Rock Hall Vacation Rentals | Book Now, Save Up to 30%

All in pricing: Taxes and fees included

Save $78

Preferred host

Entire home in Rock Hall, MD

Nov 16 - 19

$274/night

5.0

2

3 bedrooms

6 guests

$979$900total

Save $71

Preferred host

Entire home in Chestertown, MD

Nov 16 - 19

$211/night

4.3

3

3 bedrooms

6 guests

$765$693total

Save $128

Preferred host

Entire home in Chestertown, MD

Nov 16 - 19

$222/night

5.0

17

2 bedrooms

6 guests

$859$731total

Save $240

House in Pasadena, MD

Nov 16 - 19

$816/night

4.9

14

4 bedrooms

10 guests

$2,999$2,759total

Save $220

Preferred host

Entire home in Chestertown, MD

Nov 16 - 19

$770/night

5.0

3

4 bedrooms

14 guests

$2,752$2,532total

Save $165

Preferred host

Entire home in Grasonville, MD

Apr 29 - May 2

$575/night

5.0

5

3 bedrooms

8 guests

Pay only $219 today

$2,056$1,892total

Save $281

Whimstay gem

House in Chestertown, MD

Nov 16 - 19

$375/night

5.0

107

3 bedrooms

10 guests

$1,519$1,238total

Save $130

Preferred host

Entire home in Annapolis, MD

Nov 16 - 19

$443/night

5.0

1

4 bedrooms

8 guests

$1,622$1,492total

Save $135

House in Annapolis, MD

Dec 20 - 23

$458/night

5.0

10

3 bedrooms

8 guests

$1,686$1,551total

Save $84

Preferred host

Entire cottage in Annapolis, MD

Nov 16 - 19

$287/night

4.0

4

3 bedrooms

5 guests

$1,051$967total

Save $324

Preferred host

Entire home in Stevensville, MD

Nov 16 - 19

$970/night

4.9

7

3 bedrooms

11 guests

$3,515$3,191total

Save $172

House in Chester, MD

Nov 16 - 19

$330/night

New

4 bedrooms

10 guests

$1,262$1,089total

Save $97

Preferred host

Entire home in Queenstown, MD

Dec 16 - 19

$339/night

5.0

1

4 bedrooms

8 guests

$1,211$1,114total

Save $241

Unit 3 of 3

Preferred host

House in Arnold, MD

Dec 28 - 31

$817/night

4.8

18

6 bedrooms

14 guests

$3,006$2,766total

Save $209

Unit 1 of 3

Preferred host

House in Arnold, MD

Dec 28 - 31

$711/night

4.7

18

4 bedrooms

10 guests

$2,613$2,404total

Save $233

Unit 2 of 3

Preferred host

Apartment in Arnold, MD

Dec 28 - 31

$382/night

5.0

3

1 bedroom

4 guests

$1,527$1,293total

Save $218

Guests rave

House in Dundalk, MD

Jan 14 - 17

$526/night

5.0

47

3 bedrooms

8 guests

$2,019$1,801total

Save $143

Preferred host

House in Arnold, MD

Nov 16 - 19

$485/night

5.0

10

4 bedrooms

9 guests

$1,784$1,641total

Save $80

Preferred host

Entire home in Pasadena, MD

Nov 30 - Dec 3

$272/night

5.0

6

3 bedrooms

9 guests

$995$916total

Save $247

Unit 1 of 3

Preferred host

Cottage in Severna Park, MD

Jan 31 - Feb 3

$399/night

5.0

14

1 bedroom

2 guests

$1,595$1,349total

Save $367

Unit 2 of 3

Whimstay gem

House in Severna Park, MD

Dec 2 - 5

$631/night

4.9

22

4 bedrooms

13 guests

$2,502$2,135total

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