Kennebunkport Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Kennebunkport

Beach nearby, sun-loungers, beach umbrellas, beach towels
Quintessential Maine Beach Cottage
9.8 out of 10, Exceptional, (87)
"Clean, great location, marsh kayaking and beach walking was amazing. Enjoyed the stay!"
Quintessential Maine Beach Cottage
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.
Indoor pool, outdoor pool
Village by the Sea
3.5 star property
9.0 out of 10, Wonderful, (446)
"Large spacious rooms "
Village by the Sea
Save an average of 15% on thousands of hotels when you're signed in
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$247
includes taxes & fees
28 May - 29 May
Pink Blossom Family Resort
Comfort Duplex, 3 Bedrooms | Private kitchen
2 duplex
3.0 star property
The price is NZ$614
includes taxes & fees
29 May - 30 May
2 duplex
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
Gorgeous ocean-front home with stunning beach views
9.6 out of 10, Exceptional, (75)
"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
On the beach
STUNNING NEW BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: 7/20-7/27 JUST OPENED UP
9.8 out of 10, Exceptional, (43)
"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
On the beach
Unique Beach and Ocean Panoramic Views, this home has it all !
10.0 out of 10, Exceptional, (146)
"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 !
Property grounds
Condo w/ balcony, seasonal pool and pool table and walkable location
9.2 out of 10, Wonderful, (31)
"Bigger than expected. Beds were very comfortable. Plenty of hot water. Quiet property. We had the pool and sauna to ourselves. Nice to be able to make snacks and breakfast."
Condo w/ balcony, seasonal pool and pool table and walkable location
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
View from property
Dog-friendly cottage with amazing sunset views, across the street from beach
8.6 out of 10, Excellent, (65)
"Cozy, cute cottage. Very clean. Just great for myself and my pup."
Dog-friendly cottage with amazing sunset views, across the street from beach
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
Fridge, microwave, oven, stovetop
Cozy Cottage!
9.6 out of 10, Exceptional, (14)
"This small studio was bigger inside than it appears outside. Tastefully decorated, there are also cards and games provided. The kitchen is adequately supplied. It is set in a nice, quiet neighborhood but is just a short walk to the bustle of Ogunquit."
Cozy Cottage!
Beach nearby
Little Miss Cottages
2.5 star property
8.2 out of 10, Very good, (68)
"Perfect place for a family to stay for a fair price if you want to stay a few nights and tour around the rest of Maine. Beach was wonderful! "
Little Miss Cottages
Beach/ocean view
Oceanfront Condo! Spectacular Views From Private Large Balcony
9.0 out of 10, Wonderful, (114)
"Property was hard to locate. Inside, was very nice and clean. View was a 10/10 & balcony 10/10. The noise of the bar was crazy and didnt stop till 2am. Funiture and pictures vibrating, and this was the 4th floor. Cant image going there with a family with kids. Unless I was going to party, probably wouldnt stay here again. PS front door knob desperately needs to be fixed."
The price is NZ$774
includes taxes & fees
17 Jun - 18 Jun
Oceanfront Condo! Spectacular Views From Private Large Balcony
Marina
Quaint Condo 5 Min.Walk To Perkins Cove
9.8 out of 10, Exceptional, (152)
"Fantastic generous hostess, very clean, great location for avoiding the crowds, but short walking distance to town .The decorations are fun and the bed and recliners are comfortable. Had to cut our trip short, but really hope to visit again."
Quaint Condo 5 Min.Walk To Perkins Cove
Exterior
Large 2BD cottage 10 min to Pier & Beach Pets ok
9.4 out of 10, Exceptional, (17)
"The cottage was clean and accurately described. It was perfect for our needs and we are already looking forward to staying there again in the future."
The price is NZ$522
includes taxes & fees
4 Jun - 5 Jun
Large 2BD cottage 10 min to Pier & Beach Pets ok
Beach nearby
2 min walk to the beach. Pet friendly condo
9.0 out of 10, Wonderful, (22)
"Great place to stay"
The price is NZ$450
includes taxes & fees
4 Jun - 5 Jun
2 min walk to the beach. Pet friendly condo
2 bedrooms, free WiFi, bed sheets
Our Blue Sky at York Beach Dog friendly beach cottage 2 mins walk to short sands
Our Blue Sky at York Beach Dog friendly beach cottage 2 mins walk to short sands
Don't see what you're looking for?
See all available properties in Kennebunkport
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

Bicycling
The Breakwater Inn and Spa
4.5 star property
8.4 out of 10, Very good, (411)
"The staff is polite and friendly. Our room was quiet and clean with a lovely view. A market across the street is a delight. Parking for the hotel is in back of where you check in. You can easily pull up to either place and unload then go park the car. The breakfast gives good options. Not a lot of places to sit. Easily would stay here again. "
The price is NZ$382
includes taxes & fees
27 May - 28 May
The Breakwater Inn and Spa
Lobby sitting area
Kennebunkport Captains Collection
4.5 star property
9.2 out of 10, Wonderful, (440)
"Great old mansion. Breakfast was good and staff was friendly. Very convenient to downtown area and numerous restaurants. Room itself had wallpaper coming off the walls and bed was very creaky. "
The price is NZ$509
includes taxes & fees
27 May - 28 May
Kennebunkport Captains Collection
Exterior
The Boathouse Waterfront Hotel & Marina
3.0 star property
8.6 out of 10, Excellent, (279)
"Very nice stay "
The price is NZ$356
includes taxes & fees
27 May - 28 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.

Recent reviews of Kennebunkport properties
Expedia verified reviews