Family-friendly holiday rentals in Canandaigua

Guest suite in Bloomfield

The exterior of a large farmhouse is depicted, with a well-maintained lawn featuring a mature tree and colorful autumn foliage. A pathway leads to the entrance, and large windows provide ample natural light inside. Clear blue skies enhance the tranquil setting.

Farm House Suite 15 minutes from Canandaigua Lake

Country location on a quiet road just minutes from Canandaigua Lake, and Bristol Mountain. Large farmhouse, with private suite including a huge great room (450 sf), wrap around screened-in porch. Please note that bedrooms and bath are upstairs. Geothermal heating/cooling. No full kitchen or downstairs sink available, only toaster oven, mini fridge, coffee maker (Keurig) with seating for 4 in section of great room. TV, fast Wifi for all your devices. Plenty of privacy and room to spread out.

Indoor spacesFamilyCheckout

4.94 out of 5 average rating, 483 reviews

The exterior of a charming farmhouse is displayed, featuring a light blue metal roof and a covered front porch. Lush greenery surrounds the house, with floral arrangements enhancing the inviting entrance. A manicured lawn and the natural landscape complete the picturesque setting.

4.96 out of 5 average rating, 365 reviews

Walnut Pond Retreat-Private house & scenic grounds

Perfect getaway for nature lovers, or as an Artist's retreat. Pristine wooded hills, wildlife, greenery & fall foliage each in their season. Striking aquatic views of large manicured pond with water lilies to please Monet, and a dock from which to paint them. Diverse wild birds at established feeders & generally on the property. Wood burning fireplace inside & fire pit out. Full kitchen. Gas grill. Extra space. Laundry. Small library / reading room. 5 miles to nearest town. New Cable WiFi.

KitchenIndoor spacesAccuracy

A serene lakeside view features calm waters reflecting vibrant hues of orange, pink, and purple during sunset. The horizon is lined with dark silhouettes of trees against the colorful sky, creating a peaceful and picturesque ambiance.

4.87 out of 5 average rating, 104 reviews

Grandma's Cottage

This cottage has 2 bedrooms w/2 full size beds, a screened front porch with table/chairs. There is a full bathroom and kitchen with microwave, fridge, stove, table and chairs. There is also a laundry room with a washer/dryer. There is an outdoor firepit, and we provide the firewood. The 100 ft. lake frontage is a short walk through a forever park which is right next door to the cottage. The cottage is close to wine trails, fine dining, boating, fishing, hiking and CMAC Performing Arts Center.

FamilyIndoor spacesNearby

A spacious living room is furnished with a comfortable gray sofa and two accent chairs. A light-colored coffee table centers the space, which is warmed by a floor lamp. Natural light filters through floor-to-ceiling curtains, creating a welcoming and bright atmosphere.

5.0 out of 5 average rating, 349 reviews

Cul-De-Sac Hideaway near ♥ of Downtown and Lake

★ Perfect place for a romantic weekend for two or a family/friends getaway ★ Just a 10-minute walk to downtown attractions, restaurants, breweries ★ Great access to Canandaigua Lake and Finger Lakes regions ★ Wi/Fi, TV, games/cards/books, washer/dryer included ★ Driveway offers two off-street parking spots ★ Full Kitchen, Master bedroom w/bath access, Extra pillows provided ★ Private enclosed backyard with deck and seating area ★ You'll find your stay private, clean, and safe ★ Coffee and Tea

FamilyKitchenParking

4.98 out of 5 average rating, 359 reviews

A cozy living room features a spacious gray couch adorned with decorative pillows. A mustard-colored ottoman complements the area rug’s abstract design. A writing desk and a mirror are positioned nearby, alongside soft lighting from lamps that enhance the warm ambiance.

Apartment in Canandaigua

The Porch on Park 1 bdr private - historic area

Peaceful, private, charming, one bdr apartment centrally located in beautiful historic area. Fully equipped kitchen. Spacious bedroom and living room offers a smart TV, writing desk, free Wi-Fi and a couch with removable cushions providing additional single bed. Covered porch is perfect spot for a cocktail, a meal or place to relax and take in the outdoors. Off street parking for one car. Private entrance with coded keyless entry. So much in the Finger Lakes! We have all info to share!

KitchenIndoor spacesBathroom

4.99 out of 5 average rating, 214 reviews

Wildflower Cottage: Lake Access & Master Suite!

Welcome to Wildflower Cottage, a chic lake cottage retreat nestled just one block from the pristine shores of Canandaigua Lake. Located in the heart of New York's premier wine country, this immaculate charmer flawlessly blends lakeside charm with modern amenities. Features include a fully equipped chef's kitchen, a private master suite and a peaceful second-story deck. Boasting dedicated lake access, this lovely 3-bedroom property offers a beautifully curated vacation experience.

KitchenIndoor spacesHospitality

A cozy sitting area is presented with two upholstered couches and a single armchair. Decorative pillows are placed on the couches, while a soft throw is draped over the armchair. Light-colored walls are complemented by natural light filtering through the window treatments.

4.94 out of 5 average rating, 451 reviews

Maiden Lane Charm

Cozy updated cottage within walking distance and access to a private community beach. 2 bedrooms, fully equipped kitchen, bath and living space. This charming 800 sq foot home features a gas fire place to keep you cozy in the winter and an upper deck with lake view for relaxing in the warmer months. Large yard, partially fenced in, with play house for children. The storage shed houses outdoor games and wagon for the short trip (.3 miles) to the beach. 4 miles from CMAC.

FamilyIndoor spacesParks

A spacious living area features a natural stone fireplace, surrounded by comfortable seating including a dark blue armchair and a light grey sofa. Large windows bring in natural light, and artwork adorns the wooden walls, enhancing the cabin's inviting ambiance.

5.0 out of 5 average rating, 117 reviews

Finger Lakes Hilltop Chalet Relax, Unwind & Renew

This log cabin chalet tucked back in the woods invites you to kick back and relax, with a cozy fireplace, hot tub, and rejuvenating sauna adding to the luxurious atmosphere. Nestled in the woods on 9 acres, the property provides a tranquil haven, complete with walking trails that allow you to connect with nature. Whether you're enjoying the warmth of the fireplace or strolling through the peaceful surroundings, this home offers the perfect blend of comfort and tranquility.

Indoor spacesFamilyQuiet

The image captures a serene sunset over a tranquil lake, with gentle waves reflecting warm colors. The horizon features rolling hills, and scattered clouds are illuminated by the fading light, creating a peaceful atmosphere.

4.97 out of 5 average rating, 109 reviews

FLX Guest House: Lovely Sunsets, Lakefront Cottage

*Special off season monthly rates for visiting nurses and medical professionals.* Remote vibes minutes from town, this dog-friendly property sits directly on 100+ ft of private lakefront. Perched 20 steps above the water, the FLX Guest House boasts southern views and spectacular sunsets all year long. Nestled in the heart of the Finger Lakes, there are endless wineries, breweries and outdoor all season adventure options nearby! Infant items available upon request.

Indoor spacesFamilyAir conditioning

4.99 out of 5 average rating, 140 reviews

A private rectangular pool is surrounded by a sleek gray concrete patio and secured with a black metal fence. A water slide curves into the pool, while lounge chairs are arranged nearby. Lush green trees provide a natural backdrop.

Home in Bloomfield

2 Bedroom pool house with Garage

Make some memories at this unique and family-friendly place. Peaceful location that is close to Rochester and Canandaigua as well as Bristol Mountain for skiing or viewing foliage. Tranquility at your fingertips. The pool is generally open from Memorial weekend until Labor day weekend. The last day the pool will be heated for 2025 is September 27th. The pool is shared with the resident of the main home which is a family of 5 with 5 kids aged 1 to 10.

KitchenFamilyCleanliness

4.98 out of 5 average rating, 168 reviews

A modern kitchen is shown, featuring white cabinetry, stainless steel appliances, and a tiled backsplash. A dining table with black chairs is positioned in the center, alongside large windows that allow natural light to illuminate the space. Shelving with decorative items is visible on one side.

Apartment in Canandaigua

Canandaigua downtown 2 bedroom

Located in the historic downtown Canandaigua, this newly renovated two bedroom, one bathroom, first floor apartment offers tranquil residential vibe along with quick easy access to roof top restaurants, shops, breweries, Canandaigua Lake, and CMAC preforming arts center are only a few minutes away. This apartment features a fully equipped kitchen with stainless steel appliances and coffee maker. Come enjoy all that Canandaigua has to offer.

FamilyKitchenWalkability

A modern farmhouse is set against a backdrop of lush greenery, featuring a clean white exterior and large black windows. A gravel driveway leads to the entrance, flanked by neatly trimmed shrubs and outdoor seating areas that invite relaxation.

5.0 out of 5 average rating, 144 reviews

Modern Farmhouse Whole Home Cozy Hot Tub

Escape every day life and relax in our modern farmhouse in the country! 2 bedroom, 2 bath includes high end amenities. Sleeps 4, Open floorplan w/ fireplace. Luxury spa like bathrooms. Bedrooms w/ high ceilings. Office w/desk Fast Wi-Fi. Washer/Dryer. Outdoor hot tub. Country feels Close to wineries, breweries, Bristol Mountain, Canandaigua Lake. Due to some amenities we ask for children to be 10+, 1 small dog under 30lb allowed, no cats.

Indoor spacesKitchenCheck-in

Popular amenities for Canandaigua family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An aerial view of a spacious property surrounded by lush greenery, featuring a modern single-story home with a red roof. The manicured lawn extends beautifully, complemented by mature trees and a winding driveway leading up to the house.

4.87 out of 5 average rating, 132 reviews

Private Canandaigua Retreat- Hot Tub/Pet Friendly

FamilyKitchenCondition

5.0 out of 5 average rating, 105 reviews

Cabin in Rushville

Charming Country Cabin- HOT TUB, Sunsets, CMAC

Indoor spacesFamilyTV

A welcoming living space features comfortable seating, including two brown leather chairs and a stylish bench. Natural light enters through large windows, highlighting the wooden beams overhead. A flat-screen TV is mounted on the wall, while decorative touches like plants and wall hooks add character.

4.95 out of 5 average rating, 213 reviews

Lake Escape >HOT TUB< Walk to the lake >near CMAC<

Indoor spacesKitchenHospitality

4.99 out of 5 average rating, 185 reviews

A hot tub is positioned under a covered deck, featuring clear water reflecting the blue sky. Lush green hills and trees are visible in the background, creating a serene natural setting.

Home in Naples

FLX lakeview w/ *NEW HOT TUB*, spacious 3 bd 2bath

FamilyKitchenGetting around

4.91 out of 5 average rating, 327 reviews

Bristol Creekside Cottage

FamilyIndoor spacesGetting around

4.98 out of 5 average rating, 299 reviews

The cabin exterior features a metal roof and a spacious deck with railing, surrounded by trees. A grill is positioned on the deck, and outdoor seating is available. The serene landscape showcases a glimpse of Canandaigua Lake in the background.

Guesthouse in Naples

Grandpa-T’s Guest Cottage at Hawks Landing

Indoor spacesKitchenLong stay

4.97 out of 5 average rating, 156 reviews

A hot tub is situated on a wooden deck, offering a view of Canandaigua Lake and the surrounding snowy landscape. The tranquil scene is enhanced by the soft hues of a sunset sky, with trees framing the view in the background.

Chalet in Naples

The Lakeview Chalet: Cozy & Chic, Hot Tub, Games

Indoor spacesKitchenAccuracy

4.96 out of 5 average rating, 238 reviews

The image captures a stunning lakeside view framed by large floor-to-ceiling windows. Soft pink and orange hues from the sunset reflect on the tranquil water, creating a serene ambiance. Outdoor seating is visible on the deck, allowing for enjoyment of the picturesque scenery.

Home in Rushville

Lake House-Sunset Views-HOT TUB-Couples Retreat

FamilyIndoor spacesView

Family- and pet-friendly home rentals

A single-story home is showcased with blue exterior walls and a stone accent. A large front porch is visible, framed by an expansive lawn. A sizable tree provides shade in the yard, enhancing the welcoming appearance of the property.

4.85 out of 5 average rating, 110 reviews

Perfect year round launch pad to the finger lakes!

FamilyKitchenAccuracy

A living area features a gray sofa paired with a wooden coffee table. A small dining area with a round table and four chairs is visible in the background. Natural light streams through the windows, illuminating the space. A wicker chair and side table add detail to the setting.

4.82 out of 5 average rating, 199 reviews

Cottage with Canandaigua Lake Access

KitchenFamilyAccuracy

4.93 out of 5 average rating, 338 reviews

The entrance to the cabin is framed by a warm-toned wood exterior, featuring a prominent 'Welcome' sign. A green door leads into the home, while a wooden ramp provides accessibility. Various sized stones decorate the landscape around the porch.

Cabin in Bloomfield

Relaxing Getaway Cabin...Explore The Finger Lakes!

KitchenIndoor spacesBarbecue

Superhost

An aerial view captures lush greenery surrounding a serene landscape, with rolling hills descending into a calm lake. The vibrant trees and open spaces create a peaceful atmosphere, and the distant hills are visible under a clear sky.

4.89 out of 5 average rating, 114 reviews

cozy canandaigua home in the heart of it all.

KitchenIndoor spacesWi-Fi

4.89 out of 5 average rating, 151 reviews

A welcoming seating area is presented with two soft blue armchairs positioned on a decorative rug featuring floral patterns in shades of blue and cream. A small table with a lamp is situated between the chairs, and natural light enters through a large window overlooking a grill area.

Home in Pittsford

Charming Pittsford Home-Indoor Pool-4 bedrooms

FamilyKitchenHeating

A charming cottage is presented with a light-colored siding and welcoming front porch. Lush greenery and colorful flowers surround the entrance, complemented by a decorative wreath on the door. A clear blue sky provides a bright backdrop, enhancing the peaceful setting.

4.92 out of 5 average rating, 144 reviews

The Cottage by Canandaigua Lake

FamilyIndoor spacesAir conditioning

4.97 out of 5 average rating, 232 reviews

The entrance of a historic home showcases a vibrant pink front door framed by white columns. Lush green plants flank the entryway, providing a welcoming appearance. A well-maintained lawn is visible in front, illuminated by natural light filtering through the trees.

Home in Geneva

Vintage Vineyard Cottage: Cozy Getaway, King Beds

KitchenIndoor spacesAmenities

4.87 out of 5 average rating, 627 reviews

A charming log cabin with a blue metal roof is situated amid lush greenery. The wooden exterior features multiple windows and a welcoming front door, complemented by a pathway lined with grass. Two chairs can be seen near the entrance, offering a place to relax.

Cabin in Naples

Hi-Tor Hideaway. The Cure for Cabin Fever.

FamilyKitchenOutdoor spaces

Family-friendly home rentals with a pool

A spacious kitchen features rich green cabinetry complemented by wood accents. A large island with seating for four is positioned in the center. Modern appliances, including an oven and side-by-side fridge, are neatly arranged, while natural light flows in through multiple windows.

4.98 out of 5 average rating, 134 reviews

Modern Farmhouse 9min to Canandaigua Lake & Shops

FamilyKitchenCheckout

4.97 out of 5 average rating, 118 reviews

A vast, open landscape features rolling hills and fields of green, under a clear blue sky. Sparse trees line the edges of the property, with a distant view of a white farm structure nestled among the greenery.

Barn in Bloomfield

The Green House

FamilyKitchenPool

4.95 out of 5 average rating, 234 reviews

Guesthouse in Burdett

Kline's Cottage

FamilyKitchenEV charging

5.0 out of 5 average rating, 108 reviews

A serene outdoor space features a fenced-in in-ground pool surrounded by lush greenery and trees. A striking double rainbow arches across the sky above a rustic building, enhancing the natural charm of the setting.

Home in Marion

Spacious Updated Country Home

FamilyIndoor spacesNearby

4.97 out of 5 average rating, 205 reviews

The exterior of a two-story white house is framed by lush green trees and manicured lawns. The front porch features white railings, while large windows reflect the sunlight, enhancing the inviting appearance of the home. A sense of spaciousness is conveyed by the surrounding open area.

Home in Fairport

Esten-Wahl Farm - Historic Landmark Victorian Home

KitchenIndoor spacesHospitality

4.98 out of 5 average rating, 100 reviews

An in-ground pool is visible, featuring clear blue water. In the center floats an inflatable unicorn, adding a playful touch. Surrounding the pool, multiple lounge chairs are positioned on the deck, while a sunshade structure stands in the background.

Home in Ovid

Sunset Beach on Seneca Lake 5BR Retreat Pool&Dock

Indoor spacesFamilyLayout

5.0 out of 5 average rating, 237 reviews

The exterior of a charming carriage house is highlighted, featuring a sloped roof and a well-maintained garden. A stone path leads to the entrance, and lush greenery surrounds the property, creating a welcoming atmosphere. Natural light softly illuminates the façade.

Guesthouse in Geneva

Seneca Carriage House

KitchenFamilyNearby