Holiday rentals with breakfast in Monroe County

Historic Craftsman Bungalow

4 West Brook Road is a craftsman bungalow in the heart of Pittsford, New York. I love to share my primary residence with other world travelers who enjoy unique experiences and world class architecture. The bungalow is nestled in a park like setting only minutes from local amenities: grocery and liquor stores, restaurants and theaters. This home is an original Sears Roebuck Kit House which is listed on the National Registry of Historic Homes, and is beautifully restored with period furnishings.

Silo Glamping Getaway

Get away from the rush and noise of everyday life for a pintrest-worthy stay in our silo bed and breakfast! Build a campfire and relax in the Adirondack chairs or flip on the propane fire on the deck and enjoy a cup of coffee! You might even catch our resident bunny family hopping around the hilltop or a few deer wander through. Wake up to a gorgeous sunrise right outside your door! ***now that school is starting up, pricing reflects breakfast no longer being served...check out the local diner!

Entire guest floor w/kitchenette. No cleaning fee

WINTER STAYS & all seasons. Relish a peaceful retreat on the charming, private 3rd floor within our century-old home. Enjoy simple comfort with lots of little extras that guests praise. (Please read full listing) Next to a park and 12min to downtown OR Lake Ontario! There's space to work or relax, 2 TVs, 2 comfy beds, and a light-duty kitchenette stocked with quick breakfast items, snacks, coffee & teas. Near hospital. 15min to airport, 18 to RIT. We love hosting, and our high rating shows it!

Perfect house and location

This special place is close to everything, making it easy to plan your visit. A charming and unique property located in the heart of Pittsford village. The main living area is spacious and open, offering a perfect space for entertaining guests or relaxing with family. Upstairs you’ll find 3 well appointed bedrooms, offering plenty of closet space and natural light & a full bathroom. The master suite also features a full bathroom. Don’t miss your opportunity to rent this one of a kind property!

Paradise East

Walk to Oak Hill CC. This Pittsford home is centrally located. It's a short stroll to Oak Hill Country Club, a brief trip to Wegmans, Trader Joe's and Whole Foods, and a short, scenic drive to Canandaigua Lake. Paradise East has five bedrooms with option to set up an additional queen bed & twin. Each bedroom has been curated with handcrafted, artisan furniture. We leave the Victorian era for modern bathrooms, a serious chef kitchen and a spacious patios with spectacular east and north views.

COZY TINY CITY HOUSE, A BEAUTIFUL HIDDEN GEM.

This Tiny House is a city's hidden gem. Nestled in a diversity cultured neighborhood ..a beautiful relaxing hide-away. Cozy bedroom studio that sleeps 1-2 people. Centrally located on a one way street providing a 5 min drive to Downtown and the city's everything beautiful, business & entertaining. Rich with social opportunities. Secluded behind the gated main home, with private entrance, parking, outdoor patio, and BBQ grill. Here's a certain Suburbanization within the Urban life.

2 bedroom, near 490/590/city

Home away from home is comfortably decorated and works well for groups up to 6 people. Three queen beds in the unit. It has a full kitchen with nice spaces for dining inside or out. The neighborhood has a sidewalk with parks nearby. It is strategically located equidistant to both the 590 and 490 entrances by less than 3 miles each way. The east side towns are also all within about 3 miles. Excellent grocery stores and restaurants are very close by. Parking for 1 vehicle on property.

Enchanted Winter Cottage • Hot Tub Retreat

Welcome to The Enchanted Hideaway — a cozy storybook cottage wrapped in trees and soft magic, just a gentle 5-minute walk from a private neighborhood beach. This is a place to slow down, reconnect, and breathe deeply again. Sip your morning coffee with birdsong, wander to the shore for sunset, or soak under the stars in your private hot tub. Whether you’re celebrating a special occasion or simply need to rest, this retreat invites you to feel calm, peaceful, and beautifully at ease.

Lovely Double Level Upper Apartment W Projector

Have fun with the whole family at this beautiful apartment. You can stop your search now. You just found the perfect place to book for your trip to Rochester. Clean. Trendy. Fast WiFi. Quick host responses Get the good nights' sleep you deserve with our dreamy Queen beds. Minutes away from downtown Rochester If you're looking for the best family experience or just a lovely getaway, skip an expensive hotel or other boring Airbnb's for your extended stay and book now with us.

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

Private & Zen 3rd floor studio, near hospitals

Enjoy this fully renovated, private 3rd floor zen space, near Strong & Highland Hospitals, R.I.T. and the airport. Intuitively and artistically designed with comfort, convenience and relaxation in mind. Light-duty custom kitchenette. Private bath with over-sized, custom-tiled, walk-in shower. Dedicated workspace with large desk and Wi-Fi. Queen bed with deep memory foam mattress. 42" flat screen Roku smart tv. Lots of extras. Unwind and relax! ** Weekly Discounts Available **

Dreaming Tree Rochester's Best Home away from Home

Welcome to this peaceful home overlooking the bay. Tucked away in the trees, yet close to everything Rochester offers. Minutes from downtown, local attractions and 2 Hospitals. Walking distance to Seabreeze, 5 miles from URMC and RGH. 1hr. to the Finger Lakes wine region. Perfect for traveling nurses, families & friends. Cozy, lots of amenities, plenty of parking and spacious. Enjoy nature & proximity in this serene 4 bedroom, two full bath home. Inquire about MTRs as well.