Property grounds
Amazing Central Location! Lakefront! Hot tub/dock!
9.4 out of 10, Exceptional, (35)
"The house was great. Plenty big for all of us and clean. I would say the outside of the house could use some care. Maybe a good power washer would help and window cleaning. The property manager was amazing. We had two small issues and they came to fix it immediately. Would also recommend the house in the summer as it has great Lake access. Beautiful views too."
Amazing Central Location! Lakefront! Hot tub/dock!
TV, fireplace
Rural, Dog-Friendly Home Tucked Into the Woods with Gas Fireplace and Free WiFi
9.0 out of 10, Wonderful, (17)
"Property has all you need for a comfortable stay"
Rural, Dog-Friendly Home Tucked Into the Woods with Gas Fireplace and Free WiFi
Property grounds
New: Lakefront Luxury Home with Private Indoor Heated Pool!
10.0 out of 10, Exceptional, (2)
"This house is beautiful, huge, and perfect for any large group. The house was clean and check in and check out were easy. 10/10 recommend."
New: Lakefront Luxury Home with Private Indoor Heated Pool!
3 bedrooms, free WiFi, bed sheets
Lake It Easy: Lake Access, Fireplace, Wifi, Lake Views!
9.4 out of 10, Exceptional, (29)
"The property was so lovely and comfortable. Very clean and more than enough space. I cannot say enough about the property. The only negative I have to share is the noise of Garrett Highway. The property faces the road and the vehicular noise was non-stop day and night. My spouse was wakened up in the middle of the night several times due to the noise. That said, the actual property was fabulous!"
Lake It Easy: Lake Access, Fireplace, Wifi, Lake Views!
Property grounds
8min2WISP/Lakefront/Dock/HotTub
9.8 out of 10, Exceptional, (21)
"Our family of 10 had a great time on the lake. The house is comfortable to host a large group. Multiple King beds is a big plus. The lake views are stunning. Parking can be a bit tricky if you have multiple cars but after a few times pulling in and out we figured it out. We are looking forward to visiting again, hopefully in warmer months to take full advantage of the lake activities. Hima was amazing at answering all of our questions throughout our stay. I highly recommend Hygge Memories!!!"
8min2WISP/Lakefront/Dock/HotTub
Interior
Gorgeous cabin on 2.3 acres with private hot tub & game room with pool table
8.8 out of 10, Excellent, (10)
"It was a cozy birthday weekend with friends and family. The is located in a very quiet and beautiful area. The house had everything we needed and we had plenty of room for everyone to have their own space. I highly recommend this house!"
Gorgeous cabin on 2.3 acres with private hot tub & game room with pool table
Smart TV, fireplace, DVD player, ping pong
New Construction! Modern Lakefront A-Frame with Hot Tub + Fire Pit
10.0 out of 10, Exceptional, (4)
"The communication from the hosts was professional and frequent. The home was absolutely gorgeous and just newly renovated so very new all around. It fit our family of 9 very comfortably with 6 kids. The kids loved the view of the lake and the amenities were great."
New Construction! Modern Lakefront A-Frame with Hot Tub + Fire Pit
Exterior
Central Lake House with Private Dock! Walk to Area Hot Spots!
9.8 out of 10, Exceptional, (18)
"I recently stayed on property and it was a lovely time. You can't ask for a better location if you want to be close to the nightlife of the area. Only issue was a broken piece of the basement stairway, but I wouldn't hold that against the houses rating as it was only a minor flaw."
Central Lake House with Private Dock! Walk to Area Hot Spots!
TV, fireplace, books
5BR lakefront retreat with hot tub, sauna, & dock
10.0 out of 10, Exceptional, (2)
"Perfect stay! We will be back for sure!"
5BR lakefront retreat with hot tub, sauna, & dock
Outdoor spa tub
New! Howie's Landing: Dogs Welcome, Lake Area, Hot Tub!
10.0 out of 10, Exceptional, (2)
"The place is so cute! Its clean, decorated nicely, and has everything you shoudl need..and more. Alot of space in driveway. Nice view of the woods from the nice sized hottub. Quiet street. Tv in every bedroom, central air a bonus! Will def be staying here again"
New! Howie's Landing: Dogs Welcome, Lake Area, Hot Tub!
Fridge, microwave, oven, stovetop
Charming home near lake and skiing with hot tub, balcony, fireplace, W/D & deck
8.0 out of 10, Very good, (12)
"The house was easy to find and conveniently located. Perfect house for our family, including 2 dogs. The only problem we had was the elock code was not working to open the door, I did not have cell service at the house, and we weren’t provided the Wi-Fi password prior to check in. Luckily I am very familiar with the area and where I can get cell phone reception so I drove to Walmart where I could connect to their Wi-Fi and call customer service. I was given both a new e lock code and the Wi-Fi...
Charming home near lake and skiing with hot tub, balcony, fireplace, W/D & deck
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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.

Other property types in Oakland

Property grounds
In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,
9.0 out of 10, Wonderful, (27)
"The place is pretty nice. Just perfect for us. Other than some very minor issues such as dated appliances, the place was very well maintained. We really enjoyed our stay. The host is always there to answer our questions. Definitely a great place to stay."
In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,
Fridge, microwave, oven, stovetop
Bright condo with Deep Creek Lake views, wood fireplace & access to pool/hot tub
8.4 out of 10, Very good, (59)
"very nice for a quick trip away. It’s near everything you need!"
Bright condo with Deep Creek Lake views, wood fireplace & access to pool/hot tub
Property grounds
Deep Creek Lake Townhome w/Deck & Water Views
9.4 out of 10, Exceptional, (23)
"Amazing views, great area."
Deep Creek Lake Townhome w/Deck & Water Views
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.

Oakland Holiday Homes information

Number of reviews
340
Accommodation
453 Holiday Homes
Lowest Price
Highest Price

Oakland Hotel Reviews
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