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 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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 ￥46,470
￥97,295 total
includes taxes & fees
Oct 12 - Oct 13
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 ￥109,810
￥203,675 total
includes taxes & fees
Oct 12 - Oct 13
The School Street House • Dock Square Village
A modern kitchen with white cabinetry, a wooden ceiling, and a central island with stools.

3. 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.
Charming Kennebunk Cape - Walk to Dock Square!
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 ￥41,370
￥97,759 total
includes taxes & fees
Oct 12 - Oct 13
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.

5. 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 ￥51,728
￥136,415 total
includes taxes & fees
Oct 12 - Oct 13
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.

6. 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 ￥69,634
￥155,416 total
includes taxes & fees
Oct 15 - Oct 16
Cozy home 1mi. to beaches/shops/dining, Hot tub, big PATIO, Pvt yard, fire pit
A deck with a grill, chairs, and a table.

7. • Quiet 3BR Home Close to Biddeford Beaches

• Quiet 3BR Home Close to Biddeford Beaches
Biddeford
6.0 out of 10, (1 review)
"This place was okay- it served our needs. A few complaints- generally a dingy smell throughout the house, felt damp. The bathroom shower curtain has no liner so the curtain itself was very moldy. The grass wasnt mowed so I worried about ticks. The water tasted a little musty too but maybe thats just a Maine thing? Also the communication was pretty terrible with both the vrbo host and the property management company and I had a lot of trouble contacting them and getting the receipts I needed....
United States
Ellen B.
• Quiet 3BR Home Close to Biddeford Beaches
A beach with houses in the background and people in the water.

8. 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)
The price is ￥46,588
￥123,583 total
includes taxes & fees
Oct 14 - Oct 15
Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland
A cozy living room with a large window, a beige sofa, and a small table with glasses and a candle.

9. 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 ￥28,820
￥79,777 total
includes taxes & fees
Nov 9 - Nov 10
Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!
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 ￥150,321
￥235,448 total
includes taxes & fees
Oct 10 - Oct 11
On The Marsh Private Coastal 3BR Retreat • Near Dock Square & Beaches • A/C
A bedroom with a bed, nightstands, a view of the beach, and a balcony.

11. New Luxury Beachfront Home Panoramic Views

New Luxury Beachfront Home Panoramic Views
Fortunes Rocks
The price is ￥99,477
￥182,954 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.

12. 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)
"This place was fantastic. We went with three kids, 2 dogs and six adults. Plenty of room, very comfortable spaces, tons of beach stuff and the kitchen had everything that you need. Communication was great, very fast to get back to us when we had questions. Beach access was nice and the neighborhood is cute and quiet."
United States
Carrie B.
The price is ￥87,653
￥207,414 total
includes taxes & fees
Nov 8 - Nov 9
The Apex at Moody: Beach, Hot Tub, Fireside Nights
Two Adirondack chairs facing a rocky shoreline with a view of the ocean and a house in the background.

13. 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 ￥46,770
￥85,940 total
includes taxes & fees
Oct 20 - Oct 21
Ogunquit’s only Oceanfront Cottage on Private Ocean Beach – Perkins Cove, Maine
A modern kitchen with a marble countertop, a coffee maker, and pendant lighting.

14. 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 ￥42,491
￥115,676 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.

15. 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 ￥24,045
￥83,523 total
includes taxes & fees
Oct 14 - Oct 15
Huge New Townhome 10mins from the Beach
A staircase with wooden railings and carpeted steps leading to an upper floor.

16. 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 ￥70,310
￥145,698 total
includes taxes & fees
Oct 12 - Oct 13
The Gregory House in Southern Maine close to many beaches & popular destinations
A bathroom with a black countertop, a wicker basket, a wooden bowl, and a rack with towels and a robe.

17. Shamrock by the Sea Hot Tub Arcade Basketball Court & Beach Fun

Shamrock by the Sea Hot Tub Arcade Basketball Court & Beach Fun
Moody
10.0 out of 10, Exceptional, (18 reviews)
"The property is beautifully decorated, clean, well supplied & in excellent condition. The kids thoroughly enjoyed the game room & we all loved sitting around the fire pit & several used the hot tub. We definitely recommend Walking the Marginal Way, (the scenery is spectacular) & shopping in Ogunquit & Kennebunkport. It was an excellent choice for a family reunion!"
United States
Patricia A.
The price is ￥96,180
￥208,275 total
includes taxes & fees
Oct 21 - Oct 22
Shamrock by the Sea Hot Tub Arcade Basketball Court & Beach Fun
A staircase with white balusters and wooden steps leading to an upper floor.

18. 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 ￥44,872
￥89,899 total
includes taxes & fees
Oct 31 - Nov 1
Beautiful Modern Beach House In Old Orchard Beach! w/ optional In-Law Apartment!
A marina with several small boats docked at wooden piers.

19. Ideal location close to Marginal Way/Perkins Cove

Ideal location close to Marginal Way/Perkins Cove
Oguquit
10.0 out of 10, Exceptional, (119 reviews)
"Amazing home in an amazing location!"
United States
Shannon H.
The price is ￥86,845
￥175,725 total
includes taxes & fees
Oct 18 - Oct 19
Ideal location close to Marginal Way/Perkins Cove
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

AWOL Kennebunkport

AWOL Kennebunkport

10/10 Excellent
"Was an amazing stay! Would definitely come back!"
Zach 3-night trip
Posted 1 hour ago
AWOL Kennebunkport

Find out more about Kennebunkport

Kennebunkport Vacation Homes information

Number of reviews
414
Accommodation
1274 Vacation Homes
Lowest Price
￥79,777
Highest Price
￥235,448