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Holiday Homes in Kennebunkport

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    Travellers to Kennebunkport are booking October dates now. Secure your holiday rental today, and have the perfect trip.
    All 20 Rentals in Kennebunkport
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    Quintessential Maine cottage in picturesque Cape Porpoise Village1 / 27
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Waterfront cottage in Dock Square1 / 26
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Walk to Dock Square or Ocean1 / 13
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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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 6 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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    04046, Kennebunkport, Kennebunks
    Holiday Rental House - 10 Bedrooms, 4 Bathrooms, Sleeps 18
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    Peace of the Dock- An Historic Retreat1 / 25
    (2)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Balcony
    • Patio
    • Grill
    • Wi-Fi
    • Central Heating
    • Cable/satellite TV
    • Terrace
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 June 2017
    Very spacious and beautiful home. We were a group of 10, and the house was ample. Kitchen and great room could easily accommodate everyone at the same time, and there were...
    Reviewed 7 November 2016
    We just had a fabulous weekend at this place with four couples - plenty of room for everyone and the beds were comfy! Our only regret is not planning to cook more meals at the...
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    About this property
    The Jonathan Stone house, built in 1813 and fully renovated in 2016, has been designed for peaceful reunion and personal restoration. This 4400 sq. foot fully appointed year-round home in the very heart of Dock Square is walkable to beach, restaurants and bakeries, ice cream, art galleries, and...
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    04046, Kennebunkport, Kennebunks
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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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
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 November 2017
    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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    04046, Kennebunkport, Kennebunks
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    Maine Cottage on Tidal Cove1 / 17
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Waterfront
    • Outdoor Dining Area
    • Grill
    • Internet Access
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2015
    We had a fantastic time during our short stay in Porpoise cove. Loved the small town, especially the combo post office/village grocery store.Thanks for the tip about Goose Rocks...
    Reviewed 26 August 2014
    Our family including 2 children under three stayed here and we could not have had a better stay. The house was extremely clean and the property was well maintained. Close access...
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    About this property
    • Located in the Kennebunkport village of Cape Porpoise • Newly remodeled, Fully furnished • At end-of-lane on tidal marsh, privacy 3 sides, abuts conservation land • Tidewater access to Sampson Cove and closeby harbor islands to explore • Easy walk to fishermen's pier, restaurants, deli and grocer...
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    04014, Kennebunkport, Kennebunks
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    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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    04046, Kennebunkport, Kennebunks
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Old Cape Cottage1 / 20
    (12)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Booked for a writer’s retreat for my spouse. Two screenplays done and one more started. This cottage is exactly as described and very affordable. The hosts are very hospitable...
    Reviewed 29 July 2018
    Found this peaceful gem after 5 days of searching while staying at a very disappointing accommodation Ì had booked for 2 weeks in Vermont.I had a very limited budget due to...
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    About this property
    This cottage is available on a weekly basis. Guests may rent from Saturday to Saturday. This sweet little cottage in the woods will bring you much needed tranquility. The large windows make you feel a part of the surrounding woods when you are nestled inside. Enjoy feeling removed from society...
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    04046, Kennebunkport, Kennebunks
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • 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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    04046, Kennebunkport, Kennebunks
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, 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 6 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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    04046, Kennebunkport, Kennebunks
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Wi-Fi
    • Patio
    • Grill
    • Air Conditioning
    Suitability
    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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    04046, Kennebunkport, Kennebunks
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful Cottage in Southern Maine1 / 18
    (2)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Parking
    • Air Conditioning
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 July 2018
    My wife and I had the privilege of being among the first guests to enjoy this recently renovated cottage. The renovations included a complete interior and exterior make over and...
    Reviewed 27 June 2018
    My partner and I stayed at this beautiful cottage for (unfortunately) only two nights. I told the owner, after being there for only a few hours, that we would never leave...
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    About this property
    The Cottage Everything you need is here: high-speed Internet, cable TV, comfortable common spaces, peace and quiet. With three bedrooms on the second floor (linens included), fully equipped kitchen, living room, dining room, and deck, this is the perfect place for family vacations, impromptu...
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    04046, Kennebunkport, Kennebunks
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • 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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    04046, Kennebunkport, Kennebunks
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Ocean Views
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note that the neighbors live on site, in a completely separate unit, and may be present during your stay* Drop your bags at the door and walk out to the beach the moment you arrive at your Kennebunk vacation rental cottage. The 5-bedroom, 2.5-bath cottage sleeps up to 8 travelers and...
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    04043, Kennebunkport, Kennebunks
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Central Heating
    • Washer
    • DVD Player
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Ocean Views
    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 throughout 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...
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    04046, Kennebunkport, Kennebunks
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 14
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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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    04043, Kennebunkport, Kennebunks
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 14
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
    • Patio
    • Grill
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Parking
    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...
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    04046, Kennebunkport, Kennebunks
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Cable/satellite TV
    • Grill
    • Internet Access
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Head to Kennebunkport and stay in this quaint, spacious four-bedroom home for your next New England getaway. Enjoy close proximity to the coast, dining, and golf, as well as an inviting closed-in porch ideal for casual gatherings. Take a leisurely bike ride to the coast or walk to downtown Dock...
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    04046, Kennebunkport, Kennebunks
    Holiday Rental House - 4 Bedrooms, 3 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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    Location Information
    04046, Kennebunkport, Kennebunks
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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