Eagles Point Landing-Private Pool, Dock, Pickleball | House in Chestertown

4 Bedroom House in Chestertown
350 Acres, Private Pool, Dock, Pickleball and more
Experience unparalleled privacy and endless natural beauty at Eagles Point! This stunning 350-acre waterfront estate on the Chester River in historic Chestertown, Maryland is a rare private retreat that combines expansive open landscapes, premium recreational amenities, and easy access to the charm of Maryland`s Eastern Shore.
Eagles Point spans 350 acres of pristine waterfront land, featuring open fields, wooded trails, abundant wildlife, and direct access to the scenic Chester River. Wake up to beautiful water views and enjoy complete seclusion while still being just minutes from downtown Chestertown`s historic district. This is the perfect location for family vacations, group retreats, romantic getaways, or peaceful nature escapes.
A signed Tidewater Vacation Rental Agreement must be signed within 72 hours of booking.
You are staying in someone’s home, so please treat it with the same care and respect you’d expect for your own place.
Use of property, pool, dock and any other amenities is at individuals own risk. Owner and agent shall not be held responsible for any accidents or injury that occurs on the property during stay
Due to the rural nature of the area, this property may experience slow internet speeds, limited access to email, web browsing and streaming services
Due to local zoning ordinances weddings and special events are not permitted at this property. No parties or events are permitted on this property during stay
Due to the local `Noise Ordinance` no parties are allowed at our properties and quite hours are between 10:00 PM & 7:00 AM
This property does not allow group rentals to guests under the age of 25. Any group rental made by an individual under the age of 25 will not be honored
Every effort has been made to ensure the accuracy of the images, descriptions, and amenities. Although they are deemed reliable, they cannot be guaranteed
No refunds will be given due to amenity discrepancies or area event closures/cancellations
Check-in / Check-out dates and times are strictly followed
All Trash is to be bagged and placed in outside trash receptacles
Eagles Point Landing-Private Pool, Dock, Pickleball is located in Chestertown. Eagles Point Landing-Private Pool, Dock, Pickleball provides accommodation, featuring Air Conditioner, Parking, Pet Friendly, among other amenities. This House features Air Conditioner, Parking, Pet Friendly, to make your stay a comfortable one.
Eagles Point Landing-Private Pool, Dock, Pickleball has 4 Bedrooms , 4 Bathrooms, and max occupancy of 8 persons. The minimum rental for this property is 1 night, 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 House because of the excellent services rendered by the owner or manager of this House, 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. House has a friendly neighborhood, and the Chestertown has interesting places to visit. If you want to learn more about the House in Chestertown, such as places to visit and things to do nearby, you can check below to learn more.
Amenities
Facility Overview
Air conditioning
Heating
Hair dryer
4 bathrooms
Towels provided
4 bedrooms
Bed sheets provided
Dining table
Living room
Fireplace
Dining room
Oven
Coffee/tea maker
Refrigerator
Microwave
Toaster
Dishwasher
Cookware/dishes/utensils
Kitchen island
Stovetop
Washing machine and dryer
Laundry facilities
Onsite parking
Car recommended
Wheelchair-accessible parking available
Pet friendly
Service animals exempt from fees
If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
Upper floors accessible by stairs only
Smoke-free property
No elevators
1 on-site accessible parking spaces
Smooth flooring in public areas
Wheelchair-accessible parking
Thin carpet in public areas
Handrails in stairways
Tile flooring in public areas
Area rugs in public areas
Birdwatching nearby
Outdoor pickleball court
Golf privileges
Swimming nearby
Tennis on site
Water tubing nearby
Fishing nearby
Outdoor padel court
Power boating nearby
Rafting nearby
Kayak on site
Ecotours nearby
Kayaking nearby
Hiking nearby
Games
Books
Arcade/game room
Smart TV with cable/satellite service
Recycling
English
On the river
On the waterfront
Near outlet shopping
In a rural location
On the lake
In the city center
Near a hospital
Desk chair
Desk
Office
Children's games
Baby monitor
Children's books
Playground
Travel crib
Iron/ironing board
Local meal delivery service
Free WiFi
Barbecue grill
Garden
Firepit
Balcony
No smoke detector (host has indicated there is no smoke detector on the property)
Fire extinguisher
No carbon monoxide detector (host has indicated there is no carbon monoxide detector or gas appliances on the property)
Private pool
Policies
Reviews
FAQ's
Is this Chestertown house pet-friendly for guests?
Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.
Does the Chestertown house have a swimming pool?
Yes, this Chestertown house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
How much does it cost per night to stay in Chestertown house?
Best-rates for the Chestertown house starts from $1,421 per night with includes Air Conditioner, Parking, Pet Friendly, Pool, TV, Private Pool, Balcony/Terrace, Security/Safety, Sports/Activities, Bedding/Linens, Wellness Facilities, Fireplace, Guest Services, Entertainment, Barbecue/Outdoor Cooking, Child Friendly, Heating, Internet, Kitchen, Laundry with all other facilities. Vacation Cottage™ provides a diverse array of lodging choices for every kind of traveler. We aim to pair each traveler with their ideal cabin, resort, or rental, ensuring a pleasant and satisfying stay with all necessary amenities.
Is Chestertown house a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the Chestertown house wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the Chestertown house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
What is the minimum night stay policy for the Chestertown house?
Based on the information reported by the owner or manager, the Chestertown house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
What cancellation policy is in place for Chestertown house?
Based on the information reported by the owner or manager, details for the cancellation policy for the Chestertown house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.



























