
Holiday rentals in Town of Esopus
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Top-rated holiday rentals in Town of Esopus
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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.

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!

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.

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.

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.

New:Cozy Barn-Style Retreat Minutes From Woodstock
Recently featured in Vogue as one of “The Best Airbnbs in Upstate New York for a Weekend Away From the City” - A cozy getaway upstate on 2 acres of beautiful Catskill land. It's only 8 minutes to Woodstock, 5 minutes to the village of Saugerties, and there’s hiking, skiing and swimming within minutes. The entire second floor has been newly renovated including the bathroom and both bedrooms. The first floor is an open layout with kitchen, living and dining areas leading to the backyard deck.

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.

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!

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.

New Paltz 19th cent. Restored Barn - North Hayloft
One of two beautifully appointed loft apartments in a 19th century Barn Hayloft! Located in New Paltz just minutes off Exit 18 on I-87 in a very private, quiet, country setting. Only 10 minutes from New Paltz and set back on a lightly traveled road for long summer strolls. You don't even need a car to get here! It's just 12 minutes by taxi from the New Paltz Bus Station! And book the South Hayloft here https://www.airbnb.com/rooms/41910407 to sleep a total of 10 guests!

Stunning Mntn views in the Hudson Valley Firepit
Overlooking the Shaupeneak Ridge, this historic property is your Hudson Valley escape! Only 10 minutes to Kingston, this spacious 2,500 sq foot home accommodates up to 7 guests providing stunning views from nearly every room. Enjoy your morning coffee or evening drink on our Adirondack chairs in the summer, or all-season sun porch in the winter. Watch for seasonal visits from our wildlife neighbors on the meadow ahead: deer, wild turkeys, hawks, & bald eagles.

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
Other great holiday rentals in Town of Esopus

Dreamy Wellness Retreat

Luxurious Private Log Cabin Retreat in Nature

Hudson Valley Hideaway | Cozy Loft Near Rhinebeck

Nestled in Hudson River nature park near Kingston

Charming Hyde Park Retreat|Minutes from Vanderbilt

Creekside Couple's Escape w/ Hot Tub Sauna & More!

Stone Carriage House -Bring Your DOGS!

The Tower House
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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- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Resorts World Catskills
- Windham Mountain
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Plattekill Mountain
- Bash Bish Falls State Park
- Hunter Mountain Resort
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Taconic State Park
- Mohonk Preserve
- Mohawk Mountain Ski Area
- Kent Falls State Park
- Mount Peter Ski Area
- Walkway Over the Hudson State Historic Park
- Storm King Art Center
- Hudson Chatham Winery
- Millbrook Vineyards & Winery





