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

$560

per person

Nov 5 - Nov 8

found 3 hours ago

Roundtrip flight included

New York (NYC) to Portland (PWM)

8.6/10 Excellent! (111 reviews)

Nice hotel and outside ocean view & small beach. Walkable to Kennebunkport shops, yet far enough removed to be quiet. Restaurant food & drink were yummy!

Reviewed on Sep 1, 2026

Kennebunkport Captains Collection

$960

per person

Oct 4 - Oct 7

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Portland (PWM)

9.4/10 Exceptional! (734 reviews)

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See all available trips from Columbus to Kennebunkport

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3 Night Beach vacations in Kennebunkport

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

Breakwater Inn

$560

per person

Nov 5 - Nov 8

found 3 hours ago

Roundtrip flight included

New York (NYC) to Portland (PWM)

8.6/10 Excellent! (111 reviews)

Nice hotel and outside ocean view & small beach. Walkable to Kennebunkport shops, yet far enough removed to be quiet. Restaurant food & drink were yummy!

Reviewed on Sep 1, 2026

Kennebunkport Captains Collection

$960

per person

Oct 4 - Oct 7

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Portland (PWM)

9.4/10 Exceptional! (734 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Kennebunkport

View all trips

4 Night Beach vacations in Kennebunkport

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

The Lodge at Turbat's Creek

$821

per person

Oct 5 - Oct 9

found 8 hours ago

Roundtrip non-stop flight included

Nashville (BNA) to Portland (PWM)

9.2/10 Wonderful! (894 reviews)

Kennebunkport Captains Collection

$1,787

per person

Oct 5 - Oct 9

found 8 hours ago

Roundtrip non-stop flight included

Nashville (BNA) to Portland (PWM)

9.4/10 Exceptional! (734 reviews)

Nonantum Resort

$983

per person

Oct 5 - Oct 9

found 8 hours ago

Roundtrip non-stop flight included

Nashville (BNA) to Portland (PWM)

9.2/10 Wonderful! (953 reviews)

My wife and I like to eat healthy and we were impressed with the breakfast. Also, Caroline, the buffet waitress, went above and beyond. The landscape is very well maintained. Colorful and beautiful. We wish they would have a gym. But we would definitely stay here again.

Reviewed on Sep 1, 2026

Don't see what you're looking for?

See all available trips from Columbus to Kennebunkport

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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 $560. 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 ...

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 ...

9.2/10 Wonderful! (955 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...

"My wife and I like to eat healthy and we were impressed with the breakfast. Also, Caroline, the buffet waitress, went above and beyond. The landscape is very well maintained. Colorful and beautiful. We wish they would have a gym. But we would definitely stay here again."

Reviewed on Sep 1, 2026

Kennebunkport Inn

One Dock Square Kennebunkport ME

2 min walk from Dock Square

Stroll along the shoreline in Kennebunkport, as you'll be close to the beach when booking a stay at this hotel. Amenities at Kennebunkport Inn include a restaurant, ...

9.2/10 Wonderful! (611 reviews)

Travelers like: close to beach, beach towels

Travelers say...

"The location is great - onsite parking and super helpful staff. Beds were mega comfy and room was roomy and perfect for what we needed."

Reviewed on Aug 25, 2026

See all 4,233 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.