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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Guest favourite

Cottage in Saco

4.93 out of 5 average rating, 313 reviews

Deja Blue~Guest Beach House

Our beach guest house is an oceanfront dream for a 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. All 4 seasons are beautiful here. Pro tip: Wake up early and observe the beautiful sunrise over the ocean. It is totally worth getting up early and will not disappoint.

12–19 Sep

$637 SGD per night

Guest favourite

Treehouse in Norway

4.96 out of 5 average rating, 134 reviews

Glass Riverfront Lux Cabin - Hot Tub - Yoga Shed

The rushing water will flow right by your bedroom overlooking the most pristine, undeveloped river in Maine. This is a countryside oasis with no one in sight. Complete privacy in the hot tub overlooking the Crooked River. Wall of windows with mirror tint. Hot tub & outdoor shower just outside the front door. Hammocks, to relax in or hiking trails to discover right out the front door. Enjoy at-home yoga or massage in the yoga shed overlooking the river. Professionally Designed Countryside cabin.

2–9 May

$683 SGD per night

Guest favourite

Cabin in Kennebunk

4.95 out of 5 average rating, 103 reviews

The CHowder Cabin @ Kennebunk Dog Oasis

Don’t forget your dogs! Enjoy the peacefulness of this cozy bucolic cabin tucked away in the woods. The cabin has the best of both worlds; private & secluded, while being close to town. Kick your feet up on the deck. Breathe in the pine, listen to the birds & frogs. Or take a lovely stroll down Bufflehead Cove Lane, walk quietly you may see a heron or egret on the pond. Left at Port Rd. & continue down to Western Ave. Lots of stairs. Driveway very steep, requires 4-wheel drive in winter.

10–17 Nov

$631 SGD per night

Guest favourite

Guest house in Portland

4.95 out of 5 average rating, 281 reviews

Beautiful large studio on the ocean.

Our large, light, 2nd floor studio is airy and modern with a deck overlooking the garden, ocean and sunrise. We love to welcome guests to share our beautiful property so if you'd like to book please introduce yourselves and let us know about who is coming and some hopes for your trip. We are caring, unobtrusive hosts who value getting to know our guests a little beforehand. We think we have the best of both worlds here - the peace and beauty of Casco Bay, yet 5 minutes to the center of town.

27 May – 3 Jun

$212 SGD per night

Guest favourite

Flat in Arundel

4.99 out of 5 average rating, 288 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.*

3–10 Oct

$358 SGD per night

Guest favourite

Home in Saco

5.0 out of 5 average rating, 124 reviews

Oceanfront w/ Stunning views and Private Deck☀️🏖

Welcome to the Beach House on the Rocks, your very own oceanfront retreat! This beautiful, 1350 sq ft house is nestled right next to the ocean. With panoramic views and the ocean just steps away, you won’t forget this one of a kind experience. Tucked away in the hidden gem of Camp Ellis, you’ll enjoy a lively beach scene in the summer and a tranquil retreat in the off season. Just a short trip away to Old Orchard Beach and 30 min to Portland you’ll never be in need of fun activities.

1–8 Apr

$668 SGD per night

Superhost

Treehouse in Sanford

4.9 out of 5 average rating, 436 reviews

The Canopy Treehouse, a Luxury Carbon Free Retreat

We have two new treehouses available - search "Sanford Maine" to find The Cliff House or The Sky Frame on Airbnb. Enjoy your tiny home in the trees! Although only 350 square feet, this home has everything you need for a delightful stay. Cook dinner in a full kitchen with a refrigerator, stove, oven, microwave, and coffeemaker. You have dinnerware, silverware, water and wine glasses, cookware, and all the essential kitchen accessories. Both the loft and sleeping pod provide queen beds.

21–28 Mar

$715 SGD per night

Guest favourite

Cottage in Middleton

4.96 out of 5 average rating, 136 reviews

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.

31 Oct – 7 Nov

$236 SGD per night

Guest favourite

Treehouse in Georgetown

4.95 out of 5 average rating, 296 reviews

Tree Dwelling w/ Water Views & Cedar Hot Tub (I)

Experience the airiness of life up among the pines. This unique tree dwelling, with its own private attached wood-fired cedar hot tub, is perched atop a 21-acre wooded hillside sloping to beautiful water views. Enjoy the view from the wood-fired cedar hot-tub or the king size bed--through a wall of windows. This treehouse is cozy all year round, especially in winter. Located in a classic coastal Maine village with Reid State Park's beaches and the famed Five Islands Lobster Co.

18–25 Nov

$351 SGD per night

Guest favourite

Cabin in Freeport

4.98 out of 5 average rating, 469 reviews

Cozy Cottage-Near Harbor & Park

Bailiwick Cottage is a cozy, private cottage that looks south down Freeport (Harraseeket) Harbor in Freeport, ME. It is a 4 season accommodation that is close to Freeport shopping, Portland eating, and the Adventure Schools of LL Bean. The cottage sits approximately 50 yards from our main house, has its own parking space and patio, and offers the ability to come and go as you wish. We have had 12 honeymoons in the cottage. Freeport Registration # STRR-2022-59

14–21 May

$218 SGD per night

Guest favourite

Cottage in Middleton

4.96 out of 5 average rating, 139 reviews

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting!

30 Aug – 6 Sep

$581 SGD per night

Guest favourite

Apartment in Old Orchard Beach

4.9 out of 5 average rating, 353 reviews

Luxury Beach Front Condo! Prime Location!

Unless the trip is within the next few weeks, we appreciate it if guests don't book trips that leave a single night open. Generally minimum night stay is 2 nights during the week and 3 nights over the weekend. If you see a 14 day minimum, it’s to prevent the reservation from leaving a single night open. To simplify things and to be fair to those that instant book, we typically do not negotiate rates. Thank you!

7–14 Jan

$261 SGD per night