Vacation rentals in Town of Esopus

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Top-rated vacation rentals in Town of Esopus

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Top guest favourite
A charming cabin is set against a backdrop of trees, featuring a blue exterior and a sloped metal roof. Reflections of the cabin are visible in the calm surface of a nearby pond. A small deck with steps descends into the water, enhancing the outdoor scenery.
Home in Rhinebeck
4.98 out of 5 average rating, 125 reviews

Slate Cabin - Stylish Country Escape x Rhinebeck

This designer cabin blends natural materials and modern finishes. — sophisticated & cozy. Gaze at (or swim in!) the stunning spring-fed pond steps from the house. Lounge on the deck or enjoy coffee in the sunroom. The interiors feature three bedrooms, two full bathrooms, living room with chic and cozy furniture and wood burning fireplace, and fully appointed kitchen that's a joy to cook in. Entertain your family & friends at the table for 10 and continue out to the grounds, beverage in hand.

Guest favourite
A striking landscape features a modern home beside a serene pond. Lush green lawns and colorful trees reflect beautifully in the water. Towering conifers and deciduous trees frame the scene, enhancing the idyllic outdoor setting.
Home in Woodstock
4.94 out of 5 average rating, 384 reviews

Woodstock Historic Artist Estate - The Pond House

Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

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, 128 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 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
4.93 out of 5 average rating, 119 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
The open living area features a cozy couch and chairs with decorative red pillows. A glass coffee table sits on a plush rug, and natural light fills the space through large windows. A staircase leads to the loft, with a modern kitchen visible in the background.
Home in Kingston
4.93 out of 5 average rating, 299 reviews

This New House Two

Custom built new home built 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, dining area, and kitchen. The second bedroom and bath are located on the first floor. Granite, slate, and soapstone accentuate the countertops, vanities, and shower areas. You will also see unique pieces of furniture, accent tables and artwork throughout the house.

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, 127 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
4.98 out of 5 average rating, 169 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
Cottage in Ulster Park
4.94 out of 5 average rating, 103 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 living room features two comfortable white sofas adorned with red accent pillows, positioned around a wooden coffee table. Natural light floods in through multiple windows, illuminating the space. A decorative flower arrangement sits on the table, enhancing the cozy ambiance.
Cottage in New Paltz
4.99 out of 5 average rating, 588 reviews

Stone House 1807. Comfort, Peace and Nature.

Historic 200 yr old stone cottage, on three floors, renovated to a high standard, creating a very comfortable and peaceful retreat, whilst retaining soul and character. Extreme cleanliness is a priority. Quality bedding assures a good nights sleep. The bathroom offers a rain shower and soaking tub. The kitchen is fully equipped and fresh produce is available from the neighboring organic farm in season. Good hiking trails are accessible from the house.

Top guest favourite
A treehouse structure is observed elevated among lush greenery, supported by a prominent tree. The exterior features dark siding, a distinct gable roof, and vibrant orange doors. A spiral staircase leads to the entrance, while a natural clearing surrounds the base.
Treehouse in Wallkill
4.99 out of 5 average rating, 371 reviews

The Treecastle at the Roundhouse Homestead

The Treecastle started as a vision when I was a child, but came to life during the quarantine of 2020. Escaping into the woods and surrounded by nature, the treecastle is supported on one end completely by a mature pin oak with hardware from Treehouse Masters TV show. Attention to detail shows in this romantic stay that will surely be a memory to last a lifetime. For more photos and videos check out our social media pages : treehouseandchill

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, 159 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

Guest favourite
The exterior features a charming cottage with wooden siding and a welcoming entryway framed by large glass doors. The surrounding gravel driveway leads to a garage, flanked by lush greenery and trees that enhance the serene outdoor setting.
Cottage in Ulster Park
4.94 out of 5 average rating, 248 reviews

Hidden Gem Cottage — cozy escape to play or WFH

Brand new open concept cottage with sleeping loft and kitchenette*......enjoy the privacy and quiet of your own indoor and outdoor space. Surrounded by nature and adorable towns within 20 minutes. Come to relax and recharge . We want you to feel how we feel wrapped in comfort, quiet and nature *enough small appliances to cook in the space.

Popular amenities for Town of Esopus vacation 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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