Chesapeake Eastern Shore, Chestertown MD, waterfront with shared pool and dock. | Cottage in Chestertown

10.0 (7 Reviews) |   Pet Friendly   3 Bedrooms  2 Bathrooms  6 Guests
Chestertown Cottage | Chesapeake Eastern Shore, Chestertown MD, waterfront with shared pool and dock.

3 Bedroom Cottage in Chestertown

Modern cottage on tranquil large grounds on 20 acres with a pond on one end and a half mile wide creek 800 feet away on the other with a 100 foot dock. Inside a larger historic 18th century farm with original house and buildings. Expansive views. See beautiful sunsets, birds, deer and more. The salt water pool is shared only with the main house on certain dates in the summer. Guests will have the pool area 6 hours a day to themselves (to Oct 1). Recently renovated and furnished. Outside back yard seating and eating area with BBQ. High speed fiber internet, smart TVs. 2 fat tire bikes available. Central AC and heat. Seating on dock and water with fire pit. Easy access, parking, ground floor Master.

Chesapeake Eastern Shore, Chestertown MD, waterfront with shared pool and dock is located in Chestertown. Chesapeake Eastern Shore, Chestertown MD, waterfront with shared pool and dock provides accommodation, featuring TV, View, Ocean View, among other amenities. This Cottage features TV, View, Ocean View, to make your stay a comfortable one.

Chesapeake Eastern Shore, Chestertown MD, waterfront with shared pool and dock has 3 Bedrooms , 2 Bathrooms, and max occupancy of 6 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Cottage because of the excellent services rendered by the owner or manager of this Cottage, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Cottage has a friendly neighborhood, and the Chestertown has interesting places to visit. If you want to learn more about the Cottage in Chestertown, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
Pet Friendly
Pool
TV
View
Private Pool
Ocean View
Balcony/Terrace
Security/Safety
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Heating
  • Air conditioning
Bathrooms
  • Towels provided
  • Hair dryer
  • Toilet paper
  • 2 bathrooms
  • Bathtub or shower
  • Soap
  • Shampoo
Bedroom
  • 3 bedrooms
  • Bed sheets provided
  • Dining table
  • Living room
  • Fireplace
Kitchen
  • Stovetop
  • Spices
  • Coffee/tea maker
  • Dishwasher
  • Refrigerator
  • Microwave
  • Paper towels
  • Oven
  • Toaster
Laundry
  • Washing machine and dryer
  • Laundry facilities
Ocean view
  • Beach sun loungers
  • Beach towels
Parking
  • Onsite parking
  • Wheelchair-accessible parking available
Pet Friendly
  • Pet friendly
  • 2 total pets
  • Welcoming dogs only
Accessibility
  • Smoke-free property
  • Wheelchair-accessible parking
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Area rugs in public areas
  • Wheelchair-accessible path of travel
  • No elevators
  • Upper floors accessible by stairs only
  • Hardwood flooring in public areas
Activities
  • Cycling nearby
  • Ecotours nearby
  • Bicycle on site
  • Birdwatching nearby
  • Horse riding nearby
  • Fishing nearby
  • Marina nearby
  • Power boating nearby
  • Kayaking nearby
  • Swimming nearby
Entertainment
  • Smart TV
General
  • Unit size: 1500 sq ft (139 sq m)
  • At least 80% lighting from LEDs
  • English
  • French
  • Spanish
  • Near the bay
  • On the waterfront
Guest Services
  • Iron/ironing board
Internet
  • Free WiFi
Outdoors
  • Outdoor furniture
  • Garden
  • Barbecue grill
  • Dock
  • Porch or lanai
Security/Safety
  • Fire extinguisher
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • First aid kit
Spa
  • Outdoor pool
  • Private pool

Policies

Check-in
Check-in time starts at 2:00 pm minimum check-in age: 30
Check-out
Check-out before 11:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
2 total pets pets allowed service animals are welcome, and are exempt from fees welcoming dogs only
Smoking Policy
Smoking is not permitted

Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

Reviews

Diane W.
Jul 23, 2025 01:33:30 AM
Review Score:   10
Summary: This property was so much more than anticipated! Beautiful lawn, acres as far as you an see, secluded, private and very relaxing! Robert handled all our needs and was kind enough to share history about the property. We will be sure to visit again!
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