Deale Vacation Rentals, Houses & More


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Areas near Deale

1 / 20

Artist Home/studio 1 block from Chesapeake Bay

  • 2
  • 6
  • 2 nights min

$201

Details

Great rentals within 20 miles that match your search

1 / 34

Grandview at Pleasure Point

  • 8
  • 27
  • 7 nights min

$902

Details

1 / 11

Panoramic Views of Herrington Harbour on the Bay.

  • 3
  • 8
  • 1 night min

$450

Details

1 / 9

Renovated Luxury Waterview House

  • 3
  • 6
  • 2 nights min

$250

Details

1 / 30

Beautiful Murray Hill Home (Annapolis)

  • 4
  • 9
  • Min stay varies

$425

Details

1 / 22

Sandy Pines: Enjoy Harris Creek w/Pool and Boats

  • 4
  • 10
  • Min stay varies

$376

Details

1 / 7

St. Michael's Premier in Town Summer Cottage!

  • 2
  • 4
  • 2 nights min

$285

Details

1 / 10

Cul de sac house

  • 4
  • 8
  • 1 night min

$200

Details

1 / 51

Walk to Shops/Eateries Charming Cottage. Dogs Wel.

  • 3
  • 6
  • 2 nights min

$250

Details

1 / 12

Gorgeous Hideaway: Spacious, Private, Huge Patio, Near DC

  • 5
  • 21
  • Min stay varies

$701

Details

1 / 33

Upscale House/12 MINUTES FROM DC

  • 5
  • 16
  • 3 nights min

$491

Details

1 / 9

Holistic Getaway

  • 2
  • 6
  • 2 nights min

$145

Details

1 / 10

C/ean & Cozy

  • 1
  • 2
  • 1 night min

$59

Details

1 / 7

2. Private 20 acre waterfront estate - studio apt

  • 1
  • 2
  • 1 night min

$300

Details

1 / 6

Beautiful Townhouse

  • 3
  • 6
  • 2 nights min

$201

Details

1 / 23

Charming Eastport Home

  • 3
  • 8
  • 5 nights min

$300

Details

1 / 7

Charming Townhouse - Steps to City Dock and USNA

  • 3
  • 8
  • 3 nights min

$450

Details

1 / 8

Charming Coastal Cottage Minutes to St. Michaels

  • 2
  • 6
  • Min stay varies

$176

Details

1 / 17

Excellent Location in Downtown Annapolis- walk to everything !

  • 3
  • 7
  • 2 nights min

$300

Details

1 / 19

Cozy Townhome

  • 3
  • 8
  • 2 nights min

$176

Details

1 / 24

Charming Artists Home in Eastport/Annapolis

  • 3
  • 6
  • 3 nights min

$376

Details

1 / 14

Washington Beltway Resort

  • 4
  • 10
  • 3 nights min

$200

Details

1 / 38

St. Michaels award-winning waterfront BayCottage, pool, docks, sundeck, grounds

  • 6
  • 12
  • Min stay varies

$780

Details

1 / 17

Seahorse Guest Cottage near the Bay, dog friendly

  • 1
  • 5
  • 2 nights min

$150

Details

1 / 10

Condo Laval/Montreal 3mths or L/T: Pool,Tennis,Gym

  • 2
  • 4
  • 90 nights min

$92

Details

1 / 20

Chesapeake camping. 40 miles to Wash DC. 1 mile to river. 10 miles to beaches.

  • 2
  • 6
  • 1 night min

$95

Details

1 / 9

The Peaceful Palace Room 2

  • 1
  • 2
  • 1 night min

$26

Details

1 / 6

Spacious, Modern Condo nr. Navy Stadium, downtown & Mall . Easy access route 50

  • 2
  • 4
  • 2 nights min

$180

Details

1 / 20

Tilghman Island Cottage for Six - Near Marina and Knapps Narrows Drawbridge

  • 3
  • 6
  • 3 nights min

$201

Details

1 / 24

Perfect Annapolis with Lots of Parking & Hot Tub

  • 4
  • 10
  • 2 nights min

$496

Details

1 / 12

Great Family House, good for touring DC & MD

  • 4
  • 10
  • 2 nights min

$196

Details

1 / 25

*BOOK NOW* Beautiful Cottage in historic Annapolis

  • 3
  • 6
  • 2 nights min

$351

Details

1 / 24

Premier Cottage in St. Michaels- In Town Location!

  • 2
  • 5
  • Min stay varies

$150

Details

1 / 43

The Yellow House- Gorgeous Southern Colonial

  • 6
  • 14
  • 4 nights min

$996

Details

1 / 18

Family home one minute work away from Navy Stadium

  • 3
  • 6
  • 5 nights min

$551

Details

1 / 4

LOCATION,LOCATION,,LUXURY,WALK TO CITY ,PARKING. Annapolis, MD

  • 2
  • 5
  • 3 nights min

$250

Details

1 / 29

Charming Home close to historic district

  • 2
  • 6
  • 2 nights min

$250

Details

1 / 15

Beautiful Eastport Home, Walk to Naval Academy

  • 3
  • 7
  • Min stay varies

$450

Details

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