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Chilmark Vacation Rental home in Martha's Vineyard MA | ID 34169

Chilmark Casita - New Listing! Newly Renovated w/Central AC!
Chilmark Vacation Rental - ID 34169

2 BR
2 baths
Sleeps 4
Beds: 1 queen, 1 double, pullout sofa
Beach: 4.6 mi to Lucy Vincent Beach and Squibnocket Beach
Guest Reviews: 14 reviews 14 reviews
Daily
Weekly
Monthly
Off-season 2024/25
$350 - $500
Summer 2025
 
Off-season 2025/26
 
Off-season 2024/25
$1,500 - $2,500
Summer 2025
$2,500 - $3,500
Off-season 2025/26
$1,500 - $3,000
Off-season 2024/25
$8,000 - $10,000
Summer 2025
$14,000 - $15,800
Off-season 2025/26
 
Listed by Jo
Active
3+ years
Property ID 34169
3
Description

Description

Here is a dreamy up-island property, away from the crowd, that is surrounded by hundreds of acres of open country, including miles of public trails. The cozy living room of this two-bedroom, two-bath home is surrounded by windows that look onto a beautiful forest vistas. Wake up to birds and sip coffee on a sprawling mahogany deck, the perfect spot for reading, tanning or just hanging out.

Pack a towel and head to Lucy Vincent or Squibnocket beaches, where your resident passes give you access to two of the best Atlantic-side spots on Martha’s Vineyard. At night, grill fresh fish and gaze up at the stars from the deck. The property is across the street from the 200-acre Waskosim's Rock Reservation, a great starting point for a leisurely hours-long ramble to Middle Road and beyond. The property is located next door to Seven Gates Farm and shares an ancient stone wall boundary with this storied community. An artist's studio/office in the back yard is a perfect hideaway for working or napping. The 1,230 square foot house is completely remodeled with central AC, new appliances, cable TV, robust wi-fi, and hardwood floors.

The top floor has a living room surrounded by windows. There is a dining table that can seat six, an electric fireplace, cable TV and Sonos sound. The living room is open to the kitchen, which has a gas stove and oven, microwave, dishwasher, washer and dryer. There is a small bathroom with a shower. Across the hallway from the living room is a sun-filled bedroom with a full bed and closet. Stairs lead downstairs to the den, which has a TV, pullout couch and the glass entryway to the front steps. The den is connected to a bedroom with a queen-size bed and closet. The bedroom has a spacious second bathroom with a tub and shower. The outdoor deck has two Adirondack chairs, two patio umbrellas, a table for four and two lounge chairs. The outdoor shower is epic! The deck lights up majestically at night.
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Location

Location - Chilmark

Nearest beach: 4.6 mi to Lucy Vincent Beach and Squibnocket Beach

41.3958377 -70.7088318 0
Photos

Photos

Pricing & Availability

Pricing & Availability

1
Minimum Stay Requirements:
  • Off-season 2024/25
    3 nights
  • Summer 2025
    7 nights
  • Off-season 2025/26
    4 nights
Available
Unavailable
Unknown

Calendar Last Updated: November 11, 2024

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  • Price NOVEMBER 2024
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     $1,500  1 2 3 4 5 6 7
     $1,500  8 9 10 11 12 13 14
     $1,500  15 16 17 18 19 20 21
     $1,500  22 23 24 25 26 27 28
     $1,500  29 30          
  • Price DECEMBER 2024
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     $1,500      1 2 3 4 5
     $1,500  6 7 8 9 10 11 12
     $1,500  13 14 15 16 17 18 19
     $2,000  20 21 22 23 24 25 26
     $2,000  27 28 29 30 31    
  • Price JANUARY 2025
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     $2,000            1 2
     $1,500  3 4 5 6 7 8 9
     $1,500  10 11 12 13 14 15 16
     $1,500  17 18 19 20 21 22 23
     $1,500  24 25 26 27 28 29 30
     $1,500  31            
  • Price FEBRUARY 2025
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     $1,500    1 2 3 4 5 6
     $1,500  7 8 9 10 11 12 13
     $1,500  14 15 16 17 18 19 20
     $1,500  21 22 23 24 25 26 27
     $1,500  28            
  • Price MARCH 2025
      F
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     $1,500    1 2 3 4 5 6
     $2,000  7 8 9 10 11 12 13
     $2,000  14 15 16 17 18 19 20
     $2,000  21 22 23 24 25 26 27
     $2,000  28 29 30 31      
  • Price APRIL 2025
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     $2,000          1 2 3
     $1,500  4 5 6 7 8 9 10
     $1,500  11 12 13 14 15 16 17
     $1,500  18 19 20 21 22 23 24
     $1,500  25 26 27 28 29 30  
  • Price MAY 2025
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     $1,500              1
     $1,800  2 3 4 5 6 7 8
     $1,800  9 10 11 12 13 14 15
     $1,800  16 17 18 19 20 21 22
     $1,800  23 24 25 26 27 28 29
     $1,800  30 31          
  • Price JUNE 2025
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     $1,800      1 2 3 4 5
     $2,500  6 7 8 9 10 11 12
     $2,500  13 14 15 16 17 18 19
     $2,500  20 21 22 23 24 25 26
     $3,000  27 28 29 30      
    Monthly: $8,000 - $10,000
  • Price JULY 2025
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     $3,000          1 2 3
     $3,000  4 5 6 7 8 9 10
     $3,000  11 12 13 14 15 16 17
     $3,400  18 19 20 21 22 23 24
     $3,400  25 26 27 28 29 30 31
    Monthly: $14,000 - $15,800
  • Price AUGUST 2025
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     $3,400  1 2 3 4 5 6 7
     $3,500  8 9 10 11 12 13 14
     $3,500  15 16 17 18 19 20 21
     $3,500  22 23 24 25 26 27 28
     $3,000  29 30 31        
    Monthly: $14,000 - $15,000
  • Price SEPTEMBER 2025
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     $3,000        1 2 3 4
     $2,200  5 6 7 8 9 10 11
     $2,200  12 13 14 15 16 17 18
     $2,200  19 20 21 22 23 24 25
     $2,200  26 27 28 29 30    
  • Price OCTOBER 2025
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     $2,200            1 2
     $2,000  3 4 5 6 7 8 9
     $2,000  10 11 12 13 14 15 16
     $2,000  17 18 19 20 21 22 23
     $2,000  24 25 26 27 28 29 30
     $1,500  31            
  • Price NOVEMBER 2025
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     $1,500    1 2 3 4 5 6
     $1,500  7 8 9 10 11 12 13
     $1,500  14 15 16 17 18 19 20
     $1,500  21 22 23 24 25 26 27
     $1,500  28 29 30        
  • Price DECEMBER 2025
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     $1,500        1 2 3 4
     $2,000  5 6 7 8 9 10 11
     $2,000  12 13 14 15 16 17 18
     $2,500  19 20 21 22 23 24 25
     $2,500  26 27 28 29 30 31  
  • Price JANUARY 2026
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     $2,500              1
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        30 31          
  • Price FEBRUARY 2026
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  • Price MARCH 2026
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  • Price APRIL 2026
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  • Price MAY 2026
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  • Price JUNE 2026
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Additional availability info: This is a Friday to Friday vacation rental.

Payment Methods: Personal checks

Other Fees:

Cleaning Fee:

$300 there is a weekly fluff and buff fee of $60 for all rentals over a week. There is the end of rental

Pet Fee:

$150 There is a one-time pet fee of $150/pet depending on how long the visit.

Security Deposit:

$500 10% of the rent

Additional Pricing Info: 9.7% MA tax, State and local taxes of 11.7% will apply

Amenities

Amenities

  • Central air Central air

  • A/C unit(s) A/C unit(s)

  • Outdoor shower Outdoor shower

  • Washer&dryer Washer&dryer

  • Pets considered Pets considered

  • Internet Internet

  • Linens provided Linens provided

  • Bathtub Bathtub

  • Firepit Firepit

  • Deck, porch or patio Deck, porch or patio

  • BBQ-grill BBQ-grill

  • TV TV



    Green Amenities

    3
    • Filtered water Filtered water

    • Recycling Recycling

    • Reusable grocery totes Reusable grocery totes

    Reviews

    Guest Reviews

    14 reviews
    Have you stayed here? Write a review
    Perfect Stay

    Dear Jo and Sam,

    We enjoyed our time at La Casita! You are wonderful hosts and provided all the amenities that make a perfect stay. We had hoped for a rural setting and location and La Casita delivered.
    The deck offered time to relax and enjoy the sun, trees, flowers, and birds.

    You truly thought everything that a renter would need and far beyond anything we have experienced throughout our 20+ years of renting on the Island and elsewhere. All the comforts of home were there for us. Also, we enjoyed the incredible the paintings. It appears someone in your family or you know is extremely talented!

    We look forward to returning to La Casita!

    Jennifer and John

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    Date of Stay: September 2024
    Date Submitted: October 2024
    Jennifer A.
    Marshfield, MA
    Member since Jan 2013
    A lovely, well-appointed home

    My family and I enjoyed our time staying at La Casita - the home is well-appointed with everything you need, exceptionally clean, and welcoming. The deck is a wonderful spot for morning coffee, and the outdoor shower is just wonderful after a long day at the beach. Jo was a warm and responsive host and went out of her way to make us feel at home! We just loved our time there!

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    Date of Stay: July 2024
    Date Submitted: July 2024
    Maya D.
    Cold Spring, NY
    Member since Jan 2014
    Up-island gem

    We had a wonderful stay at La Casita! The house is beautiful. Very welcoming and clean. The deck on the side is amazing! We enjoyed sitting outside and having our coffee in the morning and dinner in the evening. My daughter loved having the art shed as a space to draw. Jo was wonderful to work with and very responsive to any questions we had. Many memories made at La Casita!

    Accuracy of listing:
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    Date of Stay: June 2024
    Date Submitted: July 2024
    Corinna S.
    Georgetown, MA
    Member since Jul 2022
    cozy and modern up-island rental

    On the outside, this Chilmark house is small, rustic and neatly nestled in a wooded lot on the road. You could easily miss it if not for the bright yellow roadside mailbox with "Casita" painted on it - the perfect landmark. Inside though, it is charming, modern, and well-appointed with every amenity you need for a very comfortable stay on the Vineyard. The large back deck is very private for dining or enjoying nature. We had a lovely week at the Casita, which is also nicely situated near the gorgeous up-island beaches and a quick ride to other island towns. Highly recommended! show more show less

    Date of Stay: June 2024
    Date Submitted: June 2024
    Owner Response:

    Thank you, Rose!! We are so glad you enjoyed your time at La Casita. We hope you come again!
    Jo and Sam

    Rose M.
    Moorestown, NJ
    Member since Sep 2007
    La Casita shoulder season delight

    Jo, Sam and Max were fantastic hosts. La Casita is located in close proximity to West Tis and Menemsha and all that Up Island has to offer (without being too far from Down Island conveniences). My dog and I enjoyed the comfortable and spacious cottage, beautiful deck and landscaping and a really great and well appointed kitchen. I had more space than I could enjoy! The amenities were as stated, the photos were accurate, and I wish I had more time! I've been renting on the Vineyard for 20 years and have stayed in all parts of the island and in many different types of homes. La Casita is clean, comfortable, charming yet modern, spacious and affordable. The hosts were easy to communicate with and Max made sure everything was ready and welcoming. I hope to be able to come back again! Thanks Jo, Sam and Max! show more show less

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    Date of Stay: September 2023
    Date Submitted: October 2023
    Julia L.
    New London, NH
    Member since Mar 2010
    Vacation

    We enjoyed our stay at La Casita. Staying in Chilmark was new for us and it did not disappoint! This part of the island is beautiful and so is La Casita. We enjoyed visiting the local public beaches nearby, the farmers markets and hiking. The home offers much privacy and the deck is so inviting to sit and read (we took advantage of the variety of books available in the house) or enjoy your morning coffee. The inside of the house is very spacious and extremely clean. The beds are especially comfortable and having comfortable linens and blankets was a plus. The house is beautifully decorated with lovely lighting and artwork. The owners are very easy to work with and the caretaker Max was very responsive (we had an issue with not enough hot water for showering but this was immediately taken care of.) Having rented several houses over many years, La Casita is truly one of the best! show more show less

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    Date of Stay: June 2023
    Date Submitted: July 2023
    Michelle D.
    Grafton, MA
    Member since Jan 2022
    Quiet and Private Retreat

    We thoroughly enjoyed our stay at La Casita. The home was clean and comfortable and had all the amenities of home. The outdoor shower was perfect after a long day out hiking, fishing, or playing pickleball. We spent a large part of our stay relaxing on the deck enjoying breakfast or dinner or just watching the squirrels and chipmunks going about their business.

    Jo and Sam made sure to let us know they wanted our stay to be perfect and were only a phone call away with any questions or concerns. show more show less

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    Date of Stay: May 2023
    Date Submitted: June 2023
    Owner Response:

    Hi Ben and Debra,

    We're so glad that you chose La Casita for your vacation. Hiking, fishing and pickleball are some of the best ways to spend your days on the island. You were terrific guests and we hope you come again.

    Many thanks,
    Jo and Sam

    Ben P.
    Member since Aug 2020
    A favorite spot

    We have just returned from our fourth stay at La Casita. Jo and Sam are responsive and friendly. The house is perfect for a couple (and sometimes their adult son!) looking for an up-island retreat. It is quiet but close enough to all of our favorite spots--Lucy Vincent Beach, Menemsha, and miles and miles of walking trails to make it easy to get around. Well-stocked, exceptionally clean and comfortable, we also love just sitting out on the spacious deck as we enjoy a leisurely breakfast and read. This is a special find and we will surely return again! show more show less

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    Date of Stay: September 2022
    Date Submitted: October 2022
    Owner Response:

    Linda,

    We're so glad that you've become "regulars" at La Casita. Fall and spring are the magic time on the island and you are smart to take advantage of the beauty and the quiet.

    Thanks for being great guests,

    Jo and Sam

    Linda D.
    Shutesbury, MA
    Member since Oct 2022
    Cozy & Great Location

    We thoroughly enjoyed our stay at La Casita. The location is great and within minutes to Cronigs, Chilmark General Store and Lucy Vincent Beach. The home is well appointed and there is an excellent cooking kitchen. The outdoor space is wonderful and peaceful. The owners were very responsive. We would definitely consider staying here again.

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    Date of Stay: September 2022
    Date Submitted: October 2022
    Nancy B.
    Wellfleet, MA
    Member since Feb 2020
    La Casita

    Curated with love and care, La Casita is a hidden gem with all new amenities, a wonderful outdoor shower, full air-conditioned, a fully stocked kitchen and best of all, conveniently located in Chilmark near the wondrous Lucy Vincent Beach. It has been my home away from home for two years and highly recommend staying there.

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    Date of Stay: August 2022
    Date Submitted: October 2022
    Owner Response:

    Thank you, Sally!
    We've loved having you as a regular at La Casita!

    Sally B.
    New York, NY
    Member since Feb 2021
    About

    About Jo

    Member since:
    12/26/2020
    Reviews:
    14 reviews
    Response Time:
    Within a day
    Response Rate:
    100%
    Our family has been coming to Martha's Vineyard for more than 40 years. In our youth, we worked summers scooping ice cream, picking strawberries, teaching tennis and working retail. We've hosted Vineyard weddings, anniversary parties and clam bakes. We are readers, writers and teachers. We enjoy exercising, cooking, eating and spending quality time with good friends and family. This island is a magical place for all of those things and we are so excited to share it with you.

    What is special about this property?
    For us, it was love at first site. The Chilmark Casita is truly as special as it appears.

    What is special about your town?
    Within a ten minute drive you can be at a beautiful beach, a bakery, a farm stand, or town. It doesn't get better than that.

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