Kennebunkport Holiday Rentals

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Holiday Rentals in Kennebunkport

Terrace/patio
NOTHING LIKE IT! STUNNING, PRIVATE ESCAPTE W/ OCEAN FRONT VIEWS, PRIVATE DOCK.
10.0 out of 10, Exceptional, (2)
"We had a great stay at this beautiful property. It was just as descibed in listing and was in a very convenient location. Owner was very responsive to any questions that came up. Would stay again."
NOTHING LIKE IT! STUNNING, PRIVATE ESCAPTE W/ OCEAN FRONT VIEWS, PRIVATE DOCK.
On the beach
Unique Beach and Ocean Panoramic Views, this home has it all !
10.0 out of 10, Exceptional, (145)
"Beautiful house and location. Have stayed here several times and can’t wait to go back."
Unique Beach and Ocean Panoramic Views, this home has it all !
3 bedrooms, desk, iron/ironing board, travel cot
Beach House ∆ Prime Location ∆ Steps to the Ocean
10.0 out of 10, Exceptional, (35)
"The cottage was very nice but the write-up was a little misleading. For example ocean views are very limited—mostly see rooftops, half bath was on ground floor, and stairs to main living area."
The price is NZ$959
per night
19 May - 20 May
Beach House ∆ Prime Location ∆ Steps to the Ocean
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Aerial view
Cozy Beach Front Home in York
10.0 out of 10, Exceptional, (91)
"Our family of 9 adults enjoyed a relaxing long weekend in York. The house perfectly accommodated all of us. There was plenty of space, comfortable bedrooms and everything we needed was easily assessable. The location is perfect - right on the beach! And restaurants and shopping are minutes away. Thank you for a wonderful stay!"
Cozy Beach Front Home in York
Interior
Ocean/Beach with magnificent views: A Unique New England experience !
10.0 out of 10, Exceptional, (64)
"Wonderful stay at this beautiful home."
Ocean/Beach with magnificent views: A Unique New England experience !
Beach nearby, sun-loungers, beach umbrellas, beach towels
Quintessential Maine Beach Cottage
9.8 out of 10, Exceptional, (86)
"Right near Goose Rocks Beach, quiet, clean, peaceful getaway overlooking a salt marsh."
Quintessential Maine Beach Cottage
On the beach, sun-loungers
Tiny home steps from the beach.
9.8 out of 10, Exceptional, (16)
"This rental perfectly suited my needs. I can't say enough positive things about it! The location is perfect for some quality beach time. The ocean is only steps away. The cottage is cozy, clean and bright. Trust the host's description! It is a tiny space (if you are a plus-sized person, you might want to verify details with the host) but it has everything you need. The host was an excellent communicator and gave me all the info I needed to have an enjoyable stay. This is a gem of a place, and I...
Tiny home steps from the beach.
On the beach
STUNNING NEW BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: 7/20-7/27 JUST OPENED UP
9.8 out of 10, Exceptional, (42)
"The property itself was beautiful. However, upon arrival we took 2 hours to clean up ourselves. And we had to wash sheets and comforter. We went off season, so everything was closed but it was really beautiful and relaxing. I would come back and rent this house again."
STUNNING NEW BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: 7/20-7/27 JUST OPENED UP
Beach/ocean view
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
9.8 out of 10, Exceptional, (174)
"Even with a snow/ice storm, the beach doesn’t disappoint! Beautiful sunrises, sunsets, and waves crashing. The condo was warm and cozy and I was very happy to be able to watch the Bruins on tv. Already planned my next visit!"
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Marina
Quaint Condo 5 Min.Walk To Perkins Cove
9.8 out of 10, Exceptional, (151)
"Was a beautiful place to stay. Owners are very thoughtful and nice!"
Quaint Condo 5 Min.Walk To Perkins Cove
Suite (Suite, 1 Bedroom, Kitchenette, 1 King) | Living area
Pink Blossom Family Resort
3.0 star property
9.6 out of 10, Exceptional, (247)
"We liked how cute the property was and the amenities were perfect. We loved our studio room and would love to stay again. The ladies at the front desk were also very helpful and kind."
The price is NZ$240
per night
21 May - 22 May
Pink Blossom Family Resort
On the beach
Gorgeous ocean-front home with stunning beach views
9.6 out of 10, Exceptional, (74)
"Great little condo. Right on the beach! Balcony is wonderful, as is the view from the master. Second bedroom is definitely a “kids” room with the two bunk beds. Garage was great for a car, would not fit the height of a truck"
Gorgeous ocean-front home with stunning beach views
Fridge, microwave, oven, stovetop
Cozy Cottage!
9.6 out of 10, Exceptional, (13)
"We loved our stay in the Sandpiper cottage. The location was perfect and very walkable to shops and restaurants. The cottage had a really nice little kitchen with everything we needed. The living /bedroom area and bathroom were great too, We brought our dog and it was very pet friendly. We would not hesitate to book again next time we are in the area,"
Cozy Cottage!
Property grounds
Bliss Beach House ♦ Huge Ocean View Rooftop Deck ♦
9.6 out of 10, Exceptional, (10)
"This place is just as nice as it looks in the pictures! My friends and I had a blast! What we appreciated the most was how communicative Jason was with us, and how welcome he made us feel! 10/10 recommend. Awesome place! :)"
The price is NZ$1,013
per night
20 May - 21 May
Bliss Beach House ♦ Huge Ocean View Rooftop Deck ♦
TV, DVD player
Moody Beach Front Studio Cottage WIFI
9.4 out of 10, Exceptional, (97)
"We loved being right on the beach!! We walked into Ogunquit each day and did the Marginal way. The cottage is small but well equipped and we were very comfortable. Great stay!!"
Moody Beach Front Studio Cottage WIFI
Exterior
Large 2BD cottage 10 min to Pier & Beach Pets ok
9.4 out of 10, Exceptional, (16)
"The house was cozy and well equipped. We had a wonderful time."
The price is NZ$457
per night
22 May - 23 May
Large 2BD cottage 10 min to Pier & Beach Pets ok
Private kitchen
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, (45)
"The kitchen was very well equipped. Living room was so cozy with the fire. Bed was super comfortable. The unit has really tall ceilings and is cozy. Only issue was the dog upstairs. They kept barking and whining."
Elegant condo - walk to Portland's best restaurants & Old Port
Property grounds
100 feet from the ocean 3 bedroom cottage 420 friendly
9.2 out of 10, Wonderful, (13)
"The property was great and a very convenient location to the beach, shops, and pier. They have everything you could possibly need except food and clothing! Very clean, TVs and ACs in every room. The only challenge as others mentioned is parking. It is a tight fit and if your tires are on the sidewalk you can be ticketed. On our second to last day we were approached by the parking patrol and told this. He was super nice and said he wouldn't ticket us but another may. I said we were leaving the...
100 feet from the ocean 3 bedroom cottage 420 friendly
Beach
Charming condo with outdoor pool, private washer/dryer, partial estuary view
9.2 out of 10, Wonderful, (34)
"The marsh is beautiful"
Charming condo with outdoor pool, private washer/dryer, partial estuary view
Indoor pool, outdoor pool
Village by the Sea
3.5 star property
9.0 out of 10, Wonderful, (445)
"Large spacious rooms "
Village by the Sea
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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.

Other types of properties in Kennebunkport you may be interested in

Lobby sitting area
Kennebunkport Captains Collection
4.5 star property
9.4 out of 10, Exceptional, (438)
"Felt very privileged to have the opportunity to spend a night in an incredibly historic house in a beautiful quiet residential neighbourhood "
The price is NZ$506
per night
20 May - 21 May
Kennebunkport Captains Collection
Room (Dock Square Queen - Queen)
Kennebunkport Inn
3.0 star property
9.2 out of 10, Wonderful, (444)
"I would say this is one of the best B&B I've ever lived in! It's very peaceful and walking distance to the bay and all the shops. There was a church right next to it and the post office behind the house, we walked over to mail out the postcard. The bed was very comfortable, it was very thoughtful that my room offered an extra bed that my kids both want to stay on. The bagel and pastries from breakfast was very fresh, variety juice options. It would be great if eggs and more fruits are provided....
The price is NZ$419
per night
29 May - 30 May
Kennebunkport Inn
Exterior
The Boathouse Waterfront Hotel & Marina
3.0 star property
8.6 out of 10, Excellent, (276)
"Could not get closer to kennybunkport village. "
The price is NZ$328
per night
29 May - 30 May
The Boathouse Waterfront Hotel & Marina
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Kennebunkport holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Kennebunkport. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Kennebunkport. Seeing all the best attractions is bound to make you fall in love with Kennebunkport. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Kennebunkport short-term rentals, that won’t be hard to do.

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 170 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.

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