Available: Right Now
Listed: 25/04/2025
Chilmark, MA, 02552
Petite Guest house is private with its own driveway, yard, and easy walk to Menemsha Pond. Amazing location; walk to Menemsha harbor, beach, Galley restaurant & ice cream, fish markets. Views of Pond, Vineyard sound, Aquinnah. 2 bedrooms, galley kitc...
Available: Right Now
Listed: 25/04/2025
Aquinnah, MA
Spacious and comfortable beach cottage on 2 secluded acres in prime Aquinnah location, dripping with quintessential MV character and charm. Perched on a hill with 180 degree views of Vineyard Sound and the Elizabeth Islands, from Menemsha to the Gay ...
Available: Right Now
Listed: 25/04/2025
Chilmark, MA, 02552
Mid-Century modern glass house, in Menemsha, on Marthas Vineyard. Designed by a Frank Lloyd Wright apprentice, this all glass house, embodies the integration of nature and architecture, with simple utilitarian design in serene location, minutes from ...
Available: Right Now
Listed: 25/04/2025
West Tisbury, MA
Island RetreatOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find ample style and comfort at Island Retreat, a perfectly modern home on Martha's Vineyard...
Available: Right Now
Listed: 25/04/2025
Chilmark, MA, 02552
Chilmark BeautyOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Chilmark is for lovers of the beach and the great outdoors, and this private, light-filled ...
Available: Right Now
Listed: 21/04/2025
West Tisbury, MA
Beautiful restored 130 year old Sea Captain's House on historic Music Street in the heart of West Tisbury. The home was lovingly restored to it's original splendor by the owners, keeping all the architectural details. The candlelight dining room is w...
Available: Right Now
Listed: 25/04/2025
West Tisbury, MA
Relax and unwind in this gorgeous, light-filled architect's home, nestled on five private wooded acres near the Tisbury Great Pond. With free access to beautiful Long Point Beach, and close proximity to Lambert's Cove, bike paths, walking trails and ...
Available: Right Now
Listed: 23/04/2025
Chilmark, MA, 02552
Lovely house at the top of Abel's Hill with access to private Abels' Hill Beach a half mile away. The house is wonderful for families with 5 bedrooms, three and half baths, two outdoor showers, well appointed kitchen, fire pit and lots of toys includ...
Available: Right Now
Listed: 23/04/2025
West Tisbury, MA
Certificate #/ Ma. tax: C0221072960Wonderful, spacious, light and airy home which sits on a private 2 acre property. Newly installed mini split air-conditioning units in main house bedrooms and first floor. Room a/c units in loft and private quee...
Available: Right Now
Listed: 23/04/2025
Chilmark, MA, 02552
A unique opportunity to spend your vacation in peaceful Abel’s Hill in Chilmark. This lovely cottage is located in the highly sought-after Abel’s Hill neighborhood - a peaceful enclave with coveted access to an association beach and tennis courts. Ch...
Available: Right Now
Listed: 23/04/2025
Chilmark, MA, 02552
Superb fields-to-ocean-to-islands views from this charming guesthouse, on a historic Chilmark property. You'll enjoy a wealth of beach options. Squibnocket beach is only 5-minutes away by car. Below the house is our private, child-safe (no surf) beac...
Available: Right Now
Listed: 25/04/2025
Chilmark, MA, 02552
* Please note: the prices you currently see on the website are the prices for 7 nights or more than 7 night stays. for any stays less than 7 nights, the nightly price will increase. please send the property manager the number of nights you would l...
Available: Right Now
Listed: 25/04/2025
West Tisbury, MA
Summary:Forget your worries in this spacious and serene space. Our beautiful family home is located Up Island and makes for the perfect private getaway. Spacious enough to sleep 10 comfortably, our home also offers tranquil naturescapes and acces...
Available: Right Now
Listed: 21/04/2025
Chilmark, MA, 02552
Tucked into the woods, this elegant house offers a panoramic view of the full sweep of the Vineyard Sound from Woods Hole to Cuttyhunk -- by day, sailboats and the Elizabeth Islands and beyond, followed by magnificent sunsets and then the mainland co...
Available: Right Now
Listed: 25/04/2025
Chilmark, MA, 02552
The Little House was built in 1960 as a one room studio/cabin. Since then a gourmet kitchen wing has been added, as well as a detached bunkhouse. The main structure has an open floor plan with bright living and dining room area with skylight and a wo...
Available: Right Now
Listed: 25/04/2025
West Tisbury, MA
4 bed 2 bath cute as a button home down quiet dirt road in West Tisbury away from the hustle and bustle of the downtown areas. Lives larger than it looks! Recently painted, updated bathrooms, new granite kitchen counters with breakfast bar, brand new...
Available: Right Now
Listed: 25/04/2025
Aquinnah, MA
Bring the kids and dogs for a fun relaxing stay in the secluded Aquinnah end of Martha's Vineyard. Our home is rustic and decorated in a "shabby-chic" style with many antiques mixed with Pottery Barn. It is located out at the far and secluded end of ...
Available: Right Now
Listed: 25/04/2025
Chilmark, MA, 02552
Japanese inspired, Mid-Century Modern beach house with sweeping views of Menemsha pond, Vineyard sound, Aquinnah. Pond access via path. Stunningly bright and fully renovated in '20 with open floorplan, large deck, outdoor shower, parking. Walk to Men...
Available: Right Now
Listed: 25/04/2025
West Tisbury, MA
Lovely pastoral setting with an elegant farm house and guest house. Located on sixteen acres abutting Land Bank property on two sides. Quiet privacy, yet just minutes to Lambert’s Cove Beach. The four bedroom house and separate guest house are impecc...
Available: Right Now
Listed: 25/04/2025
Aquinnah, MA
A lovely 2,400 square foot, 4 bedroom, 2.5 bath (plus an outdoor shower), located on over 13 private acres of land. The beach home holds beautiful, two-story water views, a large deck with outdoor furniture, screened-in porch with grill and lots of w...
Available: Right Now
Listed: 25/04/2025
Aquinnah, MA
Whistling Hill HouseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Named for the sea breezes that circle this charming and unique home, the Whistling Hil...
Available: Right Now
Listed: 25/04/2025
Aquinnah, MA
***Please note: we prefer and give preference to multi-week rentals. However, sometimes single weeks become available, so please ask.*** Description: #4 Skye Lane, Aquinnah, Martha's Vineyard, is a lovely, secluded location. Situated at the end of a ...
🏠 Total listings for rent | 143 properties |
💵 Min. monthly rent | from $2,220/mo |
🐾 Pet-friendly properties | 48 rentals |
🛋 Furnished rentals | 2 listings |
🚗 With parking/garage | 131 properties |
In Chilmark, MA, you can find a variety of rental properties including houses, townhouses, and apartments.
Some of the most popular amenities in rental properties in Chilmark include parking, dishwasher, air conditioning, garden, and fireplace.
Chilmark is home to several excellent schools, including Chilmark School for elementary education and Martha's Vineyard Regional High School for secondary education. For higher education, nearby options include Cape Cod Community College and University of Massachusetts Dartmouth.
The rental application process in Chilmark typically involves filling out an application form, providing necessary documents such as identification and proof of income, and paying an application fee. Landlords may also require a security deposit and a lease agreement to be signed upon approval of the application. It is important to submit a complete and accurate application to increase your chances of being approved for a rental property.