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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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, 166 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

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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, 437 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.

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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, 179 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!

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Top Guest favourite

Apartment in Penfield

4.98 out of 5 average rating, 204 reviews

Amazing Apt. Fantastic area, close to city

Cozy up in this comfortable and spacious 1 bedroom apartment in historic Penfield Four Corners on the east side of Rochester. Safe, suburban town setting just 8 miles from downtown Rochester. Walking distance to many great local restaurants and coffee shops. Newly renovated with new **king size bed** and queen sofa bed with additional 4” memory foam for extra comfort. Fully equipped kitchen with new appliances to make you feel right at home. Wegmans and Target are just up the road.

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Top Guest favourite

The living area features a vibrant woven area rug at center, surrounded by a yellow sofa and two armchairs. A lamp provides soft lighting next to the sofa, while a bookcase and a door lead to the bedroom. Floral wallpaper adds a classic decorative touch.

Apartment in Brockport

4.91 out of 5 average rating, 234 reviews

Brockport Village 1-bedroom yds. from Erie Canal.

Thoughtful one bedroom apartment on second floor of historic home. Centrally located in heart of old Brockport, and just 100 yards from the historic Erie Canal. Close to restaurants, laundry, art gallery and Erie Canal Welcome Center. Apartment has separate entrance. owned by cyclists who have cycled Erie Canal many times. All amenities to make your stay enjoyable, we'll help with bikes & repairs. Shuttle services & bike rentals. (fully equipped Trek hybrids for rent by request.)

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Top Guest favourite

A sunroom features large windows allowing natural light to fill the space. A comfortable sofa with decorative pillows sits alongside a recliner, and a glass coffee table is centrally positioned on tiled flooring. Views of the fenced backyard are visible through the windows.

Home in Rochester

4.93 out of 5 average rating, 87 reviews

Chili Family Friendly 3 BR plus Office!

This charming Cape Cod situated on a quiet tree-lined street is larger than it appears! The eat-in kitchen is fully equipped with stainless steel appliances for cooking and entertaining. There are two TVs in family areas. A bright sunroom hosts a cozy stone gas fireplace. From here walk out to the deck and fenced in backyard. The garage holds one vehicle, with an EV charging station if needed. The driveway is double-wide and suitable for oversize/work vehicles and/or trailers.

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Guest favourite

The bedroom features a spacious bed covered with a pink blanket. Dark blue curtains frame two windows, allowing natural light to enter. A dresser and a nightstand accompany the bed, with a small lamp on the nightstand. A yellow area rug adds a touch of color to the wood-like flooring.

Apartment in Rochester

4.9 out of 5 average rating, 193 reviews

Spacious 1 Bedroom in South Marketview Heights!

Enjoy city living in this spacious 1 bedroom apartment, nestled between South Marketview Heights and Neighborhood of the Arts! Walking distance to the Main Street Armory, RBTL's Auditorium Theater, the Rochester Public Market, and many restaurants and local attractions! 10-minute drive to Strong Memorial Hospital, U of R, and Rochester General Hospital. Less than 20 minutes to RIT. Conveniently located 1 mile from Amtrak and Greyhound bus stations. Lots of nearby things to do!

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Guest favourite

The living room features intricate ceiling designs and a mixture of seating options, including a patterned sofa and a cozy armchair. A coffee table occupies the center, and a fireplace adds a touch of historic charm, framed by bookshelves and art pieces on the walls.

Apartment in Rochester

4.8 out of 5 average rating, 165 reviews

Beautiful and historic apartment in East Ave Home

Looking for an escape from populated areas to stay during the covid-19 break out? Or a weekend romantic getaway? Stay in a beautiful historic East Avenue mansion designed by the same architect that designed the George Eastman house. Built in 1903 for Walter Hubbell, the attorney for George Eastman. The living room used to be the ball room and the ceiling is one of a kind. Private entry, wifi included, off street parking, and access to nearly two acres of beautiful gardens.

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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, 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!

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Superhost

A cozy living area features a spacious sectional sofa adorned with cushions. A round wooden coffee table sits in front, complemented by a patterned area rug. Large windows allow natural light to fill the room, while a doorway leads to the bedroom beyond.

Apartment in Rochester

4.9 out of 5 average rating, 258 reviews

Suite on Strath | Fireplace + Seasonal Decor

Welcome to the Suite on Strath! A few homes down from one of Rochester's finest hotels, The Strathallan Hotel. Enter through your own private entrance to a beautiful city victorian apartment with high 9ft. ceilings. Cozy up on the comfy couch and watch TV while the ambient fireplace is on. Pull back the covers to your KING bed and wake up to the coffee bar in the kitchen. A beautiful safe location in the heart of the city! Perfect for a romantic night out!

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Guest favourite

Home in Rochester

4.85 out of 5 average rating, 33 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.

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Top Guest favourite

A vibrant sunset casts warm hues over a charming red carriage house with a black roof, set against a lush green landscape. Two large trees provide shade, while a gravel driveway leads to a red barn in the background, enhancing the rural ambiance.

Guesthouse in Churchville

4.97 out of 5 average rating, 245 reviews

The Carriage House

Explore everything Rochester has to offer from the comfort of our remodeled carriage house! We are located just outside the village of Churchville, less than 20 minutes to downtown. The house features two floors of living space, a full kitchen, garage, washer and dryer, and views of the countryside. Our farm backs up to endless woods with walking trails and borders a creek.

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