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Book Online or call VRBO Booking Assistance: 888-829-7076
Book Online or call VRBO Booking Assistance: 888-829-7076

Chesabelle - Belle of the Bay - Sweeping Views with Style!

Bedrooms 3
Space 1,400 sq ft
Property type house
Minimum Stay 1 - 7 nights


About the property

House, 3 Bedrooms + Other (See Description), 2 Baths, (Sleeps 6-7)

Chesabelle is our Belle of the Bay. This fully renovated beach house is stylishly appointed with stunning views across a small estuary into the Bay. The house features an open floor plan for easy entertaining. See diverse wildlife including, herons, swans, ospreys, bald eagles, and pelicans as you cook, read, or relax on the screened-in porch. Or, grab a beach chair or towel and head for the private sandy beach just steps away. Kayak or bicycle - the world is your oyster here.

Back in the house, the open floor plan, complete with a well-equipped kitchen, dining room, and sitting room with TV and porch + deck allows a family or group to be together whether cooking, playing games, watching television or just relaxing. The wood burning stove makes winter days at Chesabelle as enticing as summer days. Enjoy a weekend wine tasting at nearby Woodlawn plantation - Slack wine dot com.

A short bike ride away is Point Lookout State Park, a Civil War site. Today the park, which is located on the point where the Chesapeake Bay and the Potomac River meet, hosts miles of protected land set aside for biking, kayaking, boating, fishing, camping or enjoying nature as well as a museum that provides a historical perspective on the region. Or charter a boat at one of many local marinas for a day of fishing on the Bay. Another nearby historical site is St. Mary's City (10 miles), the original capital of Maryland.

Visitors are 25 minutes from dining and shopping on Solomon's Island or in historic Leonardtown. Or enjoy one of several local marina restaurants. Want a day trip away? All that the nation's capital has to offer is a short 80 miles away.

Collect shells and beach glass while walking uninterrupted for miles along the sandy beach. Unlike typical cheek-by-jowl beach houses, Chesabelle offers its visitors direct Bay views while nestled on a 1/2 acre of land. Enjoy rare, unimpeded waterview privacy and access so close to major cities and amenities.

Keywords: Totally renovated; open floor plan; sweeping views across Bay; chic beach style

More Details

Daniela Bostic
Member since: 2008
Premier Partner

This VRBO partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.

Speaks: english, german
Response time:
Within a few hours
Response rate:
Calendar last updated:
August 17, 2018

About Daniela Bostic

I love to create beautiful beach houses of all types for people to enjoy to the fullest.

Daniela Bostic purchased this house in 2008

Why Daniela Bostic chose Point Lookout

A fabulous place to be away, be active or just relax...and so close to Washington, DC

What makes this house unique

The sound of the waves soothes the soul!


Point Lookout House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 1400 sq ft
House Rules:
  • Check-in: 4:00 PM
  • /
  • Check-out: 11:00 AM
  • Max. occupancy: 7
  • Min. age of primary renter: 25
  • Parties/events not allowed
  • Pets considered
  • Non smoking only
Location Type:
  • Beach View
  • Away From It All
  • Historic
  • Sports & Activities
  • Air Conditioning
  • Broadband Access
  • Clothes Dryer
  • Free Long Distance
  • Hair Dryer
  • Heating
  • Internet
  • Linens Provided
  • Living Room
  • Parking Off Street
  • Telephone
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • Wood Stove
  • Catering Available
  • Coffee Maker
  • Cooking Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen
  • Microwave
  • Refrigerator
  • Stove
  • Child's Highchair
  • Dining ...
  • Dining Area
  • seating for 8 people
  • 2 Bathrooms
  • Bathroom 1 - toilet , combination tub/shower , footed soaking tub with shower enclosure
    Bathroom 2 - toilet , shower , Large shower with shower heads at both ends
  • 2
  • 3 Bedrooms, Sleeps 7
  • Bedroom 1 - 1 queen
    Bedroom 2 - 1 queen
    Bedroom 3 - 1 double
  • Queen size Beds (2), Double Beds (1)
  • CD Player
  • DVD Player
  • Satellite / Cable
  • Television
  • Bicycles
  • Deck / Patio
  • Kayak / Canoe ...
  • Outdoor Grill
  • Long-term Renters Welcome
Pool / Spa:
  • Communal Pool ...
  • Indoor Pool
Leisure Activities:
  • boating
  • horseshoes
  • sight seeing
  • wildlife viewing
Sports & Adventure Activities:
  • cycling
  • fishing
  • hiking
  • kayaking
  • sailing
  • swimming
2 kayaks and 4 bicycles with easy access to the Bay, to area creeks and to Pt. Lookout Park. Beautiful beaches a few steps away. A paradise for the active vacations or the nature lover. Local Chesapeake Bay oysters may be ordered (delivery provided) at $50 for 50 or $100 for 100. Please inquire about availability in advance.


Wonderful! 4.9/5 -
(46 traveler reviews)

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Chesabelle - Belle of the Bay - Sweeping Views with Style!
average rating of 4.8913045 based on 46 reviews

Beautifully appointed cottage with just enough of everything!!!I spent the best “Friendsgiving“ever!

  • 5 of 5

Chesabelle is perfectly “set back” and nestled into the surrounding wooded area to keep those of us who desire privacy, peace and quiet in an intimate surrounding, paramount to the meaning of what a vacation is all about.

Even in the full bookings that Summer brings to Scotland Yards, Chesabelle remains “removed” ...far from any possible maddening crowd(though that is a delightful rarity in this classic beach community!).

She remains her modest yet decidedly chic retreat in a most lovely part of the western shore of the Chesapeake Bay.

Thank you ,as always, for paying attention to that which surrounds her...and providing the “exquisite” in a charmingly remoteand rural landscape.

  • Submitted: Nov 27, 2017
  • Stayed: November 2017
  • Source: VRBO, from HomeAway
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Pleasant and relaxing for 4 adults and 3 kids. Very happy with it!

  • 5 of 5

House great! Beach awesome! Jellyfish never showed up! I would take boogie boards for kids next time! Great road for walks with little kids, bikes too. St. Mary's Museum well worth the short trip for a day. It's a living museum and they were great with the kids. We mostly hung out at Chesabelle and beach. So nice!

  • Submitted: Aug 27, 2017
  • Stayed: August 2017
  • Source: VRBO, from HomeAway
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1 0

The house was very cute. Lovely linens! It does need additional pots and pans.

  • 4 of 5

I did like the property. We did have an ant problem. Had a great vacation!! Did have jelly fish occasionally. But we did have lots of fun at the beach and kayaking. Overall a good experience!

  • Submitted: Jul 22, 2017
  • Stayed: July 2017
  • Source: HomeAway
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Cheverly, MD

3rd time renting this house and it's a great time.

  • 5 of 5

Relaxed at the beach everyday. Drove to Solomons for restaurants, fireworks and boat rentals. Laid back and fun July 4th vacation.

  • Submitted: Jul 7, 2017
  • Stayed: June 2017
  • Source: VRBO, from HomeAway
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Beautiful house in a secluded location

  • 5 of 5

My husband and I came here with our dog for a short 3-day getaway. Clean house, beautifully decorated, and less than a 5 minute walk from the beach which was just down the street. Bigger grocery stores were a half hour drive, but you can find everything you need in the Dollar General or local market 10 mins away. We had the beach to ourselves most of the time with only maybe 1 or 2 other couples/families dropping in once a while. Definitely make sure to put on bug spray before going to the beach, especially in the evenings. We would definitely love to return next summer!

  • Submitted: Jun 11, 2017
  • Stayed: June 2017
  • Source: HomeAway
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Chesabelle is a bright little house.

  • 5 of 5

Chesabelle is a bright little house across the road from the bay. The view is wonderful across the estuary. The herons and osprey entertained us with fishing and the frog chorus put us to sleep each night. We biked, hiked and kayaked. Local food was very good and trips to St. Mary's, Leonardtown, and Lexington Park were filled with history, aircraft, architecture, lighthouse, boat ride and adventure. Point Look Out Park was a great place to hike and observe. Not much retail therapy but great grouper therapy (crab cakes actually). Actually we loved all the museum gift shops and craft shops in Leonardtown.

  • Submitted: May 21, 2017
  • Stayed: May 2017
  • Source: VRBO, from HomeAway
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Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Pet Fee $60
Cleaning and Linens Fee $110
Refundable damage deposit $100

Cleaning fee is $90
Pet cleaning fee is an additional $25 (where applicable)

Owner's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

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