Kennebunkport Holiday Rentals

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Kennebunkport holiday rentals

On the beach, sun-loungers, beach towels
Quintessential Maine Beach Cottage

Holiday Home in Goose Rocks Beach

Quintessential Maine Beach Cottage
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
Marina
Historic Kennebunkport home only 0.3 miles to Dock Square

Holiday Home in Kennebunkport

Historic Kennebunkport home only 0.3 miles to Dock Square
10.0 out of 10, Exceptional, (78)
"Quaint in a great location!"
United States
Shaun M.
The price is HK$2,276
HK$4,712 total
includes taxes & fees
14 Dec - 15 Dec
Historic Kennebunkport home only 0.3 miles to Dock Square
Smart TV, fireplace, books
Kennebunkport Summer Rental walk to Dock Square! PET Friendly!

Holiday Home in Kennebunkport

Kennebunkport Summer Rental walk to Dock Square! PET Friendly!
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$1,829
HK$5,183 total
includes taxes & fees
14 Dec - 15 Dec
Kennebunkport Summer Rental walk to Dock Square! PET Friendly!
TV, DVD player, books
Charming cottage with outdoor space, full kitchen, & WiFi - near beach

Holiday Home in Goose Rocks Beach

Charming cottage with outdoor space, full kitchen, & WiFi - near 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
Exterior
Thisgood Cove with Sea Views, Roof Deck, Beach, And So Much More

Holiday Home in Kennebunkport

Thisgood Cove with Sea Views, Roof Deck, Beach, And So Much More
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
Smart TV, printers
NOTHING LIKE IT! STUNNING, PRIVATE ESCAPE W/ OCEAN FRONT VIEWS & PRIVATE DOCK.

Holiday Home in Kennebunkport

NOTHING LIKE IT! STUNNING, PRIVATE ESCAPE W/ OCEAN FRONT VIEWS & PRIVATE DOCK.
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.
Terrace/patio
Million dollar view, Oceanfront Cottage, Family Friendly

Cottage in Kennebunkport

Million dollar view, Oceanfront Cottage, Family Friendly
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
On the beach, sun-loungers
Goose Rocks Beach Family Vacation House !

Holiday Home in Goose Rocks Beach

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

Condo in Kennebunkport

Best of both worlds-Resort living on Goose Rocks Beach w/ parking at the beach!
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!
Private kitchen
The Weldon Hotel

Aparthotel in Downtown Portland

The Weldon Hotel
4.5 star property
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$1,436
HK$2,732 total
includes taxes & fees
7 Jan - 8 Jan 2026
The Weldon Hotel
Property grounds
Elmwood Resort Hotel

Aparthotel in Wells

Elmwood Resort Hotel
3.0 star property
9.6 out of 10, Exceptional, (398)
"I love staying at Elmwood Resort when I visit Maine; it's my go-to spot."
United States
Johana
The price is HK$1,082
HK$1,226 total
includes taxes & fees
14 Dec - 15 Dec
Elmwood Resort Hotel
Terrace/patio
Nautical Mile

Aparthotel in Wells

Nautical Mile
2.5 star property
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
Seasonal outdoor pool
Pink Blossom Family Resort

Cottage in Ogunquit

Pink Blossom Family Resort
3.0 star property
9.6 out of 10, Exceptional, (298)
"Extremely clean. Staff very helpful, pleasant. Great place to stay. "
United States
Violet
Pink Blossom Family Resort
Exterior
Epic Ocean Vista, a Few Steps to the Beach, an Unforgettable Vacation !

Holiday Home in York

Epic Ocean Vista, a Few Steps to the Beach, an Unforgettable Vacation !
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 !
Beach
Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!

Holiday Home in Old Orchard Beach

Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!
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!
Beach nearby
Perfect for Families & friends re-unions! Outdoor Hot Tub, 50 yards to the beach!

Holiday Home in Old Orchard Beach

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

Cottage in York

Perfect Beachfront Vacation Home
9.2 out of 10, Wonderful, (50)
"Very nice location and beautiful little cottage"
United States
Michael R.
Perfect Beachfront Vacation Home
Exterior
Unique Beach and Ocean Panoramic Views, this home has it all !

Holiday Home in Wells

Unique Beach and Ocean Panoramic Views, this home has it all !
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 !
Exterior
Stunning 5BR home w/ pool, beautiful yard, near beach, sleeps 8–16 comfortably

Holiday Home in Wells

Stunning 5BR home w/ pool, beautiful yard, near beach, sleeps 8–16 comfortably
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
Exterior detail
First level condo in the heart of Oqunquit at a resort style condominium complex

Condo in Ogunquit

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

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

10/10 Excellent
"Perfect room and perfect staff! Excellent on everything "
Conrad 1-night trip
Posted 1 day ago
Clarion Hotel Portland Airport ME

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:

  • View our selection of featured holiday rentals in Kennebunkport
  • Use the map to find apartments and other holiday homes in the Kennebunkport neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kennebunkport while they last

Look no further and take a look at our great range of rental properties in Kennebunkport!

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.