Beachfront holiday rentals in South Shore

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Top-rated beachfront rentals in South Shore

Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

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Guest favourite
Four kayaks in vibrant colors are positioned on a grassy area by the water's edge. A calm bay reflects the surrounding scenery, and a dock with boats is visible in the background. The tranquil setting emphasizes the peaceful waterfront location.
Home in Mashpee
4.71 out of 5 average rating, 34 reviews

8/26 Open tnt! Waterfront with beach, dock, Kayaks

Special Fall Rates for Fishing Season! Monthly Rates! 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! 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

Superhost
A scenic view of the ocean is presented, with a sandy beach stretching along the shore under a clear blue sky. The sun's reflection on the water sparkles, while coastal vegetation lines the sandy area. The horizon meets the gentle waves, creating a tranquil atmosphere.
Home in Mashpee
5 out of 5 average rating, 5 reviews

4 Race Point-Maushop Village- 2 bedrms, 1.5 baths

Sunny and bright Maushop Village townhome, located steps from the beach stairs and path. Great view of the ocean. Ideal location, with 2 bedrooms and a full bath upstairs and central A/C. Downstairs there is a 1/2 bath, a spacious living room, patios, kitchen and dining area. There is a washer & dryer in the unit. Every amenity and necessity that you could need is provided. The furnishings and decor are Cape Cod coastal casual. Exclusively Offered by: Thurston Residential Real Estate Services

Top guest favourite
A serene view of the ocean is framed by white wooden architecture. The calm water reflects a clear blue sky, while a sandy beach lies in the foreground, accompanied by a stone jetty. Benches are positioned along the walkway, inviting relaxation.
Apartment in Oak Bluffs
5 out of 5 average rating, 28 reviews

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!

Top guest favourite
A kitchen area features a bar with three wooden stools, inviting casual dining. Hanging pots and pans are showcased above the counter, while a vase of red roses adds a touch of color. A brick wall complements the white cabinetry and appliances.
Flat in Tisbury
4.92 out of 5 average rating, 143 reviews

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.

Guest favourite
A charming cottage exterior is surrounded by lush greenery and blooming rose bushes, with a white picket fence enclosing the front yard. The gabled roof and shingle siding complement the tranquil landscape, offering a welcoming first impression.
Cottage in Mashpee
4.9 out of 5 average rating, 178 reviews

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!

Top guest favourite
A private deck features a glass-topped table set for dining, surrounded by black metal chairs. Soft blue cushions add comfort to the seating area, while a vase with yellow tulips brings a pop of color. The tranquil view of Deans Pond complements the inviting outdoor space.
Place to stay in Mashpee
4.95 out of 5 average rating, 83 reviews

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.

Top guest favourite
A modern kitchen features sleek cabinetry with gold handles, stainless steel appliances, and an ample countertop. A window allows natural light, while a coffee maker and a microwave are visible on the counter. The space is designed for functionality and ease of use.
Cottage in Falmouth
5 out of 5 average rating, 38 reviews

Family Cottage by the Bay

NEW: BIKES FOR 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 new BIKES with locks, 55" tv, fully equipped kitchen, 2-person hammock, GRILL, 6 beach chairs, beach cooler and a beach tent.

Guest favourite
A modern Cape house is situated on a spacious lawn, framed by tall trees. The two-story structure features a mix of large windows and a composite siding exterior. A patio area is visible, complemented by simple chairs, and a view of the water is seen in the distance.
Holiday home in Mashpee
4.92 out of 5 average rating, 50 reviews

Private Beach Haven on Seconsett Island

This charming 4-bed, 2-bath Cape house on Seconsett Island is an ideal retreat for those seeking a memorable Cape Cod experience. Nestled in a perfect location, it offers breathtaking views and exclusive access to a private beach. Whether you're into activities like clam digging, kayaking, swimming in the ocean, or exploring the coastline with our powerboat. Book your stay now and embark on an unforgettable adventure. Create memories that will last a lifetime in this picturesque setting.

Superhost
An outdoor area features white Adirondack chairs arranged around a stone fire pit, filled with firewood. The scene overlooks a calm river lined with trees, under a clear blue sky. A boat is visible in the distance, enhancing the waterfront view.
Cottage in Mashpee
4.85 out of 5 average rating, 40 reviews

The Front Cottage: Waterfront/Dock/Hot tub

The Front Cottage is appately named waterfront with dock and hot tub, situated on a flat, grassy lot with fire pit overlooking Great River on Monomoscoy Island, accessible by car via a short causeway, and part of a protected bird and wildlife sanctuary. This is the quintessential Cape experience - you cannot do better than this central, but yet off the tourist track, location. Walk down to your private beach, and take dip in the warm water, fish or kayak off the dock or just relax!

Top guest favourite
A cozy living area features a lightweight sofa adorned with colorful cushions, complemented by a pink upholstered chair. Large windows reveal ocean views, allowing natural light to fill the space. A small table holds fruit and a book, creating a welcoming setting.
Cottage in Edgartown
5 out of 5 average rating, 25 reviews

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!

Superhost
A panoramic view showcases a sandy beach meeting calm ocean waters under a clear blue sky. Lush green grass lines a white picket fence, providing a sense of privacy. Small groups of people can be seen enjoying the beach, creating a relaxed coastal scene.
Cottage in Mashpee
4.86 out of 5 average rating, 56 reviews

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 and a short walk to private all of the amenities New Seabury has to offer.

Top guest favourite
Apartment in Mashpee
4.97 out of 5 average rating, 169 reviews

New Seabury Cape Condo | Pool & Beach Escape

Welcome to your coastal getaway at The Mews in New Seabury, Mashpee—a refined Cape-style condo tucked within an intimate golf course community. This exclusive enclave of just 15 residences offers a peaceful, private escape with access to a shared association pool reserved solely for residents. Enjoy nearby beaches like South Cape Beach State Park and Mashpee Town Beach, both just minutes away, for the perfect Cape Cod retreat.

Popular amenities for beachfront rentals in South Shore