Entire home

Wren Retweet- Country Estate in Center of C’Town

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

Your private garden
Front of house
Great room
Kitchen
Back patio

Reviews

10 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Balcony
    A rare find - enjoy views from the balcony.
  • Discover nearby landmarks
    Close to Washington College
5 bedrooms4 bathroomsSleeps 10

Popular amenities

  • Onsite parking available
  • Dogs and cats allowed
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue

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
Balcony
Separate dining area
Number of living rooms
Garden

About this property

Wren Retweet- Country Estate in Center of C’Town

History with modern convenience, including first floor bedroom with private bath and super fast internet.

Our house is in the historic district of Chestertown, a 2 block walk from both Wash College and C’town waterfront. It has 2 primary bedroom suites. There are 3 more bedrooms, 1 is a loft which connected to the a 2nd story bedroom. There is a fenced yard. Out the garden gate is over an acre of garden.

We also host Carriage House Hideaway, a 2 person studio, behind Wren Retweet.

Over the years, we have stayed in a lot of Airbnbs, and we know what we need as guests.

1. Comfortable beds and furniture

2. Quality linens and towels

3. Limitless hot water

4. Well-equipped kitchen (hate buying

corkscrews!)

5. Peace and privacy, but security in knowing

someone is always available.

6. CLEAN, CLEAN, CLEAN.

7. Fast internet that can accommodate many devices, streaming movies, and

and video conferencing.

Our goal is to give you the experience we would want to have. To maintain quality control we do our own cleaning, and we are available 24/7 if you should need anything, but will be invisible otherwise.

The entire house and fenced yard is yours, as well as the large gardens, which are right outside the back gate. We might be doing some gardening in the large garden, but will keep our distance.

We live next door but will not bother you. We are always available by text.

Quiet dead end street in the heart of Chestertown’s historic district. In the middle of everything but totally private with beautiful gardens to wander in.

Park your car for your stay. You can walk to downtown Chestertown in 2 minutes!

No smoking on property.

No one under 25 can be primary renter.

No parties

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Adults only
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Events

No events allowed
No parties.
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Pets

Pets allowed: dogs and cats less than 99 kg per pet (limit one pet total)
One time $20 pet fee
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Smoking

Smoking is not permitted
No smoking on property.

Important information

You need to know

Property # 2003834vb
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
Note from host: No parties.
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

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 Larrabee Arts Center. Crumpton Auction and The Mainstay are also worth visiting.
Map
Chestertown, MD

What's nearby

  • River Arts Chestertown - 5 min walk - 0.4 km
  • Garfield Center for the Arts at the Prince Theater - 6 min walk - 0.6 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

Getting around

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

Restaurants

  • ‪Milano's Pizzeria - ‬4 min drive
  • ‪McDonald's - ‬3 min drive
  • ‪Dunkin - ‬2 min drive
  • ‪Procolino's - ‬3 min drive
  • ‪Royal Farms - ‬4 min drive

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 Garfield Center for the Arts at the Prince Theater, River Arts Chestertown and Chestertown Historic District. Historical Society of Kent County Maryland and Washington College 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. 74 out of 74 reviews
Rating 8 - Good. 0 out of 74 reviews
Rating 6 - Okay. 0 out of 74 reviews
Rating 4 - Poor. 0 out of 74 reviews
Rating 2 - Terrible. 0 out of 74 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Mandy D.

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

10/10 Excellent

Diana S.

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

10/10 Excellent

Connor J.

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

10/10 Excellent

Robin G.

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

10/10 Excellent

Joyce D.

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

10/10 Excellent

Chris W.

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

Great stay!

Great stay!
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

Judie G.

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

10/10 Excellent

David K.

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

Best place ever

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

10/10 Excellent

Gwen R.

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

10/10 Excellent

ira d.

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

10/10 Excellent

Susan N.

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

10/10 Excellent

Elder p.

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

10/10 Excellent

Margaret H.

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

10/10 Excellent

Stephen C.

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

10/10 Excellent

Len L.

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

10/10 Excellent

Deborah K.

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

10/10 Excellent

Michael D.

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

10/10 Excellent

sue B.

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

10/10 Excellent

susan s.

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

10/10 Excellent

Dmitry K.

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

10/10 Excellent

Tom L.

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

10/10 Excellent

Karen J.

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

10/10 Excellent

Mary Beth K.

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

10/10 Excellent

Mary S.

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

10/10 Excellent

Dominick B.

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!!!

About the host

Hosted by Robert Kestell

Host profile image

Languages:

Spanish, Portuguese
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