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
When you stay at this vacation home in Old Orchard Beach, you'll be on the waterfront, a 2-minute drive from Old Orchard Beach Pier and 9 minutes from ...
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
When you stay at this vacation home in Wells, you'll be on the beach, within a 10-minute drive of Moody Beach and Ogunquit 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 !

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

Wells
When you stay at this vacation home in Ogunquit, you'll be on the beach, just steps from Moody Beach and Ogunquit Beach.
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 AU$768 per night from 3 Nov to 4 Nov
AU$768
includes taxes & fees
3 Nov - 4 Nov
A stay at this vacation home places you in the heart of Kennebunkport, steps from Kennebunkport Village Green and 5 minutes by foot from Mast Cove ...
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
When you stay at this vacation home in Wells, you'll be near the beach, within a 10-minute drive of Ogunquit Beach and Moody Beach.
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
When you stay at this vacation home in Wells, you'll be by the ocean, within a 15-minute drive of 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
When you stay at this vacation home in Buxton, you'll be on the waterfront and 8 minutes by car from Saco River.
Stille Wasser, Quiet, secluded spot on Saco River with Dock (Boat lift option)
Quintessential Maine Beach Cottage

Quintessential Maine Beach Cottage

Kennebunkport
With a stay at this vacation home in Kennebunkport (Goose Rocks Beach), you'll be a 1-minute drive from Goose Rocks Beach and 10 minutes from Vaughn's Island ...
Quintessential Maine Beach Cottage
Charming 110-year former Inn 10' from the Ocean!

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

South Portland
With a stay at this vacation home in South Portland (Willard), you'll be within a 15-minute drive of State Theatre and Maine Mall.
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
AU$262
Highest Price
AU$768
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 Colony Hotel

The Colony Hotel

3 out of 5
140 Ocean Ave, Kennebunkport, ME
The price is AU$331 per night from 17 Nov to 18 Nov
AU$331
includes taxes & fees
17 Nov - 18 Nov
With a stay at The Colony Hotel in Kennebunkport, you'll be a 4-minute walk from Colony Beach and 8 minutes by foot from St. Ann’s Episcopal Church.
The Colony Hotel
The Breakwater Inn and Spa

The Breakwater Inn and Spa

4.5 out of 5
127 Ocean Avenue, Kennebunkport, ME
The price is AU$305 per night from 3 Nov to 4 Nov
AU$305
includes taxes & fees
3 Nov - 4 Nov
With a stay at The Breakwater Inn and Spa in Kennebunkport, you'll be by the ocean, just a 4-minute walk from Colony Beach and 7 minutes by foot from St. Ann’s ...
The Breakwater Inn and Spa
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
6 Pleasant Street, Kennebunkport, ME
The price is AU$271 per night from 1 Dec to 2 Dec
AU$271
includes taxes & fees
1 Dec - 2 Dec
Located in Kennebunkport, Kennebunkport Captains Collection is by the ocean, within a 10-minute drive of Walker's Point and Mother's Beach.
Kennebunkport Captains Collection
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The Boathouse Waterfront Hotel & Marina

The Boathouse Waterfront Hotel & Marina

3 out of 5
21 Ocean Ave, Kennebunkport, ME
The price is AU$262 per night from 24 Nov to 25 Nov
AU$262
includes taxes & fees
24 Nov - 25 Nov
When you stay at The Boathouse Waterfront Hotel & Marina in Kennebunkport, you'll be on the waterfront, just steps from Dock Square and 4 minutes by foot from ...
The Boathouse Waterfront Hotel & Marina
Don't see what you're looking for?
See all available properties in Kennebunkport
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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.