Book Holiday Homes in Kennebunkport

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Featured Holiday Homes in Kennebunkport

"Shore To Please" Wells, Maine.  All the comforts of home.  3 bed, 3 bath, ac ++

"Shore To Please" Wells, Maine. All the comforts of home. 3 bed, 3 bath, ac ++

Wells
When you stay at this vacation home in Wells, you'll be by the sea, within a 10-minute drive of Ogunquit Beach and Wells Beach.
Opens in a new window"Shore To Please" Wells, Maine. All the comforts of home. 3 bed, 3 bath, ac ++
5 HOUSES AWAY FROM BEACH - DISCOUNTED FOR 08/16-08/23,08/23-08/30 AND SEPTEMBER

5 HOUSES AWAY FROM BEACH - DISCOUNTED FOR 08/16-08/23,08/23-08/30 AND SEPTEMBER

Old Orchard Beach
A stay at this vacation home places you in the heart of Old Orchard Beach, just a 3-minute walk from Old Orchard Beach and within a 5-minute drive of Old Orchard ...
Opens in a new window5 HOUSES AWAY FROM BEACH - DISCOUNTED FOR 08/16-08/23,08/23-08/30 AND SEPTEMBER
New Year Round Rental - 1/4 Mile To Short Sands Beach & Downtown York

New Year Round Rental - 1/4 Mile To Short Sands Beach & Downtown York

York Beach
With a stay at this vacation home in York Beach, you'll be within a 5-minute drive of Short Sands Beach and Long Sands Beach.
Opens in a new windowNew Year Round Rental - 1/4 Mile To Short Sands Beach & Downtown York
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Charming Hillside Retreat with Hot Tub, Firepit, and Spacious Deck

Charming Hillside Retreat with Hot Tub, Firepit, and Spacious Deck

2 out of 5
Wells
With a stay at this vacation home in Wells, you'll be within a 5-minute drive of Ogunquit Beach and Moody Beach.
Opens in a new windowCharming Hillside Retreat with Hot Tub, Firepit, and Spacious Deck
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
With a stay at this vacation home in Wells, you'll be within a 5-minute drive of Ogunquit Beach and Moody Beach.
Opens in a new window7-bedroom home that sleeps 14. 5-minute walk to Moody Beach
Historic Seaward Cottage Located Mins of Dock Square

Historic Seaward Cottage Located Mins of Dock Square

kennebunkport
When you stay at this vacation home in Kennebunkport, you'll be by the sea, within a 10-minute walk of Dock Square and First Families Kennebunkport Museum.
Opens in a new windowHistoric Seaward Cottage Located Mins of Dock Square
Ocean Pines - Charming 4-bedroom house, close to beach, and more!

Ocean Pines - Charming 4-bedroom house, close to beach, and more!

Wells
When you stay at this vacation home in Wells, you'll be by the sea, within a 5-minute drive of Ogunquit Beach and Moody Beach.
Opens in a new windowOcean Pines - Charming 4-bedroom house, close to beach, and more!
Walk or Bike to Moody Beach

Walk or Bike to Moody Beach

Wells
With a stay at this vacation home in Wells, you'll be within a 5-minute drive of Ogunquit Beach and Moody Beach.
Opens in a new windowWalk or Bike to Moody Beach
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
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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
1349 Holiday Homes
Lowest Price
AU$265
Highest Price
AU$625
Popular accommodation
"Shore To Please" Wells, Maine. All the comforts of home. 3 bed, 3 bath, ac ++, 5 HOUSES AWAY FROM BEACH - DISCOUNTED FOR 08/16-08/23,08/23-08/30 AND SEPTEMBER, New Year Round Rental - 1/4 Mile To Short Sands Beach & Downtown York, Charming Hillside Retreat with Hot Tub, Firepit, and Spacious Deck, 7-bedroom home that sleeps 14. 5-minute walk to Moody Beach, Historic Seaward Cottage Located Mins of Dock Square, Ocean Pines - Charming 4-bedroom house, close to beach, and more!, Walk or Bike to Moody Beach, Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

Top trending hotels in Kennebunkport

The Colony Hotel

The Colony Hotel

3 out of 5
140 Ocean Ave, Kennebunkport, ME
The price is AU$372 per night from 1 Oct to 2 Oct
AU$372
1 Oct - 2 Oct
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$265 per night from 21 Sept to 22 Sept
AU$265
21 Sept - 22 Sept
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
Nonantum Resort

Nonantum Resort

3.5 out of 5
95 Ocean Ave, Kennebunkport, ME
The price is AU$422 per night from 14 Oct to 15 Oct
AU$422
14 Oct - 15 Oct
includes taxes & fees
In the heart of Kennebunkport, Nonantum Resort is within a 5-minute drive of Dock Square and Kennebunkport Harbor.
Opens in a new windowNonantum Resort
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Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
6 Pleasant Street, Kennebunkport, ME
The price is AU$625 per night from 21 Sept to 22 Sept
AU$625
21 Sept - 22 Sept
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
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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.