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
Stay at this holiday home in Old Orchard Beach. Enjoy a garden, patios and an in-room coffee maker. Popular attractions Old Orchard Beach and Harmon Historical ...
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
Stay at this holiday home in Wells. Enjoy a beach locale, laundry facilities and patios. Popular attractions Ogunquit Beach and Marginal Way are located ...
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
Stay at this family-friendly holiday home in York Beach. Enjoy free Wi-Fi, laundry facilities and balconies. Our guests praise the helpful staff and the family ...
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
Stay at this holiday home in Saco. Enjoy a beach locale, laundry facilities and patios. Popular attractions Old Orchard Beach and Camp Ellis Beach are located ...
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
Stay at this holiday home in Portland. Enjoy free Wi-Fi, laundry facilities and an in-room coffee maker. Popular attractions Maine Mall and 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
Stay at this beach holiday home in Wells. Enjoy free Wi-Fi, a beach locale and laundry facilities. Popular attractions Moody Beach and Ogunquit Beach are located ...
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
Stay at this holiday home in Wells. Enjoy laundry facilities, air conditioning and a hot tub. Our guests praise the helpful staff in their reviews. Popular attractions ...
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
Stay at this family-friendly holiday home in York Beach. Enjoy free Wi-Fi, private pools and a garden. Popular attractions 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 NZ$1,067 per night from 21 Apr to 22 Apr
NZ$1,067
21 Apr - 22 Apr
includes taxes & fees
Stay at this family-friendly holiday home in Kennebunkport. Enjoy laundry facilities, patios and an in-room coffee maker. Popular attractions Kennebunkport Village ...
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
NZ$238
Highest Price
NZ$1,067
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 NZ$238 per night from 22 Mar to 23 Mar
NZ$238
22 Mar - 23 Mar
includes taxes & fees
Stay at this business-friendly hotel in Kennebunkport. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. ...
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 NZ$384 per night from 24 Mar to 25 Mar
NZ$384
24 Mar - 25 Mar
includes taxes & fees
Stay at this luxury hotel in Kennebunkport. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their ...
Opens in a new windowKennebunkport Captains Collection
Nonantum Resort

Nonantum Resort

3.5 out of 5
95 Ocean Ave Kennebunkport ME
Stay at this hotel in Kennebunkport. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. ...
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 NZ$276 per night from 30 Mar to 31 Mar
NZ$276
30 Mar - 31 Mar
includes taxes & fees
Stay at this hotel in Kennebunkport. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...
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.

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^Subject to availability and chosen travel dates.