50 Best Maryland Apartments on Holiday Lettings - Vacation rentals

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Garrett County
604 properties
Vacation rentals Ocean City
506 properties
Swanton
148 properties
Apartments Baltimore
42 properties
Apartments Annapolis
21 properties
Apartments Silver Spring
21 properties
Talbot County
19 properties
Oxon Hill
14 properties
Apartments Fort Washington
11 properties
National Harbor
9 properties
Sabillasville
6 properties
Calvert County
6 properties
Bowie
6 properties
Chestertown
6 properties
Apartments Bethesda
5 properties

Maryland

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1,508 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

$251 / 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 $350 / night

$2100 / week

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from $350 / 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 $131 / night

$751 - $961 / week

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from $131 / 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 $76 / night

$350 - $421 / week

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from $76 / night

11

Maryland Vacation townhouse rental

Maryland / Parkville

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 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 $65 / night

$67 / week

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from $65 / 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+

 …see more

from $91 / night

$625 - $1225 / week

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from $91 / night

(3) Excellent 

24

Maryland / Annapolis

6 12 Min stay varies

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

 …see more

from $651 / night

$5000 - $7500 / week

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from $651 / night

12

Maryland / Oxon Hill

1 4 2 nights min

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

 …see more

from $138 / night

$960 / week

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from $138 / night

(11) Excellent 

23

Talbot County / St. Michaels

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from $151 / night

$975 - $1810 / week

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from $151 / night

(1) Excellent 

5

Maryland / Hyattsville

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Air conditioning

 …see more

from $51 / night

$351 / week

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from $51 / night

38

Talbot County / St. Michaels

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 7 mi
  • Swimming pool

 …see more

from $780 / night

$4101 - $6801 / week

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from $780 / 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

 …see more

from $151 / night

$975 - $1750 / week

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from $151 / night

5

Maryland / Olney

3 15 2 nights min

  • 3 bedrooms
  • Sleeps 15
  • 2 nights min
  • Child friendly

 …see more

from $175 / night

$1225 / week

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from $175 / night

7

Maryland / Fort Washington

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from $200 / night

$1400 / week

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from $200 / 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

 …see more

from $175 / night

$1201 - $1701 / week

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from $175 / night

51

Maryland / National Harbor

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning

 …see more

from $211 / night

$786 / week

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from $211 / night

12

Maryland / Bowie

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning

 …see more

from $160 / night

$1001 - $3400 / week

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from $160 / night

(1) Excellent 

17

Maryland / Cumberland

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Child friendly
  • Air conditioning

 …see more

from $120 / night

$700 - $751 / week

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from $120 / night

(4) Very Good 

8

Maryland / Ocean City

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Air conditioning

 …see more

from $100 / night

$601 / week

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from $100 / night

(1) Good 

26

Maryland / Annapolis

3 9 2 nights min

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

 …see more

from $350 / night

$2100 - $4801 / week

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from $350 / night

16

Maryland / Annapolis

1 4 Min stay varies

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

 …see more

from $129 / night

$904 - $1743 / week

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from $129 / night

11

Kent Island / Stevensville

2 6 2 nights min

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

 …see more

from $209 / night

$1883 / week

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from $209 / night

(6) Excellent 

10

Maryland / Chestertown

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 24 mi
  • Child friendly
  • Air conditioning

 …see more

from $96 / night

$660 - $685 / week

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from $96 / night

(1) Excellent 

13

Maryland / Oxon Hill

2 8 2 nights min

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

 …see more

from $164 / night

$1148 / week

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from $164 / night

16

Maryland / Ocean City

1 6 Min stay varies

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

 …see more

from $51 / night

$765 - $1201 / week

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from $51 / night

28

Maryland / National Harbor

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly

 …see more

from $330 / night

$2201 / week

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from $330 / night

10

Maryland / National Harbor

2 8 2 nights min

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

 …see more

from $279 / night

$1953 / week

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from $279 / night

(4) Very Good 

14

Maryland / Ocean City

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from $76 / night

$450 - $1393 / week

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from $76 / night

5

Maryland / Bethesda

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from $100 / night

$694 / week

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from $100 / 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

 …see more

from $226 / night

$1251 - $2301 / week

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from $226 / night

(1) Excellent 

3

Maryland / Adelphi

1 4 3 nights min

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

 …see more

from $129 / night

$875 / week

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from $129 / 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

 …see more

from $56 / night

$450 - $1701 / week

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from $56 / night

37

Maryland / Ocean City

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $164 / night

$1400 - $2201 / week

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from $164 / night

12

Maryland / Pikesville

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 10 mi
  • Ask about children
  • Car not necessary

 …see more

from $120 / night

$840 / week

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from $120 / night

10

Calvert County / Saint Leonard

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from $260 / night

$1110 / week

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from $260 / night

68

Maryland / Ocean City

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning

 …see more

from $326 / night

$2000 - $6015 / week

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from $326 / night

(3) Excellent 

14

Maryland / Sabillasville

7 16 1 night min

  • 7 bedrooms
  • Sleeps 16
  • 1 night min
  • Child friendly
  • Car not necessary
  • Pet friendly

 …see more

from $601 / night

$4201 / week

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from $601 / night

20

Maryland / Silver Spring

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly

 …see more

from $220 / night

$1331 / week

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from $220 / night

9

Calvert County / North Beach

3 6 2 nights min

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

 …see more

from $251 / night

$1001 - $1351 / week

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from $251 / night

(4) Excellent 

46

Maryland / Ocean City

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning

 …see more

from $200 / night

$899 - $2226 / week

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from $200 / night