Vacation rentals in Penfield

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Top-rated vacation rentals in Penfield

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Top guest favourite
A cozy seating area is highlighted by a stylish green and patterned couch adorned with plush cushions. A round coffee table sits in front, topped with a small plant. Natural light floods in through a nearby window, illuminating the serene blue walls and simple dining table in the background.
Guest suite in Maplewood
4.96 out of 5 average rating, 225 reviews

Entire 3rd-floor w/ kitchenette. No cleaning fee

Tuck away on the private 3rd floor within our century-old home in a historic district (please read full listing). 2 comfy beds. Great for 2 guests or family with kid(s). Enjoy simple comfort with lots of small touches guests praise. You'll be next to a park & 10min to downtown OR Lake Ontario! There's space to work or relax, two TVs, and a light-duty kitchenette. Stocked with quick breakfast items, snacks, coffee & teas. Near hospital. 15min to airport, 18 to RIT (Pets ok. READ PET POLICY first)

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, 424 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.

Superhost
Apartment in North Winton Village
4.74 out of 5 average rating, 46 reviews

2 bed. Close to downtown, universities + hospitals

Cozy 2bedroom in the heart of North Winton Village. Enjoy many popular bars and restaurants within walking distance, such as Winfield’s bar and grille, merchants wood fire pizza, jacks fancy, lucky, JJ’s pub, wildflour for fresh made pasta, pandemonium coffee shop, or Jen’s artisan bakery for some fresh bread, just to name a few. 5 minute drive to park ave bars and restaurants 8 minutes to downtown, blue cross arena 4.5 miles away from strong hospital 2.6 miles away from rochester general

Top guest favourite
Home in Penfield
5 out of 5 average rating, 24 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, 166 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
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, 89 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.

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, 29 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 bright living space features large windows allowing natural light to fill the room. A comfortable sectional sofa with decorative pillows faces a circular coffee table. A wooden desk with a chair is beside a plant, creating a cozy workspace. Two armchairs are positioned opposite the sofa.
Apartment in Neighborhood of the Arts
4.98 out of 5 average rating, 446 reviews

Downtown Rochester Retreat - King Bed, Parking

IG @roccitystays TIP: Add us to your wish list; click the ♥ in the top right corner to find us easily • Bright, renovated apartment - quiet, safe street • Neighborhood of the Arts • Steps to Strathallan Hotel and Memorial Art Gallery • Walk to theatre, museums, food & drink, nightlife, shopping • Minutes from airport, 490, colleges • Perfect for business or leisure • Historic details preserved, yet updated with modern conveniences! • AC: Avail May-Oct • EV charger by request

Guest favourite
The kitchen features dark cabinetry paired with stainless steel appliances, including a refrigerator and a gas stove. A sink is positioned beneath a window, allowing natural light to enhance the bright space. Attractive tile flooring adds a modern touch to the overall design.
Apartment in North Winton Village
4.92 out of 5 average rating, 49 reviews

One bedroom apt with projection

This special place is close to everything, making it easy to plan your visit. With multiple restaurant options and night life action within walking distance, makes this space a perfect location for seeking entertainment. The apartment is 800 square ft , nice size lounge with reclining love seat and a 100 inch projector screen to give you a at home theater vibe . The neighborhood is family oriented with many doggy lovers walking their pets and residents jogging on the street.

Guest favourite
The open-layout kitchen features modern cabinetry and stainless-steel appliances. A round dining table is surrounded by two wooden chairs, with a cozy seating area visible in the foreground. A plush area rug adds comfort to the space, complemented by soft ceiling lighting.
Apartment in Rochester
4.96 out of 5 average rating, 48 reviews

Private Patio Apartment near 590/490/downtown

Enjoy this beautifully decorated space with a fully equipped kitchen, tile bath, dining, sitting, and sleeping areas. Sliding patio doors open to a gorgeous yard. Rest easy with a comfy mattress and blackout curtains. Less than 3 miles to I-490 & I-590; downtown and eastside villages 5–15 min away. Off-street parking, fast WiFi, and smart TV. Smoke-and pet-free. Grocery stores, restaurants, shopping very close by. Parking space for one vehicle off street.

Guest favourite
The yellow farmhouse is set amidst lush greenery, surrounded by trees. A spacious driveway leads to the front porch, which is shaded by overhanging branches. A basketball hoop and a grill are visible near the garage, contributing to the outdoor recreational space.
Home in Penfield
4.84 out of 5 average rating, 175 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.

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
4.84 out of 5 average rating, 123 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 vacation rentals

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