20 Best Annapolis Apartments on Holiday Lettings - Vacation rentals

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24 Vacation rentals

16

Maryland / Annapolis

1 4 Min stay varies

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

 …see more

from $131 / night

$911 - $1757 / week

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from $131 / night

15

Maryland / Annapolis

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Car not necessary
  • Air conditioning
  • Private garden

 …see more

from $227 / night

$1311 - $3579 / week

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from $227 / night

(14) Excellent 

25

Cottage rental in Annapolis

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 $353 / night

$2117 / week

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from $353 / 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 $303 / night

$1815 - $4839 / week

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from $303 / night

(2) Excellent 

6

Maryland / Annapolis

3 4 2 nights min

  • 3 bedrooms
  • Sleeps 4
  • 2 nights min
  • Car not necessary
  • Air conditioning

 …see more

from $171 / night

$1193 / week

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from $171 / night

(1) Excellent 

15

Maryland / Annapolis

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from $454 / night

$3176 / week

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from $454 / night

24

Maryland / Annapolis

4 10 2 nights min

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

 …see more

from $499 / night

$3024 / week

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from $499 / 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 $656 / night

$5040 - $7560 / week

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from $656 / night

17

Maryland / Annapolis

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from $201 / night

$1412 - $2319 / week

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from $201 / night

10

Maryland / Annapolis

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning

 …see more

from $60 / night

$417 / week

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from $60 / night

7

Maryland / Annapolis

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask about pets

 …see more

from $303 / night

$1008 / week

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from $303 / night

(1) Excellent 

51

Maryland / Annapolis

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 6 mi
  • Child friendly
  • Car not necessary

 …see more

from $227 / night

$1007 - $2509 / week

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from $227 / night

(3) Very Good 

30

Maryland / Annapolis

4 9 1 night min

  • 4 bedrooms
  • Sleeps 9
  • 1 night min
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from $429 / night

$2520 - $3261 / week

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from $429 / night

7

Maryland / Annapolis

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

 …see more

from $454 / night

$3931 / week

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from $454 / night

(1) Excellent 

15

Maryland / Annapolis

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly
  • Pet friendly

 …see more

from $499 / night

$3226 / week

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from $499 / night

7

Maryland / Annapolis

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Ask about pets

 …see more

from $328 / night

$2475 / week

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from $328 / night

23

Maryland / Annapolis

3 8 5 nights min

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

 …see more

from $252 / night

$1512 - $2016 / week

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from $252 / night

26

Maryland / Annapolis

5 20 2 nights min

  • 5 bedrooms
  • Sleeps 20
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly

 …see more

from $701 / night

$3024 - $3871 / week

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from $701 / night

24

Maryland / Annapolis

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Ask about children
  • Air conditioning

 …see more

from $378 / night

$2420 / week

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from $378 / night

4

Maryland / Annapolis

2 5 3 nights min

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

 …see more

from $252 / night

$1764 / week

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from $252 / night

21

Maryland / Annapolis

5 11 4 nights min

  • 5 bedrooms
  • Sleeps 11
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from $555 / night

$3226 / week

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from $555 / night

5

Maryland / Annapolis

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly

 …see more

from $1260 / night

$8820 / week

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from $1260 / night

32

Maryland / Annapolis

4 12 30 nights min

  • 4 bedrooms
  • Sleeps 12
  • 30 nights min
  • Ask about children
  • Ask about pets

 …see more

from $187 / night

$1307 / week

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from $187 / night

6

Maryland / Annapolis

2 1 1 night min

  • 2 bedrooms
  • Sleeps 1
  • 1 night min
  • Ask about children
  • Air conditioning
  • Private garden

 …see more

from $202 / night

$1008 / week

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from $202 / night

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