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

Marina
Historic Kennebunkport home only 0.3 miles to Dock Square

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$4,712 total
includes taxes & fees
14 Dec - 15 Dec
Historic Kennebunkport home only 0.3 miles to Dock Square
Interior
Kennebunkport Summer Rental walk to Dock Square! PET Friendly!

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$1,829
HK$5,183 total
includes taxes & fees
14 Dec - 15 Dec
Kennebunkport Summer Rental walk to Dock Square! PET Friendly!
Private kitchen
Elmwood Resort Hotel

Elmwood Resort Hotel

Elmwood Resort Hotel
3.0 star property
Wells
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
16 Dec - 17 Dec
Elmwood Resort Hotel
Exterior
Cheerful 1 bedroom cottage only 50ft from beach

Cheerful 1 bedroom cottage only 50ft from beach

Cheerful 1 bedroom cottage only 50ft from beach
Old Orchard Beach
10.0 out of 10, Exceptional, (2)
"We loved the area. We loved the cottage feel. We only wished it had bigger fridge and a better cook top. Other then that it was great."
United States
Chris A.
The price is HK$848
HK$1,527 total
includes taxes & fees
13 Jan - 14 Jan 2026
Cheerful 1 bedroom cottage only 50ft from beach
Exterior detail
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Old Orchard Beach
8.0 out of 10, Very good, (24)
"Was the perfect place to unwind. Close enough to walk to beach, restaurants and shops. Enjoyed our stay emensly!"
United States
Maria H.
The price is HK$778
HK$1,688 total
includes taxes & fees
15 Dec - 16 Dec
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Interior
Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (127)
"Very convenient location. Comfortable accommodation! I would stay here again. "
United States
Cynthia W.
The price is HK$575
HK$1,263 total
includes taxes & fees
14 Dec - 15 Dec
Adorable Portland getaway on the Eastern Promenade
Dining
Sunny Spot with Private Parking.

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
2.0 star property
Knightville
9.8 out of 10, Exceptional, (24)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
The price is HK$642
HK$1,421 total
includes taxes & fees
14 Dec - 15 Dec
Sunny Spot with Private Parking.
Exterior
Cozy, Elegant and Bright 2 bed in the East End

Cozy, Elegant and Bright 2 bed in the East End

Cozy, Elegant and Bright 2 bed in the East End
Munjoy Hill
9.8 out of 10, Exceptional, (52)
"Excellent stay and location"
United States
David M.
The price is HK$996
HK$2,138 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy, Elegant and Bright 2 bed in the East End
Living area
The Weldon Hotel

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$1,436
HK$2,732 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Weldon Hotel
Fridge, microwave, oven, stovetop
Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
2.0 star property
Blue Point
10.0 out of 10, Exceptional, (24)
"Sweet place! "
United States
Lisa G.
The price is HK$623
HK$1,552 total
includes taxes & fees
14 Dec - 15 Dec
Pine Point Beach private, quaint, charming studio.
Smart TV
Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.0 out of 10, Wonderful, (26)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is HK$496
HK$1,177 total
includes taxes & fees
15 Dec - 16 Dec
Beautiful 1st Floor Apartment & Amazing Shower
Property grounds
Welcome to our BoHo Treehouse!

Welcome to our BoHo Treehouse!

Welcome to our BoHo Treehouse!
2.0 star property
Saco
10.0 out of 10, Exceptional, (8)
"Was blown away by the charm, decor and how welcoming the property was. Peaceful, quiet, clean. Will be returning at some point in the future!"
United States
Robert H.
The price is HK$1,012
HK$2,222 total
includes taxes & fees
12 Jan - 13 Jan 2026
Welcome to our BoHo Treehouse!
Beach nearby, sun-loungers, beach towels
Beach House ∆ Prime Location ∆ Steps to the Ocean

Beach House ∆ Prime Location ∆ Steps to the Ocean

Beach House ∆ Prime Location ∆ Steps to the Ocean
Old Orchard Beach
10.0 out of 10, Exceptional, (55)
"It was clean and neat and just steps to the beach. It had everything you could possibly need."
United States
Mare E.
The price is HK$1,103
HK$3,747 total
includes taxes & fees
15 Dec - 16 Dec
Beach House ∆ Prime Location ∆ Steps to the Ocean
Beach nearby
Arlie`s Digs! - One Block To Willard Beach!

Arlie`s Digs! - One Block To Willard Beach!

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (62)
"We had a wonderful week here. Fantastic proximity to the beach & a great bakery and ice cream shop. They accommodated us and our dog very well and had everything we need for a great stay. "
United States
Elizabeth C.
The price is HK$967
HK$2,504 total
includes taxes & fees
16 Dec - 17 Dec
Arlie`s Digs! - One Block To Willard Beach!
Outdoor dining
Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.8 out of 10, Exceptional, (7)
"Super Cute little apartment! My only complaint, is the parking. It gets a little tight. And the bed is a little firm for my liking, but overall it was super nice and convenient!"
United States
Samantha
The price is HK$648
HK$1,521 total
includes taxes & fees
14 Dec - 15 Dec
Peaceful & minutes from the Old Port with private parking
Interior
Charming West End Hideaway. Private Parking

Charming West End Hideaway. Private Parking

Charming West End Hideaway. Private Parking
West End
10.0 out of 10, Exceptional, (46)
"Excellent place in every way-- I wish we could have stayed longer!"
United States
Alicia
The price is HK$840
HK$1,611 total
includes taxes & fees
14 Dec - 15 Dec
Charming West End Hideaway. Private Parking
Exterior detail
Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (171)
"Great location, clean and cute."
United States
Erin M.
The price is HK$840
HK$1,798 total
includes taxes & fees
14 Dec - 15 Dec
Glorious getaway on Portland's Eastern Promenade.
TV
In-town no frills 2 bedroom apt

In-town no frills 2 bedroom apt

In-town no frills 2 bedroom apt
West Bayside
8.6 out of 10, Excellent, (16)
"Host was very accommodating. Apartment worked well for. Description accurate. Would stay again."
United Kingdom
Martha F.
The price is HK$654
HK$1,212 total
includes taxes & fees
14 Dec - 15 Dec
In-town no frills 2 bedroom apt
Beach nearby
Escape to the Beach! Cozy Condo in downtown OOB.

Escape to the Beach! Cozy Condo in downtown OOB.

Escape to the Beach! Cozy Condo in downtown OOB.
Old Orchard Beach
9.6 out of 10, Exceptional, (26)
"Easy check-in, super clean, amazing location! "
United States
Chantelle V.
The price is HK$701
HK$1,595 total
includes taxes & fees
18 Dec - 19 Dec
Escape to the Beach! Cozy Condo in downtown OOB.
Interior
Charming Studio apartment with WiFi, AC in welcoming Portland

Charming Studio apartment with WiFi, AC in welcoming Portland

Charming Studio apartment with WiFi, AC in welcoming Portland
Munjoy Hill
9.6 out of 10, Exceptional, (11)
"A great location and a comfortable place to stay!"
United States
Andrew K.
The price is HK$875
HK$1,650 total
includes taxes & fees
14 Dec - 15 Dec
Charming Studio apartment with WiFi, AC in welcoming Portland
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

Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

10/10 Excellent
"Loved the room"
Carmen 1-night trip
Posted 21 hours ago
Tru by Hilton Portland Airport Area

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.