South Shore vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

0 of 0 items showing
1 of 3 pages
0 of 0 items showing
1 of 12 pages

Popular amenities for South Shore vacation rentals

Other great vacation rentals in South Shore

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

Family Friendly 5 BR, Walk to Town, Beach & Ferry!

DanRating, 5 stars7 months ago
Beautiful house and perfect for our group's time on the Vineyard. This place is a newer house, well-designed and makes an ideal home base for island time. Thanks!
Guest favorite
Vacation home in Falmouth
4.96 out of 5 average rating, 24 reviews

Fabulous Falmouth Heights home steps to beach!

KatieRating, 5 stars1 week ago
Beautiful home in Falmouth Heights. Plenty of room, looked just like the photos. Quiet neighborhood and a quick walk up to the beach. Plenty of space where we didn’t feel like we were on top of each other but absolutely LOVED the big couch so we could all hang out and watch movies together on the cold nights. Lesley was super responsive and accommodating to all of our needs and questions. Amazing place and host!
Guest favorite
Vacation home in Falmouth
4.92 out of 5 average rating, 52 reviews

2 Acre Waterfront Oasis Overlooking Waquoit Bay

RebeccaRating, 5 stars2 weeks ago
We had the most wonderful time here! The place was so comfortable and on a very peaceful beautiful property. We would definitely come again! It was perfect for our party of 8, sleeping and hanging and cooking and enjoying the off season quiet.
Guest favorite
Apartment in Oak Bluffs
4.93 out of 5 average rating, 135 reviews

Victorian Oasis: Driveway, hot tub, grill & more

EmilyRating, 5 stars7 months ago
This was our second time renting this property. We had a lovely adults weekend, and really enjoyed our stay.
Superhost
Home in Falmouth
4.8 out of 5 average rating, 25 reviews

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

CarolRating, 5 stars8 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 stars7 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!
Guest favorite
Apartment in Nantucket
4.98 out of 5 average rating, 45 reviews

The Boucher Hideaway

AlyceRating, 5 stars4 months ago
Best spot to accommodate a girls weekend. Easy to get places from downtown to Cisco. We felt at home and house had everything you need. The host is super flexible and responsive. We loved it!
Superhost
Home in Oak Bluffs
4.9 out of 5 average rating, 10 reviews

❇️Walking to the Beach❇️Bars and Restaurant’s

WilliamRating, 5 stars8 months ago
Ana is a fantastic host! This was our second time here and it was just as great as the first...looking forward to visiting again as soon as possible!

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