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.

4.94 out of 5 average rating, 429 reviews

Farm House Suite 15 minutes from Bristol Mountain

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.

4.91 out of 5 average rating, 283 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.

4.94 out of 5 average rating, 368 reviews

A shaded outdoor area features a swing chair with soft cushions, providing a comfortable spot to relax. Lush green foliage surrounds the space, while colorful flowers add a vibrant touch to the scene, enhancing the natural surroundings.

Guest suite in Naples

All Seasons Base Camp - Finger Lakes

*King sized bed; Private Entrance; Keurig Coffee Machine; Roku TV; Mini Fridge; Microwave; Toaster; Walk to Main Street, restaurants, wineries, distillery and breweries* All Seasons Base Camp is perfect for a couple or 2 friends looking for a comfortable and convenient place to stay while visiting the Finger Lakes Region for hiking, biking, fishing, skiing, water falls chasing, and wine tasting! No A/C needed.stays cool in the Summer months due to the home being built into the side of a hill.

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, 315 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

4.98 out of 5 average rating, 318 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.

Flat 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!

Guest suite in Canandaigua

A cozy bedroom features a large bed dressed in a colorful patchwork quilt. Light streams in through a window adorned with sheer curtains, illuminating the rustic wooden bed frame and a small seating area nearby.

4.96 out of 5 average rating, 271 reviews

Canandaigua Farmhouse Guest Suite

Join us in our 1870s farmhouse in the heart of Canandaigua. Walking distance to shops, restaurants, pubs and the lake! Enjoy our six acres of lush landscape, walking trails and fire pit - or venture out for wine and craft beer tasting, shopping and all that the Finger Lakes Region has to offer. City living with a country feeling only 15 minutes from Bristol Mountain and 10 minutes from CMAC. Stay for one night or an entire week. Our clean and cozy guest suite has all the amenities you need.

5 out of 5 average rating, 193 reviews

Two mugs sit on a balcony railing, overlooking a serene lake at sunset. The sky displays vibrant shades of pink and purple, reflecting on the water's surface, while distant hills create a peaceful backdrop.

Apartment in Canandaigua

Lakefront Retreat

Enjoy Gorgeous Panoramic Views of the Lake & surrounding Hillsides from the private & spacious balcony. PERMIT #2023-0075 Immaculate & Modern - 1 Bedroom 1 Bath condo, fully equipped Kitchen, Cozy Living Area, 70" TV with Netflix & Internet TV/Music Channels, use your streaming services etc. Leather Recliner, mesmerizing LED Fireplace , Very Comfortable King Bed, Washer, Dryer, Stylish Spa Bathroom and a Furnished Balcony w/ electric grill & a Finger Lakes View to Capture your Heart

Guest suite in Canandaigua

A spacious guest suite features a red sofa with a decorative pillow, a dining area with a table and chairs, and a kitchenette in the corner. Light wood flooring complements the white walls, while natural light fills the space through a nearby window.

4.78 out of 5 average rating, 111 reviews

Spacious guest suite w/ view of Canandaigua

Spacious and private 500 sq ft guest suite in a quiet residential neighborhood. Walk out to a large patio with a fire pit to enjoy a view of Canandaigua. On cooler nights, keep warm with a pellet stove. Enjoy streaming on a 75" TV with surround. Resistance training equipment easily accessible. 10 Minutes to Canandaigua Lake, CMAC, restaraunts, bars, breweries, theater, bowling alley and Roseland Water Park. No gatherings of more than 2 people. Absolutely NO smoking on property.

Guest suite in Bloomfield

A living area features a comfortable futon with decorative cushions, a small coffee table, and a plush armchair. Natural light enters through a large window, framing views of the surrounding woods. A woven area rug adds texture to the wooden floor.

4.98 out of 5 average rating, 289 reviews

Finger Lakes 1 Bedroom Private Suite

This private 1 bedroom (queen and twin daybed) in-law style suite in the Bristol Hills has keyless entry, deck, bedroom, living area, bath with both shower and jetted tub and breakfast bar. (The property is connected to the owners living area by locked door for your privacy and nestled on a back road in a rural area of the finger lakes. Views of the woods from all windows. If this room is booked, please check out our other listing on this property “Peaceful Finger Lakes”

Superhost

A leather couch is positioned in a corner, complemented by two striped throw pillows. Above the sofa, a collection of framed artworks adorns the wall. A small round table with a stone surface sits beside the couch on a soft area rug.

Guest suite in Geneva

4.9 out of 5 average rating, 269 reviews

Hamilton House - private 1 bedroom guest suite

Clean, comfortable, private guest suite with separate entry perfect for couples, friends or solo adventurists. Our house is located directly across from the Hobart and William Smith athletic fields, a short walk to main campus and Bristol Field House. Perfect for visiting parents! Half mile to Geneva's vibrant downtown with cafes, restaurants, shops and bars (10 minute walk, 2 minute drive). 1 mile to gorgeous Seneca Lake, walking trails and Finger Lakes Welcome Center.

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, 120 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. In house gym w/ Peloton Bike. 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.

4.98 out of 5 average rating, 135 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.

Flat 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.

Popular amenities for Canandaigua family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 108 reviews

Cabin in Branchport

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

4.94 out of 5 average rating, 278 reviews

A bright red Adirondack chair sits on a wooden dock, accompanied by a glass of wine. Behind, the lakefront home features a large front window and a shingled facade, with outdoor seating visible on the patio.

Home in Geneva

Drift Away Hot Tub, Kayaks, Lakefront & Games

4.97 out of 5 average rating, 142 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

4.95 out of 5 average rating, 194 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

An aerial view captures a spacious home surrounded by lush greenery and landscaped lawns. A winding driveway leads up to the property, while a large deck can be seen at the back, offering a glimpse of the outdoor seating and well-kept yard.

4.86 out of 5 average rating, 111 reviews

Hot Tub | Pet Friendly | Canandaigua | FLX

A spacious home is set within a lush, wooded landscape, showcasing rich autumn colors. The structure features large windows, providing natural light, and is framed by verdant trees and shrubs. An expansive lawn extends in front, inviting outdoor activities.

4.92 out of 5 average rating, 113 reviews

Foster Hideaway - lake views, pool, hot tub.

4.96 out of 5 average rating, 103 reviews

The log home's exterior features a spacious porch with rocking chairs, flanked by greenery and a stone pathway leading to the entrance. Sunlight filters through the trees, highlighting the rustic charm of the structure nestled in a natural setting.

Cabin in Dansville

The Luxury Lodge by Laura

4.99 out of 5 average rating, 150 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

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 128 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

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.

4.79 out of 5 average rating, 233 reviews

Amazing Views! Butler Beach— just 200 steps away!

4.9 out of 5 average rating, 216 reviews

A comfortable living area features a plush, two-tone sofa adorned with decorative cushions. A round coffee table holds a magazine and a small green plant. Natural light filters through two windows, highlighting the room's neutral palette and inviting design.

Guest suite in Charlotte

Studio Apt close to Park Lighthouse & Lake Ontario

4.87 out of 5 average rating, 601 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.

4.97 out of 5 average rating, 230 reviews

A cozy seating area is highlighted by a stylish green and patterned couch adorned with plush cushions. A round coffee table sits in front, topped with a small plant. Natural light floods in through a nearby window, illuminating the serene blue walls and simple dining table in the background.

Guest suite in Maplewood

Entire guest floor w/kitchenette. No cleaning fee

4.97 out of 5 average rating, 555 reviews

A comfortable living area features a green sofa paired with a wooden rocking chair. A dark coffee table sits in front, with natural light illuminating the space through two windows. A dining table with four chairs is positioned nearby, creating a cozy gathering spot.

Flat in Penn Yan

Crows nest lake view flat

4.96 out of 5 average rating, 181 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

4.99 out of 5 average rating, 168 reviews

The exterior of the apartment is displayed, featuring a well-maintained garden bed with vibrant flowers. The entrance is marked by a white facade, adorned with floral arrangements under the windows. A brick pathway leads to the entrance, flanked by neat hedges.

Flat in Naples

Suite Dreams

Family-friendly home rentals with a pool

4.88 out of 5 average rating, 136 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, 175 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, 202 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

4.87 out of 5 average rating, 130 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

5 out of 5 average rating, 134 reviews

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.

Flat in Seneca Falls

Luxury lakefront apartment - and a private pool!

4.99 out of 5 average rating, 191 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

4.94 out of 5 average rating, 160 reviews

A spacious bedroom features a large window providing natural light and a view of greenery. A cozy bed is positioned near a decorative fireplace, with calming white walls and minimal decor. A vintage-style dresser sits against the wall, enhancing the room's serene atmosphere.

Flat in Auburn

Heart of Historic Finger Lakes! Fireplace, balcony