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The Point of It All-near Annapolis, Washington D.C., Baltimore

Bedrooms 6
Property type estate
Minimum Stay 7 nights


About the property

6 Bedrooms including Guest Apt, 6 Baths, Pool & Spa, Sandy Beach, 2.5 Acres

A truly unique and beautiful estate on the southwest tip of Kent Island, literally in the middle of Chesapeake Bay. Available as a summer rental for the first time in 2013, the guest reviews are worth reading. Amenities include 2.5 very private acres with 550 feet of private shoreline on two sides, a large sandy private beach and 2 stone jetties. Amazing wrap around Bay views go to the southern horizon, and for many miles from east through northwest. A six story light house is less than a mile offshore, marking the main ship channel to Baltimore, directly in front of the house.

The Point of It All was designed over 7 months then built over a year as a private resort for family and friends, with something for everyone. There are sweeping views of the Bay from all main rooms, 4 bedrooms and the guest apartment/game room.

Watch the ships go by or the kids in the pool from the 1st floor deck, two screen porches on the first floor, four balconies on the 2nd floor, or a chaise lounge by the pool. Stroll through large shade trees and wide expanses of lawn overlooking the Bay, or shoot baskets on your own basketball court. The kids will love the elevated play house and swing set.

Enjoy the beach, pool, water slide, heated spa with jets, basketball court, and dock. Read, tan and relax above the waves on three comfortable benches on the dock, or on chaise lounges by the pool, or just lay on the warm sand on the beach. Two stone jetties attract fish year round, so good fishing is within an easy cast -- and you can catch your own crabs from the dock.

During summer the prevailing breeze is from the south or southwest, sending cooler air from the Bay toward the house. The Bay side of the house faces southwest, toward the light house and ship channel, taking full advantage of the amazing views.

A stacked stone wood-burning FP, large flat screen TV, entertainment center are in the living area of the Great Room. Three more gas FPs are in Bedroom 1 (Master), the Study, and Bedroom 6 (Guest Apartment/Game Room).

Bedroom 1 (Master) has a king. BRs 2,3,4 have Queens. BR 5 has a bunk bed. BR 6 (Guest Apartment/Game Room) has a bunk bed. All bedrooms and the Guest Apartment have flat screen TVs with digital HD cable.

There are 6 full baths. The Master Bath has a steam shower and large Bay view soaking tub with air jets.

Adjacent to the Bay front deck is a large pool, large heated spa with jets, diving board and water slide. There is also a propane fueled fire pit on the pool deck.

There is a large sandy beach and a dock with a boat lift, a jet ski lift and davits -- so you can bring your boat and jet ski. An elevated Play House and swing set are attached to a huge maple tree. There is a large enclosed outdoor shower, gas grill, large heated & air-conditioned 2-car garage with large work bench, epoxy coated floor, lots of storage. In the northeast corner of the property you will find a basketball court.

HD cable TV, internet, WiFi are provided. One tandem kayak and two single person kayaks with paddles and life jackets and five adult bicycles are provided.

Maid service including clean linens, lawn service, & pool service are provided weekly.

Located on a very private point at the southwest tip of Kent Island, it is only 15 minutes to shopping and restaurants. It is an honest 35 minutes by car to quaint and historic Annapolis, 1:15 to downtown Washington D.C., 1:00 to Baltimore's Inner Harbor, and less than an hour to quaint towns on the Eastern Shore including Easton, St. Michaels, Oxford and Chestertown.

This property CANNOT be used for weddings or wedding related functions, rehearsal dinners, brunches, showers etc., or for other types of parties, gatherings or events. ONLY THE PERSONS STAYING AT THE PROPERTY MAY USE THE HOUSE.


This is a home that family vacationers return to year after year! We look forward to welcoming you to a very special vacation at 'The Point of It All'.

More Details

Elizabeth Marcotte
Member since: 2013
Speaks: english
Response time:
Within a day
Response rate:
Calendar last updated:
October 23, 2017


Characters Bridge Restaurant
Nearest Airport
40 Miles
Nearest Barpub
5 Miles
Kentmorr Marina
Nearest Golf
4 Miles
Blue Heron Golf Course
Nearest Train
40 Miles
BWI Rail Station or New Carrolton (both AmTrak)
Nearest Motorway
12 Miles
Route 50/301
Nearest Restaurant
5 Miles
Kentmorr Marina
Car: necessary

Why be stuck in heavy traffic for 3 hours or more trying to reach the Atlantic beaches?

Instead, you could be relaxing on your own private beach a point in the middle of the Chesapeake Bay. This truly is a paradise that offers something for everyone.

If you ever want to leave this beautiful place for lunch, dinner or for a day, The Point of It All is only :35 from City Dock in Annapolis, 1:15 from downtown Washington D.C., and 1:00 from Baltimore’s Inner Harbor.

From here it is easy to explore Maryland's scenic Eastern Shore including quaint colonial towns like Easton, St. Michaels, Oxford and Chestertown. Visit the Chesapeake Bay Museum in St. Michaels, take the Oxford-Bellevue Ferry to Oxford, go antiquing around Chestertown and Galena, or shop at the nearby Queenstown Premium Outlets for many famous brands. Golf at the nearby Blue Heron or Queenstown Harbor courses.

After arriving at this uniquely beautiful family resort, you will soon decompress.

Regardless of their initial plans, most of our guests decide to spend most of their time on the property. Please read the reviews for guests’ comments on this phenomenon.

Active things to do without driving anywhere include swimming, soaking in the heated spa, windsurfing, boating, kayaking, fishing, playing basketball on the private court or volleyball on the lawn. Walk, run or use our bikes to check out beautiful farms, forests and water views along Kent Island's South Trail and Cross Island Trail.

Fishing is available from shore because two stone jetties attract rockfish (striped bass), bluefish, perch, croakers, and red drum. Charter fishing boats are available in nearby marinas. You can bring your own boat or jet ski and store them on electric lifts on the dock.

Those looking for piece and quiet will find this home to offer plenty of places where you can relax, read, or work on a tan -- while an ever-changing parade of huge ships, sailboats and wildlife pass by. Blue herons, Ospreys and Bald Eagles and a variety of waterfowl nest nearby and visit this point.


Stevensville Estate Accommodation and Amenities

Property Type:
  • estate
  • Guests provide their own meals
House Rules:
  • Max. occupancy: 12
  • children welcome
  • pets not allowed
  • non smoking only
Location Type:
  • Beachfront ...
  • Oceanfront
  • Rural
  • Waterfront
  • Away From It All
  • Family
  • Romantic
  • Sports & Activities
  • Air Conditioning ...
  • Clothes Dryer ...
  • Fireplace
  • Garage ...
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking
  • Towels Provided ...
  • Washing Machine ...
  • Coffee Maker ...
  • Dishes & Utensils
  • Dishwasher
  • Freezer ...
  • Ice Maker
  • Kitchen ...
  • Microwave ...
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Toaster ...
  • Dining ...
  • Dining Area
  • seating for 10 people
  • 6 Bathrooms
  • Bathroom 1 - toilet , shower , jetted tub , Steam Shower
    Bathroom 2 - toilet , tub , shower
    Bathroom 3 - toilet , shower
    Bathroom 4 - toilet , shower
    Bathroom 5 - toilet , shower
    Bathroom 6 - toilet , shower
  • Enclosed outdoor shower accessible from pool deck. Pool bath with shower & toilet accessible from Screen Porch 1 and pool area.
  • 6 Bedrooms, Sleeps 12
  • Bedroom 1 - 1 king
    Bedroom 2 - 1 queen
    Bedroom 3 - 1 queen
    Bedroom 4 - 1 queen
    Bedroom 5 - 1 bunk bed
    Bedroom 6 (Guest Apt/Game Room) - 1 bunk bed
  • Full Bay Views from BR 1 (Master), BRs 2, 3, 4, 6 (Guest Apt). Partial Bay view from BR 5. Balconies overlooking the Bay in BR 1 (Master has a balcony and a covered deck), BR 4 and BR 6 (Guest Apt).
  • DVD Player ...
  • Game Room ...
  • Games ...
  • Music Library ...
  • Pool Table ...
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Video Library ...
  • Balcony ...
  • Bicycles ...
  • Boat ...
  • Deck / Patio ...
  • Golf ...
  • Kayak / Canoe ...
  • Lawn / Garden ...
  • Outdoor Grill ...
  • Porch / Veranda ...
  • Tennis ...
  • Water Sports Gear ...
  • 5 bicycles
  • 9 garden chairs
  • wheelchair inaccessible
Pool / Spa:
  • Hot Tub ...
  • Private Pool ...
  • churches
  • health/beauty spa
  • library
  • marina
  • playground
  • restaurants
Leisure Activities:
  • beachcombing
  • bird watching
  • boating
  • outlet shopping
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • hunting
  • jet skiing
  • kayaking
  • pier fishing
  • sailing
  • sound/bay fishing
  • swimming
  • tennis
  • water skiing
  • wind-surfing
Weekly services provided by owner include: maid service and all linens, pool service, lawn service, trash removal.


Wonderful! 4.8/5 -
(24 traveler reviews)

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The Point of It All-near Annapolis, Washington D.C., Baltimore
average rating of 4.8333335 based on 24 reviews

Oasis on the Point!

  • 5 of 5

This was a wonderful house we rented on the point on Kent Island. Stunning views greeted us at our arrival and we enjoyed the full kitchen, pool and hot tub. Long walks, close access to Annapolis and other coastal attractions and just simple R&R made this a great escape. The owners could not have been more accommodating. Looking forward to our return.

  • Submitted: Aug 19, 2017
  • Stayed: July 2017
  • Source: VRBO, from HomeAway
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Excellent Stay at The Point Of It All

  • 5 of 5

I came from Florida to this house to celebrate a special birthday with my children and their families. For my family, it was an active vacation with a beautiful pool, slide, hot tub and many pool toys. Some of us enjoyed kayaking and fishing, all of which was available on the property. There were bicycles available to explore the neighborhood. One day a few of us went to a nearby golf course and driving range. For me it was a very comfortable and restful vacation, with comfortable couches and TV's everywhere. All of the TV's had excellent reception and a full list of available channels. For the younger children there was a pool table, a bountiful supply of board games and puzzles.

I would like to note that we enjoyed having our meals together at the very large dining room table and sometimes at a second large round table in a screened-in porch. The kitchen was large and fully equipped.

The owners fulfilled all of their promises to us. The house was immaculate, and everything was in working condition.

I would be happy to return and have no reservations about recommending this property for a family vacation.

  • Submitted: Jul 5, 2017
  • Stayed: June 2017
  • Source: VRBO, from HomeAway
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Just Heavenly!

  • 5 of 5

The house and the setting were heavenly and out of this world! We really felt like we were on the ocean as it was so open all around. The pool and hot tub were enjoyed by all and the interior really takes full advantage of these spectacular views. We would go back in a heartbeat. Such a perfect home. Would recommend it to my friends and family who are looking for a special place they will always remember for its views, comfort and elegance.

  • Submitted: Jun 14, 2017
  • Stayed: June 2017
  • Source: VRBO, from HomeAway
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Clarksville, Md

Beautiful Sunsets

  • 5 of 5

My wife and I spent the month of May at the Point Of It All while our house was under major renovation. My wife is an asthma sufferer which requires an incredibly clean home. This was the cleanest and most organized waterfront vacation home we have ever had the pleasure of spending time in. We have rented waterfront homes all over North America and the sunsets from this home were fantastic. Every possible detail from bikes, kayaks , fishing rods to toys for our grandkids were available.. Bloody Point Light house is the front yard view which is home to Maryland Stripe Bass , Crabs , Oysters. You can watch the waterman work their traps and fisherman casting on the properties two jetties. The weather this year in May rained a lot however you can stay in the house and feel like you are on the water. The owners have every detail planned out and the house performed perfectly. I wouldn't hestitate to recommend this property to friends or family, it is truly paradise!

  • Submitted: Jun 13, 2017
  • Stayed: April 2017
  • Source: VRBO, from HomeAway
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Vienna VA

Awesome views - luxury property

  • 5 of 5

We booked a last minute get away from DC and it was amazing! Can’t believe that someplace this private and this spectacular is so close to home and yet feels like a different world. The house and the amenities are amazing. Everything you could want from cozy and comfortable furnishings and beds, a fully stocked kitchen, games, puzzles, wifi, HD TVs everywhere and more. The house is immaculate and well cared for…so clean. And the views…you can see the bay from everywhere and every time you look at the horizon the view has changed.

The owners were super helpful. They answered all of our questions about local activities, they gave us tips on how to use a lot of high tech stuff in the house and they showed us how to use the sound system so we could have music on the porches and throughout the house. We were able to log into Pandora on the main system and have our play lists on speakers inside and outside the house. They made checking in and out easy. We were surprised and delighted to arrive to gifts of bottles of wine and packages of local brand cookies.

We spent hours watching waves splash on the jetties, birds in flight, big boats working their way past the light house and coming this way and that way on the bay. We enjoyed long walks, amazing local crab cakes, tomatoes from the farm stand, deep breaths and total renewal and relaxation. There was insane wind so we couldn’t fly kites or kayak but that only gives us more reason to come back. On our list for next time…taking all of the kayaks for a group ride around the lighthouse!

  • Submitted: Nov 6, 2016
  • Stayed: October 2016
  • Source: VRBO, from HomeAway
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Not what I expected

  • 1 of 5

Unfortunately, my review is not as stellar as the others. While I agree that the house and property are absolutely beautiful, and the amenities are too numerous to name, I did not have the relaxing time that I thought I would. We received constant texts for the first two days that there were doors not closed properly, as the owner uses a Smart system and gets alerts to such. I appreciated that the owner was only trying to help, as the AC will not work properly with the doors open, but perhaps that's a problem right there. We had visits from the caretaker, the landscaper, and the sprinkler system guy. The caretaker was quick to let the owner know when items were not put back properly (did not even talk to us first - just made his own assumptions), and we then received a follow-up phone call regarding such. My husband had a tragic death in his family while we were there, which resulted in friends, who happened to be staying nearby in Baltimore, coming to be with him. We then got another phone call from the owner threatening to remove us from the property for breach of contract for the extra guests. Didn't even ask about the circumstances - just assumed we were breaking the rules. In addition, the one smoker in our family ALWAYS was sure to smoke away from the property but accidentally dropped an extinguished cigarette near the pool area. Again, the caretaker took note and informed the owner. This was also part of the breach-of-contract conversation that left us feeling like scorned children. After that, we couldn't relax for one second. We were constantly worried that one of the kids was going to leave a door open or some other infringement that would result in an eviction. Perhaps the 38 page contract we had to sign prior to our stay should have warned us that this was not the place for us. I would not, unfortunately, stay there again, and probably wouldn't be welcomed back anyway. This is not the place you want to be if you intend to relax. We are a family group of three generations who have used this site to rent multiple houses over the years and have never had a problem nor left a negative review. We are always clean, respectful, and considerate. We worked really hard to have everything perfect and keep the house spotless and locked up tight, but instead received a scolding. Such a disappointment.

  • Submitted: Sep 22, 2016
  • Stayed: August 2016
  • Source: HomeAway
Owner's Response: We were very sorry to hear that your experience did not meet expectations. We work very hard to maintain our house in top condition for our guests. For the benefit of all guests, occupancy is limited to 12 and we request that guests refrain from smoking in the house and away from the porches, decks and pool.
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Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Summer: Prefer 14 Nights but 7 Nights may be available, change-over on Saturdays.
Fall-Winter-Spring: 4 Night Minimum
NO Weddings or other Functions or Events.
Use of Property Limited to Persons Staying in House, Maximum of 12.
No Pets. No Smoking.
Rates subject to change until confirmed by owner.

If more than 120-days until stay begins, signed contract and personal check for 50% of Use Fee required to hold requested dates. Remaining 50% of Use Fee plus $3,000 Damage Deposit due 120 days before arrival date.

If 120-days or less until stay begins, signed contract and personal check for Total Use Fee and $3,000 Damage Deposit required to hold requested dates.

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.

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