Vacation rentals with a pool in Rochester

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 Lakeview Escape | Hot Tub | Poolside

Luxurious condo at Hotel Canandaigua: Enjoy pool, hot tub, complimentary docking, and proximity to Kershaw Park. Features modern kitchen, cozy sitting area, plush bedrooms, 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 you group. 🚫 There's NO Washer & Dryer in the unit

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

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!"

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.

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.

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.

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.

Modern A-Frame Glamping | Nature + Comfort

Escape to our cozy A-frame glamping cabin—perfect for couples craving nature, comfort, and connection. Sip wine by your private firepit, relax in a plush queen bed, and explore nearby waterfalls, wineries, and Canandaigua Lake. Just 13 miles from CMAC for unforgettable date nights. Book your romantic getaway today in the Wildfire at Bristol Woodlands! Traveling with friends? We have 8 of these cabins onsite—perfect for groups!

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.