Holiday houses 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, 124 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.

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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, 474 reviews

Farm House Suite 15 minutes from Canandaigua Lake

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.

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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, 346 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

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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.

Guesthouse in Naples

4.98 out of 5 average rating, 298 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!

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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, 234 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!

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Top Guest favourite

Cabin in Rushville

5.0 out of 5 average rating, 104 reviews

Charming Country Cabin- HOT TUB, Sunsets, CMAC

Let the stress melt away as you take a break and unwind at this peaceful oasis. The Cabin is a divine intertwine of a rustic cabin with an elegant master bedroom in a relaxed country setting. Enjoy a soak in the hot tub before you cozy up in front of the pellet stove! All in a fabulous location close to Canandaigua Lake, wineries, breweries, hiking and Naples. Beautiful downtown Canandaigua is a 12 minute drive away for shopping or dinner. Boat/horse trailer parking available. 7min to CMAC

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Top Guest favourite

The entrance is framed by two sets of windows, adorned with flower boxes featuring vibrant blooms. A welcoming green door is complemented by wooden shutters. Paved paths made of herringbone-patterned bricks lead to the door, flanked by neatly arranged flower pots and fresh greenery.

Home in Canandaigua

5.0 out of 5 average rating, 73 reviews

Canandaigua Lake Cottage!

Charming newly renovated 2 bedroom, 1.5 bath cottage near Canandaigua Lake, offering lake access within a short walk. The cottage features an open floor plan with stylish and cozy interior. Amenities include central air, washer/dryer, BBQ grill on private deck, free parking, beach access, easy access to CMAC (4.5 miles), downtown Canandaigua shops and restaurants, Rochester, NY Airport, Canandaigua Lady boat, enjoy wine/beer and cheese tours in the area, casinos and farm stands.

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Top Guest favourite

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.

Home in Canandaigua

4.94 out of 5 average rating, 448 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.

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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.

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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, 55 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.

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Guest favourite

Home in Rushville

5.0 out of 5 average rating, 6 reviews

Sanctum at Sunset Lake

Sanctum at Sunset Lake is a private, design-forward retreat on the coveted east shore, offering rare, unobstructed sunset views across the water. Thoughtfully curated with natural textures and expansive windows, the home blurs indoor and outdoor living. Mornings bring soft light and stillness; evenings are reserved for golden hour and quiet reflection. Designed for rest, presence, and elevated comfort, Sanctum is more than a stay—it’s a reset.

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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, 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.

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