Vacation rentals with an EV charger in Ontario County

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Guesthouse in Naples
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Glen Hollow Guest House: Hot Tub/Sauna+Waterfall!

Set along the Canandaigua Lake Wine Trail, just 10 minutes from Bristol Mountain and the Village of Naples, Glen Hollow Guest Cottage blends the privacy of a standalone vacation rental with the comfort and character of a wine country inn—and welcomes one well-behaved dog. Please note: This is the guest cottage only, the owner is on premise in the main home. Parking is shared between the two homes, with two designated spaces. The Space This historic cottage was thoughtfully restored over more than two years by award-winning design firm Cultrara Associates, preserving its heritage while introducing refined modern comforts. The surrounding Finger Lakes region is celebrated for its natural beauty, rich history, and innovative food and wine culture--and Glen Hollow is itself an award-winning winery & vineyard. The Guest House's main level features an inviting open layout with a cozy sitting area and kitchen designed for both function and charm. Seating for four surrounds a ventless porcelain-glazed cast iron stove, creating a warm gathering space. Handcrafted kitchen cabinets made from original barn wood are paired with concrete and maple countertops, custom-stained using wine from Keuka Lake Vineyard. Sliding reclaimed barn doors lead to the main-level bedroom, where original Douglas fir shiplap walls add warmth and character. The bathroom—once a horse stall—has been transformed into a rustic yet luxurious retreat. A waterfall shower head, along with stone, slate, and handcrafted leaded glass, creates a spa-like experience with timeless appeal. Upstairs, a former hayloft has been converted into a stunning primary loft suite. A king bed with a canopy anchors the space, offering a peaceful and elegant place to unwind. Refurbished antique barn doors open to a private sitting area with tranquil views of the creek below, inviting nature indoors. Grounds & Wellness Glen Hollow has welcomed travelers since at least 1886, and guests today still enjoy the calming presence of the babbling brook and nearby waterfall. For those seeking relaxation and renewal, the property offers access to a hot tub, sauna, and massage space. A fully licensed, Reiki-trained massage therapist is available for on-site treatments by appointment. Location The Village of Naples is just a 10-minute drive south, home to craft beverage favorite Hollerhorn Distilling, and wineries Inspire Moore, Hometown Wine Co. and Hazlitt. To the north, Canandaigua offers vibrant lakefront dining, breweries, boutique shopping, and events at New York Kitchen. Whether you’re visiting for a wedding, a romantic escape, or a relaxed weekend with family or friends, Glen Hollow makes an ideal home base. Please Note: *Bristol Harbour’s beach and swimming area are reserved for residents only. For swimming, Onanda Park is a five-minute drive north on West Lake Road, with larger sandy beaches available in Canandaigua, approximately 15 minutes away. *When the guest house is rented separately, all spa activity areas are the exclusive space of the renters as well as the entire back yard, back patio, greenhouse, meditation garden, and woodland path with access to the brook. The waterfall is not on property, but is a ten minute walk up the brook. You will find the space extremely private and secluded. Important information: *When walking in the woodland path, guests should follow strict tick protocol, as with any wooded or meadow areas in upstate NY. This is true for any property in the finger lakes region.

Top guest favorite
A comfortable living area features a green sofa paired with a wooden rocking chair. A dark coffee table sits in front, with natural light illuminating the space through two windows. A dining table with four chairs is positioned nearby, creating a cozy gathering spot.
Apartment in Penn Yan
4.98 out of 5 average rating, 569 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

Guest favorite
Home in Naples
4.93 out of 5 average rating, 14 reviews

Luxury Canandaigua Lakefront- Hot Tub | Dock/Kayak

Looking for the ultimate lakeside escape? This charming newly renovated lake house offers stunning views of Bare Hill, a spacious deck, hot tub and WiFi, all in a peaceful setting. Conveniently located near the free boat launch at the south end, it’s the perfect retreat for a relaxing getaway with family or friends. 🚗 25-Min Drive to Canandaigua 🛍️ 🚗 5-Min Drive to Naples’ wineries and breweries 🍇🍺 Grill- Guest are responsible for refilling the propane if needed. Please clean after each

Top guest favorite
A wraparound porch showcases a comfortable hanging chair, offering serene views of the lake and surrounding landscape. The view features expansive greenery and a distant waterway, creating a tranquil atmosphere. Large windows allow natural light to illuminate the space.
Vacation home in Canandaigua
4.95 out of 5 average rating, 59 reviews

Heron House | Sleeps 8 | Deck + Fire Pit Retreat

Take in stunning lake views from your own private and serene wraparound porch! This charming 4-bedroom, 2.5-bath home is the ideal retreat for families or couples seeking a peaceful escape. Unwind and soak in the scenery, or set out on a local adventure—sailing, swimming, wakeboarding, hiking, and wine/beer tasting are just a short trip away. Conveniently located <15 min from Bristol Ski, 2 min from Herron Hill Wine Tasting Room, 4 min from Onanda Park, and close to many more local attractions!

Guest favorite
An aerial view depicts a well-maintained backyard featuring a large in-ground swimming pool surrounded by lounge chairs. A hot tub is situated nearby, with a rustic shed visible in the corner. The spacious grassy area is complemented by a children's swing set and Putt Putt golf course.
Home in Penn Yan
4.93 out of 5 average rating, 42 reviews

Pool, Hot Tub, Gameroom+Movieroom+Firepit+Dogs OK

Bring the whole family to Keuka Playhouse, our 5BR/3BA 2-story home on the Keuka Wine Trail w/views of the lake. 💦 Hot Tub (year-round) + In-ground Pool (seasonal - open Memorial - Labor Day) 👨‍🍳 Gas grill 🔥 Outdoor Fire pit + Indoor Fireplace ⛳️ Putt Putt Golf + Gameroom 🎬 Theater Room ⚡️ EV Charging 🐶 Dogs OK (max 2) 🍷 Short drive to Penn Yan Village, public lake access & wineries The perfect place for large groups to unwind & enjoy the Finger Lakes ❤️ us to find us next time

Top guest favorite
A charming home is set on a lush green lawn surrounded by trees showcasing autumn foliage. The single-story structure has a covered porch and is complemented by a spacious driveway leading to a two-car garage.
Home in Penn Yan
5 out of 5 average rating, 26 reviews

Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom

High-end Finger Lakes retreat! This spacious, open-concept home blends elegant design with ultimate comfort. Newly furnished, each room invites relaxation—large windows and hardwood floors create a bright, welcoming vibe. The expansive game room features foosball, ping pong, a bar, plus cozy nooks for reading or remote work. Spend evenings around the outdoor firepit, utilize the on-site EV charger, and explore Penn Yan’s village, Keuka Lake, Wineries and Hiking Trails just minutes away.

Top guest favorite
Apartment in Canandaigua
4.97 out of 5 average rating, 72 reviews

Above the Tavern

We are located in a historic building directly across the street from the old Finger Lakes railroad station. Local shops, restaurants, and lake are just a short walk down the street. This is a private one bedroom unit with a pull out couch located just off Main Street and directly above a popular local restaurant, "The Greenfront" (expect some ambient noise). Because we are located in the middle of all the action, we also provide 2 high quality bicycles that our guests are free to use.

Top guest favorite
A dining area is set with four plates and glasses on a dark wooden table, complemented by woven placemats. A casual seating area is visible in the background, featuring a gray couch and soft lighting from two lamps. Large windows provide natural light with drapes partially drawn.
Apartment in Geneva
4.99 out of 5 average rating, 154 reviews

Uptown Geneva Rowhouse Flat

Enjoy a stylish comfortable experience at this centrally-located Uptown flat that is a short walk to all that Downtown Geneva has to offer including our beautiful Lake front. This Historic Rowhouse Flat has been recently renovated. Family friendly for parents with Children or a great unit for a couple to enjoy. Maybe your staying with friends for a wine tour, brew tour or one of our many events in Town. Stay with us while visiting Hobart William Smith College located a short walk away.

Top guest favorite
A light-filled living area showcases a soft, inviting sofa paired with an armchair. Two small side tables are positioned beside the sofa. A textured rug covers the wooden floor, while framed artwork adorns the walls, creating a cozy and stylish ambiance.
Apartment in Geneva
4.99 out of 5 average rating, 101 reviews

Kelly's Suite

This suite is a newly remodeled wing of an old Castle street mansion. This fresh yet classic apartment sleeps 4 adults comfortably, but will accommodate up to 5. The primary suite includes a queen bed with plenty of pillows and moody lighting, along with a vanity. The second bedroom Has a cozy full/double daybed with twin trundle. The Kitchen and Bathroom are newly remodeled with Vintage touches, resulting in a fun yet sophisticated atmosphere.

Guest favorite
The rustic lodge features a spacious covered deck, framed by trees and a snowy landscape. The entrance is accentuated by large windows, showcasing the warm interior. Wooden benches are situated in the foreground, with a snow-covered stone area visible.
Home in Wayland
4.91 out of 5 average rating, 35 reviews

Al's Lazy Bear Lodge

If you're looking for a unique, family & pet(for a fee) friendly, quiet getaway in a rustic lodge in the woods close to the Finger Lakes & skiing, this is your spot! Occupancy max is 4. Firewood provided for wood stove and fire pit. A level 2 EV charger with either a J1772 connector or an NACS(AKA Tesla) connector. Please notify us in advance if a cable swap out is necessary, so it will be ready for you when you arrive.

Guest favorite
A serene view of Canandaigua Lake is captured at sunset, with vibrant colors reflecting on the water. Silhouetted trees frame the scene, highlighting the calm landscape and distant hills under a softly illuminated sky.
Home in Canandaigua
4.8 out of 5 average rating, 235 reviews

Amazing Views! Butler Beach— just 200 steps away!

NEWLY REMODELED IN 2022. GORGEOUS HOME OVERLOOKING CANANDAIGUA LAKE This beautiful home has a brand new patio with fire pit/barbecue area for summer fun. The home has 4 bedrooms and 2 baths. It has a kitchen with built in dishwasher, stove and refrigerator, large living room and dining room (both rooms have spectacular views overlooking the lake). The house is also protected with video surveillance on the exterior.

Superhost
Home in Canandaigua

Sandy Beach Haven - Modern Canandaigua Lake House

Ready for multiple families with lots of bedrooms and bathrooms, Sandy Beach Haven is recently renovated furnished in a comfortable modern lake house style, ideal for discerning vacationers. Nestled in the best part of Canandaigua Lake, one of the most beautiful lakes in the Finger Lakes, this home features a a level yard right on the water and a westward sunset view that's large enough for multiple families.

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