Holiday houses in Penfield

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Top-rated holiday rentals in Penfield

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Top Guest favourite
A comfortable bedroom features a spacious bed with dark bedding and colorful throw pillows. A small refrigerator and microwave are positioned in the corner. Natural light filters through two window treatments, while artwork adorns the walls, adding visual interest to the room.
Guesthouse in Highland Park
4.93 out of 5 average rating, 171 reviews

Private Bedroom and Bath with Separate Entrance

This calm bed and bath in the back of our house on the SECOND FLOOR is a great place to stay while you explore Rochester. You enter through the back porch and MUST GO UP A FLIGHT OF STAIRS to the suite. Located on the edge of the South Wedge/Highland Park area of Rochester it is walking distance to cafes, restaurants, Highland Park and the thruway 490. It is easy to get to the local schools RIT, U of R, and the hospitals - as well as to downtown! Bus lines are close if you don't have a car.

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, 188 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 favourite
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
4.98 out of 5 average rating, 195 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.

Guest favourite
Home in Penfield
5 out of 5 average rating, 20 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
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, 160 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, 108 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 dining area features a large checkered table surrounded by black chairs, creating a welcoming space. Natural light is provided through multiple windows, illuminating the gray walls and wood-style flooring. A door leads to additional rooms, enhancing the apartment's spacious feel.
Apartment in Fairport
4.98 out of 5 average rating, 142 reviews

Train Lover's Paradise! 3 br apt on Main St.

Built in the 1850's, this 2nd floor apartment is perfectly placed between the famous Erie Canal and the historic New York Central Railroad. Enjoy up close train viewing from 7 different windows 100 feet from the tracks! Recently renovated and updated, it's a perfect place to experience Main St living with restaurants, breweries, shopping and parks in walking distance. This 3 BR, full bath apt features an eat-in kitchen with utensils and cookware, laundry room and cozy living room.

Top Guest favourite
A spacious living and dining area features large windows allowing natural light to fill the room. A wooden dining table is surrounded by wooden chairs, and a comfortable gray sofa is positioned nearby. Decorative plants and artwork add a touch of color to the neutral-toned space.
Apartment in Penfield
4.98 out of 5 average rating, 88 reviews

Spacious, historic village APT mins from Rochester

Sunlit apartment within walking distance of restaurants, shops, and nature trails. Conveniently located just a short drive to downtown Rochester, Strong Memorial Hospital, and anywhere else in the greater Rochester area. The first floor features a full kitchen, a spacious living/dining area, and laundry. Upstairs you'll find an office space, a recently renovated bathroom, and a comfortable bedroom. You'll have access to a front porch and a back deck. Off-street parking included.

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, 166 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.

Guest favourite
An open living room features a plush gray sofa with decorative cushions, positioned beside a dark coffee table. Natural light flows through a window, highlighting the rich hardwood floors and classic gumwood trim. A dining area is visible in the background, complemented by a stylish painting.
Home in North Winton Village
4.92 out of 5 average rating, 101 reviews

Artists’ House in North Winton Village/ No Fees

Coming to visit family or for work? Centrally located house with the charm of the 1930s and the comforts of today. Beautiful hardwood floors and original gumwood trim. New queen-sized beds, linens, TVs, and appliances. This location is amazing. Plenty of space to get work done or just relax. High-speed fiber-optic internet. There is a washer and dryer available with detergent and fabric softener. Lots of original photography and art throughout the house. Off-street parking.

Top Guest favourite
A cozy bedroom features soft green walls and natural light filtering through two large windows. A medium-firm queen bed is dressed with crisp linens and a decorative blanket, while lamps on either side provide warm illumination. A simple coat rack is mounted on the wall.
Apartment in North Winton Village
4.95 out of 5 average rating, 114 reviews

Sunny 1 bdrm Apt in North Winton

Enjoy this well-appointed, freshly updated 1930s duplex in the heart of the North Winton Village neighborhood in Rochester, NY. This home is one block from Winton Rd, where you’ll find a wide array of restaurants, bars, shops, and even a public library, all just a 5 minute walk. We've taken care to equip this unit with everything you should need. However, should any issues arise, my partner and I live in other half the duplex and can readily assist you.

Guest favourite
A spacious living area is presented with a comfortable sectional sofa adorned with decorative pillows. Natural light filters through the neatly arranged window treatments, illuminating the hardwood floors. A large television sits on a modern stand, and a colorful area rug adds texture to the space.
Home in East Rochester
4.83 out of 5 average rating, 118 reviews

Cheery 2-BDRM in East Rochester! w/onsite parking

Relax and unwind in this lovely updated home on a quiet street of East Rochester! Centrally located between Penfield and Pittsford, with quick access to 490 Expressway. Parking for two cars in driveway. Spring Lake Park is just around the corner with a playground for children, off leash area for dogs, plus Irondequoit Creek for anglers! Home is pet friendly if approved by host - please enquire. Fee is $20/night/pet. Discount for longer stays.

Popular amenities for Penfield holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Monroe County
  5. Penfield