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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.

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

Lakeview Condo | Seasonal Hot Tub | Pool | Restaur

Luxurious condo at Hotel Canandaigua: Enjoy pool, seasonal hot tub (opens in May) complimentary docking, and proximity to Kershaw Park. Features modern kitchen, cozy sitting area, plush bedrooms, wrap around balcony with lake views, spa-like bathroom, and high-speed internet. Near breweries, wineries, and live music. Perfect Finger Lakes getaway! 🌟🏊🛥️🍷🎵📺 ******NOTE**** Each guest will have only 1 key fob for the condo. We recommend using the lock box and coordinating properly with your gr

Cozy Cabin Vibes, Lake Views, Deck, 10 Min to Town

This 3BR+bonus room, 2.5BA house is decorated with modern furnishings & equipped with all of the amenities needed to make guests feel right at home. The oversized picturesque windows bring the surrounding nature & lake views inside. Spacious open kitchen with island seating & large dining area. Reading nooks & cozy furnishings make this a relaxing getaway for up to 8 guests. Lake access, Main st & shopping area just minutes away. Close to wineries, breweries, Bristol Mt, CMAC, water activities.

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

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.

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.

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.

Harmony Sunrise on Seneca Lake

Watch the sunrise over Seneca Lake while you sip your coffee from the privacy of the front porch, or head down to the spacious lakefront area for a closer view, swimming and kayaking. Looking to cozy up in the fall/winter, the see through gas fireplace will keep you warm in the living room or dining room. Wherever you choose to relax. Nestled in the heart of the Finger Lakes & on the Seneca Lake Wine Trail, you'll find a perfect retreat to relax & recharge as you enjoy the lake views.

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, county & state parks and 4 ski areas, this is your spot! Max occupancy 4. Firewood provided for wood stove(short cut) and fire pit(long cut). 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.

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.

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.