A waterfront marina with boats docked, a wooden house with a balcony, and autumn-colored trees in the background.

Kennebunkport Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Kennebunkport holiday rentals

A waterfront property with a large house featuring multiple windows and a balcony, a dock with a sailboat, and a calm body of water reflecting the buildings.

1. Historic Kennebunkport home only 0.3 miles to Dock Square

Historic Kennebunkport home only 0.3 miles to Dock Square
Kennebunkport
10.0 out of 10, Exceptional, (96 reviews)
"Fantastic location and a wonderful place to spend time while in Kennebunkport. We’ll definitely be back!"
United States
Chris P.
The price is NZ$1,097
includes taxes & fees
3 Nov - 4 Nov
Historic Kennebunkport home only 0.3 miles to Dock Square
A spacious living room with a stone fireplace, wooden beams, and large windows.

2. Kennebunkport Summer Rental walk to Dock Square! PET Friendly!

Kennebunkport Summer Rental walk to Dock Square! PET Friendly!
Kennebunkport
9.6 out of 10, Exceptional, (77 reviews)
"Great house for a large family. We loved the location and had excellent communication the whole time. Would recommend!"
United States
Meredith B.
The price is NZ$1,664
includes taxes & fees
15 Nov - 16 Nov
Kennebunkport Summer Rental walk to Dock Square! PET Friendly!
A circular stone fire pit surrounded by Adirondack chairs in a grassy outdoor area with a tree overhead and a white fence in the background.

3. Elmwood Resort Hotel

Elmwood Resort Hotel
3.0 star property
Wells
9.4 out of 10, Exceptional, (477 reviews)
"I like that we can all stay together but have our own space"
United States
Joan
The price is NZ$319
includes taxes & fees
3 Nov - 4 Nov
Elmwood Resort Hotel
A residential area with multiple apartment buildings, a parking lot, and a grassy area.

4. Village by the Sea

Village by the Sea
3.5 star property
Wells
9.0 out of 10, Wonderful, (566 reviews)
"The rental is very spacious and the price is reasonable. It’s clean and beautiful."
United States
Quirica
The price is NZ$344
includes taxes & fees
3 Nov - 4 Nov
Village by the Sea
A modern kitchen with white cabinetry, a wooden ceiling, and a central island with stools.

5. Charming Kennebunk Cape - Walk to Dock Square!

Charming Kennebunk Cape - Walk to Dock Square!
Kennebunk
9.8 out of 10, Exceptional, (43 reviews)
"Perfect location and the home was larger than expected! Plenty of space for several families, comfortable beds, extra (comfy) cots and everything you need for a great stay!"
United States
Hilary C.
The price is NZ$1,623
includes taxes & fees
8 Nov - 9 Nov
Charming Kennebunk Cape - Walk to Dock Square!
A compact living space with a grey brick wall, a grey sofa, a white wicker chair, and a small table. A kitchen is visible through an open doorway.

6. Kennebunk - Kennebunkport Beach House with Heated Swimming Pool!

Kennebunk - Kennebunkport Beach House with Heated Swimming Pool!
Kennebunk
9.4 out of 10, Exceptional, (69 reviews)
"Great stay."
United States
Ryan R.
The price is NZ$1,597
includes taxes & fees
8 Nov - 9 Nov
Kennebunk - Kennebunkport Beach House with Heated Swimming Pool!
A modern kitchen with wooden cabinets, a central island with bar stools, and a dining area with chairs.

7. Cozy home 1mi. to beaches/shops/dining, Hot tub, big PATIO, Pvt yard, fire pit

Cozy home 1mi. to beaches/shops/dining, Hot tub, big PATIO, Pvt yard, fire pit
Kennebunk
9.8 out of 10, Exceptional, (30 reviews)
"Great location. Near the beach. Excellent set up for family with kids."
United States
Jaime G.
The price is NZ$1,632
includes taxes & fees
3 Nov - 4 Nov
Cozy home 1mi. to beaches/shops/dining, Hot tub, big PATIO, Pvt yard, fire pit
A cozy living room with a blue sofa, a wooden coffee table, and a bed with a striped bedspread.

8. Sunny Cottage

Sunny Cottage
Biddeford
10.0 out of 10, Exceptional, (61 reviews)
"We absolutely LOVE staying here. It’s the reason we keep coming back every year!"
United States
Thierry V.
The price is NZ$488
includes taxes & fees
9 Nov - 10 Nov
Sunny Cottage
A beach with houses in the background and people in the water.

9. Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland

Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland
Biddeford
9.8 out of 10, Exceptional, (14 reviews)
"Property was exactly as described. Perfect lodging for our group of four and easy location for our Kennebunkport/Portland/Freeport weekend trip. Communication with Nick and Kayla was easy."
United States
Erin S.
The price is NZ$1,065
includes taxes & fees
3 Nov - 4 Nov
Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland
A cozy living room with a large window, a beige sofa, and a small table with glasses and a candle.

10. Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!

Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!
Wells
9.6 out of 10, Exceptional, (39 reviews)
"This cottage was the perfect size for 5 adults in the family and convenient location for exploring"
United States
Andrea
The price is NZ$801
includes taxes & fees
9 Nov - 10 Nov
Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!
A beach with houses in the background and people in the water.

11. The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!

The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!
Downtown Saco
10.0 out of 10, Exceptional, (31 reviews)
"It was pet friendly apartment, everything was clean and nice, we enjoyed our stay!!!"
United States
Julie C.
The price is NZ$517
includes taxes & fees
3 Nov - 4 Nov
The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!
A small waterfall surrounded by rocks and moss.

12. Welcome to our BoHo Treehouse!

Welcome to our BoHo Treehouse!
Downtown Saco
10.0 out of 10, Exceptional, (11 reviews)
"We enjoyed our stay in Saco! The apartment was adorable and had all the necessities! "
United States
Sandy B.
The price is NZ$480
includes taxes & fees
3 Nov - 4 Nov
Welcome to our BoHo Treehouse!
A dining area with a wooden table, chairs, and a potted plant with blue flowers.

13. Welcome to the Sunshine Shack, a Unique Bright Cottage with Bold Ocean Views!

Welcome to the Sunshine Shack, a Unique Bright Cottage with Bold Ocean Views!
Moody Point
9.8 out of 10, Exceptional, (78 reviews)
"It was pleasant, clean and was all we hoped for during our stay."
United States
COREY G.
The price is NZ$1,089
includes taxes & fees
10 Nov - 11 Nov
Welcome to the Sunshine Shack, a Unique Bright Cottage with Bold Ocean Views!
A modern kitchen with a marble countertop, a coffee maker, and pendant lighting.

14. Cute and Cozy Cape in the Heart of Ogunquit Center

Cute and Cozy Cape in the Heart of Ogunquit Center
Ogunquit
10.0 out of 10, Exceptional, (43 reviews)
"We loved our time in ogunquit. The house is very charming and it has everything you need. Even things we didn’t know we needed! Location could not be better. We will for sure be back next summer!"
Canada
Maria
The price is NZ$854
includes taxes & fees
8 Nov - 9 Nov
Cute and Cozy Cape in the Heart of Ogunquit Center
A balcony with a view of the beach, wooden furniture, and a table.

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

Ocean Front Penthouse suite, Luxurious 2-bedroom,1350 sqft,2 decks, A++ location
Old Orchard Beach
9.8 out of 10, Exceptional, (58 reviews)
"Great unit at a great location."
United States
Karla M.
The price is NZ$576
includes taxes & fees
3 Nov - 4 Nov
Ocean Front Penthouse suite, Luxurious 2-bedroom,1350 sqft,2 decks, A++ location
A dining area with a table set for four, a flower vase, and clear glass candle holders.

16. The Downtown Den - King Bed, Dog Friendly, Fire Pit, Parking, Family Friendly

The Downtown Den - King Bed, Dog Friendly, Fire Pit, Parking, Family Friendly
Downtown Saco
10.0 out of 10, Exceptional, (16 reviews)
"We had a wonderful stay at the Downtown Den. It was perfect location!"
United States
Carrie C.
The price is NZ$620
includes taxes & fees
3 Nov - 4 Nov
The Downtown Den - King Bed, Dog Friendly, Fire Pit, Parking, Family Friendly
A coastal town with beachfront properties, a sandy beach, and a view of the ocean.

17. Seaside Studio 5 by Everrow

Seaside Studio 5 by Everrow
Old Orchard Beach
9.2 out of 10, Wonderful, (10 reviews)
"I stayed for a weekend for my birthday getaway. It was perfect access to the beach. The area is very family friendly, but perfect for all ages and stages of life. I walked up the street to tons of shops and restaurants. The Pier is very close where you can enjoy rides and games. I would definitely stay again."
United States
Freda T.
The price is NZ$510
includes taxes & fees
3 Nov - 4 Nov
Seaside Studio 5 by Everrow
A dining area with a round table, three chairs, and a hanging light fixture.

18. Twenty Shore - 1 Surf Suite

Twenty Shore - 1 Surf Suite
Ogunquit
9.4 out of 10, Exceptional, (71 reviews)
"The place was in a great location and decorated very nice and had the amenities that would make most people feel at home. Parking is tight, but at least you have it. Would stay again. "
United States
David K.
The price is NZ$645
includes taxes & fees
16 Nov - 17 Nov
Twenty Shore - 1 Surf Suite
A modern living room with a flat-screen TV, a round coffee table, and a sofa.

19. Twenty Shore - 4 Beach Suite

Twenty Shore - 4 Beach Suite
Ogunquit
9.4 out of 10, Exceptional, (30 reviews)
"Fantastic stay close to shops, restaurants and the beach. We will be back."
United States
James A.
The price is NZ$612
includes taxes & fees
3 Nov - 4 Nov
Twenty Shore - 4 Beach Suite
A pier with a building on stilts over the beach.

20. beautiful 1 bedroom cabin only 50 ft from beach

beautiful 1 bedroom cabin only 50 ft from beach
Old Orchard Beach
10.0 out of 10, Exceptional, (1 review)
"Being so close to the water was great. Place was a little smaller than we typically get but sufficient and was very clean. The owner was great to communicate with and quick to respond to questions. We particularly liked the shaded patio area in front."
United States
Allan S.
The price is NZ$447
includes taxes & fees
3 Nov - 4 Nov
beautiful 1 bedroom cabin only 50 ft from beach
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

The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"I enjoyed staying at the Westin. The staff were friendly and helpful. My room was very nice and clean. The location was very convenient and close to a lot of restaurants."
Deborah 2-night trip
Posted less than an hour ago
The Westin Portland Harborview

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 favorite 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 depends 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 NZ$216 per night. Entering your travel dates in the search wizard you might find 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.

How many holiday rentals are there in Kennebunkport?

With 179 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 Goose Rocks Beach.

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.