All destinations / Maryland / Oakland
Vacation rentals in Oakland, MD
86 stays. Open the interactive list and map ↗
- Glamping-Delta Oakland, Maryland · Offlake Rentals · Up to 4 guests · 1 bedrooms
- Glamping-Uzes Oakland, Maryland · Offlake Rentals · Up to 4 guests · 1 bedrooms
- Glamping-Cortina Oakland, Maryland · Offlake Rentals · Up to 4 guests · 1 bedrooms
- Yellowstone Yurt Oakland, Maryland · Railey Vacations · Up to 4 guests · 1 bedrooms
- Glamping-Stanley Oakland, Maryland · Offlake Rentals · Up to 4 guests · 1 bedrooms
- Wild Yough Glamping Campground Oakland, Maryland · Offlake Rentals · Up to 23 guests
- Glamping-Ardennen Oakland, Maryland · Offlake Rentals · Up to 4 guests · 1 bedrooms
- Unwined Oakland, Maryland · Red Barn Vacations · Up to 20 guests · 8 bedrooms
- Wynsome Run Lodge Oakland, Maryland · Railey Vacations · Up to 16 guests · 7 bedrooms
- Peregrines Perch Oakland, Maryland · Red Barn Vacations · Up to 24 guests · 8 bedrooms
- Absolute Delight Oakland, Maryland · Railey Vacations · Up to 25 guests · 8 bedrooms
- Paradise at Deep Creek Oakland, Maryland · Railey Vacations · Up to 18 guests · 7 bedrooms
- Tree Top Lodge Oakland, Maryland · Railey Vacations · Up to 8 guests · 4 bedrooms
- Tullamore Oakland, Maryland · Railey Vacations · Up to 12 guests · 4 bedrooms
- Magnolia Oakland, Maryland · Timber Rock Village · Up to 14 guests · 5 bedrooms
- Vintage Oakland Oakland, Maryland · Offlake Rentals · Up to 10 guests · 4 bedrooms
- Cornerstone Crest Oakland, Maryland · Red Barn Vacations · Up to 14 guests · 5 bedrooms
- Heavenly Hideaway Oakland, Maryland · Red Barn Vacations · Up to 6 guests · 2 bedrooms
- Log Retreat Oakland, Maryland · Railey Vacations · Up to 25 guests · 9 bedrooms
- Tree Haus Oakland, Maryland · Railey Vacations · Up to 6 guests · 2 bedrooms
- Lakeview Bearadise Oakland, Maryland · Railey Vacations · Up to 11 guests · 4 bedrooms
- Perfectly Seasoned Oakland, Maryland · Railey Vacations · Up to 12 guests · 5 bedrooms
- The Lake's the Limit Oakland, Maryland · Railey Vacations · Up to 14 guests · 5 bedrooms
- Snaggy Mountain Oasis Oakland, Maryland · Prime Vacation Rentals · Up to 9 guests · 3 bedrooms
- Treeline Lodge Oakland, Maryland · Red Barn Vacations · Up to 8 guests · 3 bedrooms
- Oar House Oakland, Maryland · Red Barn Vacations · Up to 10 guests · 3 bedrooms
- American Dream Oakland, Maryland · Prime Vacation Rentals · Up to 14 guests · 5 bedrooms
- Endless Views Oakland, Maryland · Prime Vacation Rentals · Up to 10 guests · 4 bedrooms
- Gathering Place Oakland, Maryland · Timber Rock Village · Up to 12 guests · 4 bedrooms
- Awesome View Oakland, Maryland · Railey Vacations · Up to 24 guests · 8 bedrooms
- Rockwell Oakland, Maryland · Timber Rock Village · Up to 10 guests · 4 bedrooms
- Mountain Laurel Oakland, Maryland · Timber Rock Village · Up to 10 guests · 4 bedrooms
- Lakeside Landing Oakland, Maryland · Railey Vacations · Up to 14 guests · 5 bedrooms
- Always in Season Oakland, Maryland · Railey Vacations · Up to 14 guests · 6 bedrooms
- Owl Cabin Oakland, Maryland · Railey Vacations · Up to 8 guests · 2 bedrooms
- Traders Views Oakland, Maryland · Offlake Rentals · Up to 6 guests · 2 bedrooms
- Evergreen Oakland, Maryland · Timber Rock Village · Up to 11 guests · 4 bedrooms
- Owl's Nest Oakland, Maryland · Prime Vacation Rentals · Up to 8 guests · 3 bedrooms
- Cannonball Oakland, Maryland · Red Barn Vacations · Up to 10 guests · 4 bedrooms
- Once in a Blue Moon Oakland, Maryland · Red Barn Vacations · Up to 10 guests · 5 bedrooms
- Terps Hideaway Oakland, Maryland · Prime Vacation Rentals · Up to 10 guests · 5 bedrooms
- Lakeslee Lodge Oakland, Maryland · Red Barn Vacations · Up to 16 guests · 6 bedrooms
- Life is Good Today Oakland, Maryland · Red Barn Vacations · Up to 8 guests · 3 bedrooms
- Crowd Pleaser Oakland, Maryland · Railey Vacations · Up to 11 guests · 4 bedrooms
- Willowcrest Oakland, Maryland · Timber Rock Village · Up to 7 guests · 3 bedrooms
- Changes in Attitude Oakland, Maryland · Red Barn Vacations · Up to 14 guests · 5 bedrooms
- Great Escape Oakland, Maryland · Prime Vacation Rentals · Up to 10 guests · 2 bedrooms
- Deep Creek Lakefront Retreat | Private Dock | Sleeps 12 Oakland, Maryland · Historic Getaways (Creative Home Pros) · Up to 12 guests · 4 bedrooms
- Good Time Pine Oakland, Maryland · Prime Vacation Rentals · Up to 12 guests · 4 bedrooms
- Lake Shore Landing Oakland, Maryland · Railey Vacations · Up to 12 guests · 5 bedrooms
- Dolce Vita Oakland, Maryland · Offlake Rentals · Up to 10 guests · 4 bedrooms
- The O A Chalet Oakland, Maryland · Railey Vacations · Up to 12 guests · 4 bedrooms
- Lakeland Views Oakland, Maryland · Red Barn Vacations · Up to 9 guests · 3 bedrooms
- All Seasons Oakland, Maryland · Offlake Rentals · Up to 10 guests · 4 bedrooms
- Getaway Chalet Oakland, Maryland · Railey Vacations · Up to 10 guests · 4 bedrooms
- Maple Ridge Oakland, Maryland · Timber Rock Village · Up to 10 guests · 4 bedrooms
- Blue Skies Oakland, Maryland · Prime Vacation Rentals · Up to 14 guests · 5 bedrooms
- The Birch Bower Oakland, Maryland · Red Barn Vacations · Up to 10 guests · 5 bedrooms
- Mountain Escape Oakland, Maryland · Offlake Rentals · Up to 10 guests · 4 bedrooms
- Wandering Woods Oakland, Maryland · Prime Vacation Rentals · Up to 10 guests · 3 bedrooms
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