Holiday rentals in Ontario County

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Top-rated holiday rentals in Ontario County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

A historic farmhouse is visible, framed by vibrant autumn foliage. A well-maintained driveway leads to the entrance, with a mailbox and flower arrangement at the forefront. The colorful landscape features lush green grass and scattered orange leaves, enhancing the serene appeal of the property.

Farm stay in Canandaigua

5.0 out of 5 average rating, 122 reviews

CMAC - 420 Friendly Horses Private Quiet Romantic

Our visitors have only 5 star reviews for Finger Lakes High View. " Best stay ever!"; "Clean, quiet and peaceful". Our working horse farm offers a comfortable stay; spectacular fall vistas and is only 6 miles from Canandaigua Lake. Chill with a beverage in our 3 season room. Visit with our horses. They are guest friendly and love carrots (provided). You will have a 5 star experience in this immaculate historic home-away-from-home that offers proximity to Canandaigua and a 420 friendly stay.

Guest favourite

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

4.97 out of 5 average rating, 153 reviews

The Lakeview Chalet: Cozy & Chic, Hot Tub, Games

Relax & unwind to a backdrop of Canandaigua Lake! This rustic chalet on a private setting has that cozy cabin feel with modern styling and luxurious amenities including a gas stove fireplace, hot tub, nostalgic games, library, outdoor fire pit & more! Amenities Include: Hot Tub with Lake View Gas Stove/Fireplace Fire Pit BBQ Grill Foosball Table Board Games A/C in Loft BR Heat Parking: 4 Spaces High-Speed Internet/Wifi Smart TV/Cable Library Desk Alexa Speaker Telescope STR Permit #: 2023-0073

Top guest favourite

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.

Home in Canandaigua

4.96 out of 5 average rating, 362 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.

Guest favourite

Home in Canandaigua

4.92 out of 5 average rating, 323 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.

Guest favourite

A well-lit living room features a cozy seating area with a tan armchair and a brown sofa. A decorative fireplace with lanterns is situated beneath a round mirror. A wooden bookshelf holds decorative items and a rug with geometric patterns is spread across the hardwood floor.

Flat in Geneva

4.97 out of 5 average rating, 205 reviews

Quintessential Historic Geneva newly renovated

Enjoy a stylish experience at this centrally-located apartment. Newly renovated unit in the heart of Geneva. Walking distance to Hobart and William Smith Colleges, Wegmans, Coffee shops, etc. A perfect spot for a wine-tour weekend in the Finger Lakes. One spacious bedroom with queen bed. Ottoman pulls out to twin sized bed for additional sleeping accommodations. Full kitchen to meet your needs for longer stays. Nestled on the first floor of a well kept beautiful historic residential building.

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

5.0 out of 5 average rating, 345 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 cabin exterior features a metal roof and a spacious deck with railing, surrounded by trees. A grill is positioned on the deck, and outdoor seating is available. The serene landscape showcases a glimpse of Canandaigua Lake in the background.

Guest house in Naples

4.98 out of 5 average rating, 296 reviews

Grandpa-T’s Guest Cottage at Hawks Landing

Welcome to Grandpa-T’s Guest Cottage at Hawks Landing… your romantic getaway! Located in the heart of the Finger Lakes, this extraordinary property perched above Canandaigua Lake with its spectacular views is within minutes of all the region has to offer. Hiking, fishing, boating, cycling, kayaking, snow many opportunities our guests can enjoy locally or just simply unplug and relax in the quiet of this cozy cabin. Come celebrate your special moments in the privacy of this beautiful cottage!

Top guest favourite

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

4.96 out of 5 average rating, 230 reviews

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!

Top guest favourite

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.

Home in Canandaigua

5.0 out of 5 average rating, 114 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.

Top guest favourite

The exterior of the A-frame cabin features a striking triangular shape and is accented with warm string lights. A wooden deck with steps leads to the entrance, bordered by a gravel path. Surrounding trees add to the natural setting.

Cabin in Branchport

4.99 out of 5 average rating, 194 reviews

A-Frame w/ Hot tub & Fire Pit & Pet Friendly

Escape to the Ravenwood A-Frame in the Finger Lakes – the ultimate romantic hideaway for couples. Nestled in the woods, this cozy retreat offers a private hot tub, a crackling fire pit, and is surrounded by lush trees, perfect for unwinding together. Whether sipping wine from nearby vineyards, exploring scenic trails, or enjoying quiet moments in the cabin’s intimate ambiance, Ravenwood invites you to reconnect, relax, and create unforgettable memories in nature’s embrace

Top guest favourite

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.

Home in Canandaigua

5.0 out of 5 average rating, 54 reviews

The Canandaigua Farmhouse. Private, lake access

Kick back in this warm, relaxing, stylish, renovated circa 1900 Farmhouse. Keep warm by the camp-style firepit in a peaceful 2-acre setting. Watch the sunset from the back deck. A short walk to the neighborhood store, ice cream, pizza and Eastside Bar & Grill. A short walk through the backyard with access to beautiful Canandaigua Lake. Close to wine tasting in the Finger Lakes, Naples, Bristol and Hunt Hollow Ski hills, wedding venues, and summer concerts at CMAC.

Top guest favourite

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.

Home in Canandaigua

5.0 out of 5 average rating, 142 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.