Holiday rentals with a pool in Canandaigua

Kline's Cottage

Welcome to your private retreat with partial views of Seneca Lake! Our 1-bedroom guest house offers a haven of relaxation and elegance. Sleep soundly on a queen size bed, plus a pull out queen sofa in the living room. Enjoy the convenience of a full kitchen with coffee bar, and make use of the washer dryer at your leisure. Take in the beautiful scenery and immerse yourself in the renowned wine trail right at your fingertips. Don't miss the chance to elevate your getaway. Reserve this now!!

Private Family Retreat, Pool, Pickleball, 10 acres

Welcome to our spacious 5 bedroom and inviting large family rental home, where privacy and relaxation await you! This stunning property offers the perfect getaway for families seeking a memorable vacation. With ample space to accommodate large groups, our home ensures everyone can enjoy their own private sanctuary while still coming together to create lasting memories. Pool is open Memorial Day- Labor Day. We also have a NEW LISTING FOR SUMMER 2025! 6 bedroom Farmhouse on 8 acres with Entertai

Luxury lakefront apartment - and a pool!

This new apartment on Cayuga Lake is in the middle of New York's famous Finger Lakes. Seneca Falls is a quaint, quiet community surrounded by dozens of wineries, trails, parks, boating, fishing and more - a vacation paradise, and home to the National Women's Hall of Fame. Your private deck overlooks the lake, plus there's a private pool, deck and grill. 2 bedrooms, full tiled bath, huge modern kitchen, and hi-def TVs in the living room and bedrooms w/free Netflix, Prime Video, Hulu & Disney+.

Relaxing/Romantic Suite

This place has been designed for relaxing,if you want to have a romantic escape or just a relaxing time this is the place.Located in a quiet neighborhood at the end of the street,close to many places of interest in the Rochester area, Greece Mall is 3 min away. You will get total privacy and that includes private entrance,as soon as you open the door, you will fall in love with the combination of tropical theme with a modern style,the hot tub is the protagonist of the room with an 75"tv.

4 bed ranch w/pool in Henrietta

Your family will be close to everything when you stay at this centrally-located peaceful residential neighborhood where you can stroll down a trail just across the street and in summer time splash in the above-ground pool while cooking dinner on grill. Fire pit at night with your favorite beverage. Spacious ranch with open floor plan. One master bedroom w/bathroom and 3 other bedrooms, hallway full bathroom , living room, dining area, fully equipped kitchen. Laundry in basement.

Poolside Paradise

Escape to your own private haven at our exquisite 4-bedroom cottage, where modern comfort meets lakeside serenity. Nestled on the shores of Port Bay, this inviting retreat promises a perfect blend of relaxation and recreation for you and your guests. This lakeside cottage isn't just a place to stay; it's an experience waiting to be embraced. Whether you're seeking a tranquil retreat, a lively gathering spot, or a bit of both, our property caters to your every desire.

Theater room, fireplace, & pool

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 + 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.

Esten-Wahl Farm - Historic Landmark Victorian Home

The farm is 30 acres of pasture, woods and a stream - peaceful, yet within a bike ride to the village of Fairport and the Erie Canal. There is a small cottage hidden behind the historic barn where we live and care for the animals on the farm. Our guests' privacy is paramount and the farm is yours to wander and enjoy (including the pool and tennis court) as you wish! The pool is open mid-May through Mid-September.