
Holiday houses in Kennebunkport
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Top-rated holiday rentals in Kennebunkport
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Kennebunkport
Guest favourite

Home in Scarborough
4.93 out of 5 average rating, 57 reviewsGorgeous 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 reviewsLux 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 reviewscozy 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 reviewsBeachside 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 reviewsWaterfront 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 reviewsOur 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 reviewsHorizon 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 reviewsBeautiful 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
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- Hampton Beach
- Wells Beach
- North Hampton Beach
- Ogunquit Playhouse
- East End Beach
- Long Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Long Sands Beach
- Purity Spring Resort
- Popham Beach State Park
- King Pine Ski Area
- Crane Beach
- Wentworth by the Sea Country Club
- Crescent Beach
- Mothers Beach
- Parsons Beach
- Bald Peak Colony Club
- Cape Hedge Beach
- Jenness State Beach
- The Golf Club of New England
- Rye North Beach
- Breakfast Hill Golf Club