Martha's Vineyard Rental Cottages

Scroll to view all Martha's Vineyard vacation rentals below. Search through a variety of rental cottages and contact a rental agent today if you would like to learn more about a specific property. Register with the site to save all of your favorite properties and receive email alerts when new listings come onto the market. If you already have an account, feel free to sign in here!

Rental Price$1,300 to $1,950

Rental ID 116503

  • RTR Vacation Rental
  • Lease $1,300 to $1,950
  • Village Oak Bluffs
  • Bedrooms 2
  • Bathrooms 1

The Blue Canoe is a bright, welcoming vintage 1900 s cottage with enormous charm and style. Freshly renovated, and decorated with an eye to capturing the casual and colorful feel of an island retreat. Ideally located on a quiet street, within walking distance of the village, the beach and parks. A nice fenced-in side yard with large deck and outdoor furniture to relax and dine. A great getaway for year-round enjoyment, conveniently located with all the comforts you ll need for the perfect vacation.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* 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 A VisitAsk A QuestionMore Details

Rental Price$2,500 to $4,000

Rental ID 116331

  • RTR Vacation Rental
  • Lease $2,500 to $4,000
  • Village Chilmark
  • Bedrooms 2
  • Bathrooms 1

What could be a more elegant, peaceful and romantic hideaway for a week than the Pond House? It sits at the conjunction of ocean and land, pond and meadow, with a view beyond dazzling outside and a warm fire in the fireplace inside. Gourmet kitchen. Antique and comfortable furniture. Quality bedding. Toasty. Snug. Sweet. Free Wifi. Hundreds of books. Outside, walks to be taken. Inside, dreams to be dreamed. Kayaks are always available if the weather encourages such bold adventure. Truly, the Pond House is a remarkable cottage, beautiful and well maintained, completely fitted-out to the highest standard. Main house is next door.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* 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 A VisitAsk A QuestionMore Details

Rental Price$3,300 to $5,500

Rental ID 135243

  • RTR Vacation Rental
  • Lease $3,300 to $5,500
  • Village Oak Bluffs
  • Bedrooms 5
  • Bathrooms 5

Bright, open totally redesigned, restored and expanded summer cottage on a quiet street in an historic and lovely neighborhood. Less than 1/2 mile from town. Open space plan for maximum interaction for everyday or special gatherings. Private nooks for book reading. Numerous large windows throughout home for a light, airy feeling. Beautiful hardwood floors and ceramic tiles throughout. Top of the line appliances and granite countertops in the kitchen. Many extras. First floor master suite and laundry. Ceiling fans in each bedroom as well as central a/c. A newly finished basement with large flat screen TV, ping pong table, and an extra 1/2 bath to spread out and relax. Rocking chairs on wrap around porch.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* 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 A VisitAsk A QuestionMore Details

Rental Price$2,600 to $3,500

Rental ID 116939

  • RTR Vacation Rental
  • Lease $2,600 to $3,500
  • Village Edgartown
  • Bedrooms 3
  • Bathrooms 2

Come home to reconnect and relax, while still being at the center of it all! Open concept 3 bedroom, 2 full bath home on a quiet cul de sac in popular Dodger’s Hole neighborhood, you re steps to bike paths, public transportation and even a nature reserve. Dodger’s Hole is centrally located, only a few miles to the center of Edgartown, with its chic and lively restaurants, shops and markets, as well as Oak Bluffs and Vineyard Haven. Enjoy central air conditioning when the temperatures soar, or a cozy fireplace on a cold evening.The well-appointed modern kitchen has granite counters and stainless steel appliances. It overlooks a sun-filled dining area with seating for six, as well as a nautically decorated living room with cathedral ceilings. A laundry area is off the kitchen, providing all the comforts of home. Sleep well in the first-floor bedroom with king bed, ceiling fan and TV. It is adjacent to a large full bathroom with bathtub, beadboard and decorative tile. Two bedrooms upstairs each have a TV and ceiling fan to relax and refresh; one is appointed with a king bed and the other with two twin beds. There is a full bathroom in between, as well as plenty of storage space for belongings throughout. Enjoy “deck time” with your favorite cocktail on the generous 12’x26’ deck. Seating area for conversation and a table and chair area for meals extends the living space outside under the sun or stars. The blue stone walkway leads to a spacious outdoor enclosed shower to clean off after a day at the beach. Cobblestone-bordered driveway adds to the landscaping, along with a quaint cottage-style shed

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* 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 A VisitAsk A QuestionMore Details

Rental Price$2,000 to $2,500

Rental ID 116340

  • RTR Vacation Rental
  • Property Name Granny s Cottage
  • Lease $2,000 to $2,500
  • Village Oak Bluffs
  • Bedrooms 4

Charming cottage located in East Chop, a short walk to Sunset Lake and Oak Bluffs Harbor. Recently renovated, with hardwood floors and a nice wrap around deck. Comfortable, family friendly, well equipped home with DSL connection. Ideally located, within walking distance to downtown Oak Bluffs, beach and ferry.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* 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 A VisitAsk A QuestionMore Details

Rental Price$4,000 to $6,300

Rental ID 139301

  • RTR Vacation Rental
  • Lease $4,000 to $6,300
  • Village Oak Bluffs
  • Bedrooms 4
  • Bathrooms 1

After a day on one of Martha s Vineyard s varied beaches, come home to this lovely four-bedroom shingled Cape that overlooks Farm Pond, Harthaven, and Nantucket Sound. This 1900 vintage cottage (expanded and renovated in 2009, kitchen remodeled in 2017) is located in historic Oak Bluffs, near the victorian Camp Meeting Association gingerbread cottages, center of the long-standing Black community on Martha s Vineyard, and heart of the Vineyard s art district. Have the best of it all: walk to town, beach, nature trails, tennis, bike paths, Oak Bluffs ferry. Close to everything yet very quiet. Peaceful water views from almost every room with glorious, spacious upstairs porch. Very open, light interior, lots of windows, skylights. House is very cozy and inviting. Enjoy the living room with a custom Lew French beach stone fireplace, a window seat, and comfortable seating. There s a small den with a TV, a dining room with table for 6 or 8, a kitchen with good quality appliances and a table for 2. Laundry/powder room on first floor. Back deck with enclosed outdoor shower. Upstairs are 4 bedrooms (2 queens, 1 double, 1 with double-below/twin-above bunk) with vaulted ceilings and window unit air conditioners, a landing with a large skylight and French doors that open to a deck with spectacular 270-degree views of water and the surrounding landscape. Also full bath with tub and separate tiled shower on 2nd floor, 1/2 bath and brand new outdoor shower on 1st floor. 8x10 shed for bikes and equipment in back yard. Linens, towels, beach towels included (100% cotton). Wi-fi, cable TV provided. 1-2 blocks from the beach (with lifeguard), bike paths, public tennis courts, playground, and around the corner from Land Bank conservation walking/running paths. Less than a mile from Farm neck golf course. 10 minute walk to town, harbor, restaurants, shops, carousel.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* 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 A VisitAsk A QuestionMore Details

Rental Price$950 to $1,800

Rental ID 113594

  • RTR Vacation Rental
  • Lease $950 to $1,800
  • Village Oak Bluffs
  • Bedrooms 2
  • Bathrooms 1

This home is all about convenience. Cute two bedroom cottage within walking distance to the center of Oak Bluffs. The exterior of this home includes a wrap around deck, screened in porch, gardens, one car driveway and an outdoor shower with hot and cold water. The interior of the home is a bit older but is perfectly adequate for a great vacation home and is priced accordingly. The first floor offers an older full bathroom with a claw foot tub, older kitchen with good sized dining area, and a living room with pine floors, flat screen tv and dvd player. The second floor includes two bedrooms.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* 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 A VisitAsk A QuestionMore Details

Rental Price$3,000 to $8,300

Rental ID 113885

  • RTR Vacation Rental
  • Lease $3,000 to $8,300
  • Village Edgartown
  • Bedrooms 3
  • Bathrooms 2

Originally the boathouse for the Daggett house on Edgartown Harbor, this historic cottage was completely renovated in 2002, and in 2004 an addition was built. Located three blocks from downtown Edgartown, on a safe dead-end lane offers complete privacy. The original cottage is comprised of a gourmet kitchen with Italian tile, a wonderful dining room with a curved ceiling. Large stone patio overlooks Sheriff Meadow Bird Sanctuary. The addition includes a large living area with huge windows, entertainment center and a fully equipped wet bar. Upstairs, the beautiful master bedroom suite with full balcony offers a breathtaking panoramic view of Nantucket Sound and at night Cape Cod. Included is the key to Black Point Beach in Chilmark (30 min drive), a private and incredibly beautiful beach.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* 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 A VisitAsk A QuestionMore Details

Rental ID 116772

  • RTR Vacation Rental
  • Village Oak Bluffs
  • Bedrooms 4
  • Bathrooms 2
  • Half Baths 1

Marvelous vintage cottage remodeled to perfection in 1985. Waterfront location with private beach in front along with a 120 foot dock. Professionally decorated interior. Magical setting.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* 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 A VisitAsk A QuestionMore Details

Rental Price$5,900 to $8,100

Rental ID 116978

  • RTR Vacation Rental
  • Lease $5,900 to $8,100
  • Village Oak Bluffs
  • Bedrooms 4
  • Bathrooms 2

The Cinderella Cottage, a four bedroom Victorian home located in desirable Ocean Park is the perfect summer dream. Great location to downtown Oak Bluffs for shopping, restaurants, galleries and the ferry. Just two blocks from Inkwell beach and a short drive to State Beach. This vacation home has it all, charm and location.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* 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 A VisitAsk A QuestionMore Details