50 Best Maryland Apartments on Holiday Lettings - Vacation rentals

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Vacation rentals Ocean City
692 properties
Garrett County
555 properties
Swanton
138 properties
Montgomery County
37 properties
Apartments Baltimore
32 properties
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22 properties
Talbot County
22 properties
Oxon Hill
15 properties
Apartments Fort Washington
12 properties
National Harbor
9 properties
Calvert County
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Chestertown
7 properties
Bowie
6 properties
Kent Island
6 properties
Sabillasville
6 properties

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1,626 Vacation rentals

8

Maryland Vacation home rental

Montgomery County / Takoma Park

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
a very nice house very leaxing very peaceful and ok nice bathrooms and beds very cool free parking space free wifi somewhere you will enjoy also very very nice place always at your room sevrice have ace and also very nice living room parking space always there nice peop …see more

from $260 / night

$1300 / week

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from $260 / night

11

Vacation home in Maryland

Maryland / Parkville

1 1 1 night min

  • 1 bedroom
  • Sleeps 1
  • 1 night min
  • Child friendly
  • Air conditioning
Close to Towson University, University of Maryland Baltimore County, and Morgan State University. The airport is 45 minutes (car, shuttle, Uber ) away. You’ll love the house because the location is perfect for those who don't want heavy traffic, and it's a very quite ne …see more

from $32 / night

$224 / week

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Responds fast!
avg. 1 hour 50 minutes

from $32 / night

39

Vacation guest house in Maryland

Kent Island / Stevensville

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
Come to our beautiful vacation home and enjoy the scenic view while having fun on the water. Love Point Bay Vacation Home is at the mouth of the Chester River, where it connects to the Chesapeake Bay on Maryland's Eastern Shore. You will feel right at home, yet free of …see more

from $299 / night

$2093 / week

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Responds fast!
avg. 3 hours 5 minutes

from $299 / night

19

Vacation home in Fort Washington

Maryland / Fort Washington

4 7 1 night min

  • 4 bedrooms
  • Sleeps 7
  • 1 night min
  • Child friendly
  • Air conditioning
It is a 4 Bedroom, 2.5 Baths, Single Family Home, Off Street parking i.e long driveway and 2 car garage. Lots of Yard space. A/C, heating. The house is 5 min drive from the new MGM Resort and National Harbor. Within walking distance to parks, and about a 7 min drive t …see more

from $200 / night

$700 - $1540 / week

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from $200 / night

60

Vacation home in Maryland

Maryland / Fort Washington

4 12 2 nights min

  • 4 bedrooms
  • Sleeps 12
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Barbie's palace very large home sits on a corner lot lots of privacy wraparound porch patio and deck four bedrooms four bathrooms formal living room and dining room large family large basement that goes throughout the whole house must-see very nicely decoratedHouse is …see more

from $399 / night

$2793 / week

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from $399 / night

16

Vacation home in Maryland

Maryland / Capitol Heights

2 6 14 nights min

  • 2 bedrooms
  • Sleeps 6
  • 14 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
This is a nice, clean 2-bedroom detached home with great amenities located in close-in suburban Washington DC metro area. The home has a large fenced back yard suitable for kids to play or for your bring-along pets. There is off-street parking, including a driveway wi …see more

from $100 / night

$700 / week

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from $100 / night

20

Preston Vacation home rental

Maryland / Preston

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our home has a beautiful fire fly show in our historical wooded back yard. Always enjoy our wildlife our humming birds are the best. Go four leaf clover hunting. The deck is comfortable with lounge chairs for basting in the summer sun. We have goats that get loose... …see more

from $87 / night

$250 / week

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Responds fast!
avg. 2 hours 7 minutes

from $87 / night

(8) Excellent 

56

Vacation home in Baltimore

Maryland / Baltimore

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
Built in the 1920s, this Tudor style house retains its original charm, it is spacious and creatively painted, with hardwood floors throughout. Fully furnished and decorated with artwork, rugs and antiques from our travels around the world. Two bedrooms with comfortable …see more

from $130 / night

$750 - $1030 / week

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Responds fast!
avg. 2 hours 17 minutes

from $130 / night

23

Vacation home with shared pool in Preston

Maryland / Preston

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful 18 acres large deck over looks historical woods. Nature at its best... Hawks, rabbits, deer, all kinds of birds.... Our hummin birds are fabulous... WE have a complimentary canoe, bikes, we can set up a water slide for a fee also manicures and pedicures plus …see more

from $75 / night

$350 - $420 / week

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Responds fast!
avg. 2 hours 7 minutes

from $75 / night

(17) Excellent 

25

Cottage rental in Maryland

Maryland / Annapolis

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Half a block to walk to the Naval Academy Stadium and minutes away from stunning Annapolis town center. This adorable little cottage has lots of sleeping and great outdoor space. Sun Porch & Plenty of parking. A perfect place to relax and enjoy Annapolis, the pro …see more

from $350 / night

$2100 / week

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from $350 / night

11

Maryland Vacation townhouse rental

Maryland / Parkville

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
Near Towson University, Morgan State University, Goucher College, and University of Maryland Baltimore County. Also close to Samaritan Hospital, Towson Mall, and easy access to I-695 bound for Washington D.C., New York City, etc. Plaza in walking distance (6 blocks) (Wa …see more

from $50 / night

$350 / week

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Responds fast!
avg. 1 hour 50 minutes

from $50 / night

5

Vacation townhouse in Maryland

Maryland / Owings Mills

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
we have a spacious furnished room with full bath.. living room and kitchen is fully aquainted if you want to use something . Plenty of parking space ..pretty quiet place for a short stay ... Tv with chromecast service is available in the room.... its perfecrly convenie …see more

from $30 / night

$210 / week

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from $30 / night

12

Vacation home in Maryland

Kent Island / Stevensville

3 10 3 nights min

  • 3 bedrooms
  • Sleeps 10
  • 3 nights min
  • Child friendly
Come to our private luxury waterfront property that sits on 17 acres located on the Chester River where it meets the mouth of the Chesapeake Bay on Maryland's Eastern Shore. Get away from the city and enjoy the scenic view while having fun on the water. Love Point Bay L …see more

from $900 / night

$6300 / week

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Responds fast!
avg. 3 hours 5 minutes

from $900 / night

18

Vacation home rental

Maryland / Annapolis

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Ask about children
  • Air conditioning
  • Private garden
A stones throw to the stadium and downtown shuttles. Walk the Poplar Trail to the Annapolis Uptown eateries on West Street. Stay here and add on 301 for your large groups or multiple families! 3 Bedrooms, 4 1/2 bath, Sleeps 6-8 Master (sleep 2) King …see more

from $550 / night

$1995 - $2345 / week

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from $550 / night

14

Vacation apartment in Baltimore

Maryland / Baltimore

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 46 mi
  • Child friendly
  • Car not necessary
NEWLY RENOVATED APARTMENT IN SAFE NEIGHBORHOOD EASY TRANSPORTATION TO DOWNTOWN BALTIMORE/JOHN HOPKINS / MICA Walking distance from Druid hill Park Nature hike! Our newly renovated apartment is located in the heart of the safe and secure Reservoir Hill neighborhood. Th …see more

from $56 / night

$392 / week

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from $56 / night

14

Home rental in Frederick

Maryland / Frederick

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
If you like the show Fixer-Upper, you'll love the Uptown Cottage! Near Downtown Frederick, great restaurants, beautiful parks, historic sites and shopping. Less than an hour from Baltimore and Washington DC. Fully renovated, a great space for relaxing when you are not o …see more

from $135 / night

$945 / week

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from $135 / night

44

Ocean City Vacation home rental

Maryland / Ocean City

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Just a couple blocks from the beach, this second-story home with a jetted tub is part of a community offering a number of fantastic resort amenities, including shared indoor and seasonal outdoor swimming pools, plus racquetball and tennis courts. Walk to the beach or ta …see more

from $116 / night

$812 / week

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from $116 / night

24

Maryland Vacation cottage rental

Calvert County / Saint Leonard

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
Escape your everyday hustle and bustle and discover a hidden treasure right on the Chesapeake Bay sands at this 4-bedroom, 1-bathroom St. Leonard vacation rental cottage. With comfortable accommodations to sleep 8, 1,200 square feet of well-appointed living space and ea …see more

from $175 / night

$1225 - $2555 / week

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Responds fast!
avg. 1 hour 4 minutes

from $175 / night

24

Maryland 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

(5) Very Good 

Certificate of Excellence

15

Vacation home in Highland

Maryland / Highland

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Nearest beach 300 mi
  • Child friendly
  • Air conditioning
Welcome to the American Dream! Our home is set in a picturesque suburban neighborhood of the nation's capital. We have spacious rooms with private access, restrooms, and a full complement of amenities. Our 1.6 acre yard is perfect for anything from a peaceful lounge to …see more

Certificate of Excellence

from $90 / night

$450 - $1080 / week

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Responds fast!
avg. 46 minutes

from $90 / night

(2) Excellent 

17

Adelphi Vacation apartment rental

Maryland / Adelphi

3 10 3 nights min

  • 3 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This beautiful/newly renovated and furnished 3 spacious bedroom/2 full baths condo is conveniently located in the Adelphi/Silver Spring location. A perfect place to stay for vacation, tour and visit of our great nation capital, 7 MN ride to DC, 5 MN ride to the Universi …see more

from $230 / night

$1610 - $1750 / week

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Responds fast!
avg. 3 hours 54 minutes

from $230 / night

(1) Excellent 

18

Vacation home in Neavitt

Talbot County / Neavitt

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Full renovations just completed on this newly-listed historic waterfront home. Sleeps five (1 King, 1 Queen, 1 Twin). Kick back, relax and enjoy the beautiful waterviews. Have crabs on the deck or cocktails on the dock. Features a new dock with 14 ft. and 16 ft. wide, d …see more

from $250 / night

$1651 / week

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from $250 / night

4

Vacation log cabin in Hampstead

Maryland / Hampstead

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
Very Secluded Log Cabin nestled on 20 acres in Northern Baltimore County. 3 bed 2 bath layout with Cathedral Ceilings and Spiral Staircase. 2 floor to ceiling wood fireplaces. Front and rear deck. Tennis court, 1 acre stocked pond, Comcast TV/Internet available, and loc …see more

from $250 / night

$1750 / week

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from $250 / night

43

Vacation home in Maryland

Maryland / Ocean City

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly
  • Air conditioning
This expansive Ocean City estate is the perfect spot for your next large gathering. With landscaped grounds, a firepit, a pool, a hot tub, and a basketball court, you and your guests will have the time of your lives. Berlin is just seven miles from the heart of Ocean Ci …see more

from $284 / night

$1988 / week

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from $284 / night

(1) Excellent 

12

Vacation apartment in Maryland

Maryland / Rock Hall

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Ask about children
  • Ask about pets
Enjoy the gentle tidal waters of the Chesapeake Bay and its tributaries from your private overlook. The Captain’s Quarters at Spring Cove is a crisp and contemporary second floor living space with great water views. An exterior stairway leads to an ample deck where you …see more

from $180 / night

$1200 / week

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from $180 / night

47

Maryland Vacation home rental

Maryland / Ocean City

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
Pack your bags and get everyone ready for a fun-filled stay at this canal-front Ocean City home. You'll have water views, a private dock, and a prime location that will ensure your stay is hassle-free. With easy access to activities on Assawoman Bay and a short walk to …see more

from $90 / night

$630 / week

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from $90 / night

6

Vacation home in Lanham

Maryland / Lanham

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Beautiful hardwood flooring throughout house, 3 levels, bright, sunny, roomy. Easy access to shopping, nightlife, and metro. Beautiful 3 Bedroom , two master suites and one in basement, 3 full Bathrooms Townhome in Bowie, MD. Features rich hardwood flooring througho …see more

from $200 / night

$1000 / week

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from $200 / night

6

B&b rental in Port Tobacco

Maryland / Port Tobacco

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Ask about children
A Circa 1930's style French mansion house located on three acres in historic Port Tobacco. All rooms are large spacious well appointed, beautifully decorated with private baths, writing desks, sofa or wing chairs, Flat Screen TV, some with Fireplace, some with balcony. …see more

from $249 / night

$1743 / week

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from $249 / night

46

Vacation home in Maryland

Maryland / Ocean City

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Escape to the Atlantic coast at this cozy, waterfront condo with a full kitchen, a private balcony with spectacular views of both the ocean and the bay, a shared pool, gym, and convenient beach access. This one-bedroom rental is located right on the beach, just off Coas …see more

from $77 / night

$539 / week

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from $77 / night

25

Vacation home in Maryland

Maryland / Ocean City

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
There's nothing quite like the coast when you need a break from the hustle and bustle. Enjoy Ocean City from this cozy condo by the bay complete with a full kitchen and plenty of space for the family or a group of friends traveling together. This two-bedroom rental is l …see more

from $70 / night

$490 / week

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from $70 / night

(6) Excellent 

40

Vacation home in Maryland

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

26

Home rental in Maryland

Garrett County / McHenry

3 12 Min stay varies

  • 3 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Pet friendly
Tucked away at the end of a quiet, wooded lane, Hideout at Red Pines offers a peaceful location that’s still within five minutes or less from favorite Deep Creek Lake attractions! An open living floor plan on the main level provides the perfect layout for enjoying the …see more

from $275 / night

$1193 - $1752 / week

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from $275 / night

(1) Good 

21

Vacation apartment in Maryland

Maryland / National Harbor

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
Stay just walking distance from the Gaylord Convention Center! Enjoy the beautiful Wyndham National Harbor Resort, where all the comforts of home await you after a day of exploration. Each unit contains a full kitchen. The resort has all the amenities, such as an indoor …see more

from $249 / night

$1750 / week

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from $249 / night

(2) Very Good 

33

Vacation home in Maryland

Maryland / Ocean City

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Just 150 feet from the beach, this vibrant vacation home features two well-appointed balconies sporting partial ocean and bay views! While you're just a short walk from the sand and surf, this rental is also only five miles south of tax-free shopping in Fenwick Island, …see more

from $99 / night

$693 / week

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from $99 / night

27

Vacation home in Maryland

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

(2) Excellent 

27

Vacation home in Maryland

Maryland / Saint Inigoes

4 12 4 nights min

  • 4 bedrooms
  • Sleeps 12
  • 4 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Experience luxury, peace, and tranquility when you stay at this superb 4-bedroom, 2.5-bathroom vacation rental house that sleeps 12 lucky guests on the Potomac River with unrivaled views of Potomac River. Situated on 10 acres of historic wooded land that lines the water …see more

from $225 / night

$1575 - $3255 / week

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Responds fast!
avg. 1 hour 4 minutes

from $225 / night

(6) Excellent 

20

Tilghman Vacation cottage rental

Talbot County / Tilghman

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Enjoy the beauty and tranquility of Tilghman Island from this bright and comfortable 3 bedroom, 2 bathroom cottage known for many years as the vacation rental 'The Roost.' Available for both short and long-term rentals, the cottage is located on a quiet residential …see more

from $200 / night

$826 / week

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from $200 / night

47

Ocean City Vacation home rental

Maryland / Ocean City

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
Easy access to the marina and nearby beaches, first-rate accommodations and amenities, and a great Maryland town surrounding it all make this vacation rental perfect for your next family reunion! This multi-level rental is just down the road from Ocean City's marina, wi …see more

from $147 / night

$1029 / week

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from $147 / night

(5) Very Good 

17

Cottage rental in North Beach

Calvert County / North Beach

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
The Seahorse Guest Cottage is located in North Beach, Maryland, on the western shore of the Chesapeake Bay, within an hour’s drive of Washington, Baltimore, and Annapolis. The fully furnished cottage has a living room with sofabed, bedroom with queen size bed, sunporch …see more

from $150 / night

$700 - $1000 / week

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from $150 / night

19

Vacation home in Maryland

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