Kennebunkport Holiday Rentals

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Check prices for these dates

Tonight
16 Feb - 17 Feb
Tomorrow
17 Feb - 18 Feb
Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar

Holiday Rentals in Kennebunkport

Quintessential Maine Beach Cottage
Property grounds

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
Fridge, microwave, oven, stovetop

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 AU$771
includes taxes & fees
18 Feb - 19 Feb
Historic Kennebunkport home only 0.3 miles to Dock Square
Renovated cottage at Goose Rocks Beach. Great for families, steps from the beach
Exterior

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
Sleeps 24 in beds. Now booking 2026 summer weeks!
Dining

Sleeps 24 in beds. Now booking 2026 summer weeks!

10.0 out of 10, Exceptional, (84)
"We were a large group of friends, family and kids gathering for a post holiday getaway. Property was very clean, had everything we needed in the kitchen and accommodated everyone. The layout was perfect and allowed for our large group to be together but never felt crowded. Would recommend as a 10/10. "
Sleeps 24 in beds. Now booking 2026 summer weeks!
NOTHING LIKE IT! STUNNING, PRIVATE ESCAPTE W/ OCEAN FRONT VIEWS, PRIVATE DOCK.
Outdoor dining

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
Deluxe Suite, 2 Bedrooms | Private kitchen

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 AU$249
includes taxes & fees
2 Mar - 3 Mar
The Weldon Hotel
STUNNING NEW BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: 180 DEGREE OCEAN VIEWS!
On the beach

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

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
Comfort Tent, Multiple Beds

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
Amazing Beach House! 5 Bedroom across the Ocean!
Beach nearby, beach towels

Amazing Beach House! 5 Bedroom across the Ocean!

10.0 out of 10, Exceptional, (109)
"Our parents love Wells Beach. We grew up vacationing here for many summers. The house was perfect! We spent most of our time in the spacious living area upstairs! The decor was inviting with plenty of room for all to gather. We enjoyed the propane fireplace and the large dining table. What we didn’t expect was all the ocean views from many rooms in the house! We are planning to return this fall for a longer stay!"
Amazing Beach House! 5 Bedroom across the Ocean!
Glorious getaway on Portland's Eastern Promenade.
Property grounds

Glorious getaway on Portland's Eastern Promenade.

10.0 out of 10, Exceptional, (144)
"This rental is adorable with so many thoughtful touches from the host. From the personalized card and snacks to the labels explaining most everything you'd like to know about the space, everything has been considered. A great base from which to explore a fun town."
The price is AU$348
includes taxes & fees
17 Feb - 18 Feb
Glorious getaway on Portland's Eastern Promenade.
Paradise on the Rocks - York Oceanfront
Aerial view

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
Fantastic Beach House! 4 bedroom across the Ocean.
Interior

Fantastic Beach House! 4 bedroom across the Ocean.

10.0 out of 10, Exceptional, (109)
"House was very clean and cozy! Nice beach feel. We had snow during our stay and snow removal was handled the next morning. I would love to stay there during the summer to enjoy the closeness to the beach. We picked the coldest week but the house was nice and toasty. The gas fireplace added a nice touch. "
Fantastic Beach House! 4 bedroom across the Ocean.
Gorgeous ocean-front home with stunning beach views
On the beach

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
Village by the Sea
Indoor pool, outdoor pool

Village by the Sea

3.5 star property
9.0 out of 10, Wonderful, (520)
"For the most part my 3 night stay was great. A few hiccups. Heating system use was difficult to figure out in the bedrooms. There were extra pillows but no extra blankets. TVs were hard to figure out if you’ve never used Roku. Otherwise place was great. Super clean and spacious. "
Village by the Sea
Oceanfront Condo! Spectacular Views From Private Large Balcony
On the beach

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 AU$358
includes taxes & fees
17 Feb - 18 Feb
Oceanfront Condo! Spectacular Views From Private Large Balcony
The Moonglow! A beautiful ocean view house in Biddeford!
Terrace/patio

The Moonglow! A beautiful ocean view house in Biddeford!

9.8 out of 10, Exceptional, (97)
"Stayed here for a week in February. Excellent location for walking on the beach every day."
The Moonglow! A beautiful ocean view house in Biddeford!
5BR Beachfront Sleeps 15 w/ BBQ!
On the beach

5BR Beachfront Sleeps 15 w/ BBQ!

9.6 out of 10, Exceptional, (4)
"Dog friendly property right on the beach It was just what we needed Everything was just as described. So close to bar/restaurants. "
5BR Beachfront Sleeps 15 w/ BBQ!
The Perfect Beach Escape: Cozy 4-Bedroom Retreat
On the beach, sun-loungers, beach towels

The Perfect Beach Escape: Cozy 4-Bedroom Retreat

10.0 out of 10, Exceptional, (93)
"Perfect for a family and friends weekend! Lots of room for everyone to be comfortable!"
The Perfect Beach Escape: Cozy 4-Bedroom Retreat
Cozy Cottage!
Fridge, microwave, oven, stovetop

Cozy Cottage!

9.6 out of 10, Exceptional, (18)
"The cottage is delightful, clean, cute and comfy! I will be back!"
Cozy Cottage!
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
Front of property

The Colony Hotel

3.0 star property
8.8 out of 10, Excellent, (759)
"Off season the main hotel is not open, so guests stay in the smaller buildings. It was clean and nicely appointed. It’s more like staying at a nice motel. "
The price is AU$239
includes taxes & fees
18 Feb - 19 Feb
The Colony Hotel
Breakwater Inn
Bicycling

Breakwater Inn

4.5 star property
8.4 out of 10, Very good, (482)
"The view is beautiful. Love the location. The staff is lovely. "
The price is AU$224
includes taxes & fees
24 Feb - 25 Feb
Breakwater Inn
Kennebunkport Inn
Dinner served, seafood, al fresco dining

Kennebunkport Inn

3.0 star property
9.2 out of 10, Wonderful, (498)
"Friendly and comfortable, loved our snowy stay"
The price is AU$253
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 163 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.