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
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
4.96 out of 5 average rating, 27 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 private hot tub is surrounded by trees displaying vibrant autumn leaves, with a gentle stream flowing nearby. A fire pit sits beside the hot tub, offering a cozy gathering space. The cabin's exterior features wooden siding and large windows that invite natural light.
Tiny home in Norway
4.94 out of 5 average rating, 254 reviews

Glass Wall Waterfront Hot Tub Fireplace Tiny Home

Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

Guest favourite
A well-equipped kitchen features sleek stainless steel appliances, including a microwave and oven. Gray cabinetry contrasts with white upper cabinets. A countertop provides preparation space, accompanied by a sink and various cooking utensils. Natural light enhances the clean lines and organized layout.
Flat in Skowhegan
4.85 out of 5 average rating, 96 reviews

Upstairs apartment

Located right in town,you are within walking distance to several quaint little shops, restaurants, bars and pubs. This newly listed apartment offers 2 bedrooms with queen sized beds. The kitchen is nicely equipped. A great place to stay while experiencing many of the activities Maine has to offer. Minutes away from biking & hiking trail, snowshoeing and cross country skiing. Conveniently located near ITS trails, whitewater rafting, sky diving & a little over an hour to several ski areas.

Top 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, 24 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, 43 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
An outdoor dining area is featured with a sturdy table and chairs, shaded by a large umbrella. A grill is positioned nearby, with an expansive view of lush green hills and a clear blue sky stretching into the distance.
Home in Freedom
4.98 out of 5 average rating, 45 reviews

Halcyon Ridge

Halcyon Ridge is owned by Lynn & Chuck Hadyniak, who live nearby. Lynn & Chuck moved out of New Jersey years ago to get away from the hustle & bustle, & raise a family in peace. They love Freedom for its quiet & natural beauty, & would love to host people at Halcyon Ridge who also want to escape the noise. Stargazers will be delighted: low humidity, expansive view of the southeastern sky, & next to no light pollution, make for wonderful viewing. Rest. Relax. Recharge.

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, 147 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 spacious deck features black outdoor seating arranged around a coordinating table. A geometric rug lies on the wooden surface, complementing the natural green views of surrounding trees and hills under a cloudy sky.
Home in Canaan
4.71 out of 5 average rating, 34 reviews

Summer Retreat with Private Lake Front Access

Escape to our Maine Lake House, a serene lake haven with easy Route 2 access. Perfect for all seasons, enjoy snowmobiling, fishing, swimming, and summer fun. Cozy interiors, modern amenities, stunning views, and a spacious deck await. Direct trail access for winter sports, a private beach for summer activities, and proximity to local attractions ensure a memorable stay. Experience the ideal blend of adventure and tranquility in a picturesque setting.

Top guest favourite
A contemporary yurt is nestled among snow-dusted trees, surrounded by a blanket of white snow. A spacious deck extends from the yurt, providing access to the inviting living space. The serene winter landscape and trees enhance the retreat's secluded charm.
Yurt in Appleton
4.95 out of 5 average rating, 374 reviews

SNOW SWEET, A Yurt for All Seasons

Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

Guest favourite
Flat in Pittsfield
4.88 out of 5 average rating, 128 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!

Top guest favourite
A spacious two-story home is showcased amidst a snowy landscape. Snow covers the roof and ground, while evergreen trees flank the entrance. Festive decorations accent the front door, and a gentle snowfall creates a serene atmosphere on the property.
Guest suite in Oakland
4.98 out of 5 average rating, 262 reviews

Cozy Studio Flat, Belgrade Lakes Region

Kick back and relax in this calm, stylish, newly renovated second floor space over the garage. Enjoy four seasons in the Belgrade Lakes region of Central Maine. Hunting, fishing, hiking, biking, skiing, and snowmobiling, to name a few of the many activities available. We are 2 miles from Oakland Waterfront Park on Messalonskee Lake and just over an hour drive from both beaches and ski resorts.

Popular amenities for Canaan holiday rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Somerset County
  5. Canaan