Casco Bay oceanfront places to stay

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Top-rated vacation rentals in Casco Bay

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Top guest favorite

A spacious wooden deck is presented, featuring two black Adirondack chairs positioned comfortably. A small potted tree adds a touch of greenery, while the surrounding snowy landscape reflects a serene outdoor atmosphere.

Cottage in Pownal

4.99 out of 5 average rating, 396 reviews

Upscale Timber-Frame Cottage, Shop/Dine/Hike/Bike

Relax and unwind at this cozy post-and-beam cottage in a woodsy setting. Complete with all the modern amenities you will feel at home after exploring all that Maine has to offer. At day’s end ascend to the loft bedroom for a great night's sleep. Please note the current Maine travel restrictions: https://www.maine.gov/covid19 This custom post and beam cottage is brand new. Designed by John Libby, one of the most respected timber frame builders in New England, (www.housesandbarns.com) this space was thoughtfully designed and meticulously built specifically for your enjoyment. This cottage resides on the owner’s property, but is sited on its own two acres nestled among a beautiful stretch of Maine hardwood forest. Accessible via its own private driveway and surrounded by acres of pristine forest, it is the perfect place to relax among nature. No matter the season the exposed weathered Douglas Fir beams of the building will both welcome you and wrap you in a feeling of comfort and contentment. This complete home has all of the amenities. The kitchen includes natural unpolished granite countertops and brand new appliances including a stainless steel gas oven/range, dishwasher and refrigerator. The whitewashed walls of the hallway and bathroom provide a more modern feel, while showcasing all the wonderful knots of the Maine white pine from which it was milled. An easy-to-access, low/no step corner shower complete with floor to ceiling tile and an oversized vanity make time in the bathroom a pleasure. The open concept makes for a natural flow through the space and the sitting area comes complete with a queen sofa bed, TV and a gas fired wood-stove. The vaulted ceilings rise 22’ above the floor providing a spacious and beautiful feel. Radiant heat in the finished concrete floors make the space cozy and keep your feet warm. Oversized and lit stairs lead to the loft where you’ll find a king sized bed providing the opportunity for a great night’s sleep. Large windows make you feel as though your sleeping in the tree tops…come Fall this Oak and Maple forest comes alive with color. A ceiling fan keeps you cool, in the Summer and moves the heat around come Winter. Enjoy the beautiful outdoors on either the front or back deck, or from your own personal fire pit complete with granite bench. Don’t forget the s’mores! Guests have access to the post and beam cottage as well as the immediate surrounding area. We ask that the property boundaries are respected and that the guests do not go past the rock wall or onto the main house property or neighboring properties/horse farm. The post and beam cottage is on the same property as our primary residence but has it’s own driveway and is situated in a private clearing surrounded by beautiful forest. We will usually be available to welcome you personally and are happy to meet new people and make new friends but we also respect our guests privacy as we expect the same in return. Thank you! This post and beam cottage is in the small town of Pownal, 20 minutes from the wonderful restaurants, sights, and sounds of Portland. It's a 10-minute drive to Freeport and the L.L.Bean flagship store. Bradbury Mountain State Park is two miles away.

Top guest favorite

A modern outdoor sauna, designed with a circular wooden structure, is illuminated from within. Its glass door opens to reveal a warm interior with seating and soft lighting, surrounded by a snowy landscape and tall trees in the evening light.

Cabin in Georgetown

4.99 out of 5 average rating, 135 reviews

Sauna+Near Beach+Pond+Outdoor Shower+FirePit+A/C

Come relax at Pine Cabin, one of two cabins on 8 acres with a pond minutes from one of the best beaches in Maine. Unwind in your private outdoor cedar glass sauna w/forest views & refresh in our seasonal outside shower! * Minutes to Reid State Park & 5 Island🦞 * Fire Pit * Family Own & Run * Gas Grill * Private Bedroom w/Queen Bed * Loft w/Queen Bed & Record Player * Rain Shower * Custom cabinets & couch * Screen porch * AC/Heat * EV charger * Fast Wifi * Beach Gear * Smart TV * Generator

Top guest favorite

A light-filled kitchen area showcases a vintage-style stove and a dining table with tall stools. Wood flooring extends throughout the space, complemented by large windows allowing natural light. A cozy atmosphere is created by the muted color palette and simple furnishings.

Apartment in Yarmouth

4.96 out of 5 average rating, 139 reviews

Sweet 1-Bedroom Apartment in Vintage Village Cape

Built roughly 200 years ago, the traditional cape housing this first-floor apartment is located on a hilltop above the Royal River, just steps from restaurants, trails, and waterfront. It's been thoroughly renovated, and features pretty much all the comforts of home—including a full kitchen with dishwasher, a wood-burning fireplace insert, an all-natural mattress (super comfy), and a clawfoot tub-equipped bathroom. Oh, and if you're bringing a third, let me know—and I'll roll in the rollaway.

Top guest favorite

Guesthouse in Harpswell

4.95 out of 5 average rating, 462 reviews

Harpswell Studio on Waterview Property! Lobster!

Available dates in late June! Cottage Style Studio! Clean, spacious, colorful, comfy, bright! Easy access to Harpswell’s 216 miles of coastline via coastal trails, lovely side roads, small beaches and preserves. Too many trails to count in the surrounding area! Fresh lobster and seafood! Popham Beach and Reid State Park with expansive beaches are 35 minutes or less away. Enjoy the trails in the woods with spectacular views or walk on the beach at one of the state parks! So beautiful!

Top guest favorite

Yurt in Chebeague Island

4.98 out of 5 average rating, 136 reviews

Yurt on Chebeague Island

Imagine staying in a yurt in the woods of Chebeague Island, nestled peacefully in a private clearing in the woods. Explore island beaches and hidden trails. This yurt is “glampy” inside with leather chairs and a substantial log bed. The yurt has a rusticator kitchen with all of the basics for cooking, small fridge, stovetop, sink. Water. Outdoor fire pit. WiFi . Check ferry options on Casco Bay Lines or Chebeague Transportation. Host will provide transport to/from ferry to the yurt.

Guest favorite

An airy cabin interior features wood beams and a large sliding glass door, providing access to a deck and surrounding greenery. A small dining area with a table and two chairs is visible alongside a well-equipped kitchen area, complete with modern appliances.

Tiny home in Bowdoinham

4.91 out of 5 average rating, 116 reviews

Sweet Fern Cabin on Merrymeeting Bay

Nestled in the woods on 2.5 waterfront acres where the Muddy River meets Merrymeeting Bay. The cabin is 350 square feet of simple living with a panoramic view. There is a three season hot water outdoor shower and wood burning stove with plenty of wood included. Kitchen is fully stocked with cooking supplies and has off grid cold water sink. Outbuilding with composting toilet is right out the back door. Kayaks and stand up paddle board are available to rent for an additional fee.

Top guest favorite

A modern cabin with an A-frame shape is illuminated by warm lights, surrounded by tall trees. In front, a fire pit with wooden chairs invites gatherings, while a hot tub and sauna are visible nearby, contributing to the outdoor relaxation space.

Cabin in South Berwick

5 out of 5 average rating, 204 reviews

Romantic A-Frame cabin in the woods

Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Guest favorite

A cozy cottage is surrounded by greenery, featuring a combination of stone and wood accents. Large windows allow natural light to enter, while a welcoming entryway is flanked by blooming shrubs. The landscaped yard offers a peaceful setting among the trees.

Cabin in Freeport

4.97 out of 5 average rating, 511 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

Guest favorite

A bright and airy interior features a white door leading to a bathroom area with a modern toilet. A patterned tile floor complements the light wood flooring. The spiral staircase ascends to the lofted bed, while a cozy dining area is visible in the background.

Guesthouse in Brunswick

4.93 out of 5 average rating, 153 reviews

Modern Brunswick Cottage near Bowdoin & Downtown

A lofted bed space with additional optional pull out couch fitted with ergonomic foam mattresses. This space has air conditioning as well as heat and amazing natural light. Brand new bathroom with rain shower head! A full kitchen with mini fridge, separate freezer space, oven, stove and coffee/tea supplies. Centrally located in Brunswick, and quiet! Right across from Bowdoin’s Whittier Field, and 10 minute walk to Maine Street.

Top guest favorite

A well-maintained cottage is positioned beside a tranquil body of water, surrounded by lush greenery. A spacious lawn is visible in the foreground, showcasing an outdoor seating area with a patio umbrella. The scenic view of the water complements the serene setting.

Home in Harpswell

4.98 out of 5 average rating, 203 reviews

Waterfront Cottage On Basin Cove - Amazing Sunsets

Bright, airy cottage right on Basin Cove,a tidal cove in Harpswell Maine. Cool breezes with pristine views, especially for the sunsets over the cove. At the end of Harpswell Neck, so it feels like you're far away, but still only an hour from Portland, 1/2 hour from Freeport & 15 minutes from Brunswick. Use it as your hub to explore Midcoast Maine or hunker down and enjoy the screened in porch after a swim in the cove.

Guest favorite

The cabin is surrounded by a winter landscape, showcasing a dark exterior with large windows. Snow covers the ground and roofs, with evergreen trees in the background. A wooden door with a wreath adds a welcoming touch, while a small seating area is visible near the front.

Cabin in Kennebunk

4.97 out of 5 average rating, 139 reviews

HotTub/5min to K-port, Pet friendly, @anchorunwind

Follow us on IG @anchorunwind. Escape to a hidden gem nestled in the heart of the Kennebunkport area, where modern comfort meets nature's serenity. Our cabin offers an unforgettable vacation experience. ✭"...A must stay location. The host’s were very helpful and genuine..." ✭"...We’ve travelled all around the world and this is in our top 3 Airbnbs we’ve stayed in."

Guest favorite

The charming exterior of the Tiny Cottage features a vibrant red door and yellow trim. A wooden boardwalk leads to the entrance, framed by lush greenery and flower beds. The cottage is set within a fenced yard, offering a sense of privacy.

Guesthouse in Portland

4.96 out of 5 average rating, 134 reviews

Tiny Cottage Hideaway, close to everything

A studio built in 1920 turned one-bedroom Guest Cottage, full of charm, on Peaks Island. Within 5 minutes walking distance to the ferry, restaurants, beaches and "Down Front" shops. Perfect for 1-2 people and possibly a third. The 500 square foot Cottage is an off-the-beaten-path Maine experience. Peaks Island is an 18 min ferry ride from Portland.

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Popular amenities for Casco Bay vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Casco Bay

Guest favorite

An exterior view of a rustic wooden garage, partially covered in snow, showcases large windows and an American flag hanging prominently. The driveway is paved, leading up to the garage doors, while the surrounding area features trees with snow-covered ground.

Guest suite in Freeport

4.95 out of 5 average rating, 22 reviews

Studio Apartment in Freeport

KatieRating, 5 stars1 day ago

What a great place. I cannot even think of anything that was not cool about that place. i was originally worried that the studio would be a. bit tight for 2 adults and 2 teenagers but it was enough space for all of us..The whole space was so tastefully decorated with so many personal touches. Communication was awesome...

Top guest favorite

An outdoor dining area features a round glass table surrounded by four chairs under a green umbrella. A gas BBQ grill is positioned nearby. The space offers views of the water and is surrounded by trees.

Guesthouse in West Bath

5 out of 5 average rating, 33 reviews

Spruce Ledge Boathouse

ZacharyRating, 5 starstoday

What an incredible place. Beautiful views, peaceful scenery. We loved the privacy and watching the boats drive by. Highly recommend to anyone looking to explore Maine or just have a quiet weekend.

Top guest favorite

A view from the home’s deck showcases the New Meadows River, with calm waters reflecting the surrounding trees. A small dock is visible, extending towards the water, while wooden steps lead from the deck to the river's edge, inviting outdoor exploration.

Cottage in West Bath

4.92 out of 5 average rating, 77 reviews

Coastal Waterfront Tiny home in West Bath

LeahRating, 5 stars6 days ago

What an awesome airbnb! The views are stunning and surroundings couldn’t have been more peaceful. The cottage itself was exceptional and had everything I needed and more. Wish I could've stayed there longer! 10/10 would recommend this place to anyone!

Top guest favorite

The seasonal cabin, situated on a rocky coast, is framed by tall trees. The red exterior contrasts with the greenery, while a small deck is visible. The serene water reflects the cabin and surrounding nature, creating a peaceful, secluded atmosphere.

Place to stay in West Bath

5 out of 5 average rating, 35 reviews

Cozy Coastal Cabin -in the woods

SaraRating, 5 stars1 week ago

First time renting on Airbnb, it couldn’t have been a more perfect experience. The cozy cabin on the cliffs of Maine was beyond anything I could’ve imagined. Stephanie & Heather thought of everything; welcome snacks, dog treats, water, things to do,etc. They even had binoculars, we used on a bald eagle diving into water. Being able to use their kayaks (no charge), made packing & planning much easier. The peaceful surroundings & natural beauty made it easy to disconnect & relax. We saw so many jellyfish in the ocean and they were beautiful! On check-out morn, Stephanie messaged us to say we stay later in day because no one was checking in today, it was the nicest day. That extra time meant everything, we ended up leaving around 4pm with no extra charge. The level of kindness & hospitality is rare & so appreciated. This stay was absolutely unforgettable, we will 100% be coming back. Thank you, Stephanie & Heather, for creating such a peaceful, thoughtful, & welcoming escape.

Top guest favorite

A historic brick building is adorned with climbing greenery, creating a natural aesthetic. The structure features multiple large windows, with light emanating from the upper floors. Tables are set outside, indicating an inviting dining atmosphere in a vibrant area.

Apartment in Portland

5 out of 5 average rating, 21 reviews

Old Port Loft - 301

NancyRating, 5 stars1 week ago

The loft was just as it was pictured - even better! It was perfect for 2 couples with 2 king bedrooms and 2 baths. The water view from dining room was lovely - we spent hours playing games at the table and just enjoying the view and loft. Jennifer is an excellent host and responds quickly to any questions. I highly recommend #301!

Guest favorite

An aerial view of a tiny guesthouse reveals a wooden deck with seating and a grill. The entrance features French doors, surrounded by a fenced area. A path of stones leads from the deck to the lawn, enhancing the outdoor space.

Guesthouse in Georgetown

4.94 out of 5 average rating, 34 reviews

The Beach Pea

JacobRating, 5 stars7 months ago

Comfortable bed in a cute well-organized tiny house! Anne and Doug were very responsive and friendly!

Guest favorite

A modern kitchen is highlighted with white cabinetry and stainless steel appliances. Large windows frame scenic views of the water beyond, allowing natural light to fill the space. A neutral-colored area rug adds warmth to the blue floor, while a small table sits near the entrance.

Cottage in Harpswell

4.86 out of 5 average rating, 7 reviews

"Footnote" A unique quintessential Maine cottage.

KarenRating, 5 stars8 months ago

The Footnote cottage is a total delight. This 1920's cottage has been renovated beautifully--keeping the cottage feel with some charming details, but with lovely modern appliances, comfortable antique furniture, etc. We immediately felt at home. The deck is super private and the steep walk down to the water was fun. We had a very short stay but hope to be back for more. Sheri was very easy to communicate with and very helpful.

Superhost

A welcoming entryway features wood paneling and warm lighting. A small table with a lamp sits beside the door, providing a cozy touch. Two arched doorways lead to separate rooms, enhancing the cabin's rustic charm, while a textured area rug adds comfort underfoot.

Cabin in Harpswell

5 out of 5 average rating, 6 reviews

Waterfront Log cabin on the bay. Pet Friendly!

MarkRating, 5 stars7 months ago

The cabin was exactly as described snd expected. It was very spacious and peaceful with great views. It was also close enough driving distance to restaurants, grocery, etc.

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Casco Bay oceanfront places to stay

Top-rated vacation rentals in Casco Bay

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