Holiday rentals in Canton

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Top-rated holiday rentals in Canton

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Guest favourite

The exterior of a newly renovated schoolhouse is depicted, showcasing a welcoming entrance with a red door. Surrounding greenery includes well-maintained lawns and established trees. A carriage house is visible on the left, complementing the charming architecture of the main house.

Home in Collinsville

Nature Lovers Retreat-Wine Vineyards nearby

Sleeps 6! Newly renovated 1910 schoolhouse. You'll love 2-3 bdr, clean, bright well appointed home. Volume ceilings, and a well stocked kitchen for long stays. Walk to nearby historic downtown Collinsville, where you'll find antique stores, restaurants and beautiful New England scenery. The CT wine trail and Brignole Vinyards nearby, where you will find food trucks and live music. Walk or cycle the Farmington River Trail. You will also find hiking, fishing, skiing, SUP , canoeing kayak rentals

FamilyLocationDecor

4.95 out of 5 average rating, 124 reviews

Top guest favourite

Guest suite in Farmington

The Cottage at Apple Hill

The Cottage is a newly renovated, bright, two-story, comfortable one-bedroom space conveniently located in the Farmington Valley. Designed in a farmhouse style and situated on our five-acre estate, Apple Hill, the apartment includes access to our beautiful gardens and gorgeous pool. The space is ideal for everyone from leaf peepers and travel nurses, to visiting clinicians working at UConn Health and Hartford HealthCare, to parents visiting students at Miss Porter’s, Avon Old Farms and Wesleyan.

FamilyLocationDecor

5.0 out of 5 average rating, 61 reviews

Top guest favourite

A living room is depicted with a light-toned couch and matching ottoman, positioned on a patterned area rug. Natural light enters through large front windows with minimalist window coverings, offering views of the outdoors while maintaining a sense of openness and tranquility.

Home in Avon

Easy Living Modern Ranch-Garage & Central Air

This one floor easy living, peaceful, ranch home has an updated kitchen with an induction cooktop, new appliances +(all cookware etc.). The freshly remodeled modern master bathroom has a curb-less shower & overhead heat (to keep you warm) pristine hardwood floors are throughout the entire space, and the use of a 2 car garage for your safety and convenience. The home has new Central Air Conditioning. The The shops at Farmington Valley, The Fresh Market and Whole Foods are around the corner.

LocationFamilyAccuracy

4.97 out of 5 average rating, 76 reviews

Top guest favourite

A charming house is visible along the riverbank, surrounded by lush greenery and blooming trees. The landscape features the calm waters of the river, reflecting the clear blue sky dotted with soft clouds, providing a scenic backdrop to the quaint property.

Home in Canton

Best River View, on Rail Trail in Collinsville!

This quaint and spotless home is perched on a knoll across the road from the Farmington River & Rails to Trails you can walk to restaurants, gift shops & antique shops; Canoe/Kayak/Paddleboard; go fishing; enjoy the Farmington River Rail Trail; hiking trails, and Ski Sundown close by; or just relax & enjoy the view! Enjoy the best view in Collinsville - one of "America's 10 Coolest Small Towns" by Arthur Frommer's Budget Travel Magazine. Beautiful year round!

LocationValueLaundry

4.99 out of 5 average rating, 139 reviews

Guest favourite

A bright living room features a cozy arrangement with a gray sofa and two wooden chairs. A simple coffee table displays decorative items and a potted plant. Natural light streams through two windows, adorned with bamboo shades, creating a warm and inviting space.

Home in New Hartford

Modern Farmhouse

This is a quaint, sun-filled farmhouse in the Farmington valley of Connecticut. Convenient to great antique shopping, Ski Sundown, farm stands, Farmington river inner-tubing and biking trails, kayak and canoe rentals, the sweet towns of Collinsville and New Hartford, and a 30 minute straight shot to Hartford itself. The house is also convenient to Torrington, Simsbury, Avon, Winsted, and a beautiful drive to Hartford-Bradley International Airport.

LocationFamilyRiver

4.89 out of 5 average rating, 158 reviews

Top guest favourite

A well-lit bedroom features a spacious bed with crisp white linens and decorative yellow accents. Two bedside lamps provide soft lighting beside the bed, while a vibrant throw blanket rests at the foot. A window is adorned with patterned curtains, adding warmth to the space.

Home in Torrington

Clean & Quiet Home| Enclosed 3 Season Porch & Deck

Escape to a peaceful Connecticut retreat designed for relaxing weekends, family visits, remote work, and slow mornings. This cozy 3-bedroom home in Torrington sits in a quiet neighborhood near the Litchfield Hills—perfect for leaf-peeping trips, wedding weekends, or working remotely in comfort. Enjoy coffee on the porch, game nights around the table, and a home base that feels calm, clean, and easy after a full day exploring.

ValueLocationBathroom

5.0 out of 5 average rating, 69 reviews

Top guest favourite

A modern coffee table is positioned in front of a decorative area with built-in shelving. A framed television displays a vibrant floral image. A candle and a magazine are placed on the table, accompanied by a round decorative mat, enhancing the living space's functionality.

Flat in Canton

Collinsville Overlook at LaSalle

Stay in the heart of Collinsville, above the historic Lasalle Market. Just steps to the Farmington River, Rails to Trails, restaurants, shopping, antiquing, concerts, walking, biking, fishing, canoeing and kayaking. Sleeping for 4 (including a queen bedroom and a queen air mattress). Enjoy breakfast in your private nook overlooking the village. Voted one of America's 10 Coolest Small Towns by Frommer's Budget Travel Magazine!

LocationValueBiking

5.0 out of 5 average rating, 57 reviews

Top guest favourite

The charming stone cottage features a vibrant blue door and flower boxes filled with colorful plants. Lush greenery surrounds the entrance, and original brick walkways lead to the home. Sunlight filters through the trees, creating a welcoming atmosphere outside.

Guest house in Granby

Windy Top Cottage ~ A Romantic "European" Getaway

The Windy Top Cottage is an old stone building constructed in 1932 by H. L. Bitter, a wealthy Hartford businessman. This area of Granby was a favorite of the Hartford elite for a place to 'summer' in the early part of the 20th Century. The cottage was the quarters for the domestic staff while the family was in North Granby. With an elevation of 970, we offer clean, fresh country air!

LocationFamilyTV

4.98 out of 5 average rating, 928 reviews

Guest favourite

The exterior of a charming red schoolhouse and accessory building is surrounded by vibrant foliage. A white wooden fence outlines the property, leading to a gravel pathway. The buildings feature classic architectural details, with windows framed in white and a backdrop of lush trees.

Cottage in Granby

The Little Red Schoolhouse ~ Circa 1877

This wonderful old building is listed on the National Register of Historic Places and operated as the District 9 schoolhouse until 1948. Now, this beautiful piece of history is available for you to enjoy! Located in the picturesque West Granby, Connecticut, this little schoolhouse directly abuts hundreds of acres of open space, Granby Land Trust property, and several organic farms.

LocationValueCheck-in

4.86 out of 5 average rating, 258 reviews

Top guest favourite

A charming single-story house is set against a backdrop of lush greenery, showcasing a well-maintained lawn. The structure features large windows and a spacious front porch, surrounded by various trees and flowers, creating a tranquil outdoor setting.

Home in Canton

Cozy Waterfall House

Take it easy at this unique and tranquil getaway in Canton, CT! Enjoy this charming two bedroom, one bathroom house with a finished basement including a state of the art movie theater! Enjoy the unique outdoor space with a view of the stream and waterfalls during the months without a drought! Your pups can enjoy a fully fenced in back yard as we are a dog friendly rental!

FamilyLocationKitchen

4.95 out of 5 average rating, 21 reviews

Guest favourite

An outdoor firepit area is surrounded by natural scenery, featuring light-colored chairs and a wooden swing suspended from a pergola. The ground is covered in white gravel, with scattered leaves from nearby trees, creating a peaceful spot for gatherings.

Home in Barkhamsted

Woodland Sanctuary-hot tub|fireplace|hikes|fishing

Escape to this peaceful private home nestled in the heart of Barkhamsted's scenic woodlands, offering the perfect blend of relaxation and adventure. Whether you're looking to soak in the hot tub under the stars, cozy up by the indoor woodstove, or gather around the outdoor firepit, this charming getaway provides an unforgettable experience in every season.

ValueLocationAccuracy

4.88 out of 5 average rating, 48 reviews

Top guest favourite

A rustic farmhouse exterior showcases a wooden façade with red double doors and a welcoming balcony adorned with potted flowers. The balcony is accessed by wooden steps, leading to a charming outdoor seating area. Seasonal foliage decorates the surrounding landscape.

Farm stay in West Simsbury

Flamig Farm Staycation

Very charming private farmhouse tastefully decorated situated in rural West Simsbury CT. Learn every day farm life from helping gather the 200 eggs daily and morning chores of caring for and feeding the petting zoo animals. Please note you are welcome to help the farmer as a family, but please do not leave children unsupervised.

ValueLocationCheckout

4.96 out of 5 average rating, 555 reviews