Kennebunkport Holiday Rentals

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Holiday Rentals in Kennebunkport

Our top choices for Kennebunkport holiday rentals

The Cottages at Cabot Cove

3.5 star property
9.6 out of 10, Exceptional, (36)
"Beautiful, charming and staff was excellent "
The price is AU$913
includes taxes & fees
3 Sept - 4 Sept
The Cottages at Cabot Cove

Historic Seaward Cottage Located Mins of Dock Square

10.0 out of 10, Exceptional, (14)
"Fantastic home, owner and location. Super clean with fine finishes and upgrades. Would definitely stay again!"
Historic Seaward Cottage Located Mins of Dock Square

"Old River House", FAMOUS HISTORIC ELEGANCE. Waterfront/Crashing Ocean Sounds

9.8 out of 10, Exceptional, (129)
"House is awesome Location is perfect and the house welcomes you"
"Old River House", FAMOUS HISTORIC ELEGANCE. Waterfront/Crashing Ocean Sounds

Elmwood Resort Hotel

3.0 star property
9.6 out of 10, Exceptional, (376)
"Very nice, adorable little area. Very happy with our stay! "
The price is AU$240
includes taxes & fees
21 Sept - 22 Sept
Elmwood Resort Hotel

Nautical Mile

2.5 star property
8.4 out of 10, Very good, (15)
"The unit we stayed in was very nice, with a separate room & living room. Our two small kids were able to have a little extra space compared to a single-room unit. The facility was advertised with a kid-sized pool, which is completely inaccurate. There is a standard pool and a hot tub. Children under 15 are prohibited from using the hot tub, which was a major bummer. We went to the pool at 9:15 one evening, and despite the pool hours being until 10:00, we were told the pool was closed and we had...
Nautical Mile

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (76)
"Absolutely beautiful place to stay. "
The price is AU$560
includes taxes & fees
16 Sept - 17 Sept
The Weldon Hotel

Pink Blossom Family Resort

3.0 star property
9.6 out of 10, Exceptional, (284)
"Great stay, kind staff and beautiful grounds "
The price is AU$237
includes taxes & fees
29 Sept - 30 Sept
Pink Blossom Family Resort

Huttopia Southern Maine

2.5 star property
8.8 out of 10, Excellent, (33)
"We stayed for one night and loved the tent and surroundings. The tent is super cozy, very pretty and a cool experiance to sleep in."
Huttopia Southern Maine

STUNNING BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: RELAXING: 9/7-9/10 NOW OPEN

9.8 out of 10, Exceptional, (62)
"The house was beautiful, clean, and in a great location. We had a great time walking the beach and being so close to town. Would stay again, if ever back in Wells!"
STUNNING BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: RELAXING: 9/7-9/10 NOW OPEN

Quaint Ogunquit Condo 5 Min.Walk To Perkins Cove & Marginal Way

9.8 out of 10, Exceptional, (176)
"The place was very clean and in an excellent location. Would stay again."
Quaint Ogunquit Condo 5 Min.Walk To Perkins Cove & Marginal Way

STUNNING BEACHFRONT HOME:AMAZING OCEAN VIEWS-BEACH ACCESS & OCEANFRONT DECK

9.8 out of 10, Exceptional, (45)
"Pristine, quiet location.Did think by vrbo listing it was the entire house for rent but still a wonderful house."
STUNNING BEACHFRONT HOME:AMAZING OCEAN VIEWS-BEACH ACCESS & OCEANFRONT DECK

Sensational Beachfront Property Old Orchard Beach, with indoor elevator

9.6 out of 10, Exceptional, (63)
"Our stay was perfect. The house allowed for us to sleep 17 people comfortably, eat together, cook in teams for a progressive dinner and spread out all at the same time. Jason was quick to answer questions, and he provided excellent suggestions for places to eat and shop. We could not be more pleased with our stay. Thank you, Jason!!"
The price is AU$2,237
includes taxes & fees
8 Sept - 9 Sept
Sensational Beachfront Property Old Orchard Beach, with indoor elevator

Tiny home steps from the beach.

9.6 out of 10, Exceptional, (37)
"Being steps from the beach was fabulous! And the tiny cottage was great … just as described! "
Tiny home steps from the beach.

Grand Victorian on the Beach, Summer

9.8 out of 10, Exceptional, (75)
"Wonderful spot with great accommodations! Would definitely stay again!"
Grand Victorian on the Beach, Summer

Located just steps from Wells Beach, Harborside #18 is perfect for your getaway

9.0 out of 10, Wonderful, (12)
"The property was nice to sit around on and it was nice to have so many resturants nearby . We enjoyed our time away for a few days. "
Located just steps from Wells Beach, Harborside #18 is perfect for your getaway

1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land

8.8 out of 10, Excellent, (3)
"Stayed for 2 nights and had a wonderful relaxing time. Very kind and repsonsive hosts. We especially loved the fire pit. Would stay again in a heart beat. "
The price is AU$244
includes taxes & fees
4 Sept - 5 Sept
1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land

Cozy Cottage!

9.6 out of 10, Exceptional, (24)
"A nice place to stay not far from walking distance to town and beach. "
Cozy Cottage!

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

9.8 out of 10, Exceptional, (217)
"We stayed off season to just get away. The beach view is really nice. We went to the restaurant downstairs for food and live music. Very convenient! Place was clean. "
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

7-bedroom home that sleeps 14. 5-minute walk to Moody Beach

10.0 out of 10, Exceptional, (55)
"It was terrific! "
7-bedroom home that sleeps 14. 5-minute walk to Moody Beach

Ocean Front Penthouse suite, Luxurious 2-bedroom,1350 sqft,2 decks, A++ location

10.0 out of 10, Exceptional, (20)
"Stunning property and great location! "
The price is AU$871
includes taxes & fees
3 Sept - 4 Sept
Ocean Front Penthouse suite, Luxurious 2-bedroom,1350 sqft,2 decks, A++ location
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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Top Kennebunkport Hotel Reviews

Find out more about Kennebunkport

Find out more about Kennebunkport

Everything you need to know about Kennebunkport holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kennebunkport holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kennebunkport holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Kennebunkport holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kennebunkport. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kennebunkport holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kennebunkport holiday rentals we have selected for you start as low as AU$237 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Kennebunkport rentals

At Expedia, we put the best Kennebunkport holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Kennebunkport rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kennebunkport holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kennebunkport. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

"Old River House", FAMOUS HISTORIC ELEGANCE. Waterfront/Crashing Ocean Sounds : This highly rated holiday home rental in Kennebunkport is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 10 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Kennebunkport?

With 165 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 Kennebunkport Village Green and Goose Rocks Beach, 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.