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OFFER LAST WEEK REDUCED - Pool, Jacuzzi, Tennis, Basketball/Volleyball Cou

Bedrooms 5
Property type estate
Minimum Stay 3 - 7 nights


Minimum Stay
3 - 7 nights

About the property

Heated Pool, Jacuzzi, Tennis, Basketball/Volleyball Court Perfect For Reunions

The home is nestled atop Sampson’s Hill, the highest elevation in Edgartown, where your family and guests can enjoy outdoor activities and gatherings with the benefits of a full size heated pool, tennis, basketball and volleyball courts and an 8 person Jacuzzi that has fantastic built in back massages (i.e. it is the same Jacuzzi that is in the White House)

This family home is an excellent choice for family reunions with 5 bedrooms and 4 full baths that comfortably sleeps 16 people with air conditioning throughout the home. The home is referred to as an upside down home reserving the top floor as shared living space that contain wood carvings by a local artist of a Giant Octopus that hangs from the ceiling as well as a wooden carving called “The Fish Frenzy” a carving of 13 fish on mahogany driftwood.

The upper level “at treetops” combines a spacious and open area for living and dining with a lovely center stone fireplace with beautiful mahogany floors, complete with Italian granite center island with countertop for dining and a gourmet kitchen with a Viking Stove, side by side a refrigerator and ice maker.

There are two beautiful screened in porches, located off the “upper level”, one off the gourmet kitchen providing outdoor dining, and access to an outdoor gas grille and stairway to the heated swimming pool and Jacuzzi. The other porch provides reclining chairs and sofas where you can comfortably relax and enjoy the outdoor setting and view the swimming pool, gardens, and overlooks the lily pond which has a 1/2 scaled replica of the Monet Bridge that is located in Giverny, France.

The entertainment center is on the “upper level” including a 60inch TV along with a complete Sonos wireless speaker system with speakers throughout the home, porches, and outdoor areas including the pool and garden. You can enjoy your music libraries using the Sonos control panel or your I-phone, I-pad, android device or computer that contains your music, or you can use one of the many applications to listen to existing libraries and control what areas and speakers within the home you with to listen to as well as the speakers at poolside and in the garden.

The main house opens into a spacious living room with reclining chairs and couches that faces a stone fireplace with a 12ft wooden carving by a local artist that is mounted above the fireplace that depicts the sinking of an American whale ship, the Essex from Nantucket, Massachusetts. The Essex was widely known for being attacked and sunk by a sperm whale in the southern Pacific Ocean in 1820-an incident that served as the inspiration for Herman Melville’s novel Moby-Dick.

The first floor also contains a pool table and screen porch furnished with reclining chairs where you overlook the swimming pool and gardens. This floor has a master bedroom with a private screened in porch off the bedroom as well as a private bath. The lower floor in the main house is a spacious room with a TV and a collection of mounted fish which is often used by teenagers and children as a place to congregate. The lower level has a full bath as well as full size bunk beds and futons for sleeping.

The aerial view of the home shows the swimming pool to the left of the main house and to the right of the mains house there is a walkway connected to second floor of the main house to carriage house which contains three bedrooms and a full bath on the upper level and a three car garage and laundry room on the lower level of the carriage house.

The home abuts a historical marker that is located on the top of Sampson’s hill that designates the spot that a semaphore once stood from 1801 to 1840 that relayed news from Nantucket to Chappaquiddick and up the coast ultimately reaching Boston with whaling news of the day, after the whaling days ended a church was established that stood on the spot until 1939. There are ancient ways that lead to the top of Sampson’s Hill that were used to access the semaphore and church that once stood there that traverse across the property. There is a trail system that connects the ancient ways throughout the island so you can access all of Chappaquiddick Island and its beaches via the ways that cross this property. One can walk or bike to the beach and other locations utilizing the ancient ways. The home is close to East Beach a 14 mile beach that you can take your 4 wheel drive vehicle on that looks out to Nantucket that is managed by a conservation organization The Trustees of the Reservation that also manage 2 other properties that are close to the home being Wasque Beach that is on the south side of the Island facing Spain as well as a Japanese Garden called Moytoi Garden.

This property abuts 100’s of acres of conservation land and it is not unusual to see deer and other wildlife. Because there are no surrounding lights the sky is illuminated at night by the stars. There is a conservation trail that leads from the home to the Chappaquiddick Community Center where they have sailing, swimming, tennis, and snorkeling, etc. lessons for children and adults. The summer brings ice cream socials, foreign film nights, musical events etc. which you can access by googling Chappy Community Center. You can participate in any of the activities that you might have an interest in during your time on the Island.

You can access downtown historic Edgartown by parking your car or biking to the parking lot located on Chappaquiddick by the “On Time Ferry” which takes you across to Edgartown. You can park your car or bike here and go by foot to Edgartown (without the need to find parking in Edgartown) and enjoy the nightlife, restaurants, shopping, ice cream parlors, moves and the parks that Edgartown center has to offer. You will be able to access the many beaches, ponds, and reservations that Chappy has to offer via walking, driving, or biking on the main paved road or on the ancient trails that lead to these destinations. This family home with all of its amenities and the Island of Chappaquiddick is an enchanted destination for your family.

The webpage that provides more details on the Monet Home and the other two homes that occupy the top of Sampson's Hill being --The Captains Home and The Country Estate on ------if interested in vacationing in more than one home or a different home that accommodation can be made. The web page also provides a MAP which shows where the home is in relationship to points of interest on the Island. Please call Steve with any questions or to reserve your summer vacation at--- 508-654-5413---- I look forward to speaking with you----Steve

More Details

Stephen Olsson
Member since: 2011
Speaks: english
Response time:
Within a few days
Response rate:
Calendar last updated:
July 21, 2016

About Stephen Olsson

The property has been in the family for 40 years and additions have been made such as the tennis court--pool-

Stephen Olsson purchased this estate in 1974


Edgartown Estate Accommodation and Amenities

Property Type:
  • estate
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 4000 sq. ft.
Location Type:
  • Beach ...
  • Near The Ocean
  • Away From It All
  • Family
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Activities Guide
  • Air Conditioning
  • Broadband Access
  • Carport
  • Ceiling Fans
  • Clothes Dryer ...
  • Covered Parking
  • Fireplace
  • Garage
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Area
  • Local Activities Guide
  • Parking
  • Parking Off Street
  • Parking for RV/Boat/Trailer
  • Secure Parking
  • Study Room
  • Telephone
  • Toilet Paper
  • Towels Provided
  • Washing Machine ...
  • Wireless Internet
  • Wood Fireplace
  • fax
  • 4 Ring Stove
  • Blender
  • Catering Available
  • Coffee Grinder
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Freezer
  • Gourmet Kitchen
  • Grill
  • Ice Maker
  • Kitchen
  • Lobster Pot
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Stove
  • Toaster
  • Dining Room
  • seating for 12 people
  • 4 Bathrooms
  • Master -
    Guest 1 -
    Guest 2 -
    Guest 3 -
  • 5 Bedrooms, Sleeps 16
  • Bedroom 5 - 6 sleep sofa /futon , Two Bunk beds sleep( 6)
    Guest 1 - 2 queen
    Guest 3 - 2 double
    Master - 2 king
    Guest 2 - 2 double
  • Audio Tape Player
  • Books for Adults
  • Books for Kids
  • CD Player
  • DVD Player
  • Game Room
  • Games for Kids
  • Pool Table
  • Radio
  • Satellite / Cable
  • Stereo
  • Television
  • VCR
  • Video Game Console
  • Balcony ...
  • Barbecue
  • Beach Towels
  • Bicycles
  • Boat
  • Courtyard
  • Deck / Patio
  • Kayak / Canoe
  • Lanai / Gazebo
  • Large Cooler
  • Lawn / Garden
  • Outdoor Entertainment Area
  • Outdoor Grill
  • Outdoor Grill Gas
  • Patio
  • Porch / Veranda
  • Screen Porch / Veranda
  • Shed
  • Small Cooler
  • Tennis
  • Tennis Court
  • Terrace
  • Unscreened Porch / Veranda
  • Wood Deck
  • 12 garden chairs
  • 4 beach chairs
  • Events Allowed
  • children welcome
  • limited accessibility
  • non smoking only
  • pets considered ...
  • suitable for elderly or infirm
Pool / Spa:
  • Heated Pool
  • Hot Tub
  • In Ground Pool
  • Jacuzzi
  • Outdoor Hot Tub
  • Outdoor Pool
  • Private Pool
  • arboretum
  • autumn foliage
  • bay/sound
  • botanical garden
  • churches
  • cinemas
  • forests
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • nude beach
  • playground
  • pond
  • recreation center
  • restaurants
  • synagogues
  • theme parks
  • water parks
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • horseback riding
  • miniature golf
  • paddle boating
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • sledding
  • walking
  • whale watching
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cross country skiing
  • cycling
  • deepsea fishing
  • equestrian events
  • fishing
  • fly fishing
  • golf
  • golf privileges optional
  • hiking
  • hunting
  • ice skating
  • jet skiing
  • kayaking
  • mountain biking
  • paragliding
  • parasailing
  • pier fishing
  • racquetball
  • rafting
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • whitewater rafting
  • wind-surfing

Learn more about this vacation rental at the owner's website:


4/5 -
(5 traveler reviews)

OFFER LAST WEEK REDUCED - Pool, Jacuzzi, Tennis, Basketball/Volleyball Cou
average rating of 4.0 based on 5 reviews

Great stay on Chappy

  • 4 of 5

We came to Martha's Vineyard for our wedding and a bit of a pre-wedding vacation. We booked this property because it offered all of the amenities we wanted - heated pool, jacuzzi, and most importantly space for the 16 people we planned to have stay with us in the run up to our wedding. The place fit the bill. When we arrived we were pleased to find the home was as described. The property had plenty of room to relax and enjoy our time on the island. The beds were comfortable, the pool was the perfect temperature, and the landscape and art work throughout made for an enjoyable place to spend time.

While many spent their days sitting by the pool and soaking up rays, others got out to explore not only the beautiful beaches of Chappy but also other parts of Martha's Vineyard. The ferry, which is the only way to access this property, runs on a very convenient schedule and is a short five minute ride.

As mentioned, we were there for our wedding. We had a clambake on the property for our "rehearsal dinner." There is a side yard that was perfect for the event and other than adding some lighting to the area, we simply set up tables and had our party, which everyone thought was amazing.

A couple of notes if you plan to book this property: 1) get your provisions before getting on the ferry as there are no stores on Chappy; 2) many of the rooms have bunk beds or two beds in the room, so plan accordingly; 3) there is a noise ordinance on Chappy that is strictly enforced so plan on quiet time after 10 pm; 4) though the property is large, there are neighbors and you will want to respect their privacy.

A family or two renting this property will not be disappointed and it will be a relaxing vacation to remember.

  • Submitted: Nov 29, 2015
  • Stayed: Aug 2015
  • Source: HomeAway
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2 0

Luxury Estate with landscaping out of a magazine!

  • 5 of 5

This private estate was breathtaking from the moment we drove up the driveway! The setting is very private and spacious. We loved going over to the Monet Bridge in the morning and watching the frogs waking up sunning themselves on the lily pads and as the day warmed up the flowers around the pond begin to open. There are several little spots on the property to walk or sit for a coffee or cold beverage and relax and enjoy the flowers and quiet peace of the island. We had 16 people in our party and 8 of them were teens. Believe it or not, there was plenty of space for everyone, in fact there were times we had to go looking for people!! The basement of the home was great for the teens with comfortable bunkbeds, futons, and their own TV and bathroom. There are 3 bedrooms above the garage that are very comfortable, have their own bathroom and sitting area and a laundry room. There is a master suite in the main house with its own porch surrounded by beautiful flowers. There are also two outside showers so no one is ever waiting. The kids had so much to do, there was a pool table, games, and they spent a lot of time over at the sport court and in the pool (no need to bring anything, it's all provided). The kitchen is well appointed with everything you need for meals, even some spices other guests leave behind.

The owner Steve Olsson, provided great customer service! He was always available and had great knowledge of the island! He gave us a tour and even walked us to the community center through a path located behind another one of his beautiful properties. He had great suggestions for restaurants and tips and tricks as to where to go and how to get there. He also made great suggestions as to what we may want to see and gave lots of history of the island. If we needed anything Steve was very responsive before and after we arrived. I highly recommend this amazing estate!

  • Submitted: Nov 23, 2015
  • Stayed: Jul 2015
  • Source: HomeAway
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0 0

The Best of Both Worlds - Edgartown and Chappy

  • 5 of 5

We've stayed at the Monet Estate for the past 2 summers and have loved it. We vacation with another family and the house provides ample room for both families in the main areas while offering the privacy of two separate sleeping quarters. The grounds and home are impeccably maintained and the owner or property manager are always accommodating and available if needed. We love the bike trails, tennis and basketball courts, private pool and hot tub. Our kids love the house so much they didn't want to leave the property. The tranquility of Chappy and the home provide a perfect setting for a relaxing and peaceful vacation. The ferry to Edgartown is easily accessible by car or bike and allows you to experience the beautiful beaches, fabulous restaurants and shops. I highly recommend this vacation home.

  • Submitted: Nov 21, 2015
  • Stayed: Jul 2015
  • Source: HomeAway
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1 0

Owner did not deliver on leased property

  • 1 of 5

Upon our arrival on MV, the owner informed us he had another party occupying the property he had leased to us and we would would need to stay in another of his properties. we agreed to stay in this house but only after the owner agreed to refund our money for the first week. He failed to do so.

  • Submitted: Aug 1, 2015
  • Stayed: Jul 2015
  • Source: HomeAway
Owner's Response: I did deliver on the leased property! The following outlines what happened:----The weekly rental period begins on Saturday and most vacationers arrive to the property by using their GPS---I or my caretaker may not always be at the property upon the vacationers arrival. When they arrive the vacationers will often move in and unpack prior to my meeting them. Where I have three properties I am not able to be at every home at the same time. I never had this happen before---where a vacationer moved into the wrong property---and stated this was the property they rented when in fact it wasn't. In this case----the party moved into the wrong home----upon my telling them---they had rented my other property and they must move to the other home---they refused stating the paperwork was wrong! Valentina and family came late on Saturday to begin a two week vacation and to take occupancy of the home that the vacationers refused to move out of-----Having never had this happen before I thought it would be best that I leave that decision to Valentina and family. I outlined the options as I saw them: (1) Take legal action to have them removed ---this could take a day or longer to take effect and disrupt the start of their vacation (2) Since they had a two week vacation---There was the option to take occupancy of The Captains Home( VRBO #408132) for the first week of their vacation then move into the Monet Home for the second week of their vacation. The two homes being the Monet Estate and The Captains Home had the same amenities being private pool and Jacuzzi and shared use of tennis--basketball--volleyball courts and the homes are the same size---The Captains Home has a 180 degree water view of Nantucket Sound while the Monet Estate has a lily pond more extensive gardens, the weekly rental rates are the same. I left the decision up to Valentino and family---To take legal action to have them removed could take a day or longer and would disrupt the start of their vacation------They opted to move into the Captains Home for the first week and then moved into the Monet Estate for the second week--- I did not create the problem----I tried to find a solution to the problem--- I outlined the two options available--I left it up to Valentina and family to choose--- They choose to stay and spend one week in each of my homes but I never agreed to refund a week--- They spent two weeks at my homes based upon their decisions to do so.
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10 2

Enchanting Chappaquidick

  • 5 of 5

From the friendly and courteous staff on the "On Time Ferry" to driving up to a spectacular grounds and house, our vacation looked like it was going to be a memorable week! Upon entering the house we were pleasantly surprised by all the accommodations that it had to offer, especially its privacy! Our favorite places to "hang out" were the pool, hot tub, and the upstairs porch overlooking the grounds and pool to decide if we should eat at Among the Flowers or Seafood Shanty. The owner of the property made sure our needs were met with clean linens, gas grill, towels, bikes and the ability to chill to our own Ipod tunes while lounging in the pool, or sitting on the porch. Relaxed and tranquil is how we felt when the week was up. If you stay here or maybe I should say when you stay here, go for a bike ride to all the spots on the island but be sure to go to the beach for a swim then when you bike home shower off outside and enjoy a glass of wine on the porch while deciding where to eat dinner. Without hesitation I would recommend this vacation spot for all!!!

  • Submitted: Jan 12, 2013
  • Stayed: Jun 2012
  • Source: HomeAway
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10 2


Car: recommended

Beautiful new with conservation paths connecting to all points on Island. Main house opens into large living room with billiards, office (cable/craft) room, first floor master bedroom with full bath, and two furnished screened porches. Upper level,at treetops, combines spacious living area with open dining room, chef kitchen (complete with granite counter top, 6 burner gas viking stove, 2 dishwashers). Lovely center stone fireplace, all beautiful mahogany floors, two surrounding screened porches bringing elegant summer breezes into lovely accommodations, detailed craftsmanship and attractive furnishings. Detached 3 car garage with ample living quarters connected by beautiful breezeway. Spacious finished basement brings 3rd level of comfortable living (TV, video). Outside polished granite patio and walkway, heated in-ground pool, jacuzzi, beautiful garden and large yard, two outdoor enclosed showers....& more ! NOTE:Please go to the 'ISLAND INFO' link on our website and click on 'Chappa


Rates & Availability

Edgartown Estate Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Spring 2017
Apr 22 2017 - May 27 2017
3 night minimum stay
Early Summer2017
May 28 2017 - Jun 10 2017
3 night minimum stay
Jun 11 2017 - Jun 24 2017
7 night minimum stay
Jun 25 2017 - Sep 2 2017
7 night minimum stay
Sep 3 2017 - Sep 23 2017
3 night minimum stay
Sep 24 2017 - Nov 25 2017
3 night minimum stay
My Standard Rate
3 night minimum stay

Additional information about rental rates

Refundable damage deposit $1,500

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.
Enter dates for accurate pricing
Available arrival
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