South Shore vacation rentals

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Popular amenities for South Shore vacation rentals

Other great vacation rentals in South Shore

Top guest favorite
Home in Falmouth
5 out of 5 average rating, 15 reviews

Luxury-Waterfront-Pets OK-Large Family-Bike Path

MaryjaneRating, 5 stars6 months ago
We stayed for three nights for our daughters wedding at the cape club and it was close to the venue, easy to find, beautiful home in a peaceful setting and right near the bike path which was great for morning runs!!! I would absolutely recommend this beautiful home for a large group to stay and enjoy the Falmouth area!!!
Top guest favorite
Cottage in Barnstable
4.99 out of 5 average rating, 143 reviews

Beach Glass Cottage - Pond Front

LindaRating, 5 stars5 days ago
Beautiful home (cottage) with every thought and attention to detail to make it feel like home. Immaculate and clean! Wonderful view of the pond with geese that came to visit. We would have enjoyed the beautiful patio, outdoor furnishings and fire pit if only the weather was more accommodating during our stay (rain😢). Would definitely would reserve again if traveling to the area. Thoroughly happy quest!
Superhost
Cottage in Dennis
4.7 out of 5 average rating, 56 reviews

Great Cottage - Walk to the Beach! (97)

GriffinRating, 5 stars8 months ago
We had a great time at this cottage. The location is perfect with a two minute walk to the beach and great restaurants at both ends of the street. Close to lots of fun family stuff to do. Just enough space for our four-person family!
Guest favorite
Home in Mashpee
4.94 out of 5 average rating, 18 reviews

25 Menemsha Rd., Popponesset, pond & beach views

LisaRating, 5 stars5 months ago
We absolutely enjoyed our stayed. It's beautiful from the pictures online, but when you walk in it has a feel of being at a getaway even better than expected. The view is gorgeous and the home is very well kept and decorated. A big bonus for us was the spacious outdoor hottub. I would definitely feel comfortable booking with them again!
Top guest favorite
Home in Vineyard Haven
5 out of 5 average rating, 59 reviews

Well-Appointed 3 Bedrm 4 Bathrm w/ 50+ 5* Reviews

ElizabethRating, 5 stars8 months ago
Lisa is an incredible host! She was very responsive and easy to reach. The house was very clean and neat and well equipped to make your stay easy and enjoyable. You can really tell that she cares about the home and the comfort of her guests. The home is located in a very quiet lowkey neighborhood with easy access to town and everything you need either by bike or car. I would definitely stay there again.
Superhost
Home in Falmouth
4.84 out of 5 average rating, 49 reviews

Escape to the Cape

RodionRating, 5 stars8 months ago
Ananta was very communicative and proactively helpful. Her residence was very accommodating for a family of 6 plus a cat. We all really enjoyed our stay. P.S. Thank you for the welcome snacks and the plant!
Superhost
Home in Falmouth
4.8 out of 5 average rating, 25 reviews

5 Bedroom, Central Air, Close to Beaches and MORE!

CarolRating, 5 stars9 months ago
It is a nice house for a large family. We had between 8-12 there at any points. Close to beaches.
Superhost
Home in Falmouth
4.75 out of 5 average rating, 4 reviews

NEW! 2 Houses, Main House plus Guest House

CassandraRating, 5 stars8 months ago
We stayed here with a large group of friends including toddlers and babies for a friend’s wedding. We loved the space, especially sitting out on the deck together, having two separate spaces so some friends could stay up chatting while the kids slept in the other house was excellent. We would highly recommend this house for a fun and relaxing group trip!

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.

Destinations to explore