Search Vacation Homes in Kennebunkport

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Jan 23 - Jan 25
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Feb 20 - Feb 22

Our top choices for Kennebunkport vacation homes

Marina
Historic Kennebunkport home only 0.3 miles to Dock Square

Vacation Home in Kennebunkport

Historic Kennebunkport home only 0.3 miles to Dock Square
10.0 out of 10, Exceptional, (79)
"Wonderful stay , pet friendly was a plus !! "
United States
Aimee S.
$530 nightly
The price is $578
Dec 26 - Dec 27
Total with taxes and fees
Historic Kennebunkport home only 0.3 miles to Dock Square
Interior
Kennebunkport Summer Rental walk to Dock Square! PET Friendly!

Vacation Home in Kennebunkport

Kennebunkport Summer Rental walk to Dock Square! PET Friendly!
9.6 out of 10, Exceptional, (64)
"this property was beyond perfect for our group! central location and beautiful home "
United States
Kelsey K.
$1,181 nightly
The price is $1,287
Dec 24 - Dec 25
Total with taxes and fees
Kennebunkport Summer Rental walk to Dock Square! PET Friendly!
3 bedrooms, desk, iron/ironing board, travel crib
3BR Coastal Gem with a 5 Min Drive to Ocean Fun

Vacation Home in Old Orchard Beach

3BR Coastal Gem with a 5 Min Drive to Ocean Fun
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
$353 nightly
The price is $357
Jan 4 - Jan 5, 2026
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

Vacation Home in Old Orchard Beach

Beach House ∆ Prime Location ∆ Steps to the Ocean
10.0 out of 10, Exceptional, (55)
"Excellent location for an after Labor Day vacation. Easy access to the beach. Quiet street. Very nice accommodations with plenty of room. "
United States
Charles C.
$442 nightly
The price is $482
Dec 24 - Dec 25
Total with taxes and fees
Beach House ∆ Prime Location ∆ Steps to the Ocean
TV
Chic 3-bedroom house in Munjoy Hill with off-street parking.

Vacation Home in Munjoy Hill

Chic 3-bedroom house in Munjoy Hill with off-street parking.
2.0 star property
10.0 out of 10, Exceptional, (2)
"Absolutely fantastic stay! The house is clean, comfortable and has all the amenities to stay in. However with such a great location to all that Portland has to offer taking a quick walk to whatever strikes your fancy is highly recommended. The bakery on the corner has great coffee and baked goods. We didn’t need much from Doug but when I messaged him he was very responsive and accommodating. The beds are extremely comfortably. The location is quiet, within walking distance or a quick uber...
United States
Carl K.
$334 nightly
The price is $364
Dec 28 - Dec 29
Total with taxes and fees
Chic 3-bedroom house in Munjoy Hill with off-street parking.
Smart TV, DVD player, books
Cute and Cozy Cape in the Heart of Ogunquit Center

Vacation Home in Ogunquit

Cute and Cozy Cape in the Heart of Ogunquit Center
10.0 out of 10, Exceptional, (37)
"Great location and fully stocked, we enjoyed our stay !"
United States
Donna F.
$530 nightly
The price is $578
Jan 1 - Jan 2, 2026
Total with taxes and fees
Cute and Cozy Cape in the Heart of Ogunquit Center
Private kitchen
Spacious 5BR Family Dream with Private Beach Access

Vacation Home in Old Orchard Beach

Spacious 5BR Family Dream with Private Beach Access
10.0 out of 10, Exceptional, (1)
"Great property! Spacious and comfortable.Nice location."
United States
rebecca c.
$529 nightly
The price is $577
Dec 24 - Dec 25
Total with taxes and fees
Spacious 5BR Family Dream with Private Beach Access
Terrace/patio
Modern & Sunny House Steps from the Promenade. Private Parking!

Vacation Home in Munjoy Hill

Modern & Sunny House Steps from the Promenade. Private Parking!
10.0 out of 10, Exceptional, (37)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
$330 nightly
The price is $360
Jan 4 - Jan 5, 2026
Total with taxes and fees
Modern & Sunny House Steps from the Promenade. Private Parking!
Beach
Upscale Spacious OOB Beach House - Seasonal Heated Pool

Vacation Home in Old Orchard Beach

Upscale Spacious OOB Beach House - Seasonal Heated Pool
10.0 out of 10, Exceptional, (11)
"This is a great spot to go south to Kennebunkport or north to Portland. The house has everything you need and Jason was responsive to our texts. Thanks!"
United States
Fran J.
$449 nightly
The price is $489
Jan 11 - Jan 12, 2026
Total with taxes and fees
Upscale Spacious OOB Beach House - Seasonal Heated Pool
Fridge, microwave, oven, stovetop
Modern Getaway by the Sea

Vacation Home in South Portland

Modern Getaway by the Sea
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 24 - Dec 25
Total with taxes and fees
Modern Getaway by the Sea
Interior
Plush 5BR OOB Haven w/ Fire Pit

Vacation Home in Old Orchard Beach

Plush 5BR OOB Haven w/ Fire Pit
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.
$419 nightly
The price is $457
Dec 28 - Dec 29
Total with taxes and fees
Plush 5BR OOB Haven w/ Fire Pit
Fridge, microwave, oven, stovetop
Huge New Townhome 10mins from the Beach

Vacation Home in Saco

Huge New Townhome 10mins from the Beach
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.
$496 nightly
The price is $541
Dec 24 - Dec 25
Total with taxes and fees
Huge New Townhome 10mins from the Beach
Fridge, microwave, oven, stovetop
Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland

Vacation Home in Biddeford

Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland
10.0 out of 10, Exceptional, (8)
"We have stayed three times and will be back"
United States
Michael W.
$669 nightly
The price is $729
Dec 24 - Dec 25
Total with taxes and fees
Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland
Property grounds
OOB family Beach House w/private yard and deck! Pet friendly, parking, 4/BR 2/BA

Vacation Home in Old Orchard Beach

OOB family Beach House w/private yard and deck! Pet friendly, parking, 4/BR 2/BA
10.0 out of 10, Exceptional, (5)
"The house worked perfectly for our family. We had a great stay."
United States
Judy F.
$473 nightly
The price is $516
Dec 24 - Dec 25
Total with taxes and fees
OOB family Beach House w/private yard and deck! Pet friendly, parking, 4/BR 2/BA
Living area
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach

Vacation Home in Old Orchard Beach

The Eagle's Nest ♦ Rooftop Deck ♦ Close to 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.
$493 nightly
The price is $537
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach
1 bedroom, internet, bed sheets
Charming 1-bedroom ADU in wonderful Portland neighborhood

Vacation Home in Back Cove

Charming 1-bedroom ADU in wonderful Portland neighborhood
$210 nightly
The price is $229
Dec 24 - Dec 25
Total with taxes and fees
Charming 1-bedroom ADU in wonderful Portland neighborhood
Property grounds
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

Vacation Home in West End

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
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 28 - Dec 29
Total with taxes and fees
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Fridge, microwave, stovetop, dishwasher
The 87th Townhome - Local Landmark

Vacation Home in West End

The 87th Townhome - Local Landmark
8.8 out of 10, Excellent, (3)
"Great location"
United States
Mark J.
$414 nightly
The price is $452
Jan 5 - Jan 6, 2026
Total with taxes and fees
The 87th Townhome - Local Landmark
Fridge, microwave, oven, stovetop
Discover Bungalow Wharf in Kennebunk: renovated home near Gooch's Beach & shops

Vacation Home in Kennebunk

Discover Bungalow Wharf in Kennebunk: renovated home near Gooch's Beach & shops
9.4 out of 10, Exceptional, (16)
"Lovely little cottage walking distance to Dock Square. Very happy about the location, traffic/parking in town looked difficult. We really enjoyed our stay!"
United States
DAVID C.
$666 nightly
The price is $726
Jan 4 - Jan 5, 2026
Total with taxes and fees
Discover Bungalow Wharf in Kennebunk: renovated home near Gooch's Beach & shops
Interior
Welcome to the Z E N

Vacation Home in Acton

Welcome to the Z E N
9.6 out of 10, Exceptional, (14)
"Nice little escape without being too far from everything. Gesine was a great host as usual"
United States
Kate-Lynn P.
$299 nightly
The price is $326
Jan 7 - Jan 8, 2026
Total with taxes and fees
Welcome to the Z E N
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

The Colony Hotel

The Colony Hotel

10/10 Excellent
"X"
Laurie 1-night trip
Posted 2 days ago
The Colony Hotel

Find out more about Kennebunkport

Kennebunkport Vacation Homes information

Number of reviews
407
Accommodation
1150 Vacation Homes
Lowest Price
$229
Highest Price
$1,287

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