Holiday Homes in Kennebunkport

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Our top choices for Kennebunkport holiday homes

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, (83 reviews)
"Wonderful stay , pet friendly was a plus !! "
United States
Aimee S.
The price is NZ$790
includes taxes & fees
29 Mar - 30 Mar
Historic Kennebunkport home only 0.3 miles to Dock Square

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, (65 reviews)
"Organized and communicative. Great location and super clean! Great space for a big family"
United States
kathryn d.
The price is NZ$1,398
includes taxes & fees
30 Mar - 31 Mar
Kennebunkport Summer Rental walk to Dock Square! PET Friendly!

Charming Victorian beach house 5 bedrooms. 50 steps to the beach

Charming Victorian beach house 5 bedrooms. 50 steps to the beach
Old Orchard Beach
9.6 out of 10, Exceptional, (18 reviews)
"We had a great time and it’s an awesome place. Can’t wait to rebook for next year. "
United States
Robert D.
The price is NZ$1,451
includes taxes & fees
29 Mar - 30 Mar
Charming Victorian beach house 5 bedrooms. 50 steps to the beach

Seaglass Cottage by Bayley Vacation Rentals

Seaglass Cottage by Bayley Vacation Rentals
Old Orchard Beach
The price is NZ$2,007
includes taxes & fees
5 Apr - 6 Apr
Seaglass Cottage by Bayley Vacation Rentals

A historic treasure in Southern Maine, very unique and spacious

A historic treasure in Southern Maine, very unique and spacious
Biddeford
10.0 out of 10, Exceptional, (44 reviews)
"Loved this house. Perfect for a getting ready spot for family before a wedding. Plently of rooms and space for parking "
United States
Jeanne C.
The price is NZ$1,700
includes taxes & fees
29 Mar - 30 Mar
A historic treasure in Southern Maine, very unique and spacious

3BR Coastal Gem with a 5 Min Drive to Ocean Fun

3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Old Orchard Beach
10.0 out of 10, Exceptional, (6 reviews)
"The host was extremely responsive, the house perfectly accommodated our needs, and the beds were super comfortable. Highly recommend!"
United States
Tina B.
The price is NZ$689
includes taxes & fees
29 Mar - 30 Mar
3BR Coastal Gem with a 5 Min Drive to Ocean Fun

Modern Getaway by the Sea

Modern Getaway by the Sea
South Portland
10.0 out of 10, Exceptional, (2 reviews)
"Had a nice stay! House was great."
United States
Karen T.
The price is NZ$868
includes taxes & fees
29 Mar - 30 Mar
Modern Getaway by the Sea

Toast to 2026! Free Champagne for all Jan / Feb Bookings

Toast to 2026! Free Champagne for all Jan / Feb Bookings
South Portland
10.0 out of 10, Exceptional, (4 reviews)
"The house was very nice and had great accommodations for our group. The kitchen and living room was very accommodating for meals and hangouts and we were close to all of the activities we were looking to do"
United States
Justin R.
The price is NZ$1,065
includes taxes & fees
5 Apr - 6 Apr
Toast to 2026! Free Champagne for all Jan / Feb Bookings

Waterfront w/ Prvt Dock & Firepit | Sleeps 8

Waterfront w/ Prvt Dock & Firepit | Sleeps 8
Acton
9.6 out of 10, Exceptional, (15 reviews)
"Love the area & location on the lake!"
United States
Will M.
The price is NZ$961
includes taxes & fees
31 Mar - 1 Apr
Waterfront w/ Prvt Dock & Firepit | Sleeps 8

Modern & Sunny House Steps from the Promenade. Private Parking!

Modern & Sunny House Steps from the Promenade. Private Parking!
Munjoy Hill
10.0 out of 10, Exceptional, (38 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is NZ$563
includes taxes & fees
29 Mar - 30 Mar
Modern & Sunny House Steps from the Promenade. Private Parking!

Lotus Spa, your home away from home

Lotus Spa, your home away from home
Acton
10.0 out of 10, Exceptional, (50 reviews)
"the property is gorgeous and exactly what we needed for a little getaway! "
United States
Allie K.
The price is NZ$531
includes taxes & fees
2 Apr - 3 Apr
Lotus Spa, your home away from home

Charming 1-bedroom ADU in wonderful Portland neighborhood

Charming 1-bedroom ADU in wonderful Portland neighborhood
Back Cove
The price is NZ$478
includes taxes & fees
29 Mar - 30 Mar
Charming 1-bedroom ADU in wonderful Portland neighborhood

Huge New Townhome 10mins from the Beach

Huge New Townhome 10mins from the Beach
Saco
8.0 out of 10, Very good, (1 review)
"The only big issue was that the VRBO listing gave us the wrong address. It sent us to Scarborough instead of Saco. Luckily we were familiar with the area and I knew that Saco was close to Old Orchard Beach, which was mentioned in the listing, so I did a google map search of the same address in Saco and it looked like the pictures. My elderly parents were relieved that we didn’t get scammed. Lol. The place was clean and large and easy to get on the highway. It’s 2 and a half baths, not 3 full...
United States
Stacy H.
The price is NZ$850
includes taxes & fees
29 Mar - 30 Mar
Huge New Townhome 10mins from the Beach

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
10.0 out of 10, Exceptional, (25 reviews)
"Excellent host & our family enjoyed our stay."
United States
Craig T.
The price is NZ$1,640
includes taxes & fees
29 Mar - 30 Mar
Cozy home 1mi. to beaches/shops/dining, Hot tub, big PATIO, Pvt yard, fire pit

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 NZ$1,526
includes taxes & fees
29 Mar - 30 Mar
The Gregory House in Southern Maine close to many beaches & popular destinations

Modern Cottage with Peeks of Ocean Views

Modern Cottage with Peeks of Ocean Views
Cape Elizabeth
10.0 out of 10, Exceptional, (1 review)
"Very cute property, perfect location! Had every amenity we could possibly need. The home was decorated so cutely and the shower was AMAZING! I’m coming back just for the shower! "
United States
Christina S.
The price is NZ$942
includes taxes & fees
24 Apr - 25 Apr
Modern Cottage with Peeks of Ocean Views

Oceanfront Cottage w/ Deck + Outdoor Shower — Walk to Restaurants

Oceanfront Cottage w/ Deck + Outdoor Shower — Walk to Restaurants
York
10.0 out of 10, Exceptional, (28 reviews)
"Great view, helpful and attentive host!"
United States
Mike G.
The price is NZ$649
includes taxes & fees
1 Apr - 2 Apr
Oceanfront Cottage w/ Deck + Outdoor Shower — Walk to Restaurants

Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
Scarborough
10.0 out of 10, Exceptional, (12 reviews)
"We had a fantastic stay. Alexa was a wonderful host!"
United States
Desmond L.
The price is NZ$865
includes taxes & fees
1 Apr - 2 Apr
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

Perfect for Families & friends re-unions! Outdoor Hot Tub, 50 yards to the beach!

Perfect for Families & friends re-unions! Outdoor Hot Tub, 50 yards to the beach!
Old Orchard Beach
9.8 out of 10, Exceptional, (99 reviews)
"The location was perfect and the house was exceptional. The host and property manager were very responsive and helpful. Would definitely recommend a stay!"
United States
Kathleen C.
The price is NZ$1,903
includes taxes & fees
5 Apr - 6 Apr
Perfect for Families & friends re-unions! Outdoor Hot Tub, 50 yards to the beach!

Willard Square Family Home

Willard Square Family Home
Willard Beach
9.6 out of 10, Exceptional, (9 reviews)
"Great location, close to Old Port. Great bakery/coffee and ice cream next door. House was clean and comfortable!"
United States
Steve S.
Willard Square Family Home
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

Find out more about Kennebunkport

Kennebunkport Holiday Homes information

Number of reviews
519
Accommodation
1119 Holiday Homes
Lowest Price
NZ$478
Highest Price
NZ$2,007

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