We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Oakland Vacation Rentals

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    $148 Average
    |||
    |||
    $0$1,000+
    Suitability
    More filters
    Travelers to Oakland are booking November dates now. Secure your vacation rental today, and have the perfect trip.
    All 147 Rentals in Oakland
    Sort by:
    Default
    Red Run Cabin1 / 22
    (29)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Captivating Cabin located on wooded lot and short stroll to lake and dock!1 / 26
    (10)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Hot Tub
    • Internet Access
    • Washer
    • Housekeeping Included
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Don't Miss Out on Staying in a Cute Log Cabin with a Year-Round Hot Tub Room and Two Fireplaces! This adorable log cabin is waiting to make your Deep Creek Lake vacation memorable! Walk up the path and around the bushy pine tree to find a cozy, covered front porch peeking out between even more...
    View all property information
    Location Information
    Oakland, Garrett County 21550
    Cabin - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Mountaineer1 / 20
    (6)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Housekeeping Included
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mountaineer will make an adventurer out of you! You'll love the lush natural splendor all around! Soar to great heights at Mountaineer! Freed from the burdens of everyday life, emerge refreshed, renewed, and ready for adventure in this charming three-bedroom chalet. Located on a lush wooded lot in...
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Inquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Washer
    • Hot Tub
    • Housekeeping Included
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Simply Cozy Describes this Lovely Duplex Unit at Deep Creek Lake Perfectly!  Once you step through the front door of this lake area unit, you will instantly feel the warmth surround you. A gorgeous corner kitchen greets you with a beautiful contrast between the wood accents and black and stainless...
    View all property information
    Location Information
    Oakland, Garrett County 21550
    Condo/Apartment - 5 Bedrooms, 5 Bathrooms, Sleeps 14
    Make Inquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Housekeeping Included
    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Designed for relaxation, the spectacular charisma of Tree Haus warms and welcomes all who visit! Nestled within the picturesque Yelllowstone Village community, Tree Haus offers convenience and charm! Situated in central Deep Creek, you are never far from family-friendly fun and entertainment with...
    View all property information
    Location Information
    Oakland, Garrett County 21550
    Cabin - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Hot Tub
    • Cable/satellite TV
    • Housekeeping Included
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With super close lake access and abundant privacy of the woods, Deer Pass is a proven delight! Unlike any other vacation retreat, Deer Pass offers the opportunity to escape the ordinary and transcend into greatness! It is not often you can enjoy coffee on your deck while watching deer graze at...
    View all property information
    Location Information
    Oakland, Garrett County 21550
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
    Make Inquiry
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Hot Tub
    • Housekeeping Included
    • Parking
    • Internet Access
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the Magic of Deep Creek Lake in a Comfortable & Cozy Log Cabin in Yellowstone Village! From the minute you arrive at this warm and inviting 2 bedroom, 1 full bath home, you will escape to a simpler time with all the modern conveniences you desire. The main level envelops you with the...
    View all property information
    Location Information
    Oakland, Garrett County 21550
    Cabin - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Housekeeping Included
    • Cable/satellite TV
    • Hot Tub
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Home on the Ridge is a sweet and spacious dwelling with breathtaking mountain-lake views! Looking for a comfortable roost to rest the head? Someplace bright and cheery where relaxation and rejuvenation can take hold? Look no further than Home on the Ridge! Perched atop a quiet wooded community,...
    View all property information
    Location Information
    Oakland, Garrett County 21550
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    Save time - get the best Oakland rentals sent straight to your email!
    Get the List
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Parking
    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Take a Break from the Fast Pace of Life and Step Back into Time at “The Deep Creek.”Font This cozy and quaint 2 level, 2 bedroom, 2 full bath traditional log cabin is waiting for you! Whether you are looking for a romantic getaway or the perfect adventure for a small family, this cabin has all...
    View all property information
    Location Information
    Oakland, Garrett County 21550
    Cabin - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Housekeeping Included
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owl Cabin mixes sweet simplicity with modern elegance to create an irresistible aura of relaxation! Located in the heart of Deep Creek, yet tucked away in the secluded Yellowstone Village community, Owl Cabin offers the best of both worlds! This welcoming two bedroom cabin offers the perfect...
    View all property information
    Location Information
    Oakland, Garrett County 21550
    Cabin - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Housekeeping Included
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    What an adorable log cabin home! Whitewater Lodge is a three-bedroom log home in the picturesque Yellowstone Village cabin community in the central Deep Creek area. Inside, the charming wood styling, open layout, and fun vacation amenities transform this charming little cabin into a modern retreat...
    View all property information
    Location Information
    Oakland, Garrett County 21550
    Cabin - 3 Bedrooms, 3 Bathrooms, Sleeps 9
    Make Inquiry
    Glistening Waters1 / 14
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Parking
    • Internet Access
    • Housekeeping Included
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Where can you revel in the ambiance of wood fires and water views? Glistening Waters, that's where! Tucked away along a quiet corner of the lake, Glistening Waters is everything you would expect- and more! The lake is never brighter and more beautiful than from the shores of this charming lake...
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Inquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Housekeeping Included
    • Cable/satellite TV
    • Internet Access
    • Hot Tub
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mountain majesty comes to life at Lost Bearadise. This quaint forest cabin is as charming as can be! This charming mountain cabin sets the mood for an unforgettable vacation! The rustic furnishings and wood accents found throughout create a cozy getaway any time of year. The loft opens out onto...
    View all property information
    Location Information
    Oakland, Garrett County 21550
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Housekeeping Included
    • Parking
    • Internet Access
    • Hot Tub
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this Quaint and Cozy Deep Creek Lake Log Cabin for Your Vacation Getaway! This cute white washed home located in the Deep Creek Lake log cabin community of Yellowstone Village is waiting for your small family or romantic getaway. The covered front porch beckons you to step inside, take your...
    View all property information
    Location Information
    Oakland, Garrett County 21550
    Cabin - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Hot Tub
    • Parking
    • Washer
    • Internet Access
    • Cable/satellite TV
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The name says it all! Open pastures, rolling hills, and blue skies follow you home to Just Perfect! Summer skies or winter flurries, the time is always ‘Just Perfect' for a trip to this charming 4 bedroom chalet! Merging together lake and mountain views creates an outdoor ambiance steeped in...
    View all property information
    Location Information
    Oakland, Garrett County 21550
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Inquiry
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Hot Tub
    • Housekeeping Included
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy Deep Creek Lake in this Original Bungalow Nestled between Towering Pines and Lush Rhododendrons with an Amazing Deck Space, Stone Fireplace, WiFi, and a Boat Slip! Home Layout: Main Level: * Living Room with Fireplace * Kitchen with Breakfast Bar * Dining Area * Bedroom - Queen Bed * Bonus...
    View all property information
    Location Information
    Oakland, Garrett County 21550
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 12
    Make Inquiry
    Pine Oasis1 / 75
    (4)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Housekeeping Included
    • Internet Access
    • Parking
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pine Oasis creates an immaculate haven among the trees with a quiet lakefront and lush level lawn! Pine Oasis offers everything one needs for a relaxing Deep Creek Lake vacation! This lakefront home boasts five bedrooms, as well as an open kitchen, game room, and soaring stacked stone fireplace;...
    View all property information
    Location Information
    Oakland, Garrett County 21550
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 14
    Make Inquiry
    Linwood1 / 18
    (7)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Housekeeping Included
    • Internet Access
    • Cable/satellite TV
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The traditional comforts and community amenities at Linwood make for proven vacation bliss! Let Linwood take your spirit to a place where everyday concerns are left behind and relaxation and felicity can take hold, unchecked and unencumbered. With tree covered lot, nearby lake access, and...
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Hot Tub
    • Housekeeping Included
    • Internet Access
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Lake Access Chalet with Boat Slip, Hot Tub, Fireplace & Recreation Room! Home Layout: Main Level: * Great Room - Wood Burning Fireplace * Kitchen * Dining Area * Bedroom - King Bed * Bedroom - Queen Bed * Full Bath Upper Level: * Loft Area - Twin Chase Lounger * Bedroom - King Bed &...
    View all property information
    Location Information
    Oakland, Garrett County 21550
    Cabin - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Inquiry
    Swallow Falls Cabin 31 / 10
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Cable/satellite TV
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 15, 2015
    This was a perfect getaway for 2, It was very clean, private, plenty of space for the two of us, and provided everything we needed! We can't wait to make a trip back! Check in...
    See all reviews
    About this property
    You can stay just around the corner from the popular State Park at Swallow Falls Inn Cabin 3! Relax in the peaceful Swallow Falls Inn Cabin 3! Located near Swallow Falls State Park, it has never been easier to start your day with a visit to Muddy Creek Falls, one of Deep Creek's most popular...
    View all property information
    Location Information
    Oakland, Garrett County 21550
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    Telstar.gon1 / 16
    (7)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Hot Tub
    • Housekeeping Included
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Let the bright walls, abundant windows, and natural light of Telstar.gon elevate your vacation! This stunning Deep Creek vacation home is situated on a tranquil cove, offering a peaceful setting with incredible views. Just steps from the water's edge, Telstar.gon has a large private dock and a...
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 15
    Make Inquiry
    Edgewater1 / 17
    (8)Average
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Parking
    • Internet Access
    • Housekeeping Included
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Edgewater is your own private oasis! You'll love the hot tub overlooking quiet cove waters! For lakefront living full of perks, look no further than Edgewater. When you book a stay at this three-level family home, you get five bedrooms, four bathrooms, and the home's peaceful wooded setting all to...
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 14
    Make Inquiry
    At Last1 / 60
    (5)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 13, 2017
    This is truly a stunning home, with fabulous décor and a great games room that our kids and us adults just loved! We were a few families that stayed, and the layout and fact...
    Reviewed October 25, 2016
    We love this house! We've been here several times and will keep going back. Best location at DCL. Walk to Unos, movies, Honi Honi, grocery story, etc. Gorgeous lake view from...
    See all reviews
    About this property
    At Last! This premium estate is absolutely laden with top-of-the-line amenities and upgrades! A Signature Collection home! Come winter, come summer, come autumn, come spring, Deep Creek Lake is never more beautiful than from the shores of At Last! Here, the sun sparkles over calm waters and time...
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 14
    Make Inquiry
    4 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Housekeeping Included
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Unique Chalet with Exceptional Architectural Details and Spacious Outdoor Areas is Calling Your Name! Home Layout: Main Level: Kitchen - Breakfast Bar Seating for 4 Living Room - Fireplace - Queen Sleeper Sofa Dining Area Bedroom - Queen Bed Bedroom - Duo Bunk Bed Full Bath Upper...
    View all property information
    Location Information
    Oakland, Garrett County 21550
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 11
    Make Inquiry
    Tranquil Dreams1 / 17
    (4)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Washer
    • Housekeeping Included
    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With natural foliage all around, Tranquil Dreams is a rustic delight with super close lake access! You can rest easy knowing that vacation perfection is assured at Tranquil Dreams! Your stay is destined to be restful at this four-bedroom chalet, situated along a quiet wooded finger of the lake....
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Inquiry
    Always in Season1 / 13
    (8)Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Mountain Views
    • Housekeeping Included
    • Washer
    • Hot Tub
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come sun or snow, this home is “Always in Season!” Celebrate the seasons at this lakefront home! The seasons have never been more beautiful than at Always in Season! Sunbathe and water ski in the warm summer months, celebrate fall with a hike through bright leaves, patter gently through pristine...
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
    Make Inquiry
    It's A Wonderful Life1 / 44
    (10)Very good
    5 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Housekeeping Included
    • Cable/satellite TV
    • Internet Access
    • Hot Tub
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It's A Wonderful Life is brimming with amenities, including a spectacular back patio and lakefront! Like the classic film that shares its name, It's a Wonderful Life will take you on a journey of self-discovery and inspire you to grab your loved ones, hold them close, and spend your days wrapped...
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 14
    Make Inquiry
    Crowd Pleaser1 / 14
    (11)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sacrifice nothing at Crowd Pleaser! There is so much to do and so much to see here! Looking to satisfy a variety of vacation needs? Crowd Pleaser is the solution! Offering convenient location, nearby lake access, and a modern interior, this home is a must! Perhaps the best feature? All four...
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 11
    Make Inquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Internet Access
    • Parking
    • Cable/satellite TV
    • Housekeeping Included
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mother Nature is always on the guest list at Sylvan Sweet thanks to a great yard and sunny windows! Life is good at Sylvan Sweet! This serene retreat will wrap you in the tranquility of a private wooded setting, yet keep you in close proximity to area activities, state parks, restaurants, and...
    View all property information
    Location Information
    Oakland, Garrett County 21550
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 14
    Make Inquiry
    Unreel1 / 55
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Housekeeping Included
    • Internet Access
    • Parking
    • Washer
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unwind in Unreel! This lovely lakefront home boasts the perfect location for four-season fun! A Signature Collection home! This beautiful log chalet offers the charm and aesthetic appeal of yesteryear alongside all the contemporary comforts you'd expect in a luxury lake retreat. Pamper yourself...
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 13
    Make Inquiry
    Arctic Retreat1 / 13
    (5)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Washer
    • Internet Access
    • Housekeeping Included
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Arctic Retreat is one tranquil oasis! Embrace the wild and restless energy of this wooded retreat! Perched quietly along the back deck of Arctic Retreat, watch as the splendor of nature comes to life with an early dawn. See the deer trailing along the fringes of the forest, wild turkey, rabbits,...
    View all property information
    Location Information
    Oakland, Garrett County 21550
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    It's 5 O'Clock Somewhere1 / 12
    (18)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Housekeeping Included
    • Hot Tub
    • Parking
    • Cable/satellite TV
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It's Five O'Clock Somewhere brings out a new you: ready for fun and ready for a hot tub! Kick back! It's Five O'Clock Somewhere! This warm and wonderful chalet is a treasure-trove of opportunity, where sunny days and lake adventures are all but assured. Featuring expansive windows and knotted-pine...
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 14
    Make Inquiry
    Cedar Lodge1 / 20
    (15)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Housekeeping Included
    • Internet Access
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 26, 2017
    Very nice Layout!! Big open spaces, kitchen extensively equipped. Great location. Only negatives are the beds (all off them) were quite uncomfortable... we actually all...
    Reviewed August 15, 2014
    Our family, 2 adults and 3 children (12, 15 and 17) plus Snow Lab, Luie enjoyed this spacious 4 bedroom home. Great hot tub. Saw many deer in the wooded backyard. Short walk...
    See all reviews
    About this property
    Community perks- like the tennis courts and community docks- are yours to enjoy at Cedar Lodge! Nestled among the tall oaks and maples of the surrounding forest, Cedar Lodge offers privacy and seclusion along with the fun and excitement of a lake vacation. You'll love the convenience of having the...
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Inquiry
    Ritz on the Lake1 / 19
    (14)Very good
    8 Bedrooms, 8 Bathrooms, Sleeps 26 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Parking
    • Internet Access
    • Housekeeping Included
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With traditional comforts and extravagant luxuries, Ritz on the Lake delivers an exceptional stay! Unmatched in style and quality, this fantastic chalet rests along the stunning lakefront of one of Deep Creek Lake's favorite coves. The interior of this sprawling 8-bedroom estate boasts three...
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 8 Bedrooms, 8 Bathrooms, Sleeps 26
    Make Inquiry
    Wispering Ridge1 / 24
    (4)Average
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Internet Access
    • Parking
    • Cable/satellite TV
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 3, 2017
    We stayed at Wispering Ridge in Oakland Maryland for our annual NYE trip to Deep Creek Lake. We had a group of 6 so we needed a smaller place. Pros:- Gorgeous view- Well...
    See all reviews
    About this property
    When you come to stay at Wispering Ridge, you get the best in both convenience and comfort! Come away to a quiet retreat! Wispering Ridge is the perfect getaway for your small family getaway or a reunion among close friends. This duplex proves that you don't have to be large to have an...
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Inquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Washer
    • Housekeeping Included
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you looking for a private, quiet getaway?  Look no more, this unique cabin with hot tub & fireplace is minutes from Swallow Falls State Park! Main Floor:  Living Room Kitchen/Dining  Bedroom - Full Bed  Bedroom - Full Bed  Full Bath Upper Level: Master Suite - Queen  Full Bath - Spa...
    View all property information
    Location Information
    Oakland, Garrett County 21550
    Cabin - 3 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Inquiry
    Just Breathe Inn1 / 18
    (2)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Internet Access
    • Cable/satellite TV
    • Washer
    • Housekeeping Included
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Immerse in nature! Life is unspoiled and unforgettable at the lakefront of Just Breathe Inn! Leisure time is perfected at Just Breathe Inn! Spellbinding and spectacular, this lakefront chalet is rich with charm. You'll feel rested and ready for adventure when you take in a morning sunrise from the...
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    Blue Spruce1 / 23
    (15)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Hot Tub
    • Internet Access
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 25, 2013
    Last winter, we were planning to on a vacation trip with my friends and relatives. We finally picked blue spruce after an extensive search and soon after reaching the vacation...
    See all reviews
    About this property
    Tranquil and inviting, serenity can be found from the private dock and quiet forest at Blue Spruce! Tucked among the trees, Blue Spruce is the perfect place to relax and renew amidst the beauty of nature. Recently remodeled, you'll find attention to detail throughout and charming touches sure to...
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Inquiry
    Hemlock Chalet1 / 15
    (5)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Washer
    • Housekeeping Included
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At shaded and secluded Hemlock Chalet, you'll find a perfect fusion of nature and homey comforts! Hemlock Chalet is a hit! Located in the prestigious Blakeslee community, this marvelous chalet offers your favorite amenities and all the little luxuries you are looking for in a vacation retreat....
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 12
    Make Inquiry
    Timberlodge1 / 72
    (14)Very good
    9 Bedrooms, 7 Bathrooms, Sleeps 28 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Washer
    • Cable/satellite TV
    • Hot Tub
    • Housekeeping Included
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Extravagant comfort and mountain style reign supreme at Timberlodge! You'll love the private pool! If bigger is better, this fantastic chalet is the absolute best! Timberlodge excels in every way imaginable when it comes to your comfort and pleasure. This exquisite log home is a masterpiece of...
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 9 Bedrooms, 7 Bathrooms, Sleeps 28
    Make Inquiry
    Triple-T Lodge1 / 10
    (5)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Housekeeping Included
    • Internet Access
    • Washer
    • Hot Tub
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Triple-T Lodge feels just like home, located a short distance from all of Deep Creek's hot spots! Triple-T Lodge offers everything you need for a picture-perfect Deep Creek Lake vacation! Located in the charming Silver Ridge Community, this home is located in central Deep Creek, making it easy to...
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Inquiry
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Housekeeping Included
    • Cable/satellite TV
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your worries will melt away in this open and airy lakefront home! Summerside is a sensation! Great memories are the best souvenirs you can take home from any vacation and Summerside is the ideal spot to create them! Enshrined within a canopy of trees, this sensational chalet is the perfect place...
    View all property information
    Location Information
    Oakland, Garrett County 21550
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 14
    Make Inquiry
    Amazing Love1 / 29
    (5)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Housekeeping Included
    • Internet Access
    • Washer
    • Hot Tub
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The dramatic wood ceilings and warm décor of Amazing Love make for vacation perfection! Looking for the ultimate vacation experience? Amazing Love has you covered! This five-bedroom vacation rental was recently remodeled and features a host of fantastic amenities, including an air hockey table,...
    View all property information
    Location Information
    Oakland, Garrett County 21550
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 14
    Make Inquiry
    Crosswinds1 / 12
    (9)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Housekeeping Included
    • Mountain Views
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 25, 2016
    I stayed at Crosswinds for two nights this month with a group of 10 people. The house was very nice, cozy but not small, and had all the amenities as advertised. The kitchen was...
    See all reviews
    About this property
    Excellence abounds at Crosswinds! Whether you are seeking outdoor thrills or indoor comforts, Crosswinds offers a luxurious experience every time! Come in and experience the welcoming ambiance of home, the day before you and all your worries at ease. Sit before either of the two crackling...
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 14
    Make Inquiry
    Log Heaven1 / 12
    (1)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Housekeeping Included
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Log Heaven was crafted for comfort! This ‘mountain chic' hideaway is rich with rustic-style warmth! Looking for a quiet wooded retreat? Log Heaven wraps you in nature's comforting embrace with the rich and rustic charm found throughout the space. One master suite and 3 additional bedrooms give...
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Inquiry
    Papa Bear1 / 11
    (11)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Washer
    • Internet Access
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Colorful walls and accents prevail at Papa Bear- a cute home situated in central Deep Creek! Papa Bear is one enchanting cottage! With bright and cheerful interior stylings, nearby lake access, and charming decorative touches, this home will make you want to stay forever! You will love relaxing...
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 14
    Make Inquiry
    Willow Point1 / 14
    (11)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Hot Tub
    • Housekeeping Included
    • Cable/satellite TV
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 27, 2014
    The location was great, just what we wanted for our lab puppy. Nice big yard going right to the water. The hot tub was great because it was a bit chilly. The house itself is a...
    See all reviews
    About this property
    You'll love the setting of Willow Point, a cozy cottage with sprawling lakefront and classic appeal! Willow Point is a wonder! Fill your days with soft winds and crystal waters at this charming lakefront stone cottage. The delightful décor and exquisite lakefront add together to build a wonderland...
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Peregrine's Perch1 / 30
    (12)Very good
    8 Bedrooms, 9 Bathrooms, Sleeps 24 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Housekeeping Included
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 15, 2011
    We had a wonderful week stay at Peregrine's Perch. Our group included an 84-year old, eight 18 year olds, parents, cousins and neighbors. The PROS:The house accommodated...
    See all reviews
    About this property
    The exquisite comfort of Peregrine's Perch spellbinds with a panorama that'll leave you speechless! Elegant, Extravagant, Extraordinary… the praises for this sensational estate go on and on! Uncommon quality can be found in the smallest details at this palatial home! Possessing a spectacular,...
    View all property information
    Location Information
    Oakland, Garrett County 21550 
    Rental Home - 8 Bedrooms, 9 Bathrooms, Sleeps 24
    Make Inquiry
    1
    Oakland Flight and Weather Info
    Low airfares recently found by TripAdvisor travelers
    |
    Local Weather
    Powered by Weather Underground
    59° 39°
    October
    48° 31°
    November
    39° 24°
    December
    34° 19°
    January
    List your property
    Owner log in