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
14 Aug - 16 Aug
In two months
25 Sep - 27 Sep
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

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 2,149
AED 3,591 total
includes taxes & fees
3 Aug - 4 Aug
Historic Kennebunkport home only 0.3 miles to Dock Square
Smart TV, fireplace, books

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, (70 reviews)
"We were five friends getting together for a weekend of playing tabletop games and catching up. Having five bedrooms and bathrooms was key. The dining room table and space is much roomier than it looks in the photos and was handy to the kitchen, first floor bathroom, fire pit, and deck. The firepit was perfect for hanging out and feeling safe about the fire after it was out."
United States
M G.
The price is AED 7,342
AED 10,405 total
includes taxes & fees
17 Aug - 18 Aug
Kennebunkport Summer Rental walk to Dock Square! PET Friendly!
Private kitchen

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 2,410
AED 5,049 total
includes taxes & fees
30 Jul - 31 Jul
New! Kennebunk - 6 Bed 5 Bath & Outdoor Fire Pit Minutes From Dock Square!
Exterior

Willard Square Family Home

Willard Square Family Home
Willard Beach
9.8 out of 10, Exceptional, (11 reviews)
"Great location, close to Old Port. Great bakery/coffee and ice cream next door. House was clean and comfortable!"
United States
Steve S.
The price is AED 1,102
AED 2,220 total
includes taxes & fees
23 Aug - 24 Aug
Willard Square Family Home
Interior

Pastoral Tranquil Walkable to Trails Dining Shopping Secure Bike Boat Storage

Pastoral Tranquil Walkable to Trails Dining Shopping Secure Bike Boat Storage
Cape Elizabeth
10.0 out of 10, Exceptional, (5 reviews)
"The host was welcoming and it was an easy and smooth check in and check out process. Place was a great spot for my friends and I during our stay for a pond hockey tournament."
United States
Kerry W.
The price is AED 2,204
AED 3,843 total
includes taxes & fees
21 Aug - 22 Aug
Pastoral Tranquil Walkable to Trails Dining Shopping Secure Bike Boat Storage
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, (15 reviews)
"Great place great location. "
United States
Chris f.
The price is AED 2,575
AED 4,192 total
includes taxes & fees
19 Aug - 20 Aug
Spacious 4-bedroom house located in the heart of Portland, ME.
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.
The price is AED 1,837
AED 2,790 total
includes taxes & fees
20 Aug - 21 Aug
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 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
10.0 out of 10, Exceptional, (12 reviews)
"Lovely stay & Jordan was very helpful & accommodating"
United States
Nikki W.
The price is AED 1,752
AED 3,099 total
includes taxes & fees
27 Aug - 28 Aug
Rare West End Home • Walk to Old Port, Harbor View
Coffee/tea maker, fridge, microwave, oven

Steps to Old Port, balcony, private outdoor space

Steps to Old Port, balcony, private outdoor space
Downtown Portland
Steps to Old Port, balcony, private outdoor space
Dining

Charming Historic Estate | Perfect for Wedding Headquarters, Groups & Events

Charming Historic Estate | Perfect for Wedding Headquarters, Groups & Events
West End
10.0 out of 10, Exceptional, (2 reviews)
"Steve was wonderful and readily available for any of our questions or just helpful recommendations! Made our stay so much more pleasurable!! We enjoyed 3 meals by their on staff chef. She also did an amazing job. We travel with 17 so needless to say it’s a lot but we had more than enough space for everyone. Also, have to mention the outdoor space was delightful!"
United States
shelley w.
The price is AED 7,934
AED 12,007 total
includes taxes & fees
3 Aug - 4 Aug
Charming Historic Estate | Perfect for Wedding Headquarters, Groups & Events
Interior

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
West End
8.4 out of 10, Very Good, (61 reviews)
"Nice place. Good location."
United States
Rob M.
The price is AED 521
AED 1,548 total
includes taxes & fees
11 Aug - 12 Aug
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Exterior

The 87th Townhome - Local Landmark

The 87th Townhome - Local Landmark
West End
9.6 out of 10, Exceptional, (8 reviews)
"Great location"
United States
Mark J.
The price is AED 2,047
AED 3,692 total
includes taxes & fees
5 Aug - 6 Aug
The 87th Townhome - Local Landmark
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 990
AED 2,805 total
includes taxes & fees
3 Aug - 4 Aug
Spacious Portland Home + Parking
Dining

Family Tides by Bayley Vacation Rentals

Family Tides by Bayley Vacation Rentals
Pine Point
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful propertyPerfect gathering space - living room and kitchenEasy walk to the beachEasy access to Portland "
United States
Neena M.
Family Tides by Bayley Vacation Rentals
Beach nearby, sun loungers

Walk to the beach!

Walk to the beach!
Biddeford
9.8 out of 10, Exceptional, (24 reviews)
"We had a great winter stay! This is a beautiful house - clean, warmly but simply decorated, gorgeous views of woods, Maine marsh, and a sliver of ocean in the distance. We went to Fortune Rocks beach daily and loved the sauna. "
United States
Susannah D.
The price is AED 2,112
AED 3,948 total
includes taxes & fees
10 Aug - 11 Aug
Walk to the beach!
Outdoor dining

Quintessential Maine Get-a-Way.

Quintessential Maine Get-a-Way.
Granite Point
9.8 out of 10, Exceptional, (35 reviews)
"Great stay in a beautiful location. Would recommend to anybody "
United States
Madeline L.
The price is AED 2,387
AED 4,116 total
includes taxes & fees
14 Aug - 15 Aug
Quintessential Maine Get-a-Way.
Beach nearby

Beachwood Cottage by Bayley Vacation Rentals

Beachwood Cottage by Bayley Vacation Rentals
Grand Beach
9.8 out of 10, Exceptional, (15 reviews)
"Great place Location was excellent and there are many activities nearby. The beach was just across the street! "
United States
Douglas K.
The price is AED 1,418
AED 4,681 total
includes taxes & fees
25 Aug - 26 Aug
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.
The price is AED 3,713
AED 8,002 total
includes taxes & fees
1 Aug - 2 Aug
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.
The price is AED 1,269
AED 4,869 total
includes taxes & fees
31 Jul - 1 Aug
Niblet Cottage 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

Ogunquit - The Milestone

Ogunquit - The Milestone

10/10 Excellent
"Absolutely love this place! It is on the far end of town so a little bit less hustle and bustle, but so easy just to take the trolley into Perkins Cove or Marginal Way or any of the incredible restaurants found in town center. It is about as close to Footbridge Beach as you can get. We walked there twice during our overnight visit. For the price point, this hotel is an absolute gem! I would highly recommend and plan on staying there again next year."
Brianna 1-night trip
Posted less than an hour ago
Ogunquit - The Milestone

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