Holiday houses in Kennebunkport

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Popular amenities for Kennebunkport holiday rentals

Stay near Kennebunkport's top sights

Gooch's Beach51 locals recommend
Old Vines Wine Bar66 locals recommend
Pedro's Mexican Restaurant54 locals recommend
Federal Jack's51 locals recommend
Earth at Hidden Pond44 locals recommend
Mothers Beach39 locals recommend

Other great holiday rentals in Kennebunkport

Guest favourite
Home in Scarborough
4.93 out of 5 average rating, 57 reviews

Gorgeous 4 BR home with HOT TUB

HeatherRating, 5 stars3 weeks ago
My only complaint which is very minor would be the floors were a bit dirty, perhaps from sand or salt when we arrived. The only other thing would be that the heat was a little finicky and the thermostats were a bit confusing. It was either too hot or too cold. But overall the place was amazing and we all enjoyed our stay!! Thank you very much!!
Guest favourite
Home in Hampton
4.9 out of 5 average rating, 79 reviews

Lux Getaway! Perfect for Groups 8+ppl

AhmedRating, 5 stars5 months ago
Josh and Tracy are very nice and friendly and their place is amazing! I highly recommend their place to anyone visiting the area!
Top Guest favourite
Home in Gray
4.97 out of 5 average rating, 63 reviews

cozy 3 bedroom ranch with deck and screen porch

MichaelRating, 5 stars3 months ago
The house is lovely and, if it’s not new, it sure feels that way. In a very quiet area with tons of outdoor space yet just a mile or two from more main roads. Had a lovely white Christmas/Hanukkah with fresh snow on the 24th. Diana was a great host, always answering questions promptly and rolling with some last minute travel issues. Would love to stay here in warmer months to take advantage of the outdoors and the lovely sun porch.
Guest favourite
Apartment in Hampton
5 out of 5 average rating, 9 reviews

Beachside Bliss: Hampton North Beach Condo

LindaRating, 5 stars18 months ago
Great place that’s got everything you need. Just like advertised. Nice and safe area, very close proximity to the beach. Joe is a great host, very responsive and will make sure you feel right at home.
Top Guest favourite
Home in Bath
5 out of 5 average rating, 101 reviews

Waterfront Farmhouse with Modern Flair!

Tony & KellyRating, 5 stars1 month ago
The home was very welcoming and accommodating for our family of 5. The views were spectacular at sunrise, sunset and during the snowstorm. Bald Eagles and hawks would land in the trees right in front of the house. Also, there was a skating pond down the street my family love to visit almost each evening. There was an alarm going off as soon as we arrived, Debbi was incredibly fast responding and sending someone to check it out clear it up. On the plus someone came and plowed the driveway after the snowstorm it was great. She left a basket of local food and my family ate it up. We are so thankful for our relaxing week and would love to return.
Guest favourite
Home in Freedom
4.9 out of 5 average rating, 94 reviews

Our Mountain Retreat – Lake Ossipee Access

FinRating, 5 stars1 month ago
Paula’s was the perfect spot for a weekend trip with a group of friends for my birthday! It had plenty of sleeping spots for us and was very comfortable, and we really loved the hot tub. They were such responsive and communicative hosts as well, and offered us a flexible late check-out. Thank you!
Top Guest favourite
Apartment in Old Orchard Beach
5 out of 5 average rating, 50 reviews

Horizon View Hideaway with Deck

ReneeRating, 5 stars6 months ago
The house is beautiful and very comfortable. We had everything we needed. The host was very friendly and responsive. We would definitely stay there again.
Guest favourite
Home in Old Orchard Beach
4.83 out of 5 average rating, 30 reviews

Beautiful Spacious OOB Beachfront home w/ elevator

KimberlyRating, 5 stars3 months ago
This place is absolutely amazing. Right on the beach, facing the water, with amazing ocean views from almost every spot in the house. The open concept kitchen/dining/living space was perfect for family time. The bedrooms were spacious and comfortable. The master suite is a dream - wake up to the waves, soak in the large jet tub, enjoy a large walk-in closet. Quality linens and towels throughout. Well stocked kitchen. The bar and pool table area provided fun entertainment. This was a wonderful getaway in luxury. The elevator was not working while we were there, but was due to be repaired within the week. The host communicated throughout the stay, offering local recommendations and checking in to be sure everything was ok with our stay. Would be a perfect place for a family event as well. Highly recommend!

Quick stats about holiday rentals in Kennebunkport

  • Total rentals

    430 properties

  • Total number of reviews

    14K reviews

  • Family-friendly rentals

    320 properties are a good fit for families

  • Pet-friendly rentals

    100 properties allow pets

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

Destinations to explore

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  2. United States
  3. Maine
  4. York County
  5. Kennebunkport