Holiday houses in Village of Pittsford

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Top-rated holiday rentals in Village of Pittsford

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

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Top Guest favourite
The exterior of a large farmhouse is depicted, with a well-maintained lawn featuring a mature tree and colorful autumn foliage. A pathway leads to the entrance, and large windows provide ample natural light inside. Clear blue skies enhance the tranquil setting.
Guest suite in Bloomfield
4.94 out of 5 average rating, 419 reviews

Farm House Suite 15 minutes from Bristol Mountain

Country location on a quiet road just minutes from Canandaigua Lake, and Bristol Mountain. Large farmhouse, with private suite including a huge great room (450 sf), wrap around screened-in porch. Please note that bedrooms and bath are upstairs. Geothermal heating/cooling. No full kitchen or downstairs sink available, only toaster oven, mini fridge, coffee maker (Keurig) with seating for 4 in section of great room. TV, fast Wifi for all your devices. Plenty of privacy and room to spread out.

Top Guest favourite
A modern kitchen featuring sleek black cabinetry and light countertops. Stainless steel appliances include an oven and a refrigerator. Natural light enters through skylights and large windows, illuminating the space. A dining chair and decorative items enhance the kitchen's functionality and style.
Home in Pittsford
4.94 out of 5 average rating, 51 reviews

Beautiful 2BR in the Heart of Pittsford Village

Welcome to The Demler House located in the heart of the Pittsford Village. Whether you want to stroll through the quaint shops and eateries or take a bike ride down the historic Erie canal, you will not find a location more suitable to help you find exactly what you were looking for. A true hidden gem that boasts the perfect combination of relaxation and excitement. Explore the many wonderful restaurants, cafes, & artisan boutiques. The inviting communal atmosphere in Schoen Place is contagious.

Top Guest favourite
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, 192 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 favourite
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, 190 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.

Guest favourite
A comfortable seating area is highlighted by a modern sofa and accent chairs, accompanied by wooden side tables. A flat-screen TV is mounted on the wall, and natural light filters in through large windows with dark shades. Green plants add a touch of nature.
Apartment in Rochester
4.88 out of 5 average rating, 152 reviews

Upscale Downtown Apartment

Guests can enjoy this comfortable, fully-equipped suite in the heart of downtown Rochester during any sort of stay. Enjoy all the comforts of home within a short walk to spots like the Riverside Convention Center and Blue Cross Arena. Traveling outside the city? With a free pass to a parking garage right outside the building, you'll have a quick and easy drive to any part of the Greater Rochester Area. Enjoy this spacious apartment with everything you need, no matter how you spend your stay!

Top Guest favourite
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, 503 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 favourite
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, 169 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 favourite
A cozy corner of the living room features a black recliner beside a small cabinet with textured detailing. Natural light filters through the white blinds, illuminating a decorative arrangement of leaves on the wall. A small coffee table with a plant sits in the foreground.
Apartment in Penfield
4.97 out of 5 average rating, 163 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 favourite
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
4.99 out of 5 average rating, 109 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.

Top Guest favourite
A spacious living area is characterized by wood beams and polished hardwood floors. A sectional sofa is positioned alongside a large area rug. A dining table with chairs and a modern kitchen area are visible in the background, illuminated by pendant lights.
Loft in Park Meigs
4.91 out of 5 average rating, 252 reviews

Beautiful Historic Loft • King Bed & Work Desk

Stay in this historic Button Factory to experience the best food, business and entertainment in Rochester. From high-end finishes to modern amenities, this loft is the pinnacle of perfection. Here at Lofted Living, we strive for a seamless experience for you, including a dead simple check-in process and periodic check-ins during your stay. With 24/7 availability we will assist you with anything from restaurant suggestions to providing additional towels. Sit back and enjoy your stay!

Top Guest favourite
A modern kitchen features ample white cabinetry with open shelving for decor. Stainless steel appliances, including a dishwasher and an oven, are present, with a large window providing natural light and views of a tranquil outdoor setting. A dining area is visible in the background.
Home in Fairport
5 out of 5 average rating, 26 reviews

Charming Fairport Retreat Rochester Ny

Fairport NY is considered one of the hottest places to live in the US in 2025. Step into our beloved Fairport haven—a special place you can call home whenever you journey to Rochester, NY. This charming corner of Rochester is perfect if you're looking for a quiet, cozy stay! This is our invitation to share in the warmth and comfort of our home. No Smoking Inside/Outside. No Pets. Additional Bedroom $89/night. All people should be a registered guest w AirBNB, no parties or events.

Top Guest favourite
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, 169 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.

Popular amenities for Village of Pittsford holiday rentals

Frequently Asked Questions

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

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

  • 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 air conditioning, over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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.

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

    Experience the best of Pittsford with our house rentals, starting at about $200 per day, before taxes and fees. Embrace comfort and style while staying within your budget 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.

  • Are there family-friendly house rentals in Pittsford?

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

Quick stats about holiday rentals in Village of Pittsford

  • Total holiday rentals

    Explore 10 holiday rentals in Village of Pittsford

  • Nightly prices starting at

    Village of Pittsford holiday rentals start at $356 NZD per night before taxes and fees

  • Verified guest reviews

    Over 510 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Village of Pittsford holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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!