50 Best Maryland Apartments on Holiday Lettings - Vacation rentals

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Garrett County
589 properties
Vacation rentals Ocean City
367 properties
Swanton
139 properties
Apartments Baltimore
81 properties
Montgomery County
50 properties
Talbot County
28 properties
Apartments Annapolis
20 properties
Oxon Hill
17 properties
National Harbor
15 properties
Vacation rentals Ocean Pines
13 properties
Apartments Fort Washington
11 properties
Calvert County
10 properties
Kent Island
9 properties
Berlin
8 properties
Chestertown
8 properties
Sabillasville
6 properties
Capitol Heights
5 properties

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1,769 Vacation rentals

12

Vacation apartment in Maryland

Maryland / Frederick

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Air conditioning
  • Pet friendly
  • Private garden
This spacious one bedroom, fully furnished, 1,000 square foot, Parisian styled apartment is a 6 minute drive from downtown Frederick. Located on 3/4 acre with ample off-street parking, this delightful apartment is completely furnished with granite counter tops, tile kit …see more

from $95 / night

$600 / week

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from $95 / night

20

Preston Vacation home rental

Maryland / Preston

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly
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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from $87 / night

12

Maryland Vacation townhouse rental

Maryland / Parkville

1 1 1 night min

  • 1 bedroom
  • Sleeps 1
  • 1 night min
  • 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 $35 / night

$245 / week

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avg. 1 hour 32 minutes

from $35 / night

(1) Good 

12

Vacation apartment in Maryland

Montgomery County / Bethesda

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
Luxury basement apartment in Bethesda. Two minute walk to Montgomery Mall. Right next to 270 & 495. NIH and WALTER REED is about a 5 minute drive. Separate private entrance into walk out basement. 1 bedroom, 1 full bath, large living room with fireplace, brand-new kitch …see more

from $89 / night

$623 / week

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avg. 35 minutes

from $89 / night

(18) 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

$2,100 / week

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avg. 1 hour 56 minutes

from $350 / 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 $575 / night

$4,025 / week

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from $575 / 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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avg. 1 hour 50 minutes

from $100 / night

(11) Excellent 

57

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 $99 / night

$690 - $1,040 / week

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avg. 1 hour 48 minutes

from $99 / night

11

Vacation home in Maryland

Maryland / Parkville

1 1 1 night min

  • 1 bedroom
  • Sleeps 1
  • 1 night min
  • 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 $33 / night

$231 / week

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avg. 1 hour 32 minutes

from $33 / 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 coffee/ tea bar, we can set up a water slide for a fee also manicures and pedicures pl …see more

from $75 / night

$350 - $420 / week

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from $75 / 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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avg. 44 minutes

from $30 / 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

7

Condo rental in Maryland with shared pool

Maryland / National Harbor

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
*** Minimum 3 night stay *** Your D.C. Vacation Springboard Wyndham National Harbor places you within a quarter-mile radius of an innovative complex of shops, restaurants and attractions that borders the banks of the Potomac River. With its walkable appeal, public art, …see more

from $199 / night

$1,393 / week

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avg. 2 hours 27 minutes

from $199 / night

(14) Very Good 

32

Vacation apartment in Maryland

Maryland / Ocean City

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Spacious 1,300 sq. ft with Cathedral Ceilings, 2 Bedroom, 2 Bath, fully equipped kitchen that sleeps 6. The unit itself has a 2 level floor plan in which the loft is a master bedroom En suite and has a full size washer and dryer and walk in closet. The unit has central …see more

from $195 / night

$1,302 / week

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avg. 2 hours 29 minutes

from $195 / night

(11) Excellent 

Certificate of Excellence

18

Vacation apartment accommodation

Maryland / Ocean City

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Step off your balcony and into the sand. This spacious first floor 2 bedroom, 2 bath oceanfront condo opens directly onto the beach from your balcony. Sweet, salty breezes and the ocean's roar greet you as you open the balcony door. The large (12'x15') lanai is perfect …see more

Certificate of Excellence

from $249 / night

$995 - $2,380 / week

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from $249 / night

18

Vacation cottage in Ocean City

Maryland / Ocean City

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
BEST LOCATION!!! Beautiful Private Cottage located in this lovely Gated Bayside Community at Assateague Pointe with 2 heated pools/ BBQ facilities/ 1000 ft Crabbing Pier/2 Clubhouse with games- tvs/ paddleboats/ playgrounds/ and 24 hour Security. …see more

from $100 / night

$650 - $1,200 / week

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from $100 / night

34

Vacation home in Swanton

Maryland / Swanton

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Leave your worries behind and slip away for a relaxing stay at this dog-friendly Deep Creek vacation home. Equipped with a wraparound porch, a brand new hot tub, and a private boat launch right on the lake, this lovely home is perfect for the whole family. Nestled in a …see more

from $183 / night

$1,281 / week

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avg. 1 hour 38 minutes

from $183 / night

53

Vacation home in Piney Point

Maryland / Piney Point

4 14 3 nights min

  • 4 bedrooms
  • Sleeps 14
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Experience luxury, peace, and tranquility when you stay at this superb 4-bedroom, 3.5-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 wate …see more

from $290 / night

$2,030 / week

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from $290 / night

10

Maryland Vacation home rental

Garrett County / Oakland

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
Spend your next vacation in peace and comfort with the relaxing ambiance of Swallow Falls Inn Cabin 4! Located near Swallow Falls State Park, you can visit Muddy Creek Falls- one of Deep Creek’s most popular sites- with just a quick walk down to the state park. Be sure …see more

from $151 / night

$1,055 - $1,107 / week

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from $151 / night

(3) Very Good 

10

Vacation condo rental

Maryland / National Harbor

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This two bedroom condo is newly built and decorated. There is a full kitchen, and Wireless Internet for your convenience. This is a awesome place to stay with all the comfort you need. Treasured Past, Trendsetting Present - Just minutes from Washington, D.C., along t …see more

from $299 / night

$2,093 / week

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from $299 / night

(1) Excellent 

27

Vacation home in Maryland

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 $272 / night

$1,293 - $1,525 / week

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from $272 / night

(3) Excellent 

17

Maryland Vacation home rental

Maryland / Cumberland

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Child friendly
  • Air conditioning
Located just two blocks from historic Downtown Cumberland, this townhouse is the perfect getaway from the city. It's also a 10 min walk to the C&O Canal bike trail & Western Maryland Scenic Railroad. The house was built in 1915 (we celebrated it’s 100 birthday last yea …see more

from $120 / night

$700 / week

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avg. 2 hours 54 minutes

from $120 / night

48

Vacation home in Maryland

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 $523 / night

$2,192 - $3,834 / week

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from $523 / night

(1) Excellent 

15

Vacation home with swimming pool in McDaniel

St. Michaels / McDaniel

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Halo's Haven is a true piece of Heaven!! Bring your boat and your bathing suit. Twenty picturesque acres on a beautiful point of land off of the Chesapeake Bay near historic St. Michael's, Maryland. This property is beautifully landscaped, has a waterfront pool, pool ho …see more

from $700 / night

$4,200 / week

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from $700 / night

24

Frederick Vacation apartment rental

Maryland / Frederick

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
This historic building situated in the heart of historic downtown Frederick was built in 1786. It is a two story brick house, which was used throughout it's history commercially on the first floor, where currently a wine shop operates. The second floor has always been u …see more

from $152 / night

$850 / week

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from $152 / night

(3) Excellent 

12

Maryland Vacation home rental

Maryland / Rock Hall

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly
  • Pet friendly
Sailors Crossing is a 3 bedroom, 2 bath home located in the heart of Rock Hall. Parking is limited to 3 cars. The dining room seats 6 and the kitchen is roomy enough for several cooks and helpers. If it's crab you're after, the screened porch provides enough room for th …see more

from $330 / night

$2,079 / week

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avg. 2 hours 59 minutes

from $330 / night

9

Vacation apartment in Maryland

Montgomery County / Bethesda

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Child friendly
  • Pet friendly
Brand new 1BR unit with private kitchen, private washer/dryer, private bathroom, and walk-in closet. 4K TV (43'') with cable in the unit. Private entrance in basement. Great location (c. 15min from Georgetown/DC, 10min downtown Bethesda, 15min NIH, 5min from 495 beltway …see more

from $100 / night

$600 / week

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from $100 / night

(14) Excellent 

14

Vacation cottage rental

Maryland / Berlin

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 11 mi
  • Child friendly
Across the bay from Ocean City, MD., Back Bay Bungalows is a two acre peninsula with great views and deep water access to the bay. This unit has great waterfront views and access. Our property features a boat ramp, two fishing and crabbing piers, kayaks, volleyball/bad …see more

from $110 / night

$750 / week

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from $110 / night

(6) Very Good 

15

Home rental in Maryland

Garrett County / McHenry

5 14 7 nights min

  • 5 bedrooms
  • Sleeps 14
  • 7 nights min
  • Child friendly
  • Pet friendly
At Adventure Bound, one stay will never be enough! For your vacation pleasure, an outstanding list of amenities can be found in this traditional lakefront home. Cathedral ceilings and golden knotty pine walls make for a home that feels alive with the wild spirit of the …see more

from $449 / night

$3,141 - $5,479 / week

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from $449 / night

36

Maryland Vacation home rental

Maryland / Ocean City

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Sporting front and rear balconies that offer bay views and a shared swimming pool, this two-bedroom Ocean City condo offers plenty of space for up to six adult guests. While you're just a short stroll away from 10 miles of sandy, Atlantic coastal beaches, you don't hav …see more

from $73 / night

$511 / week

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avg. 1 hour 46 minutes

from $73 / night

(1) Excellent 

15

Maryland Vacation apartment rental

Maryland / Suitland

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Stay in our beautiful 2 bedroom 1 bath unit. We are ideal for a group of friends traveling together or meeting up, a family looking for a nice place to stay while exploring Washington, DC just a short drive, public transport, taxi or Uber ride away, or a quiet place to …see more

from $69 / night

$483 / week

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avg. 1 hour 48 minutes

from $69 / night

29

Vacation apartment in Ocean City

Maryland / Ocean City

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Large Bay front condo; WiFi; Large balcony with fantastic views of the Bay, Inlet, Assateague Island, Large kitchen with GE Profile Stainless appliances, Granite Counters; Private Pier for fishing; Change over Days are Thursday or Sunday only Jun-Aug *SORRY NO UNDER 25 …see more

from $155 / night

$1,107 - $4,017 / week

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avg. 2 hours 3 minutes

from $155 / night

(5) Very Good 

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

from $90 / night

$450 - $1,080 / week

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avg. 1 hour 51 minutes

from $90 / night

(2) Excellent 

14

Vacation home in Ocean Pines

Maryland / Ocean Pines

3 10 6 nights min

  • 3 bedrooms
  • Sleeps 10
  • 6 nights min
  • Beach/lakeside relaxation
  • Nearest beach 7 mi
  • Child friendly
Two story home in a beach community, Ocean Pines, Berlin Md, just outside Ocean City Md. 4 miles to restaurants, outlet stores, beaches and lakes. King, Queen, double/twin bunk, twin, 2 sleepers. Open floor plan, deck, with BBQ, WI-FI and flat screens. Parking off …see more

from $200 / night

$1,200 / week

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from $200 / night

33

Vacation home in Maryland

Maryland / Ocean City

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Enjoy your next Ocean City family getaway at this bright and sunny condo complete with a gas fireplace for chilly nights, a furnished patio, access to a shared pool and fitness room, and space for up to six lucky guests. Located on the ocean side of Coastal Highway, tw …see more

from $94 / night

$658 / week

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avg. 1 hour 38 minutes

from $94 / night

(2) Excellent 

24

Vacation home in Maryland

Montgomery County / Silver Spring

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
Come explore the nation’s capital from this spectacular Washington DC vacation rental home! This delightful 3-bedroom, 2.5 bathroom house has enough room to comfortably sleep up to 6 guests, boasts a renovated interior, and is nestled in a quiet neighborhood. Steeped in …see more

from $250 / night

$1,750 / week

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avg. 1 hour 36 minutes

from $250 / night

15

Vacation private room rental

Montgomery County / Silver Spring

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
This is a single family home located in Silver Spring maryland, we offer the main part of it to those in need of a space in short time basic. The space has three bedrooms, living room, dining room, Deck fenced backward, parking for 3 cars. The house location is near to …see more

from $185 / night

$1,295 / week

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avg. 2 hours 13 minutes

from $185 / night

13

Vacation apartment in Maryland

Maryland / Baltimore

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 120 mi
  • Child friendly
  • Air conditioning
Completely remodeled, very large, sunny, Penthouse apartment in the best Baltimore location. Steps within the Baltimore convention center, aquarium, shops, restaurants, University of Maryland medical center, Sinai hospital and Johns Hopkins hospital. All wood floors thr …see more

from $139 / night

$900 / week

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avg. 3 hours 55 minutes

from $139 / night

22

Log cabin rental in Maryland

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

39

Vacation home rental

Maryland / Ocean Pines

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
Enjoy this quiet, family-friendly home near the water complete with a full kitchen, furnished balcony, backyard, and outdoor fire pit, all just a short walk from a community pool, public parks, and a golf course. On warm days, head to the sandy beaches of Ocean City, j …see more

from $139 / night

$973 / week

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Responds fast!
avg. 1 hour 38 minutes

from $139 / night