Annapolis Vacation Rentals | Book Now, Save Up to 30%

All in pricing: Taxes and fees included

Save $327

Whimstay gem

House in Annapolis, MD

Nov 16 - 19

$371/night

5.0

23

3 bedrooms

6 guests

$1,584$1,257total

Save $350

Whimstay gem

House in Annapolis, MD

Nov 28 - Dec 1

$716/night

4.9

40

4 bedrooms

8 guests

$2,772$2,423total

Save $279

Whimstay gem

House in Annapolis, MD

Nov 16 - 19

$574/night

4.9

41

4 bedrooms

8 guests

$2,220$1,941total

Save $430

Whimstay gem

House in Annapolis, MD

Nov 20 - 23

$635/night

5.0

51

4 bedrooms

8 guests

$2,580$2,150total

Save $627

Guests rave

Entire home in Annapolis, MD

Dec 7 - 10

$512/night

5.0

26

3 bedrooms

8 guests

$2,359$1,732total

Save $334

Preferred host

House in Annapolis, MD

Nov 16 - 19

$564/night

5.0

7

5 bedrooms

10 guests

$2,242$1,908total

Save $339

Preferred host

House in Annapolis, MD

Nov 19 - 22

$599/night

4.9

14

3 bedrooms

6 guests

$2,365$2,025total

Save $293

Preferred host

House in Annapolis, MD

Nov 16 - 19

$706/night

5.0

6

4 bedrooms

12 guests

$2,680$2,387total

Save $73

Guests rave

House in Annapolis, MD

Nov 16 - 19

$248/night

4.9

33

2 bedrooms

6 guests

$911$838total

Save $225

Preferred host

House in Annapolis, MD

Nov 16 - 19

$469/night

4.3

3

3 bedrooms

9 guests

$1,812$1,588total

Save $337

Preferred host

House in Annapolis, MD

Nov 23 - 26

$584/night

5.0

5

3 bedrooms

6 guests

$2,312$1,975total

Save $280

Whimstay gem

House in Annapolis, MD

Dec 27 - 30

$951/night

5.0

37

3 bedrooms

8 guests

$3,496$3,217total

Save $136

Preferred host

House in Annapolis, MD

Nov 16 - 19

$461/night

5.0

14

2 bedrooms

5 guests

$1,694$1,558total

Save $251

Unit 1 of 3

Preferred host

Apartment in Annapolis, MD

Nov 16 - 19

$459/night

5.0

14

2 bedrooms

6 guests

$1,804$1,553total

Save $246

Whimstay gem

House in Annapolis, MD

Nov 16 - 19

$532/night

5.0

22

3 bedrooms

12 guests

$2,045$1,799total

Save $443

Preferred host

House in Annapolis, MD

Nov 28 - Dec 1

$632/night

4.9

11

2 bedrooms

6 guests

$2,581$2,138total

Save $439

Whimstay gem

House in Annapolis, MD

Nov 20 - 23

$896/night

5.0

33

4 bedrooms

12 guests

$3,469$3,030total

Save $352

Whimstay gem

House in Annapolis, MD

Nov 24 - 27

$303/night

4.9

39

2 bedrooms

6 guests

$1,376$1,024total

Save $96

Townhouse in Annapolis, MD

Nov 16 - 19

$327/night

4.8

77

4 bedrooms

9 guests

$1,202$1,106total

Save $304

Whimstay gem

House in Annapolis, MD

Nov 16 - 19

$624/night

4.9

58

4 bedrooms

12 guests

$2,416$2,112total

Save $91

Preferred host

Entire townhouse in Annapolis, MD

Nov 16 - 19

$310/night

5.0

2

4 bedrooms

8 guests

$1,136$1,045total

Map shows last minute vacation rentals in Annapolis