Holiday rentals with a pool in Rochester

Ultimate Family Retreat:10-Acre, Heated Pool, Hot

Welcome to our HUGE family resort home, where your dream vacation awaits! Nestled on a sprawling 10-acre private lot, this enchanting retreat offers the perfect escape for families seeking unforgettable moments together. The abundance of amenities will keep everyone entertained and rejuvenated.We also have a NEW LISTING FOR SUMMER 2025! 6 bedroom Farmhouse on 8 acres with Entertainment Barn and Pool with Guest House! Full renovation in the works so no pictures yet but feel free to send an inquir

Happy Camper Scottsville

Experience nature's charm at our peaceful hideaway overlooking rolling pastures on our working farm. All the joys of camping with none of the hassle. Our cozy camper offers guests a comfortable retreat amidst the beauty of the countryside. Relax and enjoy the hot tub, cool off in the stock tank pool, take advantage of the full outdoor kitchen, and see the friendly farm animals including cows and a playful goat. Unwind surrounded by breathtaking views and modern amenities. Book your stay now!

Perfect secluded ski house, lake views, 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!"

Relaxing Private Pool& Hot Tub House near RIT Inn

The whole group will enjoy easy access to everything from this centrally located home near RIT Inn. Enjoy a pool in the summer months with a large deck to relax in the sunshine. The house has been completely updated and furnished with all the items and comforts for a relaxing and comfortable stay. There is a washer and dryer. New Bathrooms. Spacious living room is great for movie nights. Beds are all new. Pool is open until end of Sept. Hot Tub is open year round. Come relax!

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.

Penfield-Webster Home w/Pool - Park Like Setting

Charming 19th century 2,300 sq.ft. farmhouse with 3 large bedrooms on 1 acre. Stately coffer ceiling in expansive living room. Recently update with refinished floors, paint and new kitchen appliances. Inviting breakfast room with french doors leading to side yard. Private 1+ acre yard with 18'x38' in-ground pool on park like setting directly across from Town Park. 5 minutes to shopping and entertainment and a short 15 min. drive to downtown Rochester.

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.

Casey's Place: Private Pool & Chef's Kitchen

Beautiful east side 4 bedroom home. Open concept living/kitchen/dining. Modern updates and appliances. Perfect for spending time together as a group. Fully fenced backyard with patio and grill. Pool is open for the season. Less than 2 minutes from the 104 expressway. Get downtown in less than 15 mins! Perfect for business travelers, house hunters, and especially families. Plenty of space to spread out and enjoy. Open to long term renters!

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.