Top Vacation rentals in Maryland

Find the Top Vacation rentals in Maryland – 50+ Quality Options from Leading Providers

Destination
Where to?
Check-in
Select date
Check-out
Select date
Rooms & Guests
22 Guests, 1 Room
2Filter & Sort
21-40 out of 51 vacation rentals
2Filter & Sort
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
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
Select
  • Private Pool
  • Fitness Centre
  • Fireplace
Select
  • 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
  • Outdoor pool
  • Children's playground
  • Equipped kitchen
From   US$ 179 /nightSelect
  • Private holiday home with pool views
  • Outdoor swimming pool for leisure
  • Children's playground available on site
Holiday home
  • Outdoor pool
  • Bicycle rentals
  • Children's playground
From   US$ 259 /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
Apartment
  • Indoor Pool
  • Outdoor Pool
  • Sauna
From   US$ 379 /nightSelect
  • Stunning sea view balconies
  • Indoors and outdoors swimming pools
  • On-site fitness and sauna facilities
Apartment
  • Fitness centre
  • Outdoor pool
  • Children's playground
From   US$ 52 /nightSelect
  • Balconies with stunning sea views
  • Indoor and outdoor swimming pools
  • Children's playground on-site
Apartment
  • Indoor pool
  • Hot tub
  • Balconies
From   US$ 737 /nightSelect
  • Indoor pool and hot tub amenities
  • Balconies with sea view
  • Children's playground available
Apartment
  • 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
Apartment
From   US$ 333 /nightSelect
Composed of 2 bedrooms and 2 bathrooms, this villa is set only 0.2 miles from Seacrets.
Apartment
  • 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
Apartment
  • 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
Apartment
  • Swimming Pool
  • Private Bathrooms
  • Well-fitted Kitchen
From   US$ 169 /nightSelect
  • Private entrance to each unit
  • Balcony with pool views
  • Outdoor swimming pool
Apartment
  • Sea views
  • Private bathrooms
  • Air conditioning
From   US$ 733 /nightSelect
  • Seafront access to Ocean City Beach
  • Private kitchens in all units
  • On-site activities like cycling and fishing
Apartment
  • Outdoor pool
  • Private balcony
  • Fully equipped kitchen
From   US$ 438 /nightSelect
  • Private balcony with stunning sea views
  • Outdoor pool perfect for relaxation
  • Fully equipped kitchen for convenient meals