Holiday rentals in Monroe County

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Top-rated holiday rentals in Monroe County

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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)

Guest favourite
A comfortable living area features a plush, two-tone sofa adorned with decorative cushions. A round coffee table holds a magazine and a small green plant. Natural light filters through two windows, highlighting the room's neutral palette and inviting design.
Guest suite in Rochester
4.9 out of 5 average rating, 212 reviews

Studio Apt close to Park Lighthouse & Lake Ontario

* located near the intersection of Lake Ave and Beach Ave * Just steps to the beach, the local public park, and local favorite restaurants and attractions * antique carousel * oldest operating lighthouse on Lake Ontario * restaurants, bars and hangouts include: Ontario Beach Ontario Beach Park Antique Dentzel Carousel Charlotte Genesee Lighthouse Charlotte Pier * and some of my favorite eateries: Abbotts Frozen Custard Windjammers Mr. Dominick's at the Lake Hose 22 Whiskey River Bill Grays

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
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, 697 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, 255 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
Home in Rochester
5 out of 5 average rating, 150 reviews

True North Lakeside Retreat Winter specials!

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

Guest favourite
A deck features several outdoor seating options, including blue Adirondack chairs and a dining table. The space overlooks a serene lake, with gentle waves visible on the water's surface. Green grass and a tree line the far side, enhancing the peaceful atmosphere.
Home in Rochester
4.88 out of 5 average rating, 114 reviews

Tranquil Lakeside Retreat

Relax with the whole family at this peaceful lakeside retreat. 🌊. This home sits between Lake Ontario & Cranberry, and is a short walk to a beautiful nearby sandy beach. 🏖️. Walk right down into the lake to enjoy the beauty and refreshing cool of the water. Inside, enjoy an open layout and stunning views of the lake 🌅 on both levels. Enjoy cooking on the deck or in the fully stocked kitchen with coffee ☕️ and treats provided. * Newly remodeled bathroom & shower! *

Top guest favourite
A spacious wooden deck is framed by greenery, featuring multiple seating areas. The design includes built-in benches and an inviting layout, creating an ideal space for relaxation and outdoor enjoyment.
Guest suite in Rochester
4.93 out of 5 average rating, 369 reviews

Private ,furnished ,modern Roch suburb apt !

First this is a private apt. It is not shared with anyone ! A beautiful little cozy spot with a kitchen with all the ammedities . Skylights make this place a bright cheerful place no matter what the season. Washer and dryer with a large walk in closet .A train goes through about a mile away a few times a day. You can hear it from a distance. I myself don't even notice it, but wanted to note it . WE DO NOT BOOK TO LOCALS! You must speak with me first unless approved.

Top guest favourite
The exterior of a two-story red cottage is visible, set in a green landscape. Lush foliage surrounds the entrance, and a walkway leads to the front door, which features a window. Mature trees provide natural shade and enhance the charming rural setting.
Home in Churchville
4.98 out of 5 average rating, 167 reviews

Guest home in Churchville

Relax and unwind or take in all the sights Western NY has to offer from the comfort of this family friendly 2 bedroom cottage. Located 3 miles from downtown Churchville, you'll be surrounded by farm fields and trees in this peaceful country space. The patio is a great place for outdoor dining, sitting with your morning coffee, or enjoy a camp fire. Our Kitchen is fully equipped to accommodate your cooking needs.

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