Top Vacation rentals in Maryland

Find the Top Vacation rentals in Maryland – 100+ Quality Options from Leading Providers

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22 Guests, 1 Room
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41-60 out of 137 vacation rentals
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From   US$ 169 /nightSelect
  • Private entrance to each unit
  • Balcony with pool views
  • Outdoor swimming pool
Holiday home
From   US$ 472 /nightSelect
Carousel Ice Skating Rink is set about 0.6 miles from the Marlin Cove.
Holiday home
  • Children's playground
  • Full kitchen
  • Air conditioning
From   US$ 180 /nightSelect
  • Children's playground for family fun
  • Outdoor activities: cycling and fishing
  • Air-conditioned units with full kitchens
Holiday home
  • Outdoor pool
  • Private entrance
  • Fully equipped kitchen
From   US$ 273 /nightSelect
  • Private entrance for convenient access
  • Fully equipped kitchens in all units
  • Outdoor swimming pool for relaxation
Holiday home
  • Outdoor pool
  • Bicycle rentals
  • Children's playground
From   US$ 251 /nightSelect
  • Family-friendly outdoor dining area
  • On-site outdoor swimming pool
  • Exciting activities like cycling and fishing
Holiday home
  • Beach access
  • Fully equipped kitchen
  • Air conditioning
From   US$ 473 /nightSelect
  • Beachfront property with stunning sea views
  • Private entrance for added privacy
  • Activities like cycling and fishing available
While staying at the Compass Rose By Leavetown Vacations you are invited to discover Maryland State House, set 3.6 miles away, or Annapolis Historic District, which is approximately 15 minutes' drive away.
  • Private Pool
  • Fitness Centre
  • Fireplace
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  • Private pool with garden views
  • Six bedrooms for large groups
  • Fitness centre for active guests
Holiday home
  • Fireplace
  • Ski access
  • Billiards
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  • Ski-to-door access for winter sports lovers
  • On-site billiards for entertainment options
  • Spacious holiday home with fireplace
Holiday home
  • Outdoor pool
  • Children's playground
  • Equipped kitchen
From   US$ 259 /nightSelect
  • Private holiday home with pool views
  • Outdoor swimming pool for leisure
  • Children's playground available on site
Holiday home
  • Private Balconies
  • Children's Playground
  • Outdoor Dining
From   US$ 399 /nightSelect
  • Fully-equipped kitchens for all guests
  • Children's playground and outdoor dining area
  • Variety of on-site activities available
Holiday home
  • Fully equipped kitchen
  • Private entrance
  • Children's playground
From   US$ 426 /nightSelect
  • Private entrance for added seclusion
  • Fully equipped kitchen for self-catering
  • Children's playground for family fun
Holiday home
  • Hot tub
  • Fully equipped kitchen
  • Fireplace
From   US$ 335 /nightSelect
  • Private hot tub for ultimate relaxation
  • Four-bedroom home for family stays
  • Activities like skiing and fishing available
Holiday home
  • Fireplace
  • Billiards
  • Skiing
From   US$ 685 /nightSelect
  • Five-bedroom holiday home with fireplace
  • Activities like skiing and hiking available
  • On-site billiards and fishing options
Holiday home
  • Fireplace
  • Fishing area
  • Skiing trails
From   US$ 405 /nightSelect
  • Fully equipped kitchen for convenience
  • Activities like skiing and fishing available
  • Pet-friendly accommodations for travelers
  • Private Pool
  • Indoor Play
  • Outdoor Dining
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  • Private pool and hot tub access
  • Indoor play area for children
  • Ample outdoor dining space available
Holiday home
  • Private Entrance
  • Fully Equipped Kitchen
  • Outdoor Dining
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  • Fully equipped kitchen with modern amenities
  • Private entrance for added guest privacy
  • Outdoor dining area for family enjoyment
Holiday home
  • Air Conditioning
  • Cable TV
  • Free Parking
From   US$ 419 /nightSelect
  • Pet-friendly with air-conditioned units
  • Fully equipped kitchens in units
  • Close to Ocean City Beach
Holiday home
  • Indoor Pool
  • Outdoor Pool
  • Sauna
From   US$ 379 /nightSelect
  • Stunning sea view balconies
  • Indoors and outdoors swimming pools
  • On-site fitness and sauna facilities
  • Fitness Center
  • Private Parking
  • Air Conditioning
From   US$ 93 /nightSelect
  • Fully equipped kitchens in every unit
  • On-site fitness center available for guests
  • Private parking for guest convenience