Martha's Vineyard Rental Cottages

Find all Martha’s Vineyard cottage rentals below. Looking for a peaceful retreat or something close to town? You’ll find a variety of cottages for rent with a mix of modern amenities, views, and old Vineyard charm. Discover your perfect getaway on Martha’s Vineyard in popular towns like Oak Bluffs, Edgartown, Vineyard Haven, and beyond!

Martha's Vineyard Cottage Rentals

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17 Chowder Kettle Lane

Chilmark, MA17 Chowder Kettle Lane

Price$2,450,000

Est. Mortgage: $/month

MLS ID 37199

  • Residential
  • Square Feet 2384
  • Bedrooms 4
  • Bathrooms 3
  • Acreage 0.2

Menemsha -- one of the most desirable locations on the Island. It is an easy walk to the village and to the beach from this sweetly located property. Set at the end of a private cul-de-sac, this remodeled beach themed, sea view cottage oozes with charm. Three bedrooms and two baths are in the two story main house. The second floor consists of a master suite, dressing area, bathroom, water-view office and bonus room with ample storage. A screened in porch and upper and lower decks point the way to terrific sunsets! A one bedroom one bath guest cottage and outdoor shower complete this property. Agent has an ownership interest in home.

Listed by Kendall & Kendall

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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283 Lamberts Cove Road

West Tisbury, MA283 Lamberts Cove Road

Price$3,885,000

Est. Mortgage: $/month

MLS ID 37222

  • Residential
  • Square Feet 4008
  • Bedrooms 5
  • Bathrooms 3
  • Half Bath 1

Words cannot describe the serenity and privacy found at "Two Waters" located next to Lambert's Cove beach. This 1948 waterfront views James Pond and Vineyard Sound beyond. Enjoy over 5 acres of a pastoral setting at the water's edge. This one of a kind property includes a Main house and a 2 bedroom guest cottage. The property is being sold in "as is" condition and is ready for a renovation to capture the beauty of the grounds with mature landscaping and the up island stone walls. This special paradise is just yards from your own private beach on the ocean and a spot to enjoy all the summer has to offer! Bring a classic novel and enjoy an afternoon swim followed by a perfect evening sunset. This is a rare opportunity in West Tisbury to create your own paradise!

Listed by Viewpoints

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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100 Beach Plum Lane

Chilmark, MA100 Beach Plum Lane

Price$7,995,000

Est. Mortgage: $/month

MLS ID 37236

  • Residential
  • Square Feet 2140
  • Bedrooms 4
  • Bathrooms 3
  • Acreage 3.3

Travel up a short winding, gravel drive and arrive at a compound of shingle-clad seaside cottages positioned to take advantage of the commanding views of Vineyard Sound, the Elizabeth Islands, Gay Head Lighthouse, Menemsha Pond and the village of Menemsha. This property, once featured on the cover of Architectural Digest, dates to the 1930's and was lovingly renovated and restored by the current owner and Joseph Dick, a well-known and respected architect on the Cape and Islands. The main house features two bedrooms, two baths, living and dining rooms with water views, fireplace, well-appointed kitchen, outdoor rain shower, and a front porch which provides a front row seat to those magical Menemsha sunsets. The guest house has one bedroom and bath, large, open living and dining areas, an ample kitchen, and an outdoor shower. Adjacent to the guest house is a detached, one bedroom cottage. A cottage at the rear of the property contains an office with wide water views and a lower level space currently configured as a personal gym. The last of the five cottages on the property is used for storage of seasonal furnishings. Expansion of the main house is possible with permitting. The property has been approved for a five bedroom septic system (see listing broker for conditions). Mature landscaping, specimen trees and lush perennial gardens surround the property and delight the senses with vivid colors and welcoming floral scents. A short stroll on a deeded path takes one to the historic fishing village of Menemsha, it's seafood and craft shops and the calm waters at Menemsha Beach. A video tour of this property can be found here: https://vimeo.com/video/358902170

Listed by Russell Maloney Real Estate

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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One Cottage Park

Oak Bluffs, MAOne Cottage Park

Price$609,000

Est. Mortgage: $/month

MLS ID 37090

  • Residential
  • Square Feet 987
  • Bedrooms 3
  • Bathrooms 1
  • Half Bath 1

The epitome of vintage cottage charm! A short walk to beaches, ferries, harbor and Oak Bluffs town activities. From the first steps onto the perfect sitting porch and through scrolled double screened doors, this well-loved cottage is loaded with surprises and delights. Vintage windows and shutters intact, classic built-ins and a generous parlor set the welcoming tone. Unexpected front to back space offers comfortable seasonal living - first floor laundry room, pantry and updated bathrooms. Creative storage inside and low maintenance outside. Freshly painted and beautifully sited on a traffic free lane - You've found Gingerbread Cottage Perfection!

Listed by RE/MAX on Island

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$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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38 Clinton Avenue

Oak Bluffs, MA38 Clinton Avenue

Price$649,000

Est. Mortgage: $/month

MLS ID 37158

  • Residential
  • Square Feet 1447
  • Bedrooms 3
  • Bathrooms 2

Charming year round campground cottage. 3 bedrooms and 2 bathrooms with TWO parking spaces! This is an insulated 4 season home. Walk to beaches, town, restaurants, Tabernacle and everything Oak Bluffs has to offer. Fantastic location on corner lot, wonderful covered porch with historic detail, and a small shed for storage. The home has a first floor bedroom and bathroom, in addition to two upstairs bedrooms and bath; it also has an additional loft space at the top of stairs. Great year-round or vacation home at the right price!

Listed by Martha's Vineyard Island-Wide Realty

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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11 Lawrence Avenue

Oak Bluffs, MA11 Lawrence Avenue

Price$719,000

Est. Mortgage: $/month

MLS ID 37035

  • Multi-Family
  • Bedrooms 3
  • Bathrooms 2

Walk to town Oak Bluffs from this unique two-family home. The main level offers an open floor plan with inviting farmer's porch to enjoy your morning coffee. A spacious kitchen is open to the living area. The light-filled bedroom with cathedral ceilings has sliding glass doors which lead out to the back deck and the small private, fenced-in “courtyard”. The second bedroom resides in the charming, detached “cottage”. Dine al fresco on the back deck or just relax with family and friends. The inviting outdoor shower is tucked on one end of the courtyard for maximum privacy and enjoyment. An exterior stairway on the side of the property brings you up to the second floor and entrance to the “Treetop apartment” which is a fully independent, cozy one-bedroom, one bath apartment with small private deck for relaxing. There is a drop-down ladder in the living room to access to the spacious attic; great for storage or awaiting someone's imagination. New Title V septic system installed in 2019 Located in a quiet, established neighborhood and walking distance to all the excitement that is downtown Oak Bluffs. Enjoy the Harbor, shops, restaurants, Ocean Park, Gingerbread Cottages and wonderful beaches just a short stroll away. A wonderful property with a multitude of uses. Come take a look.

Listed by Martha's Vineyard Island-Wide Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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13 Oxcart Road

Aquinnah, MA13 Oxcart Road

Price$2,600,000

Est. Mortgage: $/month

MLS ID 37151

  • Residential
  • Village North
  • Square Feet 1214
  • Bedrooms 3
  • Bathrooms 2

BEACHFRONT HOME IN AQUINNAH! This sparkling renovated beach house on Dogfish Bar's coveted Oxcart Road is an absolute gem. The property features +/-100' of private, sandy beach with gorgeous calm waters, gentle dunes, miles of beachfront to explore, and views sweeping across Vineyard Sound to the Elizabeth Islands, mainland and Menemsha nearby. Nestled right amongst the dunes, the home is in immaculate condition, with all new exterior shingle siding and roof, all new windows, and new decking and outdoor shower. On the interior, the living spaces are inviting and bright, also with numerous recent upgrades. There is beautiful wood flooring throughout, and with AC, forced air heating, and wood-burning fireplace - the home offers much more than just the typical summer retreat. Perched upstairs, the master is private and balconied, with the grandest of the property's water views. The location in Aquinnah offers a number of additional nearby beaches to enjoy, as well as boat launches, and trails. And, the roads in Aquinnah are outstanding for cycling enthusiasts. Notably, this area is known by local engineers to be accreting land annually, in contrast to other beachfront areas on-island where erosion is a concern. Look no further in your search for the quintessential beach cottage on Martha's Vineyard.

Listed by Compass

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$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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131 North Water Street

Edgartown, MA131 North Water Street

Price$699,000

Est. Mortgage: $/month

MLS ID 37127

  • Condominium
  • Village Downtown
  • Square Feet 514
  • Bedrooms 1
  • Bathrooms 1

OWN AT THE HARBOR VIEW CAPTAIN'S COTTAGE SUITES: THE ULTIMATE IN LUXURY and CAREFREE ISLAND LIVING. ***1-BEDROOM | 1-BATH PRISTINE CONDOMINIUM*** Near the end of North Water Street, overlooking Edgartown's picturesque harbor and steps to the iconic lighthouse, sits the most storied hotel on Martha's Vineyard. Built in the 1890s and now sparkling after recent renovations, the Harbor View Hotel is the "Grande Dame'' of the island and a beloved destination for those who love the unpretentious charm of the Vineyard. You can enjoy the best of both worlds - the sophistication and charm of iconic Vineyard ownership, with all the services, amenities and convenience that come with a private, fully-managed cottage suite at the Harbor View. Interior designer Linda Woodrum, known for her work on HGTV "Dream Homes'' and Coastal Living Idea Houses, has created fresh, inviting, interior spaces with furnishings that evoke Vineyard style and life lived near the sea. Beautiful and durable, solid Black Walnut floors. The v-groove paneled walls are painted summer white which gives the suites a light airy appeal year-round. The color scheme varies from warm blue, soft beige, browns and white or coral red, beige, and browns. The suite comes fully furnished with an additional queen size pull-out sofa in the large living room. This suite is fully equipped with top of the line amenities. The bathroom has marble and/or mini ceramic tiled, vanity and bathtub with exceptional quality hardware appointments. The bedroom is furnished with king size bed and other delicate decorative appointments. The cottage put you in the heart of all the hotel's refined amenities while giving you an exclusive private way to enjoy your time on the Vineyard. Stroll to Fuller Street Beach or the Edgartown Lighthouse for a relaxing day at the beach. Recline on your private deck while the kids head to the hotel pool or activities on the lawn. Gather on the spacious veranda for sunset cocktails from the pool bar, or grab your favorite table at Bettini restaurant, while the Chef prepares your favorite dinner. Ownership at the cottages has been thoughtfully contemplated to offer fine service and unsurpassed experiences for Vineyard lovers of all ages -- the Harbor View Hotel also offers a fully-managed Rental Program.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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3 Dukes County Avenue

Oak Bluffs, MA3 Dukes County Avenue

Price$568,000

Est. Mortgage: $/month

MLS ID 37093

  • Residential
  • Village Lagoon/Harbor
  • Square Feet 690
  • Bedrooms 2
  • Bathrooms 1

Make this your own year round campground Cottage get away or year-round house. Insulated propane monitor heater . Fireplace in living room. Sweet eye antique eyebrow window in the living cathedral. Beadboard throughout Wonderful artistic touches. Master queen bedroom just of the kitchen to full bathroom and 2nd bedroom. sliding glass doors of the master bedroom to the outside bar shower bathing area and the bunk laundry room. Outside dining and loungeing as well. The Cottage privacy will surprise you being so close to town. With the family of the silver birch trees and willows line up all around the back and side front yard give you the protection from the real world. The birds singing are very sweet and watching with a birdbath in the yard. It is move in ready or you may design it anyway you like. The 2 bedroom are hard wood floors and the kitchen and living room are pine. The private Outside shower with antique bathtub that both have hot and cold run water behind a pair of antique shutters then walking out to the antique sink and mirror to finish up. Relax on the outside day bedd or sit on a barstool at the bar made out of an old door. This Beauty has not been on the open market for sale for over 50 years. This convenient location of being a walk to the Beach, Harbor, Steamship authority and downtown Dining on the Harbor, Shopping on Circuit Ave or take the children and or grandchildren to the famous flying Horses. 800 FT from the harbor and Ocean.1,200.00 FT to Steamship Authority. Listing agent is the owner

Listed by Dina's Realty, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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37 Pasture Gate Road

Vineyard Haven, MA37 Pasture Gate Road

Price$5,250,000

Est. Mortgage: $/month

MLS ID 37071

  • Residential
  • Village Tashmoo
  • Square Feet 7604
  • Bedrooms 5
  • Bathrooms 4

THE PERFECT VINEYARD RETREAT THAT HAS IT ALL! This property offers all the room you need for today's "stay-at-home" environment. There are wings, lofts, and a private guest suite above the garage, providing a myriad of independent locations and common areas to gather at the beginning and end of the day. The grand entrance sets the tone of this Vineyard estate located on 3.15 acres of land. The home overlooks pastoral fields with surrounding woodlands to create a peaceful setting to retreat amid the dynamics of today's world. The pool area and custom-designed pool house provide an expansive outdoor living space full of sun and fresh air. The owners chose the location in the Tashmoo Association because of the proximity to Vineyard Haven Village and the amenities of the community, which provides tennis, and a dock. An up-Island property in a down-Island location. A grand foyer invites you to the living room on the right with fireplace and French doors to the back patio. The dining room connects the living room to the kitchen, which is more than generous with a breakfast area overlooking the gardens and pool. Open from the kitchen is a custom family/sunroom with views over the fields and horse farm beyond. Behind the kitchen and powder room is a classic study that can convert from a workspace to a den for a social gathering or to watch the game. There are four bedrooms in the main house on the second floor and a third-floor loft. A guest suite is located above the two-car garage with private access. One of the dramatic additions is another living room with fireplace, vaulted, lighted ceiling, bar and powder room with French doors to the pool. The sale also includes a beach lot (32C/4 and 32D/4) just before the opening to Lake Tashmoo with beach access on the Lake and the Sound. Boating from the association dock to your private location, anchoring your boat for a picnic, or digging clams for dinner puts the frosting on the cake or the Vine in Vineyard. If 7,604 sf is not quite enough for your new "stay-at-home" lifestyle, the renovated 2 bedroom cottage at 19 Chappaquonsett is also available as is the horse farm at 67 Lamberts Cove Road.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details