Book Holiday Homes in Kennebunkport

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Featured Holiday Homes in Kennebunkport

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.
Opens in a new windowSpacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough
Upscale home with beautiful ocean views - across the street from the beach

Upscale home with beautiful ocean views - across the street from the beach

York
When you stay at this vacation home in York Beach, you'll be by the sea, just steps from Long Sands Beach and 10 minutes by foot from Short Sands Beach.
Opens in a new windowUpscale home with beautiful ocean views - across the street from the beach
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.
Opens in a new windowParadise on the Rocks - York Oceanfront
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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
With a stay at this vacation home in Wells (Wells Beach), you'll be a 1-minute drive from Wells Beach and 9 minutes from Ogunquit Beach.
Opens in a new windowSTUNNING BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: 180 DEGREE OCEAN/BEACH VIEWS
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.
Opens in a new windowThe Moonglow! A beautiful ocean view house in Biddeford!
Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!

Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!

2 out of 5
Wells
The price is AU$936 per night from 1 Dec to 2 Dec
AU$936
1 Dec - 2 Dec
includes taxes & fees
With a stay at this vacation home in Wells, you'll be a 4-minute drive from Wells Beach and 7 minutes from Ogunquit Beach.
Opens in a new windowSalt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!
Quintessential Maine Beach Cottage

Quintessential Maine Beach Cottage

Kennebunkport
With a stay at this vacation home in Kennebunkport (Goose Rocks Beach), you'll be within a 15-minute drive of Dock Square and Goose Rocks Beach.
Opens in a new windowQuintessential Maine Beach Cottage
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
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
Charming 3-bedroom house steps to Pine Point Beach with backyard oasis

Charming 3-bedroom house steps to Pine Point Beach with backyard oasis

2 out of 5
Scarborough
With a stay at this vacation home in Scarborough (Pine Point), you'll be within a 5-minute drive of Old Orchard Beach Pier and Old Orchard Beach.
Opens in a new windowCharming 3-bedroom house steps to Pine Point Beach with backyard oasis
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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
1251 Holiday Homes
Lowest Price
AU$140
Highest Price
AU$936
Popular accommodation
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough, Upscale home with beautiful ocean views - across the street from the beach, Paradise on the Rocks - York Oceanfront, STUNNING BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: 180 DEGREE OCEAN/BEACH VIEWS, The Moonglow! A beautiful ocean view house in Biddeford!, Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!, Quintessential Maine Beach Cottage, Bright & breezy beach house w/ private backyard, central AC, & relaxing hot tub, Charming 3-bedroom house steps to Pine Point Beach with backyard oasis

Top trending hotels in Kennebunkport

The Colony Hotel

The Colony Hotel

3 out of 5
140 Ocean Ave, Kennebunkport, ME
The price is AU$236 per night from 13 Nov to 14 Nov
AU$236
13 Nov - 14 Nov
includes taxes & fees
With a stay at The Colony Hotel in Kennebunkport, you'll be within a 5-minute drive of Dock Square and Colony Beach.
Opens in a new windowThe Colony Hotel
The Rhumb Line Resort

The Rhumb Line Resort

2.5 out of 5
41 Turbat's Creek off Ocean Avenue, Kennebunkport, ME
Fully refundableReserve now, pay when you stay
The price is AU$219 per night from 4 Nov to 5 Nov
AU$219
4 Nov - 5 Nov
includes taxes & fees
With a stay at The Rhumb Line Resort in Kennebunkport, you'll be near the beach, within a 5-minute drive of Dock Square and Vaughn's Island Preserve.
Opens in a new windowThe Rhumb Line Resort
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$257 per night from 30 Nov to 1 Dec
AU$257
30 Nov - 1 Dec
includes taxes & fees
With a stay at Portland Harbor Hotel, you'll be centrally located in Portland, a 5-minute drive from Thompson's Point and 9 minutes from Maine Mall.
Opens in a new windowPortland Harbor Hotel
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Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$140 per night from 5 Nov to 6 Nov
AU$140
5 Nov - 6 Nov
includes taxes & fees
With a stay at Clarion Hotel Portland Airport ME in Portland, you'll be near the airport, within a 15-minute walk of Thompson's Point and Portland Exposition ...
Opens in a new windowClarion Hotel Portland
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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.