Family-friendly holiday rentals in Canandaigua

5 out of 5 average rating, 105 reviews

A historic farmhouse is visible, framed by vibrant autumn foliage. A well-maintained driveway leads to the entrance, with a mailbox and flower arrangement at the forefront. The colorful landscape features lush green grass and scattered orange leaves, enhancing the serene appeal of the property.

Farm stay in Canandaigua

CMAC - 420 Friendly Horses Private Quiet Romantic

Our visitors have only 5 star reviews for Finger Lakes High View. " Best stay ever!"; "Clean, quiet and peaceful". Our working horse farm offers a comfortable stay; spectacular fall vistas and is only 6 miles from Canandaigua Lake. Chill with a beverage in our 3 season room. Visit with our horses. They are guest friendly and love carrots (provided). You will have a 5 star experience in this immaculate historic home-away-from-home that offers proximity to Canandaigua and a 420 friendly stay.

4.91 out of 5 average rating, 307 reviews

Bristol Creekside Cottage

Unwind at this romantic getaway nestled in the beautiful Bristol Hills, just minutes away from Bristol Ski Resort, Canandaigua and Honeoye Lakes. This unique 1 bedroom 1 bathroom cottage is one of our two homes on the property along the peacefully flowing Mill Creek. Take in the natural beauty from the large patio and hot tub. Inside, enjoy the warmth of the gas fireplace, complimentary wifi and smartTV. The full kitchen and bathroom are well stocked with amenities to ensure a comfortable stay.

4.89 out of 5 average rating, 108 reviews

A charming cottage features a distinctive blue door and dark shutters, framed by lush greenery. A gravel pathway leads to the entrance, with neatly arranged stone steps. The surrounding area includes additional landscaping, creating an inviting entrance to the home.

Cottage in Canandaigua

That Cottage by the Lake!

This entire cottage is just what you are looking for if you are looking for an escape from the day to day work life. Lake rights let's you access the lake directly only a couple blocks away at the community beach as well as a boat/paddle board/ kayak launch. Full kitchen, charcoal grill, and fire pit available for use. Enjoy all Canandaigua has to offer with just a quick drive from multiple wineries, breweries, and hiking trails. Also very close to CMAC, and FLCC. Bristol Mtn only 30min drive!

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 out of 5 average rating, 327 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

4.96 out of 5 average rating, 201 reviews

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.

Cottage in Canandaigua

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

The Getaway Lake Escape is a cozy cottage along the scenic Canandaigua Lake Wine & Brewery Trail, offering seasonal lake views and mature gardens. Fully equipped with all the essentials, it's just a short drive to wineries, dining, shopping, and entertainment. Located in a quiet, private community with shared lake access just a 2-minute walk away—perfect for swimming and unwinding. Relax in the year-round hot tub with a glass of wine or your favorite beverage after a day of exploring.

4.99 out of 5 average rating, 154 reviews

A hot tub is situated under a wooden pergola surrounded by vibrant fall foliage, with views of Canandaigua Lake in the background. Two Adirondack chairs offer a cozy spot to enjoy the scenery, while the structure features large windows capturing natural light.

Home in Naples

The Lakeview House in South Bristol

Just 5 miles from Bristol Mountain! Nestled in the Bristol Hills with stunning views of Canandaigua Lake. Near many hiking trails on state lands, or explore the acres of woods in our back yard. Enjoy the wineries, breweries, and all the other unique experiences offered in the Finger Lakes region. Then come home, build a campfire and enjoy incredible views from the lean-to, relax in the hot tub, or sit by the fireplace and watch a movie! You'll love your Lakeview vacation!

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 out of 5 average rating, 100 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.

4.98 out of 5 average rating, 102 reviews

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.

Cottage in Canandaigua

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.

4.98 out of 5 average rating, 287 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

Hawks Landing - Your Romantic Getaway! New Pricing

Welcome to Hawks Landing Cabin… your romantic getaway! Located in the heart of the Finger Lakes, this extraordinary property perched above Canandaigua Lake with its spectacular views is within minutes of all the region has to offer. Hiking, fishing, boating, cycling, kayaking, snow many opportunities our guests can enjoy locally or just simply unplug and relax in the quiet of this cozy cabin. Come celebrate your special moments in the privacy of this beautiful cabin!

4.96 out of 5 average rating, 163 reviews

A modern living area features a sleek black sofa and matching armchairs, arranged around circular glass coffee tables. A decorative area rug anchors the space, while natural light fills the room through two windows adorned with black valances. A wall-mounted TV and a stylish clock add to the decor.

Apartment in Canandaigua

One bedroom apartment in downtown Canandaigua

Located in the historic downtown Canandaigua, this newly renovated one bedroom, one bathroom, second story 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.

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 out of 5 average rating, 129 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.

4.93 out of 5 average rating, 357 reviews

The exterior of the lower-level apartment features a spacious patio area with outdoor seating, including a sectional and dining set. Lush greenery surrounds the space, and a barbecue grill is covered nearby. Large windows allow natural light to brighten the façade of the building.

Apartment in Canandaigua

Cozy Lower Level Apartment in the Grove

Cozy 2 bedroom lower level apartment in host's home in the beautiful historic district of Canandaigua. 1 to 2 miles from shops, restaurants, pubs, and Canandaigua Lake, and easy to walk to everything if you enjoy walking. Just 12 miles from Bristol Mountain, 4 miles from CMAC, and 2 miles from Sonnenberg Gardens. The private entrance has a coded keyless entry which will be presented upon booking. Pets are welcome at $25 per pet per stay.

Popular amenities for Canandaigua family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 139 reviews

Cabin in Branchport

Secluded, Hot Tub, Fire Pit, Deck, Grill, Pets

4.94 out of 5 average rating, 293 reviews

Home in Geneva

Lakefront Retreat w/ Hot Tub & Kayaks

4.9 out of 5 average rating, 499 reviews

A warm, inviting living space features a rustic brick fireplace with a crackling fire, surrounded by a wooden rocking chair and a decorated Christmas tree adorned with twinkling lights. The wooden walls and warm tones create a cozy atmosphere.

Cottage in Lyons

Peppermint Cottage

4.97 out of 5 average rating, 151 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

4.99 out of 5 average rating, 174 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

4.97 out of 5 average rating, 120 reviews

Cottage in Naples

Canandaigua lake - Heron Cove Sanctuary

4.96 out of 5 average rating, 107 reviews

A serene view of the farmhouse cabin is reflected in a calm, spring-fed pond. Surrounding trees display vibrant autumn foliage in shades of yellow and orange, framed by a clear blue sky with wispy clouds.

Cabin in Branchport

22 Acre Private Finger Lakes Wine Trail Getaway

Superhost

Campsite in Burdett

4.97 out of 5 average rating, 124 reviews

Cherry - Safari Tent with Queen Bed

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 139 reviews

A well-appointed kitchen with light-colored cabinetry and a spacious countertop is visible. Two high-backed stools are positioned at the bar area, complemented by a centerpiece of fresh fruit. Natural light filters in through the window, illuminating the inviting space.

Home in Newark

Cottage on the Erie

4.99 out of 5 average rating, 372 reviews

A single-story lake house is pictured, featuring a light yellow exterior with large windows and a spacious deck. The deck extends toward the water with a railing and seating area visible. Surrounding greenery enhances the natural ambiance of the lakeside setting.

Guesthouse in Keuka Park

Keuka Beach House - Glamping at its best!

4.96 out of 5 average rating, 120 reviews

A tiny house is positioned among vibrant autumn foliage, displaying a bright blue roof that contrasts with white siding. Surrounding trees exhibit yellow and red leaves, while the green grass below is dotted with fallen leaves, creating a serene outdoor setting.

Tiny home in Aurora

Tiny house w/ views, local amenities and charm.

A serene view of Canandaigua Lake is captured at sunset, with vibrant colors reflecting on the water. Silhouetted trees frame the scene, highlighting the calm landscape and distant hills under a softly illuminated sky.

4.8 out of 5 average rating, 239 reviews

Amazing Views! Butler Beach— just 200 steps away!

4.96 out of 5 average rating, 122 reviews

An inviting a-frame cabin is surrounded by a snowy landscape, with evergreen trees in the background. Ski equipment is propped against the front, and a wooden sled rests nearby in the snow. A festive wreath adorns the door, adding a touch of seasonal charm.

Tiny home in Odessa

Adventure Awaits A-Frame

4.87 out of 5 average rating, 610 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.

4.88 out of 5 average rating, 140 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

4.91 out of 5 average rating, 108 reviews

The exterior of a uniquely shaped blue home showcases masonry arches and rounded roofs. Two prominent red doors are framed by large windows, allowing natural light to illuminate the entryway. Surrounding greenery and a stone pathway lead to the welcoming entrance.

Home in Alfred Station

Masonry roof house

Family-friendly home rentals with a pool

4.88 out of 5 average rating, 141 reviews

A spacious property is set on a green lawn, bordered by trees with autumn foliage. The house features a sloping roof and a driveway leading towards the lake, which is visible in the background. The landscape showcases a serene view of the waters and surrounding hills.

Villa in Keuka Park

Villa Vino - Outstanding 4bd home w/Hot Tub & Pool

4.96 out of 5 average rating, 190 reviews

The living room features two comfortable leather sofas positioned across from each other, centered around a circular coffee table. A gas fireplace with a stone surround is visible, complemented by a wall-mounted TV above it. Natural light fills the space through large windows.

Home in Lima

Fireplace, theater room, & fully equipped kitchen

4.98 out of 5 average rating, 211 reviews

The interior of the A-frame features high wooden ceilings and an open layout. A spacious seating area is arranged with a large sofa and matching chairs, while a dining table sits beneath decorative wall art. A staircase leads to a lofted sleeping area with a railing.

Home in Newfield

Camp S’mores- Modern A-Frame with Pool

4.96 out of 5 average rating, 157 reviews

Home in Beaver Dams

Heated Pool, Hot tub, pickleball court.

5 out of 5 average rating, 100 reviews

The exterior showcases a modern wooden facade with large windows that invite natural light. A landscaped area with gravel and wooden fencing creates a welcoming entrance, framed by tall trees against a clear blue sky.

Home in Ithaca

Downtown Ithaca New Build – Award-Winning Stay

Apartment in Seneca Falls

A spacious wooden deck is presented, featuring a circular above-ground pool surrounded by greenery. A shaded area is provided by a red umbrella over a dining table. Soft evening light filters through the trees, enhancing the serene outdoor space.

5 out of 5 average rating, 136 reviews

Luxury lakefront apartment - and a private pool!

4.99 out of 5 average rating, 192 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