Holiday rentals in Rochester

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Top-rated holiday rentals in Rochester

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A contemporary house is displayed, featuring a sleek exterior of wood and metal. Expansive windows offer a view of the surrounding trees. A spacious deck extends from the structure, providing a seamless transition to the outdoor environment.
Home in Accord

Accord River House

Welcome to our house in the woods! 12 acres surrounded by trees and above a series of waterfalls along the Stony Kill, which runs all the way from Minnewaska State Park through our property and into downtown Accord. You can sit in a hammock outside, soak in our hot tub while listening to the river, or chill out inside with some tunes or the TV projector. Budding entomologists will enjoy the endless procession of bugs, ants, spiders, ticks, and other creepy-crawlies that is part of River House.

4.99 out of 5 average rating, 107 reviews
Guest favourite
Cottage in Kerhonkson

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!

4.88 out of 5 average rating, 275 reviews
Top guest favourite
The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.
Cabin in Saugerties

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

4.99 out of 5 average rating, 159 reviews
Guest favourite
Cabin in Kerhonkson

Log Cabin Retreat | Rail Trail Access & Fire Pit

Escape to Sweetcreek Cabin, your serene retreat in Upstate NY! The updated interior features modern amenities, antique details, and fun pops of color for a luxurious yet charming feel. Immerse yourself in nature on the wraparound deck, relax by the streamside fire pit, and take advantage of direct access to the O&W Rail Trail, perfect for hiking and biking adventures. Just minutes away from scenic towns and local attractions, Sweetcreek Cabin is your gateway to unforgettable outdoor experiences!

4.96 out of 5 average rating, 113 reviews
Top 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

Cozy Cabin | Fire pit + Hiking + Pets Welcome

Imagine yourself on a screened porch, gas fireplace glowing, string lights warm overhead, peering into the woods — our guests' favorite space. Take a leisurely walk under the towering trees in the quiet wooded acre surrounding our cozy, alpine-inspired cabin with contemporary bohemian touches. Sleep upstairs under deep-set skylights, observe wildlife out our large picture windows, or daydream on the hammock. On a clear night, stargaze through the tall trees while toasting marshmallows fireside.

4.96 out of 5 average rating, 655 reviews
Top guest favourite
A spacious game room is displayed with a large pool table and a green sectional sofa. Soft, round bean bags provide additional seating. Large garage doors open to a scenic view featuring blooming trees and a well-maintained outdoor space.
Home in Kerhonkson

Grateful Woods Farmhouse w/ Hot Tub & Firepit

The Farmhouse is part of the Grateful Woods family! It sits on 7 acres at the top of the hill & offers a beautiful view of our farm just across the road. In addition to its own amenities like a hot tub, firepit, and game room, guests enjoy full access to everything Grateful Woods has to offer—scenic trails, peaceful walks through the pastures, and time with our friendly animals, including goats, Highland cows, chickens, & horses. (Search Grateful Woods to view our full listing of all units.)

4.98 out of 5 average rating, 101 reviews
Top guest favourite
Home in Accord

Cozy cottage with firepit and walking trails

Welcome to Wildflower Cottage, a light-filled, peaceful retreat set on 43 acres of open meadows, weathered barns, a beautiful pond, and wide-open views of the Shawangunk Mountains. Designed to help you rest and recharge, this cottage invites you to sip coffee on the deck, wander through the fields, or end your evening under the stars by the fire. Just minutes from Ulster County’s best hiking, food, and farms but it feels like your own little world once you’re here. Visit @curiousguesthouses

4.99 out of 5 average rating, 140 reviews
Top 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

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.

4.91 out of 5 average rating, 184 reviews
Top guest favourite
A modern house with a dark exterior is situated on a grassy lawn. The structure features large glass doors, providing views of the surrounding forest. A spacious deck with lounge chairs is visible, inviting relaxation in a serene woodland setting.
Home in Kerhonkson

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.

4.97 out of 5 average rating, 265 reviews
Top 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

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.

4.82 out of 5 average rating, 1025 reviews
Top guest favourite
Home in Kerhonkson

Luxe modern A Frame, Hot tub and new heated pool

Experience the luxury of this black double A-frame, finished to the highest standards and nestled in the woods for ultimate privacy. The main bedroom features a soaring ceiling and spa-like en-suite with walk-in shower, tub, bidet, double sink, and heated floors. The sunny second bedroom also has an en-suite. Enjoy a chef’s kitchen, double-sided fireplace, hot tub, and a new pool available June. Pets must be disclosed and approved prior to booking.

4.97 out of 5 average rating, 120 reviews
Top guest favourite
The inviting exterior of a cozy cabin is surrounded by lush greenery, with warm lights illuminating the covered porch. A fire pit is featured at the forefront, surrounded by four Adirondack chairs, creating a welcoming space for evening gatherings.
Cottage in Kerhonkson

Ye Little Wood | Cozy Forest Cottage with Hot Tub

Stay at our comfortable and private 2-bed/2-bath home with covered porch, hot tub, fire pit, outdoor shower, and additional office cabin (perfect for work, exercise, or meditation) all surrounded by beautifully wooded forest. Centrally located in Kerhonkson just 15 minutes from local farm markets, popular farm-to-table restaurants and breweries, and hiking and other outdoor activities.

5.0 out of 5 average rating, 255 reviews

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.