Holiday houses in Rochester

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Top-rated holiday rentals in Rochester

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Top Guest favourite
A modern cottage exterior is shown, featuring a spacious deck that leads to a grassy area. Adirondack chairs are arranged on the deck, accompanied by a BBQ grill nearby. The cottage has a striking dark facade with a red roof and a welcoming wooden door.
Cottage in Accord
4.99 out of 5 average rating, 117 reviews

Peaceful Cottage-in Private 5-acre field

Modern cottage with large outdoor living area in a beautifully secluded 5-acre field. A quiet and romantic getaway centrally located to Arrowood Farms, Westward Orchard, Inness Resort & Golf, Butterfields, Ollie's, as well as local hiking including Minnewaska State Park and the Mohonk Mountain House. Escape to a calm and relaxing environment with updated amenities yet pet-friendly. Enjoy lounging and dining on the deck while watching the wildlife or simply roasting s'mores in the fire pit.

Top Guest favourite
A charming 1950s cottage exterior features a rustic wooden facade with a welcoming front door highlighted by a window and shutters. Lush greenery surrounds the entrance, with flowerbeds and decorative stones adding character. A gravel path leads to the main door, creating a cozy appeal.
Guesthouse in Olive
4.99 out of 5 average rating, 153 reviews

The Lily Cottage Guesthouse

Tuck up in a thoughtfully renovated 1950s one bedroom cottage, perfect for a solo or a couples Catskill getaway! Situated in a quiet hamlet, nights in are lit by starlight and serenaded by peepers. Perfectly hemmed in by the Ashokan Reservoir, hiking, and the rail trail. The interior features a mix of vintage furnishings along with modern comforts. A 20 minute drive takes you to Rosendale, Kingston, or Woodstock for shops, breweries and excellent dining. Town of Olive Registration # STR-22-23

Guest favourite
The main living area showcases a cozy seating arrangement featuring a sofa and a lounge chair, positioned on a multi-colored area rug. A floor-to-ceiling stone fireplace serves as a focal point, and the open layout includes a kitchen area with modern appliances and a spiral staircase leading to the loft.
Cottage in Kerhonkson
4.88 out of 5 average rating, 261 reviews

Beautiful stream side cottage in the woods

Stunning fully renovated 1970 partial A frame cottage in the woods! Set privately on four acres with a stream and meandering stone walls, the cottage is modern yet rustic, with a mid century decor. Main floor has living room with beautiful floor to ceiling stone fireplace (gas operated), kitchen, bathroom, and an office with a desk and twin bed. Second floor has master bedroom with queen size bed and a separate loft area with desk. Great place to relax in nature - a perfect couple's getaway!

Guest favourite
A living area features a comfortable sectional sofa adorned with cushions and a low wooden coffee table. Natural light fills the space through two windows, while a floor lamp provides additional illumination. The interior is accented by warm, earthy tones and wooden flooring.
Apartment in Stone Ridge
4.91 out of 5 average rating, 571 reviews

Romantic Apartment in Historic Stone Ridge

Relax in this cozy apartment in our beautiful colonial house in the middle of historical Stone Ridge, NY. It offers perfect mixture of rustic and modern styles and is decorated with original art. Full kitchen is equipped with everything you need to prepare a great meal. It is perfect for all seasons and located within walking distance to restaurants, coffee shops, yoga studios, groceries. New Paltz, Woodstock, Minnewaska, Mohonk Preserves, Shawangunk Ridge are all within the short 20 min drive.

Superhost
A bright sleeping area features a spacious bed against a backdrop of a sloped ceiling. A wooden bench sits at the foot of the bed, with a patterned rug laid beneath. Shelves display various decorative items, and natural light floods in from large windows.
Guesthouse in Accord
4.88 out of 5 average rating, 280 reviews

Sweet Cottage on a Farm Road

Simple, airy, studio cottage next to my house, featuring a woodstove & enormous bathroom with a clawfoot tub. Perfect for writers/solo-travelers seeking solitude & peace and couples wanting quality time together. The cottage is on a scenic country road, walking distance to 3 farms, including 2 great farm-to-table restaurants: Westwind Pizza/Apple Orchard, Arrowood Brewery, & Hollengold Farm. A stone's throw are Stonehill Barn and Inness. 15 min drive to the incomparable Minnewaska State Park.

Guest favourite
A spacious living area features high wooden ceilings and large windows allowing natural light to fill the room. Comfortable seating is arranged around a circular coffee table, with a dining area visible in the background. Double doors lead to an outdoor deck surrounded by greenery.
Cabin in Kerhonkson
4.98 out of 5 average rating, 192 reviews

Scenic View Chalet, Firepit, BBQ, & 2hrs to NYC

Welcome to Cherrytown Chalet! - Modern 3-bedroom chalet with 3/3 beds - Spacious deck for dining and stargazing - Super Fast WiFi indoor/outdoor - Close to Vernooy Falls, Mohonk Preserve - 70" Smart TV with Sonos speakers - Fully stocked kitchen with quartz countertops - Pack n' Play & high chair for families - Minutes from local restaurants & wineries - Surrounded by Shawangunk Mountains - A serene escape in Kerhonkson, NY - Dog-friendly upon request - Exclusive use of property & grounds

Guest favourite
A small dining area is seen with a round wooden table and a patterned chair. A large window offers a view of the outdoors with trees and a rustic shed visible beyond. A piece of artwork is displayed on the wall, enhancing the cozy atmosphere.
Guest suite in West Shokan
4.94 out of 5 average rating, 208 reviews

Stylish and Cozy Mountain Retreat

Private entrance into a stylish, cozy upstairs studio in artist's mid-century home near The Ashokan Reservoir. The Catskills are the destination for hiking, art, skiing, swimming or checking out the local food scene and breweries - all within minutes. Guests have the second floor to the home with no shared spaces with host. Outdoor seating with grill, barn with bocci and other yard games. King size bed, day bed with plush bedding. Spacious new bathroom with tiled shower and skylight.

Guest favourite
The exterior of the cottage is shown, featuring a light-colored wooden facade and a steeply pitched roof. A spacious deck with wooden railings is visible at the front, surrounded by lush greenery and trees, enhancing the serene woodland setting.
Guesthouse in Kerhonkson
4.89 out of 5 average rating, 153 reviews

Cozy Catskills Cottage

Welcome to our cottage! We have 4.5 acres in the Catskills which includes a cozy cottage overlooking a babbling brook and next to a adorable duck pond. Come for peace, privacy, and relaxation that's only 2 hours from NYC. Cottage, 1 Bedroom, two floors, 800 sq. ft., full bath, fully furnished with a deck and patio furniture. Set back in the woods on a shared property off a beautiful farm road in Kerhonkson. 10 minutes away from the Shawangunk mountains and amazing options for hikes.

Guest favourite
Cabin in Kerhonkson
4.96 out of 5 average rating, 602 reviews

Cozy Cabin + hiking + pets welcome

Take a leisurely walk under the towering trees in the quiet wooded acre surrounding our cozy, alpine-inspired cabin with contemporary bohemian touches. Sleep in upstairs under deep-set skylights, observe wildlife out our large picture windows, or curl up by the fire on the rustic screened porch. Daydream on our hammock or dine alfresco taking advantage of our barbeque. On a clear night, it is easy to stargaze up through the tall trees, perhaps while toasting marshmallows fireside.

Guest favourite
Apartment in Newburgh
4.89 out of 5 average rating, 239 reviews

Special Nest w Private Entrance River View Porches

Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

Guest favourite
A spacious room is showcased with a cozy bed, a small wooden table, and two chairs. A wooden bench is positioned near the entrance. The bathroom doorway is visible, along with a bright mirror and light fixtures. Natural light enters the room through a window.
Guest suite in New Paltz
4.89 out of 5 average rating, 172 reviews

Newly built apartment steps from Mohonk preserve.

Nestled amongst the trees below Bonticou Crag this is a great base camp for climbing, hiking and biking. Five minutes from New Paltz; I do recommend having a car to access the area. Shared yard and fire pit right outside. My family and I live in the main part of the house. The outside area and house are still under construction, I’m working on it but its not put together yet. The apartment and inside area are clean and newly built with their own mini split and air circulation.

Top Guest favourite
A charming cabin exterior is framed by a well-maintained lawn and lush trees. A stone pathway leads to the front door, flanked by modest garden beds with various plants. Natural wood siding and a dark roof create a warm, inviting appearance.
Cabin in Accord
4.98 out of 5 average rating, 174 reviews

Hidden cabin on 2 wooded acres

Retreat to a beautiful cabin and get lost on two wooded acres. Reconnect with nature in your own way - hike around nearby Lake Minnewaska, or another of the dozens of incredible trails in the area. Explore infinity under a blanket of stars and share stories gathered around the firepit. When you’re called inside, grab a book and settle in by the fireplace. Then cook a meal in our well-equipped kitchen or on the grill, and enjoy it on the patio overlooking the property.

Popular amenities for Rochester holiday rentals

Frequently Asked Questions

  • What are the best places to stay in Rochester?

    Rochester has vibrant neighborhoods for every style, including the lively Park Avenue area, the artsy Neighborhood of the Arts, and family-friendly Brighton. These areas are popular for walkable streets, diverse dining, and local culture.

  • What are the best things to do in Rochester with kids?

    Families often explore The Strong National Museum of Play, visit animals at Seneca Park Zoo, or enjoy hands-on science at Rochester Museum & Science Center. Outdoor spaces like Highland Park invite active play and picnics.

  • What are some of the best things to do in Rochester?

    Explore visual art at the Memorial Art Gallery, discover the legacy of Susan B. Anthony at her former home, or stroll Highland Park, known for its seasonal blooms. Public markets, riverfront trails, and museums highlight Rochester's creative energy.

  • How is the weather in Rochester?

    Rochester has cold, snowy winters with temperatures often between 16–35°F (-9–1°C), and warm, humid summers ranging from 59–82°F (15–28°C). Spring and fall offer moderate weather and changing foliage, with rainfall spread through the year.

  • When is the best time to visit Rochester?

    Late spring through early fall is frequently suggested for milder weather, greenery, and seasonal festivals. Spring blooms and autumn colors attract many visitors who enjoy outdoor activities and cultural events.

  • What are the best places to visit in Rochester?

    The George Eastman Museum celebrates photographic history, while Highland Park is recognized for its seasonal flowers. Many like to explore the Strong National Museum of Play or enjoy riverfront walks around Genesee Riverway Trail.

  • What are some hiking trails in Rochester?

    Rochester has scenic options like the Genesee Riverway Trail, woodland paths in Tryon Park, and the boardwalks at Turning Point Park. Local trails wind through riverside forests and urban green spaces.

  • What are some family activities we can do in Rochester?

    Explore the interactive exhibits at The Strong National Museum of Play, meet animals at Seneca Park Zoo, or take part in hands-on science at the Rochester Museum & Science Center. Parks and gardens like Highland Park make space for outdoor fun.

  • What are some of the best day trip ideas from Rochester?

    Many choose Finger Lakes wineries, the scenic shores of Lake Ontario, or state parks with waterfalls and hiking nearby. Quaint small towns and nature reserves around the region are also often recommended.

  • Are there any pet friendly accommodations available in Rochester?

    Rochester has pet-friendly stays, especially around arts-focused neighborhoods, the Park Avenue area, and Brighton. Many local parks and walking trails make it easy to explore the city with a pet.

  • What are some local tips for visiting Rochester?

    Try the public market for local produce and food vendors, bring layers for changeable weather, and enjoy Rochester's locally roasted coffee. Many explore diverse neighborhoods to discover murals and historic sites.

  • What is Rochester known for?

    Rochester is known for its innovation in photography, strong legacy in civil rights, and vibrant music traditions. The city has unique public gardens, lively festivals, and a mix of local markets and museums.

  • What are the best hidden gems to explore in Rochester?

    Lamberton Conservatory, with its indoor garden displays, and the public art found in the Neighborhood of the Arts are frequently suggested. Some visitors find the Rochester Public Market or Frederick Douglass statues around the city meaningful to explore.

  • What are the best foods to try in Rochester?

    Rochester has locally rooted staples like the "Garbage Plate," white hot dogs, and seasonal apple treats. Many visitors explore city bakeries, taste Friday fish fry, or sample regional craft beverages with their meal.

  • What should I bring for a trip to Rochester?

    Pack layers for changing weather, a rain jacket, and comfortable shoes for city walks. If you visit in winter, cold-weather gear is essential, while spring and fall call for items to manage mild but variable temperatures.

  • What is the nightlife in Rochester like?

    Neighborhoods like East End and South Wedge are known for bars with live music, creative cocktails, and cozy pubs. The city has a lively arts and jazz scene, with venues hosting performances year-round.

  • What are the most popular events or festivals in Rochester?

    The Lilac Festival in spring is often celebrated for music and garden events, while Rochester International Jazz Festival brings global performers in early summer. Other favorites include the Corn Hill Arts Festival and autumn food celebrations.

  • Are there family friendly vacation rentals in Rochester?

    Rochester has many family-friendly stays, especially around neighborhoods like Park Avenue and the South Wedge. Families often explore nearby parks, museums, and playgrounds, making these areas convenient for travelers with children.

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