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Maryland Vacation Rentals(1,891)

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1 2 3 4 5 ....64
Spacious Annapolis Waterfront Home with Multiple Decks, Private Pier, and Views!
    3 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 10
  • Viewed

Spacious Annapolis Waterfront Home with Multiple Decks, Private Pier, and Views!

3 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 10
    1. Maryland  >
    2. Annapolis House
    #968476

    C$360 - C$514
    per night (C$)
    2 night Minimum Stay
    Luxurious Historic Home in the Heart of Downtown Annapolis!
      3 Bedrooms,
    • 2 Bathrooms, 
    • 1 Half Bath
      • , Sleeps 7
    • Viewed

    Luxurious Historic Home in the Heart of Downtown Annapolis!

    3 Bedrooms,
  • 2 Bathrooms, 
  • 1 Half Bath
    • , Sleeps 7
    1. Maryland  >
    2. Annapolis House
    #173289

    C$385 - C$488
    per night (C$)
    2 night Minimum Stay
    Annapolis/Boaters/ Waterfront,Pool,Beach,Slip, WI FI ,Family/Retreat
      5 Bedrooms,
    • 2 Bathrooms, 
    • 1 Half Bath
      • , Sleeps 15
    • Viewed

    Annapolis/Boaters/ Waterfront,Pool,Beach,Slip, WI FI ,Family/Retreat

    5 Bedrooms,
  • 2 Bathrooms, 
  • 1 Half Bath
    • , Sleeps 15
    1. Maryland  >
    2. Annapolis House
    #223105

    C$411 - C$1,002
    per night (C$)
    2 - 3 night Minimum Stay

    Belmont Towers Direct Oceanfront/Boardwalk-Gorgeous! May 18 week for sale!!!
      3 Bedrooms,
    • 3 Bathrooms
      • , Sleeps 9
    • Viewed

    Belmont Towers Direct Oceanfront/Boardwalk-Gorgeous! May 18 week for sale!!!

    3 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 9
    1. Ocean City  >
    2. Belmont Towers Ocean City Condo
    #233143

    C$206 - C$874
    per night (C$)
    2 - 7 night Minimum Stay
    The Hideaway: 'Lil Piece of Heaven on the Chesapeake
      3 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 10
    • Viewed

    The Hideaway: 'Lil Piece of Heaven on the Chesapeake

    3 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 10
    1. Chesapeake Bay  >
    2. Point Lookout House
    #252098vb

    C$154 - C$308
    per night (C$)
    2 - 7 night Minimum Stay
    DC Vacation Rental, White House, Metro,Capitol, Smithsonian, Hotel Near DC
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 6
    • Viewed

    DC Vacation Rental, White House, Metro,Capitol, Smithsonian, Hotel Near DC

    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 6
    1. Maryland - Washington DC  >
    2. Largo Condo
    #255731

    C$139 - C$206
    per night (C$)
    3 - 4 night Minimum Stay
    Beautiful and Spacious Bayside Condo Near Beach & Canal!
      1 Bedrooms,
    • 1 Bathroom
      • , Sleeps 6
    • Viewed

    Beautiful and Spacious Bayside Condo Near Beach & Canal!

    1 Bedrooms,
  • 1 Bathroom
    • , Sleeps 6
    1. Ocean City  >
    2. Vacation Homes in Ocean City Condo
    #117838

    C$95 - C$128
    per night (C$)
    2 - 7 night Minimum Stay
    Chic & Affordable** 3 miles to Train to DC & 10 miles drive to DC**Book Online
      2 Bedrooms,
    • 1 Bathroom
      • , Sleeps 6
    • Viewed

    Chic & Affordable** 3 miles to Train to DC & 10 miles drive to DC**Book Online

    2 Bedrooms,
  • 1 Bathroom
    • , Sleeps 6
    1. Maryland - Washington DC  >
    2. Greenbelt Condo
    #379906

    C$111 - C$206
    per night (C$)
    3 night Minimum Stay
    Luxury Historic Farmhouse, Pond and Spectacular Views. Cozy, Spacious 4400 sq ft
      5 Bedrooms,
    • 5 Bathrooms
      • , Sleeps 14
    • Viewed

    Luxury Historic Farmhouse, Pond and Spectacular Views. Cozy, Spacious 4400 sq ft

    5 Bedrooms,
  • 5 Bathrooms
    • , Sleeps 14
    1. Maryland  >
    2. Frederick Farmhouse
    #930854

    C$411 - C$617
    per night (C$)
    3 night Minimum Stay
    Comfort & Style: Chesapeake Bay Views, Beach, Pier, Spa!
      5 Bedrooms,
    • 3 Bathrooms
      • , Sleeps 20
    • Viewed

    Comfort & Style: Chesapeake Bay Views, Beach, Pier, Spa!

    5 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 20
    1. Maryland  >
    2. Annapolis Cottage
    #390303vb

    C$509 - C$714
    per night (C$)
    2 - 3 night Minimum Stay
    Beach Block Townhouse! North Ocean City - 139th St.
      3 Bedrooms,
    • 2 Bathrooms, 
    • 2 Half Baths
      • , Sleeps 8
    • Viewed

    Beach Block Townhouse! North Ocean City - 139th St.

    3 Bedrooms,
  • 2 Bathrooms, 
  • 2 Half Baths
    • , Sleeps 8
    1. Ocean City  >
    2. North Ocean City Townhome
    #957922

    C$206 - C$324
    per night (C$)
    3 - 7 night Minimum Stay
    Chesabelle - Belle of the Bay. Sweeping Views. Sand. Style.
      3 Bedrooms,
    • 1 Bathroom
      • , Sleeps 7
    • Viewed

    Chesabelle - Belle of the Bay. Sweeping Views. Sand. Style.

    3 Bedrooms,
  • 1 Bathroom
    • , Sleeps 7
    1. Chesapeake Bay  >
    2. Point Lookout House
    #408472vb

    C$180 - C$257
    per night (C$)
    2 - 7 night Minimum Stay
    Lovely Log Cabin close to all amenities yet feel like you're in a Hideaway
      3 Bedrooms,
    • 2 Bathrooms, 
    • 1 Half Bath
      • , Sleeps 12
    • Viewed

    Lovely Log Cabin close to all amenities yet feel like you're in a Hideaway

    3 Bedrooms,
  • 2 Bathrooms, 
  • 1 Half Bath
    • , Sleeps 12
    1. Deep Creek Lake  >
    2. Oakland Cabin
    #380713

    C$305 - C$307
    per night (C$)
    2 night Minimum Stay
    Beautiful Townhouse, Close to Lake and Marina - Book now for summer!
      3 Bedrooms,
    • 3 Bathrooms, 
    • 1 Half Bath
      • , Sleeps 9
    • Viewed

    Beautiful Townhouse, Close to Lake and Marina - Book now for summer!

    3 Bedrooms,
  • 3 Bathrooms, 
  • 1 Half Bath
    • , Sleeps 9
    1. Deep Creek Lake  >
    2. McHenry Townhome
    #209867vb

    C$334
    per night (C$)
    2 night Minimum Stay
    Waterfront-Walk to Beach-2BR/2BA - Boat Slip - Newly Listed!!!
      2 Bedrooms, Sleeps 6
    • Viewed

    Waterfront-Walk to Beach-2BR/2BA - Boat Slip - Newly Listed!!!

    2 Bedrooms, Sleeps 6
    1. Ocean City  >
    2. Bayspot Ocean City Condo
    #351968vb

    C$128 - C$274
    per night (C$)
    2 - 3 night Minimum Stay
    Historic Waterfront Home in St. Michaels, w/Wi-Fi, Dock & Pet Friendly
      4 Bedrooms,
    • 2 Bathrooms, 
    • 1 Half Bath
      • , Sleeps 8
    • Viewed

    Historic Waterfront Home in St. Michaels, w/Wi-Fi, Dock & Pet Friendly

    4 Bedrooms,
  • 2 Bathrooms, 
  • 1 Half Bath
    • , Sleeps 8
    1. Chesapeake Bay  >
    2. St. Michaels House
    #123352

    C$668 - C$719
    per night (C$)
    2 - 3 night Minimum Stay
    *PRICE REDUCTION * Newly Furnished Beautiful Log Home at Deep Creek Lake
      3 Bedrooms,
    • 2 Bathrooms, 
    • 1 Half Bath
      • , Sleeps 11
    • Viewed

    *PRICE REDUCTION * Newly Furnished Beautiful Log Home at Deep Creek Lake

    3 Bedrooms,
  • 2 Bathrooms, 
  • 1 Half Bath
    • , Sleeps 11
    1. Deep Creek Lake  >
    2. McHenry House
    #73425vb

    C$206 - C$375
    per night (C$)
    1 - 7 night Minimum Stay
    4 Bedroom @ Deep Creek* $410 Weekend / $985 Week * Sunday Night FREE
      4 Bedrooms,
    • 3 Bathrooms
      • , Sleeps 14
    • Viewed

    4 Bedroom @ Deep Creek* $410 Weekend / $985 Week * Sunday Night FREE

    4 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 14
    1. Deep Creek Lake  >
    2. McHenry House
    #97004vb

    C$211
    per night (C$)
    Premier Waterfront Vacation Home/St. Michaels (August Availability)
      4 Bedrooms,
    • 4 Bathrooms
      • , Sleeps 8
    • Viewed

    Premier Waterfront Vacation Home/St. Michaels (August Availability)

    4 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 8
    1. Chesapeake Bay  >
    2. St. Michaels House
    #3177402

    C$257 - C$360
    per night (C$)
    3 night Minimum Stay
    Recovery Room offers a Private Pool and Hot Tub
      2 Bedrooms,
    • 1 Bathroom
      • , Sleeps 7
    • Viewed

    Recovery Room offers a Private Pool and Hot Tub

    2 Bedrooms,
  • 1 Bathroom
    • , Sleeps 7
    1. Maryland  >
    2. Ocean Pines House
    #161526vb

    Family Friendly Condo a Short Walk from the Beach
      1 Bedrooms,
    • 1 Bathroom
      • , Sleeps 6
    • Viewed

    Family Friendly Condo a Short Walk from the Beach

    1 Bedrooms,
  • 1 Bathroom
    • , Sleeps 6
    1. Ocean City  >
    2. North Ocean City Condo
    #158603

    C$103 - C$134
    per night (C$)
    3 - 7 night Minimum Stay
    Experience The BEST Sunsets on Deep Creek Lake!
      3 Bedrooms,
    • 2 Bathrooms, 
    • 1 Half Bath
      • , Sleeps 10
    • Viewed

    Experience The BEST Sunsets on Deep Creek Lake!

    3 Bedrooms,
  • 2 Bathrooms, 
  • 1 Half Bath
    • , Sleeps 10
    1. Deep Creek Lake  >
    2. McHenry Townhome
    #199554vb

    C$154 - C$231
    per night (C$)
    Renovated cottage with Chesapeake Bay sandy beach direct access
      1 Bedrooms,
    • 1 Bathroom
      • , Sleeps 3
    • Viewed

    Renovated cottage with Chesapeake Bay sandy beach direct access

    1 Bedrooms,
  • 1 Bathroom
    • , Sleeps 3
    1. Chesapeake Bay  >
    2. Point Lookout Cottage
    #908053

    C$92 - C$154
    per night (C$)
    2 night Minimum Stay
    Beautiful, Private Log Home - Access to All Recreation
      5 Bedrooms,
    • 3 Bathrooms
      • , Sleeps 12
    • Viewed

    Beautiful, Private Log Home - Access to All Recreation

    5 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 12
    1. Deep Creek Lake  >
    2. McHenry House
    #224402vb

    C$231 - C$283
    per night (C$)
    Special Rates Sept-Nov~Waterfront Home~Pet Friendly~Golf~Indoor Pool-
      3 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 10
    • Viewed

    Special Rates Sept-Nov~Waterfront Home~Pet Friendly~Golf~Indoor Pool-

    3 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 10
    1. Maryland  >
    2. Ocean Pines House
    #359469

    C$154 - C$206
    per night (C$)
    2 - 7 night Minimum Stay
    Beautiful 3 Bedroom, 3 Bath Townhome with Lake Access!
      3 Bedrooms,
    • 3 Bathrooms
      • , Sleeps 8
    • Viewed

    Beautiful 3 Bedroom, 3 Bath Townhome with Lake Access!

    3 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 8
    1. Deep Creek Lake  >
    2. McHenry Townhome
    #242885vb

    C$103 - C$231
    per night (C$)
    5 BR/ 3 BA Located in the Heart of Deep Creek Lake, Close to the Wisp!
      5 Bedrooms,
    • 3 Bathrooms, 
    • 1 Half Bath
      • , Sleeps 14
    • Viewed

    5 BR/ 3 BA Located in the Heart of Deep Creek Lake, Close to the Wisp!

    5 Bedrooms,
  • 3 Bathrooms, 
  • 1 Half Bath
    • , Sleeps 14
    1. Deep Creek Lake  >
    2. McHenry House
    #247439vb

    C$270 - C$920
    per night (C$)
    1 - 7 night Minimum Stay
    Amazing Waterfront in Annapolis, easy walk to Navy Stadium & Downtown
      4 Bedrooms,
    • 4 Bathrooms
      • , Sleeps 13
    • Viewed

    Amazing Waterfront in Annapolis, easy walk to Navy Stadium & Downtown

    4 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 13
    1. Maryland  >
    2. Annapolis House
    #241350

    C$514 - C$1,233
    per night (C$)
    Deep Creek Lake Front House with Private Boat Slip! Close to Wisp
      5 Bedrooms,
    • 3 Bathrooms, 
    • 1 Half Bath
      • , Sleeps 16
    • Viewed

    Deep Creek Lake Front House with Private Boat Slip! Close to Wisp

    5 Bedrooms,
  • 3 Bathrooms, 
  • 1 Half Bath
    • , Sleeps 16
    1. Deep Creek Lake  >
    2. Swanton House
    #263875vb

    C$353 - C$529
    per night (C$)
    1 - 7 night Minimum Stay
    Ber Na Mara: Chesapeake Beach House with Panoramic Bay Views.
      3 Bedrooms, Sleeps 8
    • Viewed

    Ber Na Mara: Chesapeake Beach House with Panoramic Bay Views.

    3 Bedrooms, Sleeps 8
    1. Chesapeake Bay  >
    2. Point Lookout Cottage
    #437322vb

    C$206 - C$334
    per night (C$)
    2 - 7 night Minimum Stay
    1 2 3 4 5 ....64
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