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

Search Vacation Homes in Kennebunkport

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

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 ￥46,751
￥97,456 total
includes taxes & fees
Oct 1 - Oct 2
Historic Kennebunkport home only 0.3 miles to Dock Square
A spacious living room with a stone fireplace, wooden beams, and large windows.

2. 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 ￥68,069
￥142,123 total
includes taxes & fees
Oct 6 - Oct 7
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.

3. 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 ￥35,408
￥90,226 total
includes taxes & fees
Oct 4 - Oct 5
Walk to Dock Square, 1.2 Mi to Gooch's Beach, Hot Tub -- Pine Tree Place
A bedroom with a bed, a bedside table with a glass of orange juice, and two framed pictures on the wall.

4. 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 ￥53,385
￥154,763 total
includes taxes & fees
Oct 1 - Oct 2
New! Kennebunk - 6 Bed 5 Bath & Outdoor Fire Pit Minutes From Dock Square!
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 ￥64,585
￥139,183 total
includes taxes & fees
Oct 26 - Oct 27
Charming Kennebunk Cape - Walk to Dock Square!
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.

6. 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 ￥68,664
￥142,771 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.

7. 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 ￥51,885
￥129,970 total
includes taxes & fees
Oct 1 - Oct 2
Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland
A modern kitchen with wooden cabinets, a central island with bar stools, and a dining area with chairs.

8. 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 ￥78,685
￥166,387 total
includes taxes & fees
Oct 18 - Oct 19
Cozy home 1mi. to beaches/shops/dining, Hot tub, big PATIO, Pvt yard, fire pit
A room with large sliding glass doors leading to an outdoor deck with a hammock and a chair.

9. 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 ￥149,816
￥235,515 total
includes taxes & fees
Oct 1 - Oct 2
On The Marsh Private Coastal 3BR Retreat • Near Dock Square & Beaches • A/C
A cozy living room with a large window, a beige sofa, and a small table with glasses and a candle.

10. 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 ￥36,381
￥88,726 total
includes taxes & fees
Oct 26 - Oct 27
Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!
A modern kitchen with a marble countertop, a coffee maker, and pendant lighting.

11. 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, (42 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 ￥42,348
￥115,287 total
includes taxes & fees
Oct 27 - Oct 28
Cute and Cozy Cape in the Heart of Ogunquit Center
A living room with a grey sofa, two patterned armchairs, a round wicker coffee table, and a flat-screen TV mounted on the wall.

12. 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 ￥28,893
￥89,471 total
includes taxes & fees
Oct 4 - Oct 5
Huge New Townhome 10mins from the Beach
A bedroom with a bed, a chair, a bookshelf, and a lamp.

13. ⚓ 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 ￥44,862
￥87,745 total
includes taxes & fees
Oct 4 - Oct 5
⚓ Cozy 3BR Coastal Retreat • Private Yard & Fire Pit • 5 Min to Beach!
A staircase with white balusters and wooden steps leading to an upper floor.

14. Beautiful Modern Beach House In Old Orchard Beach! w/ optional In-Law Apartment!

Beautiful Modern Beach House In Old Orchard Beach! w/ optional In-Law Apartment!
Old Orchard Beach
9.8 out of 10, Exceptional, (8 reviews)
"Very great experience, the house was clean and fresh with a/c. Host was easy to reach. I highly recommend."
Canada
Lydia H.
The price is ￥39,101
￥82,598 total
includes taxes & fees
Oct 4 - Oct 5
Beautiful Modern Beach House In Old Orchard Beach! w/ optional In-Law Apartment!
A spacious living room with a large dining table, comfortable seating, and a view of the ocean.

15. Oceanfront/BOLD Ocean views! Beach access!

Oceanfront/BOLD Ocean views! Beach access!
Biddeford
10.0 out of 10, Exceptional, (11 reviews)
"My family wished we could have stayed longer! The view and home were perfect in every way."
United States
Sarah K.
The price is ￥121,521
￥248,053 total
includes taxes & fees
Oct 25 - Oct 26
Oceanfront/BOLD Ocean views! Beach access!
A narrow hallway with white walls, a blue carpet, and a door leading outside.

16. Adorable Seaside Cottage

Adorable Seaside Cottage
Old Orchard Beach
8.0 out of 10, Very good, (5 reviews)
"Overall nice small place, owner responded quickly to issues. "
United States
Qi L.
The price is ￥21,250
￥75,150 total
includes taxes & fees
Oct 1 - Oct 2
Adorable Seaside Cottage
A two-story house with a blue exterior, white railings, and a brick chimney.

17. OOB family Beach House w/private yard and deck! Pet friendly, parking, 4/BR 2/BA

OOB family Beach House w/private yard and deck! Pet friendly, parking, 4/BR 2/BA
Old Orchard Beach
9.6 out of 10, Exceptional, (11 reviews)
"Great location near beach. Space good for a big group with all necessary amenities."
United States
Rachel A.
The price is ￥28,748
￥84,167 total
includes taxes & fees
Oct 1 - Oct 2
OOB family Beach House w/private yard and deck! Pet friendly, parking, 4/BR 2/BA
A staircase with wooden railings and carpeted steps leading to an upper floor.

18. 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)
The price is ￥97,097
￥178,737 total
includes taxes & fees
Oct 5 - Oct 6
The Gregory House in Southern Maine close to many beaches & popular destinations
A spacious loft with high ceilings, large windows, and a cozy seating area.

19. 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 ￥104,212
￥227,861 total
includes taxes & fees
Oct 13 - Oct 14
The Apex at Moody: Beach, Hot Tub, Fireside Nights
A narrow hallway with white walls and wooden beams, a framed picture on the wall, and a hanging light fixture.

20. New Luxury Beachfront Home Panoramic Views

New Luxury Beachfront Home Panoramic Views
Fortunes Rocks
The price is ￥106,225
￥191,088 total
includes taxes & fees
Oct 14 - Oct 15
New Luxury Beachfront Home Panoramic Views
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kennebunkport Hotel Reviews

Clarion Pointe South Portland

Clarion Pointe South Portland

10/10 Excellent
"Excellent breakfast was provided. Room was clean and bed comfy. Very convenient to airport for early morning flight."
Cathy 1-night trip
Posted less than an hour ago
Clarion Pointe South Portland

Find out more about Kennebunkport

Kennebunkport Vacation Homes information

Number of reviews
454
Accommodation
1274 Vacation Homes
Lowest Price
￥75,150
Highest Price
￥248,053