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Explore Similar Homes Within 10 Miles of Gosnold, MA

  • /27

    $3,500 per month plus fees

    • 4 Beds
    • 2.5 Baths
    • 2,176 Sq Ft
    • House for Rent

    3 Nonquitt Ave, South Dartmouth, MA 02748

    Off-Season Rental: Experience privacy, nature and the gorgeous New England seaside at this Nonquitt retreat. This beautiful and modern home is located within the gated seaside community of Nonquitt. This property features a reverse floor plan with an elevated main living area and open concept for a tranquil experience. Boasting 4 bedrooms and 2 1/2 baths, there's room for everyone. Unwind on the

    Agent Photo

    The Mathew J Arruda Group

    Compass

    (508) 640-7746

    3 Nonquitt Ave, South Dartmouth, MA 02748
  • /14

    $3,000 per month plus fees

    • 3 Beds
    • 2 Baths
    • 1,779 Sq Ft
    • House for Rent

    1222 Main Rd, Westport, MA 02790

    Wonderful 3 bedroom refinished Cape set back on private laneway. Nice yard, great light and spacious rooms. Recently remodeled. Hardwood floors on first floor and carpeting in the bedrooms. Close to all amenities and the highway. Attached 2 car garage and full dry basement. Great opportunity.

    Eleanor Wickes Mott & Chace Sotheby's International Realty

    1222 Main Rd, Westport, MA 02790
  • /21

    $7,000 per month plus fees

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft
    • House for Rent

    27 Beach Plum Ln, Chilmark, MA 02535

    weekly rental The "Grapevine" is located on a private road next door to the Beach Plum Inn, It was completely rebuilt not to long ago it has 3 generous size bedrooms all with private baths, 2 of the bedrooms are located on the second floor, 1 bedroom is located on the first floor as well as the Open concept living with a chefs Kitchen, living room ,dining area and fireplace area. Walk out the

    Bryan Hummel Commonwealth Realty Group

    27 Beach Plum Ln, Chilmark, MA 02535
  • /34

    $3,500 per month plus fees

    • 3 Beds
    • 3 Baths
    • 1,960 Sq Ft
    • Condo for Rent

    34 N Shore Dr Unit 3, Dartmouth, MA 02748

    Enjoy the panoramic views of Buzzards Bay and the Elizabeth Islands from this off season rental. This spacious beautifully appointed 3-bedroom, 3-bath home is a rare rental opportunity in the exclusive guard-gated community of Round Hill. Available from October 1st through May 31st, 2025, this fully furnished property offers a unique chance to experience coastal living at its finest. Wake up to

    Fatima Simas Anne Whiting Real Estate

    34 N Shore Dr Unit 3, Dartmouth, MA 02748
  • /25

    $5,500 per month plus fees

    • 4 Beds
    • 4.5 Baths
    • 3,057 Sq Ft
    • House for Rent

    00 Undisclosed, Dartmouth, MA 02748

    Exceptional ,fully furnished, winter rental located in South Dartmouth. Close to Padanaram Village, this property is on a tiny cul-de-sac with only one other home. Enjoy amazing views from your main bedroom balcony/deck, rear deck, pool area and more. Each of the 4 bedrooms have a private full bathroom. The first floor bedroom is set up as an office, but has a murphy bed. The first floor offers

    Athena Tetrault Lamacchia Realty, Inc.

    00 Undisclosed, Dartmouth, MA 02748
  • /5

    $2,100 per month plus fees

    • 2 Beds
    • 2 Baths
    • 1,622 Sq Ft
    • House for Rent

    31 2nd St, Westport, MA 02790

    WINTER WESTPORT RENTAL Available October -May. Ocean views of the Elizabeth Islands and Gooseberry from this very special year round beach house. Within walking distance to the Beach and Audubon Society Wildlife refuge. Architect designed renovation featuring open floor plan. Fully equipped kitchen, dining area with oak hardwoods, living room with built ins and slider to deck. Full bath with

    Lindsey Bshara-Leviss Salt Marsh Realty Group

    31 2nd St, Westport, MA 02790
  • /11

    $2,225 per month plus fees

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Apartment for Rent

    1794 Drift Rd Unit VAC or YEAR, Westport, MA 02790

    Weekly Vacation Rental or Year round Lease- "Crow's Nest" - A cozy studio in a high end homeowners association with water views, an ample yard surrounded by stone walls, access to tennis court and to the dock, on the east branch of the Westport River. EV charging station available. Minutes to state and local town beaches, Audubon bird sanctuary, seaside restaurants, brewery, winery, and town

    Phyllis Ibbotson Mott & Chace Sotheby's International Realty

    1794 Drift Rd Unit VAC or YEAR, Westport, MA 02790
  • /30

    $4,000 per month plus fees

    • 4 Beds
    • 2.5 Baths
    • 2,100 Sq Ft
    • House for Rent

    186 Brayton Point Rd, Westport, MA 02790

    Outstanding Summer Rental - Brayton Point Road / Acoaxet / Westport Harbor Area - private, improved waterfront acreage located on Richmond Pond; quiet, dead end road; property fronts on Richmond Pond; easterly & southerly water views over Richmond Pond to barrier beach and Howland Beach; Atlantic Ocean views to Cuttyhunk Island, Gay Head - easy access, walk to Atlantic Ocean beaches; hot

    George Collias South Coast Auctions & Realty

    186 Brayton Point Rd, Westport, MA 02790
  • /20

    $4,250 per month plus fees

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • House for Rent

    11 Hammett Ln, Chilmark, MA 02535

    Welcome to 11 Hammett Lane in Chilmark, up-island on beautiful Martha's Vineyard. This sweet private cottage is designer done with gorgeous furnishings, comfortable touches, and a nod to all things local. Affectionately named 'The Blueberry House' by the original owners, this 2 bedroom, 2 bath, 2 story home with outdoor shower will quickly find a place in your heart. Prime location off North Road

    Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

    11 Hammett Ln, Chilmark, MA 02535
  • /8

    $3,300 per month plus fees

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft
    • House for Rent

    849 State Rd Unit 1, Aquinnah, MA 02535

    THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Charming three bedroom cottage set on a hill overlooking a tranquil meadow just 1 & 1/2 miles to Aquinnah Cliffs. Enjoy access to both Philbin and Lobsterville beaches. There is a front and back porch with rocking chairs to take in the landscape and enjoy the breeze. This sunny property is easily accessible as well as peaceful and relaxing. Owner is

    Karen Overtoom Karen M. Overtoom R.E.

    849 State Rd Unit 1, Aquinnah, MA 02535
  • /4

    $6,000 per month plus fees

    • 3 Beds
    • 2 Baths
    • 1,608 Sq Ft
    • House for Rent

    836 State Rd, Aquinnah, MA 02535

    THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Windy Knoll is a 3BR, 2Bath home located in Aquinnah on a secluded lot off State Road with 160 degree views of the Atlantic Ocean. Approximately 1 mile to Philbin Beach similar distance to Moshup Beach and Lobsterville beach. Take the bike ferry over to Menemsha and enjoy sunset on the beach. Outdoor shower with multiple shower heads to wash off the

    Karen Overtoom Karen M. Overtoom R.E.

    836 State Rd, Aquinnah, MA 02535
  • /11

    $20,000 per month plus fees

    • 4 Beds
    • 4.5 Baths
    • 2,306 Sq Ft
    • House for Rent

    3 E Pasture Ln, Aquinnah, MA 02535

    THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Breathtaking water views from this contemporary home located on Menemsha Pond and recently renovated with new kitchen and baths. This four bedroom retreat offers the perfect place to come during the summer months or even enjoy during the shoulder season while sitting by the fire with a warm cup of your favorite hot beverage. PLEASE TAKE NOTE!!!!!THIS IS

    Karen Overtoom Karen M. Overtoom R.E.

    3 E Pasture Ln, Aquinnah, MA 02535
  • /8

    $4,500 per month plus fees

    • 2 Beds
    • 2 Baths
    • 1,393 Sq Ft
    • House for Rent

    33 Menemsha Inn Rd Ch223 3, Chilmark, MA 02535

    THIS IS A WEEKLY RENTAL PROPERTY!! This spacious two bedroom home is filled with classic Vineyard charm. Each room features spectacular views overlooking Vineyard Sound, as well as stellar sunsets in the evening. Close to Menemsha Village and public beach as well as access to Lucy Vincent and Squibnocket beaches.

    Karen Overtoom Karen M. Overtoom R.E.

    33 Menemsha Inn Rd Ch223 3, Chilmark, MA 02535
  • /15

    $5,000 per month plus fees

    • 4 Beds
    • 2.5 Baths
    • 2,300 Sq Ft
    • House for Rent

    6 Briar Path, Aquinnah, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY. PRICES ARE WEEKLY NOT MONTHLY. Down a private country road, this bright and breezy post and beam home sits on a 3-acre rolling wooded parcel. With southern views of the Atlantic Ocean, it's just a short drive or bike to Philbin and Lobsterville beaches and Gay Head cliffs. This very Vineyard house offers three levels of living space, chef's kitchen, spacious

    Karen Overtoom Karen M. Overtoom R.E.

    6 Briar Path, Aquinnah, MA 02535
  • /3

    $13,200 per month plus fees

    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • House for Rent

    224 N Rd Ch248, Chilmark, MA 02535

    THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! A modern summer retreat is nestled high on a knoll off North Rd in picturesque Chilmark. Here in this stunning contemporary ranch you will find the upmost in Luxury. Each room is exciting, charming and has a simplistic yet artistic style. The entire house is accented with beautiful light pine flooring that pairs perfectly with the expansive main room.

    Karen Overtoom Karen M. Overtoom R.E.

    224 N Rd Ch248, Chilmark, MA 02535
  • /26

    $50,700 per month plus fees

    • 4 Beds
    • 3 Baths
    • 2,346 Sq Ft
    • House for Rent

    6 Trails End Ch241, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $12,675. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Set atop a hill you will find this wonderful 4 bedroom home with distant views and a wonderful lap pool. Enjoy your days on the large deck or take a swim in the pool. This great vacation home is tastefully decorated and is located on one level with plenty of space for

    Karen Overtoom Karen M. Overtoom R.E.

    6 Trails End Ch241, Chilmark, MA 02535
  • /39

    $110,000 per month plus fees

    • 5 Beds
    • 5 Baths
    • 4,000 Sq Ft
    • House for Rent

    17 Round Pond Rd Ch240, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY. See web site for pricing!! Newly constructed home has open concept living area with 270 degree water views, abundant natural sunlight, central AC, high end appliances, hardwood floors, rooftop deck with seating to view gorgeous island sunsets, access to several private beaches and high speed internet wifi.

    Karen Overtoom Karen M. Overtoom R.E.

    17 Round Pond Rd Ch240, Chilmark, MA 02535
  • /19

    $24,000 per month plus fees

    • 4 Beds
    • 4 Baths
    • 2,000 Sq Ft
    • House for Rent

    44 Flanders Ln, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY.!! SEE WEB SITE FOR WEEKLY PRICING. This house sits up the hill and looks toward Menemsha. It is private and protected by the trees. Visit town to watch sunsets in Menemsha, dine in one of the places to eat there or take in a day at the beach.Access to and parking for beautiful private association beach.

    Karen Overtoom Karen M. Overtoom R.E.

    44 Flanders Ln, Chilmark, MA 02535
  • /31

    $40,000 per month plus fees

    • 6 Beds
    • 6 Baths
    • 3,960 Sq Ft
    • House for Rent

    384 Middle Rd Ch222, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $10,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This gracious Vineyard elongated Cape overlooks the Keith Farm and the Atlantic Ocean beyond. The gourmet kitchen has just been beautifully renovated and is a dream. The living areas are all decorated with charm and all have views. The separate main house, with four

    Karen Overtoom Karen M. Overtoom R.E.

    384 Middle Rd Ch222, Chilmark, MA 02535
  • /32

    $42,000 per month plus fees

    • 5 Beds
    • 2.5 Baths
    • 3,000 Sq Ft
    • House for Rent

    19 Lake Rd, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY. SEE WEB SITE FOR WEEKLY PRICING. Sweeping views of Squibnocket Pond, Dunes, the South Shore, Nomans Land, to sunsets over Aquinnah. A great family getaway with access to Chilmark's famed Lucy Vincent and Squibnocket Beaches as well as a private association beach in Aquinnah. Roomy and inviting, this house offers 5 five bedrooms all with views, two livingrooms,

    Karen Overtoom Karen M. Overtoom R.E.

    19 Lake Rd, Chilmark, MA 02535
  • /32

    $36,000 per month plus fees

    • 3 Beds
    • 3.5 Baths
    • 2,600 Sq Ft
    • House for Rent

    29 Cemetery Rd Ch216, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $9,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Fabulous Chilmark home offers two levels of living space. On the first floor there is a fully equipped kitchen open to the dining room, a living room with fireplace, built-ins and sliders to a deck overlooking a meadow and the most incredible water views. There is a half

    Karen Overtoom Karen M. Overtoom R.E.

    29 Cemetery Rd Ch216, Chilmark, MA 02535
  • /33

    $22,000 per month plus fees

    • 3 Beds
    • 2.5 Baths
    • 2,800 Sq Ft
    • House for Rent

    2 Strikers Way Ch211, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Just a short distance from Chilmark Store, this newly remodeled home features 3 bedrooms and 2 1/2 baths. High end finishes with a beachy island feel. The master is located on the first floor with en-suit bath. Fully equipped kitchen with a Cuisinart 14-cup programmable

    Karen Overtoom Karen M. Overtoom R.E.

    2 Strikers Way Ch211, Chilmark, MA 02535
  • /35

    $22,000 per month plus fees

    • 4 Beds
    • 2 Baths
    • 2,290 Sq Ft
    • House for Rent

    36 Henry Hough Lane Ch206, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Water views, 3 acres and stone walls. At the end of a lane, enjoy the privacy offered by 49 acres of conservation land complete with walking trails. This house is a short distance from Lucy Vincent beach, as well as from Menemsha and Squibnocket. This spacious four

    Karen Overtoom Karen M. Overtoom R.E.

    36 Henry Hough Lane Ch206, Chilmark, MA 02535
  • /29

    $34,000 per month plus fees

    • 4 Beds
    • 2.5 Baths
    • 2,300 Sq Ft
    • House for Rent

    15 Loon Lane Ch203, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $8,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Modern 4 bedroom home completed in 2019, in Menemsha. Located on a quiet road with waterviews from the upstairs bedrooms also offers views of the famous Menemsha sunsets from the deck. Sustainably harvested flooring features silky smooth and buttery hard wood floors from

    Karen Overtoom Karen M. Overtoom R.E.

    15 Loon Lane Ch203, Chilmark, MA 02535
  • /13

    $15,000 per month plus fees

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • House for Rent

    19 Lighthouse Road Aq605, Aquinnah, MA 02535

    This family-friendly, three-bedroom retreat on Lighthouse Road in Aquinnah offers all the comforts of home with stunning water views of the Vineyard Sound and the Elizabeth Islands. It is beautifully decorated and nicely furnished. The home features stylish post-and-beam architecture. The main level features cathedral ceilings, wrap-around picture windows and skylights. The main level opens out

    Karen Overtoom Karen M. Overtoom R.E.

    19 Lighthouse Road Aq605, Aquinnah, MA 02535
  • /7

    $24,000 per month plus fees

    • 3 Beds
    • 2 Baths
    • 1,608 Sq Ft
    • House for Rent

    836 State Rd, Aquinnah, MA 02535

    THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!!Windy Knoll is a 3BR, 2Bath home located in Aquinnah on a secluded lot off State Road with 160 degree views of the Atlantic Ocean. Approximately 1 mile to Philbin Beach similar distance to Moshup Beach and Lobsterville beach. Take the bike ferry over to Menemsha and enjoy sunset on the beach. Outdoor shower with multiple shower heads to wash off the sand

    Karen Overtoom Karen M. Overtoom R.E.

    836 State Rd, Aquinnah, MA 02535
  • /9

    $10,800 per month plus fees

    • 4 Beds
    • 2 Baths
    • 702 Sq Ft
    • House for Rent

    141 N Rd Ch202, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,700. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Chilmark Cottage Perfection!!! You will love this quaint Vineyard Style Cottage that has been meticulously designed to include all the amenities one could imagine. This vintage charmer really boasts a lot of Style. Inside you will find really beautiful hardwood floors, a

    Karen Overtoom Karen M. Overtoom R.E.

    141 N Rd Ch202, Chilmark, MA 02535
  • /26

    $18,000 per month plus fees

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • House for Rent

    40 Lighthouse Rd, Aquinnah, MA 02535

    Great water view property in Aquinnah - this immaculate contemporary has that unique combination of a beautifully designed and constructed, year-round home, AND an outstanding view of the Sound and Elizabeth Islands. Not only is the water view property packed with many custom details, but the home's layout is perfect for relaxed living - with a fantastic kitchen open to the dining and living

    Karen Overtoom Karen M. Overtoom R.E.

    40 Lighthouse Rd, Aquinnah, MA 02535
  • /12

    $13,200 per month plus fees

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • House for Rent

    8 Lobsterville Rd, Aquinnah, MA 02535

    Uniquely designed, 3-bedroom, 2 full bath contemporary home, divided between three floors and set upon an acre of lush grounds with waterviews overlooking Vineyard Sound and the Elizabeth Islands. Privacy enhanced with large tracts of conservation land nearby and walking distance to Lobsterville Beach.

    Karen Overtoom Karen M. Overtoom R.E.

    8 Lobsterville Rd, Aquinnah, MA 02535
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