VRBO is part of the HomeAway family, the world leader in vacation rentals with over 1 million listings. We offer the largest selection of properties for any travel occasion and every budget. We’re committed to helping families and friends find a perfect vacation rental to create unforgettable travel experiences together. Learn More

Historic Stepne Manor on Maryland's Eastern Shore

You sent a message to this manager.

Historic Stepne Manor in Chestertown, Maryland


Last updated: 07/27/2015
Check availability
23 Available
24 Available check-in
21 Unavailable
22 Today
23 Selected dates
  • Minimum stay:2 nights
  • Internet:Yes
  • Pets considered:No
  • Wheel chair accessible:N/A

Property description

Accommodations: Manor House - Five Bedrooms (including one Private Suite), three and one-half Baths, Sitting Room, Den, Formal Dining Room, Kitchen and Sun Room (Sleeps 15).

In 1659, a Mariner by the name of Peter Bovery was granted acreage for what has become Stepne Manor in Chestertown, Maryland (USA). Originally named 'Stepney' and established circa 1690, this historic treasure was renovated in 2005-2006 to comfortably accommodate guests with 21st century comforts. Enter the Manor through the side door into a spacious country kitchen. Put your bags down here and walk past the powder room through the formal dining room with seating for ten toward the sitting room or the family-friendly den, both at the front of the house. A sunroom on the north side welcomes you with all-day warmth during the cooler months and crisp air conditioning during warmer weather. Brick walkways and an extensive lawn beckon just outside.

The Master Suite welcomes you with a private entrance off the kitchen into a quiet second floor sanctuary transporting you into an unassuming private suite layered in sunlight and relaxation. The suite's private bath boasts a plush robe for a soaking in the Jacuzzi tub, a wide sink and custom dressing room on the east end. The suite also has an access door to Room Two, perfect for families. Accessible by climbing the front foyer's winding staircase, four additional guest rooms await. Room Two, with two double beds, and Room Three, with two queen sized bedsand a pull-out twin bed, are on the second floor, separated by a shared full bath. Rooms Three and Four, both on the third floor, each have one queen sized bed and share a third full bath. All five guest rooms provide a private phone extension with voicemail, satellite TV, spacious closet, clock radio, iron and ironing board, luxurious bed and bath linens, full-length plush Manor robe, and complementary toiletries.

Travel back in time to reach the tranquility that awaits you at Stepne Manor. Drive into Chestertown on the National Scenic Byways system toward the downtown center Fountain Park. Surrounding the park are many examples of colonial architecture and local shops of artisan gifts and antiques to treat your eyes. Mariners may tie up at Chestertown Marina next to a variety of vessels like the Sultana, a 1768 reproduction schooner handcrafted in Chestertown, or the Elsworth, an original 1901 skipjack turned floating classroom. Stepne Manor is the perfect pastoral setting for your wedding or reunion.

After settling in to your well-appointed room, take a stroll down the lane toward Wilmer Park. Originally the waterfront of Stepne Manor, the Chester River will meet you here at sunset where your worries will float away. Are your taste buds tingling? Feast at one of the local award winning restaurants where you can enjoy a meal of the finest regional cuisine or, for a change of pace, partake in one of the many smaller gourmet venues for lighter fare. All types of restaurants are within walking distance. For the evenings' entertainment, enjoy a live performance at one of three local historic theaters (Prince Theatre, Church Hill Theatre or Washington College) or settle in for a starry concert in nearby Fountain Park.

This is one of three Brittland Estate properties.

*Required security deposit of $750 refundable 14 days after departure.
*Payment and security deposit required in full 10 business days before check in.
*Prior to confirmation rates are subject to change without notice.
*Cancellations 30 days or more before check in are subject to a $50 fee.
*Cancellations less than 30 days before check in are non refundable.
*Flexible availability throughout the year by weekend, week and month.
*Checks, US Money Orders and cash are accepted for payment.

Keywords: House


We offer vacation rentals for every budget

Choose from a wide variety of properties

No booking fees

Free to book with no hidden costs

We help you travel with confidence

Every listing is guaranteed against fraud

Experienced property owners or managers

Average five years in the business

Property Type

  • House

Accommodation Type

  • Vacation Rental


  • Guests Provide Their Own Meals


  • Minimum Age Limit For Renters:

    21 years of age....moreless

  • Children Welcome
  • Non Smoking Only
  • Pets Not Allowed:

    Please call ahead regarding working dogs....moreless

Bedrooms: 5 Bedrooms, Sleeps 15, Beds for 15

  • Bedroom 1


  • Bedroom 2


  • Bedroom 3


  • Bedroom 4


  • Bedroom 5


  • King size beds (1) Available in the Master Suite., Queen size Beds (4) Available in room three(two beds); room four (one bed) and room five (one bed)., Double Beds (2) Available in room two (two beds)., Twin or Single Beds (1) Available in room three (one pull-out style bed)....moreless

Bathrooms: 3 Bathrooms, 1 Half Bathroom

Other Amenities

  • Coffee Maker, Toaster, Dishes, Glassware, Cooking Staples Pantry, and Hair Dryers in every bath....moreless


  • DVD Player
  • Satellite / Cable:

    Available in each bedroom and the den....moreless

  • Television


  • Cinemas
  • Health/Beauty Spa
  • Live Theater
  • Museums
  • Restaurants

Local Services & Businesses

  • Fitness Center

Leisure Activities

  • Antiquing
  • Boating
  • Horseback Riding
  • Shelling
  • Shopping
  • Sight Seeing
  • Wildlife Viewing

Sports & Adventure Activities

  • Basketball Court
  • Cycling
  • Fishing
  • Golf
  • Hiking
  • Hunting
  • Jet Skiing
  • Kayaking
  • Racquetball
  • Sailing
  • Swimming
  • Water Skiing


  • Dining Area


  • Air Conditioning
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Parking Off Street
  • Parking For RV/Boat/Trailer
  • Telephone
  • Towels Provided
  • Washing Machine
  • Wireless Internet:

    Available throughout the Manor....moreless


  • Cooking Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen
  • Microwave
  • Refrigerator


  • Deck / Patio:

    A front porch, covered side entry and sunroom await you....moreless

Pool / Spa

  • Jetted Tub:

    Available in the Master Suite....moreless



Write a review 5
from 1 traveler reviews
Rental basis: Per property
Dates Nightly Weekend Night Weekly Monthly * Event
My Standard Rate
2 night min stay

Additional information about rental rates


  • Cleaning Fee $225
  • Pet Fee $100
  • Taxes Not included

Please wait... Travel with confidence

Pay with an approved method (credit card, check, or bank transfer) to protect your payment up to $1,000. Before making a payment always call the owner at the number listed on our website, and never use instant money transfer services such as Western Union and MoneyGram.

Don't forget your vacation protection! Get protected now

Adding our Vacation Protection services can make sure your getaway goes smoothly, no matter what. We offer Cancellation Protection, Carefree Rental Guarantee, and Damage Protection so you can truly relax.

Protect your payments in case you need to cancel.
Guarantee the rental meets your expectations.
Ensure you're prepared in case of accidental damage.


Last updated: 07/27/2015
Check availability
23 Available
24 Available check-in
21 Unavailable
22 Today
23 Selected dates


Community Playgrounds, Birding, Crabbing, Farmers Market, Public Parks, Public Libraries, Doing Absolutely Nothing


Manager info

Contact us

Speaks: english

Links to more information:



  • Historic Stepne Manor in Chestertown, Maryland

    Historic Stepne Manor in Chestertown, Maryland

  • Dining Room

    Dining Room

  • Den


  • Sitting Room

    Sitting Room

  • Master Bath

    Master Bath

  • Relax in the sunshine's simple comfort and quiet your mind ... and your soul.

    Relax in the sunshine's simple comfort and quiet your mind ... and your soul.

  • Hide away from the world in a quiet place at Stepne Manor.

    Hide away from the world in a quiet place at Stepne Manor.

  • Sunroom


  • Foyer


  • This relaxing king sized bed awaits you in the Master Suite.

    This relaxing king sized bed awaits you in the Master Suite.

  • Bedroom 2

    Bedroom 2

  • Bedroom 5

    Bedroom 5

VRBO #124956

There have been  visitors to this page since the counter was last reset in .

This listing was first published here in 2007.

Date last modified - Monday, July 27, 2015

$775 per night (USD)
Minimum stay: 2 nights
Dates are unavailable
Please enter travel dates
Please enter # of guests
Please stay a bit longer. A stay of nights or more is required for these dates.
This listing requires that rentals start on a .
Get an instant quote
  • Reviews
  • Sleeps
  • Bedrooms
  • Bathrooms
  • Property type
Member since: 2007
Speaks: english
  • Response time Within a few days
  • Response rate 100%
  • Calendar last updated 07/27/2015
Email manager

(410) 810-7591 (Maryland, USA)

Please wait... Travel with confidence Guaranteed, secure, with no booking fees Learn how to pay safely
Add vacation protection services to your booking

Three services to protect your trip:

Protect your payments in case you need to cancel.

Guarantee the rental meets your expectations.

Ensure you're prepared in case of accidental damage.

Get it now


Share this property via Email

Historic Stepne Manor on Maryland's Eastern Shore

Chestertown #124956

5 BR  3.5 BA  Sleeps 15

You must be signed in to share this property by e-mail

Share this property via Email

    Please correct the following errors and resend:
  • Enter one or more valid email addresses separated by commas.
  • Oops! You have exceeded the limit of 10 email addresses.
  • Your message may not contain markup. Please remove the markup and try again.