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Holiday Homes in Kennebunk

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Kennebunk holiday homes

A modern living room with a sofa, a round coffee table, and a kitchen area in the background.

1. 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 AU$976
includes taxes & fees
14 Sept - 15 Sept
Walk to Dock Square, 1.2 Mi to Gooch's Beach, Hot Tub -- Pine Tree Place
A restaurant with wooden flooring, tables and chairs, and a bar area.

2. Welcome to Kennebunk! Pristine location, walk to town, kid and dog friendly!

Welcome to Kennebunk! Pristine location, walk to town, kid and dog friendly!
Kennebunk
10.0 out of 10, Exceptional, (44 reviews)
"Nice place and well located!"
United States
Daniel/Patricia W.
The price is AU$1,116
includes taxes & fees
12 Sept - 13 Sept
Welcome to Kennebunk! Pristine location, walk to town, kid and dog friendly!
A compact living space with a grey brick wall, a grey sofa, a white wicker chair, and a small table. A kitchen is visible through an open doorway.

3. 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)
"Loved the property! Rooms for the whole family to enjoy. Close to the beach and shopping. "
United States
Dawne W.
The price is AU$1,331
includes taxes & fees
14 Sept - 15 Sept
Kennebunk - Kennebunkport Beach House with Heated Swimming Pool!
A dining table set with plates, glasses, and a vase with yellow flowers.

4. 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!
A modern kitchen with white cabinetry, a wooden ceiling, and a central island with stools.

5. 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 AU$1,503
includes taxes & fees
23 Sept - 24 Sept
Charming Kennebunk Cape - Walk to Dock Square!
A modern kitchen with wooden cabinets, a central island with bar stools, and a dining area with chairs.

6. 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 AU$1,390
includes taxes & fees
13 Sept - 14 Sept
Cozy home 1mi. to beaches/shops/dining, Hot tub, big PATIO, Pvt yard, fire pit
A room with large sliding glass doors leading to an outdoor deck with a hammock and a chair.

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)
On The Marsh Private Coastal 3BR Retreat • Near Dock Square & Beaches • A/C
A waterfront property with a large house featuring multiple windows and a balcony, a dock with a sailboat, and a calm body of water reflecting the buildings.

8. 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 AU$788
includes taxes & fees
15 Sept - 16 Sept
Historic Kennebunkport home only 0.3 miles to Dock Square
A spacious living room with a stone fireplace, wooden beams, and large windows.

9. 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, (71 reviews)
"this property was beyond perfect for our group! central location and beautiful home "
United States
Kelsey K.
The price is AU$1,169
includes taxes & fees
15 Sept - 16 Sept
Kennebunkport Summer Rental walk to Dock Square! PET Friendly!
A beach with houses in the background and people in the water.

10. Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland

Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland
Biddeford
10.0 out of 10, Exceptional, (12 reviews)
"We have stayed three times and will be back"
United States
Michael W.
The price is AU$1,054
includes taxes & fees
11 Sept - 12 Sept
Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland
A living room with a grey sofa, two patterned armchairs, a round wicker coffee table, and a flat-screen TV mounted on the wall.

11. Huge New Townhome 10mins from the Beach

Huge New Townhome 10mins from the Beach
Saco
9.0 out of 10, Wonderful, (2 reviews)
"The location was very convenient. Easy drive to downtown Saco and Biddeford. As well as very quick access to the highway so Portland and other points are easy to get to. Ample parking."
United States
Ellen L.
The price is AU$791
includes taxes & fees
14 Sept - 15 Sept
Huge New Townhome 10mins from the Beach
A deck with a grill, chairs, and a table.

12. • Quiet 3BR Home Close to Biddeford Beaches

• Quiet 3BR Home Close to Biddeford Beaches
Biddeford
6.0 out of 10, (1 review)
"This place was okay- it served our needs. A few complaints- generally a dingy smell throughout the house, felt damp. The bathroom shower curtain has no liner so the curtain itself was very moldy. The grass wasnt mowed so I worried about ticks. The water tasted a little musty too but maybe thats just a Maine thing? Also the communication was pretty terrible with both the vrbo host and the property management company and I had a lot of trouble contacting them and getting the receipts I needed....
United States
Ellen B.
The price is AU$876
includes taxes & fees
13 Sept - 14 Sept
• Quiet 3BR Home Close to Biddeford Beaches
A cozy living room with a large window, a beige sofa, and a small table with glasses and a candle.

13. Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!

Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!
Wells
9.8 out of 10, Exceptional, (34 reviews)
"This cottage was the perfect size for 5 adults in the family and convenient location for exploring"
United States
Andrea
The price is AU$1,029
includes taxes & fees
11 Sept - 12 Sept
Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!
A modern kitchen with a marble countertop, a coffee maker, and pendant lighting.

14. Cute and Cozy Cape in the Heart of Ogunquit Center

Cute and Cozy Cape in the Heart of Ogunquit Center
Ogunquit
10.0 out of 10, Exceptional, (41 reviews)
"A perfect spot for exploring Ogunquit! What a gem of a town, we thoroughly enjoyed our days here, wish we had more!House was:- super clean and well stocked - close walk to everything- comfy beds - beach chairs/ cooler was very appreciated! - easy check in/ check out Would definitely return and recommend for others!"
United States
Tara S.
The price is AU$1,007
includes taxes & fees
13 Sept - 14 Sept
Cute and Cozy Cape in the Heart of Ogunquit Center
A covered outdoor deck with a table and chairs, surrounded by greenery.

15. Luxury 5 Bed 4 1/2 Bath - Family Friendly, walk to town, close to beaches

Luxury 5 Bed 4 1/2 Bath - Family Friendly, walk to town, close to beaches
Kennebunkport
10.0 out of 10, Exceptional, (180 reviews)
"This is the cleanest rental property I have stayed in! It is a gorgeous home in a great location and has everything you need. All 10 of us who stayed in the house were very impressed the communication was great. Highly recommend this property for a large group! "
United States
Laura L.
The price is AU$2,164
includes taxes & fees
18 Sept - 19 Sept
Luxury 5 Bed 4 1/2 Bath - Family Friendly, walk to town, close to beaches

16. Upscale Spacious OOB Beach House - Seasonal Heated Pool

Upscale Spacious OOB Beach House - Seasonal Heated Pool
Old Orchard Beach
10.0 out of 10, Exceptional, (18 reviews)
"Beautiful remodel with plenty of beds and rooms. Came for son’s graduation from UNE. If we come back to OOB, would stay again in a heartbeat. "
United States
Kristen S.
The price is AU$878
includes taxes & fees
14 Sept - 15 Sept
Upscale Spacious OOB Beach House - Seasonal Heated Pool
A bedroom with a bed, a chair, a bookshelf, and a lamp.

17. ⚓ Cozy 3BR Coastal Retreat • Private Yard & Fire Pit • 5 Min to Beach!

⚓ Cozy 3BR Coastal Retreat • Private Yard & Fire Pit • 5 Min to Beach!
Old Orchard Beach
10.0 out of 10, Exceptional, (9 reviews)
"This house was perfect."
United States
Courtney S.
The price is AU$695
includes taxes & fees
14 Sept - 15 Sept
⚓ Cozy 3BR Coastal Retreat • Private Yard & Fire Pit • 5 Min to Beach!
A spacious loft with high ceilings, large windows, and a cozy seating area.

18. The Apex at Moody: Sun-Filled Beach House

The Apex at Moody: Sun-Filled Beach House
Moody Beach
10.0 out of 10, Exceptional, (5 reviews)
The price is AU$2,279
includes taxes & fees
5 Oct - 6 Oct
The Apex at Moody: Sun-Filled Beach House
A bathroom with a black countertop, a wicker basket, a wooden bowl, and a rack with towels and a robe.

19. Shamrock by the Sea Hot Tub Arcade Basketball Court & Beach Fun

Shamrock by the Sea Hot Tub Arcade Basketball Court & Beach Fun
Moody
10.0 out of 10, Exceptional, (15 reviews)
"The property is beautifully decorated, clean, well supplied & in excellent condition. The kids thoroughly enjoyed the game room & we all loved sitting around the fire pit & several used the hot tub. We definitely recommend Walking the Marginal Way, (the scenery is spectacular) & shopping in Ogunquit & Kennebunkport. It was an excellent choice for a family reunion!"
United States
Patricia A.
The price is AU$1,858
includes taxes & fees
13 Sept - 14 Sept
Shamrock by the Sea Hot Tub Arcade Basketball Court & Beach Fun
A two-story house with a blue exterior, white railings, and a brick chimney.

20. OOB family Beach House w/private yard and deck! Pet friendly, parking, 4/BR 2/BA

OOB family Beach House w/private yard and deck! Pet friendly, parking, 4/BR 2/BA
Old Orchard Beach
9.4 out of 10, Exceptional, (10 reviews)
"The property was perfect for our 3 day stay. It was very clean and had everything we needed. It was an easy walk to the beach and downtown. Would definitely use this property again. "
United States
Matthew V.
The price is AU$818
includes taxes & fees
13 Sept - 14 Sept
OOB family Beach House w/private yard and deck! Pet friendly, parking, 4/BR 2/BA
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

Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

10/10 Excellent
"It was clean and quiet."
Becky 1-night trip
Posted less than an hour ago
Comfort Inn South Portland Airport

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