Book Holiday Homes in Kennebunkport

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Featured Holiday Homes in Kennebunkport

Cute House -2 Blocks from Beach

Cute House -2 Blocks from Beach

Old Orchard Beach
With a stay at this vacation home in Old Orchard Beach, you'll be by the sea, a 5-minute walk from Old Orchard Beach and 12 minutes by foot from Old Orchard ...
Cute House -2 Blocks from Beach
The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries

Portland
With a stay at this vacation home, you'll be centrally located in Portland, within a 10-minute drive of Thompson's Point and Maine Mall.
The Globe House on Munjoy Hill - Walk to Breweries
Elegant Orchard Retreat: Generous Yard & Patio

Elegant Orchard Retreat: Generous Yard & Patio

2 out of 5
Old Orchard Beach
With a stay at this vacation home in Old Orchard Beach, you'll be a 4-minute walk from Old Orchard Beach and 9 minutes by foot from Old Orchard Beach Pier.
Elegant Orchard Retreat: Generous Yard & Patio
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Rent a room in the gorgeous Holt House

Rent a room in the gorgeous Holt House

Portland
With a stay at this vacation home in Portland (Parkside), you'll be a 3-minute drive from Thompson's Point and 8 minutes from Maine Mall.
Rent a room in the gorgeous Holt House
Charming home with deck, crib, yard, 5-person hot tub - 1 dog OK, walk to beach

Charming home with deck, crib, yard, 5-person hot tub - 1 dog OK, walk to beach

Kennebunk
When you stay at this vacation home in Kennebunk, you'll be by the sea, within a 5-minute drive of Maine Art Gallery Framing and Kennebunkport Harbor.
Charming home with deck, crib, yard, 5-person hot tub - 1 dog OK, walk to beach
Moody Maine Beautiful 3 Bedroom Home Walk to Beach  Restaurants & Trolley Line

Moody Maine Beautiful 3 Bedroom Home Walk to Beach Restaurants & Trolley Line

Wells
When you stay at this vacation home in Wells, you'll be by the sea, within a 5-minute drive of Moody Beach and Ogunquit Beach.
Moody Maine Beautiful 3 Bedroom Home Walk to Beach Restaurants & Trolley Line
Maine Cottage

Maine Cottage

Lyman
Located in Alfred, this vacation home is on a lake, within a 15-minute drive of Swan Pond and Kennebunk Pond.
Maine Cottage
New, dog-friendly, custom-built home on 30 acres with firepit - near beaches

New, dog-friendly, custom-built home on 30 acres with firepit - near beaches

Kennebunk
Located in Kennebunk, this vacation home is in a rural location, within a 15-minute drive of Kennebunk Free Library and Brick Store Museum.
New, dog-friendly, custom-built home on 30 acres with firepit - near beaches
Steps to Cliff House Resort, Minutes to Perkins Cove and Ogunquit.

Steps to Cliff House Resort, Minutes to Perkins Cove and Ogunquit.

York
When you stay at this vacation home in Cape Neddick, you'll be on the beach, within a 10-minute drive of Perkins Cove and Marginal Way.
Steps to Cliff House Resort, Minutes to Perkins Cove and Ogunquit.
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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
1187 Holiday Homes
Lowest Price
AU$230
Highest Price
AU$328
Popular accommodation
Cute House -2 Blocks from Beach, The Globe House on Munjoy Hill - Walk to Breweries, Elegant Orchard Retreat: Generous Yard & Patio, Rent a room in the gorgeous Holt House, Charming home with deck, crib, yard, 5-person hot tub - 1 dog OK, walk to beach, Moody Maine Beautiful 3 Bedroom Home Walk to Beach Restaurants & Trolley Line, Maine Cottage, New, dog-friendly, custom-built home on 30 acres with firepit - near beaches, Steps to Cliff House Resort, Minutes to Perkins Cove and Ogunquit.

Top trending hotels in Kennebunkport

The Colony Hotel

The Colony Hotel

3 out of 5
140 Ocean Ave, Kennebunkport, ME
Fully refundableReserve now, pay when you stay
The price is AU$328 per night from 8 Apr to 9 Apr
AU$328
includes taxes & fees
8 Apr - 9 Apr
With a stay at The Colony Hotel in Kennebunkport, you'll be a 4-minute walk from Colony Beach and 8 minutes by foot from St. Ann’s Episcopal Church.
The Colony Hotel
Nonantum Resort

Nonantum Resort

3.5 out of 5
95 Ocean Ave, Kennebunkport, ME
In the heart of Kennebunkport, Nonantum Resort is within a 5-minute drive of Dock Square and Kennebunkport Harbor.
Nonantum Resort
Kennebunkport Inn

Kennebunkport Inn

3 out of 5
One Dock Square, Kennebunkport, ME
The price is AU$275 per night from 6 Apr to 7 Apr
AU$275
includes taxes & fees
6 Apr - 7 Apr
With a stay at Kennebunkport Inn, you'll be centrally located in Kennebunkport, steps from Dock Square and within a 5-minute walk of Kennebunkport Harbor.
Kennebunkport Inn
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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$230 per night from 6 Apr to 7 Apr
AU$230
includes taxes & fees
6 Apr - 7 Apr
When you stay at The Rhumb Line Resort in Kennebunkport, you'll be near the beach, within a 5-minute drive of Vaughn's Island Preserve and Walker's Point.
The Rhumb Line Resort
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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.