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4 Night Beach vacations in Rockport

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

The Yankee Clipper Inn

$787

per person

Sep 25 - Sep 28

found 1 day ago

Roundtrip non-stop flight included

San Diego (SAN) to Boston (BOS)

9/10 Wonderful! (382 reviews)

The pool is being renovated, so it’s was closed. One reason why I booked as it’s really hot weather. Expedia needs to keep updated. Hot Lobby no elevators or any help up the stairs. I was on 3rd floor. Dirty carpeting on stairs and hallway. Room smelled of cigarettes, checked to see if they could change room and the person I spoke with said she had just been in room and didn’t smell anything and offered to spray some air fresh. I declined as I have asthma. Later as I was stepping out to eat, same person offered a different room on a sister property across the street. Evermore steeper dirtier carpeted stairs led to a room that smelled super musty, I decided to stick with the devil I know cigarette smelling room. It was clean and had a shared balcony with an ocean view. Bed was ‘saggy’ with really worn bedding. Overall, I was disappointed with this stay. Oh and it was super expensive, given holiday. Which makes not having pool worse…

Reviewed on Jul 3, 2026

Addison Choate Inn

$1,015

per person

Sep 21 - Sep 25

found 1 day ago

Roundtrip flight included

Columbus (CMH) to Boston (BOS)

9.8/10 Exceptional! (390 reviews)

Impeccable, great location, parking, walk everywhere....

Reviewed on Jul 6, 2026

Rockport Inn And Suites

$823

per person

Aug 26 - Aug 30

found 5 hours ago

Roundtrip flight included

Orlando (MCO) to Boston (BOS)

8.6/10 Excellent! (1,533 reviews)

I loved the heated pool, the breakfast and the location. Our family had a great stay, thank you!

Reviewed on Jul 6, 2026

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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 $787. Prices and availability are subject to change. Additional terms may apply.

When should I book a Rockport 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 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

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! (171 reviews)

"The hotel was Beautiful.. very clean. Easy to get to. Easy to get in to the hotel and check in. Located right across the street from the beach. Beautiful deck you can sit on and look out at the ocean and have a cocktail or drink if you like. Staff were all great."

Reviewed on Jun 29, 2026

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, a restaurant, and a bar ...

9/10 Wonderful! (271 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...

"What a wonderful experience! Room, staff are top notch!"

Reviewed on Jun 21, 2026

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! (395 reviews)

"Impeccable, great location, parking, walk everywhere...."

Reviewed on Jul 6, 2026

See all 1,707 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.