Entire home

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

Riverside holiday home with kitchen and patio

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

Reviews

10 out of 10
Exceptional
3 bedrooms3 bathroomsSleeps 8185.8 sq m

Popular amenities

  • Barbecue grill
  • Washer
  • Fireplace
  • Dryer

Explore the area

View map
Chestertown, MD
  • Place, Eastern Neck National Wildlife Refuge
  • Place, The Mainstay
    ‪44 min drive‬
  • Place, Rock Hall Harbor
    ‪45 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪123 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

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

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

Children

Children allowed: ages 0–17
Children welcome
default

Events

No events allowed
default

Pets

Pets allowed: dogs (limit 2 total)
If approved, pet deposit will be required
default

Smoking

Smoking is not permitted
Non smoking only

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Recyclables can be placed in the green containers in the garage.
Please also make sure that you have your cell phone and device chargers.
Please place trash bags in the large container at the end of the driveway.
Failure to complete these may result in a negative review from the host.

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
Host has indicated that there is a carbon monoxide detector on the property
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. Sumner Hall and Garfield Center for the Arts at the Prince Theater are cultural highlights, and some of the area's activities can be experienced at Rolphs Wharf Marina and Rock Hall Harbor. 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

  • Washington College - 22 min drive - 20.0 km
  • Rolphs Wharf Marina - 33 min drive - 28.0 km
  • The Mainstay - 44 min drive - 31.1 km
  • Rock Hall Harbor - 45 min drive - 31.8 km
  • Ferry Park - 47 min drive - 33.2 km

Getting around

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

Restaurants

  • ‪Doc's Riverside Grille - ‬42 min drive
  • ‪Ford's Seafood - ‬36 min drive
  • ‪Waterman's Crab House - ‬38 min drive
  • ‪Harbor Shack - ‬40 min drive
  • ‪Hardee's - ‬40 min drive

Frequently asked questions

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

Yes, this property allows dogs (limit 2 total).

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 Sumner Hall. Garfield Center for the Arts at the Prince Theater and Historical Society of Kent County Maryland 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.
Learn moreOpens in a new window
Rating 10 - Excellent. 297 out of 301 reviews
Rating 8 - Good. 4 out of 301 reviews
Rating 6 - Okay. 0 out of 301 reviews
Rating 4 - Poor. 0 out of 301 reviews
Rating 2 - Terrible. 0 out of 301 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Cindy M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house and property were perfect.Pet-friendly is always a must for our yearly Dogcation and did not disappoint at this location. We surely will return next year.
Stayed 3 nights in Oct 2025

10/10 Excellent

Clayton C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Golf Trip

Overall was an excellent place to stay!
Stayed 2 nights in Mar 2025

10/10 Excellent

Emily A. K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our 6th year at this property and we had a great time as always! We love the view of the water and spending time on the dock. The town is very cute and the Chestertown farmers market on Saturday is a must.
Stayed 7 nights in Aug 2025

10/10 Excellent

Terri B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very peaceful place. Loved it! Returning next year!
Stayed 5 nights in Aug 2025

10/10 Excellent

John C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

An Excellent Retreat

The property is clean, extremely well-equipped, and the water view is outstanding.
From the dock
From front door
Interesting activity on the river
Stayed 6 nights in Jun 2025

10/10 Excellent

Jingdi W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice

Awesome place. My family had fun.
Stayed 2 nights in May 2024

10/10 Excellent

William M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Returning guests

This is the most beautiful and serene vacation spot we frequent. It’s so quiet and peaceful. The accommodations could not be better!
Stayed 4 nights in Jun 2023

10/10 Excellent

Ben G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Hunting trip

This is our 5th year at the property. Have always been extremely satisfied with every aspect of booking, communication, amenities, etc! Plenty of room and comfortable for 8. We’ll be back again next year!
Stayed 4 nights in Jan 2025

10/10 Excellent

Ron G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Get Away

Great places nearby, however you don’t need to leave the property. Everything you could possibly need is available.
Stayed 3 nights in Jun 2023

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication

We loved the space from beginning to end. We had a problem with the ac and got a response and fix.

The property is lovely with coffee amenities, toy amenities and comfort galore. The landscaping is so beautiful and the water feature with comfortable and abundant seating is extraordinary. We had a lovely stay!!
Stayed 3 nights in Jun 2024

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

Kelly R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Home Away From Home

We love to come here. There are so many extras. It feels like home away from home. Jared is a terrific property manager. He is very responsive and provides excellent details about the property. Everything was perfect and we will be back.
Stayed 4 nights in Aug 2023

10/10 Excellent

Cynthia S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise on the Chester River

My husband and I love this property so much which is why we have rented it multiple times. The view is unbelievable, it is quiet and private. The house itself is ultra clean and fully stocked. The property manager is beyond helpful and a pleasure to deal with. We look forward to our return next year.
Stayed 7 nights in Jun 2023

10/10 Excellent

Stacy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful inside and out

We came for our sons college graduation weekend! The house is exactly as pictured… they have everything you can imagine from cookware to bug spray… if you need it it’s there! The lower deck on the water is very comfortable and the views stunning! We had a few people over for a luncheon and the house is set up for easy entertaining too! Highly recommend this gem on the Eastern Shore!
Stayed 3 nights in May 2023

10/10 Excellent

Jan B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

50th birthday celebration

the house was cozy and open and artistically decorated and furnished. the kitchen was well equiped. the views were amazing and the different outside areas (gazebo. deck, dock) were great. the huge trees were unexpected. the kayaks. SUP. and bikes were enjoyed as well as the beautiful sunset
Stayed 4 nights in Sep 2024

10/10 Excellent

Jeana P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Better than the pictures!

Beautifully appointed home - clearly the owners care very much about their property. Tastefully decorated. Everything is in tip top shape - inside and out. Super clean. Nothing is lacking - everything you need is here. Jared - the property manager - is very responsive. Peaceful, quiet neighborhood. Thoroughly enjoyed our stay. Thank you!
Stayed 7 nights in Aug 2023

10/10 Excellent

Lorien P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Always a beautiful stay with an endless view
Stayed 7 nights in Oct 2025

10/10 Excellent

Gary M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely stay as always! Appreciate the accommodations- clean and comfortable.
Stayed 2 nights in Sep 2025

10/10 Excellent

Debbie M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house had everything we needed. Comfortable beds and pillows. This was our second time and we loved it.
Stayed 7 nights in Sep 2025

10/10 Excellent

Cynthia S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My husband and I have rented this property more times than I can remember. We just finished a 2 week very relaxing stay. Peace and quiet!! We have already booked our 2026 retreat.
Stayed 14 nights in Sep 2025

10/10 Excellent

Kelly R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We have stayed here many times and will be back. Jared is a terrific host - always there if needed. The house has so many nice thoughtful extras. It is like home away from home. Plus, the location is ideal. It is on the water & private, yet close to nearby towns. It is one of the best VRBOs!
Stayed 3 nights in Aug 2025

10/10 Excellent

T R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
I love this property. It’s my third time back! Even in cloudy weather we enjoyed the peacefulness of the river, kayaking, and peaceful colors of the home. Wehad some canine visitors from the neighborhood which made it lots of fun.
Stayed 5 nights in Aug 2025

10/10 Excellent

Renee F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Picturesque Lake Views! Gorgeous Sunsets!This lake house has so much to offer! Amazing water views! A nice sized grass yard with lovely landscaping! A wonderful dock with plenty of chairs and water activity equipment - kayaks, paddle boards, inner tubes, grills, so much! Our family stayed outside A LOT. This rental is well-equipped and well-maintained. Loved the décor! So many interesting things to look at. Large, comfy beds. The kitchen is well stocked. The great room is truly GREAT with plenty of places to sit and hang out. There’s a nice Farmer’s Market on Saturday mornings in Chestertown. Jared, the host, was great to work with! Friendly, informative, accommodating, and very responsive! Highly recommend and would definitely return!
Stayed 3 nights in Aug 2025

10/10 Excellent

Melissa N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Well stocked rental!

This property provides everything you need for a wonderful, stress-free stay. The kitchen was better appointed than my own! Linens were good quality ( bring a few extra bath and beach towels). Plenty of comfy spots for reading or chilling. The outdoor shower was a fun bonus. Highly recommend!
Outdoor shower
View looking back from the dock
Stayed 9 nights in Jul 2025

10/10 Excellent

David L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent location. Exactly as described!
Stayed 5 nights in Jul 2025

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.

Languages:

English

Premier Host

They consistently provide great experiences for their guests