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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

Keuka Lake Overlook & Dock @ Splitrock

Wonderful vacation rental for families or couples, lots of space indoor & out. Lake view with lake access (across the road-600ft, guests can walk or drive & park in the yard) there are stairs to get dock. Pontoon boat tours & rentals available for guests ! Located on the Keuka Lake Wine Trail! Close to Hammondsport, Penn Yan & Watkins Glen. Only 7 miles from the quaint village of Hammondsport, that offers a local grocery store, small shops, and restaurants. Message me for seasonal discounts!he

Keuka Lakefront Retreat | Hot Tub | Dock | Kayaks

Dreaming of a lake getaway? Discover the charm of this beautiful Keuka Lakefront classic with stunning views of the water and hillside. Enjoy the bright space, complete with a patio overlooking the lake, a dock with a boat hoist, free WiFi, and a relaxing hot tub. Located near many wineries on the west side of Keuka Lake, it's perfect for a memorable trip with friends or family. 🌊🍷✨ 20 Min Drive to multiple wineries 15 Min Drive to Penn Yan 10 Min Drive to Keuka Lake State Park - Paddleboard

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.

Apollo's Praise Farmhouse - Vineyard Retreat

The Apollo's Praise Farmhouse at our Winery and Vineyard! Built in the early 1860s, this home is perfect for a charming vacation to wine country! Original wood floors and farmhouse design are complemented by a modern kitchen, forest paths that are ideal for a morning stroll, and a stunning view overlooking our vineyard. Located just off the Seneca Lake wine trail north of Watkins Glen and Southeast of Penn Yan, our lovely farmhouse is ready to welcome you to the Finger Lakes.

Waterfront paradise

Make beautiful memories at this unique, stylish and family-friendly retreat. Situated right at the edge of the beautiful Keuka lake with private boat dock. Enjoy incredible water views from every single room and awake to peace and calm from sunrise to sunset. Located centrally close to many wineries, breweries, state parks, and 30 minutes away door to lift to Bristol mountain ski resort. - Boat dock is up! Wood fired hottub and sauna - liability waiver sign needed to book

Pulteney Pleasure

Beautiful renovated apartment. Fully equipped kitchen for those who love to cook. Located on Keuka Wine Trail, on the west side of Keuka Lake, 3 min. from Point of Bluff Concert Venue. Close to Dr. Konstantin Frank Winery, 1886 Tasting Room, 3 distilleries and Steuben Brewing Co. 10 min. to Hammondsport and 15 min. to Penn Yan. Host is next door and offers farm to table dining options for guests. EV charger new in 2024. Also Pulteney Garden Escape for second option.

Rustic Elegance & Wooded Privacy

Kick back and relax in this calm, stylish space. Surrounded by 7 acres of woods, you are also central to fabulous Finger Lakes wineries, breweries, restaurants and lakes! This brand new property overlooks Seneca Lake and is .8 from shoreline with fine restaurants, live music, and a summer community of visitors. This property is off of Route 14 with nationally acclaimed wineries and notable restaurants. Contemporary design compliments your comfort.

3BR Cottage | Wi-Fi | Deck with Fire Table & Grill

This inviting 3-bedroom countryside retreat comfortably accommodates up to 8 guests and features an on-site EV charger. Just minutes from Penn Yan, Keuka Lake, and the Finger Lakes Wine Trails, it’s the perfect getaway for couples, families, or friends looking to relax and explore the best of the region.

Little Red Cabin in the Woods

The Little Red Cabin in the Woods is a place to explore, celebrate, retreat, work or disconnect to reconnect. Surrounded by woods and next to a seasonal bubbling creek and cascading waterfall, the cabin is snuggled into a private setting, offering a place to experience peace and serenity.