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648 properties available
Come experience Oak Bluffs in this quintessential five bedroom gingerbread cottage reminiscent of times gone by. Just a stroll down the street to Inkwell Beach or into town. The five bedrooms are located on the second floor and share two bathrooms. There is an additional half bath and an outdoor shower. Your favorite part of your vacation will be
Oak Bluffs 833
Come experience Oak Bluffs in this quintessential five bedroom gingerbread cottage reminiscent of times gone by. Just a stroll down the street to Inkw... Read More
Come experience Oak Bluffs in this quintessential five bedroom gingerbread cottage reminiscent of times gone by. Just a stroll down the street to Inkw... Read More
No detail was overlooked in the design of this stunning five-bedroom home set on the hill. This home offers comfort and style and features rich countertops, stainless steel appliances, and an open floor plan that flows effortlessly between the kitchen, dining, and living areas. Three of the five bedrooms are en-suites, and the third-floor media and
Edgartown Downtown 123
No detail was overlooked in the design of this stunning five-bedroom home set on the hill. This home offers comfort and style and features rich counte... Read More
No detail was overlooked in the design of this stunning five-bedroom home set on the hill. This home offers comfort and style and features rich counte... Read More
Unparalleled views overlooking Moshup beach, this stunning home has some of the most spectacular views available on the Vineyard. High end amenities throughout, with exquisite detail in every sense. The bedding, linens, and decor are all top of the line. Each bedroom is en suite, and each level has a family room with smart tv's. The multi level wra
Aquinnah 2502
Unparalleled views overlooking Moshup beach, this stunning home has some of the most spectacular views available on the Vineyard. High end amenities t... Read More
Unparalleled views overlooking Moshup beach, this stunning home has some of the most spectacular views available on the Vineyard. High end amenities t... Read More
Beautiful three-bedroom colonial-style home on a large lot with mature landscaping. It is within a short distance of Fuller Street Beach. The property features sweeping views of Nantucket Sound. Additionally, about ten acres of oceanfront conservation land enhance the sense of privacy and space. Each bedroom offers distant views of the water, while
Edgartown Downtown 199
Beautiful three-bedroom colonial-style home on a large lot with mature landscaping. It is within a short distance of Fuller Street Beach. The property... Read More
Beautiful three-bedroom colonial-style home on a large lot with mature landscaping. It is within a short distance of Fuller Street Beach. The property... Read More
Step back in time at the Oscar "Ozzi" Pease House, an Edgartown treasure tucked into one of the town's most idyllic locations. This charming, historic home is furnished with original wallpaper and carefully preserved antiques, and a rich library — a quiet invitation to slow down, relax, and connect with the past. (Please enjoy and respect the books
Edgartown Downtown 151
Step back in time at the Oscar "Ozzi" Pease House, an Edgartown treasure tucked into one of the town's most idyllic locations. This charming, historic... Read More
Step back in time at the Oscar "Ozzi" Pease House, an Edgartown treasure tucked into one of the town's most idyllic locations. This charming, historic... Read More
Escape to this south shore home situated on the exquisite Trustees of the Reservation property and savor an unparalleled vacation experience. This remote, four-bedroom camp-style home is a haven for nature enthusiasts and vacationers seeking a unique getaway. Nestled in Preservation land, this single-level retreat is an exceptional opportunity to r
West Tisbury 1063
Escape to this south shore home situated on the exquisite Trustees of the Reservation property and savor an unparalleled vacation experience. This rem... Read More
Escape to this south shore home situated on the exquisite Trustees of the Reservation property and savor an unparalleled vacation experience. This rem... Read More
The best of both worlds! Located in desirable Katama area and close to South Beach, but with complete privacy down a quiet country lane. Spacious five bedroom home that has everything you will want for your family vacation. Fully equipped kitchen outfitted with granite counters and cherry cabinetry. The kitchen flows into a dining area with a large
Edgartown Katama 5004
The best of both worlds! Located in desirable Katama area and close to South Beach, but with complete privacy down a quiet country lane. Spacious five... Read More
The best of both worlds! Located in desirable Katama area and close to South Beach, but with complete privacy down a quiet country lane. Spacious five... Read More
Located on a quiet street near the center of Edgartown is this four bedroom Cape style vacation home. Offering plenty of indoor and outdoor living spaces to lounge and relax with family and friends. Features a first floor king primary en suite, a screened porch and a spacious front, side and back yard to enjoy your summer repast. Close proximity t
Edgartown Downtown 59
Located on a quiet street near the center of Edgartown is this four bedroom Cape style vacation home. Offering plenty of indoor and outdoor living sp... Read More
Located on a quiet street near the center of Edgartown is this four bedroom Cape style vacation home. Offering plenty of indoor and outdoor living sp... Read More
Step inside this stunning six-bedroom Katama retreat, where masterful design meets effortless comfort. The main house unfolds across multiple levels, blending open concept living with thoughtfully designed private spaces.Â
The upper level features an open kitchen, dining and living area, all of which open to outdoor spaces: a small deck with double
Edgartown Katama 7179
Step inside this stunning six-bedroom Katama retreat, where masterful design meets effortless comfort. The main house unfolds across multiple levels, ... Read More
Step inside this stunning six-bedroom Katama retreat, where masterful design meets effortless comfort. The main house unfolds across multiple levels, ... Read More
Simple and comfortable, three bedroom single level home with two bathrooms located on a very private one acre Edgartown lot. Back deck runs the length of the house plus there is a ground level flagstone patio with a large teak table and chairs, great for outdoor entertaining. Just a short ride to Long Point Beach, State Beach and South Beach.
Edgartown 7711
Simple and comfortable, three bedroom single level home with two bathrooms located on a very private one acre Edgartown lot. Back deck runs the length... Read More
Simple and comfortable, three bedroom single level home with two bathrooms located on a very private one acre Edgartown lot. Back deck runs the length... Read More
Experience the epitome of luxury and relaxation in this exquisite rental home. This meticulously designed retreat boasts high-end furnishings throughout, promising the utmost in comfort and style. Fully equipped, truly your home away from home. Outside is a private oasis, where an in-ground pool beckons you to unwind in the sun-drenched serenity of
Edgartown Downtown 2
Experience the epitome of luxury and relaxation in this exquisite rental home. This meticulously designed retreat boasts high-end furnishings througho... Read More
Experience the epitome of luxury and relaxation in this exquisite rental home. This meticulously designed retreat boasts high-end furnishings througho... Read More
This is the perfect three bedroom home for a relaxing vacation, or not! Located in the coveted Katama neighborhood of Edgartown Estates and close to South Beach and the quaint village of Edgartown. It is easy to be on the go from sunup to sundown! Furnished with an eye towards a beach vacation home, just look at that relaxing deck! Single level li
Edgartown Katama 537
This is the perfect three bedroom home for a relaxing vacation, or not! Located in the coveted Katama neighborhood of Edgartown Estates and close to S... Read More
This is the perfect three bedroom home for a relaxing vacation, or not! Located in the coveted Katama neighborhood of Edgartown Estates and close to S... Read More
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