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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Kennebunkport holiday rentals

Marina

1. 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, (91 reviews)
"Wonderful stay , pet friendly was a plus !! "
United States
Aimee S.
The price is HK$5,097
HK$8,300 total
includes taxes & fees
1 Sept - 2 Sept
Historic Kennebunkport home only 0.3 miles to Dock Square
Terrace/patio

2. The School Street House • Dock Square Village

The School Street House • Dock Square Village
Kennebunkport
10.0 out of 10, Exceptional, (1 review)
The School Street House • Dock Square Village
Smart TV, fireplace, books

3. 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, (70 reviews)
"We were five friends getting together for a weekend of playing tabletop games and catching up. Having five bedrooms and bathrooms was key. The dining room table and space is much roomier than it looks in the photos and was handy to the kitchen, first floor bathroom, fire pit, and deck. The firepit was perfect for hanging out and feeling safe about the fire after it was out."
United States
M G.
The price is HK$14,109
HK$19,918 total
includes taxes & fees
17 Aug - 18 Aug
Kennebunkport Summer Rental walk to Dock Square! PET Friendly!
Exterior

4. Elmwood Resort Hotel

Elmwood Resort Hotel
3.0 star property
Wells
9.6 out of 10, Exceptional, (432 reviews)
"Nice small apartment for overnight stay."
United States
Tammie
The price is HK$1,333
HK$1,598 total
includes taxes & fees
3 Sept - 4 Sept
Elmwood Resort Hotel
Beach

5. Studio cottage close to beach & golf with outdoor pool, firepit, & basketball

Studio cottage close to beach & golf with outdoor pool, firepit, & basketball
Kennebunk
9.0 out of 10, Wonderful, (21 reviews)
"Pease and quiet was My number one requirements.… I got that plus some! We had a fantastic stay!!"
United States
christine
The price is HK$1,441
HK$3,757 total
includes taxes & fees
10 Aug - 11 Aug
Studio cottage close to beach & golf with outdoor pool, firepit, & basketball
Pool

6. 2 Mi to Drakes Island Beach: Condo w/ Porch!

2 Mi to Drakes Island Beach: Condo w/ Porch!
Wells
9.8 out of 10, Exceptional, (16 reviews)
"Enjoyed our stay."
United States
Rosil
2 Mi to Drakes Island Beach: Condo w/ Porch!
Property grounds

7. Village by the Sea

Village by the Sea
3.5 star property
Wells
9.0 out of 10, Wonderful, (556 reviews)
"Friendly staff,clean rooms will definitely book again"
United States
Dylan
The price is HK$2,008
HK$2,255 total
includes taxes & fees
16 Aug - 17 Aug
Village by the Sea
Smart TV, fireplace

8. Sunny Cottage

Sunny Cottage
Biddeford
10.0 out of 10, Exceptional, (57 reviews)
"Exactly as described, close to everything."
United States
Erika J.
The price is HK$1,468
HK$2,711 total
includes taxes & fees
11 Aug - 12 Aug
Sunny Cottage
Coffee/tea maker, fridge, microwave, oven

9. Charming Kennebunk Cape - Walk to Dock Square!

Charming Kennebunk Cape - Walk to Dock Square!
Kennebunk
9.8 out of 10, Exceptional, (42 reviews)
"Perfect location and the home was larger than expected! Plenty of space for several families, comfortable beds, extra (comfy) cots and everything you need for a great stay!"
United States
Hilary C.
The price is HK$7,051
HK$11,711 total
includes taxes & fees
10 Aug - 11 Aug
Charming Kennebunk Cape - Walk to Dock Square!
Exterior

10. A second floor apartment with en-suite near UNE, Southern Maine beach’s.

A second floor apartment with en-suite near UNE, Southern Maine beach’s.
Biddeford
10.0 out of 10, Exceptional, (84 reviews)
"We had a great stay. Everyone was as pictured, the hosts are lovely, and we wouldn’t hesitate to stay again."
United States
Alison Z.
The price is HK$1,616
HK$2,693 total
includes taxes & fees
27 Aug - 28 Aug
A second floor apartment with en-suite near UNE, Southern Maine beach’s.
Property grounds

11. Huttopia Southern Maine

Huttopia Southern Maine
2.5 star property
Sanford
8.8 out of 10, Excellent, (36 reviews)
"Absolutely loved these glamping tents! We had the tent with a shower/bathroom so it was fabulous. Very comfortable. So many things to do. Very helpful Hosts at check in. Delivered an excellent camping experience without us having to do any of the set up!"
United States
Andrew
The price is HK$1,085
HK$1,183 total
includes taxes & fees
30 Aug - 31 Aug
Huttopia Southern Maine
On the beach, sun-loungers

12. Tiny home steps from the beach.

Tiny home steps from the beach.
Wells
9.4 out of 10, Exceptional, (46 reviews)
"It was nice staying at this peaceful small cabin on the beach. "
United States
christopher b.
The price is HK$1,270
HK$3,624 total
includes taxes & fees
16 Aug - 17 Aug
Tiny home steps from the beach.
Coffee/tea maker, fridge, microwave, oven

13. Spacious Pet Friendly-Close to Beach and Town!

Spacious Pet Friendly-Close to Beach and Town!
Kennebunk
10.0 out of 10, Exceptional, (17 reviews)
"We enjoyed our stay at the Kennebunkport house in Maine. The house was immaculate, well stocked, and located near attractions! The host responded quickly to questions. We thoroughly enjoyed our visit and will return again!"
United States
Maria B.
Spacious Pet Friendly-Close to Beach and Town!
Property grounds

14. Welcome to our BoHo Treehouse!

Welcome to our BoHo Treehouse!
Downtown Saco
9.8 out of 10, Exceptional, (10 reviews)
"We enjoyed our stay in Saco! The apartment was adorable and had all the necessities! "
United States
Sandy B.
The price is HK$1,338
HK$2,629 total
includes taxes & fees
2 Sept - 3 Sept
Welcome to our BoHo Treehouse!
Coffee/tea maker, fridge, microwave, oven

15. Cozy home 1mi. to beaches/shops/dining, Hot tub, big PATIO, Pvt yard, fire pit

Cozy home 1mi. to beaches/shops/dining, Hot tub, big PATIO, Pvt yard, fire pit
Kennebunk
10.0 out of 10, Exceptional, (28 reviews)
"Excellent host & our family enjoyed our stay."
United States
Craig T.
The price is HK$4,588
HK$9,104 total
includes taxes & fees
9 Aug - 10 Aug
Cozy home 1mi. to beaches/shops/dining, Hot tub, big PATIO, Pvt yard, fire pit
Seasonal outdoor pool, open 9:00 AM to 9:00 PM, pool loungers

16. Pink Blossom Family Resort

Pink Blossom Family Resort
3.0 star property
Ogunquit
9.6 out of 10, Exceptional, (316 reviews)
"Had a wonderful weekend staying here. The room was extremely clean and had a private balcony/sitting area. Location was not far from the center of town and the path to Marginal Way was across the street. The staff was very friendly and helpful as well. I would stay here again."
United States
Brian
The price is HK$1,639
HK$1,849 total
includes taxes & fees
2 Sept - 3 Sept
Pink Blossom Family Resort
Exterior

17. Charming Rustic Cottage

Charming Rustic Cottage
Old Orchard Beach
The price is HK$1,474
HK$1,786 total
includes taxes & fees
6 Aug - 7 Aug
Charming Rustic Cottage
Private kitchen

18. Moody Beach RV Campground

Moody Beach RV Campground
2.0 star property
Wells
8.6 out of 10, Excellent, (37 reviews)
"Great place to stay! Owners are very accommodating!"
United States
Kathleen A.
The price is HK$2,517
HK$3,018 total
includes taxes & fees
9 Aug - 10 Aug
Moody Beach RV Campground
Interior

19. Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco

Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco
Saco
9.2 out of 10, Wonderful, (7 reviews)
"The coastal condo was comfortable and a great place to stay! "
United States
Tara P.
The price is HK$1,764
HK$3,616 total
includes taxes & fees
10 Aug - 11 Aug
Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco
Interior

20. Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Old Orchard Beach
9.8 out of 10, Exceptional, (82 reviews)
"Perfect getaway cottage for my husband & me & our 2 small dogs. And a fenced-in yard!"
United States
Margaret K.
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
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

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"The facilities were centrally located. It was well maintained. We enjoyed our short stay."
Michael 1-night trip
Posted 9 hours ago
Portland Regency Hotel & Spa

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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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 189 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. 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.