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
Stay at this vacation home in Old Orchard Beach. Enjoy free WiFi, a water park, and a garden. Popular attractions Old Orchard Beach and Old Orchard Beach Pier ...
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
Book a stay at this family-friendly vacation home in Portland. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Thompson's Point and ...
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
Stay at this vacation home in Old Orchard Beach. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Old Orchard Beach and Old Orchard ...
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
Stay at this vacation home in Portland. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Thompson's Point and Maine Mall are located ...
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
Stay at this vacation home in Kennebunk. Enjoy a water park, a garden, and patios. Popular attractions Kennebunk Beach and Webhannet Golf Club are located ...
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
Stay at this vacation home in Wells. Enjoy free WiFi, a garden, and patios. Popular attractions Moody Beach and Ogunquit Beach are located nearby.
Moody Maine Beautiful 3 Bedroom Home Walk to Beach Restaurants & Trolley Line
Maine Cottage

Maine Cottage

Lyman
Stay at this vacation home in Alfred. Enjoy free WiFi, a water park, and a picnic area. Popular attractions Swan Pond and Kennebunk Pond are located nearby.
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
Stay at this vacation home in Kennebunk. Enjoy a water park, a garden, and patios. Popular attractions Kennebunk Free Library and Gardens at Historic Wallingford ...
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
Book a stay at this beach vacation home in Cape Neddick. Enjoy free WiFi, a beach locale, and a garden. Our guests praise the helpful staff in our reviews. Popular ...
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
1158 Holiday Homes
Lowest Price
NZ$252
Highest Price
NZ$361
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 NZ$361 per night from 9 Apr to 10 Apr
NZ$361
includes taxes & fees
9 Apr - 10 Apr
Book a stay at this business-friendly hotel in Kennebunkport. Enjoy free WiFi, free parking, and private pools. Our guests praise the helpful staff and the property ...
The Colony Hotel
Nonantum Resort

Nonantum Resort

3.5 out of 5
95 Ocean Ave, Kennebunkport, ME
Stay at this 3.5-star hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
Nonantum Resort
Kennebunkport Inn

Kennebunkport Inn

3 out of 5
One Dock Square, Kennebunkport, ME
The price is NZ$302 per night from 6 Apr to 7 Apr
NZ$302
includes taxes & fees
6 Apr - 7 Apr
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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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 NZ$252 per night from 17 Apr to 18 Apr
NZ$252
includes taxes & fees
17 Apr - 18 Apr
Book a stay at this business-friendly motel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff ...
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.