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Chestertown

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1,200 AUD – 9,750 AUD
 

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Vacation Rentals in Chestertown, MD

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Rentals you can trust
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5 Trusted Chestertown Area Rentals
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Traveller Rating | Price / nt | Price / wk | Bedrooms | # of photos | # of reviews
1-5 of 5
Brittland Manor, Chestertown
United States, Maryland, Chestertown Holiday Rentals
Brittland Manor
Slideshow
  • Holiday Rental House
  • 11 Bedrooms, sleeps 26
  • 9 Bathrooms
  • Owner
EMAIL OWNER
Night:
1,627 AUD - 3,325 AUD
Week:
9,750 AUD
Minimum rental - 2 nights
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The following rentals are within 30 kilometres of Chestertown, Maryland.

* 3 Bedroom Rental House in Historic Rock Hall MD, Rock Hall
United States, Maryland, Rock Hall Holiday Rentals
* 3 Bedroom Rental House in Historic Rock Hall MD
Slideshow
4.5 of 5 stars 3 reviews
  • Holiday Rental House
  • 3 Bedrooms, sleeps 7
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
241 AUD
Week:
1,206 AUD
Minimum rental - 2 nights
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Peaceful, Waterfront Home w/Pier on Kent Island, Chester
United States, Maryland, Chester Holiday Rentals
Peaceful, Waterfront Home w/Pier on Kent Island
Slideshow
4 of 5 stars 1 review
  • Holiday Rental House
  • 4 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
185 AUD - 385 AUD
Week:
1,293 AUD - 2,011 AUD
Minimum rental - 2 nights
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Expansive Georgian Colonial on Green Cove Point, Centreville
United States, Maryland, Centreville Holiday Rentals
Expansive Georgian Colonial on Green Cove Point
Slideshow
4 of 5 stars 1 review
  • Holiday Rental House
  • 7 Bedrooms, sleeps 17
  • 4 Bathrooms
  • Professional
EMAIL AGENT
Night:
772 AUD - 1,639 AUD
Week:
3,627 AUD - 7,046 AUD
Month:
21,373 AUD - 25,200 AUD
Minimum rental - 2 nights
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Waterview Condo, Rock Hall
United States, Maryland, Rock Hall Holiday Rentals
Waterview Condo
Slideshow
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
282 AUD
Week:
1,796 AUD
Minimum rental - 2 nights
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1-5 of 5