Holiday rentals in Monroe County

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Top-rated holiday rentals in Monroe County

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Top guest favourite
A bright living space features a comfortable sofa adorned with a yellow pillow, paired with a sleek side table. A wooden dining table with chairs is positioned nearby. Natural light filters through multiple windows, highlighting the tasteful decor and open layout.
Home in Rochester
4.94 out of 5 average rating, 141 reviews

Victorian Home-2Br/2Ba w/ Huge Porch & Game Room!

I hope your stay leaves you with memories of happy laughter and good times! I hope you always look back on the fond memories, including: Premium Mattresses & Linens for your comfort! Fully equipped kitchen! Games for the kids! Outdoor Furniture and BBQ Grill! In the neighborhood: Abbotts Frozen Custard Windjammers Mr. Dominick's at the Lake Hose 22 Whiskey River Bill Grays Other Attractions: Ontario Beach Ontario Beach Park Antique Dentzel Carousel Charlotte Genesee Lighthouse Charlotte Pier

Top guest favourite
An open-concept living space features a dark blue kitchen with modern appliances, a large dining table set for four, and a cozy seating area with a sectional sofa. Hardwood floors add warmth, while large windows provide natural light filtering through soft curtains.
Loft in Rochester
4.91 out of 5 average rating, 243 reviews

Spacious LUXE Loft • King Beds, Work Desk, Parking

Stay in the historic Center City Place to experience the best food, business and entertainment in center city. With 1800 square feet, luxury finishes & appliances, this loft is the pinnacle of perfection. Here at Lofted Living, we provide 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!

Top guest favourite
The exterior of a two-story house with a light tan façade features bright green shutters and a distinctive round window. A covered porch is adorned with intricate detailing, and lush greenery surrounds the structure, contributing to a welcoming neighborhood aesthetic.
Home in Rochester
4.96 out of 5 average rating, 399 reviews

Good location, Bright, South Wedge, AC and Parking

We continue to clean fastidiously, and provide excellent ventilation. Spacious 2nd floor flat with skylights, full kitchen and bath, living room, dining room and bedroom. There is Central Air conditioning and off-street parking. We are ideally located in the city of Rochester, close to Highland Park, the U of R and hospitals...and an easy walk to the cafes, (ice cream!) stores, pubs and restaurants of the South Wedge. Downtown in 10 minutes. Roc Cinema also reopened a short walk away.

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, 253 reviews

Cheerful Garden Oasis/ Hottub + Christmas 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 Rochester
4.93 out of 5 average rating, 142 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!

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 Rochester
4.96 out of 5 average rating, 219 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 to feel at home. 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 breakfast items, coffee, teas & snacks. Near hospital. 15min to airport, 18 to RIT (Pets ok. READ PET POLICY first)

Top guest favourite
A spacious living area features a cozy seating arrangement with a reclining sofa and two armchairs. A gas fireplace is positioned beneath a flat-screen TV. Natural light filters through vertical blinds, illuminating the soft carpeted floor.
Flat in West Henrietta
4.98 out of 5 average rating, 262 reviews

Perfect "Home away from Home" Near RIT and U of R

Perfect "Home away from Home" with lots of natural light. Spacious and delightful, first floor apartment is only 2 miles from RIT (Rochester Institute of Technology) and 5 miles from U of R. Only 6 miles from Roc Airport. Very Safe, quiet neighborhood with sidewalks, and private ponds for fishing or kayaking. Free parking for 1 car. Enjoy gas fireplace, central heat, central air, and Wifi. Ready to use kitchen, coffee maker, Beautiful porch with patio furniture, Gas/charcoal grill.

Top guest favourite
A spacious bedroom features a comfortable bed with a vibrant red throw. A desk and chair are positioned next to the bed, providing a work area. Natural light enters through a window, and a stylish area rug adds warmth to the hardwood floor.
Flat in Rochester
4.98 out of 5 average rating, 693 reviews

Beds on Berkeley in the Park Avenue neighborhood

Our place is clean, bright and spacious. It is a truly warm and inviting space for 1 - 4 guests. We are located in the heart of the Park Avenue neighborhood, where restaurants, cafés and shops are just steps away. It is a super comfortable place with a strong home away from home vibe. We have a very simple check in process and no "chore" list for guests at check out. We can accommodate off street parking for two vehicles on the property. We are happy to host a maximum of 4 guests.

Top guest favourite
Home in Webster
5 out of 5 average rating, 113 reviews

Amazing 2 bdrm home Fantastic area, close to city.

Relax and unwind in this beautifully updated 2 bedroom home conveniently located just 8.5 miles from Downtown Rochester in the town of Penfield bordering the the town of Webster- “Where Life is Worth Living”. You will love the location with shopping, movies, entertainment, and of course, lots of restaurants all very close by. A hop, skip and jump away from beautiful Irondequoit Bay, take this opportunity to rent boats, kayaks and paddle boards and enjoy all the area has to offer.

Guest favourite
A comfortable living area features a sectional sofa with decorative pillows, a light-colored coffee table, and a television mounted on a stand. The open space extends to a dining area with a circular table and chairs, and a kitchen is visible with a white refrigerator and ceiling fan.
Flat in Rochester
4.85 out of 5 average rating, 240 reviews

PineappleROC Lake Ontario Queen’s Cottage

PineappleROC presents The Queen’s Cottage nestled in a beautiful little pocket of the town of Greece, NY. Visiting old friends, family, here for business, or just a needed getaway the cottage will provide the perfect relaxation experience. Explore the Port of Rochester, local restaurants & businesses, including Abbott's ice cream, Schalers and more. While this property does NOT include beach access, Charlotte Beach is 2.5 miles away and Hamlin Beach State Park is 6.0 miles away!

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.
Flat in Rochester
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

Top guest favourite
The tranquil lakeside view showcases gentle ripples on the water under a pastel sky at dusk. Lush greenery and seating options are visible along the serene shoreline, complemented by patios and gardens that enhance the natural beauty of the surroundings.
Home in Rochester
5 out of 5 average rating, 148 reviews

True North Lakeside Retreat

Our lake house has been renovated with the comfort and enjoyment of our guests in mind. Come and relax on one of the 4 patios or 2 decks and enjoy the beauty of lake life. We have 4 bedrooms and 2.5 baths in 2500 square feet of living space indoors and 75 feet of lake frontage outdoors. Wildlife abounds with Bald Eagles, Canada geese, swans and minks . Close to many restaurants, shopping, golf courses and two beaches, we hope you stay with us soon. Permit # R25-45, R24-86

Popular amenities for Monroe County holiday rentals

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