Search Vacation Homes in Kennebunkport

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Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Homes in Kennebunkport

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, (77)
"Quaint in a great location!"
United States
Shaun M.
$557 nightly
The price is $607
Dec 14 - Dec 15
Total with taxes and fees
Historic Kennebunkport home only 0.3 miles to Dock Square
3 bedrooms, desk, iron/ironing board, travel crib
3BR Coastal Gem with a 5 Min Drive to Ocean Fun

3BR Coastal Gem with a 5 Min Drive to Ocean Fun

Old Orchard Beach
10.0 out of 10, Exceptional, (5)
"I loved that the hosts live nearby and responded quickly when we needed anything. Having a washer and dryer onsite is great for longer stays. Beds were comfortable and plenty of blankets and pillows. Highly recommend this property."
United States
Terry
$351 nightly
The price is $355
Dec 8 - Dec 9
Total with taxes and fees
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Beach nearby, sun loungers, beach towels
Beach House ∆ Prime Location ∆ Steps to the Ocean

Beach House ∆ Prime Location ∆ Steps to the Ocean

Old Orchard Beach
10.0 out of 10, Exceptional, (55)
"It was clean and neat and just steps to the beach. It had everything you could possibly need."
United States
Mare E.
$446 nightly
The price is $486
Dec 9 - Dec 10
Total with taxes and fees
Beach House ∆ Prime Location ∆ Steps to the Ocean
Beach
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, (11)
"We love staying here! This is our third time staying in this home! It is clean and comfortable! Jason is so accommodating. He is always available, answering emails promptly. We enjoy ourselves every time we stay here in this home! If there was more than five stars, we would rate it higher!"
United States
Nicole N.
$437 nightly
The price is $477
Dec 8 - Dec 9
Total with taxes and fees
Upscale Spacious OOB Beach House - Seasonal Heated Pool
Fridge, microwave, oven, stovetop
Huge Historic Downtown Townhome

Huge Historic Downtown Townhome

West End
9.8 out of 10, Exceptional, (8)
"We gathered as a family to spend one night in Portland and we could not have been happier with the location. "
United States
Stephen M.
$358 nightly
The price is $390
Dec 8 - Dec 9
Total with taxes and fees
Huge Historic Downtown Townhome
Fridge, microwave, oven, stovetop
Modern Getaway by the Sea

Modern Getaway by the Sea

South Portland
10.0 out of 10, Exceptional, (2)
"Had a nice stay! House was great."
United States
Karen T.
$417 nightly
The price is $444
Dec 8 - Dec 9
Total with taxes and fees
Modern Getaway by the Sea
Smart TV, stereo
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!

2.0 star property
Wells
10.0 out of 10, Exceptional, (22)
"Probably the kindest hosts we’ve experienced yet! What a great location. And the cottage was spotless. "
United States
Crystal S.
$507 nightly
The price is $553
Dec 8 - Dec 9
Total with taxes and fees
Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!
Terrace/patio
Modern & Sunny House Steps from the Promenade. Private Parking!

Modern & Sunny House Steps from the Promenade. Private Parking!

Munjoy Hill
10.0 out of 10, Exceptional, (37)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
$303 nightly
The price is $330
Dec 8 - Dec 9
Total with taxes and fees
Modern & Sunny House Steps from the Promenade. Private Parking!
Private kitchen
Spacious Portland Home + Parking

Spacious Portland Home + Parking

Parkside
9.0 out of 10, Wonderful, (2)
"we used the house has home base for several outings in Portland. Great location and easy parking."
United States
Ellen M.
$532 nightly
The price is $580
Dec 8 - Dec 9
Total with taxes and fees
Spacious Portland Home + Parking
Living area
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach

The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach

Old Orchard Beach
9.4 out of 10, Exceptional, (14)
"The property was in a good location from everything available in the beach area and the house had enough space to accommodate all 12 of us."
United States
Wayne R.
$473 nightly
The price is $515
Dec 9 - Dec 10
Total with taxes and fees
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach
Fridge, microwave, oven, stovetop
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, (8)
"We have stayed three times and will be back"
United States
Michael W.
$624 nightly
The price is $680
Dec 8 - Dec 9
Total with taxes and fees
Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland
Property grounds
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

West End
8.4 out of 10, Very Good, (58)
"Quiet, close to everything and east to find."
United States
Jesse M.
$287 nightly
The price is $313
Dec 14 - Dec 15
Total with taxes and fees
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Smart TV, DVD player, books
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, (37)
"Great location and fully stocked, we enjoyed our stay !"
United States
Donna F.
$615 nightly
The price is $670
Dec 8 - Dec 9
Total with taxes and fees
Cute and Cozy Cape in the Heart of Ogunquit Center
Fridge, microwave, stovetop, dishwasher
The 87th Townhome - Local Landmark

The 87th Townhome - Local Landmark

West End
8.8 out of 10, Excellent, (3)
"Great location"
United States
Mark J.
$379 nightly
The price is $413
Dec 8 - Dec 9
Total with taxes and fees
The 87th Townhome - Local Landmark
Interior
Plush 5BR OOB Haven w/ Fire Pit

Plush 5BR OOB Haven w/ Fire Pit

Old Orchard Beach
10.0 out of 10, Exceptional, (2)
"We stayed for 3 nights and I can honestly say it was the cleanest place I ever stayed in Old Orchard Beach. The neighborhood was really quiet, so it was awesome for our little ones to go to sleep early. They had everything you could ever need for a trip, and more. The only complaint we have is the sink nasal spraying everywhere, which seemed to only be a water pressure issue, so no big deal at all. The host was very communicative for our upcoming trip. All things considered, we definitely will...
United States
Alex B.
$484 nightly
The price is $527
Dec 8 - Dec 9
Total with taxes and fees
Plush 5BR OOB Haven w/ Fire Pit
1 bedroom, internet, bed sheets
Charming 1-bedroom ADU in wonderful Portland neighborhood

Charming 1-bedroom ADU in wonderful Portland neighborhood

Back Cove
$210 nightly
The price is $229
Dec 8 - Dec 9
Total with taxes and fees
Charming 1-bedroom ADU in wonderful Portland neighborhood
Fridge, microwave, oven, stovetop
Year round beach house 5 minute walk to beach with all the comforts of home.

Year round beach house 5 minute walk to beach with all the comforts of home.

York
10.0 out of 10, Exceptional, (86)
"Beautiful property and centrally located would stay here agaib"
United States
Alicia H.
$456 nightly
The price is $497
Dec 8 - Dec 9
Total with taxes and fees
Year round beach house 5 minute walk to beach with all the comforts of home.
Fridge, microwave, oven, stovetop
Huge New Townhome 10mins from the Beach

Huge New Townhome 10mins from the Beach

Saco
8.0 out of 10, Very Good, (1)
"The only big issue was that the VRBO listing gave us the wrong address. It sent us to Scarborough instead of Saco. Luckily we were familiar with the area and I knew that Saco was close to Old Orchard Beach, which was mentioned in the listing, so I did a google map search of the same address in Saco and it looked like the pictures. My elderly parents were relieved that we didn’t get scammed. Lol. The place was clean and large and easy to get on the highway. It’s 2 and a half baths, not 3 full...
United States
Stacy H.
$502 nightly
The price is $547
Jan 5 - Jan 6, 2026
Total with taxes and fees
Huge New Townhome 10mins from the Beach
Outdoor dining
Sunny 3-bedroom house 1.2 miles from charming Old Orchard Beach

Sunny 3-bedroom house 1.2 miles from charming Old Orchard Beach

Old Orchard Beach
8.0 out of 10, Very Good, (1)
"Good location for dropping our daughter off at college."
United States
Peter J.
$478 nightly
The price is $521
Dec 20 - Dec 21
Total with taxes and fees
Sunny 3-bedroom house 1.2 miles from charming Old Orchard 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

Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

10/10 Excellent
"Clean room, friendly staff, good free breakfast! "
Paige 1-night trip
Posted 8 hours ago
Tru by Hilton Portland Airport Area

Find out more about Kennebunkport

Kennebunkport Vacation Homes information

Number of reviews
421
Accommodation
1150 Vacation Homes
Lowest Price
$229
Highest Price
$680

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