Book Holiday Homes in Kennebunkport

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Featured Holiday Homes in Kennebunkport

A beautiful ocean view cottage.  Come enjoy the wonderful beach!

A beautiful ocean view cottage. Come enjoy the wonderful beach!

Old Orchard Beach
Stay at this vacation home in Old Orchard Beach. Enjoy air conditioning. Popular attractions Old Orchard Beach Pier and Engine are located nearby.
A beautiful ocean view cottage. Come enjoy the wonderful beach!
STUNNING NEW BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: 9/28-10/3 OPEN NOW!

STUNNING NEW BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: 9/28-10/3 OPEN NOW!

Wells
Book a stay at this beach vacation home in Wells. Enjoy free WiFi, a beach locale, and patios. Popular attractions Moody Beach and Ogunquit Beach are located ...
STUNNING NEW BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: 9/28-10/3 OPEN NOW!
Unique Beach and Ocean Panoramic Views, this home has it all !

Unique Beach and Ocean Panoramic Views, this home has it all !

Wells
Stay at this vacation home in Ogunquit. Enjoy a beach locale, patios, and cable/satellite TV service. Popular attractions Moody Beach and Ogunquit Beach are ...
Unique Beach and Ocean Panoramic Views, this home has it all !
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Historic Kennebunkport home only 0.3 miles to Dock Square

Historic Kennebunkport home only 0.3 miles to Dock Square

Kennebunkport
The price is NZ$1,063 per night from 1 Dec to 2 Dec
NZ$1,063
includes taxes & fees
1 Dec - 2 Dec
Book a stay at this family-friendly vacation home in Kennebunkport. Enjoy a water park, a garden, and patios. Popular attractions Dock Square and Kennebunkport ...
Historic Kennebunkport home only 0.3 miles to Dock Square
Fantastic Beach House! 4 bedroom across the Ocean.

Fantastic Beach House! 4 bedroom across the Ocean.

Wells
Stay at this vacation home in Wells. Enjoy free WiFi, a rooftop terrace, and balconies. Popular attractions Moody Beach and Ogunquit Beach are located ...
Fantastic Beach House! 4 bedroom across the Ocean.
STUNNING BEACHFRONT HOME:AMAZING OCEAN VIEWS-BEACH ACCESS: FRONT ROW BEACH!

STUNNING BEACHFRONT HOME:AMAZING OCEAN VIEWS-BEACH ACCESS: FRONT ROW BEACH!

Wells
Stay at this vacation home in Wells. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Moody Beach and Ogunquit Beach ...
STUNNING BEACHFRONT HOME:AMAZING OCEAN VIEWS-BEACH ACCESS: FRONT ROW BEACH!
Stille Wasser, Quiet, secluded spot on Saco River with Dock (Boat lift option)

Stille Wasser, Quiet, secluded spot on Saco River with Dock (Boat lift option)

Buxton
Stay at this vacation home in Buxton. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attraction Swan Pond is located nearby.
Stille Wasser, Quiet, secluded spot on Saco River with Dock (Boat lift option)
Quintessential Maine Beach Cottage

Quintessential Maine Beach Cottage

Kennebunkport
Book a stay at this family-friendly vacation home in Kennebunkport. Enjoy free WiFi, a water park, and a fitness center. Popular attractions Dock Square and ...
Quintessential Maine Beach Cottage
Charming 110-year former Inn 10' from the Ocean!

Charming 110-year former Inn 10' from the Ocean!

South Portland
Book a stay at this beach vacation home in South Portland. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Maine Mall and Willard Beach ...
Charming 110-year former Inn 10' from the Ocean!
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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.

Kennebunkport Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Kennebunkport vacation homes are the perfect way for you to wing it.

Holiday houses in Kennebunkport let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Kennebunkport in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Kennebunkport adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Kennebunkport with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Kennebunkport vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Kennebunkport Holiday Homes essential information

Accommodation
924 Holiday Homes
Lowest Price
NZ$286
Highest Price
NZ$1,063
Popular accommodation
A beautiful ocean view cottage. Come enjoy the wonderful beach!, STUNNING NEW BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: 9/28-10/3 OPEN NOW!, Unique Beach and Ocean Panoramic Views, this home has it all !, Historic Kennebunkport home only 0.3 miles to Dock Square, Fantastic Beach House! 4 bedroom across the Ocean., STUNNING BEACHFRONT HOME:AMAZING OCEAN VIEWS-BEACH ACCESS: FRONT ROW BEACH!, Stille Wasser, Quiet, secluded spot on Saco River with Dock (Boat lift option), Quintessential Maine Beach Cottage, Charming 110-year former Inn 10' from the Ocean!

Top trending hotels in Kennebunkport

The Breakwater Inn and Spa

The Breakwater Inn and Spa

4.5 out of 5
127 Ocean Avenue, Kennebunkport, ME
The price is NZ$286 per night from 24 Nov to 25 Nov
NZ$286
includes taxes & fees
24 Nov - 25 Nov
Stay at this 4.5-star luxury hotel in Kennebunkport. Enjoy free parking, a full-service spa, and room service. Our guests praise the helpful staff in our reviews. ...
The Breakwater Inn and Spa
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
6 Pleasant Street, Kennebunkport, ME
The price is NZ$417 per night from 1 Dec to 2 Dec
NZ$417
includes taxes & fees
1 Dec - 2 Dec
Stay at this 4.5-star luxury hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Kennebunkport Captains Collection
The Colony Hotel

The Colony Hotel

3 out of 5
140 Ocean Ave, Kennebunkport, ME
Book a stay at this business-friendly hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
The Colony Hotel
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Kennebunkport Inn

Kennebunkport Inn

3 out of 5
One Dock Square, Kennebunkport, ME
The price is NZ$306 per night from 24 Nov to 25 Nov
NZ$306
includes taxes & fees
24 Nov - 25 Nov
Stay at this 3-star hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Kennebunkport Inn
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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.

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^Subject to availability and chosen travel dates.