Vacation rentals with a pool in Monroe County

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

The Harvard St Oasis

Forget your worries in this spacious and serene space. Enormous backyard space with large in-ground pool, stamped concrete patio and backyard is privately situated adjacent to 490. Immersed with tones of natural wood, modernly decorated incorporating boho styles and earth tone colors. The large master bedroom showcases a new king size Saatva Rx mattress, ensuring comfortable and peaceful rest. Generously roomy, private and calming, you will never know you are in the heart of Park Ave! NO PARTIES

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!

Gorgeous 3BDRM w/inground Pool!

This beautiful home is the perfect place for you and your family to unwind. Take a refreshing dip in the inground pool or simply relax in the sun. The spacious dining area is ideal for gathering and making memories over a delicious meal. The master suite has huge walk-in closet and private full bathroom is the epitome of luxury and comfort. Comfy beds and ample space for everyone, this oasis is the ideal choice for your next getaway. Pets welcome if approved - $20/night/pet. Please enquire.

Luxury Home with pool-Historic Strawberry Castle

Treat yourself to this National Historic Landmark situated on 3 acres in the heart of Penfield NY located just 8 miles from downtown Rochester in a safe suburban location. Be our guest at this unique family friendly home perfect for gatherings and making memories. The George Southworth House, affectionately known as the “Strawberry Castle” was built in 1875 and boasts 4 bedrooms and 4 baths. Admire the beauty and craftsmanship of days gone by while enjoying the modern comforts of today

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.

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.

Private Guest Suite/RIT-UofR-airport

Well equipped charming guest suite with a private entrance on the ground level with pool access. Conveniently located to many locale attractions. Our place is in a small neighborhood ( 72 homes) with side walks. The Rochester airport is East of us and about three miles away, Robert Wesleyan, RIT, and U of R are about five miles away. WE DO NOT HOST GUEST THAT LIVE LOCALLY. You can always inquire for special request or situations for exceptions.

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!