Go back to search

Beautiful, spacious waterfront home, an easy walk to historic Chestertown

From

$423
/ night
Beautiful, spacious waterfront home, an easy walk to historic Chestertown - Image 1
Beautiful, spacious waterfront home, an easy walk to historic Chestertown - Image 2
Beautiful, spacious waterfront home, an easy walk to historic Chestertown - Image 3
Beautiful, spacious waterfront home, an easy walk to historic Chestertown - Image 4
Beautiful, spacious waterfront home, an easy walk to historic Chestertown - Image 5

Select dates to see prices and availability

From

$423
/ night

About this property

Welcome to Riverfront Retreat, a beautiful and spacious home where your family will be able to relax and enjoy the best of the Eastern Shore. With two main floor bedrooms, including a master suite accompanied with sitting room with full ri...
Show more

  • Refrigerator

  • Cable / Satellite TV

  • Microwave

  • Hair Dryer

  • Garden

  • Golf Course (nearby)

Show all

Location

Chestertown, Maryland
More location info

Guest reviews of Beautiful, spacious waterfront home, an easy walk to historic Chestertown

10

Mary Kay B.

VRB-logo

Oct 6, 2025

·

Stayed 5 nights

The property is in a great location and beautiful setting. We had group from college celebrating a commitment party of our college friends
The property is in a great location and beautiful setting. We had group from college celebrating a commitment party of our college friends
10

David K.

VRB-logo

Sep 23, 2024

·

Stayed 5 nights

Perfect spot for our whole family to be together. It has it all. Everything worked. Super comfy. Thank you!!!!
Perfect spot for our whole family to be together. It has it all. Everything worked. Super comfy. Thank you!!!!
8

Harold L.

VRB-logo

Aug 6, 2024

·

Stayed 5 nights

We had a great time
We had a great time
10

Thomas H.

VRB-logo

Jul 20, 2024

·

Stayed 7 nights

The property was ideal for a family vacation. Despite the hot weather outside the property inside provided comfortable and spacious surroundings with a magnificent view of the river. It is close to the center of the town of Chesterfield with many shops, restaurants, and historical buildings within s short walking distance. The people of the town are most engaging-helping to make the stay memorable. A very special home in a very special place.
The property was ideal for a family vacation. Despite the hot weather outside the property inside provided comfortable and spacious surroundings with a magnificent view of the river. It is close to the center of the town of Chesterfield with many shops, restaurants, and historical buildings within s short walking distance. The people of the town are most engaging-helping to make the stay memorable. A very special home in a very special place.
8

Janise F.

VRB-logo

Aug 24, 2023

·

Stayed 6 nights

This is the second year we stayed there. We met with the agent to explain what we rented the home for. She agreed and we rented the property. This year, although she had my direct cell number, she left me a note on the island about everything she was disappointed in from the previous year—everything we discussed in person before renting the home. In addition, the first year, I spoke with her and shared some things that needed to be fixed in the home, and when we returned this year, none of the items but the ice maker were fixed.
This is the second year we stayed there. We met with the agent to explain what we rented the home for. She agreed and we rented the property. This year, although she had my direct cell number, she left me a note on the island about everything she was disappointed in from the previous year—everything we discussed in person before renting the home. In addition, the first year, I spoke with her and shared some things that needed to be fixed in the home, and when we returned this year, none of the items but the ice maker were fixed.

Property Policies

Check-in

Check-out

Check-in from 16:00

Before 10:00

FAQs about Beautiful, spacious waterfront home, an easy walk to historic Chestertown

Is parking available at the property?

Parking is available on-site, limited to six vehicles, which need to be kept on one of the two driveways.

Does the property allow pets?

Pets are not allowed at the property. Service animals are exempt from this policy.

What are the standard check-in and check-out times?

Check-in time is at 16:00 and check-out time is at 10:00. Early or late check-in/check-out may be available upon request.

What accessibility features are available for guests with disabilities?

The property features step-free entrances and wheelchair-accessible facilities, ensuring comfort for guests with disabilities.

Where is the property located in relation to key landmarks?

The property is located in the city center of Chestertown, on the waterfront, and is about a four-block walk to historic Chestertown. Nearby attractions include the Historical Society of Kent County Maryland and the Garfield Center for the Arts.

What are the policies for guests staying with children?

Children are permitted at the property, and ages 0-17 can stay for free. The waterfront area features a small sand beach, located 100 feet from the house.

Have a question?

Instant AI responses are based on hotel information

Prices for upcoming dates

September 2026
October 2026

Cheaper

Pricier

Average nightly price across deals, with taxes & fees.

Prices in USD for 2 guests, updated daily.

  • Comfort Inn & Suites Chestertown
  • Red Roof Inn & Suites Chestertown

Product

  • Affiliate program
  • Cookie preferences
  • Cookie policy
  • Privacy policy
  • Terms of use

Social

© 2026 Vio