Southeast Massachusetts Beach Vacations 2026

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Top Beach vacation packages in Southeast Massachusetts

Price found within the past 48 hours. Click for updated prices.

The Mansion at Ocean Edge

$652

per person

Nov 14 - Nov 18

found 3 hours ago

Roundtrip flight included

Philadelphia (PHL) to Boston (BOS)

8.2/10 Very Good! (1,002 reviews)

Harbor View Hotel

$2,082

per person

Dec 9 - Dec 16

found 9 hours ago

Roundtrip flight included

Asheville (AVL) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,001 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Southeast Massachusetts

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5* Beach vacations in Southeast Massachusetts

Price found within the past 48 hours. Click for updated prices.

Harbor View Hotel

$2,082

per person

Dec 9 - Dec 16

found 9 hours ago

Roundtrip flight included

Asheville (AVL) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,001 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Southeast Massachusetts

View all trips

3 Night Beach vacations in Southeast Massachusetts

Price found within the past 48 hours. Click for updated prices.

The Mansion at Ocean Edge

$1,071

per person

Dec 23 - Dec 26

found 10 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Boston (BOS)

8.2/10 Very Good! (1,002 reviews)

Harbor View Hotel

$1,436

per person

Nov 2 - Nov 5

found 1 day ago

Roundtrip non-stop flight included

Raleigh (RDU) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,001 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Southeast Massachusetts

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4 Night Beach vacations in Southeast Massachusetts

Price found within the past 48 hours. Click for updated prices.

Chatham Tides

$637

per person

Nov 14 - Nov 18

found 3 hours ago

Roundtrip flight included

Philadelphia (PHL) to Boston (BOS)

9.4/10 Exceptional! (776 reviews)

We loved this quaint quiet hotel off the main drag and with its private beach! bikes and grills provided were a bonus. Staff were beyond helpful! Will definitely return!!!

Reviewed on Sep 30, 2026

By the Sea Guests Bed & Breakfast & Suites

$695

per person

Nov 14 - Nov 18

found 3 hours ago

Roundtrip flight included

Philadelphia (PHL) to Boston (BOS)

9.2/10 Wonderful! (243 reviews)

Our room was lovely with a beautiful ocean view! We could have stayed forever. It was quiet enough that the waves could be heard through the open window. The inn has a large veranda for breakfast overlooking the private beach. We thoroughly enjoyed our stay and hope to be back soon!

Reviewed on Sep 28, 2026

The Mansion at Ocean Edge

$652

per person

Nov 14 - Nov 18

found 3 hours ago

Roundtrip flight included

Philadelphia (PHL) to Boston (BOS)

8.2/10 Very Good! (1,002 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Southeast Massachusetts

View all trips

How do I book the best Southeast Massachusetts beach vacation packages?

Life’s a beach when you dive into our brilliant Southeast Massachusetts beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Southeast Massachusetts?

A rental steps from the shore creates an amazingly affordable Southeast Massachusetts beach vacation. Seaside sojourns during low season start from $637. Prices and availability are subject to change. Additional terms may apply.

When should I book a Southeast Massachusetts beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

How can I book the best family beach vacations in Southeast Massachusetts?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Southeast Massachusetts beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Southeast Massachusetts vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Southeast Massachusetts beach vacation deals?

Sort your search results by deals to delight in amazing Southeast Massachusetts beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Southeast Massachusetts beach trip with free cancellation and/or flexible dates?

Just like the Southeast Massachusetts tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Southeast Massachusetts beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Southeast Massachusetts. (OK, maybe not that last part.)

Top Beach Southeast Massachusetts Hotels

Sea Crest Beach Resort

350 Quaker Rd North Falmouth MA

2 hours drive from Gillette Stadium

At this hotel, get ready to enjoy the sunsets on the beach in North Falmouth, as you'll be near Cape Cod Beaches. 2 restaurants, a private beach, and a beach ...

Lighthouse Inn

1 Lighthouse Inn Rd West Dennis MA

2 hours drive from Gillette Stadium

Make the most of this fantastic location, as you'll be a short walk from Cape Cod Beaches with a holiday at this hotel. Amenities at Lighthouse Inn include a ...

8.8/10 Excellent! (329 reviews)

Travelers like: on the beach, sun loungers, beach umbrellas, beach towels

Travelers say...

"Loved the cottage! Beautiful view! Staff was lovely!"

Reviewed on Oct 2, 2026

Chatham Bars Inn

297 Shore Rd Chatham MA

2 hours drive from Gillette Stadium

Settle in and relax at this luxury boutique resort and get ready to stroll along the shore in Chatham, as you'll be a short walk from Cape Cod Beaches. 3 outdoor ...

See all 11,305 properties in Southeast Massachusetts

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.