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Vacation rentals in South Shore

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Top-rated vacation rentals in South Shore

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

Heart of the Sea
Entire rental unit · 2 guests · 1 bed · 1 bath
Heart of the SeaFirst floor one bedroom studio for 2 guests only. Centrally located right on Nantucket Island's extensive bike path network. Enjoy high end furnishings tile bath room, marble counter tops and ultra comfortable mattress, down pillows and luxurious linens.
LOVELY  1BD, 1BT Studio with backyard & BBQ
SUPERHOST
Entire guesthouse · 4 guests · 2 beds · 1 bath
LOVELY 1BD, 1BT Studio with backyard & BBQSUNRISE-Recently renovated 1BD, 1BT Studio with backyard and BBQ. It's a separate dwelling behind the main house( that has been rented too). Could sleeps up to 4 people. With full Kitchen( new appliances), A/C, Wifi, cable, off street parking. 1 min away from bike path.Walking distance to coffee shop, bike rental shop, play ground. Easy access to town and beaches.Guests can get around by bus(The NRTA stop is right on the corner),bike, uber/taxi. Beach chairs and towels,umbrella&linens provided
SUNNY second floor 2BD, 2BT
SUPERHOST
Entire rental unit · 4 guests · 2 beds · 2 baths
SUNNY second floor 2BD, 2BTNewly renovated, bright and well designed 2BD, 2BT in convenient mid island area that is great for family with kids or a small group of friends. Could sleep up to 4 people. Private entrance.1Spacious BD with king bed, a couch, BT/shower, a desk. Another BD with queen bed, couch, TV, dining table&chairs, 2nd BT/bathtub, W/D, fully equipped kitchenette( fridge/freeze, oven, microwave, coffeemaker, toaster, hot plates burner), A/C.Bath & beach towels, chairs, umbrella and linens provided.

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Other great vacation rentals in South Shore

  1. Entire residential home
  2. Nantucket
Luxurious Nantucket Getaway|Heated Pool
$493 per night
SUPERHOST
  1. Entire residential home
  2. Nantucket
NANTUCKET ••• Honeymoon cottage
$350 per night
SUPERHOST
  1. Entire rental unit
  2. Nantucket
Brand New modern 2 bedroom 2nd floor apartment
$329 per night
  1. Entire cottage
  2. Nantucket
Brand New Free Standing/Studio
$220 per night
  1. Entire cottage
  2. Nantucket
Brand new upscale cottage-great location
$450 per night
SUPERHOST
  1. Entire rental unit
  2. Nantucket
“Somer Sweet” is Moments Away to the Beach!
$225 per night
  1. Entire rental unit
  2. Nantucket
Perfect Nantucket Getaway
$355 per night
  1. Entire residential home
  2. Nantucket
New Listing close to Downtown, the Cliff House ACK
$552 per night
SUPERHOST
  1. Entire condominium (condo)
  2. Nantucket
Mid island gem On local bus route and bike trails.
$360 per night
SUPERHOST
  1. Entire residential home
  2. Nantucket
Charming 4 bedroom home in Miacomet!
$315 per night
SUPERHOST
  1. Private room
  2. Nantucket
Private Modern Bedroom in a Central Location
$170 per night
  1. Entire condominium (condo)
  2. Nantucket
Newly-remodeled condo near the ocean w/ deck & gas grill - Dogs OK!
$301 per night

Your guide to South Shore

Welcome to South Shore

For a coastal New England vacation with a side of history, there’s no place like Massachusetts’ South Shore, where quaint towns dating back to before the Revolutionary War and beach-lined suburbs fill the space between Boston and Cape Cod. Settled by the Pilgrims more than 400 years ago, the area surrounding Route 3 brims with Colonial architecture, migrating whales (and the boats that watch for them), cranberry bogs, and picture-perfect stretches of rocky coastline where you can relax, breathe in the salty air, and gaze out over the water. Most of the South Shore towns boast convenient connections to Boston, invitingly cool Atlantic waters for escaping summer heat, and wind-wisped sand for shoreline strolls, but each has its own charms. The legendary and emblematic Plymouth Rock can be found in a state park in the town of Plymouth, Hull brings people in for its famous Nantasket Beach, and birders flock to Marshfield’s wildlife sanctuaries, Daniel Webster and North River.


How do I get around South Shore?

One of the big advantages the South Shore has over Massachusetts’ other coastal regions is its accessibility. Commuter rail connects many of the South Shore towns, including Plymouth, Braintree, and Quincy, to Boston’s South Station. Buses also run regularly from Boston’s Logan International Airport (BOS) and downtown Boston. Without traffic, it can take about 45 minutes to drive from Boston to Plymouth at the far end of the South Shore. However, congestion along Massachusetts Route 3 is notoriously bad. Once you’re on the South Shore, having a car is convenient for traveling to and from parks and beaches and between towns, so consider renting one, which you can do in many of the towns, or at the airport.


When is the best time to stay in a vacation rental in South Shore?

Summer is peak season along the South Shore, when the coastal winds bring relief to the often stifling heat and humidity, and you can jump into the refreshing Atlantic for additional reprieve. But as summer fades, the mild temperatures of autumn and picturesque fall colors also make for a nice time to visit before the winters bring freezing temperatures and snow.

Summer also coincides with the South Shore’s festival season. With the region’s prominent place in America’s Colonial and Revolutionary history, there’s no shortage of big celebrations, especially around Independence Day, where it can seem like every town throws a party. There’s also Flag Day (June 14) in Quincy and Marshfield’s annual August fair, while later in the year, Plymouth honors its own role in history with Thanksgiving celebrations.


What are the top things to do in South Shore?

Cranberry Bogs

Watch as harvesters wade through layers of bright red baubles as they rake cranberries from flooded fields. Farms around the region are open to visitors looking to catch a glimpse of the unique and colorful way that the holiday staple makes its way to tables around the country. Pick up fresh berries in season ― mid-October through the end of the year ― or pop by for frozen or canned products anytime.

Whale Watching

Book a tour on a whale-watching boat from Plymouth during whale season, from late spring to early fall, and relish the chance to spot majestic humpback whales as they frolic just off the coast.

Nantasket Beach

Considered by many to be the South Shore’s best beach, this sandy stretch of shoreline in the town of Hull clocks in at just over a mile long. On hot weekends, it can seem like the entire Commonwealth of Boston is here. Families in particular love it for its historic carousel, playground, and evening concerts. When the tide is out, the beach turns into a hotspot for tidepooling.