Book Holiday Homes in Kennebunkport

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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 Perkins Cove and Ogunquit Beach ...
Gorgeous 6 Bedroom Ocean Front Home steps from Short Sands
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
Stay at this vacation home in Scarborough. Enjoy in-room jetted tubs and air conditioning. Popular attractions Engine and Grand Beach are located nearby.
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough
Stille Wasser, Quiet, secluded spot on Saco River with Dock (Boat lift option)

Stille Wasser, Quiet, secluded spot on Saco River with Dock (Boat lift option)

Buxton
Stay at this vacation home in Buxton. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attraction Swan Pond is located nearby.
Stille Wasser, Quiet, secluded spot on Saco River with Dock (Boat lift option)
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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!
Beach House ∆ Prime Location ∆ Steps to the Ocean

Beach House ∆ Prime Location ∆ Steps to the Ocean

Old Orchard Beach
The price is NZ$861 per night from 5 Jan to 6 Jan
NZ$861
includes taxes & fees
5 Jan - 6 Jan 2025
Book a stay at this beach vacation home in Old Orchard Beach. Enjoy free WiFi, a beach locale, and balconies. Popular attractions Engine and Old Orchard Beach ...
Beach House ∆ Prime Location ∆ Steps to the Ocean
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 Perkins Cove are located nearby.
Amazing Beach House! 5 Bedroom across the Ocean!
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$874 per night from 24 Dec to 25 Dec
NZ$874
includes taxes & fees
24 Dec - 25 Dec
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
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

Portland
Book a stay at this family-friendly vacation home in Portland. Enjoy free WiFi, a water park, and a garden. Popular attractions Maine Mall and Deering Oaks Park ...
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
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
Stay at this vacation home in Wells. Enjoy air conditioning and a spa tub. Our guests praise the helpful staff in our reviews. Popular attractions Ogunquit Beach ...
7-bedroom home that sleeps 14. 5-minute walk to Moody Beach
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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
923 Holiday Homes
Lowest Price
NZ$276
Highest Price
NZ$874
Popular accommodation
Gorgeous 6 Bedroom Ocean Front Home steps from Short Sands, Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough, Stille Wasser, Quiet, secluded spot on Saco River with Dock (Boat lift option), The Moonglow! A beautiful ocean view house in Biddeford!, Beach House ∆ Prime Location ∆ Steps to the Ocean, Amazing Beach House! 5 Bedroom across the Ocean!, Historic Kennebunkport home only 0.3 miles to Dock Square, Spacious & Sunny 4 Bedroom Close to Downtown, hot tub, 7-bedroom home that sleeps 14. 5-minute walk to Moody Beach

Top trending hotels in Kennebunkport

The Breakwater Inn and Spa

The Breakwater Inn and Spa

4.5 out of 5
127 Ocean Avenue, Kennebunkport, ME
The price is NZ$276 per night from 1 Jan to 2 Jan
NZ$276
includes taxes & fees
1 Jan - 2 Jan 2025
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. ...
The Breakwater Inn and Spa
The Boathouse Waterfront Hotel & Marina

The Boathouse Waterfront Hotel & Marina

3 out of 5
21 Ocean Ave, Kennebunkport, ME
The price is NZ$384 per night from 1 Jan to 2 Jan
NZ$384
includes taxes & fees
1 Jan - 2 Jan 2025
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
Kennebunkport Inn

Kennebunkport Inn

3 out of 5
One Dock Square, Kennebunkport, ME
The price is NZ$344 per night from 1 Jan to 2 Jan
NZ$344
includes taxes & fees
1 Jan - 2 Jan 2025
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
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Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
6 Pleasant Street, Kennebunkport, ME
The price is NZ$362 per night from 21 Jan to 22 Jan
NZ$362
includes taxes & fees
21 Jan - 22 Jan 2025
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
Don't see what you're looking for?
See all available properties in Kennebunkport
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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.