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Holiday rentals 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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Guest favourite
A tranquil brook flows through a rocky gorge, surrounded by lush trees and rugged stone formations. The scene showcases the natural landscape, leading toward a wooden deck with a canopy, providing a peaceful retreat in a serene setting.
Home in Rhinebeck

4Br Mountain Brook House on 130 acres w/ trails

Hemlock House is an extraordinary private escape nestled against a babbling brook running through the rocky gorge of an 130 acre magical historic farm. Explore hiking trails through old forests, trout creeks, and 90ft waterfall or simply relax by the fire pit or within the outdoor spa while listening to the flowing water. Visit this beautifully designed retreat, complete with gourmet kitchen, cozy fireplace, great wifi and comfortable bedrooms with quiet workspaces- learn more at cascadafarm.com

FamilyValueDecor

4.88 out of 5 average rating, 222 reviews
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

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.

LocationFamilyLong stay

4.98 out of 5 average rating, 132 reviews
Top guest favourite
Home in Staatsburg

The Daydream: Hudson River Views, 4 bedrooms & Gym

Only 8 minutes to Rhinebeck, Hudson River views, Spacious deck and yard. Cook in the chef's kitchen, have cocktails and watch the sun set in the sunroom. With four bedrooms, four bathrooms, multiple "hangout" spots, indoor and outdoor dining areas, gym, and a giant TV for the game (if that's your thing), The Daydream is the ideal Upstate getaway, thoughtfully designed for everyone to enjoy. Minutes away from Rhinebeck restaurants, galleries, farm stands, and parks/estates along the Hudson River.

FamilyValueBathroom

4.99 out of 5 average rating, 99 reviews
Top 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

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.

LocationFamilyGrill

4.87 out of 5 average rating, 109 reviews
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

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.

FamilyLocationSleep quality

4.94 out of 5 average rating, 140 reviews
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

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.

ValueFamilyBack garden

4.96 out of 5 average rating, 418 reviews
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

Boulder Tree House

Boulder Tree House 🌲🌲🌲 SMOKE FREE • ALLERGY FREE Rates Include a 15.5% AirBB Service Fee 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 an exciting, romantic, unique experience but can accommodate a 3rd person.

FamilyLocationHiking

4.99 out of 5 average rating, 140 reviews
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

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.

ValueLocationAmenities

4.94 out of 5 average rating, 107 reviews
Top guest favourite
A modern living area features a large stone fireplace, surrounded by two coral-colored sofas and a circular wooden coffee table. Expansive windows allow natural light to fill the space, while shelves line the walls filled with books. A soft area rug enhances the cozy setting.
Home in Port Ewen

Hudson Waterfront Mid-Century Modern Home

Step into this modern home along the tranquil Hudson River. This sanctuary features expansive windows and skylights, flooding the space with natural light and river breezes. With three large bedrooms and two and a half baths, enjoy the views at every turn. Relax in a soaking tub overlooking the river or unwind in the sauna. An office, two fireplaces, a patio for al fresco dining, and a private dock complete this idyllic retreat. Just 10 minutes from Kingston, NY.

LocationFamilyAccuracy

4.97 out of 5 average rating, 86 reviews
Top guest favourite
A sweeping view of a green meadow is framed by lush trees and rolling hills under a clear blue sky. Sunlight illuminates the grassy area, highlighting the natural beauty of the landscape.
Home in Ulster Park

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.

ValueFamilyBack garden

5.0 out of 5 average rating, 43 reviews
Top guest favourite
A charming farmhouse exterior is presented, featuring a well-maintained porch with seating. The facade showcases a combination of horizontal and vertical siding, complemented by a sloped roof. Lush greenery surrounds the property, enhancing the serene atmosphere of the rural setting.
Home in Kingston

Hudson Valley Hygge House~ comfort in the country!

Experience the cozy charm of hygge at the farmhouse by a tranquil pond in Rosendale. Nestled in the Hudson Valley, just minutes from Kingston, Stone Ridge, and High Falls—and only 90 miles from NYC—this retreat offers pure serenity. Located on a quiet country road, enjoy the sounds of birdsong, evening frog lullabies, and a gas fireplace for a cozy winter escape. Set on over 3 acres, nature abounds here. Come and enjoy all the Hudson Valley has to offer!

FamilyValueBack garden

4.95 out of 5 average rating, 374 reviews
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

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

FamilyValueAmenities

4.88 out of 5 average rating, 186 reviews

Popular amenities for Town of Esopus holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Town of Esopus

Top guest favourite
Home in Highland

VIEWS on Hudson River / Luxury Modern Home

LocationFamilyComfort

5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Hyde Park

Beautiful 3 bedroom home with Hudson River views

LocationFamilyAmenities

5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Kingston

Shatemuc, a magical getaway on the Hudson River

LocationValueCondition

4.97 out of 5 average rating, 69 reviews
Top guest favourite
A spacious blue house is surrounded by lush greenery and colorful flowers, including white hydrangeas, creating a vibrant outdoor setting. A deck is accessible, featuring a red umbrella for shade. The entrance is marked by elegant landscaping, providing a welcoming approach.
Home in Ulster Park

Riverview House, Ulster Park

FamilyLocationDecor

4.97 out of 5 average rating, 34 reviews
Top guest favourite
The A-frame home is nestled within lush greenery, featuring a distinctive triangular roof and expansive windows. Surrounding trees create a serene environment, while neatly trimmed shrubs outline the property. The pathway leads towards the inviting entrance, enhancing the tranquil setting.
Home in Hyde Park

Hyde Park Luxury A-Frame - Spa/Chef Kitchen

LocationFamilyTV

4.98 out of 5 average rating, 66 reviews
Guest favourite
A wooden cabin sits against a backdrop of bare trees and a partially frozen river. Sunlight brightens the exterior, highlighting the natural wood finish. A deck is visible, offering an unobstructed view of the tranquil water and surrounding nature.
Chalet in Rosendale

Eagles' retreat

FamilyValueOutdoor spaces

4.93 out of 5 average rating, 89 reviews
Top guest favourite
Flat in Hyde Park

Private, cozy, clean, apartment in Hyde Park NY

FamilyValueIndoor spaces

4.96 out of 5 average rating, 67 reviews
Top guest favourite
A two-story farmhouse with gray siding is set amidst lush greenery. Orange daylilies are planted in the foreground, complementing the natural scenery. The house features white trim around its windows, and a wooden porch provides access to the entrance.
Home in Highland

Zen Peaks Retreat

LocationFamilyHiking

4.95 out of 5 average rating, 22 reviews

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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