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, (63)
"Our family of 5 spent a couple of nights in this home full of magical charm for a holiday getaway. House was clean, cozy, with books to read and cozy blankets. We adored the sweet touches such as the Christmas tree and decor throughout. A welcome bag and snacks was most appreciated. Would definitely come again"
The price is NZ$847
includes taxes & fees
23 Feb - 24 Feb
Historic Kennebunkport home only 0.3 miles to Dock Square

Renovated cottage at Goose Rocks Beach. Great for families, steps from the beach

10.0 out of 10, Exceptional, (2)
Renovated cottage at Goose Rocks Beach. Great for families, steps from the beach

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

10.0 out of 10, Exceptional, (8)
"When you open the front door you feel right at home. The property layout gives you space and connection and everything you need is there. We cooked our favorite holiday meals in the well appointed kitchen. The landscape and the natural setting of deer and ducks, beautiful sunrises at such a peaceful time of year was a gift. A special place to slow down and enjoy the gift of time. "
NOTHING LIKE IT! STUNNING, PRIVATE ESCAPTE W/ OCEAN FRONT VIEWS, PRIVATE DOCK.

The Weldon Hotel

4.0 star property
9.4 out of 10, Exceptional, (36)
"Overall, the stay was great. The lower-level suite was a bit noisy, as we were at ground level; however, I would highly recommend staying here if you are looking for full amenities and a short commute to everything in downtown Portland. "
The price is NZ$276
includes taxes & fees
3 Mar - 4 Mar
The Weldon Hotel

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!

Village by the Sea

3.5 star property
9.0 out of 10, Wonderful, (520)
"Loved that each couple had their own bath room and tv And kins size bed"
Village by the Sea

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

10.0 out of 10, Exceptional, (167)
"This beautiful, well-furnished house in Wells, Maine, (on the Ogunquit line) exceeded all expectations for a relaxing getaway. Situated directly on the water with unbeatable beach access, the location couldn’t be more perfect. Whether you’re planning a family vacation or a retreat with friends, this spacious and immaculately clean home is the ideal setting.The interior is updated and thoughtfully designed, offering plenty of room for everyone to spread out comfortably. Every room feels fresh and...
Unique Beach and Ocean Panoramic Views, this home has it all !

Huttopia Southern Maine

2.5 star property
8.8 out of 10, Excellent, (29)
"I have stayed here several times. It’s a great way to camp without all the fuss. You feel like you’re enjoying nature without having to pack a bunch of essentials. We stayed in a king bedroom with shower and bathroom. Everything you need is there and it’s close to grocery stores. The pond is wonderful. Lately we have been going in either beginning of June or beginning of September however because the costs have definitely increased. It’s really expensive to stay peak season which is my only...
Huttopia Southern Maine

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (93)
"Perfect location. Wonderful accommodations"
The price is NZ$325
includes taxes & fees
23 Mar - 24 Mar
Adorable Portland getaway on the Eastern Promenade

Amazing Beach House! 5 Bedroom across the Ocean!

10.0 out of 10, Exceptional, (109)
"Amazing place. Great location"
Amazing Beach House! 5 Bedroom across the Ocean!

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (101)
"We stayed to visit family in the area. The location was excellent and we loved the ocean view. Everything was very clean, except under the sofa in the living room. We searched for a dropped puzzle piece and "
Gorgeous ocean-front home with stunning beach views

Fantastic Beach House! 4 bedroom across the Ocean.

10.0 out of 10, Exceptional, (110)
"This house truly is a special little gem. We traveled here during the winter months and were so thankful for the little winter escape. Great lay out for families, very clean, and had a nice view of the ocean from the kitchen. Can’t beat the location.. just steps away from the beach! We definitely will be back! "
Fantastic Beach House! 4 bedroom across the Ocean.

100 feet from the ocean 3 bedroom cottage 420 friendly

8.6 out of 10, Excellent, (16)
"Owner should get new cleaners. House smelled like dog urine. Bathroom smelled like human urine. Had to clean floors and bathroom…lots of dirt…not sure the last time floors were I’m mopped. Dog hair on sheets. Beds were not comfortable so be prepared. Parking is a challenge. One paid parking spot in front ($36/day). Can park super close to house for 2nd spot. Owner not very responsive. Had to constantly message for arrival info and didn’t get it until 10 mins after checkin time. No instructions...
100 feet from the ocean 3 bedroom cottage 420 friendly

Paradise on the Rocks - York Oceanfront

10.0 out of 10, Exceptional, (99)
"This was the second time I brought a group of clients to this wonderful property. The house is fabulous and the setting, looking out over vast expanses of water and sky is incredibly beautiful and inspiring. We were all super-comfortable and happy! And we had wonderful spaces for this to be a powerful week of self-discovery and fun. "
Paradise on the Rocks - York Oceanfront

Ogunquit ocean front 1BR/1BA with deck, short walk to beach + center of town

10.0 out of 10, Exceptional, (106)
"My wife and I had a wonderful stay in Ogunquit with our first trip to Maine. The condo was perfect. Beautiful views of the sunsets from the deck. "
Ogunquit ocean front 1BR/1BA with deck, short walk to beach + center of town

Oceanfront Condo! Spectacular Views From Private Large Balcony

9.0 out of 10, Wonderful, (124)
"Great location! If you are looking for quiet time during the evening hours this isn’t the place for you as The Brunswick restaurant is directly below. If you like music and a great view, it’s an amazing spot! "
The price is NZ$388
includes taxes & fees
3 Mar - 4 Mar
Oceanfront Condo! Spectacular Views From Private Large Balcony

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.

Gorgeous and Unique New England Beach House: Panoramic Views of Saco Bay!

10.0 out of 10, Exceptional, (88)
"Seadrift is a perfect place for a family get together. Spacious, comfortable, and fully equipped with every possible necessity, this beach house gave us everything we needed to enjoy a memorable five nights of total relaxation. Thank you, Patrick and Olivia"
Gorgeous and Unique New England Beach House: Panoramic Views of Saco Bay!

Drakes Island Beach Front Breathtaking Property : Oceanviews and Sandy Beach !

10.0 out of 10, Exceptional, (41)
"This home is a family favorite! We have come here in the Fall 3 of the last 4 years and hope to be back again next year. Great place to relax, with nearby hiking, shopping and numerous other activities."
Drakes Island Beach Front Breathtaking Property : Oceanviews and Sandy Beach !
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 Colony Hotel

3.0 star property
8.8 out of 10, Excellent, (763)
"My wife and I stayed here in the new cove side rooms for Valentines weekend. From the pre check in courtesy call, and the welcomed mid stay call from Mike that my wife’s lost wallet was found near the market, to the very spacious, comfortable room and stay, we couldn’t have been more pleased. Great location. "
The price is NZ$263
includes taxes & fees
23 Feb - 24 Feb
The Colony Hotel

Kennebunkport Captains Collection

4.5 star property
9.4 out of 10, Exceptional, (568)
"Very comfortable stay!"
Kennebunkport Captains Collection

Kennebunkport Inn

3.0 star property
9.2 out of 10, Wonderful, (498)
"Friendly and comfortable, loved our snowy stay"
The price is NZ$279
includes taxes & fees
23 Feb - 24 Feb
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?

Historic Kennebunkport home only 0.3 miles to Dock Square: This highly rated holiday home rental in Kennebunkport is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Kennebunkport?

With 166 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.