The Overlook: Unforgettable Sunsets | Hot Tub | Sweeping Lake Views
Welcome to The Overlook on Canandaigua Lake, a stunning Finger Lakes retreat perched high above the sparkling waters of Canandaigua Lake. Surrounded by mature trees and peaceful natural beauty, this private four-bedroom getaway offers breathtaking panoramic lake views, comfortable accommodations, and all the amenities needed for a relaxing escape.
Step inside to discover a bright and inviting open-concept living space where expansive windows showcase spectacular views of the lake below. The living room provides a cozy gathering place with comfortable seating and a gas wood stove, while the fully equipped kitchen and dining area make it easy to prepare and enjoy meals together. Whether you're sharing stories after a day of exploring or simply relaxing with a glass of local Finger Lakes wine, the home's warm and welcoming atmosphere encourages guests to slow down and unwind.
With accommodations for up to 12 guests, The Overlook features four bedrooms spread across multiple levels. The upper level offers a king bedroom, a queen bedroom, and a twin bedroom with two twin beds. The lower level includes a spacious bunk room with two double-over-double bunk beds, making it ideal for families or groups traveling together. Three full bathrooms provide convenience and comfort throughout your stay.
Outside, the home's elevated setting creates one of its most memorable features. Spend your mornings sipping coffee while watching the sunlight dance across the lake, relax on the deck with a good book, or gather in the evenings to enjoy colorful Finger Lakes sunsets. After a day spent visiting wineries, hiking nearby trails, or exploring downtown Canandaigua, soak in the private hot tub and take in the peaceful surroundings.
The Overlook is ideally located for enjoying some of the Finger Lakes' most popular attractions. Just a short drive away, downtown Canandaigua offers boutique shopping, waterfront dining, local cafés, and charming small-town experiences. Wine enthusiasts can spend their days exploring nearby wineries and tasting rooms, while craft beer lovers will enjoy local favorites such as Young Lion Brewing Company and Twisted Rail Brewing Company. For live entertainment, CMAC hosts nationally recognized concerts and events throughout the summer season, and New York Kitchen offers immersive food, wine, and craft beverage experiences that showcase the best of New York State.
Outdoor adventurers will find plenty to explore nearby. Hike the scenic trails and waterfalls at Grimes Glen Park in Naples, spend a day on the waters of Canandaigua Lake, or visit Bristol Mountain for year-round recreation including skiing, mountain biking, ziplining, and aerial adventures. Whether you're seeking relaxation, outdoor adventure, or the region's renowned food and wine scene, The Overlook places you within easy reach of it all. Book this hidden gem on Canandaigua Lake today!
Occupancy: Per New York state and county regulations, the occupancy for this property is strictly limited. The maximum occupancy stated on this listing is the number of guests allowed on the premises at any given time, including infants and children. This includes both day and overnight guests, no exceptions.
Note: 1. You will receive a message upon confirmation with a link to our Guest License Agreement which is a copy of our House Rules that must be signed and returned within 7 days of receiving. 2. Smoking is not allowed in any rental property. This includes vaping and e-cigarettes. 3. Homes are not handicap accessible, unless stated in the description. 4. Air conditioning is not available unless listed as an amenity. If available, air conditioning is considered a seasonal amenity and is only available May 15 - October 15. 5. Homes are not guaranteed allergen-free, even those that do not allow pets. 6. Docking is not guaranteed if water levels are low and/or high due to seasonal weather and climate changes. 7. Outdoor amenities, including furniture are not available between October 15 - May 15.
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Important information
You need to know
Property # 5326491vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the area
Middlesex
Located in Middlesex, this holiday home is on the waterfront. The area's natural beauty can be seen at Canandaigua Lake and Deep Run Beach, while Bristol Valley Theater and Honeoye Falls-Mendon Historical Society Museum are cultural highlights. Ready for a night out? Consider Hollerhorn Distilling and Birdhouse Brewing Company.
Is The Overlook: Unforgettable Sunsets | Hot Tub | Sweeping Lake Views pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at The Overlook: Unforgettable Sunsets | Hot Tub | Sweeping Lake Views?
As of 8 Oct, 2026, prices found for a 1-night stay for 2 adults at The Overlook: Unforgettable Sunsets | Hot Tub | Sweeping Lake Views on 21 Feb, 2027 start from S$2,011, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at The Overlook: Unforgettable Sunsets | Hot Tub | Sweeping Lake Views?
On-site parking is available at the property.
What time is check-in at The Overlook: Unforgettable Sunsets | Hot Tub | Sweeping Lake Views?
Check-in begins at 4:00 PM.
What time is check-out at The Overlook: Unforgettable Sunsets | Hot Tub | Sweeping Lake Views?
Checkout is at 10:00 AM.
Where is The Overlook: Unforgettable Sunsets | Hot Tub | Sweeping Lake Views located?
Situated on the waterfront, this holiday home is 0.1 mi (0.1 km) from Canandaigua Lake and within 12 miles (20 km) of Deep Run Beach and Naples Community Park Disc Golf Course. Clarks Gully and Majestic Hills Golf Course are also within 12 miles (20 km).
Reviews
8.0
Very good
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
The inside of the house was very nice and clean on the main floor and upstairs. Very functional main house. There were some bugs crawling around the room and bathroom in the basement. The outside was a bit overgrown and could have used a good power washing. The dock was nice once you got down there. We had a couple issues when we got there and the communication was amazing and things were resolved quickly.
Stayed 4 nights in Jul 2026
Response from VrboOwner on 10 Aug, 2026
Thank you for taking the time to share your feedback and for staying with us! We’re glad you found the home clean, comfortable, and functional, and that you enjoyed the dock. We appreciate your comments regarding the basement and exterior areas and will share them with the appropriate teams. It’s especially wonderful to hear that our team communicated promptly and was able to resolve the issues you experienced quickly. Thank you for choosing Finger Lakes Premier Properties, and we hope to welcome you back for another Finger Lakes getaway!