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Vacation rentals in Kennebunkport

Vacation rentals in Kennebunkport

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Kennebunkport

Guests agree: these stays are highly rated for location, cleanliness, and more.

Explore Portland from a Historic Downtown Home
PLUSEntire flat · 5 guests · 2 beds · 1 bathroom
Explore Portland from a Historic Downtown Home

Live like a Portland native for a short or long term stay. Park in the driveway and easily walk to every corner of the city. Original pumpkin pine floors, nine foot ceilings, exposed brick, and sunny southern exposure make this 177 year old Greek revival feel immediately like home. A recently renovated kitchen and bathroom offer modern comforts steeped in historic surround.

What guests are saying:

“My friends and I had an amazing week at Gary's apartment. We took a working vacation (work during the day/explore Portland on nights and weekends), and this was just a great stay all-around. Can definitely recommend. Apartment: The apartment is on the first floor of a renovated house. It had all the amenities we needed, everything was in great condition. The shower had good water pressure, the beds were comfortable, and we had no issues with noise or anything else. There is a cute seating area in the back, and we used the parking spot in the driveway (though we also used street parking with no issues). Host: Gary was a fantastic host! He was very flexible with our check-in, which was much appreciated. He thoughtfully left us flowers, fruit, chocolates, etc. which was such a sweet touch, and dropped off an extra umbrella on a rainy day. He was easy to reach, and helped us find/arrange the trip to a nice beach on the weekend. Location: We thought the location was really good. It's not in the bustling center of Portland, but an easy (flat) mile walk to most of the restaurants, and you can walk along the water. It was very easy to drive to, and does have a few cafes and restaurants right around. We felt totally safe, and walked almost everywhere.”

The Carriage House at Libbytown
SUPERHOSTEntire guest house · 2 guests · 2 beds · 1 bathroom
The Carriage House at Libbytown

License Number: STHR-000197-2018

What guests are saying:

“We had a great time in Portland, ME staying with Peter and Julia! The rental is a cozy finished loft above the garage, with plenty of room to relax and a nice level of privacy. When we arrived, they had us all set up with a code to access the space, masks, hand santizers, a few local beers in the fridge and fresh cookies waiting for us on the desk! We were traveling with our dog, and felt immediately welcomed in by our hosts, there was no awkwardness about having our pup with us. We were well accommodated with room to walk him and dispose of his messes. We also enjoyed using the shared space of the outdoor patio to sit in the evening and relax after a day of exploring. A+ rating for making our trip comfortable and easy, even during a pandemic.”

Oceanfront with amazing views and private entrance
SUPERHOSTPrivate room · 2 guests · 1 bed · 1 private bathroom
Oceanfront with amazing views and private entrance

COVID-19 GUIDELINES: Guests from VT, NH, CT, NY and NJ are welcome to book. Per the state of Maine, any other out-of-state guests are required to sign a certificate on check-in, confirming that they've either had a negative COVID-19 test no more than 72 hours prior to arrival OR will quarantine for the duration of their stay.

What guests are saying:

“STUNNING home. I wanted a romantic setting for my anniversary and I got it. It was spacious, super clean, bright and homey. The hot tub was my boyfriends favorite amenity with the waves crashing below us. The pink purple sunrise sky view from our very own bed was my favorite part! Debbie is very welcoming, quick to respond and has a great sense of style. Would totally stay up here again if I come to Maine. Thank you Debbie and Brad!”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
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Popular amenities for Kennebunkport holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Kennebunkport

Studio, Walk to everything, Parking
SUPERHOSTEntire guest suite
Studio, Walk to everything, Parking
Price:₹10,815 / night
Ogunquit Tranquil Setting near Perkins Cove
SUPERHOSTEntire guest suite
Ogunquit Tranquil Setting near Perkins Cove
Price:₹9,870 / night
"Nautica" on Munjoy Hill, Portland
SUPERHOSTEntire flat
"Nautica" on Munjoy Hill, Portland
Price:₹8,085 / night
Private, spacious, colorful, fun & unique space
SUPERHOSTPrivate room
Private, spacious, colorful, fun & unique space
Price:₹5,985 / night
Top of Portland's Munjoy Hill
SUPERHOSTPrivate room
Top of Portland's Munjoy Hill
Price:₹8,222 / night
Spacious Studio in Arts District w/ Free Parking
SUPERHOSTEntire loft
Spacious Studio in Arts District w/ Free Parking
Price:₹7,266 / night
BEACHES, PORTLAND, LIGHTHOUSES, classy & lovely!
SUPERHOSTEntire flat
BEACHES, PORTLAND, LIGHTHOUSES, classy & lovely!
Price:₹12,833 / night
Extraordinary Architectural Masterpiece Downtown
SUPERHOSTEntire flat
Extraordinary Architectural Masterpiece Downtown
Price:₹14,438 / night
Light-Filled Apartment in Ideal Location
SUPERHOSTEntire flat
Light-Filled Apartment in Ideal Location
Price:₹18,448 / night
Turn of the Century West End Barn with Private Entrance
PLUSEntire guest house
Turn of the Century West End Barn with Private Entrance
Price:₹12,127 / night
The Captain's Quarters - Private Master Suite
SUPERHOSTEntire guest suite
The Captain's Quarters - Private Master Suite
Price:₹7,676 / night
**SANITIZED** "The Nest" Quiet & Stylish Oasis
SUPERHOSTEntire guest suite
**SANITIZED** "The Nest" Quiet & Stylish Oasis
Price:₹8,673 / night
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