Martha's Vineyard Vacation Rentals
650 properties available
Welcome to your dream getaway in the charming Makonikey area of West Tisbury! This incredible five-bedroom home is not just a place to stay; it's an experience waiting to unfold. With central air conditioning and breathtaking views of the North Shore from nearly every room and the spacious deck, you'll feel enveloped in beauty and comfort. The open
West Tisbury 100024
Welcome to your dream getaway in the charming Makonikey area of West Tisbury! This incredible five-bedroom home is not just a place to stay; it's an e... Read More
Welcome to your dream getaway in the charming Makonikey area of West Tisbury! This incredible five-bedroom home is not just a place to stay; it's an e... Read More
This comfortable Chilmark Contemporary Reverse-Style home is the quintessential Up-Island get-away. There are 4 Bedrooms spread across 3 floors offering plenty of privacy for the whole family. The Kitchen and Living Space span the top floor with deck access to enjoy the breezy summer nights. There are 2 outdoor showers with one directly off of the
Chilmark 2003
This comfortable Chilmark Contemporary Reverse-Style home is the quintessential Up-Island get-away. There are 4 Bedrooms spread across 3 floors offeri... Read More
This comfortable Chilmark Contemporary Reverse-Style home is the quintessential Up-Island get-away. There are 4 Bedrooms spread across 3 floors offeri... Read More
This 4 bedroom Aquinnah home perched on a hilltop offers sweeping views of Vineyard Sound and is the prefect up-island getaway. The Main Level has open Kitchen, Living and Dining Spaces, an office and the first of the four bedrooms. Upstairs is the primary en suite and the other 2 bedrooms share a hall bath. Enjoy the cool summer breeze from the up
Aquinnah 2505
This 4 bedroom Aquinnah home perched on a hilltop offers sweeping views of Vineyard Sound and is the prefect up-island getaway. The Main Level has ope... Read More
This 4 bedroom Aquinnah home perched on a hilltop offers sweeping views of Vineyard Sound and is the prefect up-island getaway. The Main Level has ope... Read More
South Beach awaits just steps away at this reverse-level contemporary home! The open and airy floor plan is the perfect place to relax and unwind. On the first floor, you'll find three bedrooms, including one with ensuite bath and television, as well as two additional bedrooms and shared hall bath with laundry. Follow the stairs to the second floor
Edgartown Katama 538
South Beach awaits just steps away at this reverse-level contemporary home! The open and airy floor plan is the perfect place to relax and unwind. On ... Read More
South Beach awaits just steps away at this reverse-level contemporary home! The open and airy floor plan is the perfect place to relax and unwind. On ... Read More
Enjoy peaceful and breathtaking views of Nantucket Sound from the back deck! This charming two-bedroom guesthouse features private bathrooms for each bedroom, a spacious open living area, a well-equipped kitchen, and a large outdoor deck. It's the perfect spot to relax and enjoy the pleasures of an in-town Edgartown vacation home. Just a short stro
Edgartown Downtown 39
Enjoy peaceful and breathtaking views of Nantucket Sound from the back deck! This charming two-bedroom guesthouse features private bathrooms for each ... Read More
Enjoy peaceful and breathtaking views of Nantucket Sound from the back deck! This charming two-bedroom guesthouse features private bathrooms for each ... Read More
Step back, relax and unwind in this single-story contemporary with an open floor plan, lots of windows and vaulted ceilings. Enjoy nearby Katama Bay, perfect for swimming and shell fishing, as well as the sand and surf of Washque beach down the road. If you enjoy tennis, bring your rackets as neighborhood courts are within walking distance. This is
Edgartown Chappaquiddick 485
Step back, relax and unwind in this single-story contemporary with an open floor plan, lots of windows and vaulted ceilings. Enjoy nearby Katama Bay, ... Read More
Step back, relax and unwind in this single-story contemporary with an open floor plan, lots of windows and vaulted ceilings. Enjoy nearby Katama Bay, ... Read More
Delightful Cape style guesthouse situated on the grounds of a hilltop Chilmark estate. (The estate's main house is rented separately and may be occupied.) Magnificent views over Menemsha Pond. Access to Hancock Beach with adjacent parking and Menemsha Pond just a few short moments away. First floor has an open kitchen, dining and living room with f
Chilmark 2025
Delightful Cape style guesthouse situated on the grounds of a hilltop Chilmark estate. (The estate's main house is rented separately and may be occupi... Read More
Delightful Cape style guesthouse situated on the grounds of a hilltop Chilmark estate. (The estate's main house is rented separately and may be occupi... Read More
Looking for a cozy and inviting house for rent in Oak Bluffs? This beautiful property is located just a mile and a half from the beach, making it the perfect place for a family vacation or a getaway with friends.
With four spacious bedrooms and two well-appointed bathrooms, this house can comfortably accommodate up to eight guests. The bedrooms are
Oak Bluffs 8028
Looking for a cozy and inviting house for rent in Oak Bluffs? This beautiful property is located just a mile and a half from the beach, making it the ... Read More
Looking for a cozy and inviting house for rent in Oak Bluffs? This beautiful property is located just a mile and a half from the beach, making it the ... Read More
Nestled in a stunning spot on Upper Chilmark Pond, this charming three-bedroom beach house offers wonderful access to both the tranquil pond and a private ocean beach just across the way. Imagine spending sunny days at Lucy Vincent Beach, only minutes down the shore! Tucked away at the end of a peaceful 1/4-mile dirt road, this property is convenie
Chilmark 2022
Nestled in a stunning spot on Upper Chilmark Pond, this charming three-bedroom beach house offers wonderful access to both the tranquil pond and a pri... Read More
Nestled in a stunning spot on Upper Chilmark Pond, this charming three-bedroom beach house offers wonderful access to both the tranquil pond and a pri... Read More
Serene Dual-Home Retreat Surrounded by Gardens Centrally located and surrounded by lush greenery and flowering gardens, this property—featuring both a main house and a guest house—is a true island gem. Designed for comfort, style, and relaxation, the homes blend Scandinavian simplicity with antique and custom furnishings, creating a warm, inviting
Oak Bluffs Main and Guest House 8043
Serene Dual-Home Retreat Surrounded by Gardens Centrally located and surrounded by lush greenery and flowering gardens, this property—featuring both a... Read More
Serene Dual-Home Retreat Surrounded by Gardens Centrally located and surrounded by lush greenery and flowering gardens, this property—featuring both a... Read More
Nestled away in a quiet neighborhood this property makes for an ideal Edgartown rental. The spacious main house consists of four bedrooms. Two bedrooms are located on the first level with a shared hall bath. The second level houses two en suite bedrooms. Stroll across the lawn and you will find the fifth bedroom on the second level of the guest hou
Edgartown Main and Guest 70010
Nestled away in a quiet neighborhood this property makes for an ideal Edgartown rental. The spacious main house consists of four bedrooms. Two bedroom... Read More
Nestled away in a quiet neighborhood this property makes for an ideal Edgartown rental. The spacious main house consists of four bedrooms. Two bedroom... Read More
Step into this three-bedroom home and be greeted by water views that can be enjoyed from almost every room. Situated just across from the lagoon, this property is ideal for those who love paddle boarding and kayaking. Relax on the spacious deck, the perfect spot to enjoy your morning coffee, have a meal, or unwind with a good book. The main living
Vineyard Haven 1275
Step into this three-bedroom home and be greeted by water views that can be enjoyed from almost every room. Situated just across from the lagoon, this... Read More
Step into this three-bedroom home and be greeted by water views that can be enjoyed from almost every room. Situated just across from the lagoon, this... Read More
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