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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Peaceful, Waterfront Cottage On 3 Acres (pier + western view w/gorgeous sunsets)

Bedrooms 4
Space 2,500 sq. ft.
Property type house
Minimum Stay 3 nights


About the property

4 Beds/2 Baths (sleeps 8) with Central Air Conditioning

Please tell us a little about your family, who would be staying at the home, and the reason for your visit to Kent Island.

This home is a special place to us & has been in our family for over 50 years. Over the years we have made many updates to the home. The location is a 3 acre waterfront setting, on Cox Creek, that features incredible western views along with gorgeous sunsets. Relaxing in the 3 season sun room and watching the sunset is a must! Panoramic views of the water can be had from most rooms in the home. Central location allows for day trips to DC, Annapolis, Baltimore, & St. Michaels.

The home has approx 2500 square feet, a wonderful Great Room with 46' HDTV w/cable, fireplace, large Dining Room table that seats 10, & eat-in kitchen. There is a spacious Master Bedroom (queen bed) + Master Bath, Bedroom #2 has a queen bed, Bed #3 has 2 twin beds, Bedroom #4 is also the den off the Great Room & has a pullout sofa bed.

High Speed Internet Service is included.

Relax and enjoy the wonderful Chesapeake Bay! : Relax and enjoy the wonderful Eastern Shore of Maryland and Kent Island. Dine at Harris Crab House, The Narrows, The Fisherman's Inn, Hemingway's, or Annie's Restaurant (among many others). Golf at nearby Queenstown Harbor Golf (15 minutes away). Bike on the Cross Island Trail (5 minutes away). Kayak or Canoe at the Chesapeake Bay Environmental Center (15 minutes away). Walk along the beaches at Terrapin Park or Mattapeake Beach (10 minutes away), Kentmorr Restaurant and Marina (10 minutes away, great beach to swim). Take scenic drives to many exciting areas on the Chesapeake Bay including the US Naval Academy in Annapolis (30 minutes) or the Chesapeake Bay Maritime Museum in St. Michaels. Many outlet stores are also nearby in Queenstown. The best thing to do here is Nothing! Gazing at the water is a very popular activity. Fishing and Crabbing Trips may be arranged for an additional fee (possible departure right from our pier!).

How to find out about local events: Search 'Kent Island', 'Queen Anne's County', 'Talbot County', 'Kent County', and 'Anne Arundel County' for web sites and more activities. Kent Island is in Queen Anne's County.

If you Google 'Fisherman's Inn Kent Island' they have an excellent list of 'Things to Do' on their website.

Transportation: 'Kent Island Express' has a full staff of experienced drivers (based at the Bay Bridge Airport) to take passengers to and from airports, offices, or just about any destination on either side of the Bay. Their vehicles include two mini-vans, three 15-passenger vans, two Cadillac sedans, three buses, and a limousine.

Operation Hours

Monday-Friday: 9am - 9pm

Saturdays: 9am - 6pm

More Details


Chester House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 2500 sq. ft.
House Rules:
  • Check-in: 4:00 PM
  • /
  • Check-out: 10:00 AM
  • Max. occupancy: 8
  • Children welcome
  • Parties/events not allowed
  • Pets not allowed
  • Non smoking only
Location Type:
  • Rural
  • Waterfront ...
  • Waterfront ...
  • Away From It All
  • Family
  • Romantic
  • Tourist Attractions
  • Air Conditioning ...
  • Alarm Clock
  • Basic Soaps
  • Ceiling Fans
  • Clothes Dryer
  • Fireplace
  • Firewood
  • Heating
  • Internet ...
  • Linens Provided ...
  • Living Room ...
  • Local Activities Guide
  • Local Maps
  • Local Restaurant Guide
  • Paper Towels
  • Parking Off Street
  • Telephone ...
  • Toilet Paper
  • Towels Provided ...
  • Washing Machine
  • Wood Fireplace
  • Blender
  • Coffee Maker
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Ice Maker
  • Kitchen ...
  • Microwave ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Toaster ...
  • Dining ...
  • Dining Room
  • seating for 8 people
  • 2 Bathrooms
  • Bathroom 1 - toilet , combination tub/shower
    Bathroom 2 - toilet , shower
  • Sets of towels and wash cloths provided.
  • 4 Bedrooms, Sleeps 8
  • Bedroom 1 - 1 queen
    Bedroom 2 - 1 queen
    Bedroom 3 - 2 twin/ single
    Bedroom 4 - 1 sleep sofa /futon
  • All linens provided for beds. Plenty of pillows too!
  • Books
  • Books for Adults
  • CD Player
  • DVD Player
  • Games
  • Games for Kids
  • Radio
  • Satellite / Cable ...
  • Stereo
  • Television ...
  • Video Library
  • Boat Dock
  • Canoe
  • Deck / Patio ...
  • Kayak / Canoe ...
  • Lawn / Garden ...
  • Outdoor Grill ...
  • Patio
  • Screen Porch / Veranda
  • Long-term Renters Welcome
  • Low Allergen Environment
  • limited accessibility
  • suitable for elderly or infirm
  • arboretum
  • autumn foliage
  • bay/sound
  • churches
  • cinemas
  • forests
  • library
  • marina
  • museums
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • outlet shopping
  • scenic drives
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • Babysitter
  • groceries
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • fishing
  • fly fishing
  • golf
  • hiking
  • kayaking
  • pier fishing
  • sailing
  • sound/bay fishing
  • swimming
  • water skiing
Well stocked kitchen with plenty of cooking utensils. Crab pots for crabbing are available. Ask about the canoe or sea kayak. They are not light and they do require some strength to carry to the pier, but they are available for your use.


Wonderful! 4.9/5 -
(47 traveler reviews)

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Peaceful, Waterfront Cottage On 3 Acres (pier + western view w/gorgeous sunsets)
average rating of 4.93617 based on 47 reviews

A slice of Paradise on earth!

  • 5 of 5

What can I say? Having spent so many memorable, relaxing and rejuvenating hours over the years at Benton Pleasure, I could not begin to put into words how spectacular this “home away from home” is for Felice and myself. I believe that there is no greater fireplace on earth which could compare with the one at Benton Pleasure; it makes oneself look forward to frosty, cold and snowy winters! Harry Sanders and family are truly some of the greatest folks I have ever met, and I look forward to many more years of sheer enjoyment at their lovely Kent Island getaway.

  • Submitted: Jan 13, 2018
  • Stayed: December 2017
  • Source: HomeAway
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This property is eat off the kitchen floor clean while retaining the warmth of a home.

  • 5 of 5

Our family is scattered throughout the east coast. This home was a wonderful Christmas gathering place for us. I highly recommend this property for a home away from home vacation

  • Submitted: Dec 27, 2017
  • Stayed: December 2017
  • Source: Vacation Rentals, from HomeAway
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0 0
Newport, RI


  • 5 of 5


  • Submitted: Oct 13, 2017
  • Stayed: September 2017
  • Source: HomeAway
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1st family vacation in years

  • 5 of 5

This was our 1st vacation with our 3 grown up children, our daughter - in - law, & our 18 month old grandson & the house was just perfect for the 7 of us. What you see in the pictures is exactly what you get. The sunsets are amazing! The bay is right out the back door & we fished right off the dock. The house has everything you can imagine you would need & then some. I think almost everyone took a nap in the bay window overlooking the water! It is located only minutes from the town of Stevensville with major grocery stores, restaurants, & strip malls. Harry & Scott Sanders were very friendly & accomodating. I believe we will be returning again & again. My family & I highly recommend this cozy cottage getaway!! The Diller Family

  • Submitted: Oct 5, 2017
  • Stayed: September 2017
  • Source: HomeAway
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4 0

Spectacular views from comfortable and spacious home

  • 4 of 5

This was a great site for a family reunion--three bedrooms plus a sofabed in the study, large kitchen and huge dining/living room where we could dine, watch DVDs and TV, and lounge. The house is beautifully decorated, and we appreciated the tablecloths and placemats. The glassed-in screen porch was lovely in the morning before it got hot. The kitchen is extremely well-equipped and the hosts welcoming and generous. Wifi worked extremely well! We also could play croquet on the lawn (croquet set included) and launch our inflatable kayak from the dock. The house is set on three acres so we enjoyed considerable privacy. The area has limited swimming but we enjoyed the many parks and wildlife conservation sites. Several nearby restaurants provide good seafood with wonderful water views. We were there with our 98-year-old mother and many restaurants are accessible to wheelchairs/walkers. The house steps (4 of them to the front door) were a problem for her. Be prepared for fabulous sunsets!

  • Submitted: Sep 3, 2017
  • Stayed: August 2017
  • Source: HomeAway
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Lancaster, PA

A charming and beautiful home and peaceful quiet property on Cox Creek.

  • 5 of 5

We enjoyed this peaceful quiet location that enabled our friends and family to relax with each other. You're able to read, play inside games, play outside games, fish and be home base for touring and visiting more of Kent Island and the Eastern Shore. The sunroom was perfect for dining -breakfast and lunch and dinner. If you are looking for a peaceful and quiet vacation spot, this is it

Scott and Harry Sanders were excellent owners and hosts. THANK YOU !!!!

  • Submitted: Aug 14, 2017
  • Stayed: August 2017
  • Source: VRBO, from HomeAway
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Scott Sanders
Member since: 2005
Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
February 19, 2018

About Scott Sanders

Harry and his son Scott are co-owners of their family vacation home. The home has been in the family since 1950 and has been lovingly maintained and updated. This is a family effort and Harry or Scott personally 'check-in' all guests.

Scott Sanders purchased this house in 2005

Why Scott Sanders chose Chester

We chose to keep the home in our family because of the beautiful setting and convenient location.


Harris Crab House
"This is a classic Eastern Shore Crab House. The locally caught crabs are excellent!"
It's the Pits BBQ & Seafood
"This carry-out offers excellent BBQ and Crabs"
Kentmorr Restaurant and Crab House
"This restaurant is 10 minutes from our family's vacation home. There is a beach where you ca..."
Cross Island Trail
"A scenic location to take a bike ride!"
Nearest Airport
32 Miles
Baltimore-Washington International
Nearest Motorway
2 Miles
Maryland Route 50
Nearest Beach
8 Miles
Kentmorr Restaurant
Car: necessary

Peaceful, waterfront setting. Convenient location between Annapolis and St. Michaels on Maryland's Eastern Shore. About a 1 hour drive to downtown Washington, DC or Baltimore.

Other Activities: Matapeake Beach & Kentmorr Restaurant/Beach (10 minute drive), not a lifeguarded beach


310 Links Lane

Queenstown, MD 21658


One of the foremost golf experiences just outside Washington, D.C., Queenstown Harbor features 36 holes of championship golf on two unique layouts. Spectacular Chesapeake Bay waterfront beauty and superior service makes for an unforgettable round at Maryland’s premier golf destination.


This 18-hole executive golf course was recently expanded and opened for play on August 24, 2002. Thanks to the recent nine-hole expansion, the Blue Heron Golf Course now offers the flexibility of two nine-hole courses, which can be played separately or together for the complete 18-hole experience. This professionally manicured course is a challenge for all levels of golfers. Golfers are encouraged to stop in and play or browse the pro shop’s offerings.


Spread out over 255 gently rolling acres, the par 72 Championship Course and the par 32 Executive Course are challenging tests for any golfer. Whether you want to test your nerve from the 'tips' of the Championship Course (at almost 7,100 yards), or you are just out for a casual round on our 2,182 yard 9-hole, Executive Course, Hog Neck has the golf to suit your game!


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Property Damage Protection $79
Tax Rate 6.0%

ABSOLUTE MAX OCCUPANCY is 8 people, including children. We are on a well and septic and do not want to strain the systems.
$79 non-refundable fee for Accidental Damage Insurance Policy with CSA (no other Security Deposit required).
In July and August, we rent from Sat to Sat for the weekly rate of $1995 plus tax.

Owner's Cancellation Policy

  • Canceled bookings will not receive a refund