A waterfront marina with boats docked, a wooden house with a balcony, and autumn-colored trees in the background.

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Kennebunkport vacation homes

A waterfront property with a large house featuring multiple windows and a balcony, a dock with a sailboat, and a calm body of water reflecting the buildings.

1. Historic Kennebunkport home only 0.3 miles to Dock Square

Historic Kennebunkport home only 0.3 miles to Dock Square
Kennebunkport
10.0 out of 10, Exceptional, (94 reviews)
"Wonderful stay , pet friendly was a plus !! "
United States
Aimee S.
The price is ￥46,455
￥96,576 total
includes taxes & fees
Oct 6 - Oct 7
Historic Kennebunkport home only 0.3 miles to Dock Square
A patio with a fire pit, outdoor seating, and a Christmas tree.

2. The School Street House • Dock Square Village

The School Street House • Dock Square Village
Kennebunkport
10.0 out of 10, Exceptional, (1 review)
The price is ￥111,126
￥205,272 total
includes taxes & fees
Oct 12 - Oct 13
The School Street House • Dock Square Village
A spacious living room with a stone fireplace, wooden beams, and large windows.

3. Kennebunkport Summer Rental walk to Dock Square! PET Friendly!

Kennebunkport Summer Rental walk to Dock Square! PET Friendly!
Kennebunkport
9.6 out of 10, Exceptional, (74 reviews)
"Great house for a large family. We loved the location and had excellent communication the whole time. Would recommend!"
United States
Meredith B.
The price is ￥64,611
￥139,421 total
includes taxes & fees
Nov 2 - Nov 3
Kennebunkport Summer Rental walk to Dock Square! PET Friendly!
A modern living room with a sofa, a round coffee table, and a kitchen area in the background.

4. Walk to Dock Square, 1.2 Mi to Gooch's Beach, Hot Tub -- Pine Tree Place

Walk to Dock Square, 1.2 Mi to Gooch's Beach, Hot Tub -- Pine Tree Place
Kennebunk
10.0 out of 10, Exceptional, (7 reviews)
"Very nice property - extremely neat, clean and comfortable. "
United States
Amy
The price is ￥26,282
￥78,545 total
includes taxes & fees
Oct 6 - Oct 7
Walk to Dock Square, 1.2 Mi to Gooch's Beach, Hot Tub -- Pine Tree Place
A modern kitchen with white cabinetry, a wooden ceiling, and a central island with stools.

5. Charming Kennebunk Cape - Walk to Dock Square!

Charming Kennebunk Cape - Walk to Dock Square!
Kennebunk
9.8 out of 10, Exceptional, (42 reviews)
"Perfect location and the home was larger than expected! Plenty of space for several families, comfortable beds, extra (comfy) cots and everything you need for a great stay!"
United States
Hilary C.
The price is ￥62,906
￥137,391 total
includes taxes & fees
Oct 26 - Oct 27
Charming Kennebunk Cape - Walk to Dock Square!
A bedroom with a bed, a bedside table with a glass of orange juice, and two framed pictures on the wall.

6. New! Kennebunk - 6 Bed 5 Bath & Outdoor Fire Pit Minutes From Dock Square!

New! Kennebunk - 6 Bed 5 Bath & Outdoor Fire Pit Minutes From Dock Square!
Kennebunk
The price is ￥53,547
￥155,234 total
includes taxes & fees
Oct 6 - Oct 7
New! Kennebunk - 6 Bed 5 Bath & Outdoor Fire Pit Minutes From Dock Square!
A modern kitchen with wooden cabinets, a central island with bar stools, and a dining area with chairs.

7. Cozy home 1mi. to beaches/shops/dining, Hot tub, big PATIO, Pvt yard, fire pit

Cozy home 1mi. to beaches/shops/dining, Hot tub, big PATIO, Pvt yard, fire pit
Kennebunk
9.8 out of 10, Exceptional, (29 reviews)
"Excellent host & our family enjoyed our stay."
United States
Craig T.
The price is ￥73,163
￥159,755 total
includes taxes & fees
Oct 18 - Oct 19
Cozy home 1mi. to beaches/shops/dining, Hot tub, big PATIO, Pvt yard, fire pit
A compact living space with a grey brick wall, a grey sofa, a white wicker chair, and a small table. A kitchen is visible through an open doorway.

8. Kennebunk - Kennebunkport Beach House with Heated Swimming Pool!

Kennebunk - Kennebunkport Beach House with Heated Swimming Pool!
Kennebunk
9.4 out of 10, Exceptional, (69 reviews)
"The pool was great fun. We have dogs, and they loved the side yard...lots of room to run. They also had fun at the dog park. The house is perfectly situated; only minutes from beach, town, grocery stores and yet you feel like you're out in the country when you're inside or by the pool. Very quiet area. Had a wonderful time."
United States
Patricia M.
The price is ￥61,986
￥136,215 total
includes taxes & fees
Oct 18 - Oct 19
Kennebunk - Kennebunkport Beach House with Heated Swimming Pool!
A beach with houses in the background and people in the water.

9. Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland

Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland
Biddeford
9.8 out of 10, Exceptional, (13 reviews)
"We have stayed three times and will be back"
United States
Michael W.
The price is ￥49,557
￥125,937 total
includes taxes & fees
Oct 13 - Oct 14
Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland
A room with large sliding glass doors leading to an outdoor deck with a hammock and a chair.

10. On The Marsh Private Coastal 3BR Retreat • Near Dock Square & Beaches • A/C

On The Marsh Private Coastal 3BR Retreat • Near Dock Square & Beaches • A/C
Kennebunk
8.0 out of 10, Very good, (1 review)
The price is ￥150,273
￥235,373 total
includes taxes & fees
Oct 6 - Oct 7
On The Marsh Private Coastal 3BR Retreat • Near Dock Square & Beaches • A/C
A residential area with houses, a road, and a marshy landscape.

11. Wells Home with Ocean & Marsh Views + Beach Access

Wells Home with Ocean & Marsh Views + Beach Access
Wells Beach
10.0 out of 10, Exceptional, (4 reviews)
"This house is a great location and clean and well equipped"
United States
Lynn G.
The price is ￥43,409
￥137,473 total
includes taxes & fees
Oct 6 - Oct 7
Wells Home with Ocean & Marsh Views + Beach Access
A cozy living room with a large window, a beige sofa, and a small table with glasses and a candle.

12. Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!

Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!
Wells
9.6 out of 10, Exceptional, (39 reviews)
"This cottage was the perfect size for 5 adults in the family and convenient location for exploring"
United States
Andrea
The price is ￥35,630
￥88,216 total
includes taxes & fees
Nov 2 - Nov 3
Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!
A bunk bed with a striped quilt and pillows, a wooden ladder, and a woven mat on the floor.

13. New Luxury Beachfront Home Panoramic Views

New Luxury Beachfront Home Panoramic Views
Fortunes Rocks
The price is ￥99,446
￥182,897 total
includes taxes & fees
Nov 2 - Nov 3
New Luxury Beachfront Home Panoramic Views
A spacious loft with high ceilings, large windows, and a cozy seating area.

14. The Apex at Moody: Beach, Hot Tub, Fireside Nights

The Apex at Moody: Beach, Hot Tub, Fireside Nights
Moody Beach
9.6 out of 10, Exceptional, (9 reviews)
The price is ￥92,058
￥212,868 total
includes taxes & fees
Nov 2 - Nov 3
The Apex at Moody: Beach, Hot Tub, Fireside Nights
A wicker sofa with patterned cushions, a glass table with food and drink, and a view of a forested area.

15. Wells Retreat: 3BR, Firepit, Pickleball, Sleeps 9

Wells Retreat: 3BR, Firepit, Pickleball, Sleeps 9
Wells
10.0 out of 10, Exceptional, (4 reviews)
"Great stay!"
United States
Kristina W.
Wells Retreat: 3BR, Firepit, Pickleball, Sleeps 9
A living room with a grey sofa, two patterned armchairs, a round wicker coffee table, and a flat-screen TV mounted on the wall.

16. Huge New Townhome 10mins from the Beach

Huge New Townhome 10mins from the Beach
Saco
9.0 out of 10, Wonderful, (2 reviews)
"The location was very convenient. Easy drive to downtown Saco and Biddeford. As well as very quick access to the highway so Portland and other points are easy to get to. Ample parking."
United States
Ellen L.
The price is ￥21,651
￥80,378 total
includes taxes & fees
Oct 6 - Oct 7
Huge New Townhome 10mins from the Beach
A modern kitchen with a marble countertop, a coffee maker, and pendant lighting.

17. Cute and Cozy Cape in the Heart of Ogunquit Center

Cute and Cozy Cape in the Heart of Ogunquit Center
Ogunquit
10.0 out of 10, Exceptional, (43 reviews)
"We loved our time in ogunquit. The house is very charming and it has everything you need. Even things we didn’t know we needed! Location could not be better. We will for sure be back next summer!"
Canada
Maria
The price is ￥42,477
￥115,639 total
includes taxes & fees
Oct 26 - Oct 27
Cute and Cozy Cape in the Heart of Ogunquit Center
Two Adirondack chairs facing a rocky shoreline with a view of the ocean and a house in the background.

18. Ogunquit’s only Oceanfront Cottage on Private Ocean Beach – Perkins Cove, Maine

Ogunquit’s only Oceanfront Cottage on Private Ocean Beach – Perkins Cove, Maine
Ogunquit
9.8 out of 10, Exceptional, (101 reviews)
"Beautiful spot, very quiet, peaceful. You can hear the waves at night. Great restaurant right next door, wonderful access to the community."
United States
Mike S.
The price is ￥51,917
￥93,582 total
includes taxes & fees
Oct 20 - Oct 21
Ogunquit’s only Oceanfront Cottage on Private Ocean Beach – Perkins Cove, Maine
A bedroom with a bed, a chair, a bookshelf, and a lamp.

19. ⚓ Cozy 3BR Coastal Retreat • Private Yard & Fire Pit • 5 Min to Beach!

⚓ Cozy 3BR Coastal Retreat • Private Yard & Fire Pit • 5 Min to Beach!
Old Orchard Beach
10.0 out of 10, Exceptional, (9 reviews)
"This house was perfect."
United States
Courtney S.
The price is ￥35,832
￥77,459 total
includes taxes & fees
Oct 6 - Oct 7
⚓ Cozy 3BR Coastal Retreat • Private Yard & Fire Pit • 5 Min to Beach!
A staircase with wooden railings and carpeted steps leading to an upper floor.

20. The Gregory House in Southern Maine close to many beaches & popular destinations

The Gregory House in Southern Maine close to many beaches & popular destinations
Downtown Saco
9.6 out of 10, Exceptional, (19 reviews)
"Lots to do. Great location"
United States
Bob Z.
The price is ￥80,030
￥157,604 total
includes taxes & fees
Oct 7 - Oct 8
The Gregory House in Southern Maine close to many beaches & popular destinations
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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Top Kennebunkport Hotel Reviews

Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

8/10 Good
"The room was well maintained, clean and the location was good for restaurants and traveling to the airport. The staff was excellent, good value for the money!"
lucille 2-night trip
Posted 1 hour ago
Fireside Inn & Suites Portland

Find out more about Kennebunkport

Kennebunkport Vacation Homes information

Number of reviews
428
Accommodation
1274 Vacation Homes
Lowest Price
￥77,459
Highest Price
￥235,373