Book Holiday Homes in Kennebunkport

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Featured Holiday Homes in Kennebunkport

Gorgeous 6 Bedroom Ocean Front Home steps from Short Sands

Gorgeous 6 Bedroom Ocean Front Home steps from Short Sands

York
When you stay at this vacation home in York Beach, you'll be on the waterfront, within a 15-minute drive of Ogunquit Beach and Long Sands Beach.
Gorgeous 6 Bedroom Ocean Front Home steps from Short Sands
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
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$795 per night from 3 Feb to 4 Feb
AU$795
includes taxes & fees
3 Feb - 4 Feb
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
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Sensational Beachfront Property Old Orchard Beach, Maine, with indoor elevator

Sensational Beachfront Property Old Orchard Beach, Maine, with indoor elevator

Old Orchard Beach
With a stay at this vacation home, you'll be centrally located in Old Orchard Beach, a 1-minute drive from Old Orchard Beach Pier and 10 minutes from ...
Sensational Beachfront Property Old Orchard Beach, Maine, with indoor elevator
Walk to Short Sands Beach!

Walk to Short Sands Beach!

York
With a stay at this vacation home in York Beach, you'll be within a 15-minute drive of Ogunquit Beach and Long Sands Beach.
Walk to Short Sands Beach!
Amazing Beach House! 5 Bedroom across the Ocean!

Amazing Beach House! 5 Bedroom across the Ocean!

Wells
When you stay at this vacation home in Wells, you'll be near the beach, within a 15-minute drive of Ogunquit Beach and Moody Beach.
Amazing Beach House! 5 Bedroom across the Ocean!
The Perfect Beach Escape: Cozy 4-Bedroom Retreat

The Perfect Beach Escape: Cozy 4-Bedroom Retreat

Old Orchard Beach
When you stay at this vacation home in Old Orchard Beach, you'll be on the beach, a 2-minute drive from Old Orchard Beach Pier and 9 minutes from Engine.
The Perfect Beach Escape: Cozy 4-Bedroom Retreat
Charming 110-year former Inn 10' from the Ocean!

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

South Portland
Located in South Portland (Willard), this vacation home is within a 10-minute drive of Portland Head Light and State Theatre.
Charming 110-year former Inn 10' from the Ocean!
The Moonglow! A beautiful ocean view house in Biddeford!

The Moonglow! A beautiful ocean view house in Biddeford!

Biddeford
With a stay at this vacation home in Biddeford, you'll be near the beach, within a 15-minute drive of Engine and Fortunes Rock Beach.
The Moonglow! A beautiful ocean view house in Biddeford!
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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
915 Holiday Homes
Lowest Price
AU$244
Highest Price
AU$795
Popular accommodation
Gorgeous 6 Bedroom Ocean Front Home steps from Short Sands, Quintessential Maine Beach Cottage, Historic Kennebunkport home only 0.3 miles to Dock Square, Sensational Beachfront Property Old Orchard Beach, Maine, with indoor elevator, Walk to Short Sands Beach!, Amazing Beach House! 5 Bedroom across the Ocean!, The Perfect Beach Escape: Cozy 4-Bedroom Retreat, Charming 110-year former Inn 10' from the Ocean!, The Moonglow! A beautiful ocean view house in Biddeford!

Top trending hotels in Kennebunkport

Breakwater Inn

Breakwater Inn

4.5 out of 5
127 Ocean Avenue, Kennebunkport, ME
The price is AU$250 per night from 8 Feb to 9 Feb
AU$250
includes taxes & fees
8 Feb - 9 Feb
With a stay at Breakwater Inn 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 Episcopal ...
Breakwater Inn
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
6 Pleasant Street, Kennebunkport, ME
The price is AU$326 per night from 4 Mar to 5 Mar
AU$326
includes taxes & fees
4 Mar - 5 Mar
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
The Colony Hotel

The Colony Hotel

3 out of 5
140 Ocean Ave, Kennebunkport, ME
The price is AU$244 per night from 3 Feb to 4 Feb
AU$244
includes taxes & fees
3 Feb - 4 Feb
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
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Kennebunkport Inn

Kennebunkport Inn

3 out of 5
One Dock Square, Kennebunkport, ME
The price is AU$259 per night from 3 Feb to 4 Feb
AU$259
includes taxes & fees
3 Feb - 4 Feb
With a stay at Kennebunkport Inn, you'll be centrally located in Kennebunkport, steps from Dock Square and within a 5-minute walk of Kennebunkport Harbor.
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.