Rockport Beach Vacations

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4 Night Beach vacations in Rockport

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

Addison Choate Inn

$841
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Boston (BOS)
9.8/10 Exceptional! (402 reviews)
Lovely old house that has become a beautiful inn. Walkable to downtown, train station, beach, terrific porch for outdoor afternoon relaxing. Our room “Wide Berth” was clean, spacious and bright, with two comfortable side chairs. Window ac unit was quiet and kept the room at just the right temp. Commin spaces were clean and well decorated.

Reviewed on Aug 20, 2026

The Yankee Clipper Inn

The Yankee Clipper Inn

$925
per person
Oct 10 - Oct 14
found 1 hour ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9/10 Wonderful! (402 reviews)
Rockport Inn And Suites

Rockport Inn And Suites

$906
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Boston (BOS)
8.6/10 Excellent! (1,540 reviews)
nothing to add

Reviewed on Aug 20, 2026

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Find your perfect Rockport beach vacation

How do I book the best Rockport beach vacation packages?

Life’s a beach when you dive into our brilliant Rockport 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 Rockport?

A rental steps from the shore creates an amazingly affordable Rockport beach vacation. Seaside sojourns during low season start from $841. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in Rockport?

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 Rockport 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 Rockport 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 Rockport beach vacation deals?

Sort your search results by deals to delight in amazing Rockport 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 Rockport beach trip with free cancellation and/or flexible dates?

Just like the Rockport 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 Rockport 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 Rockport. (OK, maybe not that last part.)

Top Beach Rockport Hotels

The Cove at Rockport Hotel

The Cove at Rockport Hotel

1 King St Rockport MA
  • 18 min walk from Cape Ann
Get ready to watch the sunset as you'll be just steps from Front Beach when booking a stay at this hotel, the ideal choice if you're looking for a Rockport ...
9/10 Wonderful! (185 reviews)
"Check in and check out we’re very easy -able to be completed via phone. The hotel and room were beautiful and so clean. They had plenty of towels, make-up removal kits, and coffee supplies to share among 3 girls! Close walk into down-town area and across the street from the beach. Nice roof top area ..."

Reviewed on Aug 17, 2026

The Cove at Rockport Hotel
Emerson Inn

Emerson Inn

1 Cathedral Avenue Rockport MA
  • 6 min drive from Cape Ann
At this historic hotel, get ready to watch the sunset on the beach in Rockport, as you'll be near the beach. A seasonal outdoor pool and a bar are just a few ...
9/10 Wonderful! (283 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...
"Beautiful view"

Reviewed on Aug 22, 2026

Emerson Inn
Addison Choate Inn

Addison Choate Inn

49 Broadway Rockport MA
  • 14 min walk from Cape Ann
At this bed & breakfast, get ready to enjoy the sunsets on the beach in Rockport, as you'll be within walking distance of Front Beach.
9.8/10 Exceptional! (411 reviews)
"Lovely old house that has become a beautiful inn. Walkable to downtown, train station, beach, terrific porch for outdoor afternoon relaxing. Our room “Wide Berth” was clean, spacious and bright, with two comfortable side chairs. Window ac unit was quiet and kept the room at just the right temp. Commin ..."

Reviewed on Aug 20, 2026

Addison Choate Inn
See all 1,734 properties in Rockport
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.

Things to do

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

$50
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

$17
per traveler
80% of travellers recommend
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
Guided Tour of Crane Estate All-Inclusive Day Trip from Boston

Guided Tour of Crane Estate All-Inclusive Day Trip from Boston

$87
per adult
Guided Tour of Crane Estate All-Inclusive Day Trip from Boston
See all activities in Rockport

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.