Holiday rentals in Canaan

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Top-rated holiday rentals in Canaan

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

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Top guest favourite
Cabin in Chesterville
5 out of 5 average rating, 203 reviews

Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks

Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- beautiful swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

Top guest favourite
The cottage door welcomes visitors with a polished wooden sign that reads 'THE COTTAGE.' Sunlight filters through the glass panel, revealing glimpses of the kitchen interior, where natural light brightens the space and highlights green plants on the windowsill.
Guest house in Corinna
4.97 out of 5 average rating, 29 reviews

Cottage That Overlooks The Field

Discover The Cottage that Overlooks the Field—a unique Maine retreat blending New England charm, modern comfort, and inspiring natural beauty. Celebrate milestones, reconnect with friends, or find peaceful solitude while experiencing the true essence of Maine—its landscapes, fresh local flavors, and rich cultural traditions. This soulful space invites you to slow down, awaken your creativity, romanticize everyday moments, and leave deeply refreshed, inspired, and connected to life’s simple joys.

Guest favourite
A serene lake view is framed by lush green trees, highlighting gentle ripples on the water's surface. A newly installed dock extends into the lake, providing a perfect spot for relaxing or fishing, with a clear sky and distant tree line enhancing the tranquil setting.
Cabin in Canaan
4.96 out of 5 average rating, 26 reviews

Tranquil Maine Lakefront Retreat

Relax in our peaceful cabin with private waterfront access on Sibley Pond in Maine. Thoughtfully renovated with comfort in mind, our home has three bedrooms, 1.5 baths, and all the modern amenities you need for a lake getaway with the convenience of home. Create memories swimming in the pond steps from the house, dining on the deck, lounging in the hammock, enjoying s’mores fireside, or simply listening to the loons calling. Come work from home or enjoy some solitude with your loved ones!

Top guest favourite
Home in Canaan
4.98 out of 5 average rating, 55 reviews

Dog Friendly | Hot Tub | Lakefront

Escape to Zeus's Landing, a beautifully remodeled 4-season lakefront cottage on Sibley Pond. Nestled in a lakeside community with only four homes, our cottage offers a secluded feel where you can truly disconnect. This Maine retreat comfortably sleeps 6 and features a saltwater hot tub, kayaks, and high-speed Wi-Fi. Enjoy stunning water views from the edge of the lake, a fully stocked kitchen, and beachfront. Perfect for a peaceful getaway with modern comforts and authentic cottage charm.

Top guest favourite
Home in Hartland
4.93 out of 5 average rating, 46 reviews

Waterside Getaway

Come getaway at our waterfront house located in Hartland Maine. This is a perfect spot to unwind and enjoy the peaceful water while relaxing and having fun with your friends and family . A 30 min drive to downtown Waterville where you can find shopping and dining places for the whole family . Enjoy fishing , swimming and more right outside your door . The house also has a boat launch and dock for your boat if you choose to bring one. We hope you enjoy staying at our home.

Top guest favourite
A cozy bedroom features a king-sized bed with a textured blue coverlet and accent pillows. Two windows provide natural light, while decorative lamps sit atop the bed's headboard. A fan is positioned nearby, and a vibrant orange door adds a pop of color.
Home in Brooks
4.98 out of 5 average rating, 152 reviews

Secluded Retreat w/ Luxe Hot Tub & Forest Views

Tucked near the woods of Maine, this peaceful cabin offers the perfect escape. Soak in the private hot tub under the stars, curl up by the electric woodstove, or work remotely with fast Wi-Fi and forest views. The cabin features a comfy king bed, full kitchen, clean modern bath, and self check-in. Enjoy your morning coffee in the sunroom or take a short drive to explore Belfast and the coast. Quiet, cozy, and surrounded by nature—ideal for rest, romance, or reflection.

Superhost
A collage captures the serene waterfront home amid autumn foliage. Images depict fishing activities, a turtle sunbathing, grilling with sausages, and a tranquil evening scene with a starry sky reflecting on the water.
Home in Pittsfield
4.82 out of 5 average rating, 143 reviews

Cozy Waterfront Home With Breathtaking Views!!!

That's right, you're booking for an entire Waterfront home! Our home features a single floor with opened concept and one of a kind waterfront view. Rain or shine, the home offers a spectacular 180 view of nature that is breathtaking! Located in downtown Pittsfield, you are surrounded by all the amenities that you will need! Boating, fishing, hiking, golfing, parks, restaurants, skydiving, brewery, museum, library, farmer market, supermarket and many more to explore!

Top guest favourite
A wooden dock extends into a calm, misty lake, with a small boat moored alongside. The water reflects soft pink and purple hues from the sky, while silhouettes of distant hills provide a serene backdrop.
Guest house in Cornville
5 out of 5 average rating, 138 reviews

Quiet Retreat; Barker Pond Farm Cabins, LLC: Pine

Barker Pond Farm Cabins, built in 2010, feature modern amenities including a full bath and kitchen, outfitted with towels, linens and cookware. Each cabin sleeps 4 people, with a queen sized bedroom and a 2 twin sleeping loft, accessed by a ship's ladder. A screened-in porch is the perfect place to sit and listen to our resident loons. We offer two identical cabins for rent, Pine, listed here, and Spruce, which can be found under "Barker Pond Farm Cabins; Spruce"

Top guest favourite
The treehouse structure is illuminated at dusk, highlighting its elevated design among tall trees. Soft lighting from the windows enhances its cozy appearance. A spacious deck can be seen extending from the building, inviting relaxation amidst the surrounding forest.
Treehouse in Appleton
4.97 out of 5 average rating, 451 reviews

BREEZE, in a tree The Appleton Retreat

BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Guest favourite
Flat in Pittsfield
4.88 out of 5 average rating, 130 reviews

Artist’s Loft

Welcome to the artist’s loft! Our thoughtfully designed apartment boasts original works from a local artist, providing a serene escape just minutes from I95. Ascend the spiral staircase to discover a cozy bedroom complete with a work space and reading nook. Hidden up a trap door on the third level are two twin beds for the nimble. A full, private deck complete with a small fire pit is available in the warmer months. Your getaway awaits!

Superhost
Home in Pittsfield
5 out of 5 average rating, 4 reviews

Peaceful Escape for Work, Travel & Long stays

Welcome to your home away from home in Pittsfield, Maine. Ideal for traveling professionals, remote workers, healthcare staff, and extended stays, this quiet retreat offers reliable Wi-Fi, easy parking, a fully equipped kitchen, and all the comforts of home. Designed for low-friction living and comfort, it's the perfect place to work, relax, and settle in. Enjoy a peaceful small-town setting with modern amenities and long-stay comfort.

Guest favourite
A welcoming porch area features a mix of rocking chairs and a two-person glider, all positioned on a sunlit wooden deck. A sign reading 'Blake's Cabin' is displayed on the wall, and a small lantern adds a charming touch to the space.
Cottage in Hartland
4.94 out of 5 average rating, 54 reviews

Blake's Cabin

Our camp is located on Morrill Pond in Hartland Maine. This four season camp offers activities for every season. It is a great getaway for boating, swimming, fishing, snowmobiling, four wheelering, hiking, and hunting. There is a ski area, Hermon Mountain, about a half hour away. Blake's Cabin is right on the water with 150 ft of shorefront.

Popular amenities for Canaan holiday rentals