Entire home
Beautiful Historic Hilltop Haven -Walk to Town & Water
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Reviews
9.6 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 12241.5 sq m
Popular amenities
Explore the area

Vineyard Haven, MA
- Place, Martha's Vineyard Museum3 min walk
- Place, Martha's Vineyard Film Center10 min walk
- Place, Martha's Vineyard Chamber of Commerce11 min walk
- Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)13 min drive
Rooms & beds
4 bedrooms (sleeps 12)
Bedroom 1
1 King Bed
Bedroom 2
1 Single Bed and 1 Double Bed
Bedroom 3
1 Double Bed
Bedroom 4
1 Queen Bed
3 bathrooms
Bathroom 1
Bathtub or shower · Toilet
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Outdoor shower
Spaces
Deck or patio
Porch or lanai
Outdoor shower
Kitchen
Separate dining area
Garden
About this property
Beautiful Historic Hilltop Haven -Walk to Town & Water
JULY AND AUGUST: turnover day is Monday
-----------------------------
Gorgeous and spacious (2800 sq. ft.) 4 bedroom historic house on a hill near town. Great, elegant and open spaces for entertaining, enjoying. Lovely living and dining areas with 10 foot ceilings and fabulous breezes through large windows. Delightful 3 season porch, large deck, and a small fenced in side yard with a low fence for small pups. Large and beautifully appointed master bedroom upstairs. Beautiful furniture throughout.
Enter this gorgeous and spacious (2800 sq. ft.) 4 bedroom, 3 bathroom, historic house and feel your worries dissolve. Located on a lovely hilltop just outside the town of Vineyard Haven, the home features elegant and open spaces for entertaining, relaxing and enjoyment.
Lovely living room and sunny book nook feature 10 foot ceilings and fabulous breezes through large windows. The dining room will fit a large group and really feels like home. Sink into our amazingly comfortable furniture with a book, or enjoy a movie or a game with your family and friends. The flat screen TV in the living room has streaming options and has YouTube TV for the channels. There is air conditioning in all rooms for the hot summer days, and heat once it gets cooler.
There's a delightful very sunny 3 season room - extra space for games, work, and just relaxing. The kitchen is large and FULLY stocked with all of the accoutrements you'll need to cook amazing meals. The mudroom/laundry room has full size washer/dryer, utility closet, and more.
The bedroom layout is as follows:
FIRST FLOOR:
- Double bedroom off the book nook, with full ensuite shower room. ** NOTE: This 'shower room' is a novelty! It's like a wet room on a boat, with the shower and toilet sharing a space. Some people (who love boats) love it! Some people think it's odd and choose to bathe in the family bath. It is beautifully designed by an architect, and was the ONLY way we could fit a shower in there for our guests.
SECOND FLOOR:
- Large King bedroom with 2 closets and sitting area
- Queen bedroom with wardrobe and en-suite bathroom
- 'Kids' room - bunk bed with full bed below and twin up top.
- Full family bathroom on 2nd floor serving King and Kids room.
Additional Sleeping Options:
- Full sofa bed in the living room
- Queen sofa bed in the 3 season room
Amenities include: Streaming Channels only in King BR; Streaming and YouTube TV channels in LR; fully loaded kitchen; W/D; hair dryers; A/C; iron and ironing board; high-speed internet; several heating options including pellet stove and central. Linens and towels not included.
** If you have more than 8 guests please note: The house is certainly large enough to host your group comfortably, as we've had many large families stay- quite a few returning year-after-year. We simply want to make sure you fully understand the sleeping layout, so that you can decide, prior to booking, whether or not this house is a perfect fit for your size group.
The exterior features a large deck with plenty of seating, a Weber propane grill, a nice side yard with grass, an outdoor shower, fenced in area for pups, and a brand new fire pit with Adirondack chairs surrounding it.
Quiet hours are 9pm to 9am.
The home is situated high on a hilltop and is close proximity to everything- town, shops & restaurants, playground, sports fields, beaches. The wonderful Martha's Vineyard Museum is literally a 2 minute walk! A 7 minute walk down the hill to the Lagoon and boat rentals where you can rent kayaks, and another 10 min farther to learn to windsurf! Only 1 mile to Owen Little Park Beach, and 1 1/2 miles to Eastville Beach. A true pleasure.
For children, walk to the park and play ball, swing or fly a kite. For the adults, walk to the lagoon and kayak, or walk downtown to great shops and restaurants and stroll the historic homes.
There is an additional vacation rental on the property. It is a small tastefully renovated 1 bedroom cottage with well equipped kitchen, concrete counter tops, washer and dryer and its own yard with outdoor shower, grill, and fire pit. 1 single bed/couch in small office, 1 double bedroom, and 1 queen sleep sofa.
------------------------------------
PUPS
All my properties are selectively pet friendly. :) Please let us know if you would like to bring your pet, so we can make sure you agree with our pet policy before booking!
-----------------------------
Gorgeous and spacious (2800 sq. ft.) 4 bedroom historic house on a hill near town. Great, elegant and open spaces for entertaining, enjoying. Lovely living and dining areas with 10 foot ceilings and fabulous breezes through large windows. Delightful 3 season porch, large deck, and a small fenced in side yard with a low fence for small pups. Large and beautifully appointed master bedroom upstairs. Beautiful furniture throughout.
Enter this gorgeous and spacious (2800 sq. ft.) 4 bedroom, 3 bathroom, historic house and feel your worries dissolve. Located on a lovely hilltop just outside the town of Vineyard Haven, the home features elegant and open spaces for entertaining, relaxing and enjoyment.
Lovely living room and sunny book nook feature 10 foot ceilings and fabulous breezes through large windows. The dining room will fit a large group and really feels like home. Sink into our amazingly comfortable furniture with a book, or enjoy a movie or a game with your family and friends. The flat screen TV in the living room has streaming options and has YouTube TV for the channels. There is air conditioning in all rooms for the hot summer days, and heat once it gets cooler.
There's a delightful very sunny 3 season room - extra space for games, work, and just relaxing. The kitchen is large and FULLY stocked with all of the accoutrements you'll need to cook amazing meals. The mudroom/laundry room has full size washer/dryer, utility closet, and more.
The bedroom layout is as follows:
FIRST FLOOR:
- Double bedroom off the book nook, with full ensuite shower room. ** NOTE: This 'shower room' is a novelty! It's like a wet room on a boat, with the shower and toilet sharing a space. Some people (who love boats) love it! Some people think it's odd and choose to bathe in the family bath. It is beautifully designed by an architect, and was the ONLY way we could fit a shower in there for our guests.
SECOND FLOOR:
- Large King bedroom with 2 closets and sitting area
- Queen bedroom with wardrobe and en-suite bathroom
- 'Kids' room - bunk bed with full bed below and twin up top.
- Full family bathroom on 2nd floor serving King and Kids room.
Additional Sleeping Options:
- Full sofa bed in the living room
- Queen sofa bed in the 3 season room
Amenities include: Streaming Channels only in King BR; Streaming and YouTube TV channels in LR; fully loaded kitchen; W/D; hair dryers; A/C; iron and ironing board; high-speed internet; several heating options including pellet stove and central. Linens and towels not included.
** If you have more than 8 guests please note: The house is certainly large enough to host your group comfortably, as we've had many large families stay- quite a few returning year-after-year. We simply want to make sure you fully understand the sleeping layout, so that you can decide, prior to booking, whether or not this house is a perfect fit for your size group.
The exterior features a large deck with plenty of seating, a Weber propane grill, a nice side yard with grass, an outdoor shower, fenced in area for pups, and a brand new fire pit with Adirondack chairs surrounding it.
Quiet hours are 9pm to 9am.
The home is situated high on a hilltop and is close proximity to everything- town, shops & restaurants, playground, sports fields, beaches. The wonderful Martha's Vineyard Museum is literally a 2 minute walk! A 7 minute walk down the hill to the Lagoon and boat rentals where you can rent kayaks, and another 10 min farther to learn to windsurf! Only 1 mile to Owen Little Park Beach, and 1 1/2 miles to Eastville Beach. A true pleasure.
For children, walk to the park and play ball, swing or fly a kite. For the adults, walk to the lagoon and kayak, or walk downtown to great shops and restaurants and stroll the historic homes.
There is an additional vacation rental on the property. It is a small tastefully renovated 1 bedroom cottage with well equipped kitchen, concrete counter tops, washer and dryer and its own yard with outdoor shower, grill, and fire pit. 1 single bed/couch in small office, 1 double bedroom, and 1 queen sleep sofa.
------------------------------------
PUPS
All my properties are selectively pet friendly. :) Please let us know if you would like to bring your pet, so we can make sure you agree with our pet policy before booking!
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- Free Wi-Fi
- Air-conditioning
- Parking available
- Laundry room
10.0 out of 10, Exceptional, (13 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs (limit 2 total)
Smoking
Smoking is not permitted
Important information
You need to know
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
Property Registration Number C0132222960
We should mention
A car is not required for transport to and from this property
About the area
Vineyard Haven
Located in Vineyard Haven, this holiday home is by the sea. Tisbury Town Hall & Katharine Cornell Memorial Theater and West Chop Light are local landmarks, and the area's natural beauty can be seen at Cape Cod Beaches and Felix Neck Wildlife Sanctuary. Island Cove Adventures and Flying Horses Carousel are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with horse riding and hiking/biking trails.

Vineyard Haven, MA
What's nearby
- Martha's Vineyard Museum - 3 min walk - 0.3 km
- Martha's Vineyard Film Center - 10 min walk - 0.9 km
- Martha's Vineyard Chamber of Commerce - 11 min walk - 1.0 km
- Vineyard Haven Terminal - 16 min walk - 1.4 km
- Tisbury Town Beach - 4 min drive - 2.5 km
Getting around
Restaurants
- The Barn Bowl & Bistro - 7 min drive
- Cumberland Farms - 11 min walk
- Porto Pizza - 13 min walk
- The Black Dog Tavern - 13 min walk
- Waterside Market - 14 min walk
Frequently asked questions
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.2/10
Cleanliness
9.8/10
Check-in
9.6/10
Communication
9.6/10
Location
9.2/10
Listing accuracy
Reviews
Verified
13 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in May 2025
Verified
10/10 Excellent
Patricia M.
10 September 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Peaceful and Clean
Patricia M.
Stayed 5 nights in Sep 2024
Verified
10/10 Excellent
Donna S.
9 October 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Donna S.
Stayed 4 nights in Oct 2025
Verified
10/10 Excellent
Amy L.
16 September 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amy L.
Stayed 4 nights in Sep 2025
Verified
10/10 Excellent
Heather C.
13 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful vacation
Heather C.
Stayed 7 nights in May 2025
Verified
10/10 Excellent
Dessi N.
25 September 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely place to stay, even on a cold rainy weekend!
Dessi N.
Stayed 3 nights in Sep 2024
Verified
10/10 Excellent
Sue K.
8 July 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice Vineyard Haven home
Sue K.
Stayed 7 nights in Jun 2019
Verified
10/10 Excellent
Bill A.
31 July 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
VH Heaven
Bill A.
Stayed 7 nights in Jul 2023
Verified
2/10 Terrible
Arthur P.
13 June 2021
Liked: Location
Disliked: Cleanliness, listing accuracy
Issues to Consider
Arthur P.
Stayed 5 nights in May 2021
Verified
10/10 Excellent
David M.
12 May 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, good parking, good launch pad to explore the Vineyard.
David M.
Stayed 5 nights in May 2021
Verified
10/10 Excellent
Mimi K.
7 August 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Simply perfect, great location, beautiful casual Vineyard vibe.
Mimi K.
Stayed 7 nights in Jul 2020
Verified
10/10 Excellent
Karen D.
2 October 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home, Great Location
Karen D.
Stayed 7 nights in Aug 2019
Verified
10/10 Excellent
Anthony M.
13 August 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect place
Anthony M.
Stayed 7 nights in Jul 2019
Verified
8/10 Good
Robert W.
6 August 2019
Liked: Cleanliness, check-in, communication, listing accuracy
Family Vaca
Robert W.
Stayed 7 nights in Jul 2019
Verified
10/10 Excellent
Ron H.
11 July 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Still our favorite vacation
Ron H.
Stayed 14 nights in Jun 2019
Verified
10/10 Excellent
Theresa H.
29 August 2018
Beautiful home and great location. Had a wonderful time!
Theresa H.
Stayed 3 nights in Jun 2018
Verified
10/10 Excellent
Deb H.
16 August 2018
My home away from home ❤️
Deb H.
Stayed 7 nights in Jul 2018
Verified
10/10 Excellent
Francine W.
13 August 2018
Extreme Comfort & Flexibility
Francine W.
Stayed 14 nights in Jul 2018
Verified
10/10 Excellent
Sara B.
1 June 2018
Beautiful home
Sara B.
Stayed 5 nights in May 2018
Archival
8/10 Good
Elizabeth R.
1 August 2017
Great location, wonderful Island loved the setting
Elizabeth R.
Stayed 7 nights in Jul 2017
Archival
10/10 Excellent
Scott O.
17 August 2016
Our return trip to Hilltop Haven was even better than year's!
Scott O.
Stayed 7 nights in Jul 2016
Archival
8/10 Good
Carrie T.
9 August 2016
MV Vacation 2016
Carrie T.
Stayed 7 nights in Jul 2016
Archival
8/10 Good
Diona R.
29 July 2016
best family vacation
Diona R.
Stayed 7 nights in Jul 2016
Archival
10/10 Excellent
Annalyn G.
6 July 2016
Wonderful Vineyard getaway!
Annalyn G.
Stayed 7 nights in Jun 2016
Archival
10/10 Excellent
Brigid M.
13 June 2016
One of my favorite vacations!
Brigid M.
Stayed 7 nights in Jun 2016
About the host
Hosted by Sharon Strimling
Why they chose this property
This property is perfect for families and friends to rest, relax, and entertain in a stress free comfortable setting.
What makes this property unique
My favorite time to walk down to the lagoon (a 3 minute walk down a hill) is in the late afternoon when all the birds are flying low above the beach grasses, and lighting upon the pilings. The sun at that time of day is spectacular over the water. Walking out Hines Point (around the lagoon) is a total pleasure, and renting kayaks from there is as fun and peaceful as life gets. Of course, the short walk to town, the restaurants and shops is perfect any time of day, and is great for kids, as you can cut right through the playground and park on the way if you don't walk by the lagoon.
The house itself is one of the rare Vineyard homes that is elevated on hill, and the breezes through all the large windows are wonderful! The house is beautifully decorated and the furniture is meant for fully relaxing in comfort. The back deck is perfect for gathering and grilling, and the house as a whole is perfectly hospitable for entertaining dinner guests if you care to have company!
The house itself is one of the rare Vineyard homes that is elevated on hill, and the breezes through all the large windows are wonderful! The house is beautifully decorated and the furniture is meant for fully relaxing in comfort. The back deck is perfect for gathering and grilling, and the house as a whole is perfectly hospitable for entertaining dinner guests if you care to have company!
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