Holiday rentals with a pool in Canandaigua Lake

Charming Pittsford Home-Indoor Pool-4 bedrooms

My home is in the Bushnell's Basin/Perinton part of Pittsford. .5 miles to 490, 4 mi to I-90 and 15 minutes to U of R. Erie Canal is a short walk away. The 17 mi Crescent Trail head is 100 yards away. Fantastic restaurants. The large indoor pool is open year round with new filter and pool heater. A stream is in the fenced backyard. 50 trees provide privacy and shade. The 4 bedrooms are spacious and 21/2 baths ensure no waiting! 2 decks. Golf, Finger Lakes, wineries, & breweries are close.

NEW Condo | Hot Tub | Pool | Restaurant | FLX

Luxurious condo at Hotel Canandaigua: Enjoy pool, hot tub, 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 group. 1 Min Walk - Kers

Foster Hideaway - lake views, pool, hot tub.

Secluded, spacious home, overlooking Canandaigua Lake on 6 wooded and park-like acres. Breath-taking Panoramic views. Surrounded by forest and bordering a winding gully for year-round hiking. In-ground pool, 4-season hot tub on enormous deck; lovely glamping tent in woods with natural fire-pit. Gas grill and chef's kitchen for after a long day of skiing at Bristol Mountain, 12 miles away. Full gym. Wine / beer-tours, boating, golf, nature, right outside. Relax and enjoy this "Chosen Spot!"

Sky House- private sanctuary in the clouds

Float among the clouds at Sky House, where a crackling wood stove and sweeping views of Keuka Lake will leave you feeling at peace and in awe. Sky House is perfect for special celebrations, romantic getaways, personal creative retreats, or a WFH change of scenery. We are located on the Bluff with 20 acres over looking the west side of the lake. Just five minutes from Keuka Lake State Park! We’re so excited to share this slice of heaven with you! *Four wheel drive needed for winter months*

Hazlitt Winery Poolhouse

This special duplex is located on the south-side of a turn of the century house located next door to Hazlitt Winery. Authentically decorated with antiques from the Hazlitt family and equipped with your own private heated indoor pool and exercise equipment, this spacious retreat is a must see. Also features a large covered porch, sunny patio, pond views and is located in the heart of all the fun in Hector. The only thing shared with the other duplex is the large driveway.

The Green House

Get away from it all when you stay under the stars at this beautiful farm situated on 80 acres of rolling farmland, hills and forests, with horses, chickens and Nigerian Dwarf goats. Walk out the sliding glass door to a fully fenced pool and hot tub overlooking the beautiful rolling hills and woods. We live right next to the Green House. The Famous Finger Lake Wineries and Breweries are a short drive away. We are also 20 minutes away from Bristol Mountain Ski Resort.

Modern Lakeside Villa with Pool and Hot Tub

Introducing Esprit Bleu, a newly built and designed lakeside villa vacation home in the heart of Keuka Lake Finger Lakes wine country, situated on 20 private acres of uncut meadow. 5 day minimum July/Aug The home features 3 bedrooms downstairs and an open floor plan upstairs with views of the adjacent vineyard and just a 5 minute drive to Keuka Lake. Pet friendly An inground heated pool May-Oct and hot tub highlight this home that stuns all year. Pets permitted.

Villa Vino - Outstanding 4bd home w/Hot Tub & Pool

Welcome to Villa Vino. Family fun and adventure await at this outstanding home located in a quiet neighborhood perched atop the hills above Keuka Lake. This beautiful and tastefully decorated sanctuary provides the ideal location for your next vacation. Complete with a year-round Hot Tub & seasonal in-ground pool, billiard table and firepit. The whole group will be comfortable in this spacious and unique space. Conveniently located next door to Esperanza Mansion.

Fireplace, theater room, & fully equipped kitchen

Enjoy this newly renovated home nestled in a private cul-de-sac with the town park with playground and walking trails literally in your back yard. Lots to do to have fun—swim in the in-ground pool, make teams for a foosball tournament, gather around the table to play board games, watch a movie in the theater room, or snuggle up by the fire and enjoy a quiet night in. Cook meals in the fully equipped kitchen or on the grill on the back patio.

Lakeview on Main Pool, Fire Pit and Walkable

Step into timeless charm at Lakeview on Main—your private escape in the heart of historic downtown. This grand home features a pool, fire pit, and partial lake views, plus four bedrooms, 2.5 baths, and a private office for work or creativity. With stylish outdoor living spaces, original architectural details, and modern updates throughout, it’s the perfect setting for family vacations, friend getaways, or a mix of productivity and play.

The Lodge at Sylvan Springs

Less than 10 miles from downtown Rochester, Sylvan Springs is tucked away on 6 acres of private beautiful landscape of spring fed ponds, gardens, and unique nature settings. This incredible property provides a retreat for a family, small group of friends, or business colleagues. Sylvan Springs includes spacious living areas, a small indoor pool/jacuzzi, and outdoor living spaces. No pets please.

kline's Luxury Suite

Enjoy easy access to all the local Winery's, brewing companies, and yummy food, that the finger lakes have to offer. All just seconds to minutes away from this perfectly located home base. Also a close convenient short 5 minute adventure to watkins glen. There you will find even more great food, winery and breweries and many more places to explore.