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

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)
"Cute 1850 house walking distance to shops and restaurants. Well stocked with many extras and very clean."
United States
Heather D.
The price is AED 1,081
AED 2,263 total
includes taxes & fees
4 Oct - 5 Oct
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 AED 1,589
AED 3,317 total
includes taxes & fees
6 Oct - 7 Oct
Kennebunkport Summer Rental walk to Dock Square! PET Friendly!
A patio with a fire pit, outdoor seating, and a Christmas tree.

3. The School Street House • Dock Square Village

The School Street House • Dock Square Village
Kennebunkport
10.0 out of 10, Exceptional, (1 review)
The School Street House • Dock Square Village
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 AED 612
AED 1,840 total
includes taxes & fees
4 Oct - 5 Oct
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 AED 1,464
AED 3,197 total
includes taxes & fees
26 Oct - 27 Oct
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 AED 1,246
AED 3,612 total
includes taxes & fees
5 Oct - 6 Oct
New! Kennebunk - 6 Bed 5 Bath & Outdoor Fire Pit Minutes From 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.

7. 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 AED 1,603
AED 3,332 total
includes taxes & fees
18 Oct - 19 Oct
Kennebunk - Kennebunkport Beach House with Heated Swimming Pool!
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 AED 1,818
AED 3,859 total
includes taxes & fees
15 Oct - 16 Oct
Cozy home 1mi. to beaches/shops/dining, Hot tub, big PATIO, Pvt yard, fire pit
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 AED 829
AED 2,053 total
includes taxes & fees
2 Nov - 3 Nov
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 AED 3,497
AED 5,497 total
includes taxes & fees
3 Oct - 4 Oct
On The Marsh Private Coastal 3BR Retreat • Near Dock Square & Beaches • A/C
A modern kitchen with a large island, built-in appliances, and a view of the ocean.

11. New Luxury Beachfront Home Panoramic Views

New Luxury Beachfront Home Panoramic Views
Fortunes Rocks
The price is AED 2,314
AED 4,256 total
includes taxes & fees
1 Nov - 2 Nov
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)
The price is AED 2,142
AED 4,953 total
includes taxes & fees
2 Nov - 3 Nov
The Apex at Moody: Beach, Hot Tub, Fireside Nights
A living room with a grey sofa, two patterned armchairs, a round wicker coffee table, and a flat-screen TV mounted on the wall.

13. 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 AED 563
AED 1,951 total
includes taxes & fees
4 Oct - 5 Oct
Huge New Townhome 10mins from the Beach
Two Adirondack chairs facing a rocky shoreline with a view of the ocean and a house in the background.

14. 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 AED 1,208
AED 2,178 total
includes taxes & fees
20 Oct - 21 Oct
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.

15. 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 AED 988
AED 2,691 total
includes taxes & fees
26 Oct - 27 Oct
Cute and Cozy Cape in the Heart of Ogunquit Center
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 Gregory House in Southern Maine close to many beaches & popular destinations
A staircase with white balusters and wooden steps leading to an upper floor.

17. 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 AED 912
AED 1,927 total
includes taxes & fees
4 Oct - 5 Oct
Beautiful Modern Beach House In Old Orchard Beach! w/ optional In-Law Apartment!
A bedroom with a bed, a chair, a bookshelf, and a lamp.

18. ⚓ 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 AED 933
AED 1,918 total
includes taxes & fees
7 Oct - 8 Oct
⚓ Cozy 3BR Coastal Retreat • Private Yard & Fire Pit • 5 Min to Beach!
Kitchen and center island

19. Upscale Spacious OOB Beach House - Seasonal Heated Pool

Upscale Spacious OOB Beach House - Seasonal Heated Pool
Old Orchard Beach
10.0 out of 10, Exceptional, (19 reviews)
"There is plenty of space to sleep within the home. Having the pool in the back yard was awesome, we tended to use the pool more than going to the beach because it was fogged in."
United States
Karen R.
The price is AED 858
AED 2,201 total
includes taxes & fees
4 Oct - 5 Oct
Upscale Spacious OOB Beach House - Seasonal Heated Pool
A marina with several small boats docked at wooden piers.

20. Ideal location close to Marginal Way/Perkins Cove

Ideal location close to Marginal Way/Perkins Cove
Oguquit
10.0 out of 10, Exceptional, (118 reviews)
"Amazing home in an amazing location!"
United States
Shannon H.
The price is AED 2,020
AED 4,116 total
includes taxes & fees
12 Oct - 13 Oct
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

Clarion Pointe South Portland

Clarion Pointe South Portland

8/10 Good
"Great proximity to Portland Airport. The rooms smelled a little musty. Staff was very helpful."
Barry 1-night trip
Posted less than an hour ago
Clarion Pointe South Portland

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