Waterfront vacation rentals in Kennebunkport

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Top-rated waterfront rentals in Kennebunkport

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Guest favorite

A serene outdoor space is bordered by trees and features a gravel area with seating around a fire pit. A wooden deck extends from the cabin, providing views of the nearby river, enhancing the natural landscape.

Home in Naples

4.99 out of 5 average rating, 115 reviews

LUX Designer Private Waterfront

Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

Guest favorite

The welcoming living area includes a wooden dining table adorned with a vibrant flower arrangement. A cozy seating area features a patterned armchair and a large window allowing natural light. Exposed wooden beams enhance the warm character of the space.

Home in Falmouth

4.89 out of 5 average rating, 247 reviews

Amazing Bay View Home with Hot Tub

This enchanting 2-bedroom home is a coastal dream come true! Luxurious and well-appointed, Casco Bay House sleeps up to six, provides a five-star stay, offers all of the comforts of home AND a relaxing hot tub spa. With stunning views of the water, the house also has easy access to dining, shopping, and sightseeing in Portland's lively Old Port district (just 5 minutes away). Whether you seek quiet tranquility or want to hit the town, this waterside house is the perfect home away from home!

Top guest favorite

A serene waterfront view captures a cluster of charming homes along the peninsula. Lush greenery and bare trees establish a natural landscape, while the calm water reflects the muted colors of the surroundings. The distant shoreline reveals additional residences, evoking a peaceful coastal ambiance.

Cottage in Eliot

4.99 out of 5 average rating, 140 reviews

Salty Mermaid Cottage/Boat House

This 2br home is nestled at the end of a peninsula’s over the water, 5min drive to downtown Portsmouth. Spend the day on the on deck, grilling or enjoy your own authentic Maine lobster bake, swimming and treasure hunting the shore. Also explore Kittery or downtown Portsmouth, both just five minutes away. Enjoy this freshly renovated home, water views from every room and window, all bedrooms are equipped with a/c, free WiFi and smart TVs. Fully equipped kitchen has an amazing view of the water.

Top guest favorite

A spacious living area features large windows that provide scenic views of the surrounding landscape. Comfortable seating arrangements include a light-colored sofa and armchairs, complemented by a wooden coffee table. A dining area is visible, with fresh blooms enhancing the inviting ambiance.

Apartment in Arundel

4.98 out of 5 average rating, 330 reviews

Cape Arundel Cottage 1 mile to downtown KPT

Tastefully appointed 1 bedroom apartment one mile from desirable Dock Square, Kennebunkport. This apartment features Panoramic views of the famous Cape Arundel Golf Course and Goff's Brook Tidal River. Private, secluded back deck with dining and lounge areas, Cozy furnishings throughout, King sized bed with memory foam topper, Fully Equipped Kitchen, and more! At Cape Arundel Cottage, guest experience is our highest priority! *See “other things to note” for additional important information.*

Top guest favorite

Home in Windham

4.94 out of 5 average rating, 126 reviews

Waterfront Gem walkable to Restaurants!

Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

Top guest favorite

The custom-built home is nestled among lush trees, displaying a multi-level layout with a distinctive metal roof. The guest apartment area is highlighted, featuring a spacious deck area and outdoor seating, surrounded by the natural beauty of the wooded landscape.

Guest suite in Freeport

4.96 out of 5 average rating, 228 reviews

Waterfront Private Apartment just 5 min to LL Bean

Guest apartment with private entrances, king bed, pull out sofa, kitchenette, walk-in shower, and porch facing the water providing the perfect relaxing coastal Maine experience! Custom built home on 7.5 acres tucked away in the woods with waterfront access to Harraseeket Cove & South Freeport Harbor, great for kayaking! Located 5 minutes from LL Bean and Freeport's many shops, restaurants, bars, etc. Wolfes Neck State Park and its stunning coastal trails and forests are less than a mile away.

Guest favorite

A charming cottage is positioned at the water's edge, surrounded by trees. Steps lead from a deck to the rocky shoreline, with a dock extending into the water. The clear sky enhances the serene atmosphere of the coastal setting.

Cottage in Harpswell

4.91 out of 5 average rating, 113 reviews

Seal Ledge - water's edge cottage with kayaks

Beautiful cottage sitting literally on the water's edge makes you feel like you're staying on a boat (minus the rocking!). Soak up the sun and watch the sun set on the private deck or take a few steps down to the dock and use our kayaks to go visit the seals that hang out on the rocks just down the cove all summer long. The cathedral ceiling great room is all glass facing the water so you can enjoy if it's too cool to sit outside. Only 15 mins to Brunswick and central to everything Harpswell!

Top guest favorite

Home in Bath

5 out of 5 average rating, 101 reviews

Waterfront Farmhouse with Modern Flair!

On the shores of Winnegance Creek in Bath, Maine—one of America’s best small towns—this 19th-century farmhouse has been completely renovated. Boasting waterfront views and sitting on more than an acre of land, opportunities for recreation and relaxation abound. Enjoy the outdoor deck, fire up the grill, visit the beach or the farmers market, explore the area via kayak, stargaze—so much to do! Not to mention shopping, restaurants, and all that downtown Bath and midcoast Maine have to offer!

Guest favorite

A tranquil lakeside view features a wooden structure set behind a grassy area. Various colorful kayaks and paddleboards are arranged on the sandy shore, with a sailboat docked nearby. Towering trees frame the scene, providing a natural backdrop.

Home in Buxton

4.88 out of 5 average rating, 126 reviews

Charming 4 bedroom lake front, with private beach

Will not consider less than weekly rentals for July and August and the last week in June.The house sits 80 ft off the lake. It has over 150 ft of lake shore and own private beach. We supply several kayaks paddle boards canoes and tubes . You will be required to sign a waiver to use them and you Must wear lifejackets .The home is located down a private gravel road .We are only 20 miles from the city of Portland, Old Orchard beach, Lake Sebago. Come explore and relax. 2 hours from Boston

Top guest favorite

The image showcases a charming house situated adjacent to a wooden dock along the water's edge. The house features a pitched roof and is surrounded by greenery, while calm waters reflect the clear blue sky. A small boat is moored nearby.

Apartment in Orr's Island

4.92 out of 5 average rating, 120 reviews

Shore House, Posey Unit - Ocean Front Property

On top of the world in this second level unit of a multi-unit house. Lovely views from the scenic deck over looking a working wharf on Garrison Cove and Casco Bay. The unit has 2 bedrooms (additional accommodations to sleep up to 6), one bath, and a full kitchen and breath taking sunsets Dogs allowed upon approval. Must not be big barkers and well behaved pets. We want to be courteous of all renters and their pets. Weekly rentals preferred in July and August months (Saturday - Saturday)

Guest favorite

A deck overlooking the water features a barbecue grill and several outdoor chairs arranged around a small table. Lush green trees provide shade, while the view of the shimmering water is visible in the background under a clear blue sky.

Home in Kittery

4.94 out of 5 average rating, 138 reviews

Gorgeous Waterfront Home with Dock and Beach

Looking for a wonderful location to enjoy a week this summer in Maine? We have a beautiful location right on the water for you and your family to enjoy. HAVE A BOAT and want to bring it with you? We have a deep water dock. Ask us about details and cost. House is on a dead end road. Come & enjoy the Maine coast! We are located 2 miles from Portsmouth, and there are numerous activities to do in this area. Golfing, Boating, Swimming, Outlet shopping and of course the Beach!

Guest favorite

A spacious living area features high ceilings with exposed wooden beams and large floor-to-ceiling windows that provide abundant natural light and views of the surrounding trees. A stone fireplace serves as a focal point, complemented by comfortable seating and a richly textured area rug.

Chalet in Naples

4.96 out of 5 average rating, 106 reviews

The Chalet~ 4 bed Lakefront Family Vacation

Welcome to your secluded slice of paradise on the shores of Sebago Lake! Nestled amidst towering pines and overlooking the tranquil waters of Seabgo Cove, our 4-bedroom waterfront chalet promises a serene escape like no other. Whether you're seeking adrenaline-pumping thrills from the local excursions, or peaceful moments surrounded by nature and a book, The Chalet offers endless opportunities for unforgettable experiences and cherished memories in the heart of Naples.