House holiday rentals in Canandaigua

The exterior of a charming farmhouse is displayed, featuring a light blue metal roof and a covered front porch. Lush greenery surrounds the house, with floral arrangements enhancing the inviting entrance. A manicured lawn and the natural landscape complete the picturesque setting.

4.96 out of 5 average rating, 364 reviews

Walnut Pond Retreat-Private house & scenic grounds

Perfect getaway for nature lovers, or as an Artist's retreat. Pristine wooded hills, wildlife, greenery & fall foliage each in their season. Striking aquatic views of large manicured pond with water lilies to please Monet, and a dock from which to paint them. Diverse wild birds at established feeders & generally on the property. Wood burning fireplace inside & fire pit out. Full kitchen. Gas grill. Extra space. Laundry. Small library / reading room. 5 miles to nearest town. New Cable WiFi.

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.

5.0 out of 5 average rating, 347 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 single-story home is showcased with blue exterior walls and a stone accent. A large front porch is visible, framed by an expansive lawn. A sizable tree provides shade in the yard, enhancing the welcoming appearance of the property.

4.85 out of 5 average rating, 110 reviews

Perfect year round launch pad to the finger lakes!

Bring the whole family to this great place with lots of room for fun. Pull into a two car attached garage and unload your car. With an arcade rec room in basement, which has a treadmill, oldschool arcade machine with 1600 games, pool table, fooseball, ping pong table. Sleeps 9 with a handicap accessible master suite. THE MASTER has a king bed set, the next bedroom has a queen set, and the third room has a full bed with a twin trundle, also the sofa is a sleeper. PERFECT SITE TO EXPLORE FROM

4.96 out of 5 average rating, 235 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

Escape to the private and secluded Sunset Sanctuary where you can relax and enjoy 180 degree breathtaking views of Canandaigua Lake during the day and stunning sunsets from the wrap-around deck in the evenings. Enjoy amenities such as a hot tub, a cinematic experience, a grill and a fire pit. You are minutes from all Canandaigua has to offer-from CMAC, Canandaigua Boatworks, Deep Run Beach, and all the locally owned restaurants, shops and tasting rooms that make the Finger Lakes so iconic!

4.99 out of 5 average rating, 184 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

Located in the heart of the Finger Lakes Wine Region there is no shortage of adventures to be had. Summer vacations with all the amenities of home and the fun of your own pond, a hot tub, fire pit and a large yard. Fall brings beautiful foliage, nearby wineries for tours, tastings & hiking trails. In the Winter, a 10 minute trip to Bristol Mountain for slope recreation or even sledding on our very own property. Close to CMAC concert venue and Naples Grape Fest for the best grape pie ever!

4.88 out of 5 average rating, 100 reviews

A cozy living area is furnished with a light-colored sofa and a blue coffee table, which holds a book and a small decorative item. A patterned rug adds texture to the hardwood floor. An adjoining dining area is visible through an archway, featuring a wooden table and chairs.

Home in Bloomfield

The Tenant House

Welcome to our farmhouse! Bloomfield is located at the northernmost tip of the Finger Lakes; a region rich in beauty, wineries, and culture. Suitable for couples, single travelers, adventurers, business travelers, and families. We are surrounded by nature. While rural, travel is easy: Canandaigua-10 mins, Victor and Geneva-20 mins, and Rochester-30 mins. A charming farmhouse surrounded by nature. Built in the 1920's the Tenant House has been modernized to provide the basics you need.

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.

4.99 out of 5 average rating, 212 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! -Easy walk to sub/pizza shop/ convenience store -Restaurant with pub fare located one block away! Nearby: Beaches, CMAC, Breweries, Dining, Shops, Wegmans, Retail, Boat/Kayak Rental, Parks, Waterpark, Wineries, Bristol Mtn, Skiing, Hiking, and more

A cozy sitting area is presented with two upholstered couches and a single armchair. Decorative pillows are placed on the couches, while a soft throw is draped over the armchair. Light-colored walls are complemented by natural light filtering through the window treatments.

4.94 out of 5 average rating, 449 reviews

Maiden Lane Charm

Cozy updated cottage within walking distance and access to a private community beach. 2 bedrooms, fully equipped kitchen, bath and living space. This charming 800 sq foot home features a gas fire place to keep you cozy in the winter and an upper deck with lake view for relaxing in the warmer months. Large yard, partially fenced in, with play house for children. The storage shed houses outdoor games and wagon for the short trip (.3 miles) to the beach. 4 miles from CMAC.

4.91 out of 5 average rating, 251 reviews

Bristol Hills Cabin

Experience the perfect blend of rustic charm and modern comfort in our 3-bedroom, 1-bath cabin tucked into the Bristol Hills. Located just minutes from Bristol Ski Resort, Honeoye and Canandaigua Lakes, it’s the perfect home base for both relaxation and adventure. Unwind in the hot tub and take in the area's natural beauty from the spacious deck. Cozy up by the fire, and enjoy a fully equipped kitchen and bathroom for an easy and comfortable stay in the Finger Lakes region.

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.

5.0 out of 5 average rating, 116 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.

4.99 out of 5 average rating, 137 reviews

A private rectangular pool is surrounded by a sleek gray concrete patio and secured with a black metal fence. A water slide curves into the pool, while lounge chairs are arranged nearby. Lush green trees provide a natural backdrop.

Home in Bloomfield

2 Bedroom pool house with Garage

Make some memories at this unique and family-friendly place. Peaceful location that is close to Rochester and Canandaigua as well as Bristol Mountain for skiing or viewing foliage. Tranquility at your fingertips. The pool is generally open from Memorial weekend until Labor day weekend. The last day the pool will be heated for 2025 is September 27th. The pool is shared with the resident of the main home which is a family of 5 with 5 kids aged 1 to 10.

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.

5.0 out of 5 average rating, 143 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.

Popular amenities for Canandaigua house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.89 out of 5 average rating, 148 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

A spacious kitchen features rich green cabinetry complemented by wood accents. A large island with seating for four is positioned in the center. Modern appliances, including an oven and side-by-side fridge, are neatly arranged, while natural light flows in through multiple windows.

4.98 out of 5 average rating, 132 reviews

Modern Farmhouse 9min to Canandaigua Lake & Shops

4.92 out of 5 average rating, 100 reviews

Home in Hammondsport

Modern Lakeside Villa with Pool and Hot Tub

4.97 out of 5 average rating, 204 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

5.0 out of 5 average rating, 106 reviews

A serene outdoor space features a fenced-in in-ground pool surrounded by lush greenery and trees. A striking double rainbow arches across the sky above a rustic building, enhancing the natural charm of the setting.

Home in Marion

Spacious Updated Country Home

4.96 out of 5 average rating, 210 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, 222 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 Hamlet

Camp S’mores- Modern A-Frame with Pool

4.84 out of 5 average rating, 191 reviews

The yellow farmhouse is set amidst lush greenery, surrounded by trees. A spacious driveway leads to the front porch, which is shaded by overhanging branches. A basketball hoop and a grill are visible near the garage, contributing to the outdoor recreational space.

Home in Penfield

Penfield-Webster Home w/Pool - Park Like Setting

Weekly house rentals

4.97 out of 5 average rating, 228 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

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, 242 reviews

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

4.88 out of 5 average rating, 183 reviews

Lake House

4.96 out of 5 average rating, 104 reviews

Four white Adirondack chairs are positioned around a stone fire pit, facing a serene lake. The shoreline is lined with green trees, and the sky is dotted with fluffy clouds. A natural stone pathway leads to the seating area, offering a peaceful spot for relaxation.

Home in Naples

The Chosen Spot: lakefront, hot tub, wineries, ski

An aerial view captures lush greenery surrounding a serene landscape, with rolling hills descending into a calm lake. The vibrant trees and open spaces create a peaceful atmosphere, and the distant hills are visible under a clear sky.

4.89 out of 5 average rating, 113 reviews

cozy canandaigua home in the heart of it all.

The Vandenbergh Mansion

New place to stay

4.83 out of 5 average rating, 89 reviews

Luxury Lakeview Oasis: Hot Tub, Gym & Movie Room

The historic farmhouse is highlighted by soft outdoor lighting, creating a welcoming ambience at dusk. The front porch features several chairs and is adorned with seasonal decorations. The surrounding grassy area is framed by trees, providing a peaceful outdoor setting.

5.0 out of 5 average rating, 55 reviews

The Canandaigua Farmhouse. Private, lake access

Private house rentals

An outdoor seating area is illuminated at night, featuring comfortable white sofas arranged around a fire pit. Several lounge chairs and planters are positioned on the deck, which overlooks the water. Warm lighting enhances the relaxing ambiance of the space.

5.0 out of 5 average rating, 66 reviews

The House at the Lake, only 16 miles from Bristol

A spacious deck featuring seating and an umbrella overlooks a serene lake, framed by lush greenery. The view captures both the tranquil water and the surrounding woodland, providing a natural backdrop that invites relaxation and outdoor enjoyment.

4.96 out of 5 average rating, 91 reviews

Beautifully Renovated Lodge with Stunning Lakeview

4.85 out of 5 average rating, 20 reviews

Canandaigua Lake Overlook

5.0 out of 5 average rating, 7 reviews

Sandy Beach Haven - Modern Canandaigua Lake House

5.0 out of 5 average rating, 22 reviews

Country Echoes of the Finger Lakes

A stylish bar area features four sleek black stools positioned in front of a unique tiled bar countertop. A lighted sign above the bar reads 'Thyme is a better place,' while natural light floods in from a nearby window, illuminating the space.

4.85 out of 5 average rating, 74 reviews

Backstage Bungalow

The exterior of the property is showcased, featuring a welcoming sign labeled 'Hunters Hill.' The house exhibits a beige facade with green shutters and traditional architecture, surrounded by well-maintained landscaping and a brick pathway.

5.0 out of 5 average rating, 55 reviews

"State Park Vibe" Retreat with 80 foot Waterfall

A serene lakeside scene features a well-maintained outdoor space with multiple seating areas. Comfortable lounge chairs are arranged around a fire pit, set against the backdrop of Canandaigua Lake. The clear blue water is visible, along with a wooden dock extending into the lake.