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Waterfront holiday rentals in Kennebunk

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Kennebunk

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

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Cottage

4.91 out of 5 average rating, 85 reviews

Tranquil waterfront cottage

A private clean tranquil cottage, dock, parking, deck, grill, hammock, kitchen & all amenities, bathroom, 2 bedrooms, sleeps 5, futon, WIFI, cable, bidet, washer & dryer, granite outdoor table, kayaks, paddle boards, floats, fire pit and fireplace. Minutes from great restaurants, bars, hiking trails, and shopping. The most amazing sunsets. 30 minutes from Portland. Winter rentals as well. 40 min. from Shawnee Peek, 1 mile from Seacoast tubing. This place is privately yours. Smoke free please!

Guest favourite

Home

4.88 out of 5 average rating, 223 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!

Guest favourite

Cottage

4.98 out of 5 average rating, 127 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.

Guest favourite

Flat

4.98 out of 5 average rating, 324 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.*

Guest favourite

Home

4.93 out of 5 average rating, 116 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.

Guest favourite

Guest suite

4.97 out of 5 average rating, 209 reviews

Waterfront Private Apartment only 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 favourite

Cottage

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!

Guest favourite

Flat

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 favourite

Home

5 out of 5 average rating, 27 reviews

Waterfront Cottage in Freeport

Located at the quiet end of Flying Point, this waterfront cottage has beautiful eastern views of Casco Bay and its islands. The oldest part of the house, built as a family summer camp in 1940, still has the charm of a historic Maine home. The house has 3 bedrooms, 1.5 baths and sleeps 6. Conveniently located within a couple miles of the LL Bean Paddling Center and Wolfe's Neck Woods State Park. The LL. Bean flagship store and Main Street shopping are only a 10 minute scenic drive away.

Guest favourite

Flat

4.95 out of 5 average rating, 103 reviews

"Henry" Penthouse Waterfront Suite

2023 City of Portland Registration #20185280-ST Penthouse suite with modern amenities, exposed beams and brick, whitewashed poplar walls. Rooftop deck with views of harbor and city. Separate master suites with custom showers and heated bathroom floor; one with soaking tub. Gas-fired Jotul stove in living room. Washer/dryer in unit. Easy elevator access. Spacious kitchen with granite countertops. Please note: animals (including assistance animals) not allowed due to owner's health.

Guest favourite

Home

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 favourite

Home

4.96 out of 5 average rating, 27 reviews

Breathtaking waterfront home near Pine Point Beach

Breathtaking sunset views, ever-changing scenery of sky and water, this is a dream location for kayakers, bird watchers, swimmers, and fisherman. Enjoy the changing of the tides and abundant sounds of nature from one of two decks, your back lawn or sunny master deck. Beautifully renovated and designed this property features a private master bedroom suite with private deck, two bedrooms and full bath on the 2nd floor, 3rd floor is open space for additional sleeping space.

Holiday rentals for every style

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Flats

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space that's all yours, with room for everyone

Popular amenities for waterfront rentals in Kennebunk

Free parking on premises

Air conditioning

Waterfront apartment rentals

Guest favourite

Flat

4.91 out of 5 average rating, 148 reviews

Two-Story, Direct Ocean Views on Eastern Promenade

Guest favourite

Flat

4.91 out of 5 average rating, 183 reviews

Beachside Penthouse Paradise on Old Orchard Beach

Guest favourite

Flat

4.98 out of 5 average rating, 107 reviews

Beautiful Kettle Cove Apt Steps to Beaches

Guest favourite

Flat

4.86 out of 5 average rating, 166 reviews

🌹Lovely 3Bed-2Flrs✌🏼Free Wine🍷Portsmouth-UNH-Dover

Guest favourite

Flat

4.91 out of 5 average rating, 128 reviews

Marsh Views#3:Cozy/quiet spot on a preserve&river

Guest favourite

Flat

4.99 out of 5 average rating, 696 reviews

Old Port / Parking / Patio

Guest favourite

Flat

4.96 out of 5 average rating, 136 reviews

Serene Waterfront Studio in Downtown Portsmouth

Guest favourite

Flat

4.99 out of 5 average rating, 213 reviews

The Tugboat - KingBed, Waterfront! Parking!

Waterfront house rentals

Guest favourite

Home

5 out of 5 average rating, 6 reviews

Sandy Beach on Winni in Wolfeboro with Dock

Guest favourite

Home

4.97 out of 5 average rating, 211 reviews

Stunning & Spacious 6BR Waterfront House + Hot Tub

Guest favourite

Home

4.89 out of 5 average rating, 36 reviews

Waterfront Oasis|Pool Table|Deck|Dock|Garage

Guest favourite

Home

4.95 out of 5 average rating, 19 reviews

Lakefront Private Beach Getaway

Guest favourite

Home

4.94 out of 5 average rating, 50 reviews

WATERFRONT 32Acre Private Estate in Southern Maine

Guest favourite

Home

4.98 out of 5 average rating, 130 reviews

Secluded Lakehouse/2 private docks*Hottub*big yard

Guest favourite

Home

4.87 out of 5 average rating, 39 reviews

Waterfront Condo- Maine village retreat

Guest favourite

Home

5 out of 5 average rating, 35 reviews

[B] StoneWater | New | Private Lakefront + Fire

Waterfront apartment rentals

Guest favourite

Apartment

4.9 out of 5 average rating, 396 reviews

Luxury Beach Front Condo! Prime Location!

Guest favourite

Apartment

4.84 out of 5 average rating, 170 reviews

New Condo on the Wells/Ogunquit town-line

Guest favourite

Apartment

4.89 out of 5 average rating, 180 reviews

Rustic Downtown Duplex with Private Deck

Apartment

4.83 out of 5 average rating, 222 reviews

2 minutes walk to Beach parking and Wi-Fi

Guest favourite

Apartment

4.98 out of 5 average rating, 154 reviews

Oceanfront Getaway

Guest favourite

Apartment

4.94 out of 5 average rating, 107 reviews

Enjoy the beauty of winter in oceanfront 2BR condo

Guest favourite

Apartment

4.98 out of 5 average rating, 231 reviews

Peaceful Winter Getaway

Guest favourite

Apartment

4.95 out of 5 average rating, 157 reviews

Sunrise In Bed~Couples Retreat

Quick stats about waterfront rentals in Kennebunk

Total rentals
30 properties
Nightly prices starting at
£72 before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi

Destinations to explore