Entire home

Water Front Retreat - Sunrise and Sunset Water Views - Lots of Amenities

Water Front Retreat - Sunrise and Sunset Water Views - Lots of Amenities

Photo gallery for Water Front Retreat - Sunrise and Sunset Water Views - Lots of Amenities

Sunset from the house
Fully stocked kitchen with new countertops, stove/oven and coffee bar
Dining area immediately off kitchen. Perfect for happy hours and conversations.
View from kitchen island through property to first dining area
Coffee and tea bar

Overview of Water Front Retreat - Sunrise and Sunset Water Views - Lots of Amenities

Reviews
10 out of 10 Exceptional
3 bedrooms3 bathroomsSleeps 8186 sq m

Popular amenities

  • FireplaceFireplaceFireplace
  • Pet-friendlyPet-friendlyPet-friendly
  • KitchenKitchenKitchen
  • Barbecue grillBarbecue grillBarbecue grill
  • Free WiFiFree WiFiFree WiFi
  • WasherWasherWasher

Check out the area

Map
Chestertown, MD
  • Popular LocationThe Mainstay37 min drive
  • Popular LocationRock Hall Harbor38 min drive
  • Popular LocationQueenstown Premium Outlets50 min drive
  • AirportSalisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)118 min drive

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 King Bed and 2 Single Beds

3 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Bathroom 3

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Garden
Dining Area

About this property

Water Front Retreat - Sunrise and Sunset Water Views - Lots of Amenities

The privacy of a waterfront home welcomes you to pause and enjoy the beauty of the Chester River. Water views from every window connects you to the flowing water and the expansive outdoors. The southern exposure welcomes spectacular sunrises and sunsets. Relaxation and inspiration is abundant in this buffer zone!

Located close to both Chestertown and Rock Hall, it is an ideal gathering space for families and friends with many activities available in the area. By boat, this energetic space is located near Comegy Byte, the Langford Creek and the Corsica River. There is a boat launch within 1/4 mile of the house and a boat slip at the house; water depth is 2.5 feet MLT. Fishing from the 70 ' dock does not require a license.

For outside gathering, there is a large deck by the water with tables for dining, a picnic table under the shade of a holly tree and a water view bistro table and pergola beside the house.

For cooking, you can enjoy our amazing chef's kitchen with single oven, dishwasher, and fully stocked with dishes and utensils, including toaster and coffee/tea bar. You can also cook outside on our gas grill or charcoal grill. If dining inside, you can entertain guests at our kitchen table/dining bar or enjoy the water views at our second dining table.

For relaxation and amenities, we have a fantastic living room and dining area with water views, full size washer and dryer, 2 TVs with Direct TV, high speed internet, books, games and more! We also have an outdoor fire pit and indoor fireplace for entertaining. Firewood is available for your use.

We provide kayaks and paddle boards for you to enjoy the water around the property. We also have bicycles for you to explore the surrounding landscape. A few crab pots are available to try your luck for the famous Maryland blue crab. Bring your own fishing gear to fish directly from our private pier!

Three large bedrooms. Entry level bedroom has a king bed with two single day beds. En suite bathroom with shower and soaking tub. Perfect for families with smaller children.

The second bedroom has a king bed and the third bedroom is a queen. Both have chairs for reading and large closets. One hall bathroom has full bath while the other contains a shower stall. Linens (bed sheets, bath towels and hand towels) are provided with the rental contract. Please contact us if you are interested in opting out of the linen rental during your stay.

Come and fall in love with this retreat; return often!

Keywords: Self-catering, one-story water front cottage

Property manager

Jared Miller
Premier Host
Premier Host
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Amenities

Kitchen
Washer
Dryer
Pet-friendly
Free WiFi
Air conditioning

House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM

Children

Children allowed: ages 0–17
Children welcome

Events

No events allowed

Pets

Pets allowed
If approved, pet deposit will be required

Smoking

Smoking is not permitted
Non smoking only

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

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
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 indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

We should mention

A car is required for transport to and from this property

About the area

Chestertown

Located in Chestertown, this holiday home is on the waterfront. The area's natural beauty can be seen at Wilmer Park and Ferry Park, while Garfield Center for the Arts at the Prince Theater and Historical Society of Kent County Maryland are cultural highlights. Hazel Miner Monument and Paul Reed Smith Guitars are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Chestertown, MD

What's nearby

  • The Mainstay - 37 min drive
  • Rock Hall Harbor - 38 min drive
  • Queenstown Premium Outlets - 50 min drive
  • Eastern Neck National Wildlife Refuge - 60 min drive
  • Chesapeake Bay Bridge - 72 min drive

Getting around

  • Easton, MD (ESN-Easton - Newnam) - 65 min drive

Restaurants

  • Doc's Riverside Grille - 41 min drive
  • Waterman's Crab House - 38 min drive
  • Harbor Shack - 40 min drive
  • Chester River Seafood - 41 min drive
  • Hardee's - 39 min drive

Frequently asked questions

Is Water Front Retreat - Sunrise and Sunset Water Views - Lots of Amenities pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Water Front Retreat - Sunrise and Sunset Water Views - Lots of Amenities?

Check-in begins at 4:00 PM.

What time is check-out at Water Front Retreat - Sunrise and Sunset Water Views - Lots of Amenities?

Checkout is at 11:00 AM.

Where is Water Front Retreat - Sunrise and Sunset Water Views - Lots of Amenities located?

Situated on the waterfront, this holiday home is within 12 miles (20 km) of Wilmer Park, River Arts Chestertown and Garfield Center for the Arts at the Prince Theater. Historical Society of Kent County Maryland and Washington College are also within 12 miles (20 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. 249 out of 252 reviews" "
Rating 8 - Good. 3 out of 252 reviews" "
Rating 6 - Okay. 0 out of 252 reviews" "
Rating 4 - Poor. 0 out of 252 reviews" "
Rating 2 - Terrible. 0 out of 252 reviews" "

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

ROSARIO O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Place, Perfect Host
The property has everything that we needed to relax and enjoy our stay. It is clean and beautiful. The host Jared Miller is very flexible, responds to and accommodated our request when he can, had thought of every detail and everything needed. We have been there a few times before, we love it, we will be back.
Stayed 3 nights in Apr 2024

10/10 Excellent

Ann F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
February Sojourn
My husband and I and our 2 dogs took a long-needed break in February. The house, amenities, location and weather were perfect. The constant calming views of the water and walks down to the Cliff City boat ramp each morning and evening were just what we all needed. The location is peaceful but provides easy access to Chestertown, Rockhall and other points.
Stayed 4 nights in Feb 2024

10/10 Excellent

Margaret M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cliff City
Perfection
Stayed 4 nights in Feb 2024

10/10 Excellent

Ben G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great everytime!
4th year in a row we’ve stayed here as a group of 8. Perfect layout of seating, sleeping and accommodations! We’ll be back again!
Stayed 4 nights in Jan 2024

10/10 Excellent

Christine A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
New Years Escape
This is a great house to gather with multiple areas to relax. We enjoyed the fireplace! The views are outstanding. We witnessed one spectacular sunrise and several sunsets. Chestertown is a cute, historic town. This was our second time staying at Cliff Point Retreat and we will probably be back!
Stayed 5 nights in Dec 2023

About the host

Hosted by Jared Miller

Host profile image
I started visiting this general area over 35 years ago and was captured by the essence of a waterside community. I am a board certified holistic nurse, retreat leader, speaker and coach that embraces the concept of sea glass as a symbol of transformation ~ becoming stronger and more beautiful with winds, waves, and sand.

Why they chose this property

There is a unique aspect of the Eastern Shore of Maryland - it draws your spirit to the landscape, the water, the wildlife and the expansive sky. I love knowing that this space is literally connected to all others by the water - the Chester River connects to the Chesapeake Bay and then to the Atlantic Ocean and beyond! The Kent County area is rich with artists of all kinds, wonderful restaurants, local theater and sweet little shops. Having Washington College nearby is a joy with their educational and inspiring venues. After 30 years of ownership, I am still awed by the sunrises and sunsets from the house as well as the peace and serenity of the house.

What makes this property unique

The house is within 1/4 mile of a public launch on the Chester River. Watching or playing on the water and observing the watermen, boaters and waterfowl from the house and dock.

Premier Host

Premier Host
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