Top Vacation homes in Maryland

Find the Top Vacation homes in Maryland – 40+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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21-40 out of 42 vacation homes
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  • Private pool and hot tub access
  • Indoor play area for children
  • Ample outdoor dining space available
Holiday home
Select
  • 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
  • Swimming Pool
  • Children's Playground
  • Hiking Trails
From   US$ 220 /nightSelect
  • Outdoor swimming pool with scenic views
  • Children's playground for family fun
  • Diverse activities: fishing and horseback riding
  • Electric Vehicle
  • Yoga Classes
  • River Views
From   US$ 194 /nightSelect
  • Yoga classes and outdoor activities available
  • Allergy-free, non-smoking villa accommodations
  • Electric vehicle charging station on-site
Holiday home
  • Outdoor pool
  • Patio
  • Cable TV
From   US$ 91 /nightSelect
  • Air-conditioned holiday home with balcony
  • Outdoor swimming pool for relaxation
  • Activities like cycling and fishing available
Holiday home
  • Fully equipped kitchen
  • Children's playground
  • Air conditioning
From   US$ 412 /nightSelect
  • 4-bedroom spacious holiday home
  • Private entrance for added privacy
  • Activities like cycling and fishing
Holiday home
  • Fully equipped kitchen
  • Private entrance
  • Cycling activities
From   US$ 200 /nightSelect
  • Fully equipped kitchen for convenient meals
  • Private entrance enhances guest privacy
  • On-site activities: cycling and fishing
Holiday home
  • Outdoor swimming pool
  • Children's playground
  • Tennis court
From   US$ 507 /nightSelect
  • On-site bowling and tennis courts
  • Children's playground for family fun
  • Outdoor dining area for meals
From   US$ 342 /nightSelect
Holiday home
  • Air Conditioning
  • Children's Playground
  • Private Entrance
From   US$ 105 /nightSelect
  • Sea-view balcony for relaxation
  • Close to Ocean City Beach
  • Activities include biking and fishing
  • Harbor Views
  • On-site Spa
  • Beach Access
From   US$ 578 /nightSelect
  • Stunning balcony with harbor views
  • On-site spa and wellness centre
  • Pet-friendly beach access
Holiday home
  • Sea Views
  • Kitchenette
  • Cycling Activities
From   US$ 591 /nightSelect
  • Rooms with balcony and sea views
  • Well-fitted kitchenette in each unit
  • Close access to Ocean City Beach