Entire home

The Overlook: Unforgettable Sunsets | Hot Tub | Sweeping Lake Views

Photo gallery for The Overlook: Unforgettable Sunsets | Hot Tub | Sweeping Lake Views

A wooden dock with a gazebo, a boat, and a small pier extending into the water.
A staircase with carpeted steps and wooden handrails, a large window with a view of greenery, and a white wall-mounted television.
A spacious living room with a large window, a sofa, a coffee table, and a television.
A modern kitchen with white cabinets, a black refrigerator, a central island with stools, and a dishwasher.
A wooden staircase leading to a gazebo by a lake, surrounded by trees.

Reviews

8.0 out of 10
Very good

Entire home

4 bedrooms3 bathrooms223 sq m

Popular amenities

  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View map
Middlesex, NY
  • Place, Canandaigua Lake
    ‪3 min walk‬
  • Place, CMAC Performing Arts Center
    ‪33 min drive‬
  • Place, Keuka Lake
    ‪39 min drive‬

Room options

About the area

Middlesex

At this holiday home, you'll be within steps of Canandaigua Lake. Highlights at this holiday home include a kitchen, a washing machine and free WiFi. .Home features 3 bathrooms, a fireplace and a Smart TV. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A coffee/tea maker and an iron/ironing board are also available. .In proximity to this Middlesex holiday home you'll find Keuka Lake.

What's nearby

  • Canandaigua Lake - 3 min walk - 0.2 km
  • CMAC Performing Arts Center - 33 min drive - 30.6 km
  • Keuka Lake - 39 min drive - 41.1 km
  • Bristol Mountain Ski Resort - 45 min drive - 47.4 km
  • Keuka Lake State Park - 47 min drive - 42.1 km

Restaurants

  • Bristol Mountain Morning Star Café
  • ‪Lock Stock Bar & Grill - ‬45 min drive
  • ‪Brew & Brats - ‬39 min drive
  • ‪Heron Hill Tasting Room at Bristol - ‬49 min drive
  • ‪Naples Brewing Company - ‬34 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

Similar properties

Property amenities

Pool/Spa

  • Hot tub

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Shower
  • Towels provided

Living spaces

  • Fireplace

Entertainment

  • Smart TV

Outdoor areas

  • Barbecue grill

Laundry

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • On a lake
  • On the waterfront

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Unit size: 2,400 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

FLPP requires a verbal confirmation within 48 hours of booking and a representative will reach out to you within 48 hours to review the reservation.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher and a smoke detector in all accommodation.

Property is also known as

1097245

Frequently asked questions

Are there any beaches close to The Overlook: Unforgettable Sunsets | Hot Tub | Sweeping Lake Views?

The closest beach to The Overlook: Unforgettable Sunsets | Hot Tub | Sweeping Lake Views is Deep Run Beach (16.2 km).

Does The Overlook: Unforgettable Sunsets | Hot Tub | Sweeping Lake Views have a pool?

No, this holiday home doesn't have a pool.

What makes The Overlook: Unforgettable Sunsets | Hot Tub | Sweeping Lake Views a romantic place to stay?

1 hot tub and fireplaces help set the scene for a sizzling getaway at The Overlook: Unforgettable Sunsets | Hot Tub | Sweeping Lake Views.

Is there a private hot tub at The Overlook: Unforgettable Sunsets | Hot Tub | Sweeping Lake Views?

Yep, there is a hot tub.

Is there a free airport shuttle available at The Overlook: Unforgettable Sunsets | Hot Tub | Sweeping Lake Views?

No, The Overlook: Unforgettable Sunsets | Hot Tub | Sweeping Lake Views does not offer an airport shuttle service.

What time are check-in & check-out at The Overlook: Unforgettable Sunsets | Hot Tub | Sweeping Lake Views?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Are pets allowed at The Overlook: Unforgettable Sunsets | Hot Tub | Sweeping Lake Views?

No, pets are not allowed.

The Overlook: Unforgettable Sunsets | Hot Tub | Sweeping Lake Views Reviews

Reviews

8.0

Very good

Rating 10 - Excellent. 0 out of 1 reviews
Rating 8 - Good. 1 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

4.0/10

Cleanliness

Reviews

Verified review

8/10 Good

Katherine V.

Liked: Check-in, communication
Disliked: Cleanliness
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