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
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Kennebunkport vacation homes

Marina

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, (89 reviews)
"Wonderful stay , pet friendly was a plus !! "
United States
Aimee S.
The price is AED 1,570
AED 2,845 total
includes taxes & fees
7 Jul - 8 Jul
Historic Kennebunkport home only 0.3 miles to Dock Square
Sun loungers, beach towels

Golden Slumbers, your coastal retreat in Goose Rocks Beach, Kennebunkport

Golden Slumbers, your coastal retreat in Goose Rocks Beach, Kennebunkport
Goose Rocks Beach
The price is AED 3,082
AED 5,865 total
includes taxes & fees
19 Jul - 20 Jul
Golden Slumbers, your coastal retreat in Goose Rocks Beach, Kennebunkport
Terrace/patio

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 AED 5,271
AED 6,621 total
includes taxes & fees
5 Jul - 6 Jul
The School Street House • Dock Square Village
Exterior

Willard Square Family Home

Willard Square Family Home
Willard Beach
9.6 out of 10, Exceptional, (10 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
Interior

Spacious 4-bedroom house located in the heart of Portland, ME.

Spacious 4-bedroom house located in the heart of Portland, ME.
Munjoy Hill
10.0 out of 10, Exceptional, (12 reviews)
"Great place great location. "
United States
Chris f.
Spacious 4-bedroom house located in the heart of Portland, ME.
Smart TV

Chic 3-bedroom house in Munjoy Hill with off-street parking.

Chic 3-bedroom house in Munjoy Hill with off-street parking.
Munjoy Hill
10.0 out of 10, Exceptional, (4 reviews)
"I loved spending time in this thoughtfully put together home. It is indeed chic, very personal, and our cat was comfortable here. The downstairs shower was my favorite bathroom, the shower is beautiful and cozy. The beds are wonderfully comfortable, and there were featherdown pillows in each room. My kids did argue over who got the small cute though "
United States
Penelope L.
Chic 3-bedroom house in Munjoy Hill with off-street parking.
Outdoor dining

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, (42 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
Modern & Sunny House Steps from the Promenade. Private Parking!
Outdoor dining

The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries
Munjoy Hill
10.0 out of 10, Exceptional, (100 reviews)
"Everything was as advertised; great accommodations!"
United States
Richard D.
The price is AED 1,561
AED 2,678 total
includes taxes & fees
27 Jul - 28 Jul
The Globe House on Munjoy Hill - Walk to Breweries
TV, fireplace

Rare West End Home • Walk to Old Port, Harbor View

Rare West End Home • Walk to Old Port, Harbor View
West End
9.8 out of 10, Exceptional, (10 reviews)
"Lovely stay & Jordan was very helpful & accommodating"
United States
Nikki W.
The price is AED 1,561
AED 2,859 total
includes taxes & fees
26 Jul - 27 Jul
Rare West End Home • Walk to Old Port, Harbor View
Outdoor dining

Spacious Portland Home + Parking

Spacious Portland Home + Parking
Parkside
8.8 out of 10, Excellent, (3 reviews)
"we used the house has home base for several outings in Portland. Great location and easy parking."
United States
Ellen M.
The price is AED 1,030
AED 2,885 total
includes taxes & fees
13 Jul - 14 Jul
Spacious Portland Home + Parking
Living area

SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
Ligonia
10.0 out of 10, Exceptional, (1 review)
"Incredibly welcoming house! Very nicely furnished and prepared for guests. Couldn’t be more grateful for the thoughtfulness and accessibility to the property. We kept saying how impressed we were with how many towels were available! A lot of small details were paid attention to by the host! Thank you so much!"
United States
Patrick S.
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
Interior

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, (17 reviews)
"Great stay. Alexa was a great host. Having garaged parking and the indoor pool/hot tub was perfect for our stay that coincided with a snow. Would definitely stay here again next winter."
United States
Stuart R.
The price is AED 2,807
AED 4,593 total
includes taxes & fees
9 Jul - 10 Jul
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
Dining

Family Tides by Bayley Vacation Rentals

Family Tides by Bayley Vacation Rentals
Pine Point
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful propertyPerfect gathering space - living room and kitchenEasy walk to the beachEasy access to Portland "
United States
Neena M.
The price is AED 5,252
AED 13,221 total
includes taxes & fees
2 Aug - 3 Aug
Family Tides by Bayley Vacation Rentals
Beach

A Wave from it All

A Wave from it All
Pine Point
10.0 out of 10, Exceptional, (12 reviews)
"Lovely views of the marsh, plenty of space for families, easy walk to the beach, well appointed kitchen. Overall wonderful place to stay!"
United States
Christina K.
The price is AED 4,448
AED 9,725 total
includes taxes & fees
24 Jul - 25 Jul
A Wave from it All
Beach nearby

The Cove by Bayley Vacation Rentals

The Cove by Bayley Vacation Rentals
Pine Point
9.0 out of 10, Wonderful, (19 reviews)
"House was clean and well maintained. Loved the beach decor! 5 minute walk to the beach! Hosts were very responsive and proactively communicated from when we first booked to the day we checked out. We had a great stay! "
United States
Stephanie F.
The price is AED 1,450
AED 5,270 total
includes taxes & fees
5 Jul - 6 Jul
The Cove by Bayley Vacation Rentals
Beach nearby

Beachwood Cottage by Bayley Vacation Rentals

Beachwood Cottage by Bayley Vacation Rentals
Grand Beach
9.8 out of 10, Exceptional, (14 reviews)
"Great place Location was excellent and there are many activities nearby. The beach was just across the street! "
United States
Douglas K.
Beachwood Cottage by Bayley Vacation Rentals
Smart TV

Driftwood Cottage

Driftwood Cottage
Grand Beach
10.0 out of 10, Exceptional, (11 reviews)
"Great place!"
Canada
Eva G.
Driftwood Cottage
Interior

Niblet Cottage by Bayley Vacation Rentals

Niblet Cottage by Bayley Vacation Rentals
Grand Beach
8.0 out of 10, Very Good, (13 reviews)
"Absolutely wonderful two bedroom pet friendly house. Close to Old Orchard Pier. Bayleys Realtor accessible at anytime if needed. Would definitely return!"
United States
Denise B.
Niblet Cottage by Bayley Vacation Rentals
Beach nearby

The Otis House by Bayley Vacation Rentals

The Otis House by Bayley Vacation Rentals
Grand Beach
9.8 out of 10, Exceptional, (18 reviews)
"The beach was just at the end of our block. The house was well equipped and the beds were comfortable. The property management was very responsive. "
United States
Rick M.
The price is AED 1,592
AED 5,102 total
includes taxes & fees
5 Jul - 6 Jul
The Otis House by Bayley Vacation Rentals
Beach nearby

Knotty Nauti by Bayley Vacation Rentals

Knotty Nauti by Bayley Vacation Rentals
Grand Beach
8.0 out of 10, Very Good, (7 reviews)
"we had a memorable vacation. great location."
United States
Leanne S.
Knotty Nauti by Bayley Vacation Rentals
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

Anchorage Inn and Resort

Anchorage Inn and Resort

10/10 Excellent
"We had the most amazing week! This will become our yearly family vacation spot! It was perfect for families with kids of all ages!"
Heather 4-night trip
Posted 9 hours ago
Anchorage Inn and Resort

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