Classifieds: Vacation/Summer Rentals

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  • WEST TISBURY 2019 ONE-BEDROOM

    Rustic charm with modern comforts; Old-style Vineyard near woods and beaches; $12,000 for June through September, 2019. (508)345-3064 No Smoking

  • Oak Bluffs

    Centrally located to Edgartown, Vineyard Haven and Oak Bluffs. Just a short drive will take you to any of the town beaches. The home is located on over a 1/2 acre of landscaped property in a beautiful, private, neighborhood, with private roads great for biking and is wonderful for families, friends or even a romantic getaway. The community is exclusive to guests and is tranquil and quiet. The bike path and bus route is located right off of the community and is a breeze to get to. Within a very short walk is the State Park with jogging trails and places to explore. Weekly rate: $3,000. - $5,000.Karen M. Overtoom Real Estate 508-693-7832 www.overtoommv.com

  • Oak Bluffs

    1900 Oak Bluffs Victorian. Ten minute walk to Nancy’s restaurant/downtown OB and 1/2 mile walk to Jetty beach in East Chop. The house was purchased empty in 2018 so all furnishings are new and the house is freshly painted. House is located across from the bus stop on the main road between Vineyard Haven and OB providing easy access to the rest of the Island. Come and enjoy your Martha’s Vineyard summer vacation! Weekly rate: $3,000. - $5,000. Karen M. Overtoom Real Estate 508-693-7832 www.overtoommv.com

  • Oak Bluffs

    Relaxed quiet vacation living with large outdoor deck and open living/dining areas. Ocean views from Living Room, Dining Room, Kitchen, and 4 out of 5 bedrooms. Near East Chop Light; view ferries to and from Woods Hole. A/Cs in Living rooms & all Bedrooms. Gas grill, 2 outdoor showers, 2 kitchens, 2 washer/dryers. Sleeps 10. Cable TV, WiFi, Roku (streaming Netflix etc.) Quiet neighborhood/no through traffic, 1.5 miles to Oak Bluffs Circuit Ave., 5 min. to Vineyard Haven or OB Ferry. Shady front yard. Minimum 2 week rentals in August. Weekly rate: $5,000. - $8,000. Karen M. Overtoom Real Estate 508-693-7832 www.overtoommv.com

  • Oak Bluffs

    Victorian Cottage located on Ocean Park in the heart of Oak Bluffs with fully equipped and updated kitchen. This charming beach house is steps away from Circuit Avenue, the ferries and the beach overlooking Nantucket Sound. Weekly rate: $5,000. to $8,000. Karen M. Overtoom Real Estate 508-693-7832 www.overtoommv.com

  • Chilmark

    A comfortable contemporary home that includes a key to Blackpoint private beach is ideal for laid-back Vineyard living, or elegant entertaining with both ocean and hillside views. The open floor plan for the common areas bring the outdoors inside with spectacular sunshine and sweeping views. No attention to detail missed. Weekly rate: $8,000. - $12,000. August only. Karen M. Overtoom Real Estate 508-693-7832 www.overtoommv.com

  • Oak Bluffs

    Close to everything, Town, Beach, Tony's Market, etc! Main house has 4 Bedrooms plus a den with two daybeds. Guest house has an upstairs bedroom with queen bed and a sleeper couch in living room. There is no door to the upstairs bedroom, but there is a reasonable amount of privacy between the two sleeping areas. Large grassy yard for summer activities and lovely patio. There are two charcoal grills. Weekly rate: $5,500 August only. Karen M. Overtoom Real Estate 508-693-7832 www.overtoommv.com

  • Oak Bluffs

    This home offers a spacious open floor plan providing a comfortable yet elegant retreat, truly an upscale surprise, perfect for relaxing or entertaining. With an expansive mahogany wraparound deck, sweeping views and a screened-in porch, enjoying the evening sunsets while grilling and dining al fresco or try a nearby bistro or 5 star restaurant----the choice is yours. Whether you prefer to lounge by the water's edge or explore the bounty of Martha's Vineyard pleasures, this exquisite home offers quiet seclusion yet it is only minutes from the heart of island activities: golf, tennis, biking and hiking trails as well as galleries and shopping, family entertainment and night life. A perfect getaway offering something for everyone. Weekly rate: $7,000. - $12,500. Karen M. Overtoom Real Estate 508-693-7832 www.overtoommv.com

  • Oak Bluffs

    Feel the ocean breezes from this classic waterfront home. There are four bedrooms, an open living room and dining room that open up to large deck overlooking beautiful views across the Lagoon. Walking path to private sandy beach. There is also a ping-pong table and an upright piano. BOAT MOORING INCLUDED. Weekly rate: $4,000. Karen M. Overtoom Real Estate 508-693-7832 www.overtoommv.com

  • Oak Bluffs

    Exceptional location for this immaculately kept Victorian on Waban Park next to the Seaview Condos. Walk across the street to the beach. Walk to town. Walk right out the door to the park with ample space for children to play. The house is tastefully and colorfully decorated. The newly upgraded kitchen has stainless appliances and a new stone counter top. Seating for six in the kitchen, ten in the dining room.
    The house has a TV den on the first floor and is equipped with WiFi internet access. There are two iPod docks in the house for your musical enjoyment. There is a sweet balcony on the second floor from which to enjoy the view of the beach and Nantucket Sound. Chappy is the background. A kingly new outdoor shower has been designed to give you maximum enjoyment coupled with maximum privacy Weekly rate: $9,500. Karen M. Overtoom Real Estate 508-693-7832 www.overtoommv.com

  • Oak Bluffs

    Large and spacious, this 7 bedroom, 3 bath home is located in-town which allows you the convenience of walking to restaurants, movie theater, shops, children's arcade and beaches. Weekly rate: $7,500. Karen M. Overtoom Real Estate 508-693-7832 www.overtoommv.com

  • Oak Bluffs

    This newer home faces Nashawena Park, one of Oak Bluffs loveliest neighborhoods. From this excellent location, you are within walking distance of Inkwell Beach and all that Circuit Avenue has to offer - shops, excellent restaurants, the busy harbor area and ferry terminals, movies and nightly live entertainment. The home is immaculate, well-equipped, bright and cheerful, with three bedrooms and 2 full baths. This is an unbeatable Oak Bluffs vacation rental. The house is now equipped with A/C units in each of the bedrooms. the house is equipped with WiFi. Weekly rate: $5,000. Karen M. Overtoom Real Estate 508-693-7832 www.overtoommv.com

  • Oak Bluffs

    Sweet three bedroom gingerbread house right in the heart of downtown Oak Bluffs. Walking distance to Ink Well Beach, shopping and ferry. Lovely front porch and back deck complete with outside shower! This quaint cottage is perfect for your relaxed summer getaway! Weekly rate: $3,000. Karen M. Overtoom Real Estate 508-693-7832 www.overtoommv.com

  • Oak Bluffs

    This cozy cottage is ready for 2019 rentals. Improvements include all new kitchen cabinets and appliances. Split heater/AC units in the bedrooms and living room. New furniture in dining room and living room with large TV. Updated bathroom and fresh airy paint throughout. Downtown and beaches are a quick bike ride or walk from the house. Weekly rate: $2,600. Karen M. Overtoom Real Estate 508-693-7832 www.overtoommv.com

  • Oak Bluffs

    Absolutely delightful Oak Bluffs Victorian with colorful and charming touches. Old world charm with all of today's amenities. Sleeps 8 people comfortably. This is a magical setting for family and friends to enjoy.
    Set in the heart of Oak Bluffs just a hop, skip and a jump from Oak Bluffs famed beaches. The house has a large porch for relaxing and reading and whiling away the summer days. It's sizable private yard provides space for outdoor play or yard games. The landscaping is lovely. This house is meticulous and tasteful. Weekly rate: $7,500. Karen M. Overtoom Real Estate 508-693-7832 www.overtoommv.com

  • Oak Bluffs

    This immaculate home is located in a quiet neighborhood that is just a bike ride's distance from several lovely beaches as well as the center of Oak Bluffs. The home offers open living spaces, generously proportioned sunny bedrooms and is well equipped. Weekly rate: $1,800. Karen M. Overtoom Real Estate 508-693-7832 www.overtoommv.com

  • Oak Bluffs

    Located in Waterview Farms, this four bedroom home features a private beach on Sengekontacket Pond, private dock access to Land Bank boat launch and several walking trails. Just minutes to Farm Neck Golf Course, beaches and town. Weekly rate $3,700. Karen M. Overtoom Real Estate 508-693-7832 www.overtoommv.com