Top Vacation homes in Maryland

Find the Top Vacation homes in Maryland – 90+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-20 out of 90 vacation homes
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Holiday home
4 adults
1 bedroom
2 beds
From   US$ 52 /nightSelect
  • Balconies with stunning sea views
  • Indoor and outdoor swimming pools
  • Children's playground on-site
4 adults
1 bedroom
1 bed
From   US$ 234 /nightSelect
  • On-site spa for relaxation and wellness
  • Meeting room for business events
  • Free parking for all guests
Holiday home
  • Outdoor Pool
  • Indoor Pool
  • Fitness Centre
From   US$ 350 /nightSelect
  • Outdoor swimming pool with sea views
  • Fully equipped kitchens in apartments
  • Children's playground for family fun
  • Outdoor pool
  • Full kitchen
  • Balcony views
From   US$ 348 /nightSelect
  • Outdoor pool overlooking Assawoman Bay
  • Fully equipped kitchen in all units
  • Two-bedroom units accommodating six guests
Holiday home
  • Outdoor Pool
  • Air Conditioning
  • Private Bathroom
From   US$ 314 /nightSelect
  • Seasonal outdoor pool for relaxation
  • Fully equipped kitchen in every unit
  • Outdoor fireplace for evenings outside
Holiday home
  • Indoor pool
  • Hot tub
  • Balconies
From   US$ 737 /nightSelect
  • Indoor pool and hot tub amenities
  • Balconies with sea view
  • Children's playground available
Holiday home
  • Outdoor Pool
  • Sea Views
  • Well-Fitted Kitchen
From   US$ 75 /nightSelect
  • Balcony with sea views
  • On-site outdoor swimming pool
  • Activities like cycling and fishing
Holiday home
  • Outdoor Pool
  • Private Entrance
  • Cycling Access
From   US$ 249 /nightSelect
  • Sea view balconies in every room
  • Outdoor swimming pool on-site
  • Well-fitted kitchens in units
Holiday home
  • Air Conditioning
  • Private Balcony
  • Cable TV
From   US$ 470 /nightSelect
  • Beachfront access with stunning sea views
  • Fully equipped kitchens in every unit
  • Activities include cycling and fishing
Holiday home
  • Outdoor Pool
  • Beach Access
  • Private Balconies
From   US$ 209 /nightSelect
  • Balconies with stunning sea views
  • Outdoor swimming pool available
  • Private beach access for guests
Holiday home
  • Fireplace
  • Billiards
  • Golf course
From   US$ 179 /nightSelect
  • Skiing and fishing activities available
  • Pet-friendly holiday home accommodations
  • Cozy fireplace in living room
Holiday home
  • Outdoor Pool
  • Fireplace
  • Fully Equipped Kitchen
From   US$ 448 /nightSelect
  • Outdoor swimming pool
  • Nearby cycling and fishing activities
  • Balcony with view
Holiday home
  • Fireplace
  • Cable TV
  • Dishwasher
From   US$ 313 /nightSelect
  • Fully equipped kitchen with modern appliances
  • Activities like skiing and hiking available
  • Pet-friendly accommodations for your furry friends
Holiday home
  • Private Entrances
  • Outdoor Pool
  • Cycling Area
From   US$ 117 /nightSelect
  • Sea-view balconies in every unit
  • Outdoor swimming pool for relaxation
  • Access to family-friendly activities
Holiday home
  • Fireplace
  • Billiards
  • Dishwasher
From   US$ 399 /nightSelect
  • Five spacious bedrooms for group stays
  • On-site activities including skiing and hiking
  • Fully equipped kitchen for convenient dining
Holiday home
  • Outdoor pool
  • Children's playground
  • Full kitchen
From   US$ 295 /nightSelect
  • Outdoor swimming pool for relaxing
  • Children's playground for family fun
  • Full kitchen for convenient meals
Holiday home
  • Fitness centre
  • Fireplace
  • Cable TV
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  • Fully equipped kitchen for home-cooked meals
  • On-site fitness center for active guests
  • Proximity to skiing and fishing activities
Holiday home
  • Fireplace
  • Spa Bath
  • Billiards
From   US$ 353 /nightSelect
  • On-site skiing and outdoor activities
  • Cozy fireplace in spacious holiday home
  • Billiards and mini golf available
Holiday home
  • Indoor Pool
  • Fireplace
  • Spa Bath
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  • Indoor swimming pool for year-round enjoyment
  • Five spacious bedrooms for large groups
  • Variety of activities including skiing and fishing
Holiday home
  • Rooftop Pool
  • Fitness Centre
  • Cycling Equipment
From   US$ 358 /nightSelect
  • Rooftop pool with stunning views
  • Well-fitted kitchens in all units
  • Fitness center for active guests