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
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
4.95 out of 5 average rating, 163 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 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
4.94 out of 5 average rating, 173 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 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
4.89 out of 5 average rating, 123 reviews

Peaceful Waterfront Retreat Near Rochester

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 eating on the deck or in the fully stocked kitchen with coffee ☕️ and treats provided. Perfect for family fun, relaxation, and lakeside memories!

Luxe
Home in Rochester
4.89 out of 5 average rating, 28 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
Home in Webster
4.99 out of 5 average rating, 148 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 charming waterfront home is positioned on manicured green lawn, featuring a spacious deck adorned with string lights. Adirondack chairs are arranged around a fire pit, creating an inviting outdoor gathering space. Lush trees and open sky enhance the serene surroundings.
Home in Rochester
4.95 out of 5 average rating, 86 reviews

The Pond Oasis | 20 Minutes to Downtown Rochester!

Discover a harmonious blend of nature and luxury at our charming waterfront home, nestled on the serene Cranberry Pond. Perfect for unforgettable family gatherings or tranquil retreats, our property, just 20 minutes away from Rochester, NY, offers breathtaking water views and unforgettable sunset vistas. Relax in our outdoor hot tub under a canopy of stars. Our place is not just an accommodation, it's an experience that promises adventure and relaxation in a picturesque setting.

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, 160 reviews

True North Lakeside Retreat Autumn specials!

75’ Lakefront | 6 Outdoor Zones | Wellness Nook Relax at True North, a 2,500 sq ft sanctuary with 6 outdoor living spaces (4 patios/2 decks). ✔ Host: Custom beverage bar with 50lb ice maker & wine fridge (BYOB). Enjoy the granite kitchen & wood-fired pizza oven. ✔ Wellness: CLIMBR gym with lake views, canoe/life vests, & sandy beach access (0.1 mi). ✔ Retreat: Dual Master Suites with private balconies. Spot Bald Eagles & swans from the fire pit. High-end comfort for 8!

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, 737 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. We are happy to host a maximum of 4 guests. Only guests included in the reservation may be on the property.

Guest favourite
Home in Rochester
4.84 out of 5 average rating, 31 reviews

Cozy 3BR Home • WiFi, Games, Backyard

Welcome to your modern Rochester retreat 🏡✨ This stylish 3-bedroom home is perfectly located near restaurants, shopping, nightlife, the airport, and top attractions. 👉 Roku Smart TVs 📺 👉 High-speed Wi-Fi 🛜 👉 20K-game console 🎮 👉 Backyard patio with grill 🔥🍔 👉 Blackout shades in all bedrooms 💤 👉 Portable crib 🍼 👉 Fully stocked kitchen 🍽️ 👉 Large washer & dryer 👕 👉 Holiday décor 🎅🏻🤶🏼🕎🎁 Comfortable, convenient, and ready for your stay.

Guest favourite
The yellow farmhouse is set amidst lush greenery, surrounded by trees. A spacious driveway leads to the front porch, which is shaded by overhanging branches. A basketball hoop and a grill are visible near the garage, contributing to the outdoor recreational space.
Home in Penfield
4.84 out of 5 average rating, 187 reviews

Penfield-Webster Home w/Pool - Park Like Setting

Charming 19th century 2,300 sq.ft. farmhouse with 3 large bedrooms on 1 acre. Stately coffer ceiling in expansive living room. Recently update with refinished floors, paint and new kitchen appliances. Inviting breakfast room with french doors leading to side yard. Private 1+ acre yard with 18'x38' in-ground pool on park like setting directly across from Town Park. 5 minutes to shopping and entertainment and a short 15 min. drive to downtown Rochester.

Superhost
Flat in Rochester
4.96 out of 5 average rating, 27 reviews

The Little Brick Cabin/Cozy Escape/Brick Studio

Cozy cabin-style studio perfect for 2 guests. Enjoy a warm, inviting atmosphere with rustic charm and modern comfort. Relax in a luxurious California King bed and start your mornings at the charming coffee bar. Whether you're planning a romantic getaway or a quiet escape, this thoughtfully designed studio offers comfort, simplicity, and the perfect place to unwind.

Guest favourite
A spacious living area features a large sectional sofa adorned with soft teal pillows. A stone fireplace frames the room, with a flat-screen television mounted above. Natural light floods in through a wide window, complemented by light curtains for a fresh ambiance.
Home in Rochester
4.91 out of 5 average rating, 138 reviews

Sea Turtle House, Charlotte Beach, Rochester, NY

.Welcome to our home at beautiful Charlotte Beach area in Rochester, New York. In this little city you will find many activities nearby and outside the area such as walking distant from Lake Ontario Beach, water sports, golf, skiing, and road trip adventures to areas like Niagara Falls. We hope you enjoy your stay here and enjoy everything this area has to offer.

Popular amenities for Monroe County holiday rentals

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