Kennebunkport Holiday Rentals

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Our top choices for Kennebunkport holiday rentals

Quintessential Maine Beach Cottage

Quintessential Maine Beach Cottage
Goose Rocks Beach
9.8 out of 10, Exceptional, (138)
"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

Historic Kennebunkport home only 0.3 miles to Dock Square
Kennebunkport
10.0 out of 10, Exceptional, (78)
"Quaint in a great location!"
United States
Shaun M.
The price is HK$2,276
HK$4,710 total
includes taxes & fees
14 Dec - 15 Dec
Historic Kennebunkport home only 0.3 miles to Dock Square

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, (63)
"this property was beyond perfect for our group! central location and beautiful home "
United States
Kelsey K.
The price is HK$1,828
HK$5,181 total
includes taxes & fees
14 Dec - 15 Dec
Kennebunkport Summer Rental walk to Dock Square! PET Friendly!

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

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

Thisgood Cove with Sea Views, Roof Deck, Beach, And So Much More
Kennebunkport
10.0 out of 10, Exceptional, (41)
"Great place "
United States
Kathleen M.
Thisgood Cove with Sea Views, Roof Deck, Beach, And So Much More

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

NOTHING LIKE IT! STUNNING, PRIVATE ESCAPE W/ OCEAN FRONT VIEWS & PRIVATE DOCK.
Kennebunkport
10.0 out of 10, Exceptional, (9)
"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 ESCAPE W/ OCEAN FRONT VIEWS & PRIVATE DOCK.

Million dollar view, Oceanfront Cottage, Family Friendly

Million dollar view, Oceanfront Cottage, Family Friendly
Kennebunkport
9.2 out of 10, Wonderful, (34)
"We enjoyed our stay. The view was as advertised!"
United States
Barry C.
Million dollar view, Oceanfront Cottage, Family Friendly

Goose Rocks Beach Family Vacation House !

Goose Rocks Beach Family Vacation House !
Goose Rocks Beach
9.8 out of 10, Exceptional, (34)
"We had a wonderful time staying at Goose Rocks! The beach was perfect. Communication with the host was easy and he was very responsive. Great spot for families! We can’t wait to stay again next year! "
United States
Carly M.
Goose Rocks Beach Family Vacation House !

Best of both worlds-Resort living on Goose Rocks Beach w/ parking at the beach!

Best of both worlds-Resort living on Goose Rocks Beach w/ parking at the beach!
Kennebunkport
10.0 out of 10, Exceptional, (7)
"Amazing stay, property perfect for families. The host was super helpful and responsive."
Canada
J G.
Best of both worlds-Resort living on Goose Rocks Beach w/ parking at the beach!

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (89)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is HK$1,435
HK$2,731 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Weldon Hotel

Elmwood Resort Hotel

Elmwood Resort Hotel
3.0 star property
Wells
9.6 out of 10, Exceptional, (398)
"Nice stay "
United States
Adrianna
The price is HK$1,081
HK$1,226 total
includes taxes & fees
16 Dec - 17 Dec
Elmwood Resort Hotel

Nautical Mile

Nautical Mile
2.5 star property
Wells
8.4 out of 10, Very good, (21)
"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

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

Epic Ocean Vista, a Few Steps to the Beach, an Unforgettable Vacation !

Epic Ocean Vista, a Few Steps to the Beach, an Unforgettable Vacation !
York
10.0 out of 10, Exceptional, (167)
"Great location."
United States
John R.
Epic Ocean Vista, a Few Steps to the Beach, an Unforgettable Vacation !

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

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!

Perfect for Families & friends re-unions! Outdoor Hot Tub, 50 yards to the beach!

Perfect for Families & friends re-unions! Outdoor Hot Tub, 50 yards to the beach!
Old Orchard Beach
9.8 out of 10, Exceptional, (97)
"The location was perfect and the house was exceptional. The host and property manager were very responsive and helpful. Would definitely recommend a stay!"
United States
Kathleen C.
The price is HK$4,661
HK$9,678 total
includes taxes & fees
11 Jan - 12 Jan 2026
Perfect for Families & friends re-unions! Outdoor Hot Tub, 50 yards to the beach!

Perfect Beachfront Vacation Home

Perfect Beachfront Vacation Home
York
9.2 out of 10, Wonderful, (50)
"Very nice location and beautiful little cottage"
United States
Michael R.
Perfect Beachfront Vacation Home

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

Unique Beach and Ocean Panoramic Views, this home has it all !
Wells
10.0 out of 10, Exceptional, (191)
"Wonderfull house with everything you need. The private beach is real great."
United States
Michel A.
Unique Beach and Ocean Panoramic Views, this home has it all !

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

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

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

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
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

Search for holiday rentals in Kennebunkport on Expedia! You can easily find your home rentals, villas, holiday apartments in Kennebunkport using one of the methods below:

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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 Kennebunkport Summer Rental walk to Dock Square! PET Friendly! and Charming cottage with outdoor space, full kitchen, & WiFi - near beach.

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 Arundel Barn Playhouse. 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.