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

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536 Vacation rentals

15

McHenry Vacation log cabin rental

Garrett County / McHenry

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
A true paradise. Do not miss the opportunity to truly get away and recharge on your next vacation. Enjoy this newly constructed in 2006 authentic log cabin, built with full modern amenities including a private Hot Tub. Located on a beautiful private wooded 2 acre lot, j …see more

from $291 / night

$972 - $1160 / week

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from $291 / night

38

Vacation home in McHenry

Garrett County / McHenry

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Air conditioning
Nestled on the shores of Deep Creek Lake, Wispering Waters is an ideal choice for your next getaway with family and friends. Ideal for gathering with your favorite people, the main level has an open floor plan with scenic lake views and plenty of space for everyone to …see more

from $422 / night

$1993 - $3291 / week

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from $422 / night

36

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 $884 / night

$3491 - $5689 / week

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from $884 / night

(6) Excellent 

40

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 $312 / night

$1395 - $2409 / week

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from $312 / night

36

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

$1493 - $2538 / week

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from $347 / night

41

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

$1843 - $2534 / week

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from $412 / night

24

Vacation home in McHenry

Garrett County / McHenry

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Ask about children
  • Pet friendly
Nestled among the trees, Mountain Escape is the perfect retreat for smaller gatherings. Enjoy the ''meadow-like'' lake access and shared dock slip an easy 2 minute walk from the door. Curl up by the fire with your favorite book or relax under the stars in the outdoor ho …see more

from $222 / night

$774 - $1174 / week

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from $222 / night

24

McHenry Vacation home rental

Garrett County / McHenry

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Air conditioning
This spacious five bedroom vacation home sits on two acres of endless fun! Hillside Hideaway is a multi-seasonal vacation destination, centrally located in Deep Creek. It is your haven for a fun-filled family vacation or a couples’ romantic getaway. Enjoy some quiet tim …see more

from $372 / night

$1693 - $2190 / week

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from $372 / night

(9) Very Good 

37

Vacation home in McHenry

Garrett County / McHenry

6 16 7 nights min

  • 6 bedrooms
  • Sleeps 16
  • 7 nights min
  • Child friendly
  • Pet friendly
Brilliant by design, this enticing chalet harbors the most fabulous amenities! Located in the Lake Pointe development, this lakefront home is only minutes from skiing, lake activities and area restaurants. Enjoy the comforts and ambiance of this fabulous home along with …see more

from $331 / night

$2314 - $5465 / week

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from $331 / night

25

Vacation home in Oakland

Garrett County / Oakland

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Air conditioning
Explore, relax and take a well-deserved break at Deep Breath! Convenient to area activities and attractions, it is the perfect home base for your Deep Creek Lake vacation. The spacious interior of this Craftsman-style home is brimming with attention to detail. Upon en …see more

from $240 / night

$1288 - $1693 / week

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from $240 / night

(1) Excellent 

26

Vacation home rental

Garrett County / McHenry

7 22 7 nights min

  • 7 bedrooms
  • Sleeps 22
  • 7 nights min
  • Child friendly
  • Pet friendly
Nestled in a quiet cove among stately trees, Serenity Now exemplifies luxury and beauty. This spectacular pet friendly chalet offers lakefront living that goes beyond your expectations with four master suites, each with a lake view, king size bed and HDTV. Gather in the …see more

from $683 / night

$4781 - $9685 / week

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from $683 / night

24

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 $219 / night

$982 - $1408 / week

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from $219 / night

(12) Very Good 

39

Vacation home rental

Garrett County / McHenry

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Ask about children
  • Air conditioning
Rocky Adventures is a beautifully built property nestled amongst large boulders, tall trees, and ferns galore, in the North Camp Community! Tastefully decorated, the spacious main level is highlighted by hardwood floors, a massive all of windows and cathedral ceilings …see more

from $366 / night

$1616 - $3796 / week

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from $366 / night

33

Vacation home rental

Garrett County / McHenry

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
Just what you had in mind when you envisioned the perfect vacation haven, Sunny Boy is a beautiful chalet that will fulfill all your expectations. Designed with your comfort in mind, this home boasts a main level great room with floor-to-ceiling windows that reveal vi …see more

from $422 / night

$1873 - $3691 / week

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from $422 / night

(11) Very Good 

25

Vacation home in McHenry

Garrett County / McHenry

6 16 7 nights min

  • 6 bedrooms
  • Sleeps 16
  • 7 nights min
  • Child friendly
The pinnacle of log-style elegance, Double Diamonds is a crown jewel on top of Wisp Mountain. This grand estate embraces the open-air aesthetic of the surrounding mountainside, the high ceilings and tall windows echoing the world around you, instilling the home with a …see more

from $307 / night

$2149 - $6838 / week

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from $307 / night

(1) Excellent 

15

McHenry Vacation home rental

Garrett County / McHenry

5 14 7 nights min

  • 5 bedrooms
  • Sleeps 14
  • 7 nights min
  • Child friendly
The Fun Spot promises to be a place of exhilaration and enjoyment! Towering over the banks of Deep Creek Lake, this mountain lodge is the ideal retreat for four-season fun. With spectacular sweeping views all year long, this mountainside chalet is a true beauty. Vaulted …see more

from $314 / night

$2195 - $3444 / week

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from $314 / night

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

$1794 - $3093 / week

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from $387 / night

27

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
Pure vacation fun is what you will find when you choose St. Bart’s Retreat for your Deep Creek Lake getaway! This spacious lakefront home is close to favorite activities and offers lots of on-site amenities too. Upon entering the great room, the towering wall of windo …see more

from $798 / night

$3192 - $5290 / week

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from $798 / night

18

Vacation home in McHenry

Garrett County / McHenry

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
For family fun and entertainment, look no further than Sunplace 10! This home boasts family friendly features, such as a large lakefront equipped with outdoor seating and a huge sandbox for the kids. Plus, this end unit offers an upper level lakefront deck, where you ca …see more

from $148 / night

$1032 - $1326 / week

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from $148 / night

30

Vacation home in McHenry

Garrett County / McHenry

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
Treat your family and friends to an unforgettable vacation at Weather or Not, a Deep Creek Lake vacation rental overlooking McHenry Cove! This spacious home boasts an elegant mountain feel that combines great craftsmanship with stylish décor. There is plenty of room fo …see more

from $397 / night

$1773 - $2692 / week

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from $397 / night

21

McHenry Vacation home rental

Garrett County / McHenry

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
Everything you need to make your Deep Creek vacation memorable begins at Landmark Village #5. This beautiful 3 bedroom home flows with comfort and warmth guaranteed to make you and your family feel at home. Your main level Great Room features glistening hardwood floors, …see more

from $297 / night

$1395 - $1859 / week

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from $297 / night

23

Vacation home in McHenry

Garrett County / McHenry

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Air conditioning
A true relaxing experience can be yours at Three Oaks. This split lakefront home has many comforts to melt your stress away. Enjoy reading the paper or your favorite book in one of the two reading rooms, or logging on and catching up with the free WiFi. Enjoy a day of b …see more

from $222 / night

$924 - $1343 / week

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from $222 / night

47

McHenry Vacation home rental

Garrett County / McHenry

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Ask about children
  • Air conditioning
Prepare to be mesmerized by the grandeur that is Lake Pointe Retreat. Exquisite in design and décor, this home is nestled in the prestigious Lake Pointe Community adjacent from Wisp Resort. Hosting 4 elegantly decorated master suites, multiple living spaces, and ameniti …see more

from $597 / night

$2292 - $3892 / week

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from $597 / night

20

Vacation cottage in Oakland

Garrett County / Oakland

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Pet friendly
Do you find yourself daydreaming about a romantic getaway in a charming lakefront home? Golden Retreat is perfect for a couple but is large enough for a small family. You’ll adore the comfortable furnishings and alluring appeal of the interior. Conveniently located a m …see more

from $314 / night

$1408 - $2792 / week

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from $314 / night

28

Vacation home in Oakland

Garrett County / Oakland

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Child friendly
  • Pet friendly
Looking to get away with family and friends and enjoy a much needed escape from daily life? Look no further than Serenity Ridge! This newly decorated home offers entertainment for all! Simple elegance reigns supreme throughout the interior of the home, highlighted by ha …see more

from $201 / night

$1401 - $1958 / week

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from $201 / night

16

Vacation home in Oakland

Garrett County / Oakland

5 14 7 nights min

  • 5 bedrooms
  • Sleeps 14
  • 7 nights min
  • Child friendly
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 to come together with family and friends for days and nights of va …see more

from $279 / night

$1953 - $4379 / week

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from $279 / night

19

Vacation home in Oakland

Garrett County / Oakland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
Rich in Deep Creek history, this cottage was built as company housing for Deep Creek’s Hydro Electric Dam workers in 1925. Featuring private Youghiogheny River frontage in the protected Wild and Scenic Corridor, this home is completely unique in Deep Creek. Private …see more

from $227 / night

$909 - $1144 / week

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from $227 / night

16

Home accommodation in McHenry

Garrett County / McHenry

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Child friendly
Evening Star shines bright! This lakeside lodge is nestled under a stunning canopy of trees, their leaves and branches enshrining you in a blissful aura of privacy and rest, unencumbered by the worries of daily life. With natural stone façade and warm wood interior, thi …see more

from $235 / night

$1642 - $3094 / week

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from $235 / night

27

McHenry Vacation home rental

Garrett County / McHenry

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Exquisite lake and mountain views are the focal point of this spectacular 3 bedroom townhome located on top of Wisp Mountain. Step through the foyer and into the Great Room where this visual delight explodes! Modern furnishings, a delightful stone gas fireplace, and exp …see more

from $217 / night

$1293 - $1859 / week

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from $217 / night

17

Oakland Vacation home rental

Garrett County / Oakland

4 11 7 nights min

  • 4 bedrooms
  • Sleeps 11
  • 7 nights min
  • Child friendly
Paradise is perfected at Providence at Penn Cove! This warm country home offers the ideal setting for an unforgettable Deep Creek Lake getaway! The beautifully landscaped backyard features a small pond, fire pit, and outdoor hot tub for the ultimate in relaxation and fu …see more

from $214 / night

$1497 - $2294 / week

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from $214 / night

32

Vacation home in McHenry

Garrett County / McHenry

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Ask about children
  • Air conditioning
Do you dream of escaping to a lake front retreat where you can unwind in comfort and style? Make your dreams of “lake life” a reality! Lakeside Dreamin’ is a centrally located vacation home that offers the ultimate Deep Creek Lake experience. Upon entering the main …see more

from $487 / night

$1993 - $4391 / week

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from $487 / night

20

McHenry Vacation home rental

Garrett County / McHenry

6 16 7 nights min

  • 6 bedrooms
  • Sleeps 16
  • 7 nights min
  • Child friendly
This beautiful mountain home will make the perfect spot for your next Deep Creek Lake vacation! The light and spacious interior of this log-style cabin boasts three floors of living space, a game room, and six bedrooms for all your friends and family to come together fo …see more

from $276 / night

$1932 - $3228 / week

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from $276 / night

(8) Very Good 

8

Vacation home in McHenry

Garrett County / McHenry

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
Dream Catcher will satisfy your every wish and whim! This delightful chalet offers the perfect four-season experience with so much to do, see, and discover, every day of the year! In the winter, the ski slopes are just a short drive away- just a minute down the road at …see more

from $183 / night

$1279 - $3039 / week

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from $183 / night

17

Vacation home rental

Garrett County / McHenry

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
Mountain Memories come alive when you choose to stay in the magnificent Deep Creek home Bear Necessity! This gorgeous 3 level home is the optimal choice for the couple’s retreat or multi-family getaway as all 4 bedrooms are Master Suites and the open floor plan makes en …see more

from $447 / night

$1843 - $2546 / week

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from $447 / night

25

Vacation home in McHenry

Garrett County / McHenry

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
Prepare for the extreme Wow factor when you stay in the magnificent 4 bedroom lakefront home, Hiatus. Step inside the Great Room and you will instantly feel as if you have arrived home. Mesmerizing lake views greet you from the wall of windows in the Great Room. Hardwoo …see more

from $464 / night

$1987 - $3892 / week

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from $464 / night

25

Home rental in McHenry

Garrett County / McHenry

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Air conditioning
Baraboo Lodge is located in the Kendall Camp Village, atop Wisp Mountain. When cold, snowy weather blows into Garrett County, this is the perfect retreat since this home is within walking distance to the ski slopes and chairlift #4. After a day of exhilarating down hill …see more

from $287 / night

$1249 - $3465 / week

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from $287 / night

(12) Very Good 

15

Home rental in McHenry

Garrett County / McHenry

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Air conditioning
All Seasons Getaway truly is a remarkable townhome to visit throughout all the seasons. Located in the heart of Deep Creek Lake, this home offers both stunning lake and ski slope views. Step into the Great Room and take in the warm décor and glistening hardwood floors. …see more

from $212 / night

$909 - $1211 / week

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from $212 / night

36

Vacation home in Oakland

Garrett County / Oakland

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Air conditioning
Escape the worries of everyday and give yourself a much deserved “Time Out” in this 4 bedroom mountain home. Centrally located close to all area attractions and tucked away in the prestigious community of Mountainside, location doesn’t get better than this. Expansive ca …see more

from $297 / night

$1493 - $2079 / week

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from $297 / night

27

Vacation home rental

Garrett County / Oakland

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
Newly renovated (2017) three bedroom two bath cabin that sits back from the road with plenty of parking . Cabin is situated on one acre of wooded grounds surrounded by large boulders and a pond. The stately stone fireplace is the centerpiece of this home. The soaring …see more

from $150 / night

$950 / week

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Responds fast!
avg. 1 hour 40 minutes

from $150 / night

(4) Very Good 

12

McHenry Vacation home rental

Garrett County / McHenry

5 14 7 nights min

  • 5 bedrooms
  • Sleeps 14
  • 7 nights min
  • Child friendly
Whether the ground is covered in a blanket of white or the grass is emerald green, Four Seasons Paradise is a proven delight! Situated before a catch and release fishing pond, anglers are enticed by the glistening waters to come down and spend the day at the water’s edg …see more

from $50 / night

$345 - $1595 / week

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from $50 / night