Vacation rentals in Village of Pittsford

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Top-rated vacation rentals in Village of Pittsford

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A historic farmhouse is visible, framed by vibrant autumn foliage. A well-maintained driveway leads to the entrance, with a mailbox and flower arrangement at the forefront. The colorful landscape features lush green grass and scattered orange leaves, enhancing the serene appeal of the property.
Farm stay in Canandaigua
5 out of 5 average rating, 102 reviews

CMAC - 420 Friendly Horses Private Quiet Romantic

Our visitors have only 5 star reviews for Finger Lakes High View. " Best stay ever!"; "Clean, quiet and peaceful". Our working horse farm offers a comfortable stay; spectacular fall vistas and is only 6 miles from Canandaigua Lake. Chill with a beverage in our 3 season room. Visit with our horses. They are guest friendly and love carrots (provided). You will have a 5 star experience in this immaculate historic home-away-from-home that offers proximity to Canandaigua and a 420 friendly stay.

Top guest favorite
Home in Pittsford
4.88 out of 5 average rating, 136 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 favorite
A small historic house is shown from the side, set among greenery. The exterior features dark brown siding, a gabled roof, and a welcoming deck with steps leading up. Flower pots are placed on the patio, offering a touch of greenery near the entrance.
Home in Pittsford
4.99 out of 5 average rating, 196 reviews

The Cottage at Bushnell’s Basin

*NOTE: We are building another house on this property. Construction will not be active during your stay. See last photo for details. Small historic house in the heart of Bushnell’s Basin, Pittsford NY. Walking distance to the Erie Canal, restaurants, a local brewery, & several small businesses. Very close to I-90 & 490, offering easy access to Eastview Mall, Rochester, the Finger Lakes Region, & Bristol Mountain Ski Resort. 3 miles from the Village of Pittsford and 5 miles from Pittsford Plaza.

Top guest favorite
Two upholstered armchairs are positioned in a cozy living area, facing each other across a small gold table. In the background, a doorway leads to a kitchen, which is equipped with a refrigerator. Soft carpet covers the floor, complementing the neutral wall color.
Apartment in Pittsford
4.95 out of 5 average rating, 192 reviews

Private studio apartment in Pittsford

Studio apartment with large living/sleeping area. Sleeping area has a king bed that can be set up as twin beds, if requested. The space includes a kitchen with refrigerator, microwave, large toaster oven, dishwasher and coffee maker; a large bathroom, with corner tub and shower. It does not offer a stove or washer/dryer. There is a separate private entrance, and parking area. WIFI is also included. Note that all sanitization protocols are followed to prepare the apartment for guests.

Top guest favorite
A dining area features a black wooden table surrounded by six chairs. A small plant is placed in a pot beside the table. Light hardwood floors enhance the space, while artwork with green hues adorns the walls. Windows allow natural light to brighten the room.
Home in Pittsford
4.95 out of 5 average rating, 526 reviews

Rochester/Pittsford remodeled contemporary ranch

Great location located in Pittsford and borders Henrietta. Conveniently located to highways and approximately fifteen minutes to downtown, ten minutes to lots of restaurants in Henrietta and lots of shopping. The house has been completely remodeled both outside and in. Restored hardwoods. It has a nice deck that is right off the kitchen. Great spot to sit outside for your morning coffee and wonderful for having dinner outside. About a 10-15 minute drive to RIT and University of Rochester.

Top guest favorite
A quaint tiny house is nestled among lush greenery, surrounded by flowering plants and trees. The exterior features a charming white façade with a decorative door and window, accented by climbing vines and colorful blooms, creating a peaceful and inviting outdoor setting.
Tiny home in Cobbs Hill
4.94 out of 5 average rating, 168 reviews

Tiny Tranquility near City Activity

Glamping in a park-like setting! This is a well equipped house with a lofted mattress and an outdoor hot shower. You can explore tiny house country/ city living. Located on private property separate from the residence and is next to a tranquil pet friendly park, walking path and labyrinth. You will be 2min from downtown, Wegmans shopping, Cobbs Hill, which overlooks the city skyline, all Universities and festivals.. Deer, foxes, bunnies, fire flys, unique birds are not garenteed. 😉

Top guest favorite
The exterior of the apartment showcases a two-story structure with gray siding and white trim. A welcoming entrance is highlighted by a dark wooden door framed by large windows. Stone steps lead to the entry, flanked by manicured lawns and black railings.
Apartment in Fairport
4.99 out of 5 average rating, 206 reviews

A "Jewel" In The Village

Prepare yourself to relax and enjoy Village Life in this second story apartment! This new 1300 sq. ft. open floor plan apartment is centrally located in the Village of Fairport. Just a short walk to unique Restaurants, Shops and Craft Breweries. Minutes to the Finger Lakes, Wineries, Concert venues and more. The 2nd floor balcony is perfect to end the day. Kick up your feet in front of the fireplace for the night and retire to one of the 2 Charming Master Suites waiting to take you away.

Top guest favorite
Apartment in Penfield
4.97 out of 5 average rating, 187 reviews

Amazing Apt. Fantastic area, close to city

Cozy up in this comfortable and spacious 1 bedroom apartment in historic Penfield Four Corners on the east side of Rochester. Safe, suburban town setting just 8 miles from downtown Rochester. Walking distance to many great local restaurants and coffee shops. Newly renovated with new **king size bed** and queen sofa bed with additional 4” memory foam for extra comfort. Fully equipped kitchen with new appliances to make you feel right at home. Wegmans and Target are just up the road.

Top guest favorite
An open-concept living area is revealed, featuring comfortable seating arranged around a coffee table. A large TV is mounted on the wall opposite plush armchairs. Natural light filters through multiple windows, illuminating the modern kitchen and dining space.
Home in Pittsford
4.98 out of 5 average rating, 130 reviews

Elegant Farmhouse in Pittsford (near Rochester)

Newly renovated house in heart of Pittsford. 3 Bdrms & sofa bed ! Each bdrm has full bath, TV & Ceiling fan. 1st flr laundry & 1/2 bath. WiFi. New appliances. Long driveway with parking for 6 cars, RV or even 18 wheeler! Bottled water, Reg/Decaf Coffee & Tea provided. Walk/Bike trail across street. 5min drive to Pittsford village, Bushnell’s Basin, East View Mall, Colleges (Nazareth and St. John Fisher), Golf courses, Wegmans Grocery store, shopping plaza’s and restaurants.

Guest favorite
A spacious living area features a large, tan sectional sofa adorned with decorative pillows. Natural light filters in through two skylights, illuminating the open space. A dining table is visible in the background, creating an inviting atmosphere for gathering.
Home in Pittsford
4.96 out of 5 average rating, 190 reviews

Beautifully renovated-private residence in Pittsford with 3 acres.

Forget your worries in this spacious and serene space. This is a gorgeous house set on 3 acres in Pittsford with close proximity to restaurants, shopping, and easily accessible to highways. This house can sleep up to 10 people. It would make an ideal house for a family gathering or could simply be a great retreat for a couple. There are many possibilities-not limited to just a typical Airbnb. You could easily host bridal/baby showers and parties that could accommodate many people.

Top guest favorite
A backyard seating area is set with a round table and four chairs beneath a large red umbrella. A stone patio provides a solid surface, with decorative flowers and lush green grass surrounding the space. A small outdoor fire chimney stands nearby.
Home in Rochester
4.99 out of 5 average rating, 232 reviews

Homey/private ranch near Henrietta comercial area.

Updated ranch with all you need for your stay. Conveniently located near commercial strip, restaurants and colleges. Close to freeway, and 12 mins to downtown and airport. Bordering with Pittsford , parks and trails. We are not hosting local residents at the moment. Thank you for your understanding. ABSOLUTELY NO PARTIES OR GATHERINGS AT ANY TIME. NO THIRD PARTY RESERVATIONS.

Top guest favorite
A spacious front porch features a white hanging swing with green and white striped cushions. The swing is set against a backdrop of white picket-style railings and a navy blue wall, creating a comfortable spot for relaxation. Lush greenery is visible through the nearby windows.
Home in Pittsford
4.97 out of 5 average rating, 107 reviews

Village charm| Grill | EV Charger | Porch & Patio

Welcome to your charming 1921 Craftsman home in the picturesque village of Pittsford, NY! This 3-bedroom, 1.5-bathroom retreat is designed to provide you with a nostalgic and cozy atmosphere, perfect for an unforgettable vacation! We apologize for the inconvenience but are not accepting guests without prior favorable ratings on Airbnb or large groups on business trips..

Popular amenities for Village of Pittsford vacation rentals

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Pittsford?

    Pittsford has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Pittsford?

    Experience the best of Pittsford with our house rentals, starting at about $170 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Pittsford?

    Yes! Work meets play with ease at over 10 vacation rentals in Pittsford featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Pittsford have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Pittsford. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Pittsford have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Pittsford. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Pittsford have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Pittsford. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Pittsford have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Pittsford. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Pittsford?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with air conditioning, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Village of Pittsford

  • Total vacation rentals

    Explore 10 vacation rentals in Village of Pittsford

  • Nightly prices starting at

    Village of Pittsford vacation rentals start at G$35,515 GYD per night before taxes and fees

  • Verified guest reviews

    Over 540 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Village of Pittsford vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Village of Pittsford rentals

  • 4.9 Average rating

    Village of Pittsford stays are highly rated by guests—averaging 4.9 out of 5!