
Holiday houses in Penfield
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Top-rated holiday rentals in Penfield
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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.

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.

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.

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.

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.

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.

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.

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.

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.

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

The Cozy Homestead in Penfield

Peaceful Escape: 1 Bedroom with private bathroom

Töst Community Co-living

Private & Zen 3rd floor studio, near hospitals

Modern 4BR Family Home- Playroom- Village Location

Jim and Jeanneann's Red House Rm 1

Pittsford Garden Retreat

Starlight Village retreat with hot tub & EV CHGR
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- 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
- Three Brothers Wineries and Estates
- Keuka Spring Vineyards
- Fox Run Vineyards
- Hunt Country Vineyards