Vacation Rentals in Kennebunkport, Maine

50 Properties Available

Exclusive Luxury Estate With Infinity Pool, Tennis Court, and Putting\/Chipping Private vacation home
Exclusive Luxury Estate With Infinity Pool, Tennis Court, and Putting\/Chipping
$6191 / night
View Details
Spacious Kennebunkport Home w/ View, 2 Mi to Beach Private vacation home
Spacious Kennebunkport Home w/ View, 2 Mi to Beach
$3866 / night
View Details
Oceanview Elegance: Majestic Kennebunkport Retreat Private vacation home
Oceanview Elegance: Majestic Kennebunkport Retreat
$2659 / night
View Details
Luxury 5 Bedrooms 6 Bath, Spectacular Views of Walkers Point and Atlantic Ocean Private vacation home
Luxury 5 Bedrooms 6 Bath, Spectacular Views of Walkers Point and Atlantic Ocean
$2297 / night
View Details
Reduced SUMMER PRICES! Historical Gem located right in-town close to beaches! Private vacation home
Reduced SUMMER PRICES! Historical Gem located right in-town close to beaches!
$1999 / night
View Details
Stunning HOME & IN GROUND POOL. 360 views 10 min walk to town. Very Private Private vacation home
Stunning HOME & IN GROUND POOL. 360 views 10 min walk to town. Very Private
$1888 / night
View Details
2 min walk to BEACH! 4 Bdrm/outdoor shower Private vacation home
2 min walk to BEACH! 4 Bdrm/outdoor shower
$1791 / night
View Details
Renovated home with water access and stocked with amenities Private vacation home
Renovated home with water access and stocked with amenities
$1551 / night
View Details
Spacious & Updated Cape Porpoise Home Private vacation home
Spacious & Updated Cape Porpoise Home
$1109 / night
View Details
New home in Cape Porpoise center w\/guest house! Private vacation home
New home in Cape Porpoise center w\/guest house!
$1096 / night
View Details
Luxury Townhouse - Maine Private vacation home
Luxury Townhouse - Maine
$1085 / night
View Details
3BR Stay Near the Ocean | Kitchen, Patio & Pool Private vacation home
3BR Stay Near the Ocean | Kitchen, Patio & Pool
$1007 / night
View Details
Summerhill - Fully Renovated Cottage - Walk to Beach, Town and Marina Cottage
Summerhill - Fully Renovated Cottage - Walk to Beach, Town and Marina
$1000 / night
View Details
Luxury 5 Bed 4 1\/2 Bath - Family Friendly, walk to town, close to beaches Private vacation home
Luxury 5 Bed 4 1\/2 Bath - Family Friendly, walk to town, close to beaches
$954 / night
View Details
Luxury 2 Bedroom, 2.5 Bathroom minutes from Dock Square/Goose Rocks Beach. Private vacation home
Luxury 2 Bedroom, 2.5 Bathroom minutes from Dock Square/Goose Rocks Beach.
$947 / night
View Details
Charming 3-Bedroom Coastal Retreat with Partial Paddy Creek Views Private vacation home
Charming 3-Bedroom Coastal Retreat with Partial Paddy Creek Views
$931 / night
View Details
Booking now Winter Rental Sept 2026-May 2027. Please message for monthly prices Private vacation home
Booking now Winter Rental Sept 2026-May 2027. Please message for monthly prices
$922 / night
View Details
Full Renovation for 2024 Waterfront The Heart Of Kennebunkport Dock Square! Cottage
Full Renovation for 2024 Waterfront The Heart Of Kennebunkport Dock Square!
$875 / night
View Details
Family friendly home in heart of Cape Porpoise Private vacation home
Family friendly home in heart of Cape Porpoise
$857 / night
View Details
Langsford - Cape Porpoise Private vacation home
Langsford - Cape Porpoise
$850 / night
View Details
Downtown Kennebunkport apartment with central A/C, near the Clam Shack Apartment
Downtown Kennebunkport apartment with central A/C, near the Clam Shack
$796 / night
View Details
Walk to Dock Sq: Private Suite Private vacation home
Walk to Dock Sq: Private Suite
$744 / night
View Details
Kennebunkport Summer Rental walk to Dock Square! PET Friendly! Private vacation home
Kennebunkport Summer Rental walk to Dock Square! PET Friendly!
$732 / night
View Details
NEWLY renovated, In town Waterfront Cottage Cottage
NEWLY renovated, In town Waterfront Cottage
$725 / night
View Details
Million dollar view, Oceanfront Cottage, Family Friendly Cottage
Million dollar view, Oceanfront Cottage, Family Friendly
$714 / night
View Details
Family Friendly Kennebunkport Home ~ Walk to Dock Square ~ Independent Office Space Private vacation home
Family Friendly Kennebunkport Home ~ Walk to Dock Square ~ Independent Office Space
$707 / night
View Details
INFATUATION COTTAGE Cottage
INFATUATION COTTAGE
$671 / night
View Details
Views and kayak access - steps from beach! Private vacation home
Views and kayak access - steps from beach!
$670 / night
View Details
Dog Friendly 3 BR Kennebunkport Cottage + Deck/BBQ Cottage
Dog Friendly 3 BR Kennebunkport Cottage + Deck/BBQ
$657 / night
View Details
Spectacular Views of Goose Rocks Beach! Private vacation home
Spectacular Views of Goose Rocks Beach!
$650 / night
View Details
Farmhouse Experience in a Beachside Community Private vacation home
Farmhouse Experience in a Beachside Community
$645 / night
View Details
Ever been to the world's greatest beach? Private vacation home
Ever been to the world's greatest beach?
$575 / night
View Details
Charming cottage with outdoor space, full kitchen, & WiFi - near beach Private vacation home
Charming cottage with outdoor space, full kitchen, & WiFi - near beach
$508 / night
View Details
Charming Designer Cottage on Marsh Private vacation home
Charming Designer Cottage on Marsh
$497 / night
View Details
Stunning Cape-walking distance to town! Private vacation home
Stunning Cape-walking distance to town!
$465 / night
View Details
Wonderful vacation for for the summer at  the \"Yankee Shamrock\". Peaceful and quiet setting! Private vacation home
Wonderful vacation for for the summer at the \"Yankee Shamrock\". Peaceful and quiet setting!
$459 / night
View Details
Beach Front Vacation Home Private vacation home
Beach Front Vacation Home
$448 / night
View Details
Stay at the Mermaid's Tale at Goose Rocks Beach, Kennebunkport, Maine! Private vacation home
Stay at the Mermaid's Tale at Goose Rocks Beach, Kennebunkport, Maine!
$436 / night
View Details
Beach Front Property Private vacation home
Beach Front Property
$394 / night
View Details
Best of both worlds - Resort living on Goose Rocks Beach! Condo
Best of both worlds - Resort living on Goose Rocks Beach!
$391 / night
View Details
RARE 3 bedroom at The Resort Goose Rocks Beach! Condo
RARE 3 bedroom at The Resort Goose Rocks Beach!
$373 / night
View Details
Historic Kennebunkport home in the heart of the village.  Steps to Dock Square. Private vacation home
Historic Kennebunkport home in the heart of the village. Steps to Dock Square.
$343 / night
View Details
River view living in Kennebunkport - ...Tranquil and clean. Apartment
River view living in Kennebunkport - ...Tranquil and clean.
$343 / night
View Details
Goose Rocks Beach Cottage! Steps to beach! Private vacation home
Goose Rocks Beach Cottage! Steps to beach!
$340 / night
View Details
The Colony Hotel Hotel
The Colony Hotel
$329 / night
View Details
Kennebunkport Beauty!! Apartment
Kennebunkport Beauty!!
$324 / night
View Details
Contemporary Beach Condo at The Resort at Goose Rocks- END UNIT 800 sq ft Condo
Contemporary Beach Condo at The Resort at Goose Rocks- END UNIT 800 sq ft
$259 / night
View Details
Cozy cottage home walking distance to restaurants, shops and water views Private vacation home
Cozy cottage home walking distance to restaurants, shops and water views
$0 / night
View Details
Goose Rocks Beach Family Vacation House ! Private vacation home
Goose Rocks Beach Family Vacation House !
$0 / night
View Details
Lovely home on 2 acres with private deck & EV charger - close to beaches Private vacation home
Lovely home on 2 acres with private deck & EV charger - close to beaches
$0 / night
View Details