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Holiday houses in Penfield

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Top-rated holiday rentals in Penfield

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, 418 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
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, 189 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.

Superhost
The exterior of a two-story home is showcased, featuring a wooden deck with seating and a hot tub. A well-maintained garden surrounds the property, adorned with vibrant flowers and stone pathways, creating a serene and inviting outdoor space.
Home in Rochester
4.95 out of 5 average rating, 249 reviews

Cheerful Garden Oasis/ Hottub + Holiday Decor

Cheerful Garden Oasis! A peaceful and scenic 2 story home close to everything Rochester has to offer. A luxury listing where you will enjoy the historic and beautiful neighborhood of Brighton. Warm up by the gas fireplace in winter. Bike to Brickyard Trail or Twelve Corners for ice cream in summer. Relax on the patio or in the hottub with views of beautiful gardens as ambient uplighting turns on at night. Sit by the firepit and make smores! Keep your eye out for wildlife and deer spotting.

Top Guest favourite
An open-concept kitchen and dining area is visible, featuring wooden cabinets, stainless steel appliances, and a central island with seating. A natural light source brightens the space, highlighting the blend of modern and rustic elements. A designated workspace with a wooden table is included.
Home in Swillburg
4.93 out of 5 average rating, 139 reviews

Cozy bungalow in desirable area!

Updated 1 bdrm home located right next to South Wedge. Quiet + safe neighborhood with many restaurants, cafes, shops + bars within walking distance. Within ~10 minutes of Highland, Strong, + Rochester General. Enjoy downtown living, while also having the perks of off street parking + an entire house on a dead-end street. Open concept home with eat-in kitchen + dedicated office space – perfect for remote working. Fully fenced in backyard (dogs welcome upon approval). Long or short stays!

Guest favourite
The bedroom features a spacious white bed adorned with soft linens and decorative pillows. A lighted nightstand is positioned beside the bed, complemented by a framed sign reading 'daydream believer' above the headboard. Soft natural light filters through the curtains, creating a calming atmosphere.
Apartment in Highland Park
4.89 out of 5 average rating, 301 reviews

Daydream Believer-Cozy 1bdrm in Swillburg Area

Whatever brings you to Rochester – wish to explore the city, just have a good time, cultural events, sporting events, visiting university, business, or any other reason, the location of the apartment and the way it is suited makes the Daydream Believer your perfect choice! This second-floor walkup apartment is drenched in light, stylish enough to be impressed, yet not too stylish to deter you from unwinding. A lovely space to relax and reset after a busy day whether it is work or play.

Top 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, 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 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, 168 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 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, 116 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, 121 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.

Guest favourite
A modern studio features an open layout with a spacious kitchen area and a comfortable seating arrangement. Large windows provide natural light and views of Irondequoit Bay. A flat-screen TV is mounted on the wall, and light-colored flooring creates a fresh ambiance.
Apartment in Rochester
4.89 out of 5 average rating, 382 reviews

Private sancutary on Irondequoit bay

Stunning private studio nestled on the banks of the prestigious Irondequoit Bay. Enjoy the Peace and tranquility of lake living but the convenience of being so close to downtown Rochester. This property has a gorgeous bay view! Perfect stop over for local events or a weekend getaway. No local guests, property is available to international and out of town traveler’s.

Popular amenities for Penfield holiday rentals

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