South Shore vacation rentals
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Top-rated vacation rentals in South Shore
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Popular amenities for South Shore vacation rentals
Other great vacation rentals in South Shore
Apartment in Nantucket
4.94 out of 5 average rating, 48 reviewsTrotacre Kin - A Relaxing Cisco Sanctuary
Apartment in Nantucket
5.0 out of 5 average rating, 11 reviewsCozy Coastal Getaway 1BRM 1BTH Apartment with BBQ
Home in Nantucket
5.0 out of 5 average rating, 25 reviewsHumble beach home in Madequecham 🐋🐚
Condo in Nantucket
4.95 out of 5 average rating, 56 reviewsNewly renovated one-bedroom condo in Town
Guesthouse in Nantucket
4.99 out of 5 average rating, 82 reviewsQuality stay
Cottage in Nantucket
5.0 out of 5 average rating, 14 reviewsExpansive views of Madaket Harbor
Home in Nantucket
5.0 out of 5 average rating, 10 reviewsThe Nantucket Farmhouse
Guesthouse in Nantucket
4.97 out of 5 average rating, 63 reviewsEntire rental unit• Adorable second floor 2BD, 2BT
Other great vacation rentals in South Shore
Home in Nantucket
5.0 out of 5 average rating, 39 reviewsCharter House Luxury Home 2 Blocks from Town
Vacation home in Nantucket
5.0 out of 5 average rating, 33 reviews3 Queen, 1 King, 3 baths apartment in Nantucket
Apartment in Nantucket
5.0 out of 5 average rating, 24 reviewsNewly renovated home in Nantucket (sleep 3)
Home in Nantucket
5.0 out of 5 average rating, 11 reviews*Parker House*/Nantucket/Newly Updated
Cottage in Nantucket
4.99 out of 5 average rating, 84 reviewsAttractive 3 Bedroom/2 Bath in Town
Apartment in Nantucket
4.92 out of 5 average rating, 37 reviewsPerfect Couple's Getaway!
Home in Nantucket
5.0 out of 5 average rating, 16 reviewsIn-Town, Historic District, Nantucket Home + Yard
Home in Nantucket
4.98 out of 5 average rating, 51 reviews3 Bedroom with fenced in yard in Surfside Area
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.
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.
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.
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