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Search Oakland Cottages

Compare 12 Cottages in Oakland with updated reviews, rates, and availability.

Quaint dog-friendly retreat near the lake w/ wood stove, gas grill, & large yard
9.2 out of 10, Wonderful, 34 reviews
"House was perfect for our weekend get away with children and grandchild. Close proximity to good, shopping and activities."
Quaint dog-friendly retreat near the lake w/ wood stove, gas grill, & large yard
Close to everything DCL, fun for the whole family
10.0 out of 10, Exceptional, 11 reviews
"I can't say enough good things about our stay at Black Eyed Susan!! The house was clean and felt like I was stepping into my own home! The home is well stocked with everything you could need and more. We woke up the first day and realized we forgot coffee. Well wouldn't you know it, there was coffee in the cabinet🙌🙏 We enjoyed the chipmonks, saw some deer and the view of the backyad is fabulous🙌🌈. Perfect location to the lake as well as Oakland, Md. We enjoyed our time with family and...
Close to everything DCL, fun for the whole family
Lucky 12
3.5 star property
Lucky 12
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Oakland Retreat ~ 13 Mi to Deep Creek Lake!
3.0 star property
Oakland Retreat ~ 13 Mi to Deep Creek Lake!
Deep Breath
3.5 star property
Deep Breath
Serendipity
3.5 star property
Serendipity
Fox Den
3.5 star property
Fox Den
Private Family Home w/ Deck, Porch + Forest Views!
3.0 star property
Private Family Home w/ Deck, Porch + Forest Views!
Secluded Oakland House w/ Hot Tub & On-site Hiking
3.0 star property
Secluded Oakland House w/ Hot Tub & On-site Hiking
Schmidt Lodge
3.5 star property
Schmidt Lodge
Convenient Cabin 3BR 1.5 BA, King Bed, Grill, more
Convenient Cabin 3BR 1.5 BA, King Bed, Grill, more
Lakefront Maryland Home - Deck, Grill & Pool Table
3.0 star property
Lakefront Maryland Home - Deck, Grill & Pool Table
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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

Dog-friendly cabin with private hot tub, Ping-Pong & lake views
8.8 out of 10, Excellent, 67 reviews
"Overall the property was great. Nice location. Pictures were accurate. Very clean property. Fully stocked kitchen. Minor things didn't work."
Dog-friendly cabin with private hot tub, Ping-Pong & lake views
Cozy, family-friendly, lakeview condo with gas grill & firepit
7.6 out of 10, Good, 30 reviews
"Cute for 2 people, but if you have trouble with steps look for a different location. Bed in main bedroom was VERY tall off the ground and hard to get into for a 5 foot tall woman. Clean property, but although sleeps 6 is stated in rental, it was comfortable for myself and my friend on our girls weekend. Give local restaurant Black Bear Tavern a 5 star rating also. EXCELLENT service, selection, food was amazing and entertainment was spot on for what we were looking for. Location nearby...
Cozy, family-friendly, lakeview condo with gas grill & firepit
Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village
10.0 out of 10, Exceptional, 400 reviews
"Was a great stay for Mother’s Day"
Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village
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 Cottages information

Number of reviews
33
Accommodation
12 Cottages
Lowest Price
Highest Price

Frequently asked questions

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What is there to do in Oakland near my cottage?
If you’re ready to explore the best of Oakland, make tracks to Herrington Manor State Park. It’s a hit with locals and visitors alike.

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