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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Kennebunkport holiday 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, (95 reviews)
"Wonderful stay , pet friendly was a plus !! "
United States
Aimee S.
The price is HK$2,310
HK$4,819 total
includes taxes & fees
20 Oct - 21 Oct
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 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 HK$3,014
HK$7,332 total
includes taxes & fees
1 Nov - 2 Nov
Kennebunkport Summer Rental walk to Dock Square! PET Friendly!
A modern kitchen with white cabinetry, a wooden ceiling, and a central island with stools.

4. Charming Kennebunk Cape - Walk to Dock Square!

Charming Kennebunk Cape - Walk to Dock Square!
Kennebunk
9.8 out of 10, Exceptional, (43 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 HK$3,069
HK$7,400 total
includes taxes & fees
26 Oct - 27 Oct
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.

5. 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 HK$1,373
HK$4,012 total
includes taxes & fees
26 Oct - 27 Oct
Walk to Dock Square, 1.2 Mi to Gooch's Beach, Hot Tub -- Pine Tree Place
A beach with people enjoying the water, houses in the background, and a clear sky.

6. Swanky Flat in the Heart of Dock Square, SUPER CLEAN! WALK TO EVERYTHING!

Swanky Flat in the Heart of Dock Square, SUPER CLEAN! WALK TO EVERYTHING!
Kennebunk
9.8 out of 10, Exceptional, (11 reviews)
"The property is clean and comfortable - and close to everything we wanted to do in Kennebunkport and the surrounding area."
United States
Brian C.
The price is HK$3,178
HK$6,895 total
includes taxes & fees
26 Oct - 27 Oct
Swanky Flat in the Heart of Dock Square, SUPER CLEAN! WALK TO EVERYTHING!
A modern kitchen with wooden cabinets, stainless steel appliances, and a white countertop.

7. 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 HK$2,571
HK$6,780 total
includes taxes & fees
20 Oct - 21 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.

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 HK$2,484
HK$6,668 total
includes taxes & fees
20 Oct - 21 Oct
Kennebunk - Kennebunkport Beach House with Heated Swimming Pool!
A residential backyard with a hot tub, outdoor seating, a fire pit, and a covered patio area.

9. A Wave From It All with Hot tub

A Wave From It All with Hot tub
Kennebunk
The price is HK$2,943
HK$7,405 total
includes taxes & fees
20 Oct - 21 Oct
A Wave From It All with Hot tub
A modern kitchen with wooden cabinets, a central island with bar stools, and a dining area with chairs.

10. 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 HK$3,355
HK$7,592 total
includes taxes & fees
21 Oct - 22 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.

11. 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 HK$1,271
HK$3,781 total
includes taxes & fees
9 Nov - 10 Nov
Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!
A beach with houses in the background and people in the water.

12. 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 HK$2,159
HK$5,707 total
includes taxes & fees
28 Oct - 29 Oct
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.

13. 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 HK$7,471
HK$11,745 total
includes taxes & fees
20 Oct - 21 Oct
On The Marsh Private Coastal 3BR Retreat • Near Dock Square & Beaches • A/C
A deck with a table set for a meal, a grill, and a view of neighboring houses.

14. 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 HK$1,570
HK$6,099 total
includes taxes & fees
20 Oct - 21 Oct
Wells Home with Ocean & Marsh Views + Beach Access
A room with a view of the beach, a sliding glass door, a table with chairs, and a lamp.

15. New Luxury Beachfront Home Panoramic Views

New Luxury Beachfront Home Panoramic Views
Fortunes Rocks
The price is HK$4,944
HK$9,093 total
includes taxes & fees
1 Nov - 2 Nov
New Luxury Beachfront Home Panoramic Views
A wicker sofa with patterned cushions, a glass table with food and drink, and a view of a forested area.

16. 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.
The price is HK$1,962
HK$7,032 total
includes taxes & fees
20 Oct - 21 Oct
Wells Retreat: 3BR, Firepit, Pickleball, Sleeps 9
A spacious loft with high ceilings, large windows, and a cozy seating area.

17. 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, (10 reviews)
"We absolutely loved this home! The beach front patio and beautiful interior was perfection. We loved every minute. What an amazing property! Highly recommend!"
United States
Kama C.
The price is HK$3,806
HK$9,623 total
includes taxes & fees
16 Nov - 17 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.

18. Huge New Townhome 10mins from the Beach

Huge New Townhome 10mins from the Beach
Saco
9.4 out of 10, Exceptional, (3 reviews)
"The property is very close to I 95 making it very convenient to commute to portland. It is close to a grocery store. It was clean and the pictures were accurate. Our family of 6 had a nice stay."
United States
Krista B.
The price is HK$1,170
HK$4,124 total
includes taxes & fees
18 Nov - 19 Nov
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.

19. 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 HK$2,012
HK$3,973 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.

20. 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 HK$2,112
HK$5,749 total
includes taxes & fees
26 Oct - 27 Oct
Cute and Cozy Cape in the Heart of Ogunquit Center
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

Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

8/10 Good
"It was clean, the staff was friendly and helpful. They had a grab-and-go breakfast but we were meeting someone for breakfast so we didn't partake."
Carol 1-night trip
Posted 1 hour ago
Fireside Inn & Suites Portland

Find out more about Kennebunkport

Kennebunkport Vacation Homes information

Number of reviews
415
Accommodation
1274 Vacation Homes
Lowest Price
HK$3,781
Highest Price
HK$11,745

Explore a world of travel with Expedia