Wren Retweet- Country Estate in Center of C’Town

Photo gallery for Wren Retweet- Country Estate in Center of C’Town

A covered porch with a wooden bench, potted plants, and a decorative railing.
A living room with a ceiling fan, a brown leather sofa, a coffee table, two armchairs, a patterned rug, and a bookshelf.
A bedroom with a large bed, wooden bookshelves, a tall black column, and large windows.
A wooden staircase leading to a second floor, a large wooden bookcase, and a patterned rug on the floor.
A living room with a dining area, a television, and a patterned rug.

Reviews

10 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Discover nearby landmarks
    Close to Washington College

Popular amenities

  • Balcony or patio
  • Outdoor barbecue
  • Air-conditioning
  • Pet-friendly
  • Refrigerator
  • Onsite parking available

Explore the area

View map
Chestertown, MD
  • Place, River Arts Chestertown
    ‪5 min walk‬
  • Place, Washington College
    ‪8 min walk‬
  • Place, Chestertown Historic District
    ‪8 min walk‬
  • Airport, Baltimore, MD (MTN-Martin State)
    ‪126 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Loft

+2
1 King Bed, 3 Queen Beds and 2 Single Beds

4 bathrooms

Bathroom

Toilet

First floor en suite bath

Toilet · Shower only

Second floor bath/laundry room

Toilet

Second floor master bath

Spaces

Deck or patio
Kitchen
Separate dining area
Number of living rooms

Add dates for prices

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  • Dryer
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About the area

Chestertown

Chestertown is home to this holiday home. Chesapeake Bay and Chestertown Historic District reflect the area's natural beauty and area attractions include Garfield Center for the Arts at the Prince Theater and Schooner Sultana. Larrabee Arts Center and Crumpton Auction are also worth visiting.
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Map
Chestertown, MD

What's nearby

  • River Arts Chestertown - 5 min walk - 0.4 km
  • Historical Society of Kent County Maryland - 8 min walk - 0.7 km
  • Washington College - 8 min walk - 0.7 km
  • Chestertown Historic District - 8 min walk - 0.7 km
  • Sumner Hall - 9 min walk - 0.8 km

Getting around

  • Baltimore, MD (MTN-Martin State) - 105 min drive

Restaurants

  • ‪Royal Farms - ‬4 min drive
  • ‪McDonald's - ‬3 min drive
  • ‪Dunkin - ‬2 min drive
  • ‪Procolino's - ‬3 min drive
  • ‪Royal Farms - ‬5 min walk

Frequently asked questions

Is Wren Retweet- Country Estate in Center of C’Town pet-friendly?

Yes, this property allows cats and dogs (limit 1 total) with a maximum weight of up to 99 kg per pet.

How much is parking at Wren Retweet- Country Estate in Center of C’Town?

On-site parking is available at the property.

What time is check-in at Wren Retweet- Country Estate in Center of C’Town?

Check-in begins at 4:00 PM.

What time is check-out at Wren Retweet- Country Estate in Center of C’Town?

Checkout is at 11:00 AM.

Where is Wren Retweet- Country Estate in Center of C’Town located?

Situated in Chestertown, this holiday home is within a 10-minute walk of Chestertown Farmers Market, Garfield Center for the Arts at the Prince Theater and River Arts Chestertown. Schooner Sultana and Chestertown Historic District are also within 10 minutes.

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. 75 out of 75 reviews
Rating 8 - Good. 0 out of 75 reviews
Rating 6 - Okay. 0 out of 75 reviews
Rating 4 - Poor. 0 out of 75 reviews
Rating 2 - Terrible. 0 out of 75 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location for exploring the cutest town.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great hosts, location, gardens, and overallstay!
Stayed 2 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was lovely, very comfortable and hosts were very responsive! We will be back for another stay.
Stayed 2 nights in Dec 2025
Verified review

10/10 Excellent

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

Great stay!

Great stay!
Stayed 2 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house is comfortable and roomy. The hosts are great. I’ll stay here every time I am in Chestertown!
Stayed 2 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house is so lovely that it is a destination in itself. It has a happy vibe. Beautiful decor, tall ceilings, nice clean bathrooms with plenty of towels. The kitchen is very large & has everything! It is pet-friendly & also grandma friendly. We had a great time.
Stayed 2 nights in Jan 2026
Verified review

10/10 Excellent

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

Best place ever

Wonderful place with great hosts
Stayed 2 nights in Dec 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Such a lovely restored spacious comfortable home. We keep coming back! Friendly gracious hosts. Highly recommended’
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

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

walking distance to downtown and historic Chestertown and campus. well located.

A lovely home and amenities. We had a winderful stay.
Stayed 2 nights in Jan 2023
Verified review

10/10 Excellent

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

anniversary get away

Lovely property, a nice anniversary get away for us. Thank you for the generosity and kindness to our hosts Beth and Bob.
Stayed 2 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was wonderful! Thank you!
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

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

Great stay in Chestertown

Loved this property. So beautiful and well equipped. Beds were very comfy. Walking distance to everything in town.
Stayed 3 nights in Oct 2022
Response from VrboOwner on 15 November 2022
Thank you for being excellent guests.
Verified review

10/10 Excellent

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

Excellent

The home is beautiful! Beth and Bob took great care of us. I look forward to staying there again!
Stayed 2 nights in Nov 2023
Verified review

10/10 Excellent

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

Beautiful property in middle of Chestertown

Home is meticulously maintained, located on a quiet cut de sac. Walking distance to the restaurants and shops on Main St. Wonderful amenities -- coffee bar, bottled water, etc.
Stayed 2 nights in Aug 2023
Verified review

10/10 Excellent

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

The best place!

We've stayed at a lot of places, but this was by far our favorite--a delightful historic and completely updated house, with a spectacular kitchen. All within walking distance of Chestertown's charming shopping district. Would definitely recommend!
Stayed 4 nights in Nov 2023
Response from VrboOwner on 28 November 2023
You are the most wonderful guests! We so much appreciate you staying with us and hope you come back again!
Verified review

10/10 Excellent

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

Chestertown wedding

Place is FABULOUS!!! Fantastic location easy to walk around town. THANKS FOR EVERYTHING
Stayed 3 nights in Feb 2024
Verified review

10/10 Excellent

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

Welcome

We felt at home, comfortable and welcomed. Great to be in walking distance to charming Chestertown, a safe and lovely town with a super Saturday market.
Stayed 7 nights in Apr 2023
Verified review

10/10 Excellent

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

Great location and amazing house

The property was perfect. Comfortable and spacious while retaining the historic elegance. Hosts were amazing. Answered questions/requests quickly. We had a fantastic stay and cant wait to return.
Stayed 2 nights in Dec 2023
Verified review

10/10 Excellent

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

Wedding Weekend

Beautiful kitchen so whole family could cook dinner together Friday night before soiree at Brittland Manor. Patio out back, perfect for sipping coffee and chatting. Close to town, lots of places to walk to - including farmer's market and the college.
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

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

Amazing Property

In the words of my wife: if we could give this house 10 stars, we would. Every detail is thought out, very well appointed property, great hosts. Highly recommended
Stayed 3 nights in Sep 2023
Verified review

10/10 Excellent

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

Great family vacation in Chestertown!

We had a wonderful time. Our hosts were great and communication was timely and very accommodating. The home and grounds were a great setting for our vacation. We were most grateful for the special touches that made us feel quite welcome. Thank you!
Stayed 5 nights in Aug 2021
Response from VrboOwner on 26 August 2021
We really enjoyed meeting you and your lovely family! Hope you return.
Verified review

10/10 Excellent

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

perfect wedding weekend!

Wonderfully renovated historic property in the middle of town. Lots of room and super clean...Fresh flowers greeted us upon arrival. Just wonderful.
Stayed 4 nights in Aug 2021
Response from VrboOwner on 26 August 2021
You were among our favorite guests ever! Thank you for staying with us.
Verified review

10/10 Excellent

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

Spectacular property

This house was so beautifully restored with a beautiful family room, dining area for family dinners and comfortable beds. The gardens are spectacular! It feels like a retreat but only a block from High and Cross Streets. We loved it.
Stayed 5 nights in Apr 2023
Verified review

10/10 Excellent

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

Gorgeous historic home; perfect location

Beautiful renovation of historic home with spacious kitchen and four lovely bedrooms. One block from restaurants/spas etc but on quiet side street with charming large garden. Gracious host; well stocked home. A great find!
Stayed 3 nights in Mar 2023
Verified review

10/10 Excellent

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

Beautiful house and property!

We absolutely loved our stay here. The owners put a lot of effort and love into this property. Very beautiful and clean! They supply everything you need and more. Nice little town as well, right near the river and only a short trip to the beaches. We hope to return next summer and can’t wait to stay here again! Thank you!
Stayed 1 night in Aug 2020
Response from VrboOwner on 29 August 2020
Thank you so much! We were so happy to host you and your adorable family! We really appreciate the great respect you showed for our house. Please come back anytime!!!
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