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Family-friendly holiday rentals in Canandaigua

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Canandaigua

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
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.
Guest suite in Bloomfield
4.94 out of 5 average rating, 424 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.

Guest favourite
Home in Canandaigua
4.92 out of 5 average rating, 277 reviews

Bristol Retreat 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.

Top guest favourite
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
4.94 out of 5 average rating, 365 reviews

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.

Top guest favourite
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.
Home in Canandaigua
5 out of 5 average rating, 312 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

Top guest favourite
The kitchen features modern appliances, including a stainless steel fridge and oven, set against light-colored cabinetry and a mosaic backsplash. A spacious island with bar seating offers additional workspace. Natural light filters through large windows, illuminating the open layout.
Farm stay in Penn Yan
4.98 out of 5 average rating, 246 reviews

Modern, bright & calm 1 BR / 1 bath farm retreat

Let the calm, quiet beauty of New York’s Finger Lakes region renew you at this modern and bright on-farm escape right on the Seneca Lake Wine Trail. Enjoy our outdoor space and the comfort of our new building's private second floor which features natural lighting, a private entrance, self check-in, marble countertops, tile throughout, a custom bathroom, in-floor radiant heat, WiFi, no TV and a spacious deck overlooking Black Squirrel Farms, a black walnut growing and processing operation.

Top guest favourite
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
4.98 out of 5 average rating, 315 reviews

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!

Top guest favourite
A charming tiny house is set beside a tranquil pond, surrounded by vibrant autumn foliage. The reflections of colorful trees are visible in the calm water, enhancing the serene landscape. The gentle contours of the hillside form a picturesque backdrop.
Tiny home in Naples
4.95 out of 5 average rating, 106 reviews

Offgrid Tiny home with private ponds, Finger lakes

This tiny house is surrounded by forest and ponds, just out of Naples. You will have private access to a pond and 15 acres of forest. In winter you are minutes away from Bristol mountain ski resort and Hunt hollow ski resort. For cross country skiing there is Cummings nature centre down the road. This property is in a prime area with lakes to kayak or fish on, many hiking trails including Grimes Glen, and the wine routes and arts and crafts the finger lakes are known for. 2 nights minimum

Guest favourite
A serene bedroom features a spacious bed with a patterned quilt. Soft lighting is provided by bedside lamps. Two windows, framed with teal curtains, allow natural light to fill the room. A comfortable armchair complements the inviting space.
Flat in Canandaigua
4.86 out of 5 average rating, 424 reviews

First Floor Apartment in Historic Home on Main St.

This apartment is on the first floor of a 200 year old duplex right on Main Street. The shops and restaurants downtown are just a 5 minute walk down the street and the lake is less than two miles away. There are two bedrooms with queen beds and a fully equipped kitchen. The CMAC Performing Arts Center is just 3 miles away, Sonnenburg Mansion and Gardens are less than a mile, the Roseland Waterpark is only 2 miles away and Bristol Mountain Ski Resort is about a 20 minute drive.

Top guest favourite
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.
Guest suite in Bloomfield
4.98 out of 5 average rating, 287 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”

Guest favourite
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
4.91 out of 5 average rating, 266 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.

Top guest favourite
The open kitchen features grey cabinetry and a central island with a light countertop. Stainless steel appliances are arranged along the wall, complemented by wooden shelving. A dining area with black metal chairs sits nearby, adorned with simple table settings and greenery.
Home in Canandaigua
4.98 out of 5 average rating, 196 reviews

Wildflower Cottage - Lake Access - Master Suite!

Located in the heart of wine and lake country, this immaculate charmer is filled with modern amenities & situated only 1 block from Canandaigua Lake with seasonal lake views and deeded neighborhood lake access for swimming and enjoying! Great Location! -Easy walk to sub/pizza shop/ convenience store Close to: Beaches, CMAC, Breweries, Dining, Shops, Wegmans, Retail, Boat/Kayak Rental, Parks, Waterpark, Wineries, Bristol Mtn, Skiing, Hiking and so much more!

Top guest favourite
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
4.98 out of 5 average rating, 133 reviews

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

When is the best time to visit Canandaigua?

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Avg. price$168 SGD$172 SGD$168 SGD$189 SGD$215 SGD$249 SGD$301 SGD$291 SGD$237 SGD$216 SGD$174 SGD$186 SGD
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Quick stats about holiday rentals that are family-friendly in Canandaigua

  • Total holiday rentals

    Explore 40 holiday rentals in Canandaigua

  • Nightly prices starting at

    Canandaigua holiday rentals start at $103 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,800 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    40 of Canandaigua holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Canandaigua rentals

  • 4.9 Average rating

    Canandaigua stays are highly rated by guests – averaging 4.9 out of 5!

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