
Beachfront holiday rental in South Shore
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Top-rated beachfront accommodation in South Shore
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Serenity on Martha's Vineyard
This 2BR, 2 Full Bath Condo with air condition (AC) and elevator access is located across the street from State Beach (AKA the "Ink Well") in Oak Bluffs. It's on the top floor, recently redecorated, with all the amenities for a wonderful vacation. Both bedrooms have Smart TVs & AC. Free Wi-Fi. Great location, within walking distance to the ferry, beach and downtown Oak Bluffs, restaurants and shops. Car not needed! Get ready to relax and unwind. It's the perfect location! Welcome to Serenity!

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.

Exquisite Oceanside Madaket Getaway
Location-Location-Location! The best way to experience Madaket Beach, Smith's Point, and More! Beach access at your finger tips. Take in ocean views and sunsets. Enjoy the perfect blend of modern comforts/upgrades and preservation of details that evoke the history and spirit of this seafaring island. Beautiful original hardwood floors, tasteful touches of a bygone nautical era, and more pair with exquisite furnishings, elegant kitchen and living room appliances, hydrangea gardens, and more.

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!

Swept Away - Madaket Beachfront
This beachfront cottage is the best way to experience all that Nantucket and Madaket have to offer! Just steps away from the Atlantic Ocean, with sweeping ocean views and sunsets from the second floor deck. Located on iconic Smith's Point, the cottage offers the perfect combination of modern comforts and the historic touches that make Nantucket so authentic. Beautiful original hardwood floors, tasteful furnishings, surrounding gardens, and more will make this a serene and memorable getaway.

Waterfront Oasis
Located on Chappaquiddick a small, remote island with easy access to Edgartown. A short walk to the ocean & the entire OSV Trails. The cottage in not a luxury retreat, it's simple and full of old-fashioned charm. A cozy, no-frills getaway where the real amenities are right outside your door: Dike Bridge, Pocha Pond, East Beach and some of the most beautiful scenery around. Come for the views, private access to Pocha Pond inlet and the magic of the location- this is simply your home base.

The WestLake
This unique 3-level Vineyard style cottage perched on a 25' bluff offers you a panoramic view of the Lagoon's shimmering waters, and private beach access to the Nantucket Sound. From across the bay, you can see and faintly hear the Vineyard Haven Ferry departing. Simply follow the wooded path leading to over 110 feet of your own sandy beach with clean, calm waters which allows for safe kayaking and canoeing yet has the perfect breezes for windsurfing and sailing from your own mooring.

Vineyard Haven Home | 5 min to beach | 5 beds
Perfect home for one or two families looking for a summer vacation on MV. Four bedrooms and a daybed, two baths, a playroom, living room, big kitchen and big backyard with a new deck and patio. The house is situated ideally; only ten minutes walking distance to downtown Vineyard Haven, five minutes to Owen Little Beach and a short drive or walk to Tashmoo Beach. The Vineyard is our home away from home - we hope you love it. House comfortably fits 8 with room for a 9th on a daybed.

Renovated Downtown Charmer, 3 Blocks to the Beach
Welcome to your perfect Vineyard vacation retreat! Located only a short stroll to the iconic Inkwell Beach and the vibrant Circuit Avenue. You can wake up to morning coffee on the porch, then unwind in the updated living space with AC in every room, a fully stocked kitchen, modern furnishings, and coastal charm throughout. Located directly across from family-friendly Niantic Park with tennis courts, basketball courts, pickle ball and a new playground with lots of open green space.

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!

Walk to 3 Beaches from 6br+ w/huge outdoor shower
Location, location, location! Enjoy the ocean breeze from our 6+ BR/2 BA home that sleeps 14. Surrounded by water on 3 sides, this quintessential beach house is perfect for your get-away. Walk-able in less then 3-5 minutes to 3 different Falmouth beaches. We have a huge outdoor shower, 2 patios and gas grill to make outdoor enjoyment easy. Our 6+ BR sleeps 14 comfortably in beds- 1 King, 2 Queens, 1 Full and 6 twins. This is a BYO sheets, towels and toiletries property.

First-class 4+ BR Lagoon Pond Camp
Ultimate getaway house! Situated on Lagoon Pond in Oak Bluffs. Sleeps 10 plus 2 in the optional guest cottage. The house is under 2 miles from OB center - convenient for walking and bike riding. Beach access! The house boasts a pizza oven, outdoor nooks (hammocks!), and a spacious yard. There are amenities galore including, but not limited to: an outdoor shower, grill, board games, wifi, towels, linens, etc. 1 week min stay, Sunday turnovers in July & August.
Popular amenities for South Shore beachfront rentals
Pet-friendly beachfront home rentals

Classic Chappy Beach House

Private Beach Access Cottage in Pocomo Bay

Falmouth Heights Ocean Views & Steps to Beach

Entire 2 Family in Falmouth Heights Ocean Views

Pocomo Beach Bunk Room in Vintage Cottage
Beachfront home rentals with a pool

Two bedroom condo .on the water Falmouth, ma

Room in Cottage -pool/ocean view

Captain's Quarters, Cape Cod

Room In Stunning Cottage with Pool and Ocean Views
Private beachfront home rentals

Falmouth Heights House walk to Beach

Edgartown Waterfront Guesthouse

Puddin

Classic Cape & Bunk House Nearby Downtown

Relaxing 1-BR w/ Deck & Partial Ocean View (311)
Destinations to explore
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- East Sandwich Beach
- Sandy Neck Beach
- New Silver Beach
- Nauset Beach
- Skaket Beach
- Falmouth Heights Beach
- Coast Guard Beach
- Cape Cod Canal
- Popponesset Peninsula
- Cape Cod Inflatable Park
- Nickerson State Park
- Inkwell Beach
- Sea Gull Beach
- Cahoon Hollow Beach
- Marconi Beach
- Lighthouse Beach
- Bass River Beach
- Sandwich Glass Museum
- Town Neck Beach





