Kennebunk Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Kennebunk holiday rentals

84 Main

84 Main
4.0 star property
Kennebunk
10.0 out of 10, Exceptional, (53)
"This property was absolutely beautiful and well maintained! Right in the heart of Kennebunk within walking distance to great restaurants!!"
United States
Karla
The price is NZ$282
includes taxes & fees
31 Dec - 1 Jan 2026
84 Main

Elmwood Resort Hotel

Elmwood Resort Hotel
3.0 star property
Wells
9.6 out of 10, Exceptional, (399)
"Nice stay "
United States
Adrianna
The price is NZ$272
includes taxes & fees
1 Jan - 2 Jan 2026
Elmwood Resort Hotel
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kennebunk Hotel Reviews

Find out more about Kennebunk

Everything you need to know about Kennebunk 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 Kennebunk 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 Kennebunk holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Kennebunk holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kennebunk. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kennebunk 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 Kennebunk holiday rentals we have selected for you start as low as NZ$272 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kennebunk rentals

At Expedia, we put the best Kennebunk 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 Kennebunk 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 Kennebunk 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 Kennebunk. 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 Kennebunk?

Yes, there are holiday rentals in Kennebunk close to Gardens at Historic Wallingford Hall, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Kennebunk speak highly of the array of shops and bustling port. Make sure to also enjoy the popular beaches and top-notch restaurants during your holiday.

What are some of the best holiday rentals that Kennebunk has to offer?

Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families! : This holiday home rental outside of Kennebunk is located in the city centre, 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 books.

How many holiday rentals are there in Kennebunk?

Expedia has 160 holiday rentals for your stay in Kennebunk.

What can I see and do in Kennebunk?

Cultural attractions include Brick Store Museum and Maine Art Gallery Framing, whereas Kennebunk Beach and Mother's Beach are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Kennebunkport Harbor and Gooch's Beach.

What are holiday rentals like in Kennebunk?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kennebunk. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family trips.