Holiday rentals with a pool in Monroe County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Monroe County

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Home in Pittsford

4.86 out of 5 average rating, 125 reviews

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.

Top Guest favourite

Home in Fairport

4.97 out of 5 average rating, 63 reviews

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

Top Guest favourite

Campervan/RV in Scottsville

4.97 out of 5 average rating, 66 reviews

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!

Guest favourite

Home in West Henrietta

4.85 out of 5 average rating, 48 reviews

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 had many updates and furnished with comforts for a relaxing and comfortable stay. There is a washer/dryer. Newer bathrooms. Spacious living room is great for movie nights. Beds are all new. Pool is open until Sept. Hot Tub is open year round. Come relax! Due to new fees by aibnb we will be moving to vrbo.

Top Guest favourite

Home in Rochester

5 out of 5 average rating, 14 reviews

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.

Guest favourite

Home in Rochester

4.8 out of 5 average rating, 15 reviews

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.

Guest favourite

Apartment in Pittsford

4.96 out of 5 average rating, 23 reviews

Trolley Apt Upper: Steps to Village Trail & Canal!

Catch up on some much-needed R&R with your favorite travel companion at this 1-bedroom, 1-bath vacation rental! Tucked away on 1 acre of park-like landscaping and surrounded by 5 acres of forever wildland, this quaint apartment offers all you need for a rejuvenating retreat. Fire up the grill on the patio to enjoy a backyard BBQ for 2 or head to Ontario Beach Park or Canandaigua Lake to catch a colorful sunset - you choose! With a full kitchen and laundry units, you’ll feel right at home.

Guest favourite

Home in Penfield

5 out of 5 average rating, 15 reviews

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

Top Guest favourite

Home in Rochester

4.97 out of 5 average rating, 71 reviews

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.

Guest favourite

Home in Irondequoit

5 out of 5 average rating, 6 reviews

Light and Bright 2 Bedroom Suburban Oasis

Spend your time in Rochester in a bright and newly updated home curated by a home chef and Sommelier. Outdoor bar and jacuzzi complete the back patio. Beautiful relaxing porch. Peaceful corner lot with many trees and a landscape. This home has stylish decor, while still maintaining the comforts of a family home, like a fully stocked kitchen. Comfortable, upscale furniture. 2 bedrooms, 2 full bathrooms and 3 full living rooms. You will feel at home and comfortable here.

Superhost

Home in Penfield

4.84 out of 5 average rating, 171 reviews

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.

Top Guest favourite

Guest suite in Rochester

4.99 out of 5 average rating, 355 reviews

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.