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Kennebunkport Holiday Homes

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    Travellers to Kennebunkport are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 22 Rentals in Kennebunkport
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    Maine Cottage on Tidal Cove1 / 17
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Beautiful 4 BR, Close to Everything!! Walk to Gooch's Beach and Dock Square!1 / 19
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Peace of the Dock- An Historic Retreat1 / 23
    (2)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amazing Oceanfront 5 BR. 4.5BA right on Gooch's Beach! All BR's w/ view of Ocean1 / 32
    (1)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Ocean Views
    • Grill
    • Patio
    • Cable/satellite TV
    • Secure Parking
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 August 2017
    Our extended family just spent a week here. We were within walking distance to mothers beach where kids from 3-83 spend time boogie boarding. The playground is wonderful, the...
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    About this property
    View Video Here: youtubecom/watch?v=RfudqL7hndg (you will need to add the 'dot' after youtube) Located on the eastern end of Beach Avenue just one mile south of quaint downtown Kennebunkport, this high-end oceanfront property sits in an upscale neighborhood with an oceanfront location on Gooch's...
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    Kennebunkport, Kennebunks 04043
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 14
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    Historic-Waterfront In Town on the River.1 / 14
    (1)Excellent
    10 Bedrooms, 4 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 2016
    I recently returned from an incredible weekend in Kennebunkport, staying at the Old River House with many of my closest friends. I have to say Scott and Cheryl were the ultimate...
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    About this property
    Old world elegance. Built in 1848, this fully restored, approximately 7500 sq ft. (entire house including 'The Old Rigging Loft') sits just 0.2 of a mile from the beautiful Dock Square, Kennebunkport. Located on the world famous Ocean Avenue, where President HW Bush has his home. This house has 10...
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    Kennebunkport, Kennebunks 04046
    Holiday Rental House - 10 Bedrooms, 4 Bathrooms, Sleeps 18
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    6 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Parking
    • Patio
    • Central Heating
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    • Grill
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find your slice of New England heaven at this lovely 6-bedroom, 2.5-bathroom vacation rental house in Kennebunkport. Offering accommodations for 14 in 3,800 square feet of post-and-beam constructed living space, this lovely home features a gorgeous view across the marsh and river to the sparkling...
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    Kennebunkport, Kennebunks 04046
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 14
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    Quintessential Maine cottage in picturesque Cape Porpoise Village1 / 26
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Cable/satellite TV
    • Internet Access
    • Grill
    • Air Conditioning
    • Parking
    • Porch
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 August 2017
    My family including our three daughters (22 year old and 14 year old twins) absolutely loved our stay in this wonderful cottage. The house itself is very clean and beautifully...
    Reviewed 14 November 2013
    We loved our stay! It was a bit later in the year then most people go to the Cape, but the owners were right, the leaves were beautiful and we got lucky and had perfect weather...
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    About this property
    Newly renovated, quaint 100 year old cottage located in Cape Porpoise, one of the most beautiful and desirable neighborhoods in Kennebunkport. You can sit in the rockers on our front porch for morning coffee and watch the sunrise over the fishing boats in Cape Porpoise Harbor or have drinks and...
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    Kennebunkport, Kennebunks 04046
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Beautiful Goose Rocks Beach Retreat1 / 23
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Private Garden
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    The home is beautiful and so comfortable. Just a short walk to a pristine beach with lovely park like surroundings this place has it all.
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    About this property
    This house has been tastefully updated to accommodate many guests comfortably! Relaxed floorplan encourages groups to cook together and enjoy one anothers company. This house offers private spaces to enjoy a good book, a beach nap or a movie on TV in the Loft. There are beautiful views during all...
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    Kennebunkport, Kennebunks 04046
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Central Heating
    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our 1st floor features an open concept Living Room, Kitchen and Dining Room giving you 700 square feet of open, common space for you and you family to gather, spread out and relax. Our first floor also features One Master bedroom (Queen Bed) w/ Private bathroom, and One Guest Bedroom (Two Twin...
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    Kennebunkport, Kennebunks 04046
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Arundel Farm is a beautiful country property just 1.5 miles from Dock Square1 / 4
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 July 2017
    We have been going to Kennebunkport for many years. If this place is available we try to stay here. The owners are wonderful and engaging. The grounds are beautiful and they...
    Reviewed 7 July 2017
    if you love a country feel with sophistication and close to everything in town, look no further......attention to detail, quiet and calm, classy with a special charm.....adored...
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    About this property
    Arundel Farm is located just 1.5 miles from Dock Square in Kennebunkport. A comfortable walk and easy bike ride to town. With permission up 1 large or 2 small dogs are welcome. We are on 9 acres with horses at the far barn, a pond with fountain and gazebo add to the beauty of our property. We...
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    Kennebunkport, Kennebunks 04046
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Parking
    • Wi-Fi
    • Central Heating
    • Private Garden
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Park your car and walk to everything from this beautiful family home! Walk to everything that the charming, historic town of Kennebunkport has to offer - great dining, local artisans, whale watches, kayak tours, biking, and much more. And it’s just a 15-minute walk or 5-minute drive to some of...
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    Kennebunkport, Kennebunks 04046
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An adorable one bedroom apartment in the heart of Dock Square. This apartment has a private bath, one bedroom, living room, kitchen, private deck with a washer and dryer. It is ready to rent for the Christmas prelude the first two weeks in December.There are plenty of restaurants right outside your...
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    Kennebunkport, Kennebunks 04046
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Patio
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy your own private pool and hot tub, exercise and movie rooms, on a 2-acre lot near Walker Point (The President Bush family compound). And, this estate is only a short walk to the ocean and private beach (Cleaves Cove). INSIDE THE HOUSE Enter via a brick and granite walkway and short flight...
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    Kennebunkport, Kennebunks 04046
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    LUXURY Waterfront 4 bedroom 4.5 bath home in Kennebunkport Maine - Adults only1 / 46
    (8)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    • Ocean Views
    • Washer
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LUXURY Waterfront 4 Bedroom House in Kennebunkport Maine. Waterfront, Year Round Luxury Home with water on 3 sides. 4,250 sq foot, 3 level, 4 Bedroom, 4.5 Bath, 4 Fireplaces, 1900's 'Summer Cottage.' Sleeps up to 12 but prefer groups of 8 or less. Stunning location with water on 3 sides. Watch...
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    Kennebunkport, Kennebunks 04046
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 8
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Cable/satellite TV
    • Central Heating
    • Private Garden
    • Washer
    • Waterfront
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Take advantage of a rare opportunity to stay right in Dock Square in a truly unique waterfront home. This quaint Maine cottage in the heart of Kennebunkport village is just steps from great shopping, cafes, gift shops, antiquing, fantastic dining, whale watching & sailing excursions. Perched...
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    Kennebunkport, Kennebunks 04046
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Patio
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Opulent doesn't even begin to describe this gorgeous Kennebunkport home. You'll be in the lap of luxury with a private pond, golf-course views, sumptuous furnishings, and a pergola. Situated on a private road just across from Cape Arundel Golf Course, you're also only a mile away from downtown and...
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    Kennebunkport, Kennebunks 04046
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    • Wi-Fi
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our two floor condo occupies the second and third(Penthouse) floors of a converted boat building barn. The penthouse consists of a master bedroom suite with attached screened porch, plus two other bedrooms and an additional bathroom. It also has a great room with well equipped kitchen, dining...
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    Kennebunkport, Kennebunks 04043
    Condo/Apartment - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The owners have spent many happy memories in the Kennebunks as children with their parents and fell in love with this treasure in the heart of Kennebunk steps from Gooch's beach and Dock Square! This is a wonderful place to visit and many happy memories can be made here that will last a lifetime!...
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    Kennebunkport, Kennebunks 04043
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 14
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • Cable/satellite TV
    • Parking
    • Hot Tub
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located just one mile from Kennebunkport's Dock Square, this 3BR home offers storybook gambrel charm near a hub of activity. Walk or bike to nearby restaurants and shops. Fitted with beautiful hardwood floors throughout, this spacious home has a sun-lit kitchen with butcher block countertops and...
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    Kennebunkport, Kennebunks 04046
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • DVD Player
    • Internet Access
    • Grill
    • Parking
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy hours upon hours of family fun at this three-bedroom Kennebunkport home, where you'll have a private deck, a tree house in the yard, two kayaks, and a wonderful location close to the beach. Scenically situated on a tree-lined property, this home is located less than one mile from Goose Rocks...
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    Kennebunkport, Kennebunks 04046
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    unique 6 bedroom house in Kennebunkport Maine1 / 19
    (2)Very good
    6 Bedrooms, 3 Bathrooms, Sleeps 15 Quick View
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    • Wi-Fi
    • DVD Player
    • Washer
    • Porch
    • Private Garden
    • Cable/satellite TV
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Munson Cottage is a unique 100+ year old summer home that has been in our family for three generations. Nestled in the woods, yet only a 5-minute walk to the Colony Hotel, public beach and breakwaterl. Dock Square in downtown Kennebunkport is just 1 mile away. The Munson Cottage has six...
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    Kennebunkport, Kennebunks 04046
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 15
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Wi-Fi
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on a 200-acre nature preserve filled with native flora and fauna, your group of up to six will love this brand-new 2BR/2BA cottage in a gated community near Kennebunkport. Here, you’ll find a pastoral setting and resort amenities, including a clubhouse with an outdoor pool, foosball and...
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    Kennebunkport, Kennebunks 04046
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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