
Waterfront holiday rentals in Kennebunk
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Top-rated waterfront rentals in Kennebunk
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

Luxury Year-round Treehouse with private hot tub
The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

✨Charming Stay-Downtown Dover🍷FreeWine🍷Portsmouth
You are now on 1st Street, smack-dab in the center of Downtown Dover – an aged and gorgeous mill town and colonial seaport tucked between two New Hampshire hot spots, Durham and Portsmouth. On 1st Street, you are one block from the Dover Train Station and a glance away from the popular Riverwalk along the Cocheco River. Step right outside your door into the bustling streets of “the fastest growing city in New Hampshire” (US Census) – marked by shops, restaurants, bars, breweries, and more.

#2Marsh Views, Cozy quiet spot on river&preserve
Enjoy this 2nd floor getaway in this totally quiet & cozy spot with beautiful sunrises and awesome views off the back deck. Close to beaches and town but far enough away to be secluded from the hecticness. Lots of nature trails very close by. Roads have bike/ walking lanes. Many fresh seafood restaurants & eateries close by. Kayaks & bikes for use are available. Free parking on site. Enjoy a complimentary bottle of wine when you visit. **(Waivers must be signed for kayak & bike usage)

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Beautiful Lakeside Cottage
Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.

Writers Cabin in the Woods with Sauna!
Nestled in the woods and on Adams Pond with new wood fired sauna! The cabin feels totally hidden away but is less than 10 minutes to Bridgton and Naples, hiking, beaches and restaurants. The woods are beautiful and peaceful and the pond is just down a mossy path. Great for couples or a weekend away. Large deck with grill and outdoor shower, firepit. There is a shared dock on the pond for swimming, fishing, or just enjoying the view as well as a canoe and 2 kayaks, and a paddle board.

Deja Blue~Guesthouse-Maine’s Best Oceanfront view!
Our year round beach guest house is an oceanfront dream for a single or couple's retreat. Come relax by the sea. Listen to the waves crashing right outside your door. Disconnect or work while here we have fast WiFi for you. Enjoy this gem of a place on the coast of Maine as a year round escape. Come make some memories to cherish for a lifetime. Pro tip: Wake up early and observe the beautiful sunrise over the ocean. It is totally worth getting up early and will not disappoint.

A water view slice of heaven at Pepperrell Cove
Enjoy the peace and tranquility of staying in Kittery Point Maine’s exclusive Pepperrell Cove area. • Walk three minutes to dinner at one of three amazing waterfront restaurants • Enjoy a private chartered boat ride from across the street • Rent kayaks • Visit Fort McClary • Hike Cutts Island Trail • Visit Crescent and Seapoint beaches • Shop and dine in Kittery’s Wallingford Square, downtown Portsmouth, and the Kittery Outlets. Everything is within fifteen minutes away!

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!

York Lake Front House
Get away from the stress and enjoy this lake front lower unit apartment tucked in a serene nature environment. A short bike ride ride to Short Sand, Long Sands beaches and the Nubble light House. Just minutes from waterfront dining and shopping at Perkins Cove and Village of Ogunquit. After a long day at the beach relax on the covered patio watching the ducks and geese on the lake while the squirrels and chipmunks run abound. Listen to the wide variety of birds singing.

3-Bed | 2-Bedroom | Hot Tub | Close To Beach
If you've never stayed in Wells before, make your first stay at the oldest established property in Wells, dating back to 1604, but updated for today's modern needs with wifi, streaming, jacuzzi, grill, outdoor furniture, and hammock all within a short drive to Wells beach in a peaceful neighborhood on a dead end street. Let the Webhannet Falls and River lull you to sleep as they flow through the backyard and see the foundation of the historic gristmill and sawmill.

Garrison Cove Studio
Rare, Portland waterfront studio located in the heart of the historic Stroudwater neighborhood, awaits one or two guests looking for an urban hideaway. The studio occupies a 150 year old post and beam barn situated on the banks of the Stroudwater and Fore Rivers. Enjoy morning coffee on the river swing, meditate to the soothing sound of the nearby waterfall or linger over your favorite beverage in one of our comfy Adirondacks.
Popular amenities for waterfront rentals in Kennebunk
Waterfront apartment rentals

Shore House, Leona Unit - Ocean Front Property

Tugboat Vista | 2 Bedroom | Downtown Portsmouth

62 Views

Beautiful Kettle Cove Apt Steps to Beaches

Beachside Penthouse Paradise on Old Orchard Beach

Chic Loft-Style Condo in Downtown Portsmouth

Stone Mountain Guest House 2nd Floor Apt.

Quiet 3 BR Beachtown Apartment 1 mile to the beach
Waterfront house rentals

Modern, Family Beach House, Right on Wells Beach!

Oceanfront Cottage by Nubble Light

Ocean Front Cliff House July & August 5 night min

Family getaway on Mousam River!

Old Falls Retreat-4BR w Gorgeous River View & Pool

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

Coastal Retreat w/fire pit •5 Min to beach•Dogs ok

Eagle's Nest on 8 acres next little john preserve
Waterfront apartment rentals

Oceanfront, private balcony, panoramic ocean views

Charming, newly remodeled space atop Munjoy Hill.

Luxury Beach Front Condo! Prime Location!

Oceanfront Condo with Awesome Views

Two-Bedroom Condo on the Wells/Ogunquit town-line

The Wave • Ocean condo on sands of Hampton Beach •

2 min. walk to beach strip, 2 parking spots & WiF

Rustic Willard Beach condo ten mins from Old Port!
When is the best time to visit Kennebunk?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €323 | €241 | €275 | €227 | €370 | €474 | €515 | €538 | €399 | €314 | €264 | €340 |
| Avg. temp | -4°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 21°C | 16°C | 10°C | 4°C | -1°C |
Quick stats about waterfront rentals in Kennebunk

Total holiday rentals
Explore 100 holiday rentals in Kennebunk

Nightly prices starting at
Kennebunk holiday rentals start at €86 per night before taxes and fees

Verified guest reviews
Over 3,590 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
100 of Kennebunk holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kennebunk rentals

4.9 Average rating
Kennebunk stays are highly rated by guests – averaging 4.9 out of 5!
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- Hampton Beach
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Weirs Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Scarborough Beach
- Crane Beach
- Willard Beach
- North Hampton Beach
- Short Sands Beach
- Popham Beach State Park
- East End Beach
- Cape Neddick Beach
- Gooch's Beach
- King Pine Ski Area
- Gunstock Mountain Resort
- Footbridge Beach
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Funtown Splashtown USA
- Pleasant Mountain Ski Area





