Eagles Point Landing-Private Pool, Dock, Pickleball

Chestertown, Maryland
$1294 avg/night
Minimum Stay 4 Nights
Bed 4

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Night 4 nights

Min Stay

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

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly Service Animals Exempt From Fees
  • DINING

    Dining Table
  • SAFETY

    Fire Extinguisher No Carbon Monoxide Detector (host Has Indicated There Is No Carbon Monoxide Detector Or Gas Appliances On The Property) No Smoke Detector (host Has Indicated There Is No Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • GENERAL

    Recycling
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking Wheelchair-accessible Parking Available
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Firepit Garden
  • POOL/SPA

    Private Pool
  • BATHROOMS

    4 Bathrooms Hair Dryer Towels Provided
  • WORKSPACES

    Desk Desk Chair Office
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Ecotours Nearby Golf Privileges Hiking Nearby Hiking/biking Trails Nearby Kayak On Site Outdoor Padel Court Outdoor Pickleball Court Power Boating Nearby Rafting Nearby Swimming Nearby Tennis On Site Water Tubing Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Arcade/game Room Books Games Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Baby Monitor Children's Books Children's Games Playground Travel Crib
  • LOCATION HIGHLIGHTS

    In A Rural Location In The City Center Near A Hospital Near Outlet Shopping On The Lake On The River On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Local Meal Delivery Service
  • SUITABILITY/ACCESSIBILITY

    1 On-site Accessible Parking Spaces Area Rugs In Public Areas Handrails In Stairways If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Smooth Flooring In Public Areas Thin Carpet In Public Areas Tile Flooring In Public Areas Upper Floors Accessible By Stairs Only Wheelchair-accessible Parking

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Availability

Review Review

  • Shaama P.

    Submitted Sep 6, 2024

    Stayed Aug 25, 2024

    Great!

  • Anita H.

    Submitted Aug 28, 2024

    Stayed Aug 18, 2024

    We were looking for a quiet vacation to rekax and regroup. The house and property provided just that. We were close enough to Cestertown and surrounding towns but far enough away to enjoy the quiet. Beth was an amazing host.

  • Sherri A.

    Submitted Aug 15, 2024

    Stayed Aug 6, 2024

    The property amenities were terrific including the sports court, pool and the river access including the canoe, kayaks and paddle boards. The privacy of the property and walks to the dock were enjoyed by the family and our dogs. Boys enjoyed fishing off the dock as well. The house is a bit older as seen in the pictures but the kitchen and family room were spacious and we enjoyed many meals, board games and card games around the kitchen table. Bring your bug spray for your family and pets as you will need it. Hosts were very responsive and tended to any questions very quickly . Definitely a memorable family vacation.

  • Aulo G.

    Submitted Aug 9, 2024

    Stayed Jul 30, 2024

    Wonderful stay in wonderful farm for family of 5 by the river- very relaxing, great swimming pool and walks on the farm, in lovely home with amazing views. Dog had a great time too!

  • Bryan A.

    Submitted Jul 29, 2024

    Stayed Jul 20, 2024

    We were looking for a quiet break this summer, and Beth's property delivered. The pool was a big hit, and on rainy days we explored the area which had plenty of options.

  • Karen C.

    Submitted Jul 18, 2024

    Stayed Jul 7, 2024

    Our family's second stay at Eagle Point Farm was just as magical as our first back in June of 2021. I am in agreement with several other reviewers when I admit that part of me wants to keep this hidden gem a secret! There truly is something for everyone here in any kind of weather—from the lovely house (and its well-stocked library) to the peaceful, secluded lawn (with its beautiful shade trees and pool), to the private dock and kayaks. My parents, brother, sister-in-law, nephews, husband, and I filled our days with biking, fishing, swimming, relaxing on the porch, visiting farmers markets, and exploring the shops and architecture of Chestertown. We are grateful that Beth and her family continue to open their home to all of us and look forward to future stays.

  • Submitted Jun 12, 2024

    Stayed Jun 5, 2024

    Good location. House well stocked. Great pool. Short hike to river. Lots of kayaks ,a canoe and paddle boards

  • Luke M.

    Submitted May 28, 2024

    Stayed May 24, 2024

    My family of 4 stayed here. So many things to do outside-truly a good time. So many games and accessories to have an easy good time. Would definitely stay at this place again.

  • Matt B.

    Submitted May 16, 2024

    Stayed May 9, 2024

    Beautiful and huge property. Paddling in the river was great!

  • Jeff S.

    Submitted Nov 27, 2023

    Stayed Nov 18, 2023

    Had an excellent time at this beautiful and secluded property on the Chester River. Although very private and a lot of outside space to roam, we were still very close to all that Chestertown has to offer. So, it was the best of both worlds. Plenty of amazing scenery and wildlife to enjoy around the property, and Beth is an excellent communicator. If you're a wine drinker, check out a number of close-by wineries like: Casa Carmen, Bu-De, Broken Spoke and Crow Vineyards. Would highly recommend this property!

Your dates are Available!

Total

Includes taxes and fees
$1,285+
View details