Holiday rentals in Rochester

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Top-rated holiday rentals in Rochester

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Top guest favourite
The modern cabin is nestled among lush greenery, featuring a deck that extends into the wooded surroundings. A smooth gravel path leads to the entrance, and large windows allow natural light to illuminate the interior. The tranquil setting offers a sense of seclusion.
Cabin in Kerhonkson
4.99 out of 5 average rating, 193 reviews

The Black Dymond A Private Streamside Cabin

A 2.5 hour drive from NYC to a serene, private, woodland, streamside home. This cabin sits on the very edge of the Catskill Mountains. It's cozy, modern, and minimalistic with a touch of rustic elegance. All new appliances with all the cooking necessities, a comfortable bed with large screen smart tv, excellent wifi service, a romantic gas-powered fireplace and the most private back deck away from the world to get lost for a weekend in the beauty of the woods.*Now offering mid-week price deals!

Top guest favourite
An A-frame cabin is illuminated at dusk, highlighting the warm wooden interior. The front features large glass windows, showcasing a cozy living area with two red chairs. Surrounding trees create a tranquil backdrop, emphasizing the connection to nature.
Home in Kerhonkson
4.96 out of 5 average rating, 101 reviews

Luxe modern Double A Frame with hot tub. Pool Soon

Experience the luxury of this black double A-frame, finished to the highest standards, nestled in the woods for ultimate privacy. The main bedroom features a soaring A-frame ceiling, an en-suite bathroom with a walk-in shower, bathtub, bidet, double sink, and heated floors. The sunny second bedroom also has an en-suite bathroom. Enjoy a chef’s kitchen, a double-sided fireplace, and a hot tub for relaxation. Note: due to owner allergies, all pets must be disclosed and approved prior to booking.

Top guest favourite
A spacious great room features a stone fireplace amidst large windows, allowing natural light to fill the space. A wooden dining table is placed near a comfortable sectional sofa, creating an inviting area for relaxation and dining. The warm wood beams add a rustic touch.
Home in Staatsburg
4.99 out of 5 average rating, 123 reviews

Boulder Tree House

Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

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.
Guest house in Kerhonkson
4.89 out of 5 average rating, 156 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
A charming cabin stands surrounded by trees, illuminated by soft string lights. A fire pit with glowing embers is positioned in front, with a charcoal grill nearby. The cabin features large windows, allowing for views of the serene wooded landscape.
Cabin in Kerhonkson
4.96 out of 5 average rating, 613 reviews

Cozy Cabin | Fire pit + 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.

Top guest favourite
A modern black structure is surrounded by a snow-covered landscape, nestled among tall trees with bare branches. Large windows reflect the winter scenery, emphasizing the home’s integration with its tranquil, natural setting.
Home in Kerhonkson
4.97 out of 5 average rating, 225 reviews

Modern Woodland Getaway with Hot Tub and Fire Pit

Get away from it all in this brand new, centrally located escape! Located in a private setting surrounded by quiet forest, you will feel isolated from the world, yet only a half mile away from Rt. 209. In 10 minutes you can be hiking around Lake Minnewaska or strolling through the quaint town of Stone Ridge. Fine Dining in New Paltz and shopping in Kingston are only 25 minutes away. All that or relax at the house and enjoy the chef's kitchen, vaulted ceilings, hot tub and firepit.

Guest favourite
A cozy living room features a stone fireplace surrounded by plush seating. Wooden beams accent the ceiling, enhancing the rustic charm. Soft light glows from nearby rooms, creating a warm and inviting ambiance. Decor elements reflect nature-inspired design, adding character to the space.
Cottage in Kerhonkson
4.81 out of 5 average rating, 986 reviews

Cozy Cottage | Sauna + Stone Patio w/ Firepit

Escape to a serene cottage nestled on the Shawangunk Ridge. Unwind by the fireplace, soak in the private infrared sauna (with direct patio access), or relax outside on the natural stone terrace with a firepit and forest views. Crafted with care—from a 100-year-old reclaimed wood dining table to a curated “meaningful library” and hidden messages—this space invites calm, curiosity, and connection. Near trails, lakes, and local adventure. Thoughtful, cozy, and quietly unforgettable.

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, 179 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.

Top guest favourite
The Treehouse is nestled among trees, elevated above a tranquil pond. Its wooden structure features large windows that provide views into the surrounding greenery, while the natural landscape is reflected in the pond's surface. The setting offers a secluded feel contrasting with the nearby wooded area.
Treehouse in Willow
4.96 out of 5 average rating, 848 reviews

Willow Treehouse - secluded, unique, romantic

The Willow Treehouse is settled among the trees, overlooking a small, swimmable pond, on a wooded property 15min away from the town of Woodstock. It is cozy, yet has all you need to cook dinner, enjoy reading, sit on the couch and stare outside the window, or swim. No WiFi and no cell service = fully disconnecting from daily life and true relaxation. Perfect for couples and solo adventurers (2 adults max). STR operating permit #21H-109

Top guest favourite
A charming blue cabin is covered with a layer of fresh snow, creating a wintery scene. The front porch features a railing and steps leading to the snowy yard. Warm light glows from the windows, hinting at a cozy interior amidst the serene, wooded landscape.
Cabin in Olivebridge
4.95 out of 5 average rating, 571 reviews

Cozy Catskill Cabin on Acorn Hill

Enjoy a rustic respite from the city in this cozy cabin on 3.5 acres near the beautiful Ashokan reservoir and Catskill Park. Perfect for a relaxing weekend and as a hub for skiing and hiking. Cabin includes 1 bedroom and one bath, full kitchen, and living room with piano. This is a perfect get-away to relieve the stress of the city. Full amenity details are available in the listing. Town of Olive Registration # STR-22-19

Guest favourite
A modern kitchen features sleek white cabinetry and stainless steel appliances, including a gas stove and refrigerator. A black island is enhanced by a minimalist pendant light above, while natural light floods in through large windows, illuminating a simple green plant centerpiece.
Home in Kerhonkson
4.97 out of 5 average rating, 182 reviews

ENTER HOME - Minimalistic style warm & inviting

ENTER our HOME with an inviting comfortable setting filled with natural light and clean lines inspired by Nordic Design. Full new kitchen with all Bosch appliances including washer and dryer. Our home is designed to embrace the beautiful nature around you and to bring peace and comfort to your stay. ENTER HOME is great for individuals, couples, or families with kids. AC in both bedrooms only

Guest favourite
A modern wooden home is nestled among the trees, featuring a sloping roof and large windows that create an open view. The structure blends seamlessly with the grassy surroundings and is accompanied by a small stone patio area.
Cabin in Napanoch
4.96 out of 5 average rating, 208 reviews

Lidar West

Lidar West is a unique mountain home located in the woods by one of New York City's major reservoirs. The main house is a 1400 sqft 2 bed, 2 bath, ideal for families with kids, and there's a sleeping cabin with an additional queen bed, electric heater, and wood burning stove called Hemmelig Rom, which I built myself using oak milled on 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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