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

Beautiful And Quiet Family Home On The Bay, Near The Beach

Bedrooms 4
Half Baths1
Space 3,200 sq ft
Property type house
Minimum Stay 3 - 7 nights


About the property

5 Bedrooms, 3.5 Bathrooms,1 Outdoor Shower, Sleeps 11

This large Cape House built on a slope with three floors showing from the back, and a beautiful Cabin and Porch look from the front features two master bedrooms with private baths, with one having a whirlpool tub. An additional bedroom has with two twin beds with a separate seating area; and a fourth bedroom has a queen bed and a single bed with a work table and chairs. A third story den has Cable TV, Games and books, a desk, and a double pullout couch. Wireless Internet is available throughout the house. There is a large laundry room, a garage, and a back deck spanning the house width with an outdoor shower and gas grill. A walk through the rear yard ends by beautiful Drummer’s Cove before passing a separate stone patio with iron table and chairs. At the end of the property begins a Conservation Trail that follows the Bay. Sitting on our front porch allows you to view the fish pond and waterfall. Inside is a sun room with a cozy table for two with views of the Bay. A modern kitchen with a counter for seating opens to a dining room with a table that seats 12. A comfortable beamed living room with central AC is set to a fireplace and a side bar. Around the house is beautiful landscaping and walking paths.

More Details

Property Manager
David and Cathy
Member since: 2014
Speaks: english
Response time:
Within a day
Response rate:
Calendar last updated:
April 20, 2018

About David and Cathy

Cathy and I choose to manage our Wellfleet home, and enjoy connecting with our tenants and making their stay memorable. We spend as much time as we can enjoying and working on the house in the off-season when we enjoy winter walks on the beach, and the few hardy restaurants that stay open year round. Besides our love of the Cape, our home in Brooklyn, NY offers a lively experience with our work in the creative fields and any number of our five 20-something children coming and going.

David and Cathy purchased this house in 2013

Why David and Cathy chose Pleasant Point

I need not tell you about Wellfleet, I presume. Our particular house is quiet, peaceful, and fully in the ambiance of the bay and the shifting tides, but set in a private woods surroundings. You will find our house a home with attractive furnishings, central areas for gathering, and distant areas for privacy.

What makes this house unique

Being kid-friendly is perhaps unique. We have great space to setup a play area for youngsters, and a full complement of Blocks, Brios, Legos, Dragons and Beanie Babies. We also welcome family, well-behaved dogs.


Pleasant Point House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 3200 sq ft
House Rules:
  • Max. occupancy: 10
  • Minimum Age Limit for Renters ...
  • pets considered ...
  • children welcome ...
  • non smoking only ...
Location Type:
  • Village ...
  • Water View ...
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer ...
  • Fireplace ...
  • Garage ...
  • Hair Dryer
  • Heating ...
  • Internet
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Telephone ...
  • Towels Provided ...
  • Washing Machine ...
  • Coffee Maker ...
  • Dishes & Utensils ...
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Toaster ...
  • Dining ...
  • Dining Area
  • seating for 10 people
  • 3 Bathrooms
  • 1 Half Bath
  • Master 1 Bathroom - toilet , shower , jetted tub
    Master 2 bathroom - toilet , shower
    Twin Bathroom - toilet , shower , Located between the Twin Rooms North and South
    Center Bath - toilet , Located on the main floor near Living Room and Kitchen.
    Back Deck Shower - outdoor shower
  • 4 Bedrooms, Sleeps 10
  • Master Bedroom - 1 queen , With a joined private bath and whirlpool
    Master Bedroom 2 - 1 queen , With a private bathroom
    Twin North - 2 twin/ single , Includes a separate seating area with couch and a recliner.
    Twin South - 2 twin/ single , With a wicker dresser and chair and a work table for three.
    Den - 1 sleep sofa /futon , Double sleep sofa with Cable TV and board games.
  • All bedrooms are large and comfortable. The Master Bedroom and Den are on the 3rd floor. The second master bedroom is on the main floor with no stairs required to enter the house and access the Living and Dining rooms as well as the outdoor deck. Twin Bedrooms on the ground floor open to the backyard. All bedrooms have a view of the Bay.
  • Books ...
  • DVD Player
  • Games ...
  • Satellite / Cable
  • Stereo ...
  • Television
  • Toys ...
  • Video Library
  • Balcony
  • Deck / Patio
  • Lawn / Garden
  • Outdoor Grill
  • Long-term Renters Welcome
  • wheelchair inaccessible ...
  • bay/sound
  • live theater
  • pond
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • photography
  • walking
  • whale watching
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • freshwater fishing
  • golf
  • golf privileges optional
  • hiking
  • paragliding
  • pier fishing
  • roller blading
  • sailing
  • sound/bay fishing
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • wind-surfing


Wonderful! 4.9/5 -
(12 traveler reviews)

91% Complete
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Beautiful And Quiet Family Home On The Bay, Near The Beach
average rating of 4.9166665 based on 12 reviews

Wellfleet - Outstanding experience

  • 5 of 5

Great house. Accommodated 10 of us easily and with privacy for three families. Location provided easy access to beaches, ponds, stores, ... All that access and the house was on a cul de sac! No traffic!

A special benefit was how accommodating the hosts were to us as first time guests. Quick and courteous response to our questions prior to arrival and even quicker when we arrived.

I guess the greatest compliment is that we want to go back next year. Kind of says it all.

  • Submitted: Aug 15, 2017
  • Stayed: July 2017
  • Source: VRBO, from HomeAway
Owner's Response: You are so welcomed! Thanks for being great Guests, and for having such good time.
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Wynnewood PA

Excellent stay in terrific location

  • 5 of 5

Our two families of 4 had a wonderful time at this comfortable property. We lacked for nothing - the kitchen was very well supplied - and the house's layout ensured privacy for all. The property backs up to a conservation trail, which was perfect for dog walks. The washer and dryer performed very well - there was always laundry going. Highly recommend!

  • Submitted: Aug 29, 2017
  • Stayed: August 2017
  • Source: HomeAway
Owner's Response: Your kind reference is so appreciated. Note that the kitchen works well because I like to cook, and the laundry works well because I do not like to do laundry. I do love the trail, and you can see Cathy and me, and Tess-the-dog hiking it. Please do come back. David
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Loved it!!!

  • 4 of 5

Rented the property for a family vacation for seven. The home was lovely. Great gathering spaces along with alone time spaces. Loved the deck in the morning, listening to the birds. Very quiet neighborhood. Close to beaches and town. We were able to take advantage of kayaking and swimming in the cove and hiking and beaches in the area. Thanks to David and Cathy for their hospitality.

  • Submitted: Jul 28, 2017
  • Stayed: July 2017
  • Source: VRBO, from HomeAway
Owner's Response: Second only to loving our house and Wellfleet, we love it when such fine guests as you enjoy your time there. We are glad you took good advantage of what was offered and available.
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Carefree Comfortable Cape Experience

  • 5 of 5

We stayed at David's Cape house the week of the 4th of July. Everything was in tip-top shape when we arrived. It is a lovely home and pretty much everything you could need is provided. The location is convenient to ocean beaches, bay beaches, the harbor and Wellfleet Center, yet is secluded and feels off the beaten path. We were a relatively small group of 4 adults but the house is perfect for extended families with areas for congregating and areas for privacy. We only had to put on the A/C one afternoon but we were very glad to have it when it was needed! My dog and I walked the conservation trail behind the house and to Pleasant Point every day. The Cape Cod rail trail is close by and we took advantage of that. We had some terrific meals during our stay including at Pearl, Van Rensselaer, PB Boulangerie, Winslow's Tavern, and, of course, the Beachcomber. The rest of the time we lounged and grilled on the deck with a view of Drummers Cove. A perfectly relaxing Cape vacation in perfect Cape setting. We are looking forward to more happy times here!

  • Submitted: Aug 17, 2016
  • Stayed: July 2016
  • Source: VRBO, from HomeAway
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MAGNIFICENT!!! It was the travel which we shall never forget!

  • 5 of 5

10 sur 10!!!!

Memorable memories (souvenirs)! Thank you David Conroy! We had really 2 great weeks!

You gave to your house a soul which enchants the look and the spirit. It is unique! The Cape house with thousand and some small treasures, near the ocean and near the so beautiful beaches... MAGNIFICENT!!! It was the travel which we shall never forget! Thanks to your exceptional welcome, we had more than great holidays. We shall return there. We'll never forget this special trip at your place!

Merci David Conroy! Nous avons passé des vacances formidables! Jamais nous n'oublierons cette magnifique maison aux mille et uns trésors et petites subtilités; David a su donner à sa maison une âme qui enchante l'esprit et le regard partout où il se pose. Wellfleet, village mémorable avec des plages uniques. Pures merveilles! MERCI POUR TOUT!

Lyle et sa famille, from Montreal, Québec, Canada!

  • Submitted: Jul 25, 2016
  • Stayed: July 2016
  • Source: HomeAway
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1 0
Hollis NH

The Second Time Around

  • 5 of 5

This is the second year we have stayed at David's cottage. It is the same comfortable place that it was last year with a few new amenities including new couches in the living room and new small appliances in the kitchen. We love the private area with almost no traffic , trees, view of the cove and easy walk to Pleasant Point. Cape Cod feels like another world at the right time of the year especially in early spring before school gets out or after Labor Day. There is plenty to do. Have a swim or look for shells on the bay beaches. Nearby Indian Head is perfect for waveless swimming and shell hunting. Hiking around the National Seashore Information Center , The Wellfleet Audubon Wildlife Sanctuary and over Uncle Tim's Bridge to the Island provides a sense of what Cape Cod is all about. Wonderful Restaurants within a five or ten minute drive include Wilson's Tavern, Moby Dick's and Van Rensselaer. For little adventurous and upscale eating try Chatham Bars Inn or Captain Linnel's in Chatham and Orleans. Eat at home and cook on the grill on the wonderful deck. This year when we arrived in the middle of a horrible pollen season both the deck and porch and been throughly cleaned of the yellow snow. Much appreciated as is the all the little things the owners provide like soap, tissues etc.activity hints etc. We''re all ready to return in 2016.

  • Submitted: Jul 6, 2015
  • Stayed: June 2015
  • Source: HomeAway
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Nearest Golf
5 Miles
Chequessett Country Club
Nearest Restaurant
2 Miles
PB Boulangerie (wonderful)
Nearest Beach
3 Miles
LeCount Hollow Beach
Car: recommended


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $250

The cleaning fee assumes that the house and kitchen is picked up and as tidy as it was found. The Optional Recycle Run is to transfer all garbage and recyclables to the Transfer Station at the end of the week. This still requires tenants to sort and leave garbage and recyclables in the garage.

Manager's Cancellation Policy

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

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