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.

The Parkside House in Geneseo

A classic, 4 BR, Craftsman style Cape Cod, recently updated and centrally located in the historic village of Geneseo, NY with a large backyard, and an above ground pool open seasonally (Memorial Day-Labor Day) Walkable to Main Street, restaurants, shopping, nightlife and SUNY Geneseo's beautiful campus. Situated directly next to Highland Park with access to tennis and basketball courts, sports fields, picnic shelters, walking/fitness trails, playgrounds and an adorable ice rink in the winter.

Life Just Got Better at 12 Corners

This centrally-located home is perfect for a family or a friends get-away! It's conveniently located within walking distance to 12 Corners and minutes to downtown or close to many of our wonderful golf courses. The house is fully equipped for entertaining with a stocked kitchen and great room with double sliding glass doors out to the pool area with lounge chairs, table for eating and a grill. You can enjoy kicking around a ball on the grassy area or sunbathing in the private fenced yard.

Country Hideaway

The cottage is part of Hilltop Dog Farm. We operate a state-of-the-art dog boarding facility, and we rescue and foster dogs who are in need of a place to stay. The farm sits on top of a hill overlooking a beautiful pond and wide-open fields. You can wander down on a late sunny afternoon, sit at the dock fishing and enjoy the beautiful sunsets or just hang out at the in-ground pool. You can also meet our residence dogs or check in on our farm mascot Easton, a Micro Scottish Highland bull.

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.

Mid-Century Lake House in Finger Lakes Wine Region

This place is a whole vibe! Relax and take in the endless view of Lake Ontario surrounded in Mid-Century Modern style. Create memories in the open concept living, dining & kitchen areas or out on the large deck. Enjoy the large in-ground pool & private hot tub! We also have many indoor & outdoor games. There are multiple seating & dining areas inside & on the lake front. Sleep comfortably on a queen sized mattress in any of the 4 private bedrooms. Have fun!

2 Bedroom pool house with Garage

Make some memories at this unique and family-friendly place. Peaceful location that is close to Rochester and Canandaigua as well as Bristol Mountain for skiing or viewing foliage. Tranquility at your fingertips. The pool is generally open from Memorial weekend until Labor day weekend. The last day the pool will be heated for 2025 is September 27th. The pool is shared with the resident of the main home which is a family of 5 with 5 kids aged 1 to 10.

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.

Spacious Updated Country Home

No cleaning fee! Spacious country home. Chef’s kitchen, pantry, laundry, great room, family room, and den. Exercise room surounded by windows with Peloton Tread. Outdoor retreat with seasonal in ground pool. Hot tub, fire pit and 20 x 30 heated bar and game room. 3 large bedrooms. 7 acre yard. 7 miles from Hill Cummorah and Lake Ontario. Easy driving to Finger Lakes, wine trails and craft breweries. Large families welcome!