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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Guest favourite

Cabin in Penn Yan

4.94 out of 5 average rating, 194 reviews

Penn Yan/Keuka Lake/Wine Trail, Outlet Trail Cabin

Brand new Cabin borders the Keuka Lake Outlet/Trail. The Keuka Lake Outlet is the waterway that runs from Keuka Lake to Seneca Lake. The Outlet trail is a 6+ mile walking/biking trail with great views, waterfalls, etc. Cabin has heat/A.C, microwave, refrigerator, coffee pot, USB charging outlets for cell phones. Outdoor cook grill and fire pits for campfires. We do have Tent/Camper/RV space/hook ups if needed. Modern flush toilet, sink, shower. Now offering private destination Weddings

5 – 12 Sept

$1,180 AUD total

Guest favourite

Home in Penn Yan

4.92 out of 5 average rating, 154 reviews

Keuka Lake Hilltop Cottage

This is a unique modern home on a beautiful setting. A circular, 15 sided layout with lots of light overlooking Keuka Lake. Well furnished in a country setting. Enjoy the fresh air and quiet. Internet from TMobile 5G. No network TV included. Guests should bring their own media devices. A HDMI compatible TV is provided. No air conditioning but high airflow due to fans, circular house and bluff location. Memory foam pad is available for use with futon or fold out. Monthly discount only Nov to Mar.

5 – 12 Dec

$1,292 AUD total

Guest favourite

Guesthouse in Ithaca

4.97 out of 5 average rating, 702 reviews

Secluded Free-Standing Cabin in Bucolic Setting

Cozy, comfortable, brick bungalow nestled in a stand of trees offers convenience & seclusion just off the beaten-path. Knotty pine, radiant heating, cathedral ceiling & loft are warm & inviting. Minutes away from 3 state parks, Cayuga & Seneca lakes, wine trails, Cornell, Ithaca College & the renowned Ithaca Commons. **Sorry, Airbnb prohibits booking for another person including "gift bookings." Booking that are gifts must be done so in the name of the guest who will be staying at the property.

13 – 20 Dec

$1,507 AUD total

Guest favourite

Home in Canandaigua

4.91 out of 5 average rating, 148 reviews

Lake House

Located in beautiful Resort Community of Bristol Harbour, this premium spacious lot is across the street from Canandaigua Lake with beach and lake front access (June - September) and Roseland Waterpark right down the road. In winter it is just 15 min from Bristol Mountain. Home to the Wine and Culinary Center featuring food and wines from every winery in New York State. 4 night minimum in the summer and 2 night minimum in the off season. Please note a rental contract is provided for this stay.

1 – 8 Mar

$3,600 AUD total

Guest favourite

Apartment in Naples

4.8 out of 5 average rating, 262 reviews

Naples Barn

Don't miss a stay in in the Naples, New York! Naples Barn is happily situated in the heart of the Finger Lakes. Here you can find local wineries, breweries, shopping, and hiking, right in our walkable village of Naples, NY. Our first-floor studio apartment (w/separate entrance) will surround you with art from our travels around the world. Our furnishings are homespun-eclectic and always comfortable! Perfect for couples and families. (The apt is on the 1st level, the green part of the barn.)

15 – 22 Nov

$1,475 AUD total

Guest favourite

Guest suite in Geneva

4.9 out of 5 average rating, 574 reviews

Hillside Retreat Walking Distance to Downtown

Private spacious suite with separate entry and brand new bathroom. You will have the entire walkout lower level with a full bathroom including laundry. Beautiful queen bedroom set. Comfortable sectional with chaise ready for you to put your feet up and unwind. This has a pullout queen size bed for extra sleeping. Game table stocked with supplies. Coffee bar with all of the essentials including a mini fridge and microwave. You can even get your exercise in with using the treadmill.

16 – 23 Oct

$1,208 AUD total

Guest favourite

Cottage in Naples

4.95 out of 5 average rating, 129 reviews

Hook, Wine and Sinker

Completely updated in 2022! Canandaigua lakefront 5 minutes outside of Naples, NY! Level lakefront- Stunning views of South Hill- perfect for autumn leaf gazing and also summertime swims off the permanent dock. With kayak, inflatable toys, gas BBQ, WiFi, cable TV & electric awning over a picnic table. Enjoy s’mores over the campfire pit. Tastefully decorated, well equipped kitchen, washer/dryer & bedroom AC. Escape to the vineyards, Bristol Mtn. & all the Finger Lakes has to offer!

20 – 27 Dec

$4,429 AUD total

Guest favourite

Farm stay in Hemlock

4.81 out of 5 average rating, 109 reviews

Quiet place- Beautiful Views

Great place to view wildlife. Finished apartment above Christmas tree farm storage. Separate entrance with flight of stairs. Country setting with superb views, ponds, wooded areas, and excellent wildlife viewing. Your stay includes a fire pit for your use and covered gazebo with picnic table. Deck extending over pond is available for swimming and fishing. Licensed fishing preserve-no license required. Numerous ponds and wetlands to enjoy. Hiking trails available. Excellent birding.

24 – 31 Mar

$1,123 AUD total

Guest favourite

Guest suite in Naples

4.97 out of 5 average rating, 350 reviews

Sher's MILLION DOLLAR VIEW Artistic & Peaceful

Your newly decorated, 900 sq. ft. apartment comes complete with full kitchen, living room with wood burning stove, bedroom, private bath, and laundry room. You will love the amazing views on your 10 acre getaway including 2 ponds and hidden woods. Only a mile from the village of Naples, hiking trails, waterfalls, wine tastings, quaint shops, restaurants, golf course, leaf peeping, and only 15 min. to Bristol Mountain. Great for couples, solo adventurers, and business travelers.

14 – 21 Nov

$1,461 AUD total

Guest favourite

Cabin in Naples

4.86 out of 5 average rating, 521 reviews

Hi-Tor Hideaway. The Cure for Cabin Fever.

A beautiful log cabin in the woods with an incredible view, that sleeps 5. There is a queen bed downstairs, a double in loft and then a roll-away twin in living room. Peace and quiet, discovering nature and resetting yourself. Life has been a challenge and it is good to step back sometimes. Our peaceful retreat is centrally located near many parks and waterfalls. Located between beautiful Canandaigua, Keuka and Seneca Lakes.

25 Nov – 2 Dec

$1,756 AUD total

Guest favourite

Home in Penn Yan

4.97 out of 5 average rating, 179 reviews

Charming Keuka Lake Waterfront Cottage...

Enjoy lake living in this charming cottage located on Keuka Lake in the heart of Finger Lakes wine country. 2-nt min: Required all reservations. 3-nt min: May 27-30 Oct 7-10 7-nt min: SEASONAL REQUIREMENT: June 25- Sept 3 Check-in SAT Check-out Sat Depending on Peak or Non Peak season, Nightly rates range $149-$325 ** 2022 reservations will be available for booking beginning Sept 1, 2021

14 – 21 Feb

$2,394 AUD total

Superhost

Cabin in Naples

4.82 out of 5 average rating, 376 reviews

East hill cabins #1

My 3 Cabins are close to restaurants and dining, great views, parks, art and culture, Corning Museum of Glass, Geneva on the Lake, Canandaigua Blue Trail, Hi-Tor Game Preserve, FLCC East Hill Campus, Bristol Mountain Ski Resort, Hunt Hollow Ski Resort, Sonnenberg Gardens, Reservoir Creek Golf Club, Grape Fest, Naples Trout Derby, Canandaigua Lake (voted #1 in the world) and the other Finger Lakes..

18 – 25 Sept

$973 AUD total