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Breathtaking waterfront home on the Chester River

Breathtaking waterfront home on the Chester River

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Pool
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Property grounds
Lake
Property grounds

Overview of Breathtaking waterfront home on the Chester River

Reviews
10 out of 10 Exceptional
4 bedrooms4+ bathroomsSleeps 10

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Check out the area

Map
Chestertown, MD
  • Popular LocationWilmer Park13 min walk
  • Popular LocationRiver Arts Chestertown18 min walk
  • Popular LocationWashington College3 min drive
  • AirportAberdeen, MD (APG-Phillips Army Airfield)91 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, 2 half bathrooms

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.

Property manager

Peter Heller
Premier Host
Premier Host

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

House Rules

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

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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

About the area

Chestertown

Located in Chestertown, this holiday home is on the waterfront. Rolphs Wharf Marina and Rock Hall Harbor are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Betterton Beach and Gunpowder Falls State Park. 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 - 13 min walk
  • River Arts Chestertown - 18 min walk
  • Historical Society of Kent County Maryland - 20 min walk
  • Washington College - 3 min drive
  • Rolphs Wharf Marina - 12 min drive

Getting around

  • Baltimore, MD (MTN-Martin State) - 94 min drive

Restaurants

  • McDonald's - 5 min drive
  • Procolino Pizza - 4 min drive
  • Dining Hall - 4 min drive
  • Luisas Cafe - 4 min drive
  • Uncle Charlie's Bistro - 3 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 1.5 mi (2.4 km) from Washington College and 5.7 mi (9.2 km) from Rolphs Wharf Marina. Betterton Beach and Rock Hall Harbor are also within 16 miles (25 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 15 out of 15 reviews" "
Rating 8 - Good. 0 out of 15 reviews" "
Rating 6 - Okay. 0 out of 15 reviews" "
Rating 4 - Poor. 0 out of 15 reviews" "
Rating 2 - Terrible. 0 out of 15 reviews" "

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Rod I.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect retreat home
This place was magnificent! Though the weather was a bit cold with some rainy days, it was such a beautiful place to look out in to the river while in the kitchen area and having some much needed family time! Thank you to the owner who's very friendly.
Stayed 7 nights in Mar 2024

10/10 Excellent

Carter F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful river home
Well maintained and equipped. Great for gathering of friends and family
Stayed 2 nights in Jan 2024

10/10 Excellent

Sheila C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Most Wonderful Place to stay at this Magical Time of Year
Everything was so perfect. My husband sister brother and my fav family from C Town all gathered for 2 nights at the "C Town Christmas Cottage" as I now call it. Everything exceeded expectations. Especially the views. We got up early to watch the fog roll onto the inlet. It was exciting, relaxing, and thrilling all at one time. I can not put into words just how special it was. We will be back to drink coffee and champagne on the back deck. The indoor/outdoor space was so incredible. It makes the gathering area even more wonderful.
Stayed 2 nights in Dec 2023

10/10 Excellent

Jennifer S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Thanksgiving Weekend
We stayed at the cottage over Thanksgiving and it was the perfect place to be with family of all ages. The kitchen was very well appointed. The living space was comfortable and spacious, with the added bonus of a console full of games and puzzles. The views were beautiful and the porch and deck added additional places to hang out and enjoy the scenery. The beds were very comfortable and the ensuite baths afforded everyone their our privacy and space. We will definitely be back when it's warmer to enjoy the pool and water activities.
Stayed 2 nights in Nov 2023

10/10 Excellent

Mark M., Anne arundel county

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beauty on the river
Great all around
Stayed 2 nights in Nov 2023

About the host

Hosted by Peter Heller

Host profile image

Premier Host

Premier Host
They consistently provide great experiences for their guests
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