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Historic Manor House on Beautiful Eastern Shore Estate

Photo gallery for Historic Manor House on Beautiful Eastern Shore Estate

Pool
A large brick building with multiple chimneys, a conservatory, and a well-maintained lawn.
Exterior
Front Drive, Late Fall Sunset
Pool

Reviews

10 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
6 bedrooms4+ bathroomsSleeps 13

Popular amenities

  • Private pool
  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

View in a map
Chestertown, MD
  • Place, Washington College
    ‪9 min drive‬
  • Place, Chestertown Historic District
    ‪10 min drive‬
  • Place, Garfield Center for the Arts at the Prince Theater
    ‪10 min drive‬
  • Airport, Baltimore, MD (MTN-Martin State)
    ‪125 min drive‬

Rooms & beds

6 bedrooms (sleeps 13)

Brooks Suite

1 King Bed and 1 Single Bed

East Room

1 Queen Bed

Hoon Room

2 Single Beds

North Room

1 Queen Bed

West Room

2 Single Beds

Wilmer Room

1 Queen Bed

4 bathrooms, 1 half bathroom

1st Floor Bathroom

Toilet

3rd Floor Bath

Toilet · Shower only

Brooks Suite

Bathtub · Toilet · Shower only

Hoon Room

Toilet · Shower only

Wilmer Room

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Garden
Dining area

About this property

Historic Manor House on Beautiful Eastern Shore Estate

THORNTON Estate, established in 1664, is a quintessential Eastern Shore estate. The magnificent manor house anchors the 325 acre preserved farm outside of Chestertown Maryland. 
Lord Baltimore granted the original patent for Thornton from colonial lands he received from King Charles I of England in the early 17th century.  Conveyed to Philip Hopkins in 1693 the estate is still owned by his direct descendants. The current manor house —  built in 1815 — was fully renovated in 2008.

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House Rules

Check in after 3:00 PM
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed: family gatherings, birthday parties, weddings
All events require prior approval- message us
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Pets

Pets allowed: dogs (limit 2 total)
All pet's require prior approval-message us
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Smoking

Smoking is not permitted
Signed Rental Agreement and $1500 Security Deposit are required with each reservation
September -January is hunting season; Access may be restricted to the areas around the Manor house, pool, firepit, and main drive during this time.

Important information

You need to know

Property # 1748038vb
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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 30
Note from host: All events require prior approval- message us
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 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

Located in Chestertown, this holiday home is in a rural area and on a river. Historical Society of Kent County Maryland and Betterton Historic District are local landmarks, and some of the area's activities can be experienced at Crow Farm and Vineyard and Rolphs Wharf Marina. Garfield Center for the Arts at the Prince Theater and Larrabee Arts Center are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hunting and ecotours nearby.
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Map
Chestertown, MD

What's nearby

  • Washington College - 9 min drive - 8.0 km
  • Chestertown Dog Park - 9 min drive - 8.0 km
  • Chestertown Historic District - 10 min drive - 10.1 km
  • Garfield Center for the Arts at the Prince Theater - 10 min drive - 10.1 km
  • River Arts Chestertown - 11 min drive - 10.4 km

Getting around

  • Baltimore, MD (MTN-Martin State) - 106 min drive

Restaurants

  • ‪Milano's Pizzeria - ‬15 min drive
  • ‪McDonald's - ‬12 min drive
  • ‪Dunkin - ‬11 min drive
  • ‪Procolino's - ‬11 min drive
  • ‪Royal Farms - ‬15 min drive

Frequently asked questions

Does Historic Manor House on Beautiful Eastern Shore Estate have a pool?

Yes, this property has an outdoor pool.

Is Historic Manor House on Beautiful Eastern Shore Estate pet-friendly?

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

How much is parking at Historic Manor House on Beautiful Eastern Shore Estate?

On-site parking is available at the property.

What time is check-in at Historic Manor House on Beautiful Eastern Shore Estate?

Check-in begins at 3:00 PM.

What time is check-out at Historic Manor House on Beautiful Eastern Shore Estate?

Checkout is at 11:00 AM.

Where is Historic Manor House on Beautiful Eastern Shore Estate located?

Situated on a river, this holiday home is within 6 miles (10 km) of Urieville Lake Fish Management Area, Urieville Park and Washington College. Rolling Road Park and Chestertown Dog Park are also within 6 miles (10 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. 27 out of 28 reviews
Rating 8 - Good. 1 out of 28 reviews
Rating 6 - Okay. 0 out of 28 reviews
Rating 4 - Poor. 0 out of 28 reviews
Rating 2 - Terrible. 0 out of 28 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Evelyn M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Four generations of my family, aged 8 to 80, spent Christmas week here. There was something for everyone in the house and on the property. The antebellum mansion has been beautifully restored, with the addition of modern bathrooms and a gorgeous modern kitchen. It’s a beautiful, comfortable space for a family celebration.
Exterior with greenhouse, which was full of blooming geraniums.
My grandson fire-roasted a rack of lamb on the fire pit for our Christmas Eve dinner.
Library with gas fireplace and a good collection of books and games.
Stayed 6 nights in Dec 2025
Verified

10/10 Excellent

Bill B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
An amazing property and top tier service and communication from the property owner.
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Steve W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home is really impressive. 200 year old manor house with updates to satisfy the needs of our group of 12. The pool was very nice. Plenty of sleeping, cooking and eating areas.
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Caroline W.

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

Great place to stay!

Our group had a great experience staying at Thornton. We had a large group in town for a wedding and it was the perfect place to spend time with friends. The house was gorgeous, the communication with the team was timely and efficient, and everything was clean and well-equipped. We’d definitely stay here again.
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Alexander H.

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

An amazing place to spend a holiday

This property is truly great. Has everything you need, space, quiet, and a pool! Everything is in great condition in this unique historical house. Can’t wait to book it again.
Stayed 4 nights in Jul 2021
Verified

10/10 Excellent

William F.

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

Annual Family Vacation

Perfect property for our annual vacation with all the kids and grand kids! Loved the property and the secluded location - but still close enough to town. Beautiful, well-kept manor with everything you need. Loved the pool and the spacious grounds! Absolutely gorgeous!
Stayed 4 nights in Aug 2024
Verified

10/10 Excellent

Eric K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Peaceful and tranquil. The inside was classic. The outside was filled with natural beauty and variety.
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Karen H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great time. We showed up with our stuff, and everything was ready to go. We were impressed with the number of items in the kitchen that we could use to prep our meals. The place is gigantic inside and out, and the property is beautifully maintained. We thoroughly enjoyed our stay and are thinking it may be a required revisit next Summer!
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Kristen B.

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

Last minute getaway

Three of us rented this property for a long weekend and it was absolutely magnificent! The property managers were outstanding, we had complete privacy, and the house did not disappoint! We look forward to returning!
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Christopher A.

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

Perfect House for My Family

The Thornton Estate was above and beyond what my family was expecting. A historic home on an amazing piece of land. Dealing with the team that manages the house made the entire process a breeze. We would love to return in the future.
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

Shaila M.

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

Family vacation

We had the best vacation in this historical beautiful home. Everyone in our family had awesome time. House was very comfortable and clean. Loved the pool area. I only wish they had more shaded area by the pool. Property manager Mathew was very friendly and helpful in making sure that all our needs were met. Definitely recommend this home. Love to come back.
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

Meredith L.

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

Great place for a big family trip

We loved this property! We visited with our large family (8 adults and 4 kids ages 3-6) for a long weekend and had a nice and relaxing stay. Very spacious inside, with lots of room to explore outside. Great kitchen, and tons of comfortable seating everywhere. We loved the pool too. Groceries and downtown Chestertown are just a short drive away. We would definitely recommend and return.
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Sharron L.

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

relaxing

we felt so safe and relaxed. we were out of the busy of life - Matt was amazing whenever we called he was there in 14 minutes, We will return.
Stayed 7 nights in Jun 2023
Verified

10/10 Excellent

Jessica G.

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

Tribe Trip

The property is so beautiful with lots of room to spread out both inside and out. The kitchen is well equipped. It was clean. The pool was lovely. And Matt, the property manager, was extremely nice and helpful. It’s perfect for groups and we will definitely be back!!
Stayed 3 nights in Jul 2023
Verified

10/10 Excellent

Joyce M.

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

Eastern Shore Paradise

Our extended family and friends gathered at Thornton Estate to celebrate being together after 15 months of isolation from the pandemic. Our ages ran from 4 months to 95 years. We had a truly wonderful time. Many thanks to Phil for his responsiveness, Sarah for care and Matt for being there whenever we needed him. We can’t wait to return to paradise!
Stayed 4 nights in Jun 2021
Verified

10/10 Excellent

Dana B.

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

Beautiful spot!

We celebrated Thanksgiving with our extended family and 91 yo mother. Living spaces were spacious to accommodate all. It is an old house so 3rd floor bedrooms were not meant for tall folk with sloping ceilings. Dining room table extended to seat 14 for all meals. Kitchen has every thing you could need plus plenty of space to have multiple cooks in the kitchen! We sampled some of the “estate” wine from the vineyard outside and walked the beautiful drive many times to work of our turkey dinner! Would absolutely stay here again The property is beautiful
Stayed 3 nights in Nov 2024
Verified

10/10 Excellent

Rajiv T.

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

Priceless memories made at Thornton

We had an absolute memorable stay at Thornton. The estate has a rich history and every room has a distinct, charming character. Could easily spend the entire afternoon in the Library, playing games with the family. And yet the best part, is that there are so many wonderful spaces to explore and enjoy outdoors. Our family enjoyed walking down the long path to the creek and pond, and we made use of the pool every morning, afternoon and evening. We really enjoyed watching sunrises and sunsets from the outdoor patio, and looking up at the stars from the garden at night. Oh, and the staff was very friendly and responsive. Highly recommend this place to anyone looking for a private, adventurous escape with your family. My family and I will certainly be back!
Stayed 4 nights in Jun 2021
Verified

10/10 Excellent

Erica W.

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

Chesapeake Country Getaway

We grew up going to our family's Bay house in the Summer and loved it. I wanted a similar experience for when my sister and her family were here in town from Hawaii. This was amazingly perfect. The tree lined gravel driveway was picturesque. The blowing wheat fields in the background of this home were like a painting. The home itself was so well maintained and updated. We had plenty of space and each person could have their own room not allowing for fights with the teens. The kitchen was updated and we enjoyed cooking and eating take out in the spacious area. We played soothing music in the cozy family room while we played cards together. The pool was just the right temperature on a hot sunny day. My morning runs around the property on the trails made the start of my day enjoyable. Nights catching fireflys brought us back to our childhood. The proximity to downtown Chestertown and Rock Hall was great to enjoy shopping and dining out. I will definitely be back!!
Sunset sky
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Karen P.

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

Festive Fall Foliage

Wonderful weekend in Chestertown! Highly recommend for a getaway to reconnect with friends and family.
Stayed 2 nights in Oct 2022
Verified

10/10 Excellent

Kristen C.

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

Fabulous!

We had a family gathering which included several toddlers. All enjoyed the pool, the fire pit, walking the property and eating al fresco. The dormers in the bedroom above the kitchen make it a bit tricky for adults so be careful. Also, shower/bath water temperatures should be warmer. Nonetheless, we leave the property with huge smiles on our faces and hope to return in 2023.
Stayed 3 nights in Sep 2022
Verified

10/10 Excellent

Mary Jane G.

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

Eastern Shore idyll

Our family gets together every summer for a week of lengthy meals, games, and time together. We haven't been able to do that since the summer of 2019. This was a lovely place. All of us had a marvelous time. Thank you!
Stayed 11 nights in Jul 2022
Verified

10/10 Excellent

Carol C.

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

Thornton Estates

Our stay was very comfortable and easy. House is beautiful and had everything we needed. We're already looking at coming back in the Summer when we can take advantage of the pool!
Stayed 3 nights in Dec 2021
Verified

8/10 Good

Claire M.

Liked: Check-in, communication, location, listing accuracy

Lovely private locale/estate. Stunning views. Roomy. BUT too many bugs/too few working lightbulbs.

Easy, reliable interactions with the property manager.
Stayed 4 nights in Nov 2021
Verified

10/10 Excellent

Meg W.

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

Tranquil Beauty!

A wonderful place for a wedding, reunion, or family getaway.
Stayed 2 nights in Oct 2021
Verified

10/10 Excellent

Megan H.

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

Wonderful getaway

My 11 coworkers and I stayed here two nights for a work retreat. It was a nice change of scenery from the city and plenty of room for everyone.
Stayed 2 nights in Oct 2021

About the host

Hosted by Phil Hoon

Host profile image
The 12th generation owner of Thornton Estate, Phil is a life-long resident of Kent County Maryland in the heart of the Eastern Shore.

Why they chose this property

Thornton Estate, patented in 1664 is quietly situated on Morgan Creek in the heart of Maryland's Eastern Shore near Chestertown. Visitors will experience the 'Land of Pleasant Living ' in all its splendor on this 325 acre property. Thornton Estate is available for long and short term family vacations, corporate retreats, hunting parties, and private events .

What makes this property unique

Protected and preserved by more than three centuries of family stewardship, Thornton is a truly special place and unique treasure for the Hoon family. They are pleased to share it with others who will enjoy it with the same respect and care as they do.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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