A waterfront marina with boats docked, a wooden house with a balcony, and autumn-colored trees in the background.

Kennebunkport Holiday Rentals

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Kennebunkport holiday rentals

Property grounds

The Cottages at Cabot Cove

The Cottages at Cabot Cove
3.5 star property
Kennebunkport
9.6 out of 10, Exceptional, (40 reviews)
"Beautiful, charming and staff was excellent "
United States
Eileen
The Cottages at Cabot Cove
Marina

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, (89 reviews)
"Wonderful stay , pet friendly was a plus !! "
United States
Aimee S.
The price is HK$3,353
HK$6,074 total
includes taxes & fees
7 Jul - 8 Jul
Historic Kennebunkport home only 0.3 miles to Dock Square
Sun-loungers, beach towels

Golden Slumbers, your coastal retreat in Goose Rocks Beach, Kennebunkport

Golden Slumbers, your coastal retreat in Goose Rocks Beach, Kennebunkport
Goose Rocks Beach
The price is HK$5,482
HK$10,917 total
includes taxes & fees
19 Jul - 20 Jul
Golden Slumbers, your coastal retreat in Goose Rocks Beach, Kennebunkport
Egyptian cotton sheets, premium bedding, down duvets, bed sheets

Fortland Island Campground

Fortland Island Campground
1.0 star property
Portland
10.0 out of 10, Exceptional, (3 reviews)
"It was very quiet and liked the experience of staying in a camp like setting."
United States
leela srinivas
The price is HK$3,227
HK$3,518 total
includes taxes & fees
4 Aug - 5 Aug
Fortland Island Campground
Exterior

Willard Square Family Home

Willard Square Family Home
Willard Beach
9.6 out of 10, Exceptional, (10 reviews)
"Great location, close to Old Port. Great bakery/coffee and ice cream next door. House was clean and comfortable!"
United States
Steve S.
The price is HK$3,733
HK$6,458 total
includes taxes & fees
13 Jul - 14 Jul
Willard Square Family Home
Exterior

Ocean View East End Studio in a Historic Victorian

Ocean View East End Studio in a Historic Victorian
Portland
9.8 out of 10, Exceptional, (103 reviews)
"Lovely view and accessibility to the Old Port area. Enjoyed our relaxing stay! Thanks Dan! "
United States
David E.
The price is HK$2,353
HK$3,625 total
includes taxes & fees
8 Jul - 9 Jul
Ocean View East End Studio in a Historic Victorian
Terrace/patio

Portland’s Best Ocean Views from a 40-Foot Private Deck

Portland’s Best Ocean Views from a 40-Foot Private Deck
Munjoy Hill
9.6 out of 10, Exceptional, (25 reviews)
"Beautiful location with easy walk to downtown. "
United States
Megan T.
The price is HK$4,510
HK$6,591 total
includes taxes & fees
21 Jul - 22 Jul
Portland’s Best Ocean Views from a 40-Foot Private Deck
Interior

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
9.8 out of 10, Exceptional, (27 reviews)
"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$1,914
HK$2,992 total
includes taxes & fees
12 Jul - 13 Jul
Sunny Spot with Private Parking.
Outdoor dining

Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.6 out of 10, Exceptional, (10 reviews)
"Apartment was very cute, clean, and just what I was looking for. Jennifer was very accommodating and understanding "
United States
Jolee S.
The price is HK$2,180
HK$3,411 total
includes taxes & fees
12 Jul - 13 Jul
Peaceful & minutes from the Old Port with private parking
Interior

Charming Studio apartment with WiFi, AC in welcoming Portland

Charming Studio apartment with WiFi, AC in welcoming Portland
Munjoy Hill
9.4 out of 10, Exceptional, (16 reviews)
"Great place! We would definitely return if we were in the area."
United States
Preston
The price is HK$1,404
HK$2,334 total
includes taxes & fees
14 Jul - 15 Jul
Charming Studio apartment with WiFi, AC in welcoming Portland
TV

Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants

Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Munjoy Hill
9.8 out of 10, Exceptional, (132 reviews)
"The house was exactly as described and true to the pictures. There was plenty of room and comfortable seating for all 4 of us."
United States
Luann M.
The price is HK$2,918
HK$5,591 total
includes taxes & fees
22 Jul - 23 Jul
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Outdoor dining

Panoramic Water, Island & City Views w/Private Roof Deck

Panoramic Water, Island & City Views w/Private Roof Deck
Munjoy Hill
10.0 out of 10, Exceptional, (32 reviews)
"We had a super relaxing weekend! Great walks and proximity to restaurants. "
United States
Amy W.
The price is HK$3,734
HK$5,429 total
includes taxes & fees
12 Jul - 13 Jul
Panoramic Water, Island & City Views w/Private Roof Deck
Exterior detail

Vintage Maine & Modern Convenience in Portlands Exclusive East End

Vintage Maine & Modern Convenience in Portlands Exclusive East End
Munjoy Hill
9.8 out of 10, Exceptional, (53 reviews)
"Great location. Short walk to Old Port and shops restaurants. Host was great"
United States
Jeff P.
The price is HK$2,838
HK$4,419 total
includes taxes & fees
2 Aug - 3 Aug
Vintage Maine & Modern Convenience in Portlands Exclusive East End
4 bedrooms, desk, iron/ironing board, travel cot

Industrial Farmhouse Chic in Portland`s Most Desirable Neighborhood

Industrial Farmhouse Chic in Portland`s Most Desirable Neighborhood
Munjoy Hill
9.8 out of 10, Exceptional, (38 reviews)
"We were four couples who enjoyed our weekend stay. Easy walk to downtown to delicious restaurants and shopping. "
United States
Kristin M.
The price is HK$6,323
HK$9,439 total
includes taxes & fees
21 Jul - 22 Jul
Industrial Farmhouse Chic in Portland`s Most Desirable Neighborhood
TV

Hip & Luxurious Garden Retreat for Families, Foodies & Adventurers

Hip & Luxurious Garden Retreat for Families, Foodies & Adventurers
Munjoy Hill
10.0 out of 10, Exceptional, (52 reviews)
"We have stayed here multiple times and every time it’s amazing!"
United States
Erica L.
The price is HK$6,377
HK$9,507 total
includes taxes & fees
7 Jul - 8 Jul
Hip & Luxurious Garden Retreat for Families, Foodies & Adventurers
Fridge, microwave, oven, stovetop

Harborview - Curated East End Escape w/ Parking

Harborview - Curated East End Escape w/ Parking
Munjoy Hill
10.0 out of 10, Exceptional, (12 reviews)
"What a wonderful weekend in Portland Maine. The property was exceptional and in a great area. We felt comfortable and safe for our stay. We had a great time!"
United States
Kristyn E.
The price is HK$5,255
HK$7,814 total
includes taxes & fees
12 Jul - 13 Jul
Harborview - Curated East End Escape w/ Parking
TV, fireplace

Waterfront Two Master Suite Penthouse with Rooftop

Waterfront Two Master Suite Penthouse with Rooftop
Downtown Portland
10.0 out of 10, Exceptional, (198 reviews)
"Wonderful spot. Cant wait to come back. "
United States
Maarten H.
The price is HK$8,584
HK$12,571 total
includes taxes & fees
2 Aug - 3 Aug
Waterfront Two Master Suite Penthouse with Rooftop
TV, stereo

Penthouse Two Master Waterfront Suite with Rooftop

Penthouse Two Master Waterfront Suite with Rooftop
Downtown Portland
10.0 out of 10, Exceptional, (265 reviews)
"Great location & view"
United States
tina n.
The price is HK$9,490
HK$13,738 total
includes taxes & fees
1 Aug - 2 Aug
Penthouse Two Master Waterfront Suite with Rooftop
Interior

Old Port Penthouse Suite - Amazing Harbor Views

Old Port Penthouse Suite - Amazing Harbor Views
Downtown Portland
10.0 out of 10, Exceptional, (250 reviews)
"Very nice accommodations great location. "
United States
Anonymous traveller
The price is HK$6,030
HK$8,975 total
includes taxes & fees
14 Jul - 15 Jul
Old Port Penthouse Suite - Amazing Harbor Views
Interior

NEW 1 BDR-Heart of Munjoy Hill

NEW 1 BDR-Heart of Munjoy Hill
Munjoy Hill
9.8 out of 10, Exceptional, (6 reviews)
"Great location within walking distance to activities, food, the bay, etc. "
United States
Anne D.
NEW 1 BDR-Heart of Munjoy Hill
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

Ogunquit - The Milestone

Ogunquit - The Milestone

8/10 Good
"Nice and quite hotel Variety of restaurants and stores in the Area. Nice pool, just that the hotel looks kind of old but over all was clean"
Yasmina 2-night trip
Posted 5 hours ago
Ogunquit - The Milestone

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
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  • 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.

How many holiday rentals are there in Kennebunkport?

With 190 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 Goose Rocks Beach, or simply take in cultural attractions like Seashore Trolley Museum and First Families Kennebunkport Museum. Ogunquit Beach and Marginal Way are other popular places to visit in the area.

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.