Kennebunkport Holiday Rentals

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Holiday Rentals in Kennebunkport

Quintessential Maine Beach Cottage

Goose Rocks Beach
10.0 out of 10, Exceptional, (137)
"Absolutely beautiful surroundings and cozy place made for an unforgettable experience! "
United States
Sara S.
Quintessential Maine Beach Cottage

Historic Kennebunkport home only 0.3 miles to Dock Square

Kennebunkport
10.0 out of 10, Exceptional, (75)
"Quaint in a great location!"
United States
Shaun M.
The price is AU$748
includes taxes & fees
25 Nov - 26 Nov
Historic Kennebunkport home only 0.3 miles to Dock Square

Charming cottage with outdoor space, full kitchen, & WiFi - near beach

Goose Rocks Beach
9.4 out of 10, Exceptional, (34)
"Perfect location for our family vacation "
United States
Nancy O.
Charming cottage with outdoor space, full kitchen, & WiFi - near beach

Thisgood Cove with Sea Views, Roof Deck, Beach, And So Much More

Kennebunkport
10.0 out of 10, Exceptional, (40)
"Great place "
United States
Kathleen M.
Thisgood Cove with Sea Views, Roof Deck, Beach, And So Much More

Kennebunkport Summer Rental walk to Dock Square! PET Friendly!

Kennebunkport
9.6 out of 10, Exceptional, (62)
"this property was beyond perfect for our group! central location and beautiful home "
United States
Kelsey K.
Kennebunkport Summer Rental walk to Dock Square! PET Friendly!

Stunning Waterfront Luxury 5 Bedroom 4 Bath Home with Unbeatable Views

Kennebunkport
10.0 out of 10, Exceptional, (48)
"Fantastic property in every way. Beautiful location; accessible to town, yet private. House is extremely well-appointed, spacious, comfortable. Backyard fire pit was an huge hit! Our host, Jamie, could not have been more attentive. All in all, a perfect, memorable stay! "
United States
Joanne M.
Stunning Waterfront Luxury 5 Bedroom 4 Bath Home with Unbeatable Views

NOTHING LIKE IT! STUNNING, PRIVATE ESCAPTE W/ OCEAN FRONT VIEWS, PRIVATE DOCK.

Kennebunkport
10.0 out of 10, Exceptional, (8)
"Thoroughly enjoyed our Thanksgiving stay! Beautiful house which met all of our family’s needs. The water views are wonderful and the owners are so responsive."
United States
DEBORAH K.
NOTHING LIKE IT! STUNNING, PRIVATE ESCAPTE W/ OCEAN FRONT VIEWS, PRIVATE DOCK.

The Weldon Hotel

4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (87)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is AU$425
includes taxes & fees
7 Dec - 8 Dec
The Weldon Hotel

Elmwood Resort Hotel

3.0 star property
Wells
9.6 out of 10, Exceptional, (397)
"I love staying at Elmwood Resort when I visit Maine; it's my go-to spot."
United States
Johana
The price is AU$242
includes taxes & fees
25 Nov - 26 Nov
Elmwood Resort Hotel

Nautical Mile

2.5 star property
Wells
8.6 out of 10, Excellent, (20)
"The room was very nice optimum size. The staff was exceptional. I would stay there again"
United States
Donald
Nautical Mile

Pink Blossom Family Resort

3.0 star property
Ogunquit
9.6 out of 10, Exceptional, (298)
"Extremely clean. Staff very helpful, pleasant. Great place to stay. "
United States
Violet
Pink Blossom Family Resort

Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!

Old Orchard Beach
9.8 out of 10, Exceptional, (45)
"Excellent family stay. Backyard is nice and shaded, you can see the ocean from the house and amenities are great. "
United States
Danielle N.
Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!

The Pioneer - York Beachfront living

York
10.0 out of 10, Exceptional, (125)
"Great place to stay!"
United States
Janet F.
The Pioneer - York Beachfront living

Sensational Beachfront Property Old Orchard Beach, with indoor elevator

Old Orchard Beach
9.6 out of 10, Exceptional, (67)
"In one word AMAZING! We rented this property to gather our immediate family, adult children and grandchildren. We had a tragedy in our family as my oldest son was killed, this made our once close family, split apart. This property was so beautiful and such a happy place to be that my prayers were answered my family began the healing process. The location and the views one could not be unhappy. Thank you Jason for helping to make the stay amazing!"
United States
Helen F.
The price is AU$2,707
includes taxes & fees
5 Dec - 6 Dec
Sensational Beachfront Property Old Orchard Beach, with indoor elevator

Amazing Beach House! 5 Bedroom across the Ocean!

Wells Beach
10.0 out of 10, Exceptional, (142)
"Clean, close to the beach, plenty of room for a large family. Gate at the top of the stairs was a plus since there was a two year old in our family. Well stocked with towels; both bath and beach. "
United States
Brenda C.
The price is AU$1,452
includes taxes & fees
30 Nov - 1 Dec
Amazing Beach House! 5 Bedroom across the Ocean!

First level condo in the heart of Oqunquit at a resort style condominium complex

Ogunquit
9.4 out of 10, Exceptional, (3)
"Great location and walkable to restaurants, the beach and downtown shops. Kitchen was nice had everything we needed. Would definitely stay here again if in the area!"
United States
theresa m.
First level condo in the heart of Oqunquit at a resort style condominium complex

Beachfront | Pet Friendly | Sleeps 15 | BBQ!

York
9.4 out of 10, Exceptional, (6)
"Really enjoyed our stay. The place was clean and spacious but cozy. What an amazing location…steps from the beach, beautiful view of the ocean from multiple areas, and it’s just so close to everything."
United States
Jennifer M.
Beachfront | Pet Friendly | Sleeps 15 | BBQ!

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

Wells Beach
10.0 out of 10, Exceptional, (52)
"Absolutely beautiful spot, we've stayed on both sides and love them both. "
United States
Elizabeth B.
STUNNING BEACHFRONT HOME:AMAZING OCEAN VIEWS-BEACH ACCESS & OCEANFRONT DECK

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

Wells
10.0 out of 10, Exceptional, (63)
"This is a beautiful home with gorgeous views of the marsh and sunsets. It is a short walk to the beach and was a wonderful place to stay. The owner is very responsive to questions."
United States
Lisa M.
7-bedroom home that sleeps 14. 5-minute walk to Moody Beach

Stunning 5BR home w/ pool, beautiful yard, near beach, sleeps 8–16 comfortably

Wells
9.8 out of 10, Exceptional, (9)
"This wonderful home had everything we needed for our family vacation. The pool was just beautiful and we enjoyed the fire pit every night. The house was very clean and beautifully decorated. The washer/dryer was so convenient and the kitchen was very well equipped. A five star experience for sure!!"
United States
Jill P.
Stunning 5BR home w/ pool, beautiful yard, near beach, sleeps 8–16 comfortably
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

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$242 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?

Quintessential Maine Beach Cottage: This highly rated holiday home rental in Kennebunkport is located on the beach, 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. Other favourite homes for rent in Kennebunkport are Thisgood Cove with Sea Views, Roof Deck, Beach, And So Much More and Historic Kennebunkport home only 0.3 miles to Dock Square.

How many holiday rentals are there in Kennebunkport?

With 176 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 Colony 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.