Book Holiday Homes in Kennebunkport

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Featured Holiday Homes in Kennebunkport

Bright & breezy beach house w/ private backyard, central AC, & relaxing hot tub

Bright & breezy beach house w/ private backyard, central AC, & relaxing hot tub

Old Orchard Beach ME
A stay at this vacation home places you in the heart of Old Orchard Beach, within a 15-minute walk of Old Orchard Beach Pier and Old Orchard Beach.
Opens in a new windowBright & breezy beach house w/ private backyard, central AC, & relaxing hot tub
STUNNING BEACHFRONT HOME:AMAZING OCEAN VIEWS-BEACH ACCESS & OCEANFRONT DECK

STUNNING BEACHFRONT HOME:AMAZING OCEAN VIEWS-BEACH ACCESS & OCEANFRONT DECK

Wells ME
With a stay at this vacation home in Wells (Wells Beach), you'll be within a 15-minute drive of Marginal Way and Perkins Cove.
Opens in a new windowSTUNNING BEACHFRONT HOME:AMAZING OCEAN VIEWS-BEACH ACCESS & OCEANFRONT DECK
The Pioneer - York Beachfront living

The Pioneer - York Beachfront living

York ME
When you stay at this vacation home in York Beach, you'll be near the beach, just steps from Short Sands Beach and 9 minutes by foot from Long Sands Beach.
Opens in a new windowThe Pioneer - York Beachfront living
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The Boathouse Cottage is a beachfront family retreat

The Boathouse Cottage is a beachfront family retreat

Saco ME
With a stay at this vacation home in Saco (Camp Ellis), you'll be a 5-minute drive from Old Orchard Beach and 6 minutes from Old Orchard Beach Pier.
Opens in a new windowThe Boathouse Cottage is a beachfront family retreat
Sunny Modern Oasis in Portland’s Trendy East End

Sunny Modern Oasis in Portland’s Trendy East End

Portland ME
A stay at this vacation home places you in the heart of Portland, steps from Casco Bay and 4 minutes by foot from Portland Observatory.
Opens in a new windowSunny Modern Oasis in Portland’s Trendy East End
STUNNING BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: 180 DEGREE OCEAN/BEACH VIEWS

STUNNING BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: 180 DEGREE OCEAN/BEACH VIEWS

Wells ME
With a stay at this vacation home in Wells (Wells Beach), you'll be within a 15-minute drive of Marginal Way and Perkins Cove.
Opens in a new windowSTUNNING BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: 180 DEGREE OCEAN/BEACH VIEWS
7-bedroom home that sleeps 14.  5-minute walk to Moody Beach

7-bedroom home that sleeps 14. 5-minute walk to Moody Beach

Wells ME
With a stay at this vacation home in Wells, you'll be within a 15-minute drive of Marginal Way and Perkins Cove.
Opens in a new window7-bedroom home that sleeps 14. 5-minute walk to Moody Beach
Paradise on the Rocks - York Oceanfront

Paradise on the Rocks - York Oceanfront

York ME
When you stay at this vacation home in York Beach, you'll be on the waterfront, within a 5-minute drive of Short Sands Beach and Long Sands Beach.
Opens in a new windowParadise on the Rocks - York Oceanfront
Historic Kennebunkport home only 0.3 miles to Dock Square

Historic Kennebunkport home only 0.3 miles to Dock Square

Kennebunkport ME
The price is AU$657 per night from 22 Mar to 23 Mar
AU$657
22 Mar - 23 Mar
includes taxes & fees
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 ...
Opens in a new windowHistoric Kennebunkport home only 0.3 miles to Dock Square
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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
1150 Holiday Homes
Lowest Price
AU$198
Highest Price
AU$657
Popular accommodation
Bright & breezy beach house w/ private backyard, central AC, & relaxing hot tub, STUNNING BEACHFRONT HOME:AMAZING OCEAN VIEWS-BEACH ACCESS & OCEANFRONT DECK, The Pioneer - York Beachfront living, The Boathouse Cottage is a beachfront family retreat, Sunny Modern Oasis in Portland’s Trendy East End, STUNNING BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: 180 DEGREE OCEAN/BEACH VIEWS, 7-bedroom home that sleeps 14. 5-minute walk to Moody Beach, Paradise on the Rocks - York Oceanfront, Historic Kennebunkport home only 0.3 miles to Dock Square

Top trending hotels in Kennebunkport

The Colony Hotel

The Colony Hotel

3 out of 5
140 Ocean Ave Kennebunkport ME
The price is AU$198 per night from 22 Mar to 23 Mar
AU$198
22 Mar - 23 Mar
includes taxes & fees
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.
Opens in a new windowThe Colony Hotel
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
6 Pleasant Street Kennebunkport ME
The price is AU$321 per night from 24 Mar to 25 Mar
AU$321
24 Mar - 25 Mar
includes taxes & fees
Located in Kennebunkport, Kennebunkport Captains Collection is by the ocean, within a 10-minute drive of Walker's Point and Mother's Beach.
Opens in a new windowKennebunkport Captains Collection
Nonantum Resort

Nonantum Resort

3.5 out of 5
95 Ocean Ave Kennebunkport ME
With a stay at Nonantum Resort, you'll be centrally located in Kennebunkport, a short 9-minute walk from Colony Beach and 14 minutes by foot from Dock ...
Opens in a new windowNonantum Resort
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Kennebunkport Inn

Kennebunkport Inn

3 out of 5
One Dock Square Kennebunkport ME
The price is AU$261 per night from 24 Mar to 25 Mar
AU$261
24 Mar - 25 Mar
includes taxes & fees
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.
Opens in a new windowKennebunkport 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.

Top Picks

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