See all properties
Apartment

Carriage House Hideaway in Middle of Chestertown

Photo gallery for Carriage House Hideaway in Middle of Chestertown

Living area
Interior
Room
Interior
Room

Reviews

10 out of 10
Exceptional
1 bathroomSleeps 2

Popular amenities

  • Dryer
  • Washer
  • Fireplace
  • Parking available
  • Air conditioning
  • Pet-friendly

Explore the area

Map
Chestertown, MD
  • River Arts Chestertown
    ‪6 min walk‬
  • Historical Society of Kent County Maryland
    ‪7 min walk‬
  • Washington College
    ‪8 min walk‬
  • Aberdeen, MD (APG-Phillips Army Airfield)
    ‪91 min drive‬

Rooms & beds

0 bedrooms (sleeps 2)

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Kitchen
Outdoor play area
Garden

About this property

Carriage House Hideaway in Middle of Chestertown

Escape to a secluded, romantic studio getaway in the middle of Chestertown. Private parking, and over an acre of gardens to call your own. Totally private with views of nature all around, this is the perfect place to relax in front of the fireplace. (Electric, but very cozy and realistic.)
Kitchenette has extra large toaster oven, (can cook pizza and roast chicken), 2 burner hot plate, microwave, refrigerator, and coffee maker.
Comfortable queen bed, kitchenette, and washer dryer.

Property manager

Robert Kestell
Premier Host

Languages

Portuguese, Spanish
Lock

Protect your payment — always book on Vrbo

If someone asks you to book through them or pay them directly before you book on Vrbo, report it.
Find out more

Add dates for prices

Amenities

Kitchen
Washer
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

Outdoor dining

Historic Downtown Garden Oasis with Private Patio

  • Kitchen
  • Free WiFi
  • Air conditioning
  • Outdoor space
10.0 out of 10, (28 reviews)
Historic Downtown Garden Oasis with Private Patio

House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 12:00 PM
default

Children

Children allowed: ages 0–17
No cribs are provided
default

Events

No events allowed
default

Pets

Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
default

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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

About the area

Chestertown

Located in Chestertown, this apartment is in the city centre. Rolphs Wharf Marina and Cassinelli Winery and Vineyards are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Crumpton Auction and Hazel Miner Monument. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Chestertown, MD

What's nearby

  • River Arts Chestertown - 6 min walk - 0.6 km
  • Historical Society of Kent County Maryland - 7 min walk - 0.6 km
  • Washington College - 8 min walk - 0.7 km
  • Wilmer Park - 10 min walk - 0.9 km
  • Rolphs Wharf Marina - 11 min drive - 7.9 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Dining Hall - ‬12 min walk
  • ‪Procolino Pizza - ‬3 min drive
  • ‪China House - ‬3 min drive
  • ‪The Freeze - ‬3 min drive

Frequently asked questions

Is Carriage House Hideaway in Middle of Chestertown pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.

What time is check-in at Carriage House Hideaway in Middle of Chestertown?

Check-in begins at 3:00 PM.

What time is check-out at Carriage House Hideaway in Middle of Chestertown?

Checkout is at 12:00 PM.

Where is Carriage House Hideaway in Middle of Chestertown located?

Located in the centre of Chestertown, this family-friendly apartment building is within a 10-minute walk of Garfield Center for the Arts at the Prince Theater, Wilmer Park and Historical Society of Kent County Maryland. River Arts Chestertown 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. 83 out of 87 reviews
Rating 8 - Good. 4 out of 87 reviews
Rating 6 - Okay. 0 out of 87 reviews
Rating 4 - Poor. 0 out of 87 reviews
Rating 2 - Terrible. 0 out of 87 reviews

10/10

Cleanliness

10/10

Amenities

9.8/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Zara D.

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

Great stay!

Everything was as described — great location, communication and property!
Stayed 3 nights in Sep 2024

10/10 Excellent

Janet C.

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

Adorable studio

Very sweet studio with everything you need for your stay. Extremely quiet and walking distance to great restaurants and shops. Hosts were very gracious and available if needed. We definitely will book again. Thank you!
Stayed 3 nights in Jan 2025

10/10 Excellent

Jessica V.

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

AMAZING!

If I could give these hosts 10 stars, I would! They went above and beyond for me! Their kindness and helpfulness was way beyond what I would have expected from a host. The carriage house is adorable! It is comfy, clean and quiet. It is stocked with a coffee maker, a toaster, an air fryer, a microwave, etc. If you need it, it probably there!I just cannot say enough about these hosts and their adorable carriage house rental.
Stayed 2 nights in Mar 2025

10/10 Excellent

anthony

Liked: Cleanliness, property conditions & facilities, communication
great location and really nice property
Stayed 1 night in Oct 2023

10/10 Excellent

Kathleen E.

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

Lovely Carriage House

Such a cozy little place with everything we needed. The bed was great, the kitchen well stocked and the electric fireplace was an added bonus. Easy walk into town
Stayed 2 nights in Oct 2024

10/10 Excellent

Stephen C.

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

Another wonderful stay!

The carriage house is beautifully furnished, and very clean. The location excellent. It's a five minute walk to everything downtown Chestertown has to offer. This was my second stay with Bob and Beth. They are wonderful hosts. Looking forward to my next visit!
Stayed 4 nights in Nov 2024

10/10 Excellent

Robert S., Nashville, TN

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

Great stay

Wonderful place for my wife and I visiting our son at Washington College
Stayed 2 nights in Aug 2023

10/10 Excellent

Christina

Liked: Cleanliness, amenities, property conditions & facilities, communication
Fantastic location, gorgeous space, and great host!
Stayed 3 nights in May 2023

10/10 Excellent

Christopher B.

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

Sultana Weekend

Great place. Very spacious for two people and very cozy with electric fireplace and easy chairs. Well equipped kitchenette. About a three minute walk to the center of town and 15 minutes to marina. We are likely to stay there again
Stayed 3 nights in Oct 2024

8/10 Good

Verified traveller

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

Great lil’ spot to enjoy Chestertown.

Stayed two nights in town for a wedding. Perfect spot to rest our head at night and so close to town to enjoy the market and shops. Clean room, great linen, kind hosts. More comfortable than a hotel for sure. Delightful small find in our searc!
Stayed 2 nights in Sep 2024

10/10 Excellent

Robert S., Nashville, TN

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

Wonderful stay

Lovely carriage house room for the weekend
Stayed 2 nights in Sep 2023

10/10 Excellent

Susan K.

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

Nice Stay

A cute studio that had everything, plus walking distance to historic and shopping areas. I would stay there again!
Stayed 3 nights in Jul 2023

10/10 Excellent

eugene c.

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

Downtown Graden

Lovely stay.
Stayed 2 nights in May 2023

10/10 Excellent

Cathleen K.

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

Chestertown Charm

Absolutely love staying here for the charm of a private, spacious studio in a great location. Easily walk to town but yet quiet. Unit was clean and very comfortable!
Stayed 1 night in Apr 2024

10/10 Excellent

Randall

Liked: Cleanliness, amenities, property conditions & facilities, communication
We love this property. Friendly owners, great amenities, walking distance to you downtown. We would stay here again in a heartbeat.
Stayed 3 nights in Jun 2023

10/10 Excellent

Kelly B.

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

Lovely Studio Near Town

What a lovely studio near town! The location was unbeatable for my friend's wedding in Chestertown where all the events took place on High Street. The area is quiet and serene. The studio came equipped with everything you could ask for and more. I will stay here again when visiting Chestertown.
Stayed 2 nights in Sep 2024

10/10 Excellent

William W.

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

Excellent stay

Beautiful home in quiet neighborhood. Homes was in excellent condition. The host answer my call when I had a question. I recommend them to everyone.
Stayed 3 nights in Aug 2024

10/10 Excellent

Marianne

Liked: Cleanliness, amenities, property conditions & facilities, communication
We enjoyed our stay at the carriage house. Was a perfect location to walk to town, was super clean and very nicely decorated. The hosts were very nice and made us feel welcomed. I would definitely stay here again and would recommend to others.
Stayed 1 night in Sep 2022

10/10 Excellent

Karen G., Gettysburg, PA

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

Great Location / Nice and Cozy

Loved this little gem in town! We only stayed one night but it has everything you need. Very spacious / bed was comfy / walk into town or to the college. We’ll stay here again for sure !
Stayed 1 night in Apr 2023

10/10 Excellent

Linda T.

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

Perfection!

Second stay here this year. It’s becoming our eastern shore home away from home.
Stayed 4 nights in Aug 2023

10/10 Excellent

Paul R.

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

Comfortable gem

Two great days in Chestertown
Stayed 2 nights in Apr 2024

10/10 Excellent

Julie D.

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

Perfect spot

Bob and Beth's apartment was absolutely perfect for us. It was the cleanest VRBO that we have ever stayed in. All of the amenities were above and beyond what we expected. The apartment is in a great location and walkable into town and the WC campus. We will definitely stay again when we come back to town.
Stayed 2 nights in Apr 2024

10/10 Excellent

Jen L.

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

Charming spot

The property had everything we needed. The garden was lovely and in its full springtime beauty. Would definitely stay again.
Stayed 2 nights in Apr 2023

10/10 Excellent

Kathy H.

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

Excellent and very cozy place to stay!!! 5 Star ++++

the Carriage House Hideaway in Chestertown, MD was absolutely perfect, and one of the best places we have ever stayed. It is a delightful and welcoming upper floor location that was very centrally situated (walking distance) to all the shops/restaurants/historical locations in Chestertown. Very clean, plenty of room, and just like the pictures conveyed. Very cozy and welcoming atmosphere, with everything you need for a stay. The property owners made us feel very welcome and were readily available if we needed anything (which we did not, as all was perfect to start). I would highly recommend the Carriage House and will look forward to visiting them in the future. Thank you!!
Stayed 2 nights in Dec 2024

10/10 Excellent

robert B.

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

Weekend in Chestertown

Nice efficiency apartment above a garage. Easy access and walkable to restaurants and shops.
Stayed 2 nights in Oct 2023

About the host

Hosted by Robert Kestell

Host profile image

Languages:

Spanish, Portuguese

Premier Host

They consistently provide great experiences for their guests