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

Bright & breezy beach house w/ private backyard, central AC, & relaxing hot tub

STUNNING BEACHFRONT HOME:AMAZING OCEAN VIEWS-BEACH ACCESS & OCEANFRONT DECK

The Pioneer - York Beachfront living

The Boathouse Cottage is a beachfront family retreat

Sunny Modern Oasis in Portland’s Trendy East End

STUNNING BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: 180 DEGREE OCEAN/BEACH VIEWS

7-bedroom home that sleeps 14. 5-minute walk to Moody Beach

Paradise on the Rocks - York Oceanfront

Historic Kennebunkport home only 0.3 miles to Dock Square
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 | 1150 Holiday Homes |
|---|---|
Lowest Price | AU$198 |
Highest Price | AU$657 |
Popular accommodation | Bright & breezy beach house w/ private backyard, central AC, & relaxing hot tub, STUNNING BEACHFRONT HOME:AMAZING OCEAN VIEWS-BEACH ACCESS & OCEANFRONT DECK, The Pioneer - York Beachfront living, The Boathouse Cottage is a beachfront family retreat, Sunny Modern Oasis in Portland’s Trendy East End, STUNNING BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: 180 DEGREE OCEAN/BEACH VIEWS, 7-bedroom home that sleeps 14. 5-minute walk to Moody Beach, Paradise on the Rocks - York Oceanfront, Historic Kennebunkport home only 0.3 miles to Dock Square |
Top trending hotels in Kennebunkport

The Colony Hotel

Kennebunkport Captains Collection

Nonantum Resort

Kennebunkport Inn
More ways to explore Kennebunkport
Top Picks
- Alfred Hotels
- Cottages in Berwick
- Guest Houses in Berwick
- Biddeford Hotels
- Buxton Hotels
- Camp Ellis Hotels
- Cape Elizabeth Hotels
- Pet Friendly Hotels in Cape Neddick
- Cape Neddick Hotels
- Caravan Parks in Cumberland Foreside
- York County Hotels
- Resorts in Falmouth
- Goose Rocks Beach Hotels
- B&B in Gorham
- Resorts in Gray
- Guest Houses in Hiram
- Hostels in Hiram
- Resorts in Hiram
- Kennebunk Hotels
- Kennebunkport Hotels
- Cabin Rentals in Kittery
- Cottages in Kittery Point
- Farmstay in Limerick
- B&B in Limerick
- Holiday Homes in Limerick
- Hostels in Long Island
- Beach Hotels in Moody
- Apartment Hotels in Ocean Park
- Luxury Hotels in Ocean Park
- Casino Hotels in Ogunquit
- Ski Hotels in Ogunquit
- Ogunquit Hotels
- Family Hotels in Ogunquit - Wells
- Golf Hotels in Ogunquit - Wells
- Hotels with Pool in Ogunquit - Wells
- Pet Friendly Hotels in Ogunquit - Wells
- Holiday Homes in Old Orchard Beach
- Beach Hotels in Old Orchard Beach
- Casino Hotels in Old Orchard Beach
- Family Hotels in Old Orchard Beach
- Pet Friendly Hotels in Old Orchard Beach
- Ski Hotels in Old Orchard Beach
- Old Orchard Beach Hotels
- B&B in Peaks Island
- Caravan Parks in Peaks Island
- Hostels in Peaks Island
- Caravan Parks in Porter
- Caravan Parks in Raymond
- Motels in Raymond
- Guest Houses in Saco
- Saco Hotels
- Villas in Saco
- Family Hotels in Sanford
- Hostels in Scarborough
- Scarborough Hotels
- Apartment Hotels in South Coast
- Beach Hotels in South Coast
- Houseboats in South Coast
- Cabin Rentals in Standish
- Waterboro Hotels
- Family Hotels in Wells Beach
- Wells Beach Hotels
- Apartment Hotels in Wells
- Beach Hotels in Wells
- Wells Hotels
- Lodges in West Baldwin
- Caravan Parks in Windham
- York Beach Hotels
- Guest Houses in York Harbor
- Family Hotels in York
- Romantic Hotels in York
- York Hotels
- Flights to Berwick
- Flights to Kennebunk
- Flights to Ogunquit
- Flights to Old Orchard Beach
- Flights to Sanford Seacoast Regional
- Flights from Albury (ABX) to Portland (PWM)
- Flights from Launceston (LST) to Portland (PWM)
- Flights from Port Macquarie (PQQ) to Portland (PWM)
- Flights from Townsville (TSV) to Portland (PWM)
- Car hire near Abacus
- Car hire near First Families Kennebunkport Museum
- Car hire near John Hancock Wharf
- Car hire near Knight's Quilt Shop
- Car hire near Maine Mall
- Car hire near Northlight Gallery
- Car hire near Ogunquit Memorial Library
- Car hire Ogunquit
- Car hire near Old Orchard Beach Parasail
- Car hire near Perkins Cove
- Car hire near Pirate's Cove
- Car hire Saco
- Car hire Waterboro
- Car hire Wells
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.
