50 Best Maryland Apartments on Holiday Lettings - Vacation rentals

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Vacation rentals Ocean City
554 properties
Garrett County
529 properties
Swanton
130 properties
Apartments Baltimore
39 properties
Talbot County
20 properties
Apartments Annapolis
20 properties
Apartments Silver Spring
17 properties
Oxon Hill
15 properties
Apartments Fort Washington
10 properties
National Harbor
10 properties
Chestertown
7 properties
Calvert County
7 properties
Sabillasville
6 properties
Bowie
6 properties
Cambridge
5 properties
Apartments Bethesda
5 properties

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1,472 Vacation rentals

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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 $63 / night

$249 / week

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from $63 / night

(15) 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 …see more

from $348 / night

$2084 / week

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from $348 / 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 $129 / night

$745 - $953 / week

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from $129 / 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

$348 - $417 / week

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from $75 / night

8

Maryland Vacation home rental

Maryland / 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 $125 / night

$875 / week

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from $125 / 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 …see more

from $45 / night

$313 / week

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from $45 / 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 $69 / night

$480 / week

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from $69 / 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 …see more

from $134 / night

$938 / week

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from $134 / night

16

Maryland / Annapolis

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning

from $129 / night

$903 - $1743 / week

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from $129 / night

22

Maryland / Silver Spring

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from $224 / night

$1404 / week

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from $224 / night

16

Maryland / Swanton

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning

from $272 / night

$1193 - $1943 / week

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from $272 / night

18

Maryland / Ocean City

3 11 Min stay varies

  • 3 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

from $220 / night

$1100 - $2395 / week

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from $220 / night

(3) Excellent 

25

Maryland / Emmitsburg

2 7 2 nights min

  • 2 bedrooms
  • Sleeps 7
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

from $194 / night

$1340 - $1687 / week

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from $194 / night

(3) Excellent 

24

Maryland / Annapolis

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Air conditioning

from $645 / night

$4961 - $7441 / week

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from $645 / night

(9) Very Good 

21

Maryland / Swanton

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

from $249 / night

$1241 - $2381 / week

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from $249 / night

(20) Excellent 

29

Talbot County / St. Michaels

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary

from $179 / night

$1384 - $1737 / week

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from $179 / night

(3) Excellent 

33

Maryland / North Bethesda

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

from $179 / night

$1253 / week

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from $179 / night

11

Kent Island / Stevensville

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly

from $208 / night

$1869 / week

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from $208 / night

(11) Excellent 

9

Maryland / Ocean City

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary

from $149 / night

$794 - $1191 / week

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from $149 / night

(10) Excellent 

17

Maryland / Ocean City

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.3 mi
  • Swimming pool
  • Child friendly

from $55 / night

$447 - $1687 / week

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from $55 / night

24

Maryland / National Harbor

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $248 / night

$1737 / week

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from $248 / night

(9) Excellent 

13

Maryland / Ocean City

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary

from $174 / night

$1191 - $1687 / week

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from $174 / night

13

Calvert County / Saint Leonard

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $85 / night

$595 - $630 / week

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from $85 / night

44

Maryland / Swanton

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Air conditioning

from $597 / night

$2393 - $4690 / week

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from $597 / night

(3) Excellent 

28

Maryland / Chestertown

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning

from $120 / night

$650 - $850 / week

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from $120 / night

7

Maryland / Ocean City

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

from $95 / night

$660 - $1077 / week

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from $95 / night

21

Maryland / Oxon Hill

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $115 / night

$799 / week

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from $115 / night

45

Maryland / Swanton

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Air conditioning

from $422 / night

$1823 - $3392 / week

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from $422 / night

(3) Very Good 

15

Maryland / Ocean City

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

from $90 / night

$621 - $1216 / week

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from $90 / night

(5) Excellent 

5

Maryland / Ocean City

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning

from $199 / night

$1985 - $2877 / week

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from $199 / night

(5) Excellent 

25

Maryland / Ocean City

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

from $131 / night

$745 - $3066 / week

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from $131 / night

22

Garrett County / Oakland

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Air conditioning

from $312 / night

$1493 - $1993 / week

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from $312 / night

(1) Good 

26

Maryland / Annapolis

3 9 2 nights min

  • 3 bedrooms
  • Sleeps 9
  • 2 nights min
  • Child friendly
  • Air conditioning

from $350 / night

$2100 - $4800 / week

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from $350 / night

34

Maryland / Swanton

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Pet friendly

from $347 / night

$1493 - $2992 / week

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from $347 / night

(7) Excellent 

19

Maryland / Ocean City

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

from $75 / night

$596 - $1588 / week

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from $75 / night

10

Maryland / Ocean City

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning

from $90 / night

$630 - $1475 / week

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from $90 / night

25

Garrett County / McHenry

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Air conditioning

from $337 / night

$1493 - $1972 / week

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from $337 / night

(24) Excellent 

17

Garrett County / Oakland

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly

from $199 / night

$695 - $1092 / week

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from $199 / night

17

Maryland / Ocean City

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Suitable for children age 5+

from $154 / night

$854 - $1930 / week

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from $154 / night

26

Garrett County / McHenry

3 12 Min stay varies

  • 3 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Pet friendly

from $262 / night

$1193 - $1593 / week

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from $262 / night

1