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Cool, Mid-Century House -- Lucy Vincent Beach and Pool!!!

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Chilmark Beach House overlooks the Heated Exercise Pool, 4' deep.
Enjoy looking out over the treetops toward the ocean.
Warm yourself on the deck overlooking the pool.
Mid Century Design
Kitchen and sitting area overlook the pool

Reviews

10 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 82400 sq ft

Popular amenities

  • Ocean view
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Single Beds

Master Bedroom

1 King Bed

3 bathrooms

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Master Bath

Toilet · Shower only

Outdoor Shower

Shower only

Spaces

Deck or patio
Kitchen
Outdoor play area
Garden
Dining area

About this property

Cool, Mid-Century House -- Lucy Vincent Beach and Pool!!!

Think resort-type elegance in a relaxed beach house vibe. 4BR, 3 bath, outdoor shower, 4-ft deep spa pool. Lots of light!

Chilmark is the laid-back end of Martha's Vineyard. The house is near Lucy Vincent Beach and Menemsha, the charming fishing village that will steal your heart.

Miles of conservation trails are steps outside the door. This part of The Vineyard is quite scenic and quiet.

Fully Air-Conditioned.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items
Turn off the lights
Please wash and dry most of your towels the night before you are to leave. This is an enormous help as towels take a long time to dry. Thank you!!
Failure to complete these may result in a negative review from the host.
Any usage of propane to heat the pool above $100/week will be taken out of guest's deposit. Please turn off heater when not in use.
We are big on recycling here on the Island. Can you rinse recyclables thoroughly and place them in the container outside?
WASH TOWELS: Please wash and dry towels before departure. It helps the cleaners turn over the house in time for the next guests. Thank you.

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 are no carbon monoxide detectors or gas appliances 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 C0132600620

We should mention

A car is required for transport to and from this property

About the area

Chilmark

Located in Chilmark, this holiday home is in a rural area and by the sea. Gay Head Lighthouse and Martha's Vineyard Preservation Trust Historic Buildings are local landmarks, and the area's natural beauty can be seen at Cape Cod Beaches and Middle Road Sanctuary. Travelling with kids? Consider Fulling Mill Brook Preserve and Chilmark Chocolates. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
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Map
Chilmark, MA

What's nearby

  • Middle Road Sanctuary - 13 min walk - 1.1 km
  • The Yard - 3 min drive - 1.1 km
  • Oak Bluffs Harbor - 24 min drive - 26.4 km
  • Oak Bluffs Town Beach - 25 min drive - 27.8 km
  • Inkwell Beach - 25 min drive - 28.2 km

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 14 min drive

Restaurants

  • ‪State Road - ‬10 min drive
  • ‪Menemsha Galley - ‬8 min drive
  • ‪Plane View - ‬14 min drive
  • ‪North Tisbury Farm & Market - ‬10 min drive
  • ‪Chilmark Tavern - ‬4 min drive

Frequently asked questions

Does Cool, Mid-Century House -- Lucy Vincent Beach and Pool!!! have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at Cool, Mid-Century House -- Lucy Vincent Beach and Pool!!! ?

As of 17 Mar, 2026, prices found for a 1-night stay for 2 adults at Cool, Mid-Century House -- Lucy Vincent Beach and Pool!!! on 21 May, 2026 start from S$1,060, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Cool, Mid-Century House -- Lucy Vincent Beach and Pool!!! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Cool, Mid-Century House -- Lucy Vincent Beach and Pool!!! ?

On-site parking is available at the property.

What time is check-in at Cool, Mid-Century House -- Lucy Vincent Beach and Pool!!! ?

Check-in begins at 4:00 PM.

What time is check-out at Cool, Mid-Century House -- Lucy Vincent Beach and Pool!!! ?

Checkout is at 10:00 AM.

Where is Cool, Mid-Century House -- Lucy Vincent Beach and Pool!!! located?

This family-friendly Chilmark holiday home is located by the sea, within 2 mi (3 km) of The Yard, Fulling Mill Brook Preserve and Middle Road Sanctuary. Chilmark Chocolates and Chilmark Town Hall are also within 3 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 26 out of 26 reviews
Rating 8 - Good. 0 out of 26 reviews
Rating 6 - Okay. 0 out of 26 reviews
Rating 4 - Poor. 0 out of 26 reviews
Rating 2 - Terrible. 0 out of 26 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

elsbeth l.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful house, lovely private setting!

A large house, furnished like a home, kitchen had everything we needed, very private. And the pool is great!
Stayed 7 nights in Jun 2022
Verified

10/10 Excellent

Chris B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful home in Chilmark

The house was clean, comfortable, well-equipped and spacious. My girlfriend, three adult daughters and I stayed there for four nights in July 2025 and had a great time. We made coffee and breakfast there every day, and hosted a BBQ with five other people one evening, and the range and grill all worked well. The beds and bathrooms were perfect. All in all, a fantastic place to spend a Martha's Vineyard summer!
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

annina w.

Liked: Cleanliness, check-in, communication, location, listing accuracy

another wonderful stay

Warm and welcoming and a perfect family retreat. Comfortable and accommodating in every way. Light filled and surrounded by Chilmark’s natural beauty. Pool a huge plus. Thank you Harriet!
Stayed 6 nights in Jul 2023
Verified

10/10 Excellent

Susan B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Artful and inviting

Wonderful stay that included children 7 and 10. House - a mid century light filled one level - was truly fully equipped ( games for kids, every cooking utensil) and artfully decorated. Pool was a great plus and the best beaches are nearby - the owner was very responsive and helpful.
Stayed 14 nights in Jul 2023
Verified

10/10 Excellent

david s.

Excellent house, well-appointed, great location

The house is spacious and very well-appointed. Perfect for a family vacation. The pool, even though only 4 feet deep, really made a big difference, especially for the grandkids. Nearby beaches were lovely. Chilmark is the best part of the Vineyard. Harriet was charming and available for any needs we might have which were minimal.
Stayed 7 nights in Jul 2018
Verified

10/10 Excellent

Emily P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gorgeous property!

If I could give 10 stars I would. Harriet has been wonderful as a host, responding quickly to my questions leading up our arrival. On top of that, the house has beautiful furniture and finishes.. super charming and beachy.. just what you want out of a Martha's Vineyard stay. Not to mention it was SUPER CLEAN.
Stayed 3 nights in Sep 2020
Verified

10/10 Excellent

Kathy L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect week!

We had the best time-the house is perfect. The pool is fabulous. And, the location could not be better. Communication was terrific, every question answered. The beds are comfortable and the kitchen had everything we needed. Overall, an awesome week! Thanks so much!
Stayed 7 nights in Sep 2023
Verified

10/10 Excellent

annina w.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect

Spacious, airy and sunny. Art touches everywhere. Beautiful air in the evenings. Perfect one floor set up for family with young children , private master suite. Heated pool is a plus. Gracious host.
Stayed 7 nights in Jul 2022
Verified

10/10 Excellent

Patrick O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Feels Like Home

What a great house. In fact, after a week here it felt like my own home. My kids absolutely loved the pool, spending hours in there playing with the beach ball. Beautiful mahogany deck. Nice hiking right out the door. There are 3 bathrooms, which is very helpful when getting ready for dinner or returning from the beach. Which reminds me, Lucy Vincent Beach is stunning!
Stayed 7 nights in Jun 2022
Verified

10/10 Excellent

Lauren L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Chilmark family vacation

We loved the house and especially the back yard- pool…My grandkids never wanted to get out!!The owner Harriet, is very nice and answered all questions right away. Very accommodating. One tip which renters with little children should be aware of: no window shades on any of the windows! So if your littles need darkness to sleep, bring a supply of stick on window coverings. That worked out great for us. Enjoy!
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Stacy G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Midcentury Modern Beach House

Perfect location if you are looking to be on the quieter side of the island and having a pool to swim in is a real treat if the ocean water is a bit too cold. Owner is also very nice, lives on the island, and is attentive if you have any needs.
Stayed 7 nights in Jun 2021
Verified

10/10 Excellent

maryann t.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful and light filled

A true gem in chilmark.
Stayed 4 nights in May 2021
Verified

10/10 Excellent

Carl H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay

The home was clean and instructions were very clear. The owner responded to all questions timely and any issues were handled in a timely fashion. Great job by the owner.
Stayed 4 nights in May 2021
Verified

10/10 Excellent

Richard W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home, fantastic location, terrific VRBO owner

We had a wonderful short get away in Martha's vineyard and owe it all to this wonderful VRBO home. The house is SPOTLESS, the furnishings incredibly comfortable (so important given bad back issues), and the location perfect. Lots of great hiking trails a few steps from the home, which is in the midst of beautiful wooded areas. Beautiful beaches are a short driving distance away. And the VRBO owner is incredibly responsive and very helpful with tips on where to go. We look forward to being able to stay here again.
Stayed 4 nights in Oct 2020
Verified

10/10 Excellent

Edward L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful MV home

Owner was great! Very attentive and helpful for things like beach pass advice and restaurants. We would go back any time. Highly recommended.
Stayed 7 nights in Aug 2020
Verified

10/10 Excellent

Tawnee F.

A fantastic house and vacation!

We all commented about how great Harriet’s home was for our family vacation. The house is well appointed for vacationers, the pool a blast with the kids, and the location perfect for exploring the island. Will definitely be back!
Stayed 4 nights in May 2018
Archival

10/10 Excellent

Nick K.

Experience Chilmark

An airy getaway with plenty of distant ocean breezes to sooth the soul on a hot day. The pool, though not deep, was a delight, and the master bedroom and living room were especially spacious. A central perch for visiting anywhere on the island.
Archival

10/10 Excellent

Rachael L.

Secluded Retreat

This was a wonderful property with pool, nice layout, and private seclusion; it was perfect for our family and friends. Upon arrival we met the owner who was lovely. We needed her help one time during our stay. She was prompt with her response and fixed the issue. The house was clean and well maintained. We used the kitchen for almost every meal and it was well equipped for a family to use. We would definitely go back!
Stayed 4 nights in Jul 2016
Archival

10/10 Excellent

Amy S.

Gorgeous house, secluded setting

I am a dance artist who stayed here during a residency at The Yard. The house is immaculate and the owner has beautiful taste in furnishings. The kitchen has everything you need. How wonderful to have a pool to plunge in after a day at the nearby beach! The property is quiet and far from the road, so nights are peaceful and you wake up to bird song and the wind rustling the trees. There are plenty of amenities nearby but you get peace and quiet here.
Archival

10/10 Excellent

Brian M.

Magical Stay in Tranquility

This property really impressed me! My group was looking for a spacious house with a pool and this property delivered. The overall house layout is great for entertaining with two separate wings for the bedrooms. The kitchen is a wonderful hangout area inside due to all the windows - it feels like you are still outside. The pool area and yard were fantastic, offering constant sunlight through the day and more than enough area to sun by the pool, play games, etc. The best part of it....you feel like you are doing it all on the island alone because the property is so secluded!. Also the property was very clean when we arrived. Harriet, the owner, was so easy to deal with and did not bother us at all once on the island. She does live close by if there are any problems, but lets her guest enjoy their time alone. She was very easy on the details of the rental and provided a clear contract for rent. We felt compelled to invite her over because she was so gracious!
Archival

10/10 Excellent

Marc N.

Perfect relaxing base to enjoy the best of Up Island!

This house provided us the best retreat during the Vineyard's busy season with great access to Lucy Vincent Beach, Allie's Store, Menemsha and Aquinnah. This a the most beautiful part of the island and Harriet's house is in a quiet natural setting apart from the crowds. The layout of the house is great for families and shares with bedrooms spread around the perimeter of the house and a bright kitchen and comfortable living room in the center. The deck and pool are great bonuses on those days you just don't want to get in the car to head to the beach but still want to enjoy the summer weather.
Archival

10/10 Excellent

Chillmark bliss

My husband and I stayed here Sept 1-8, 2015. It was an incredibly relaxing and lovely stay. The house is secluded on a quite road but easily accessible at the same time. I loved going for a long walsk on the local nature trails nearby. We also are huge beach goers, so to be so close to Lucy Vincent was a plus. The house has a wonderful lay out with incredible light in the kitchen and porch area for meals. Also the living room has a great place for a daytime nap along the bay window. The kitchen was easy to use and quite clean. The master bedroom was spacious with tons of windows which made it wonderful for sleeping. Also it had good storage and its own bathroom. The pool is a lovely option for a quick dip in the morning or at night before bedtime beneath a huge starry sky. Chillmark is a magical place and its great because there are very few people around! I highly recommend this rental!
Archival

10/10 Excellent

Cynthia H.

Charming Chilmark Getaway

My fiancé and I stayed at this lovely home for a week. It was the perfect romantic getaway....secluded, comfortable, and well appointed. The private pool, where we could indulge ourselves whenever the mood struck, added to the ambience; and a beach pass to the famed Lucy Vincent Beach made our stay even more perfect. Chilmark is a beautiful town with rolling green hills and farmland defined by stone walls, and of course, the ocean....very reminiscent of Ireland. It's natural beauty begs to be explored and Harriet, the owner, is more than willing to give amazing recommendations and point you in the right direction. She is the quintessential host! We are planning to make this fabulous home our regular summer getaway.
Archival

10/10 Excellent

Elissa Jane M.

Dreamy Private Getaway Up Island

This house is the perfect hybrid between elegant country retreat and relaxed beach house. Hidden in the trees of a private community off the beaten path, it is secluded and quiet. Still, we loved hearing the lull of the ocean from the deck and were close enough to area attractions we wanted to see. The house itself is modern, clean and very comfortable. I slept in the master bedroom and that king sized bed was so comfortable. I made relaxed casual meals all weekend long in the kitchen, and we were close enough to towns to experience some real new england lobsters in Menemsha at Larsens and scoop up tasty scones and coffee at 7A. Lots of great natural places to explore nearby. We found some private hiking trails and went out to explore Lucy Vincent and the Aquinna Bluffs. Harriet was a fabulous hostess, with many awesome recommendations and unbelievably warm hospitality. We are already plotting our return next visit. We just found our new home at the beach, and we couldn't be more pleased.
Archival

10/10 Excellent

Elizabeth B.

Chilmark Charmer

We spent a week with 6 adults and a toddler. The home is a quintessential "up island" spot with charm, grace and beauty. The home is very large and spacious with nearly solarium light in each room. It was easy to relax in its airy and tastefully decorated rooms. The living room was large enough for all of us to enjoy conversation, and the kitchen also accommodated our group nicely. There is a lovely laundry room that doubles as a good space to keep coolers for the beach. The bathrooms are all clean and updated and there is also a nice outdoor shower. It was no issue obtaining a beach pass for Lucy Vincent for the week for approx $100 and it's worth it! You are also so close to Menemsha and the Beach Plum Inn - such a good location. We also found that Edgartown is a straight shot with barely any traffic from this house and enjoyed a few nights there too. Highly recommend this home for a large group and can attest that it is the nicest house we have ever rented on the island. (We have been renting each July for 20+ years)

About the host

Hosted by Harriet Bernstein

Host profile image
I am a retired writer/author from New York. I have been coming here summers all my life. Now I live here full time.

Why they chose this property

This house offers resort-type elegance as well as a relaxed beachy vibe. The location is great, it is totally private and you will love the all-day shimmer of the pool. Chilmark is magic. You will build memories here that will last a lifetime.

What makes this property unique

I fell in love with this house for its unpretentious Mid Century beauty. It has exquisite light and an airiness to it that makes it simply elegant. You will enjoy the secluded private feel, while being in close proximity to everything special that Up Island living has to offer.

Languages:

English, French
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