
Holiday houses in Penfield
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Penfield
Guests agree: these stays are highly rated for location, cleanliness and more.

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)

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.

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

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

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.

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!

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.

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.

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.

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.

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.

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
Other great holiday rentals in Penfield

Peaceful Escape: 1 Bedroom with private bathroom

Cheerful Retreat, Steps From Park Ave. Fast WiFi!

Dorcas-1

Cozy Private Room near Rochester_W1

Spacious bedroom in Art House

A4-Full bed Small private room washer+dryer

Pittsford Garden Retreat

Far 2-Relaxing Private Rm 9-Minutes from Hospital
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Letchworth State Park
- Six Flags Darien Lake
- Chimney Bluffs State Park
- Sea Breeze Amusement Park
- The Strong National Museum of Play
- Bristol Mountain
- Fair Haven Beach State Park
- Cayuga Lake State Park
- Stony Brook State Park
- Hamlin Beach State Park
- Keuka Lake State Park
- High Falls
- Hunt Hollow Ski Club
- Fox Run Vineyards
- Three Brothers Wineries and Estates
- Keuka Spring Vineyards
- Granger Homestead and Carriage Museum
- Hunt Country Vineyards




