50 Best Vacation Rentals in Garrett County - Holiday Lettings - Cabins

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698 Vacation rentals

32

Oakland Vacation home rental

Garrett County / Oakland

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Pet friendly
Experience the beauty of Deep Creek Lake at Fox Den, a charming A-frame cottage that offers a treasured chance to unwind. Both romance-seekers and those in pursuit of inner peace will relish time spent at this classic mountain getaway. Highlighted by a wall of windows, …see more

from $198 / night

$874 - $1,124 / week

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from $198 / night

32

Vacation home with shared pool in McHenry

Garrett County / McHenry

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
Check out this updated, larger Ski Harbor end unit. Situated perfectly on a peninsula and lakefront, right by the tennis court and the indoor pool, hot tub and sauna! Best location in the development. This 4 Bedroom home has been updated and has 2 living areas with flat …see more

from $262 / night

$1,124 - $1,594 / week

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from $262 / night

41

McHenry Vacation home rental

Garrett County / McHenry

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Find peace and relaxation at this charming cabin in the woods, a two-bedroom McHenry retreat with a private deck, sweeping views of the forest, and a wonderful location for hikers, golfers, skiers, anglers, and boating enthusiasts. Tucked away in a dense grove of trees …see more

from $71 / night

$497 / week

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Responds fast!
avg. 1 hour 41 minutes

from $71 / night

43

Vacation home in McHenry

Garrett County / McHenry

5 15 Min stay varies

  • 5 bedrooms
  • Sleeps 15
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
Log Me Inn is a brand new log cabin home in the Biltmore Community. The cabin is situated among towering trees, in a gated community, on a cul de sac. You will love being surrounded by the beautiful natural setting. The spacious interior will have all of the 'bells and …see more

from $487 / night

$1,993 - $3,834 / week

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from $487 / night

26

Vacation home in McHenry

Garrett County / McHenry

5 16 7 nights min

  • 5 bedrooms
  • Sleeps 16
  • 7 nights min
  • Child friendly
A Signature Collection home! Life is good at Mountain Top Manor! This mile-high mountain retreat is the perfect place to make new memories with family and friends, the sun illuminating the mountainside to mark days of endless opportunity and irresistible fun. Take in th …see more

from $334 / night

$2,337 - $5,113 / week

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from $334 / night

32

Vacation home in McHenry

Garrett County / McHenry

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Pet friendly
Explore…relax…and take a much deserved break at Happy Trails! Off-the-beaten-path yet convenient to all the area’s attractions, this is the perfect place to start your Deep Creek Lake dream vacation. Exposed beams, wood accents and abundant natural light combine to cre …see more

from $275 / night

$1,207 - $1,587 / week

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from $275 / night

51

Oakland Vacation home rental

Garrett County / Oakland

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
This chalet is the ideal place to relax and enjoy the spectacular views of the mountains. Located in a private, peaceful community of Mountainside, this home is just right for your vacation needs. Beautiful decor and attention to detail accent the cathedral ceiling and …see more

from $322 / night

$1,574 - $2,023 / week

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from $322 / night

(27) Excellent 

22

Oakland Vacation log cabin rental

Garrett County / Oakland

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Red Run Cabin is a 1 story 3 bedroom cottage with a finished basement on an acre wooded lot near the west end of Deep Creek Lake, accomodating up to 6 people. It has lake access through the Red Run Restaurant property leading to a sandy beach and shallow lake bottom fa …see more

from $200 / night

$700 - $1,200 / week

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Responds fast!
avg. 1 hour 48 minutes

from $200 / night

(1) Excellent 

44

Vacation home rental

Garrett County / Oakland

6 16 Min stay varies

  • 6 bedrooms
  • Sleeps 16
  • Min stay varies
  • Ask about children
  • Air conditioning
You will truly feel like you are in a magical place when you take in the exquisite lake and mountain views from the deck of Scenic Overlook. This marvelous 6 bedroom mountain home with all of the creature comforts of home combined with desirable vacation home amenities …see more

from $597 / night

$2,373 - $3,448 / week

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from $597 / night

26

Vacation home in Oakland

Garrett County / Oakland

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
If luxury is what you have in mind, then look no further. Serenity Summit is an extravagant 5 bedroom duplex that boasts an immaculate interior. With 3 master suites available, this home is ideal for the multi-family or couple's retreat. Your Great Room boasts lustrous …see more

from $347 / night

$1,674 - $2,164 / week

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from $347 / night

46

Vacation home in Oakland

Garrett County / Oakland

5 16 Min stay varies

  • 5 bedrooms
  • Sleeps 16
  • Min stay varies
  • Ask about children
  • Air conditioning
Mountain Meadow offers the perfect place to reunite with family and friends for that much needed Deep Creek Lake vacation. Offering an open floor plan, the spacious main level has a wall of windows with beautiful views as the focal point. Lots of natural light, gleamin …see more

from $422 / night

$1,693 - $2,533 / week

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from $422 / night

25

McHenry Vacation home rental

Garrett County / McHenry

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
Welcome to one of Deep Creek’s most favored communities! Everyone in your group will fall in love with the location, pleasant décor throughout and the amazing level lakefront featured by Ski Harbor #26. This adorable townhome offers superb amenities both inside and out. …see more

from $221 / night

$994 - $1,344 / week

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from $221 / night

22

Log cabin rental in Oakland

Garrett County / Oakland

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
Get the much deserved break that you crave when you stay at Bear Paws. This charming log cabin pairs total comfort with a convenient location! Featuring an open floorplan, the spacious main level is highlighted by vaulted ceilings and polished hardwood floors. Bear the …see more

from $249 / night

$1,009 - $1,274 / week

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from $249 / night

17

Vacation home in Oakland

Garrett County / Oakland

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
Treat your family and friends to an exceptional vacation experience at Golden Memories, a Deep Creek Lake vacation home that offers comfort, convenience and lots of charm! Relaxation comes naturally at this well-kept retreat. There is plenty of room for everyone to gat …see more

from $297 / night

$1,344 - $2,593 / week

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from $297 / night

53

Oakland Vacation home rental

Garrett County / Oakland

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Air conditioning
Nestled among the trees in this quiet cul-de-sac, you'll find this beautifully decorated and spacious home which is part of the Mountainside Resort and Marine Club subdivision. Have complete access to tennis, basketball and volleyball courts found in a gorgeous mountain …see more

from $462 / night

$1,793 - $2,540 / week

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from $462 / night

27

Vacation home in Oakland

Garrett County / Oakland

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
Tucked among towering trees, Knotty Pines offers you a classic mountain getaway with lots of opportunities to make lasting memories with your favorite people. Tastefully decorated, the great room will be a popular place to gather whether you are curling up on the sect …see more

from $247 / night

$1,194 - $1,525 / week

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from $247 / night

29

Vacation home in McHenry

Garrett County / McHenry

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Ask about children
  • Pet friendly
Welcome home friends and family! Village of the Wisp #12 is a delightful 3 bedroom ski in/ ski out townhome that will please any winter enthusiast. Offering 3 levels of living space, you and your family have more than ample room to move about. Bringing your swim/ ski ge …see more

from $230 / night

$1,124 - $2,077 / week

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from $230 / night

(1) Excellent 

35

Home rental in McHenry with shared pool

Garrett County / McHenry

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Mountain Top Lodge is true to its name, situated in the premier Deep Creek Highlands, this brand new home features an amazing great room with a soaring cathedral ceiling, gas fireplace to ward off a cold winters night and a wall of windows to capture the beauty of the w …see more

from $347 / night

$1,494 - $2,538 / week

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from $347 / night

24

Oakland Vacation home rental

Garrett County / Oakland

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning
Let the adventure begin! Sunset Reflections is a cheerful 3 bedroom lakefront home that will allow you to experience a true Deep Creek getaway! The beautifully decorated Great Room is enhanced with cathedral style ceilings, an impressive stacked stone fireplace and floo …see more

from $308 / night

$1,295 - $2,593 / week

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from $308 / night

20

Vacation home in McHenry

Garrett County / McHenry

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Air conditioning
Location is key and you will be thrilled when you stay in the magnificent home known as Moon Tower! Tucked among the trees, this home provides you with the private and tranquil setting you need to unwind but is still just minutes away from Wisp Resort and all lake activ …see more

from $347 / night

$1,593 - $2,311 / week

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from $347 / night

16

Vacation home rental

Garrett County / McHenry

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Ask about children
  • Air conditioning
Create unforgettable moments with family and friends when you stay in the delightful 4 bedroom lake access home Sunrise Cove. This stunning home, with its stylish décor and open floor plan, boasts the ultimate in comfort and relaxation. Fall in the love with the gleamin …see more

from $288 / night

$1,144 - $1,715 / week

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from $288 / night

31

Vacation home in Oakland

Garrett County / Oakland

7 18 Min stay varies

  • 7 bedrooms
  • Sleeps 18
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
Your fairy tale vacation starts at Ever After! This lake front home promises a memorable vacation experience. Three floors of living space plus a separate carriage house with a 120 inch home theater and an oversized game room makes this property stand-out from the crowd …see more

from $896 / night

$3,491 - $5,689 / week

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from $896 / night

44

Vacation home in McHenry

Garrett County / McHenry

3 12 Min stay varies

  • 3 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Air conditioning
Timberlake is a spectacular 3 bedroom lakefront cottage that is ready to welcome your family year after year. Located on the western end of the lake, friends and family will love spending lazy summer days splashing, swimming and playing from your own private dock. The a …see more

from $372 / night

$1,693 - $2,693 / week

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from $372 / night

39

Vacation home in McHenry

Garrett County / McHenry

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
Retreat from the hectic pace of modern living with a trip to the peaceful Maryland woods and a stay in this cozy cabin-style home! With amenities like a private hot tub, a game room, and a beautiful wraparound deck, you'll feel relaxed again in no time. Hidden away in …see more

from $249 / night

$1,743 / week

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Responds fast!
avg. 1 hour 41 minutes

from $249 / night

39

Vacation home in McHenry

Garrett County / McHenry

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
For your next family getaway, book a stay in this charming vacation home in the Maryland woods! Featuring a private hot tub, a game room, and incredible proximity to Wisp Mountain and Deep Creek Lake, this delightful rental is a sure bet for a family vacation for the ag …see more

from $155 / night

$1,085 / week

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Responds fast!
avg. 1 hour 41 minutes

from $155 / night

24

Vacation home in Oakland

Garrett County / Oakland

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Air conditioning
Beautifully decorated with a warm and cheery spirit Quiet Reflections is a lakefront townhome with room for everyone to relax and enjoy the lake views. The spacious main level invites you to get comfortable on the leather sofas and watch your favorite shows on the wal …see more

from $249 / night

$1,124 - $1,843 / week

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from $249 / night

(1) Excellent 

30

Vacation home in Oakland

Garrett County / Oakland

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
Discover the beauty and uniqueness of Deep Creek Lake when you choose to stay in the captivating 5 bedroom lakefront home Crystal Lake. Ravishing lake views will greet you from every room of the main level, a delightful sight no matter what season you visit! Spend time …see more

from $387 / night

$1,794 - $3,092 / week

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from $387 / night

(1)  

41

Vacation home in Oakland

Garrett County / Oakland

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
Head to Deep Creek Lake for a quiet vacation with family and friends, complete with all the conveniences that comes with being close to town. Your group will have ready access to the lake and the slopes, as well as in-town convenience. And to make your getaway complete, …see more

from $120 / night

$840 / week

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Responds fast!
avg. 1 hour 41 minutes

from $120 / night

29

Vacation home in McHenry

Garrett County / McHenry

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning
Gather the family and head to the mountains for a refreshing and unforgettable vacation at Deep Creek Village #44. This fabulous lakefront townhome has something to offer everyone all year around. For those that want to take advantage of some of Wisp's winter activities …see more

from $198 / night

$808 - $1,364 / week

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from $198 / night

24

Ski home to rent in McHenry

Garrett County / McHenry

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 12 mi
  • Swimming pool
  • Ski
Welcome to Magnolia! Magnolia is a beautiful 5 BR townhome with spectacular lake and mountain views. The luxurious and inviting décor flows throughout the 3 levels of living space, making this home a perfect choice for a multi-family getaway. Breathtaking lake views …see more

from $299 / night

$1,750 - $2,495 / week

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Responds fast!
avg. 2 hours 30 minutes

from $299 / night

40

Vacation home in Oakland

Garrett County / Oakland

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Air conditioning
All About the View is a remarkable lakefront home that encompasses all the qualities that make a vacation truly great. Its unique design, desirable amenities and ideal location combine to create the perfect venue for a vacation with family and friends. Gathering togethe …see more

from $447 / night

$1,873 - $3,791 / week

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from $447 / night

52

Vacation home in Oakland

Garrett County / Oakland

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
When you step through the doors of Boxer Overlook, you will immediately be taken in by the unparalleled elegance this home showcases. Ideally located in a quiet community, this 5 bedroom chalet is perfect for large or multi-family gatherings. Offering an open concept fl …see more

from $412 / night

$1,843 - $2,618 / week

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from $412 / night

(14) Very Good 

13

Vacation home rental

Garrett County / McHenry

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
Overlook Mountain Villa #4C is a wonder! You will be awe inspired with the breathtaking views of sparkling Deep Creek Lake from this regal mountain retreat. With upscale décor throughout, this exquisite townhome was built and furnished with a thousand little touches for …see more

from $441 / night

$3,081 - $3,883 / week

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from $441 / night

(1) Excellent 

35

McHenry Vacation home rental

Garrett County / McHenry

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Wake up on the shores of Deep Creek Lake at this three-bedroom McHenry home, an incredibly located Maryland escape with a private dock, dog-friendly accommodations, and a lakefront piece of property with a firepit and patio. Ideally positioned for swimmers, anglers, an …see more

from $150 / night

$1,050 / week

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Responds fast!
avg. 1 hour 41 minutes

from $150 / night

(23) Very Good 

26

Vacation home in McHenry

Garrett County / McHenry

4 14 Min stay varies

  • 4 bedrooms
  • Sleeps 14
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
On Eagle’s Wings is an astounding & vibrant 4 bedroom ski in/ ski out mountain chalet that will bring you and your loved ones together time after time. Glistening hardwoods floors, large vaulted ceilings, and floor to ceiling windows create the perfect atmosphere for ga …see more

from $397 / night

$1,743 - $3,321 / week

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from $397 / night

7

Vacation home in McHenry

Garrett County / McHenry

5 18 3 nights min

  • 5 bedrooms
  • Sleeps 18
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
Comfortably nestled in a hillside only one street from the lake, Big Rock Candy Mountain Lodge is a 5 bedroom, 4 full bath lodge where modern meets traditional. Its central yet secluded location is less than 3 miles from Wisp ski resort, the ASCI adventure park, several …see more

from $285 / night

$1,350 / week

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from $285 / night

16

Vacation home in McHenry

Garrett County / McHenry

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
Lake living doesn’t get better than this! Blue Heron is a charming and delightful 3 bedroom home that offers a phenomenal lake front. Breathtaking lake views greet you from every angle the moment that you step in this one level of living home. The dark, glistening hard …see more

from $347 / night

$1,494 - $2,993 / week

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from $347 / night

34

Vacation home in Oakland

Garrett County / Oakland

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Ask about children
  • Air conditioning
Letting go of everyday cares is effortless when you choose Breathe Easy for your Deep Creek vacation with family and friends. This spacious townhome in the centrally located Timberlake Village community is ready to host a fun and relaxing getaway. Decorated in muted e …see more

from $347 / night

$1,674 - $2,168 / week

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from $347 / night

31

Vacation home in Oakland

Garrett County / Oakland

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
If you want a classic Deep Creek Lake vacation with convenient lake access, look no further than Lakeview Cottage. This A-frame style home is ideal for a family getaway or a couples’ trip. Wood-lined walls create a warm ambiance in the great room, and a wall of windows …see more

from $247 / night

$1,074 - $1,745 / week

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from $247 / night

(6) Excellent 

41

Vacation home in Oakland

Garrett County / Oakland

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Air conditioning
Your Deep Creek tradition begins when you choose the delightful 4 bedroom chalet Swimming Bear Lodge for your next stay! Located on a large wooded lot, you will love being surrounded by nature in this tranquil setting. Step inside to the main level and immediately embr …see more

from $362 / night

$1,543 - $2,488 / week

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from $362 / night