
Holiday rentals in Monroe County
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Top-rated holiday rentals in Monroe County
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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)

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)

Quiet 2 bedroom cottage with deck by Seabreeze
If you're looking for a place to kick back and relax in style look no further. Comfortable and aesthetically pleasing this chic 2 bedroom renovated cottage is only a ten minute ride from downtown and a short walk away from Seabreeze and the Irondequoit Bay small boat harbor. This is an owner operated cottage, no seedy management op. Airbnb automatically categorizes us as a "lake front" property but it is more of a "lake view" property. No direct lake access, but you can see it from the patio.

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

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.

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.

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!

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.

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

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

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! *

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.
Popular amenities for Monroe County holiday rentals
Other great holiday rentals in Monroe County

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Comfortable room and bath near Lake Ontario

Spectacular 4 Acre Estate!

Rest Urban Micro Inn Unit U2
Destinations to explore
- Rentals with lake access Monroe County
- Pet-friendly rentals Monroe County
- Rentals with a kayak Monroe County
- Beachfront rentals Monroe County
- Flat rentals Monroe County
- Rentals with a fireplace Monroe County
- Rentals with a hot tub Monroe County
- Rentals with a patio Monroe County
- Family-friendly rentals Monroe County
- Waterfront rentals Monroe County
- Townhouse rentals Monroe County
- Fitness-friendly rentals Monroe County
- Rentals with an EV charger Monroe County
- Rentals with outdoor seating Monroe County
- Rentals with pools Monroe County
- Private suite rentals Monroe County
- Loft rentals Monroe County
- House rentals Monroe County
- Rentals with a washing machine and dryer Monroe County
- Rentals with a firepit Monroe County
- Rentals with breakfast Monroe County
- Letchworth State Park
- Six Flags Darien Lake
- Chimney Bluffs State Park
- Sea Breeze Amusement Park
- The Strong National Museum of Play
- Bristol Mountain
- North Beach Provincial Park
- Hamlin Beach State Park
- High Falls
- Hunt Hollow Ski Club
- Traynor Family Vineyard
- Redtail Vineyards
- Rosehall Run Vineyards Inc
- Casa-Dea Winery & Banquet Hall
- Granger Homestead and Carriage Museum




