Kennebunkport Beach Vacations 2026

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Top Beach vacation packages in Kennebunkport

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

Breakwater Inn

$536

per person

Dec 30 - Jan 2

found 1 day ago

Roundtrip flight included

New York (NYC) to Portland (PWM)

8.6/10 Excellent! (125 reviews)

Beautifully appointed newly renovated room with a great view.

Reviewed on Oct 17, 2026

Kennebunkport Captains Collection

$770

per person

Dec 17 - Dec 21

just found

Roundtrip flight included

Miami (MIA) to Portland (PWM)

9.4/10 Exceptional! (751 reviews)

This place was awesome. The staff was excellent and so accommodating. The breakfasts were delicious . My daughter and I wanted to sit outside on their couches with a bottle of champagne and some goodies we brought . They pulled out cutting boards and cheese knifes for us to use that made our experience perfect on a beautiful fall day !

Reviewed on Oct 16, 2026

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3 Night Beach vacations in Kennebunkport

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

Breakwater Inn

$536

per person

Dec 30 - Jan 2

found 1 day ago

Roundtrip flight included

New York (NYC) to Portland (PWM)

8.6/10 Excellent! (125 reviews)

Beautifully appointed newly renovated room with a great view.

Reviewed on Oct 17, 2026

Kennebunkport Captains Collection

$694

per person

Dec 26 - Dec 29

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Portland (PWM)

9.4/10 Exceptional! (751 reviews)

Reviewed on Oct 16, 2026

Don't see what you're looking for?

See all available trips from Columbus to Kennebunkport

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4 Night Beach vacations in Kennebunkport

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

The Colony Hotel

$685

per person

Nov 19 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

Omaha (OMA) to Portland (PWM)

8.8/10 Excellent! (1,007 reviews)

Kennebunkport Captains Collection

$770

per person

Dec 17 - Dec 21

just found

Roundtrip flight included

Miami (MIA) to Portland (PWM)

9.4/10 Exceptional! (751 reviews)

Reviewed on Oct 16, 2026

Don't see what you're looking for?

See all available trips from Columbus to Kennebunkport

View all trips

How do I book the best Kennebunkport beach vacation packages?

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

A rental steps from the shore creates an amazingly affordable Kennebunkport beach vacation. Seaside sojourns during low season start from $536. Prices and availability are subject to change. Additional terms may apply.

When should I book a Kennebunkport 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 Kennebunkport?

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 Kennebunkport 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 Kennebunkport 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 Kennebunkport beach vacation deals?

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

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

Top Beach Kennebunkport Hotels

The Colony Hotel

140 Ocean Ave Kennebunkport ME

20 min walk from Dock Square

Make the most of this fantastic location, as you'll be close to Colony Beach with a vacation stay at this hotel. A seasonal outdoor pool, a poolside bar, and ...

Kennebunkport Captains Collection

6 Pleasant Street Kennebunkport ME

6 min walk from Dock Square

At this luxury hotel, get ready to lounge by the shoreline in Kennebunkport, as you'll be within walking distance of Colony Beach. Beach towels and sun loungers ...

9.4/10 Exceptional! (761 reviews)

"This place was awesome. The staff was excellent and so accommodating. The breakfasts were delicious . My daughter and I wanted to sit outside on their couches with a bottle of champagne and some goodies we brought . They pulled out cutting boards and cheese knifes for us to use that made our experience ..."

Reviewed on Oct 16, 2026

Nonantum Resort

95 Ocean Ave Kennebunkport ME

13 min walk from Dock Square

At this hotel, get ready to stroll along the shore in Kennebunkport, as you'll be close to Colony Beach. 2 restaurants, a seasonal outdoor pool, and a poolside ...

See all 4,119 properties in Kennebunkport

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.