Kennebunkport Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Kennebunkport vacation rentals

Marina
Historic Kennebunkport home only 0.3 miles to Dock Square

Vacation Home in Kennebunkport

Historic Kennebunkport home only 0.3 miles to Dock Square
10.0 out of 10, Exceptional, (80)
"Wonderful stay , pet friendly was a plus !! "
United States
Aimee S.
The price is ￥31,027
￥75,666 total
includes taxes & fees
Jan 20 - Jan 21
Historic Kennebunkport home only 0.3 miles to Dock Square
Deluxe Suite, 1 King Bed | Private kitchen | Full-size fridge, microwave, oven, stovetop
The Weldon Hotel

Aparthotel in Downtown Portland

The Weldon Hotel
4.5 star property
9.8 out of 10, Exceptional, (91)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is ￥28,624
￥42,953 total
includes taxes & fees
Feb 4 - Feb 5
The Weldon Hotel
Property grounds
Elmwood Resort Hotel

Aparthotel in Wells

Elmwood Resort Hotel
3.0 star property
9.6 out of 10, Exceptional, (400)
"Nice stay "
United States
Adrianna
The price is ￥21,938
￥24,868 total
includes taxes & fees
Jan 11 - Jan 12
Elmwood Resort Hotel
Interior
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

Cottage in Old Orchard Beach

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
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 ￥15,670
￥33,307 total
includes taxes & fees
Jan 20 - Jan 21
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
TV
In-town no frills 2 bedroom apt

Apartment in West Bayside

In-town no frills 2 bedroom apt
8.6 out of 10, Excellent, (17)
"Good place to stay in. Safe. However, it would be good to know about the steep and narrow spiral staircase, in case you have lots of heavy luggage."
United States
Omar S.
The price is ￥11,517
￥14,933 total
includes taxes & fees
Jan 11 - Jan 12
In-town no frills 2 bedroom apt
Interior
Sunny Spot with Private Parking.

Apartment in Knightville

Sunny Spot with Private Parking.
2.0 star property
9.8 out of 10, Exceptional, (25)
"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 ￥15,200
￥31,428 total
includes taxes & fees
Jan 14 - Jan 15
Sunny Spot with Private Parking.
Exterior detail
Adorable Portland getaway on the Eastern Promenade

Apartment in Munjoy Hill

Adorable Portland getaway on the Eastern Promenade
9.6 out of 10, Exceptional, (128)
"Tidy place in a great location! "
United States
Mary M.
The price is ￥17,237
￥31,769 total
includes taxes & fees
Jan 11 - Jan 12
Adorable Portland getaway on the Eastern Promenade
Beach nearby
Cheerful 1 bedroom cottage only 50ft from beach

Cottage in Old Orchard Beach

Cheerful 1 bedroom cottage only 50ft from 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 ￥17,080
￥30,915 total
includes taxes & fees
Jan 11 - Jan 12
Cheerful 1 bedroom cottage only 50ft from beach
Exterior
Cozy, Elegant and Bright 2 bed in the East End

Condo in Munjoy Hill

Cozy, Elegant and Bright 2 bed in the East End
9.8 out of 10, Exceptional, (52)
"Great location and cozy."
United States
Heather G.
The price is ￥18,757
￥41,453 total
includes taxes & fees
Jan 11 - Jan 12
Cozy, Elegant and Bright 2 bed in the East End
Beach
350 Yards to the beach. Pet friendly!

Condo in Old Orchard Beach

350 Yards to the beach. Pet friendly!
8.0 out of 10, Very Good, (34)
"Not as nice as some other places we have stayed in OOB, but for the price and closeness to the beach and pier its great. It is right up against the train tracks which wasn’t horrible for us, but could be a significant problem for a light sleeper. "
United States
Kevin S.
The price is ￥10,983
￥29,245 total
includes taxes & fees
Jan 12 - Jan 13
350 Yards to the beach. Pet friendly!
Interior
Bright & Sunny West End Apartment with Private Parking.

Apartment in West End

Bright & Sunny West End Apartment with Private Parking.
10.0 out of 10, Exceptional, (46)
"It was a fantastic place and walkable to downtown!"
United States
Gail E.
The price is ￥27,736
￥49,533 total
includes taxes & fees
Jan 11 - Jan 12
Bright & Sunny West End Apartment with Private Parking.
Flat-screen TV, Netflix, books, streaming services
Walk to Old Port ♦ West End Condo ♦ Parking

Condo in West End

Walk to Old Port ♦ West End Condo ♦ Parking
9.6 out of 10, Exceptional, (79)
"Great location. Nice and clean!"
United States
Anonymous traveler
The price is ￥17,112
￥42,736 total
includes taxes & fees
Feb 5 - Feb 6
Walk to Old Port ♦ West End Condo ♦ Parking
1 bedroom, WiFi, bed sheets
Studio Apartment near downtown Walkable!

Apartment in West Bayside

Studio Apartment near downtown Walkable!
8.4 out of 10, Very Good, (7)
"The summary and the pictures shown are exactly what you’re going to get. The owner did a good job with the description, I "
United States
Alexandria T.
The price is ￥9,872
￥21,123 total
includes taxes & fees
Jan 10 - Jan 11
Studio Apartment near downtown Walkable!
Exterior detail
1200 Sq Ft ♦ West End Gem ♦ Perfect Location

Apartment in West End

1200 Sq Ft ♦ West End Gem ♦ Perfect Location
9.4 out of 10, Exceptional, (98)
"Great location with easy parking"
United States
Lauren J.
1200 Sq Ft ♦ West End Gem ♦ Perfect Location
Smart TV
Pine Point Beach private, quaint, charming studio.

Apartment in Blue Point

Pine Point Beach private, quaint, charming studio.
2.0 star property
10.0 out of 10, Exceptional, (25)
"A great location to see Portland and surroundings. A very clean and nice place to stay. "
United States
Pam B.
The price is ￥13,790
￥32,624 total
includes taxes & fees
Jan 14 - Jan 15
Pine Point Beach private, quaint, charming studio.
Smart TV
Beautiful 1st Floor Apartment & Amazing Shower

Apartment in Parkside

Beautiful 1st Floor Apartment & Amazing Shower
9.0 out of 10, Wonderful, (27)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is ￥10,183
￥23,926 total
includes taxes & fees
Jan 11 - Jan 12
Beautiful 1st Floor Apartment & Amazing Shower
Pool
Refreshing pool view condo at Nautical Mile resort Pool Tennis Courts

Condo in Wells

Refreshing pool view condo at Nautical Mile resort Pool Tennis Courts
2.5 star property
10.0 out of 10, Exceptional, (4)
"Great place to stay. It was clean, comfortable, and close to all the places and things we wanted to do in Maine."
United States
Patty M.
The price is ￥11,126
￥45,111 total
includes taxes & fees
Jan 13 - Jan 14
Refreshing pool view condo at Nautical Mile resort Pool Tennis Courts
Dining
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

Condo in Downtown Portland

Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
9.6 out of 10, Exceptional, (22)
"We loved the walkable neighborhood & had a great, comfortable stay!"
United States
Erin R.
The price is ￥19,275
￥54,188 total
includes taxes & fees
Jan 11 - Jan 12
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Bar (on property)
West End Bright Spot with Parking.

Apartment in West End

West End Bright Spot with Parking.
10.0 out of 10, Exceptional, (17)
"Host was clear in arrival instructions and gave great recommendations for places to eat in the neighborhood."
United States
Donna M.
The price is ￥18,985
￥39,335 total
includes taxes & fees
Feb 8 - Feb 9
West End Bright Spot with Parking.
Interior
4 min walk to the beach. Large 1BD Pets Ok

Apartment in Old Orchard Beach

4 min walk to the beach. Large 1BD Pets Ok
8.6 out of 10, Excellent, (17)
"This place is as advertised. Futon was comfortable. Spacious for those who just need a place to sleep/shower after the beach and exploring downtown. Really nothing else to say except pack light if walking to the beach. Overall a good place to stay if you want to explore the area!"
United States
Kate H.
The price is ￥11,753
￥29,891 total
includes taxes & fees
Jan 26 - Jan 27
4 min walk to the beach. Large 1BD Pets Ok
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kennebunkport Hotel Reviews

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"The staff were very welcoming! + the room was clean!"
Heaven 1-night trip
Posted 2 days ago
Holiday Inn Portland-By the Bay by IHG

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 vacation rentals in Kennebunkport?

Yes, we offer vacation rentals close to popular points of interest in Kennebunkport, or you can select a secluded option if you'd like a relaxing place to 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 vacation home rentals that Kennebunkport has to offer?

Kennebunkport Summer Rental walk to Dock Square! PET Friendly!: This highly rated vacation home rental in Kennebunkport offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Kennebunkport?

With 163 Expedia vacation rentals, you're sure 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 vacation rental in Kennebunkport like?

Vacation rentals are privately owned properties where you can stay for a long or short time in Kennebunkport. Vacation rentals offer extras such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a small group gathering.