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Breathtaking waterfront home on the Chester River

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Pool
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Property grounds
Lake
Property grounds

Reviews

10 out of 10
Exceptional
4 bedrooms4+ bathroomsSleeps 10

Popular amenities

  • Barbecue grill
  • Washer
  • Dryer
  • Kitchen

Explore the area

View map
Chestertown, MD
  • River Arts Chestertown
    ‪2 min drive‬
  • Historical Society of Kent County Maryland
    ‪2 min drive‬
  • Washington College
    ‪3 min drive‬
  • Easton, MD (ESN-Easton - Newnam)
    ‪59 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 King Bed and 2 Single Beds

Bedroom 4

2 Single Bunk Beds and 2 Single Beds

4 bathrooms, 1 half bathroom

1st Floor Master

Toilet · Shower only

2nd Floor Bunk Room

Bathtub or shower · Toilet

2nd Floor King Suite Bathroom

Toilet · Shower only

2nd Floor Quuen Suite

Toilet · Shower only

Downstairs Half Bath

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Outdoor play area

About this property

Breathtaking waterfront home on the Chester River

Private, one-of-a-kind waterfront home on the Chester River minutes from historic Chestertown. Drive through a gated entry past your private pool and extensive landscaping to a spectacular vista sweeping the riverfront. Bring your own boat or simply enjoy the recently updated custom Ipe deck featuring pier and floating dock for easy access to the water.
Private beach with walk-in sandy river access is perfect for enjoying provided kayaks (1 adult and 2 child), stand-up paddleboards (2), life jackets included.

Enjoy your morning coffee from the expansive screened porch featuring 180-degree views of the beautiful Chester River. Amenities abound with a hot tub on the additional poolside deck, outdoor shower, provided pool floats, pool basketball and two adult bicycles (bring your own helmets).

The completely renovated and beautifully furnished home features a fully-equipped chef’s kitchen, bar seating and table for 8, sectional sofa and additional seating, bar height table, large screen TV, powder room and first floor master bedroom with magnificent en suite master bath and desk area.

Upstairs, there are three additional bedrooms (1 K, 1 Q) each with a private and updated full bath and access to a waterfront balcony that spans the home. The bunkroom features two sets of twin bunkbeds with trundles and includes gaming system, TV and comfortable kid-sized seating.

Take a short bike ride or walk into historic Chestertown to explore this quaint, historic town. Enjoy the farmer’s market every Saturday, speakeasy, cat café, whiskey distillery, River Packet boat cruise daily, wine and tapas bar, shops and multiple outstanding dining options. Check the town calendar and learn more at www.townofchestertown.com to schedule your visit to take advantage of the many special events held throughout the year. End your day gathered around the firepit to watch the blue herons and ospreys as the sun sets on another day in paradise.

Ask about discounted rates for extended stays.

Property information & notes:
- Swimming pool & hot tub open May 1-Oct. 1. Slide is not available for rental use.
- Ample parking for 3-4 vehicles
- First floor gas fireplace
- Gas Grill with provided propane
- Outdoor firepit
- Upstairs and downstairs full-size washer and dryer
- Freshly-laundered sheets & bath and beach towels are provided for your use
- Starter pack of shampoo, soap and toothpaste provided
- WiFi throughout property
- 4 TV’s with Apple TV and Firestick
- NO SMOKING INSIDE OR OUTSIDE ON THE PROPERTY – will result in immediate eviction
- NO PETS
- Please exercise caution when opening and closing the wall of sliding pocket doors. See instructions in welcome packet.
- Be respectful of the house and contents - it is someone's home and the owners do come back from time to time to stay in their property.
- Please respect the neighbors and neighborhood.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

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
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Chestertown

Located in Chestertown, this holiday home is on the waterfront. Rolphs Wharf Marina and Cassinelli Winery and Vineyards are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Crumpton Auction and Hazel Miner Monument. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Chestertown, MD

What's nearby

  • Wilmer Park - 14 min walk - 1.2 km
  • River Arts Chestertown - 2 min drive - 1.7 km
  • Historical Society of Kent County Maryland - 2 min drive - 1.7 km
  • Washington College - 3 min drive - 2.4 km
  • Rolphs Wharf Marina - 14 min drive - 10.7 km

Getting around

  • Baltimore, MD (MTN-Martin State) - 108 min drive

Restaurants

  • ‪Milano's Pizzeria - ‬5 min drive
  • ‪McDonald's - ‬5 min drive
  • ‪Dining Hall - ‬4 min drive
  • ‪Dunkin - ‬4 min drive
  • ‪Procolino's - ‬4 min drive

Frequently asked questions

Does Breathtaking waterfront home on the Chester River have a pool?

Yes, this property has an outdoor pool.

Is Breathtaking waterfront home on the Chester River pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Breathtaking waterfront home on the Chester River?

Check-in begins at 3:00 PM.

What time is check-out at Breathtaking waterfront home on the Chester River?

Checkout is at 10:00 AM.

Where is Breathtaking waterfront home on the Chester River located?

Situated on the waterfront, this holiday home is within 1 mile (2 km) of Wilmer Park, Sumner Hall and Chestertown Historic District. River Arts Chestertown and Garfield Center for the Arts at the Prince Theater are also within 1 mile (2 km).

About the host

Hosted by Peter Heller

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests