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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21-40 out of 136 vacation rentals
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From   US$ 803 /nightSelect
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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
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.
Holiday home
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  • 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
  • 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
  • Fully equipped kitchen
  • Walk-in showers
From   US$ 1 095 /nightSelect
  • Mountain views from spacious holiday home
  • Five bedrooms with five bathrooms available
  • On-site activities like skiing and fishing
Holiday home
  • Fireplace
  • Fishing area
  • Skiing trails
From   US$ 664 /nightSelect
  • Fully equipped kitchen for convenience
  • Activities like skiing and fishing available
  • Pet-friendly accommodations for travelers
  • Game room
  • Spa bath
  • Sun terrace
From   US$ 290 /nightSelect
  • Indoor play area for children
  • On-site billiards and movie nights
  • Full kitchen and laundry services
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
Apartment
  • Air Conditioning
  • Private Entrance
  • Streaming Services
From   US$ 74 /nightSelect
  • Flat-screen TV with streaming services
  • Fully equipped kitchenette with utensils
  • Private entrance for added privacy
  • 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
Apartment
  • Pet friendly
  • Free parking
  • Private balconies
From   US$ 121 /nightSelect
  • Steps from beach and boardwalk access
  • Spacious apartments for large groups
  • Fully equipped kitchens in every apartment
  • Indoor Pool
  • Hot Tub
  • Bicycle Rental
From   US$ 422 /nightSelect
  • Indoor pool and hot tub access
  • Bicycle rental service available
  • City-view balconies in units
  • Kitchenette
  • Flat-screen TV
  • VIP Check-in
From   US$ 89 /nightSelect
  • Self-catering with kitchenettes in apartments
  • 24-hour security for guest safety
  • Walk to Jolly Roger amusement park
  • Hot Tub
  • Balcony Views
  • Kitchenette
From   US$ 495 /nightSelect
  • Private hot tub in each suite
  • Beach access steps away
  • Air-conditioned suites with balconies
  • Family Rooms
  • Shared Kitchen
  • Sun Terrace
From   US$ 49 /nightSelect
  • Shared kitchen for guest convenience
  • Family rooms accommodate all guests
  • Wheelchair access available for comfort
  • Rooftop Pool
  • Indoor Pool
  • Private Balconies
From   US$ 490 /nightSelect
  • Panoramic rooftop terrace views
  • Seasonal rooftop pool and bar
  • Private balconies in every suite
Apartment
  • Heated Pool
  • Well-Fitted Kitchen
  • Outdoor Dining
From   US$ 91 /nightSelect
  • Heated beachfront swimming pool
  • Fully equipped kitchen in rooms
  • Outdoor dining area with sea views