Book Holiday Homes in Kennebunkport

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Featured Holiday Homes in Kennebunkport

The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries

Portland
With a stay at this vacation home, you'll be centrally located in Portland, within a 10-minute drive of Thompson's Point and Maine Mall.
The Globe House on Munjoy Hill - Walk to Breweries
Paradise on the Rocks - York Oceanfront

Paradise on the Rocks - York Oceanfront

York
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.
Paradise on the Rocks - York Oceanfront
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

2 out of 5
Scarborough
With a stay at this vacation home in Scarborough (Grand Beach), you'll be within a 5-minute drive of Old Orchard Beach Pier and Old Orchard Beach.
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough
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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.
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!
Moody Maine Beautiful 3 Bedroom Home Walk to Beach  Restaurants & Trolley Line

Moody Maine Beautiful 3 Bedroom Home Walk to Beach Restaurants & Trolley Line

Wells
When you stay at this vacation home in Wells, you'll be by the sea, within a 5-minute drive of Moody Beach and Ogunquit Beach.
Moody Maine Beautiful 3 Bedroom Home Walk to Beach Restaurants & Trolley Line
 Epic Ocean Vista, a Few Steps to the Beach, an Unforgettable Vacation !

Epic Ocean Vista, a Few Steps to the Beach, an Unforgettable Vacation !

York
With a stay at this vacation home in York Beach, you'll be on the waterfront, a 4-minute walk from Long Sands Beach and 9 minutes by foot from Short Sands ...
Epic Ocean Vista, a Few Steps to the Beach, an Unforgettable Vacation !
The Moonglow! A beautiful ocean view house in Biddeford!

The Moonglow! A beautiful ocean view house in Biddeford!

Biddeford
When you stay at this vacation home in Biddeford, you'll be near the beach, within a 5-minute drive of Fortunes Rock Beach and Saint Brendan's Chapel.
The Moonglow! A beautiful ocean view house in Biddeford!
Rent a room in the gorgeous Holt House

Rent a room in the gorgeous Holt House

Portland
With a stay at this vacation home in Portland (Parkside), you'll be a 3-minute drive from Thompson's Point and 8 minutes from Maine Mall.
Rent a room in the gorgeous Holt House
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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
975 Holiday Homes
Lowest Price
AU$254
Highest Price
AU$326
Popular accommodation
The Globe House on Munjoy Hill - Walk to Breweries, Paradise on the Rocks - York Oceanfront, Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough, Fantastic Beach House! 4 bedroom across the Ocean., Amazing Beach House! 5 Bedroom across the Ocean!, Moody Maine Beautiful 3 Bedroom Home Walk to Beach Restaurants & Trolley Line, Epic Ocean Vista, a Few Steps to the Beach, an Unforgettable Vacation !, The Moonglow! A beautiful ocean view house in Biddeford!, Rent a room in the gorgeous Holt House

Top trending hotels in Kennebunkport

The Colony Hotel

The Colony Hotel

3 out of 5
140 Ocean Ave, Kennebunkport, ME
Fully refundableReserve now, pay when you stay
The price is AU$326 per night from 23 Mar to 24 Mar
AU$326
includes taxes & fees
23 Mar - 24 Mar
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
Kennebunkport Inn

Kennebunkport Inn

3 out of 5
One Dock Square, Kennebunkport, ME
The price is AU$254 per night from 16 Mar to 17 Mar
AU$254
includes taxes & fees
16 Mar - 17 Mar
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
Nonantum Resort

Nonantum Resort

3.5 out of 5
95 Ocean Ave, Kennebunkport, ME
In the heart of Kennebunkport, Nonantum Resort is within a 5-minute drive of Dock Square and Kennebunkport Harbor.
Nonantum Resort
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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$272 per night from 16 Mar to 17 Mar
AU$272
includes taxes & fees
16 Mar - 17 Mar
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
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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.