Cottage vacation rentals in Kennebunkport

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Top-rated cottage rentals in Kennebunkport

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Top guest favorite
A deck overlooking the water features a round table surrounded by four chairs, each with turquoise cushions. An umbrella stands in the center of the table, providing shade. A decorative rug with an oceanic design is positioned underneath the table, complementing the serene water views.
Cottage in Eliot
4.98 out of 5 average rating, 182 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
Cottage in Buxton
4.97 out of 5 average rating, 162 reviews

Peaceful Cottage on Maine Flower Farm

Maine’s Peaceful Off-Season Escape Nestled next door to Ferris Farm, our family-run flower farm, this charming cottage offers a private place to rest and recharge. Enjoy slow, coffee-filled mornings, quiet walks, and cozy evenings by the fire pit. Use the cottage as your home base to explore nearby beaches (30 minutes) or head into Portland (35 minutes) for breweries, coffee shops, and great dining. Perfect for a couple retreat, solo escape, or remote work getaway, with dedicated workspace.

Top guest favorite
The living room is bright and airy, featuring large windows that fill the space with natural light. Comfortable seating is provided on two white couches and a blue chair. A neutral area rug complements the wooden flooring, and a television is mounted on the wall.
Cottage in Ogunquit
4.95 out of 5 average rating, 115 reviews

Sunny Beach Cottage / Sleeps 7 + Walk to the beach

Your perfect getaway! Just a brief walk to the beach & steps away from the trolley! This adorable, super clean 2 bedroom/ 1 bath cottage (sleeps 7) is located on a private cul-de-sac within walking distance to (.25 miles) Footbridge Beach and local restaurants, and 1 mile from Ogunquit’s center. You'll love the cottage's charming appeal, with its fresh & inviting ambiance. Every inch of this beautiful space has been thoughtfully furnished ensuring a truly memorable experience inside and out!

Top guest favorite
The exterior of a post and beam cottage is shown, featuring a light wood facade and a brown shingled upper section. Two black Adirondack chairs are placed on a wooden deck, accompanied by potted plants. Large windows offer a view of the forested surroundings under a partly cloudy sky.
Cottage in Pownal
4.99 out of 5 average rating, 448 reviews

Dreamy Post&Beam Hideaway Near Portland & Freeport

Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

Top guest favorite
An outdoor seating area features a circular stone fire pit surrounded by cozy, cushioned seating. Potted plants enhance the greenery, while a string of lights provides gentle illumination. A tall umbrella offers shade, and a fenced area contributes to the space's privacy.
Cottage in Wells
4.94 out of 5 average rating, 280 reviews

Spacious Coastal Cottage

This 3 bedroom, 2 bath home is surrounded by tall pines and greenery and has a peaceful screened in front porch, with an outside space and fire pit, perfect for sitting back and relaxing with a glass of wine in hand or locally crafted beer. This space is located on a quiet street, just off the beaten path of Route 1 in Wells. About a mile from Wells Beach, walking distance to several restaurants; Mike's Clam Shack, Varano’s, The Steak House and Congdon's to name a few popular favorites.

Top guest favorite
A cozy cottage is surrounded by lush trees and greenery. Two blue chairs are placed outside near the entrance, with a small table between them. A gas grill is positioned nearby, creating a welcoming space for outdoor relaxation and dining.
Cottage in Scarborough
4.97 out of 5 average rating, 253 reviews

Bright, clean, private cottage near Higgins Beach!

Nestled amongst the trees and located just 2 miles from beautiful Higgins Beach and just 5 miles to Portland, this recently renovated, sparkling clean, bright, private, stunning cottage is waiting just for you! Your private entrance is just steps away from your parked car. The cottage is 16 x 20 so it's super cozy! We live on the property (so we're here if you need us) but you are 100 feet from us, way out in the backyard. (It's private!) Our location is perfect for your Maine vacation!

Top guest favorite
A bright kitchen area features modern white cabinetry and a spacious countertop. Barstools with woven seats are positioned at the counter. Natural light floods in through a nearby door, illuminating the polished wooden floor and light blue walls.
Cottage in Wells
4.95 out of 5 average rating, 166 reviews

Cozy Cottage with Ocean Views, Wells Maine

Ocean breezes, panoramic views of the Atlantic, comfortable cottage to relax & enjoy your time in Maine, what more could you ask for on a getaway?! This cozy cottage for 6 boasts near panoramic views of the Rachel Carlson preserve and the Atlantic Ocean. Tastefully decorated and newly updated, our cottage offers AC/heat, ceiling fans, fully equipped kitchen with dishwasher, outdoor gas grill, cable TV in all rooms, WiFi, cabled phone, skylights, in unit W/D & a large screened in porch.

Superhost
Cottage in Kennebunk
4.79 out of 5 average rating, 105 reviews

Kennebunkport Home - 1 Mile to Dock Square

Enjoy this cottage style home nestled just 1 mile from Dock Sq and 2 to the beach. Fully renovated, allowing for 4 guests comfortably (a 5th is possible if needed). This convenient location makes getting to local shops, restaurants and beaches super easy! Come home to unwind on your private deck or take a day trip to Portland (30 min away). Laundry in-unit, beach pass and some beach gear provided with stay. Enjoy the summer by the beach with family and friends in adorable Kennebunkport!

Top guest favorite
Cottage in Kennebunkport
4.98 out of 5 average rating, 215 reviews

Sunrise at 15 Mills Road. Fully renovated Cottage.

In the beautiful and quaint village of Cape Porpoise, Kennebunkport, you’ll find our cottage, just two doors down from Nunans Lobster Hut and a 3-minute walk to Cape Porpoise Kitchen and Bradbury’s Market. Built in 1880, and after a complete renovation, we’d love to have you as our guests! We added many windows, to bring the outdoors in. Lots of light! The two added balconies make for a wonderful place to sit and talk or just stare into space. Lots of stars! Air conditioning!

Top guest favorite
A beverage sits on a small table beside a glass bottle filled with sticks. The view through a window reveals the sandy beach and calming ocean waves, with a colorful sunset casting soft hues in the sky. An American flag is partially visible in the background.
Cottage in Saco
4.94 out of 5 average rating, 487 reviews

Deja Blue~Guest Beach House

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.

Top guest favorite
The hot tub is filled with bubbling water, positioned to capture views of the frozen lake and sunset hues in the sky. Surrounding scenery includes a winter landscape, with trees lining the shore and a distant dock. Gentle waves are visible on the water's surface.
Cottage in Middleton
4.96 out of 5 average rating, 220 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. The sunsets can be unbelievable!

Guest favorite
A charming cottage is viewed from the front, featuring a gabled roof and a welcoming entryway. Large windows allow light to fill the space, surrounded by lush greenery and stone landscaping. A small chair is placed near the entrance, inviting guests to relax outdoors.
Cottage in Ogunquit
4.86 out of 5 average rating, 282 reviews

The Little Cottage - Under the Trees & By the Sea

It's been called Magical Maine and that it is. Located just 1.5 hours from Boston, Ogunquit is a quaint coastal town offering restaurants, shopping, wild-life & hiking at Mt Agamanticus and, best of all, the beach! Our little home is tucked away on a 1/2 acre of wooded land just down the way from a frog pond, but still within walking distance to town and the beach. Perfect for a family vacation, romantic weekend getaway, reunion amongst friends or even solo trip!

Popular amenities for Kennebunkport cottage rentals

Quick stats about cottage rentals in Kennebunkport

  • Total vacation rentals

    Explore 20 vacation rentals in Kennebunkport

  • Nightly prices starting at

    Kennebunkport vacation rentals start at ﺩ.ﺇ551 per night before taxes and fees

  • Verified guest reviews

    Over 1,400 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    20 of Kennebunkport vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Kennebunkport rentals

  • 4.9 Average rating

    Kennebunkport stays are highly rated by guests—averaging 4.9 out of 5!

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