Guide to The Best Kennebunkport Maine Vacation Rentals
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Attracting tourists with picturesque shorelines, historic sites, and the famed Walker’s Point presidential estate, Kennebunkport Maine epitomizes the classic coastal village. Frequented by celebrities and past presidents, it embodies the idyllic state motto — “the way life should be.”
The quaint downtown area entices with its array of shops and restaurants, while the stunning coastal vistas along Ocean Avenue captivate. The presence of an emblematic lighthouse and the opportunity to engage in outdoor pursuits such as kayaking and hiking offer an authentic New England adventure.
Kennebunkport’s relaxed atmosphere and beautiful landscapes provide an ideal escape for those looking to unwind and savor the distinctive allure of Maine’s seaside.
About Cabins, Cottages, & Vacation Rentals in Kennebunkport Maine
Vacation rentals in Kennebunkport Maine range from seaside cottages to spacious family homes, offering travelers a more private and homelike experience to hotels and bed and breakfasts.
These lodging options cater to various group sizes and preferences with amenities that can include full kitchens, outdoor spaces, and proximity to the beach. On top of that, they are often a flexible and cost-effective way to enjoy the local charm and scenic beauty.
Typically, accommodation costs in Kennebunkport Maine are at a premium during the summer months and significant yearly festivals. Budget-conscious travelers can find more affordable lodging options by planning a trip in the off-season or securing their reservations well ahead of time.
If you’re looking for hotels and resorts or bed and breakfasts, check out our full Kennebunkport Maine lodging guide.
Featured Kennebunkport Maine Rentals
Getting to Know the Kennebunkport Maine Area
Kennebunkport — a globally renowned vacation destination — attracts international visitors eager to experience the stunning Maine coastline, observe the bustling harbors, stroll along sandy shores, and immerse themselves in a community shared by presidents, creatives, and anglers alike.
Though summer sees peak activity, many travelers cherish the tranquil charm of Kennebunkport’s off-peak seasons in spring, autumn, and winter. Regardless of when you visit, Kennebunkport offers a captivating retreat for a diverse array of visitors seeking the quintessential Vacationland experience.
Outdoor Activities
Kennebunkport is home to the picturesque Goose Rocks and Colony Beaches, offering idyllic spots for unwinding, soaking up the sun, taking a swim, and engaging in beachside fun.
Goose Rocks Beach
The serene Goose Rocks Beach with 3 miles of fine sand and calm waters — shielded by an offshore reef — is a haven for families. It’s a prime location for soaking up the sun, taking a dip, and enjoying paddleboarding and other water activities.
Under the stewardship of the Kennebunkport Conservation Trust, Goose Rocks Beach retains its natural allure. During the busy season from Memorial Day to Labor Day, visitors are reminded to secure parking passes to access this peaceful coastal retreat.
Colony Beach
Also referred to as Arundel Beach, Colony Beach is celebrated for its pebbled coast and tranquil setting. Conveniently situated by the Colony Hotel on Ocean Avenue, it offers splendid views of the Atlantic and easy entry.
While it’s an excellent place for relaxation and boat-watching, the beach’s calm setting is also ideal for leisure walks. Despite not being conducive to all types of beach activities because of its size and rocky nature, it captures the essence of Maine’s rugged coastline, providing a distinctive and soothing coastal experience.
Historical Sites & Culture
Kennebunkport Maine is rich with historical significance, featuring beautifully maintained sea captains’ homes that speak to the town’s thriving shipbuilding past and contribute to its classic New England allure.
Key historical sites include the First Families Kennebunkport Museum at White Columns, providing a window into the maritime and presidential legacy of the town. The Seashore Trolley Museum also offers a journey through public transit history with an extensive array of streetcars.
The town’s cultural landscape is further enhanced by numerous art galleries, which display the works of local and regional talents, celebrating the area’s artistic community.
Walker’s Point Estate
The Walker’s Point Estate stands as a prominent symbol with profound political and family connections. For many years, this expansive retreat has been a cherished getaway for the Bush family, providing a setting for both leisure and international state affairs.
Perched on a peninsula extending into the Atlantic, the estate boasts breathtaking vistas that have become a staple of imagery and mementos.
Easily seen from Ocean Avenue, Walker’s Point has become emblematic of the Bush family’s longstanding relationship with Kennebunkport, drawing spectators eager to view the distinguished residence and its rich history.
Dock Square
Dock Square sits at the core of Kennebunkport, radiating the classic charm of New England. The lively center is adorned with distinctive shops, art galleries, and restaurants serving local fare, with fresh Maine lobster as a highlight.
The area is steeped in history with structures harking back to the 1800s. Dock Square also serves as a central spot for local festivities and a place where residents and visitors alike converge.
Year-Round Festivals & Events
Throughout the year, the town comes alive with various festivals and events, including the vibrant Paint the Town Red in February and the joyful Christmas Prelude in December. These occasions highlight the lively spirit and seasonal allure of the community, featuring festive decorations, artisanal crafts, culinary delights, and lively entertainment.
The renowned Christmas Prelude transforms the tranquil town into a lively hub of festive activities, complete with fireworks, craft fairs, sleigh rides, and an array of other holiday-themed events. Esteemed as one of the nation’s premier Christmas festivities, it has earned accolades from HGTV and The Travel Channel as a top holiday destination.
Scenic Drives & Lighthouses
Driving through Kennebunkport presents stunning views of the coast, especially along the renowned Ocean Avenue. This route meanders by grand residences, the notable Bush family estate at Walker’s Point, and the dramatic coast of the Atlantic.
Additionally, the town boasts the endearing Goat Island Light, a historic lighthouse dating back to 1833, situated on a tiny island near Cape Porpoise. Although it’s not readily accessible for a closer look, it remains a treasured emblem of the area’s nautical history, visible from a distance.
Cape Porpoise
Cape Porpoise — a tranquil village within Kennebunkport — is renowned for its picturesque landscapes and rich history as the earliest English settlement in town. Today, it thrives as a bustling fishing port, providing an authentic glimpse into seaside living with fresh catches and sights of working fishers.
The Cape Porpoise Pier stands out as a notable attraction, and the village’s position nestled between Dock Square and Goose Rocks Beach ensures convenient exploration of both the town’s facilities and the stunning natural environment.
Top Cabins, Cottages, & Vacation Rentals in Kennebunkport Maine
Legacy Properties Sotheby’s International Realty
150 Port Rd, Kennebunk | 207-967-0934
Legacy Properties Sotheby’s International Realty is a premier real estate firm specializing in luxury properties. With a deep knowledge of the local market, the experienced agents assist clients in renting exceptional vacation properties — from waterfront estates to historic cottages.
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The Langsford Kennebunkport
15 Langsford Rd, Kennebunkport | 800-307-0873
Nestled in the heart of Cape Porpoise village, The Langsford Kennebunkport is a luxurious vacation rental. This upscale renovation of the historic Sinnett House by Thomas Langsford offers a blend of elegance and comfort. It’s a perfect retreat for up to eight guests to indulge in the serene side of coastal Maine living.
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Cottage-Designed Apartment
Enjoy a clean, two-level apartment in a serene neighborhood, ideal for any seasonal escape with Maine’s coastal charm and a relaxing atmosphere. With room for up to four people, it features a fully equipped kitchen, a stone patio with a grill, a large studio bedroom, and a full bath with an oversized tub.
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Modern Apartment Retreat
Experience the best of both worlds in this new 1,500-square-foot studio. Just minutes from sandy shores and downtown streets, this fresh construction comfortably sleeps up to four. Set on 8.5 acres, it offers privacy, an outdoor fire pit, a grill, and an outdoor shower for a natural touch.
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Pied-à-Terre in Dock Square
Discover the quintessential Maine stay with this classic apartment in the vibrant heart of Kennebunkport. This radiant and inviting apartment for four features elegant decor and offers ultimate relaxation just a short stroll from the beach.
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Condo Near Goose Rocks
Bask in the comfort of a sunny, first-floor condo with modern amenities and resort facilities — indoor/outdoor pools, a Jacuzzi, a playground, and more. Complete with beach gear, this non-smoking, pet-free condo for four is just 1 mile from Goose Rocks Beach and minutes from Dock Square.
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Cape Porpoise Harbor-View Cottage
Enjoy the charm of a newly built, custom New England clapboard-style home in Cape Porpoise. The property for four guests features a master suite with harbor views, a high-end kitchen, and inviting living spaces. Relax on the porch with sunrise views or the screened area overlooking the ocean marsh.
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Downtown Cottage on the Water
Experience the essence of Kennebunkport in this charming, updated cottage located in the bustling Dock Square. Steps from shopping, dining, and ocean excursions, it offers a unique stay above the Kennebunk River for up to four people.
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Waterfront Cottage in Cape Porpoise
Escape to a serene waterfront cottage in Cape Porpoise with captivating views of the ocean, islands, and lighthouse. This private retreat for four guests features a screened-in porch and a spacious living room. Just 1 mile from village amenities and a short drive to local beaches and Kennebunkport’s center, it offers direct pier access for kayaking or boating to nearby islands too.
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Cottage in Quiet Setting
Nestled between Dock Square and Cape Porpoise, this delightful cape offers a pastoral retreat on 0.8 acres. It boasts a sunroom with pastoral views and a star-gazing gazebo. Discover marine life in tidal pools and enjoy the nearby pier with its Goat Island Light vista. Also, this eco-conscious home accommodates six and supports renewable energy.
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Cozy Cottage on a Marsh
This cozy 750-square-foot cottage is perfect for five and offers deck views, modern comforts, and access to an exclusive beach community. Recent updates include panoramic windows, sleeping nook beds, a kitchen revamp, and outdoor amenities like a hammock, fire pit, foot wash station, and grill.
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Historic Aaron Hovey House
Built in 1797 and listed on the National Register of Historic Places, this historic home in Dock Square marries antique charm with modern restoration. It has room for six guests, features a playful garret, and is a short walk to bustling shops and eateries. Enjoy the spacious backyard for grilling, relaxation, and family fun, as well as a free beach parking permit.
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Old River House Near Dock Square
Experience the grandeur of The Old River House, an 1848 estate with old-world charm on Ocean Ave. This 7,500-square-foot mansion by the Kennebunk River was restored in 2010 and can accommodate 21 guests. Savor sunrises and sunsets, river views, antique furnishings, and the sounds of the ocean just steps from Dock Square.
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Pet-Friendly Cape Porpoise Lupine Lodge
Lupine Lodge offers a spacious retreat that can accommodate up to 28 people! It features a 40-foot great room, a modern kitchen, and ample outdoor space with a never-ending gas supply for the Weber grill. You can even combine this rental with the 15-person Chickadee Cottage with screened porches, a large deck, its own Weber grill, and a play area with lawn games.
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Luxurious, Pet-Friendly Hydrangea House
Ideal for large families and groups of 12, Hydrangea House offers a range of amenities, such as a landscaped garden, fire pit, and horseshoe pit. It even has a bonus room with a foosball table and comfortable living spaces. Extras include a TESLA charger and private outdoor spaces. The house is available for weekly rentals during the summer and two-night stays during the off-season.
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Pet-Friendly Goose Rocks Beach Home
With a view of the marsh, this classic Maine home is just steps from Goose Rocks Beach. Though historic and cozy at 900 square feet with modest ceilings, it has room for six. Enjoy outdoor amenities like yard games, a picnic area, and a propane grill. Plus, each gear is provided for the short walk to the beach.
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Historic, Pet-Friendly Hutchin’s Schoolhouse
Hutchin’s Schoolhouse is perched on a hill overlooking the Batson River. Just 1 mile from Cape Porpoise and Goose Rocks Beach, this historic 1909 property for five guests still has its 12-foot ceilings, hardwood floors, and tall windows. It features a spacious living and dining area, two porches, and a pottery studio.
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Featured Lodging in Nearby Towns
Exploring All of Kennebunkport Maine & Beyond
A trip to Kennebunkport Maine epitomizes the idyllic New England experience with stunning seaside vistas, deep-rooted history, quaint shops, and sumptuous seafood — a perfect backdrop for a peaceful and unforgettable escape.
While savoring Kennebunkport’s delights, take advantage of exploring the neighboring towns of Kennebunk, Wells, and the combined area of Saco and Biddeford.
Kennebunk
Kennebunk Maine captivates with its historical allure, inviting beaches, and picturesque Kennebunk River waterfront. The town boasts an array of one-of-a-kind stores, art galleries, and excellent dining. Attractions like The Brick Store Museum and the well-preserved local buildings provide a window into Kennebunk’s storied past, offering a rich cultural experience.
Wells
The charming town of Wells Maine offers golden beaches, estuaries brimming with wildlife, lively shopping, and delicious dining along Route 1. It’s the perfect place to appreciate nature, delve into history, and indulge in local flavors for those seeking both serenity and exploration along Maine’s Southern Maine Coast.
Saco & Biddeford
The adjacent cities of Saco and Biddeford Maine — separated by the Saco River — present a fusion of historical industry and seaside charm. Explore the rejuvenated mill spaces, immerse yourself in the dynamic arts community, and sample regional cuisine. With ample outdoor activities available, these cities offer a diverse cultural and natural Maine experience.
FAQs About Kennebunkport Maine Cabins, Cottages, & Vacation Rentals
What types of vacation rentals are available in Kennebunkport Maine?
Kennebunkport Maine offers a variety of vacation rentals, including cottages, beach houses, apartments, condos, and luxury homes.
Can I find waterfront or beach-access vacation rentals in Kennebunkport Maine?
Yes, there are Kennebunkport Maine vacation rentals with waterfront views or beach access. Two examples are the Waterfront Cottage in Cape Porpoise and the Downtown Cottage on the Water.
Are vacation rentals in Kennebunkport Maine pet-friendly?
Many vacation rentals in Kennebunkport Maine are pet-friendly, but policies vary. The Pet-Friendly Goose Rocks Beach Home and the Historic, Pet-Friendly Hutchin’s Schoolhouse are just two examples.
Can I book a vacation rental in Kennebunkport Maine for a large group or family reunion?
Yes, you can book Kennebunkport Maine vacation rentals for large groups or family reunions. Such properties have ample space, multiple bedrooms, large dining areas, outdoor spaces, and entertainment facilities.
Two fantastic options are the Old River House Near Dock Square and the Pet-Friendly Cape Porpoise Lupine Lodge.
Is there a minimum stay requirement for vacation rentals in Kennebunkport Maine?
Some vacation rentals in Kennebunkport Maine have minimum stay requirements, particularly during peak season or holidays. The Luxurious, Pet-Friendly Hydrangea House is one example. Just double-check the rental agreement or terms before booking.