Holiday houses in Town of Esopus

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Top-rated holiday rentals in Town of Esopus

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

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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
5 out of 5 average rating, 145 reviews

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!

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
4.99 out of 5 average rating, 101 reviews

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.

Guest favourite
A spacious living area features large picture windows offering natural light, with a brick fireplace as a central focal point. Two chairs and a small table sit on a green rug, complemented by wooden flooring. Colorful artwork adorns the walls, enhancing the modern design.
Home in Staatsburg
4.87 out of 5 average rating, 106 reviews

Contemporary Hudson Valley home

Our home is a 1970s architectural gem located in the convenient upstate NY town of Staatsburg. It has been thoughtfully modernized and designed to encourage maximum serenity and enjoyment of both the indoor and outdoor spaces. The floating staircase, huge picture windows, expansive deck and wooded outdoor space make this home perfect for an upstate getaway - while still being close to some of the major area attractions and towns. Our historic street also features 1700s homes and a farm/brewery.

Top Guest favourite
A comfortable living room is shown, featuring a dark leather sofa adorned with colorful pillows. A light-colored coffee table sits atop a patterned area rug. Natural light enters through nearby windows, and an armchair with floral upholstery is positioned beside a lamp.
Home in Staatsburg
4.94 out of 5 average rating, 130 reviews

3 Bedrooms close to Rhinebeck NY

Watch the sunset from the patio or just enjoy the evening sitting on the enclosed front porch. With in walking distance to state parks and centrally located between Rhinebeck NY and Hyde Park NY. They are a short 10 minute drive away. Rhinebeck offers multiple shops, restaurants and historic sites. Hyde Park is home to the Culinary Institute and it’s many restaurants as well as FDR estate. You are within walking distance to our local library, park, River & Post restaurant and pickleball court.

Top Guest favourite
An open living area features a plush gray couch with decorative pillows, complemented by a cozy armchair. The wooden ceiling and walls create a warm atmosphere, while the tiled kitchen area is visible in the background. A front door offers natural light and exterior access.
Home in Kingston
4.96 out of 5 average rating, 408 reviews

This New House

Unique custom built new home constructed purposefully for Airbnb quests. This house offers a distinctive design with a large loft bedroom and a fully tiled bathroom. The loft overlooks the downstairs living area which has an open living room, dinning area, and kitchen. The second bedroom and bath are located on the first floor. Granite, slate, and soapstone accentuate the countertops, vanities, and floors. You will also see plenty of natural pine, hickory, and local cedar throughout the house.

Guest favourite
An A-frame cabin is nestled within a forested area, featuring a striking black exterior and a sloping roof with wooden accents. Tall grasses and shrubs surround the entrance, creating a natural backdrop. A gravel path leads to the cabin, framed by lush greenery.
Cabin in Saugerties
4.97 out of 5 average rating, 163 reviews

Luxury A-Frame Cabin in the Woods with Sauna

🔨 Heads up: We’re currently making improvements to the property and there’s a chance of construction activity nearby on weekdays between 8am–4pm for the next few months. Evenings, nights, and weekends are completely peaceful and unaffected. 🏡 Modern A-frame in the Catskills with woodland views. Cedar barrel sauna, outdoor shower, smokeless fire table, and wrap-around deck. Queen bedroom with forest views, outdoor fireplace, fast Wi-Fi. Minutes to trailheads, waterfalls, and farmers markets.

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, 132 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.

Top Guest favourite
A bright living area is observed, featuring cozy seating arrangements with a mix of chairs and a sofa. A television is mounted on the wall, while sliding glass doors provide views of the surrounding nature. A gas fireplace adds warmth, and a decorative rug enhances the space.
Home in Kingston
4.97 out of 5 average rating, 187 reviews

Hillside Views in Hudson Valley

Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

Superhost
The charming front porch features a bright pink door surrounded by hanging flower baskets. Stone tiles and wooden accents highlight the entrance, while columns provide structural support. Lush greenery is visible in the yard, offering a serene and welcoming environment.
Cottage in Ulster Park
4.94 out of 5 average rating, 106 reviews

West Park Cottage | Hiker's Paradise

Located West of the Hudson River and South of Kingston. It is the perfect balance of modern conveniences and thoughtful nature retreat. Hike at some of the most beautiful nature preserves. A 3 min walk to Shaupeneak Ridge park and a 2 min drive Black Creek preserve. Esopus offers a cornucopia for nature lovers. Some of the most stunning vistas, stretching to the Hudson River. Centrally located it's a short ride to restaurants, events, galleries, wineries, orchards, shopping and more.

Top Guest favourite
The exterior of the house showcases a charming two-story structure with light siding and a vibrant red front door. Lush greenery surrounds the property, complemented by a well-maintained lawn and a pathway leading to the entrance.
Cottage in Port Ewen
4.99 out of 5 average rating, 188 reviews

Swan Cottage with Expansive Hudson River Views

The Swan Cottage was built in 1923 and was fully renovated in 2020. The idyllic location, on a bluff overlooking the Hudson River, is the perfect perch to relax and get away from it all. The front porch is a nice spot to have a cup of coffee and watch the sailboats on the river, while the huge wraparound porch affords terrific views of the river as well as the forest that gives this home a feeling of being high in the tree tops.

Top Guest favourite
A modern living room is presented with two comfortable couches adorned with soft throws and decorative pillows. Two dark coffee tables sit centrally on a textured area rug. Large windows offer glimpses of the surrounding trees, allowing natural light to fill the space.
Chalet in Gardiner
4.97 out of 5 average rating, 336 reviews

Modern Zen Chalet at the Foot of Gunks w Mt. View

Kick back at the foot of the Shawangunk Mountains in this calm, stylish home. Surrounded by forest, the house features large picture windows in every room to help you reconnect with nature. Enjoy the natural stone porch with a fire pit and newly built barrel sauna. Located near Minnewaska State Park, with quick access to trails, and views of Millbrook Ridge and the Gunks’ iconic climbing routes right from the windows.

Guest favourite
A spacious entertainment area features a stone bar with soft LED strip lighting and a large flat-screen TV mounted on the wall. A billiard table with red felt occupies the center, surrounded by patterned rugs. Natural light enters through glass doors leading to the patio.
Home in West Park
4.88 out of 5 average rating, 168 reviews

Rustic Hudson R. home with firepit/bar/billiard

Apartment on 1st floor with private entrance with rustic vibes! This 2 bedroom has a huge entertainment area with a stone bar, 70in tv, two 3seat leather couches, a dart board, fireplace, outdoor patio and fire pit. Perfect for couples or families! We also provide special gifts for each guest 😊 Also it’s a kitchenette with double burner hot plate, microwave, mini fridge, kureig, sink

Popular amenities for Town of Esopus holiday rentals

Frequently Asked Questions

  • What are the best places to stay in Esopus?

    Stays near the river, in quiet wooded neighborhoods, or close to parks are often recommended for a relaxing experience in Esopus. Look for accommodations that put you near hiking trails or local farms for easy access to outdoor activities.

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

    Children often enjoy riverside parks, short and manageable hiking trails, or seasonal programs at local farms. Community events sometimes feature crafts, nature walks, or wildlife talks that welcome families.

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

    Explore the riverside parks, hike scenic nature trails, or visit historic estates around Esopus. Art studios and local markets add to the frequently suggested experiences for travelers.

  • How is the weather in Esopus?

    Esopus has cold winters with temperatures around 16–35°F (-9–1°C), while summers are warmer with highs near 80°F (27°C). Spring and autumn bring mild changes and varying rainfall, so packing layers and a rain jacket is often suggested.

  • When is the best time to visit Esopus?

    Late spring and early autumn are often recommended, with mild temperatures and colorful landscapes drawing many visitors. These seasons also bring local festivals and outdoor activities that highlight the area’s character.

  • What are the best places to visit in Esopus?

    Frequently suggested spots include waterfront parks, local art galleries, and preserved historic sites. Nature enthusiasts often appreciate the quiet trails and birdwatching areas throughout the region.

  • What are some hiking trails in Esopus?

    Esopus has forested trails, riverside paths, and routes that traverse gentle hills, suitable for a range of experience levels. Trails often visit historic estates, scenic overlooks, or protected nature areas.

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

    Families can enjoy riverside picnics, explore walking trails, or participate in hands-on programs at local farms. Seasonal events often include nature workshops or art activities suitable for children.

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

    Consider exploring nearby small towns with vibrant arts scenes, hiking in regional parks, or visiting historical sites along the Hudson River. Local orchards and markets frequently draw visitors looking for regional flavors and crafts.

  • Are there any pet friendly accommodations available in Esopus?

    Many accommodations in Esopus are pet friendly, especially homes with outdoor space or those near trails. It is common for stays in the area to welcome guests with pets, but check listing details for specific amenities.

  • What are some local tips for visiting Esopus?

    Bring layers for changing weather, especially if you plan to explore outdoor spaces or the riverfront. Many visitors enjoy exploring lesser-known hiking paths and stopping by local farm stands for seasonal produce.

  • What is Esopus known for?

    Esopus is known for its scenic river views, historic estates, and abundance of natural landscapes. The area also has a history connected to the Hudson River and is recognized for its locally rooted agricultural traditions.

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

    Seek out lesser-known forest trails, quiet river overlooks, or local artist studios tucked into rural settings. Small community gardens and historic sites offer a unique glimpse into Esopus’s character.

  • What are the best foods to try in Esopus?

    Seasonal produce from local farms, cider made with regional apples, and fresh baked goods are frequently suggested in Esopus. Trout and cheeses sourced from nearby creameries reflect the area’s culinary traditions.

  • What should I bring for a trip to Esopus?

    Pack clothing layers to adjust to changing temperatures, a rain jacket for showers, and comfortable shoes for exploring nature trails. Bringing a camera and reusable water bottle is often suggested for those spending time outdoors.

  • What is the nightlife in Esopus like?

    Esopus has a laid-back nightlife scene with local taverns, casual dining, and occasional live music at small venues. Nearby towns may have more options for those seeking late-night entertainment or cultural performances.

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

    Seasonal fairs, local art festivals, and outdoor concerts are often featured around Esopus, especially in late spring and autumn. Community gatherings and harvest celebrations are frequently suggested for visitors interested in local traditions.

  • Are there family friendly vacation rentals in Esopus?

    Many stays in Esopus are often described as family friendly, with options that include homes with multiple bedrooms, outdoor spaces, or access to nearby parks. Neighborhoods near waterfronts or nature areas are frequently suggested for families.

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