Kennebunkport Holiday Rentals

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Holiday Rentals in Kennebunkport

Quintessential Maine Beach Cottage

10.0 out of 10, Exceptional, (105)
"Great spot, the dog loved it too"
Quintessential Maine Beach Cottage

Historic Kennebunkport home only 0.3 miles to Dock Square

10.0 out of 10, Exceptional, (61)
"The Mary Jane house was lovely.So many nice touches to make it festive. We loved the Christmas tree.Beautiful walk to dock square to see tree lighting."
The price is NZ$876
includes taxes & fees
23 Dec - 24 Dec
Historic Kennebunkport home only 0.3 miles to Dock Square

NOTHING LIKE IT! STUNNING, PRIVATE ESCAPTE W/ OCEAN FRONT VIEWS, PRIVATE DOCK.

10.0 out of 10, Exceptional, (7)
"The first clue that this place is special is that your GPS or mapping App has a hard time finding it. Once you do, the house is lovely. Two bedrooms upstairs (one King bed, the other two Queens) are out of the way and have beautiful morning sunrise views. The Queen bedroom has a large bathroom, the King bedroom has a smaller bathroom with pedestal sink. The first floor bedroom with the ensuite is arguably the best room on the house - it's beyond the living room and also has beautiful sunrise...
NOTHING LIKE IT! STUNNING, PRIVATE ESCAPTE W/ OCEAN FRONT VIEWS, PRIVATE DOCK.

Village by the Sea

3.5 star property
9.0 out of 10, Wonderful, (519)
"Stayed obe night for a wedding held there. As a solo traveler the smallest unit was way more space than i needed. I would highly recommend this place for couples or familiy staying a week or two ir linger. "
Village by the Sea

Unique Beach and Ocean Panoramic Views, this home has it all !

10.0 out of 10, Exceptional, (164)
"We all loved the home and the beach and the community."
Unique Beach and Ocean Panoramic Views, this home has it all !

STUNNING NEW BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: 180 DEGREE OCEAN VIEWS!

9.8 out of 10, Exceptional, (53)
"Waking up each morning to a sunset outside your bedroom window, doesn't get any better. Great visit before the holiday rush. Id definitely return!"
STUNNING NEW BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: 180 DEGREE OCEAN VIEWS!

Dog-friendly cottage with amazing sunset views, across the street from beach

8.8 out of 10, Excellent, (79)
"Its a nice little place. Very clean with an amazing view of the sunset from the couch or back yard. Kinda small though so id recommend just a couple people. Id stay again. The Beach is maybe a 5 minute walk away."
Dog-friendly cottage with amazing sunset views, across the street from beach

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (100)
"The view and location are amazing. The house was very comfortable for the three adults on our trip. It’s also very suitable for a family with kids as one of the rooms has two bunk bed sets. It’s comfortable, cozy, and completely relaxing. Within walking distance of the pier and entertainment. Great place to stay. "
Gorgeous ocean-front home with stunning beach views

Beach House ∆ Prime Location ∆ Steps to the Ocean

10.0 out of 10, Exceptional, (38)
"The house is very clean, and it is only a minute walk to the beach. This was the second time we’ve stayed in this house and it won’t be the last! "
The price is NZ$861
includes taxes & fees
5 Jan - 6 Jan 2025
Beach House ∆ Prime Location ∆ Steps to the Ocean

Epic Ocean Vista, a Few Steps to the Beach, an Unforgettable Vacation !

10.0 out of 10, Exceptional, (147)
"Beautiful and immaculate home - Absolute positive experience! Loved exploring the quaint New England surrounding towns. Beautiful area!"
Epic Ocean Vista, a Few Steps to the Beach, an Unforgettable Vacation !

Charming cottage with washer/dryer and patio - walk to Long Sands Beach

9.2 out of 10, Wonderful, (92)
"Real nice property close to everything. Would stay there again. "
Charming cottage with washer/dryer and patio - walk to Long Sands Beach

Charming 110-year former Inn 10' from the Ocean!

9.8 out of 10, Exceptional, (114)
"This location is EVERYTHING!!! Right on the beach, cozy accommodations with spacious bedrooms was perfect for the 4 of us - with the 3rd bedroom, we could've included another couple! Host John was lovely!!!"
Charming 110-year former Inn 10' from the Ocean!

The Pioneer - York Beachfront living

10.0 out of 10, Exceptional, (107)
"This is our second year renting this house and it continues to be our favorite! Plenty of space for 15 pple (this includes children) to spread out. We’ve never seen a better stocked kitchen!! Everything you would think you’d need can be found in one of the cabinets. "
The Pioneer - York Beachfront living

Tiny home steps from the beach.

9.6 out of 10, Exceptional, (30)
"Being steps from the beach was fabulous! And the tiny cottage was great … just as described! "
Tiny home steps from the beach.

Charming, Dog-Friendly Cottage w/ Shared Pool - Walk to the Ocean

8.8 out of 10, Excellent, (41)
"Lovely little property exactly as described! There were a few minor cleanliness issues but the property team was receptive and helpful! Perfect location for going into Kennebunkport or to the beaches! Loved all the little shops and views! Enjoy your stay!"
Charming, Dog-Friendly Cottage w/ Shared Pool - Walk to the Ocean

Condo w/ balcony, seasonal pool and pool table and walkable location

9.0 out of 10, Wonderful, (41)
"The "
Condo w/ balcony, seasonal pool and pool table and walkable location

Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

9.8 out of 10, Exceptional, (195)
"My family had a wonderful stay at your condo. They had unbelievably nice weather and got to enjoy your deck and views in early Nov. "
The price is NZ$607
includes taxes & fees
23 Dec - 24 Dec
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

Amazing Beach House! 5 Bedroom across the Ocean!

10.0 out of 10, Exceptional, (105)
"Amazing host, home, location and price....what more could you ask for!!!"
Amazing Beach House! 5 Bedroom across the Ocean!

Studio condo with screened porch and seasonal pool/pool table - near beaches

8.0 out of 10, Very good, (37)
"We enjoyed our stay and found everything to be as we expected it. We experienced a little confusion about the need to sign in at the lobby, but figured things out. Otherwise, all went well."
The price is NZ$479
includes taxes & fees
24 Dec - 25 Dec
Studio condo with screened porch and seasonal pool/pool table - near beaches

Ocean Views on the Cliffs of Southern Maine!

9.6 out of 10, Exceptional, (35)
"We stayed here with two other couples. The view makes this home a place for good conversation and peaceful contemplation while sitting on the decks. Even our dog was at peace, just chilling, overlooking the property and the sea! Our family had stayed at the house once before and we are now reminded that it is still a gem. You can feel the history of the home and there is an awareness of the lessons the home has taught over the decades. Experiences have been voiced through the art and emotion...
Ocean Views on the Cliffs of Southern Maine!
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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Other types of properties in Kennebunkport you may be interested in

The Breakwater Inn and Spa

4.5 star property
8.4 out of 10, Very good, (476)
"We stayed in the main building and it was great! "
The price is NZ$276
includes taxes & fees
2 Jan - 3 Jan 2025
The Breakwater Inn and Spa

The Boathouse Waterfront Hotel & Marina

3.0 star property
8.6 out of 10, Excellent, (312)
"Lovely hotel perfect location for dining and shopping. Modern very clean and very nice staff. We will be visiting again."
The price is NZ$384
includes taxes & fees
2 Jan - 3 Jan 2025
The Boathouse Waterfront Hotel & Marina

Kennebunkport Inn

3.0 star property
9.2 out of 10, Wonderful, (490)
"Lovely facility right in downtown! Easto get to shops and restaurants."
The price is NZ$344
includes taxes & fees
2 Jan - 3 Jan 2025
Kennebunkport Inn
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.

Frequently asked questions

Can I find holiday rentals in Kennebunkport?

Yes, there are holiday rentals close to the most popular sights in Kennebunkport, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Kennebunkport speak positively about the popular beaches and top-notch restaurants in this destination. Leave some time to check out the shops and waterfront during your trip.

What are some of the best holiday rentals that Kennebunkport has to offer?

Quintessential Maine Beach Cottage: This highly rated holiday home rental in Kennebunkport is located by the ocean, and has a private garden, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and a stovetop, so that you can cook with friends or family. Another good choice for your trip to Kennebunkport is NOTHING LIKE IT! STUNNING, PRIVATE ESCAPTE W/ OCEAN FRONT VIEWS, PRIVATE DOCK..

How many holiday rentals are there in Kennebunkport?

With 162 Expedia holiday rentals, you're guaranteed to find just the right place for your Kennebunkport stay.

What’s there to see and do in Kennebunkport?

Enjoy the outdoors at Goose Rocks Beach and Kennebunkport Village Green, or simply take in cultural attractions like Seashore Trolley Museum and First Families Kennebunkport Museum. Other places in town to visit include Dock Square and Walker's Point.

What’s a holiday rental in Kennebunkport like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kennebunkport. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip.