Book Holiday Homes in Kennebunkport

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Kennebunkport

Gorgeous 6 Bedroom Ocean Front Home steps from Short Sands

Gorgeous 6 Bedroom Ocean Front Home steps from Short Sands

York
Stay at this vacation home in York Beach. Enjoy patios, cable/satellite TV service, and in-room jetted tubs. Popular attractions Ogunquit Beach and Short Sands ...
Gorgeous 6 Bedroom Ocean Front Home steps from Short Sands
Quintessential Maine Beach Cottage

Quintessential Maine Beach Cottage

Kennebunkport
Book a stay at this family-friendly vacation home in Kennebunkport. Enjoy free WiFi, a water park, and a fitness center. Popular attractions Goose Rocks Beach ...
Quintessential Maine Beach Cottage
Historic Kennebunkport home only 0.3 miles to Dock Square

Historic Kennebunkport home only 0.3 miles to Dock Square

Kennebunkport
The price is NZ$814 per night from 24 Jan to 25 Jan
NZ$814
includes taxes & fees
24 Jan - 25 Jan
Book a stay at this family-friendly vacation home in Kennebunkport. Enjoy a water park, a garden, and patios. Popular attractions Kennebunkport Village Green ...
Historic Kennebunkport home only 0.3 miles to Dock Square
Save an average of 15% on thousands of hotels when you're signed in
Sensational Beachfront Property Old Orchard Beach, Maine, with indoor elevator

Sensational Beachfront Property Old Orchard Beach, Maine, with indoor elevator

Old Orchard Beach
Book a stay at this beach vacation home in Old Orchard Beach. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Engine and Old Orchard Beach ...
Sensational Beachfront Property Old Orchard Beach, Maine, with indoor elevator
Walk to Short Sands Beach!

Walk to Short Sands Beach!

York
Stay at this vacation home in York Beach. Enjoy air conditioning. Popular attractions Ogunquit Beach and York's Wild Kingdom are located nearby.
Walk to Short Sands Beach!
Amazing Beach House! 5 Bedroom across the Ocean!

Amazing Beach House! 5 Bedroom across the Ocean!

Wells
Stay at this vacation home in Wells. Enjoy free WiFi, a garden, and patios. Popular attractions Ogunquit Beach and Wells Beach are located nearby.
Amazing Beach House! 5 Bedroom across the Ocean!
Charming 110-year former Inn 10' from the Ocean!

Charming 110-year former Inn 10' from the Ocean!

South Portland
Book a stay at this beach vacation home in South Portland. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Willard Beach and Portland ...
Charming 110-year former Inn 10' from the Ocean!
The Moonglow! A beautiful ocean view house in Biddeford!

The Moonglow! A beautiful ocean view house in Biddeford!

Biddeford
Stay at this vacation home in Biddeford. Enjoy patios, cable/satellite TV service, and air conditioning. Popular attractions Engine and The Pool are located ...
The Moonglow! A beautiful ocean view house in Biddeford!
The Perfect Beach Escape: Cozy 4-Bedroom Retreat

The Perfect Beach Escape: Cozy 4-Bedroom Retreat

Old Orchard Beach
Book a stay at this beach vacation home in Old Orchard Beach. Enjoy a beach locale, patios, and cable/satellite TV service. Popular attractions Engine and Pirate's ...
The Perfect Beach Escape: Cozy 4-Bedroom Retreat
Don't see what you're looking for?
See all available properties in Kennebunkport
View all properties
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
933 Holiday Homes
Lowest Price
NZ$264
Highest Price
NZ$814
Popular accommodation
Gorgeous 6 Bedroom Ocean Front Home steps from Short Sands, Quintessential Maine Beach Cottage, Historic Kennebunkport home only 0.3 miles to Dock Square, Sensational Beachfront Property Old Orchard Beach, Maine, with indoor elevator, Walk to Short Sands Beach!, Amazing Beach House! 5 Bedroom across the Ocean!, Charming 110-year former Inn 10' from the Ocean!, The Moonglow! A beautiful ocean view house in Biddeford!, The Perfect Beach Escape: Cozy 4-Bedroom Retreat

Top trending hotels in Kennebunkport

Breakwater Inn

Breakwater Inn

4.5 out of 5
127 Ocean Avenue, Kennebunkport, ME
The price is NZ$276 per night from 6 Feb to 7 Feb
NZ$276
includes taxes & fees
6 Feb - 7 Feb
Stay at this 4.5-star luxury hotel in Kennebunkport. Enjoy free parking, a full-service spa, and room service. Our guests praise the helpful staff in our reviews. ...
Breakwater Inn
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
6 Pleasant Street, Kennebunkport, ME
The price is NZ$406 per night from 6 Feb to 7 Feb
NZ$406
includes taxes & fees
6 Feb - 7 Feb
Stay at this 4.5-star luxury hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Kennebunkport Captains Collection
The Boathouse Waterfront Hotel & Marina

The Boathouse Waterfront Hotel & Marina

3 out of 5
21 Ocean Ave, Kennebunkport, ME
The price is NZ$344 per night from 6 Feb to 7 Feb
NZ$344
includes taxes & fees
6 Feb - 7 Feb
Stay at this 3-star hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Dock Square and Northlight Gallery are located ...
The Boathouse Waterfront Hotel & Marina
Save an average of 15% on thousands of hotels when you're signed in
Kennebunkport Inn

Kennebunkport Inn

3 out of 5
One Dock Square, Kennebunkport, ME
The price is NZ$264 per night from 30 Jan to 31 Jan
NZ$264
includes taxes & fees
30 Jan - 31 Jan
Stay at this 3-star hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Kennebunkport Inn
Don't see what you're looking for?
See all available properties in Kennebunkport
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.