Holiday houses 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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Superhost

A welcoming seating area is presented with two soft blue armchairs positioned on a decorative rug featuring floral patterns in shades of blue and cream. A small table with a lamp is situated between the chairs, and natural light enters through a large window overlooking a grill area.

Home in Pittsford

4.89 out of 5 average rating, 148 reviews

Charming Pittsford Home-Indoor Pool-4 bedrooms

My home is in the Bushnell's Basin/Perinton part of Pittsford. .5 miles to 490, 4 mi to I-90 and 15 minutes to U of R. Erie Canal is a short walk away. The 17 mi Crescent Trail head is 100 yards away. Fantastic restaurants. The large indoor pool is open year round with new filter and pool heater. A stream is in the fenced backyard. 50 trees provide privacy and shade. The 4 bedrooms are spacious and 21/2 baths ensure no waiting! 2 decks. Golf, Finger Lakes, wineries, & breweries are close.

ValueLocationAir conditioning

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, 169 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

FamilyValueParks

Top Guest favourite

A spacious deck features a light blue finish and is furnished with two metal chairs and a small table. Potted plants add a touch of greenery, while a white wicker chair provides additional seating. The deck is surrounded by a white railing and lush greenery.

Home in Rochester

4.96 out of 5 average rating, 169 reviews

The Lake House

Year-round home in the lakeside Summerville neighborhood. Bring your coffee/wine to the beach to view gorgeous sunrise and sunsets! Entertain on the private 18'X21' backyard deck with grill/fire pit. Perfect for summer and winter vacations, friends get-away, fishing trips with summer/ice fishing on the bay within a few minute drive. Shopping, waterfront, restaurants, hiking/biking trails are all within walking distance. Lake/beach access, playground and sledding hill within a one minute walk.

LocationValueAir conditioning

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

4.87 out of 5 average rating, 127 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!

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Superhost

Home in Penfield

5.0 out of 5 average rating, 47 reviews

Luxury Home with pool-Historic Strawberry Castle

Treat yourself to this National Historic Landmark situated on 3 acres in the heart of Penfield NY located just 8 miles from downtown Rochester in a safe suburban location. Be our guest at this unique family friendly home perfect for gatherings and making memories. The George Southworth House, affectionately known as the “Strawberry Castle” was built in 1875 and boasts 4 bedrooms and 4 baths. Admire the beauty and craftsmanship of days gone by while enjoying the modern comforts of today

LocationFamilyAmenities

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

4.96 out of 5 average rating, 92 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.

LocationFamilyBarbecue

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.

Apartment in Rochester

4.98 out of 5 average rating, 748 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 check out “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.

ValueLocationIndoor spaces

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

5.0 out of 5 average rating, 163 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!

ValueFamilyWalkability

Guest favourite

A dining area features a round black table surrounded by six light-colored chairs. Two framed art pieces hang on the wall, complementing the neutral palette. Natural light pours in through the windows, illuminating the space and creating a welcoming atmosphere.

Home in Rochester

4.91 out of 5 average rating, 195 reviews

Luxury Entertaining 4BR House

Newly updated home in the coveted East & Park Avenue Neighborhood. Centrally located in Rochester close to countless restaurants, bars, coffee shops, spas & wellness centers. Also, minutes from Memorial Art Gallery, Planetarium, Strong Museum of Play, George Eastman House and 10 mins or less to St. John Fisher University, Oak Hill Country Club, University of Rochester/Strong Hospital, Nazareth College, Country Club of Rochester and numerous other attractions.

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Guest favourite

A light-filled living space features two plush swivel chairs facing expansive sliding glass doors. A round dining table and chic decor complement the hardwood floor, while the calming view of Lake Ontario can be seen just beyond the outdoor deck.

Home in Rochester

4.98 out of 5 average rating, 128 reviews

PineappleRoc Lake Ontario Water's Edge

Life is meant to be celebrated and you can do just that at the Water's Edge. This pristine and stylish waterfront home on Lake Ontario can accommodate a total of 10 guests. Greet the morning with your coffee, take a swim, enjoy the local restaurants, golf courses and trails. Toast the sunset and then sleep well, listening to the lake's lullaby. It's time to make some memories with the people that matter most.

FamilyValueBiking

Top Guest favourite

Home in Rochester

4.99 out of 5 average rating, 251 reviews

Homey/private ranch near Henrietta comercial area.

Updated ranch with all you need for your stay. Conveniently located near commercial strip, restaurants and colleges. Close to freeway, and 12 mins to downtown and airport. Bordering with Pittsford , parks and trails. We are not hosting local residents at the moment. Thank you for your understanding. ABSOLUTELY NO PARTIES OR GATHERINGS AT ANY TIME. NO THIRD PARTY RESERVATIONS.

ValueLocationWi-Fi

Superhost

A spacious living area is presented, featuring a light-colored sectional sofa accompanied by a textured throw pillow. A wooden coffee table sits centrally on a soft area rug, while a flat-screen television is mounted on the wall, adding to the inviting ambiance.

Home in Rochester

4.97 out of 5 average rating, 201 reviews

Starfish House, Charlotte Beach, Rochester, NY

Welcome to our home at beautiful Charlotte Beach area in Rochester, New York and a block away from Lake Ontario Beach entrance. In this little city you will find many activities nearby and outside the area such as 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.

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