Holiday rentals in Ontario County

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Top-rated holiday rentals in Ontario County

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Top guest favourite
Flat in Penn Yan
4.97 out of 5 average rating, 558 reviews

Crows nest lake view flat

Crows Nest is located on the Keuka Lake wine trail. It is next to Red Jacket Park and Morgan Marine on one side, Seasons on Keuka Lake on the other. Very close to Penn Yan/Yates County Airport and between the Main Deck restaurant and Route 54. The property is NOT water front. Keuka Lake is accessible thru Red Jacket Park and visible from the property, but not directly on the water. There is a sidewalk from the property to town for Guests who prefer to walk, approximately 1 mile to Village center

Top guest favourite
A spacious great room features wood paneling and a combination of comfortable seating arrangements. A large sectional sofa in dark upholstery is complemented by a coffee table, while a dining area with a round table for four is visible. Natural light filters through multiple windows.
Guest suite in Bloomfield
4.94 out of 5 average rating, 433 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.

Guest favourite
Home in Canandaigua
4.91 out of 5 average rating, 286 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.

Top guest favourite
A charming covered porch features white columns and hanging plants, providing a welcoming entry. The well-maintained lawn and a potted plant enhance the outdoor space. The porch extends along the façade, leading to the main entrance of the apartment.
Flat in Canandaigua
4.98 out of 5 average rating, 320 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!

Top guest favourite
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
4.96 out of 5 average rating, 115 reviews

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

Top guest favourite
A welcoming entryway features a wooden deck with steps leading to a red door. Surrounding lush green grass is complemented by trees, providing shade and a serene atmosphere. A wooden fence encloses the yard, enhancing privacy and a sense of space.
Guest suite in Canandaigua
4.96 out of 5 average rating, 271 reviews

Canandaigua Farmhouse Guest Suite

Join us in our 1870s farmhouse in the heart of Canandaigua. Walking distance to shops, restaurants, pubs and the lake! Enjoy our six acres of lush landscape, walking trails and fire pit - or venture out for wine and craft beer tasting, shopping and all that the Finger Lakes Region has to offer. City living with a country feeling only 15 minutes from Bristol Mountain and 10 minutes from CMAC. Stay for one night or an entire week. Our clean and cozy guest suite has all the amenities you need.

Top guest favourite
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
4.99 out of 5 average rating, 161 reviews

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!

Top guest favourite
A private balcony offers scenic views of the lake and surrounding hills. A small round dining table and two woven chairs are positioned adjacent to an electric grill. Sliding glass doors lead to the interior, enhancing accessibility to the outdoor space.
Apartment in Canandaigua
5 out of 5 average rating, 195 reviews

Lakefront Retreat

Enjoy Gorgeous Panoramic Views of the Lake & surrounding Hillsides from the private & spacious balcony. PERMIT #2023-0075 Immaculate & Modern - 1 Bedroom 1 Bath condo, fully equipped Kitchen, Cozy Living Area, 70" TV with Netflix & Internet TV/Music Channels, use your streaming services etc. Leather Recliner, mesmerizing LED Fireplace , Very Comfortable King Bed, Washer, Dryer, Stylish Spa Bathroom and a Furnished Balcony w/ electric grill & a Finger Lakes View to Capture your Heart

Guest favourite
Home in Bloomfield
4.95 out of 5 average rating, 119 reviews

The Creek House Private Home & Scenic Grounds

The Creek House: a fully renovated 1 bdrm, 1 bath home with a full modern kitchen and large new deck situated right next to a year round babbling brook. The creek is 15 feet from the foot of the deck stairs; its sounds lull guests to sleep each night. Frogs, salamanders, crayfish, and all manner of forest life abound. The stream meanders through the mixed park like and wooded parcel ending at a 25’ wide 6’ high waterfall. Antique clawfoot tub. Water may have a sulfur smell (see below).

Guest favourite
A spacious living area features a red sofa with a decorative pillow and a comfortable bed. A dining table is visible in the background, accompanied by modern chairs. A wall-mounted TV is positioned near the kitchen area, and natural light enhances the overall atmosphere.
Guest suite in Canandaigua
4.79 out of 5 average rating, 112 reviews

Spacious guest suite w/ view of Canandaigua

Spacious and private 500 sq ft guest suite in a quiet residential neighborhood. Walk out to a large patio with a fire pit to enjoy a view of Canandaigua. On cooler nights, keep warm with a pellet stove. Enjoy streaming on a 75" TV with surround. Resistance training equipment easily accessible. 10 Minutes to Canandaigua Lake, CMAC, restaraunts, bars, breweries, theater, bowling alley and Roseland Water Park. No gatherings of more than 2 people. Absolutely NO smoking on property.

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
4.93 out of 5 average rating, 411 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.

Guest favourite
Guest suite in Geneva
4.9 out of 5 average rating, 271 reviews

Hamilton House - private 1 bedroom guest suite

Clean, comfortable, private guest suite with separate entry perfect for couples, friends or solo adventurists. Our house is located directly across from the Hobart and William Smith athletic fields, a short walk to main campus and Bristol Field House. Perfect for visiting parents! Half mile to Geneva's vibrant downtown with cafes, restaurants, shops and bars (10 minute walk, 2 minute drive). 1 mile to gorgeous Seneca Lake, walking trails and Finger Lakes Welcome Center.

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