Title: Private Hilltop Chilmark Estate with private tennis court, gym and hot tub Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&selected=78345093&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Private Hilltop Chilmark Estate with private tennis court, gym and hot tub ## Photo gallery for Private Hilltop Chilmark Estate with private tennis court, gym and hot tub ![Interior - Private Hilltop Chilmark Estate with private tennis court, gym and hot tub (Chilmark)](https://images.trvl-media.com/lodging/79000000/78350000/78345100/78345093/eefed49c.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Smart TV, fireplace, books, stereo - Private Hilltop Chilmark Estate with private tennis court, gym and hot tub (Chilmark)](https://images.trvl-media.com/lodging/79000000/78350000/78345100/78345093/f012ab85.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Private Hilltop Chilmark Estate with private tennis court, gym and hot tub (Chilmark)](https://images.trvl-media.com/lodging/79000000/78350000/78345100/78345093/4c7a636c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining - Private Hilltop Chilmark Estate with private tennis court, gym and hot tub (Chilmark)](https://images.trvl-media.com/lodging/79000000/78350000/78345100/78345093/4690741b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Private Hilltop Chilmark Estate with private tennis court, gym and hot tub (Chilmark)](https://images.trvl-media.com/lodging/79000000/78350000/78345100/78345093/6d8e1a75.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Escape to this private 8-acre estate where art and nature blend seamlessly. Begin your days with incredible views from the master bedroom or unwind on the screened porch with sunset vistas. The house features unique furniture, local art, and a fully equipped chef's kitchen. ## Reviews 2.0 ### Entire home 4 bedrooms3 bathroomsSleeps 84000 sq ft ## Popular amenities - Kitchen - Washing machine - Dryer - Air-conditioning - Gym - Outdoor space ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Private Hilltop Chilmark Estate with private tennis court, gym and hot tub Private 8 acre estate with new hot tub and tennis court. Enjoy your walks through 56 acres of preservation land and the Tiasquam river. The house is filled with art from local artist Colin Rule, Kara Taylor, Traeger Di Pietro, Scott McDowell and unique furniture what have been collected all over the world. MASTER BEDROOM Start your days with incredible view! King size bed with gel infused memory form Serta iComfort mattress, down pillows. Unique reclaimed rustic cupboard from India next to the bed. Antique Indian hand carved door frame converted to a full size mirror. Climate control with central AC and fan. Full bathroom with shower, jet tub and bidet. SECOND MASTER BEDROOM King size bed with gel infused memory form Serta iComfort mattress on the second floor with a thousand year old unique door from India. There is a drawer, antique rug and closet. TWO QUEEN BEDROOMS Two queen bedrooms with a comfortable mattresses, closets and a beautiful view on the second floor. KITCHEN Very bright and spacious fully equipped chefs kitchen with everything you need. There is an oven, microwave, vitamix blender, smeg toaster, breville juicer, breville espresso machine, brand new dishwasher and wine fridge. DINING AREA Custom teak slab dining table with eight seats. There is also a small table with three Indonesian wicker chairs. LIVING ROOM Bright and spacious living room with spactacular sunset view. Huge cozy sectional with additional comfortable chairs and teak root coffee table. Jesse Child custom made fire place for cozy evenings at the house. The entire house has radiant heat and central air. TV ROOM Enjoy your favorite movies on the 85 inches TV on the massive comfortable sofa. LAUNDRY ROOM There is brand new LG washer, LG dryer and steamer. SCREENED PORCH This outdoor space is perfect for breakfasts or dinners with sunset view. There is a sofa and table seating for eight people. OUTDOOR AREAS The property surrounded by 56 acres of preservation land so you have full privacy. \- eight person new hot tub \- private professional tennis court two minutes walking distance from the house \- big porch with big round sun bed what you can use for sunbathing or watching the stars or sunset \- outdoor bathroom what you can use before and after a hot tub to not entry the house \- outdoor stainless still grill \- fish pond surrounded of a lot of plants and flowers with sofas for five people \- personal herbs garden with fresh basil, mint, parsley, chives, rosemary. We do allow some pets which are allowed upon request. ## Property amenities ### Beach - Beach towels ### Internet - Available in the house: WiFi (surcharge) ### Parking and transport - Parking on site ### Kitchen - Blender - Coffee grinder - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Hob - Ice maker - Kitchen island - Microwave - Oven - Paper towels - Refrigerator - Toaster ### Dining - Dining table ### Bedrooms - 4 bedrooms - Bedsheets provided ### Bathroom - 2.5 bathrooms - Bathtub - Bidet - Hair dryer - Outdoor shower - Shampoo - Shower - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Fireplace - Living room ### Entertainment - Books - Games - Smart TV - Stereo ### Outdoor areas - Barbecue grill - Firepit - Garden - Porch/lanai ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoke-free property ### Services and conveniences - Iron/ironing board - Phone ### Things to do - Gym - Tennis ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - First aid kit - Fire extinguisher ### General - Garden - Unit size: 4,000 square feet ## Similar properties ![Oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/116000000/115840000/115837300/115837202/02045083.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Newly Renovated Charming Guest House in Chilmark with WiFi, AC, Covered Porch Chilmark - Washing machine - Dryer - Air-conditioning [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-16&endDate=2026-03-17&selected=115837202&PinnedHotelID=115837202&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74240000/74236600/74236556/1fb8058d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Unwind in Guest House overlooking Menemsha Pond. Dogs ok+ Lv-2 EV charger. Chilmark - Ocean view - Kitchen - Washing machine - Dryer 10 Exceptional 57 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-16&endDate=2026-03-17&selected=74236556&PinnedHotelID=74236556&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34100000/34099100/34099050/88087362.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Menemsha Home Fully Renovated w/ Amazing Waterview's of Vineyard Sound Menemsha - Ocean view - Kitchen - Washing machine - Dryer 10 Exceptional 17 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-16&endDate=2026-03-17&selected=34099050&PinnedHotelID=34099050&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach](https://images.trvl-media.com/lodging/82000000/81360000/81351100/81351021/950fe7ce.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach Chilmark - Washing machine - Dryer - Parking available - Barbecue grill 10 Exceptional 1 review [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-16&endDate=2026-03-17&selected=81351021&PinnedHotelID=81351021&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV](https://images.trvl-media.com/lodging/75000000/74240000/74236500/74236409/966d678e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome. Chilmark - Kitchen - Washing machine - Dryer - Pet-friendly 10 Exceptional 28 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-16&endDate=2026-03-17&selected=74236409&PinnedHotelID=74236409&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-03-16&endDate=2026-03-17&selected=78345093&PinnedHotelID=78345093&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=78345093,115837202,74236556,34099050,81351021) ## Policies ### Check-in Check-in time starts at 4:00 PM Contactless check-in and check-out are available ### Check-out Check-out before 10:00 AM Contactless check-out ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions Information provided by the property may be translated using automated translation tools ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed On-site parties or group events are strictly prohibited Host has indicated that there is a carbon monoxide detector on the property Host has indicated that there is a smoke detector on the property Safety features at this property include a fire extinguisher and a first aid kit This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation Property Registration Number C0263502960 If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal. ## About the area Chilmark is home to this holiday home. Tisbury Town Hall & Katharine Cornell Memorial Theater and Vineyard Playhouse are cultural highlights, and some of the area's attractions include Fulling Mill Brook Preserve and The Grey Barn and Farm. Chilmark Chocolates and Polly Hill Arboretum are also worth visiting. [Visit our Chilmark travel guide](https://www.expedia.co.uk/Chilmark.dx6135676) [View more Holiday homes in Chilmark](https://www.expedia.co.uk/Chilmark-Private-Holiday-Homes.d6135676-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=41.3654,-70.70226&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:y%60o%7BFb%60pnL%3FS%3FS%3FU%40U%3FS%40S%40U%40S%40UBS%40S%40SBUBSBSBSBSDSBSDSDQBSDSDQFSDQFQDSFQFSFOFQFQHQFOHOFQHOHQHOHOHMHOJOHMJOJMJMHMJKJMLMJKJKJKLKJKLKLILKJILGLKLGLILGNGLGLGLGNELGNELENCLENCNELCNCNANCLANCN%3FNANANAL%3FN%3FN%3FN%3FN%40L%40P%40L%3FNBN%40LBN%40NBNBLDNBNDLBNDLDNFLDLFLFNFLFLHLFLHLHLFLHLJJHLJLJJJLJJJJJJLJLJLJJJLJLHNJLHNHNHLJNHNHPFNHPFNHNFPFPFPHNFRDPFRDPFPDRDPDRDRBRDPDRBRBRBRBRBRBTBR%40R%40R%40TBR%3FT%40R%40R%3FT%40T%3FR%3FR%3FT%3FRAT%3FRARAT%3FRCRATARATCRCRCRCRCRCTCREREPCREREPERERGPEPGREPGPINGRGPGNIPGNINGPINIPKLINILINKNILKLKLKLKLKLKJKLKJMJKJMHMJKJMHMHMHMHMHMFMFMHOFMDMFMDOFMDODMDODOBMBOBOBOBM%40OBO%40M%40Q%40M%3FO%40O%3FO%3FO%3FM%3FOAO%3FOAOAOAMCOAOCOCMCOCOCMEOEMEOEMGOEMGMEMGOIMGMGMIMIMIKIMIMKMKKIMKKKKKKMMKKMKKIOKMKMKMIOKOIMIOIMIQIOIQGOIOGQIOGQGSGOGQGQESGQEQGSESEQCSESEQCSESCUCSCSCSCSASAUCSAUASASAU%3FSAS%3FU%3FS%3FU&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=fPXqgQsnQMpED7Rwhg2CH3D2rh8=) Chilmark, MA ### What's nearby - ![One of the best sunsets you'll find on the East Coast is here at Martha's Vineyard on Menemsha Bight. The shops in town are quaint, the seafood is out of this world and the memories will be everlasting. #EndlessSummer](https://images.trvl-media.com/place/6135676/455362c9-7173-4df2-8cb3-da2eb9d394f1.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Menemsha Beach 14 min drive \- 6.6 miles - ![Inkwell beach in oak bluffs on martha's vineyard](https://images.trvl-media.com/place/6172306/c1320ba4-8e7a-4a32-9247-5a588ac22d8d.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Inkwell Beach 25 min drive \- 15.6 miles - Middle Road Sanctuary 13 min walk \- 0.7 miles - Fulling Mill Brook Preserve 14 min walk \- 0.8 miles - The Yard 4 min drive \- 1.1 miles ### Getting around - Vineyard Haven, MA (MVY-Martha's Vineyard) 14 min drive ### Restaurants - State Road 10 min drive - Scottish Bakehouse 16 min drive - Menemsha Galley 12 min drive - Plane View 14 min drive - North Tisbury Farm & Market 10 min drive ## Frequently asked questions ### Is Private Hilltop Chilmark Estate with private tennis court, gym and hot tub pet-friendly? ### How much is parking at Private Hilltop Chilmark Estate with private tennis court, gym and hot tub? ### What time is check-in at Private Hilltop Chilmark Estate with private tennis court, gym and hot tub? ### What time is check-out at Private Hilltop Chilmark Estate with private tennis court, gym and hot tub? ### Where is Private Hilltop Chilmark Estate with private tennis court, gym and hot tub located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Private Hilltop Chilmark Estate with private tennis court, gym and hot tub Reviews ## Reviews All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.co.uk/lp/b/content-guidelines) 10 - Excellent 0 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 1 ### 8.0 Cleanliness ### 2.0 Location ## Reviews ### 2/10 Terrible #### Sonserae C. 23 Aug 2022 Liked: Cleanliness, check-in Disliked: Communication, location, listing accuracy #### Vacationing while black The owner agreed to let me have a few guests onsite but then became belligerent, rude, and nasty when his neighbors alleged I had an event 3 days after said date. I was told i was not welcomed in Chilmark and thrown off the property. VRBO sided with the property owner. Seems to be the practice when vacationing while black. ##### Sonserae C. Stayed 6 nights in Aug 2022 ---