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Kennebunk Holiday Rentals

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Our top choices for Kennebunk holiday rentals

1. 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 NZ$842
includes taxes & fees
28 Sept - 29 Sept
Studio cottage close to beach & golf with outdoor pool, firepit, & basketball

2. Walk to Dock Square, 1.2 Mi to Gooch's Beach, Hot Tub -- Pine Tree Place

Walk to Dock Square, 1.2 Mi to Gooch's Beach, Hot Tub -- Pine Tree Place
Kennebunk
10.0 out of 10, Exceptional, (7 reviews)
"Very nice property - extremely neat, clean and comfortable. "
United States
Amy
The price is NZ$1,033
includes taxes & fees
29 Sept - 30 Sept
Walk to Dock Square, 1.2 Mi to Gooch's Beach, Hot Tub -- Pine Tree Place

3. New! Kennebunk - 6 Bed 5 Bath & Outdoor Fire Pit Minutes From Dock Square!

New! Kennebunk - 6 Bed 5 Bath & Outdoor Fire Pit Minutes From Dock Square!
Kennebunk
New! Kennebunk - 6 Bed 5 Bath & Outdoor Fire Pit Minutes From Dock Square!

4. 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
9.8 out of 10, Exceptional, (29 reviews)
"Excellent host & our family enjoyed our stay."
United States
Craig T.
The price is NZ$1,867
includes taxes & fees
18 Oct - 19 Oct
Cozy home 1mi. to beaches/shops/dining, Hot tub, big PATIO, Pvt yard, fire pit

5. Kennebunk - Kennebunkport Beach House with Heated Swimming Pool!

Kennebunk - Kennebunkport Beach House with Heated Swimming Pool!
Kennebunk
9.4 out of 10, Exceptional, (69 reviews)
"The pool was great fun. We have dogs, and they loved the side yard...lots of room to run. They also had fun at the dog park. The house is perfectly situated; only minutes from beach, town, grocery stores and yet you feel like you're out in the country when you're inside or by the pool. Very quiet area. Had a wonderful time."
United States
Patricia M.
The price is NZ$1,577
includes taxes & fees
28 Sept - 29 Sept
Kennebunk - Kennebunkport Beach House with Heated Swimming Pool!

6. 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 NZ$1,566
includes taxes & fees
25 Oct - 26 Oct
Charming Kennebunk Cape - Walk to Dock Square!

7. On The Marsh Private Coastal 3BR Retreat • Near Dock Square & Beaches • A/C

On The Marsh Private Coastal 3BR Retreat • Near Dock Square & Beaches • A/C
Kennebunk
8.0 out of 10, Very good, (1 review)
The price is NZ$3,051
includes taxes & fees
15 Oct - 16 Oct
On The Marsh Private Coastal 3BR Retreat • Near Dock Square & Beaches • A/C

8. Elmwood Resort Hotel

Elmwood Resort Hotel
3.0 star property
Wells
9.4 out of 10, Exceptional, (459 reviews)
"Loved the pool, great atmosphere and check-in was so smooth and easy"
United States
Dawna
The price is NZ$318
includes taxes & fees
28 Sept - 29 Sept
Elmwood Resort Hotel

9. Studio condo with furnished patio, sauna, & pool - near beaches

Studio condo with furnished patio, sauna, & pool - near beaches
Wells
9.4 out of 10, Exceptional, (9 reviews)
"The place was small but highly effective to stay. Great little kitchen full of utensils, table to eat, light and air via windows, the bed was comfortable and so were the chairs. The bathroom had two sinks and a roomy shower. Parking was ample and location close to things. And if you have friends in the area, great place to invite over for a meal or to hang in the clubhouse for a game of billiards or a swim. Would definitely stay here again. The one downside was a musty smell, but that tends to...
United States
Scott F.
The price is NZ$682
includes taxes & fees
28 Sept - 29 Sept
Studio condo with furnished patio, sauna, & pool - near beaches

10. 2 Mi to Drakes Island Beach: Condo w/ Indoor Pool!

2 Mi to Drakes Island Beach: Condo w/ Indoor Pool!
3.0 star property
Wells
8.0 out of 10, Very good, (1 review)
"A great choice for our family! We were able to enjoy Christmas prelude at a reasonable price and nearby! The indoor pool was a bonus for our kids who love to swim. Thank you!"
United States
Tammy
The price is NZ$474
includes taxes & fees
16 Oct - 17 Oct
2 Mi to Drakes Island Beach: Condo w/ Indoor Pool!

11. Resort cottage with water views in Maine

Resort cottage with water views in Maine
Wells
9.8 out of 10, Exceptional, (60 reviews)
"Had great time.."
United States
Pamela
The price is NZ$523
includes taxes & fees
29 Sept - 30 Sept
Resort cottage with water views in Maine

12. Village by the Sea

Village by the Sea
3.5 star property
Wells
9.0 out of 10, Wonderful, (561 reviews)
"Friendly staff,clean rooms will definitely book again"
United States
Dylan
The price is NZ$342
includes taxes & fees
12 Oct - 13 Oct
Village by the Sea

13. Huttopia Southern Maine

Huttopia Southern Maine
2.5 star property
Sanford
9.0 out of 10, Wonderful, (49 reviews)
"I love the property and our tent was very comfortable. It was our first time camping and we truly enjoyed the property and its amenities. I will definitely make this annual tradition."
United States
Valerie
The price is NZ$207
includes taxes & fees
30 Sept - 1 Oct
Huttopia Southern Maine

14. Pink Blossom Family Resort

Pink Blossom Family Resort
3.0 star property
Ogunquit
9.6 out of 10, Exceptional, (324 reviews)
"Spacious and very clean. Super convenient to everything!"
United States
Donna
The price is NZ$269
includes taxes & fees
5 Oct - 6 Oct
Pink Blossom Family Resort

15. The Cottages at Cabot Cove

The Cottages at Cabot Cove
3.5 star property
Kennebunkport
9.8 out of 10, Exceptional, (47 reviews)
"Great stay. Cottage was very clean and well maintained"
United States
Maureen
The price is NZ$1,092
includes taxes & fees
28 Sept - 29 Sept
The Cottages at Cabot Cove

16. Sunny Cottage

Sunny Cottage
Biddeford
10.0 out of 10, Exceptional, (59 reviews)
"Excellently supplied with everything you could need!"
United States
Mandi S.
The price is NZ$509
includes taxes & fees
30 Sept - 1 Oct
Sunny Cottage

17. The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!

The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!
Downtown Saco
10.0 out of 10, Exceptional, (26 reviews)
"Great space, responsive host, great location!"
United States
Reed C.
The price is NZ$542
includes taxes & fees
30 Sept - 1 Oct
The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!

18. Welcome to our BoHo Treehouse!

Welcome to our BoHo Treehouse!
Downtown Saco
10.0 out of 10, Exceptional, (11 reviews)
"We enjoyed our stay in Saco! The apartment was adorable and had all the necessities! "
United States
Sandy B.
The price is NZ$498
includes taxes & fees
11 Oct - 12 Oct
Welcome to our BoHo Treehouse!

19. 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, (94 reviews)
"Wonderful stay , pet friendly was a plus !! "
United States
Aimee S.
The price is NZ$1,159
includes taxes & fees
29 Sept - 30 Sept
Historic Kennebunkport home only 0.3 miles to Dock Square

20. Coastal Condo with Pool at Wells Beach

Coastal Condo with Pool at Wells Beach
Wells Beach
10.0 out of 10, Exceptional, (6 reviews)
"I absolutely loved it here! Very clean and newly updated! They were very kind and helpful! I will stay here again!"
United States
Y D.
The price is NZ$831
includes taxes & fees
28 Sept - 29 Sept
Coastal Condo with Pool at Wells 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 Kennebunk Hotel Reviews

Find out more about Kennebunk

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Kennebunk holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Kennebunk. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Kennebunk. Seeing all the best attractions is bound to make you fall in love with Kennebunk. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Kennebunk short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Kennebunk?

Yes, there are holiday rentals in Kennebunk close to Gardens at Historic Wallingford Hall, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Kennebunk speak highly of the array of shops and bustling port. Make sure to also enjoy the popular beaches and top-notch restaurants during your holiday.

What are some of the best holiday rentals that Kennebunk has to offer?

STUNNING BEACHSIDE HOME-WELLS BEACH: 180 DEGREE OCEAN VIEWS: 9-1 to 9-3 open: This holiday home rental outside of Kennebunk is located on the beach, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Kennebunk?

Expedia has 166 holiday rentals for your stay in Kennebunk.

What can I see and do in Kennebunk?

Cultural attractions include Brick Store Museum and Maine Art Gallery Framing, whereas Kennebunk Beach and Mother's Beach are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Kennebunkport Harbor and Gooch's Beach.

What are holiday rentals like in Kennebunk?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kennebunk. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family trips.