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, 415 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.

4.93 out of 5 average rating, 267 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.

4.94 out of 5 average rating, 357 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, 306 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

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.

4.98 out of 5 average rating, 308 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!

4.96 out of 5 average rating, 102 reviews

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

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

4.88 out of 5 average rating, 120 reviews

The view from the front of the bus showcases a green landscape with rolling hills and scattered bales of hay. Potted plants rest neatly on the dashboard, adding a touch of life to the rustic interior. Sunlight filters through the windshield, illuminating the inviting scene.

Campervan/RV in Naples

Off Grid Bus at Bright Sky Farm

Unplug- and recharge- in our rustic converted school bus. Swim in the pond, meditate in the garden, pick raspberries and see some of the best night sky viewing around. Visit with the farm animals and tag along for chores if you want. This skoolie is far from the swanky, expensive ones you've seen on social media- this is a simple, rustic and very old bus that we were lucky enough to live in with our kids while we looked for our perfect farm, and now we're happy to share it with you!

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, 283 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”

4.94 out of 5 average rating, 145 reviews

A rustic tiny home is displayed, featuring wooden siding and a welcoming entrance. Decorative paddles are positioned on either side of the front door, flanked by wooden privacy screens. The surrounding landscape consists of a gravel pathway and sparse trees, creating a natural backdrop.

Tiny home in Hemlock

Little Lodge in Hemlock

Adventure awaits you in this rustic getaway. This tiny home used to be a hunting lodge and we have renovated and updated the space to be a peaceful spot for whatever brings you out our way. We like to think of it as the bee keeper’s lodge. Close to Hemlock, Canadice, Honeoye, and Conesus lakes for hiking, fishing, kayaking, or picnicking. Or enjoy a night in! There is a gas grill, patio, outdoor dining area, fire pit, and a game shed out back.

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.

4.98 out of 5 average rating, 127 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.

The kitchen features modern stainless steel appliances and a farmhouse sink, complemented by wooden countertops. A ceiling fan provides ventilation, while the window offers natural light. Decorative plants are placed on the counter, and a small kitchen island adds functionality to the space.

4.99 out of 5 average rating, 123 reviews

Le Petit- 5 min. walk to Lake resort/downtown

This beautiful apartment located in the heart of Canandaigua is a five minute walk to restaurants, shops and the lake resort area. The one bedroom, one bathroom, upper apartment has a private entrance with room to store bikes, snowboards and standup paddleboards. The kitchen features stainless steel appliances along with all the noticeable details to make your stay enjoyable. Every room exudes sleek, comfortable and modern touches.

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.

4.92 out of 5 average rating, 336 reviews

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.

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

A spacious back deck is illuminated by string lights overhead, creating a warm ambiance at night. A hot tub with a soft blue glow is visible alongside a seating area featuring dark chairs and a table, offering a cozy spot for relaxation.

4.94 out of 5 average rating, 203 reviews

Mud Creek Lodge .1 mi to Bristol Mtn/Hot Tub/Creek

4.9 out of 5 average rating, 475 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, 134 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, 137 reviews

A charming wooden cabin features a large screened-in porch and multiple windows. A stone fire pit is surrounded by rustic stools, creating a cozy outdoor gathering space. Lush greenery and trees provide a natural backdrop, evoking a serene atmosphere for relaxation.

Cabin in Freeville

Woodland retreat with hot tub in the Finger Lakes

4.88 out of 5 average rating, 130 reviews

Home in Conesus

Finger Lakes Getaway

4.99 out of 5 average rating, 152 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

4.95 out of 5 average rating, 195 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<

4.96 out of 5 average rating, 179 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

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 122 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

4.9 out of 5 average rating, 125 reviews

A large canvas bell tent is positioned on a wooden platform amidst a wooded area. The entrance features a mesh screen, allowing for natural light. Surrounding greenery enhances the tent's secluded atmosphere, while wooden steps lead up to the entrance.

Tent in Odessa

Forest Glamping

4.96 out of 5 average rating, 213 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 3rd-floor w/ kitchenette. No cleaning fee

4.95 out of 5 average rating, 160 reviews

A charming exterior view of the cabin is presented, surrounded by dense trees. A wooden deck features two chairs and a potted plant, providing a welcoming entryway. Gravel pathways lead up to the door, complemented by an outdoor storage shed in the background.

Home in Hammondsport

Hidden Hideaway

4.81 out of 5 average rating, 105 reviews

A charming covered wagon is situated on a gravel area, featuring wooden wheels and stairs leading up to the entrance. The wagon's top is covered with a white canvas, complemented by a wooden door, providing a rustic yet inviting appearance amidst the greenery.

Tiny home in Penn Yan

Pet Friendly Keuka Wagon

4.99 out of 5 average rating, 163 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.

Apartment in Naples

Suite Dreams

4.97 out of 5 average rating, 115 reviews

A dry yurt, camouflaged to blend with its forest surroundings, stands amidst towering trees. Nearby, a wooden picnic table is visible, providing a space for outdoor meals. Sunlight filters through the leaves, creating a serene and wooded atmosphere.

Campsite in Newfield

Tent&Yurt Camp@Sanctuary In The Woods

4.91 out of 5 average rating, 262 reviews

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

Hamilton House - private 1 bedroom guest suite

Family-friendly home rentals with a pool

4.88 out of 5 average rating, 133 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, 170 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

4.87 out of 5 average rating, 126 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

4.96 out of 5 average rating, 135 reviews

A bright living area features a spacious gray sofa paired with a comfortable armchair. A decorative coffee table sits atop a light area rug, and a wall-mounted TV is visible opposite the seating. Natural light fills the room through large windows, enhancing the wood flooring.

Home in Elmira

Comfy Ranch House 3BR/2BA

4.99 out of 5 average rating, 189 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

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.

4.97 out of 5 average rating, 225 reviews

A welcoming entrance features a ramp leading to a wooden deck adorned with potted flowers. The front door is framed by two windows with brown shutters, offering a charming view of the lush greenery around the property.

Cottage in Lansing

The Cottage: Cozy one bedroom in Lansing NY