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Waterfront, beach, dock, Kayaks. Monthly/Summer

Waterfront private guest home! Your own beach for kids/dogs and a dock for your boat. Kayaks/SUPs included! Private Hot Tub on property. Take a day trip to Martha’s Vineyard by boat or ferry! Monthly and Summer currently available 1026! Inquire! Seconsett Island is a big boaters and kayakers destination off Waquoit. Fishing and shellfish all around! Very quiet and peaceful island setting where relaxing is unavoidable! Guests have been bringing linemen’s but arrangements can be made to supply

The Loveshack, Steps to Private Waterfront

This charming cottage is a true taste of ol' cape cod. This waterfront property contains two cottages (one owner occupied) and is situated on a flat, grassy lot overlooking Great River on Monomoscoy Island, accessible by car via a short causeway, and part of a protected bird/wildlife sanctuary. This is the quintessential Cape experience - you cannot do better than this central, but yet off the beaten track, location. Walk down to the waterfront with dock & fire pit, take dip in the warm water!

Lakefront~Private Beach~Cape Cod family retreat~AC

*NEW*2025 renovated waterfront retreat with private sandy beach on John’s Pond’s calm lagoon - Cape Cod’s warm, swimmable freshwater escape. Perfect for families: kayak, swim, or relax out front. Enjoy the shaded pergola lounge, perfect for outdoor dining and unwinding. Just 15 mins to South Cape & Craigville Beach, 35 to iconic Mayflower. Features open layout, AC, fast WiFi, firepit, kid gear, and gourmet kitchen. Walk to trails, minutes to Mashpee Commons, golfing. Pond days+beach adventures.

FABULOUS OCEAN VIEWS-Oak Bluffs Condo Across Beach

Enjoy one of the most desirable locations on the Vineyard!! Enjoy AMAZING sunrises & gorgeous ocean views from this lovingly kept, super clean condo. Literally across the street from town beach, adjacent to Waban Park, a few blocks to Ocean Park, Flying Horses, Steamship Authority & downtown Circuit Avenue (restaurants, shops)! Bring a car (one unreserved parking spot) or walk over from the boat. Bike delivery & storage available. We hope to see you this summer in this fantastic summer condo!

Harbor view apartment, a quick walk from the ferry

This is a great one bedroom apartment on the second floor of a house. My place is close to the beach, public transport, the Steamship Authority ferry, Black Dog Tavern, Main Street Vineyard Haven, Stop & Shop grocery, and lots of great shopping. You’ll love the convenience! Walk to the apartment right off the ferry boat. Lots to do in walking distance, and onsite parking. The Martha's Vineyard Museum is a 5 minute walk, down the same street. My place is great for couples and solo adventurers.

Quaint Cape Cod Cottage on a Private Beach!

Create magical memories on the Cape at this sweet seaside cottage! A perfect place for a family-friendly getaway or a romantic retreat for two! The new contemporary coastal decor is cozy and comfortable and my place has all of the amenities you could want for your stay! Just steps to a beautiful beach with stunning sunsets and sunrises, cool ocean breeze, and the warm Nantucket Sound. Enjoy Popponesset Marketplace for food, shopping and fun or take a short drive to Mashpee Commons for more!

Summer at Serenity By The Sea!

Enjoy our 1 br condo with the BEST view of all the condos, steps from Deans Pond! Walk to Popponesset Market Place, Popponesset Inn & Nantucket Sound. Stroll the beach, hike through conservations areas. Visit quaint shops, restaurants, antique stores! Full size Chef’s Kitchen! Enjoy morning coffee & evening cocktails on our private deck with that Spectacular View! Spa Rain shower bath, chef's kitchen. Cotton Sheets!! NO: Pets-Smoking-Vaping-Parties Market Place closed in Winter Months.

Stunning 4-bedroom Private Fresh Water Beach Front

Sunny, spacious 4-bedroom Cape with your own private fresh water beach. Jenkins Pond is one of the cleanest spring fed ponds on Cape Cod! Enjoy kayaking, swimming and fishing outside your back door. This gem of a house has a front-to-back family room with a 50" TV and puzzle/card table for lots of family fun. The first floor is full of sunshine with kitchen windows and a french door overlooking the pond. The multi level back deck is perfect for grilling or having your morning coffee.

Beachfront Cottage + Studio w. Town Access

Welcome to The Rudder Cottage! Fully renovated 1930's cottage on an ocean front compound, with a picturesque porch overlooking the outer harbor, full basement with washer/dryer and central air. An additional detached studio provides a third bedroom/work space. Stunning views of the Edgartown lighthouse and Cape Poge. Access to private beach. Access town with just a 10 minute walk (or 1 minute drive) to the Chappaquiddick Ferry, and be in downtown Edgartown in 15 minutes or less!

Family Cottage by the Bay

NEW BIKES FOR THE FAMILY! Relax in our fully renovated family cottage, steps from a semi-private saltwater beach at Great Pond. Located in the highly sought-after Maravista section of Teaticket, just a mile to Bristol and Heights beaches. Features include a Queen bed in the primary bedroom, bunk beds in the 2nd and 3rd bedrooms, ultra-efficient AC, Level 2 EV CHARGER 6 BIKES, 55" tv, fully equipped kitchen, 2-person hammock, GRILL, 6 beach chairs, beach cooler and a beach tent.

Private Beach Cottage steps to private beach

This stand alone beach cottage in Maushop Village (New Seabury) is just steps to your own private salt-water ocean beach! This home offers 2 bedrooms, fully equipped kitchen, cathedral ceilings, living room with flat panel LCD TV, great ocean views with a large brick patio. Maushop Village is a meticulously maintained private beach community in the heart of New Seabury, steps to private beach & a short walk to private all of the amenities New Seabury has to offer.

Private Pond-side Cape Cod Home

Charming 2 bedroom home located on Flax Pond. Enjoy a private sandy beach and dock. Swim, kayak, fish, boat (trolling motors only) and just relax. Enjoy the home’s spacious deck with comfortable seating for the whole family complete with chiminea for late night fires. 2 levels of lodging with central air. 2 full bathrooms, kitchen, dining room and great room. Minutes away from town beaches, bike path, golf, and shopping. Parking for approximately 4 cars.