Book Holiday Homes in Kennebunkport

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Featured Holiday Homes in Kennebunkport

Old Village Inn - King Room

Old Village Inn - King Room

2 out of 5
Ogunquit
The price is AU$470 per night from 18 Aug to 19 Aug
AU$470
18 Aug - 19 Aug
includes taxes & fees
When you stay at this bed & breakfast in Ogunquit, you'll be by the sea, within a 10-minute walk of Ogunquit Beach and Marginal Way.
Old Village Inn - King Room
Charming 4bedroom schoolhouse 2.6 miles to Wells Beach, AC,WiFi, playground,BBQ

Charming 4bedroom schoolhouse 2.6 miles to Wells Beach, AC,WiFi, playground,BBQ

Wells
When you stay at this vacation home in Wells, you'll be by the sea, within a 10-minute drive of Ogunquit Beach and Moody Beach.
Charming 4bedroom schoolhouse 2.6 miles to Wells Beach, AC,WiFi, playground,BBQ
3-bedroom house in serene Cape Neddick Maine  WiFi, AC. Enjoy some peace & quiet

3-bedroom house in serene Cape Neddick Maine WiFi, AC. Enjoy some peace & quiet

York
Located in Cape Neddick, this vacation home is in a rural location, within a 10-minute drive of Knight's Quilt Shop and York's Wild Kingdom.
3-bedroom house in serene Cape Neddick Maine WiFi, AC. Enjoy some peace & quiet
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 Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

Old Orchard Beach
With a stay at this vacation home in Old Orchard Beach, you'll be within a 5-minute drive of Old Orchard Beach and Old Orchard Beach Pier.
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Waterfront Coastal Cottage in Kennebunk, Maine

Waterfront Coastal Cottage in Kennebunk, Maine

Kennebunk
This vacation home is in the heart of Kennebunk, within a 10-minute walk of St. Anthony's Franciscan Monastery and Dock Square.
Waterfront Coastal Cottage in Kennebunk, Maine
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
Sea Crescent Cottage - Renovated, Near Beach & Downtown | Pool • Hot Tub • Bikes • Fire-pit

Sea Crescent Cottage - Renovated, Near Beach & Downtown | Pool • Hot Tub • Bikes • Fire-pit

Wells
When you stay at this vacation home in Wells, you'll be by the sea, within a 5-minute drive of Ogunquit Beach and Moody Beach.
Sea Crescent Cottage - Renovated, Near Beach & Downtown | Pool • Hot Tub • Bikes • Fire-pit
Ogunquit Cottage - walk to beach

Ogunquit Cottage - walk to beach

Ogunquit
With a stay at this vacation home in Ogunquit, you'll be within a 5-minute drive of Ogunquit Beach and Marginal Way.
Ogunquit Cottage - walk to beach
Sunny Modern Oasis in Portland’s Trendy East End

Sunny Modern Oasis in Portland’s Trendy East End

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.
Sunny Modern Oasis in Portland’s Trendy East End
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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
1349 Holiday Homes
Lowest Price
AU$470
Highest Price
AU$673
Popular accommodation
Old Village Inn - King Room, Charming 4bedroom schoolhouse 2.6 miles to Wells Beach, AC,WiFi, playground,BBQ, 3-bedroom house in serene Cape Neddick Maine WiFi, AC. Enjoy some peace & quiet, Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach, Waterfront Coastal Cottage in Kennebunk, Maine, Maine Cottage, Sea Crescent Cottage - Renovated, Near Beach & Downtown | Pool • Hot Tub • Bikes • Fire-pit, Ogunquit Cottage - walk to beach, Sunny Modern Oasis in Portland’s Trendy East End

Top trending hotels in Kennebunkport

Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
6 Pleasant Street, Kennebunkport, ME
The price is AU$661 per night from 2 Sept to 3 Sept
AU$661
2 Sept - 3 Sept
includes taxes & fees
Located in Kennebunkport, Kennebunkport Captains Collection is by the ocean, within a 10-minute drive of Walker's Point and Mother's Beach.
Kennebunkport Captains Collection
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$665 per night from 1 Sept to 2 Sept
AU$665
1 Sept - 2 Sept
includes taxes & fees
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 Lodge at the Cove

The Lodge at the Cove

2.5 out of 5
29 S. Main Street, Kennebunkport, ME
The price is AU$673 per night from 14 Aug to 15 Aug
AU$673
14 Aug - 15 Aug
includes taxes & fees
With a stay at The Lodge at the Cove in Kennebunkport, you'll be near the beach, within a 5-minute drive of Dock Square and Colony Beach.
The Lodge at the Cove
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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.