Holiday rentals in Monroe County

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Top-rated holiday rentals in Monroe County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Guest suite in Rochester
4.96 out of 5 average rating, 227 reviews

Entire guest floor w/kitchenette. No cleaning fee

WINTER STAYS. Tuck away on the charming private 3rd floor within our century-old home (please read full listing). Enjoy simple comfort with lots of small extras that guests praise. 2 comfy beds. Ideal for 2 or 3 guests or family with kid(s). 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 fare, snacks, coffee & teas. Near hospital. 15min to airport, 18 to RIT (Pets ok. See pet policy)

Top guest favourite
A spacious living area features a light-colored sectional sofa, offering ample seating. A floor lamp stands beside the sofa, while a glass coffee table is positioned in front. A cozy armchair is situated near a neutral-toned wall, complemented by a television mounted on the adjacent wall.
Flat in Rochester
4.96 out of 5 average rating, 616 reviews

Stylish Studio w/Balcony in Historic Corn Hill

Stay in Rochester's oldest residential neighborhood among many beautiful Victorian homes. Walk to grab a glass of wine at Flight Wine bar or take a scenic stroll along the Genesee River. Right off 490, this apartment is close to airport, city center, University of Rochester, Strong Memorial Hospital, Highland Hospital, College Town, & South Wedge. Walk to downtown attractions such as Blue Cross Arena (0.5miles-10min walk), Dinosaur BBQ (0.5miles-10min walk) & Frontier Field (0.7miles-15min walk)

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, 144 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
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, 403 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, 261 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
Flat in West Henrietta
4.99 out of 5 average rating, 267 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
Home in Rochester
5 out of 5 average rating, 7 reviews

Stunning Home at Center of Rochester

This is a unique stunning home in the center of Rochester city. It is modernly furnished and perfect getaway for a family who would like to stay in a spacious, private, and sophisticated home in the heart of Rochester city. There is an expansive fully equipped kitchen, dining/living area, home office, two bedrooms with ensuite baths, and rooftop deck that showcases an unmatched Rochester skyline view. There is high-speed internet, multiple smart TVs w/ streaming, and 2 washers/2 dryers.

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, 696 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
A spacious living area is characterized by wood beams and polished hardwood floors. A sectional sofa is positioned alongside a large area rug. A dining table with chairs and a modern kitchen area are visible in the background, illuminated by pendant lights.
Loft in Rochester
4.91 out of 5 average rating, 254 reviews

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!

Top guest favourite
Home in Webster
5 out of 5 average rating, 117 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.

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, 449 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, 150 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

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