Vacation rentals in Spring Glen

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Top-rated vacation rentals in Spring Glen

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

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Top guest favorite

A spacious living area features large glass doors that bring in natural light and provide views of the outdoors. Comfortable seating includes a modern sofa and armchair, accompanied by a coffee table and a dining area positioned nearby.

Chalet in Pine Bush

Spacious A-Frame Getaway near Hiking and Wineries

Escape to our A-frame in the heart of the Shawangunks, nestled within the picturesque Hudson Valley. Just 1.5-2 hours from NYC, our spacious and serene home is perfect for a peaceful retreat, outdoor adventures, and exploring local wineries. Nearby attractions include Lake Minnewaska Park, Mohonk Preserve, Sam’s Point, the Shawangunk Wine Trail, Ellenville and Blue Cliff Monastery. The location also provides convenient access to explore many of the Hudson Valley and Catskill towns and villages.

4.97 out of 5 average rating, 142 reviews

Top guest favorite

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, 106 reviews

Superhost

A well-maintained outdoor space features a combination of lush green grass and a spacious patio area. A brick chimney stands near the entrance of the house, complemented by neatly stacked firewood. A white railing surrounds the patio, offering expansive views of the distant mountains and trees.

Home in Pine Bush

Peaceful top of mountain views Upstate

Forget your worries in this spacious and serene space. sweeping sunset views of the Catskill Mountains sits on 4.5 wooded acres in the picturesque and historic mountaintop artist’s colony of Cragsmoor. Located near towns Ellenville , Kerhonkson, Wurtsboro, and Mountaindale . Minutes away from state forests and beautiful spots for outdoor adventures , Bear Hill Nature Preserve just down the road Sam’s Point hiking area (5 mins)! All this while being just 80 mins from the GWB in NYC! No A/C

4.68 out of 5 average rating, 37 reviews

Guest favorite

A scenic pathway leads towards a charming log cabin, surrounded by a natural landscape of trees and grass. The cabin features a sloped roof and large windows, offering a welcoming appearance. A gravel area is visible in the background, enhancing the rustic setting.

Home in Bloomingburg

Quiet Homey Rustic Retreat

"Escape to the perfect blend of tranquility and excitement! This charming 3-bedroom log cabin, just 120 minutes from the hustle and bustle of New York City, offers the ideal retreat. Nestled 15 minutes from Resort Casino, 10 minutes from the vibrant Middletown shopping area, and a short drive to Woodbury Commons, Warwick, and Robberio Winery. Plus, family fun awaits just 20 minutes away at Lego Land. Your rustic haven awaits, where city convenience meets the serenity of a log cabin retreat!"

4.9 out of 5 average rating, 109 reviews

Top guest favorite

A renovated chalet is set on a vast green lawn, surrounded by trees. A stone patio with seating and a gas grill is visible, along with a sweeping view of the distant mountains under a partly cloudy sky.

Home in Cragsmoor

The Big View

Gaze upon a spectacular Shawangunk vista from a beautifully renovated chalet which features a vast, lush lawn. Completely renovated, 70’s ranch-style retreat with a spectacular northwestern view from the Shawangunk mountain top. There’s a wooden deck facing the overlook or a stone terrace gazing upon a vast lawn. The main bedroom has a King-sized bed, another bedroom has a matching Queen, while a single office has an XL Twin and there’s another XL Twin downstairs where the TV is located.

5.0 out of 5 average rating, 30 reviews

Guest favorite

A modern dining area features a wooden table surrounded by stylish chairs. Five pendant lights hang above the table, providing soft illumination. A plant stands nearby, contributing to the fresh ambiance, while a sliding door offers access to outdoor space.

Cottage in Pine Bush

Modern 3BR BoHo Retreat/Nearby Hiking, Wineries

Our newly modern bohemian cottage (aka Green House!) is perfect for your next weekend getaway or a new WFH locale. Decompress from city stress in this calm, serenely appointed private home. Close to attractions but far enough away to escape, you'll never want to leave. NYC: 79 mi. Hunter Mountain Ski Resort: 60 mi. Pine Bush - groceries/supplies: 7 mi. Middletown - shopping (Walmart, Target, Best Buy, Home Depot): 16 mi. Hiking trails: 7 mi. Horseback riding: 7 mi. Sky diving: 15 mi.

4.93 out of 5 average rating, 133 reviews

Top guest favorite

A spacious wooden deck is displayed with a large table at the center, surrounded by several white chairs. Two lounge chairs are positioned to one side, offering views of the surrounding greenery and trees. The deck's railing features a wire design, enhancing the open feel.

Home in Kerhonkson

Spacious and quiet - a dream Catskills getaway

Welcome! Just two hours from Manhattan, our home is the perfect Catskills getaway. Tucked into the woods at the base of Minnewaska state park, our home is quiet, clean and full of light. The house is surrounded by green and nature, but close to cute towns for shopping and dining and of course all the area has to offer with hikes and outdoor activities. Or stay in and lounge on the deck, listen to some records, watch a movie, and relax. It's everything you need for a dream vacation.

4.97 out of 5 average rating, 169 reviews

Top guest favorite

The exterior of a blue farmhouse cottage is shown, featuring a metal roof and a welcoming front porch with two white chairs. Lush green grass surrounds the house, complemented by blooming hydrangeas and decorative potted plants. Trees and open land are visible in the background.

Cottage in Grahamsville

“Green Meadow Cottage”, updated 1850’s farmhouse.

Relax with friends or family in this cozy updated 19th century farmhouse cottage set on 5 acres surrounded by pasture and forest. This is truly a rural setting to enjoy the serenity of nature. Centrally located, a leisurely country drive will take you to quaint towns, spectacular hiking, fine dining and more. Visit our many breweries and distilleries or just take a drive and explore. Bring your bikes and ride the gently rolling wooded roads… or not. It’s your vacation.

5.0 out of 5 average rating, 117 reviews

Guest favorite

A warm dining area features a modern table surrounded by six upholstered chairs. Decorative plants hang from the ceiling, and a large artwork adorns the orange wall. Soft light illuminates the space, complemented by the natural light from the nearby window.

Home in Pine Bush

Relaxed Country Home Hikes&Gunks&BlueCliff

Entire home on the Shawangunk Ridge. This is our home, not an investment property so it has character. 1.5 hour drive from NYC. 25 mins from Middletown Train Station. Great Wi-Fi. Woodstove. 4 Minutes from incredible Ridge hiking trail. Minnewaska State Park, Mohonk Preserve, Cragsmor, Blue Cliff Buddhist Monastery, Gunks rock climbing . Well-stocked kitchen great for hosting a dinner. High-quality comfortable mattresses. Quiet, peaceful 2 acres for a relaxing getaway.

4.95 out of 5 average rating, 74 reviews

Top guest favorite

Home in Wurtsboro

Phillipsport Church House

Phillipsport Church House, as seen in Architectural Digest, NY Times, NY Mag., Curbed, and Scribner's Lodge Post was designed by NYC architect Matthew Bremer of Architecture in Formation. The structure dates to 1823, and was deftly converted to into a gracious, timeless, and witty retreat, that will be offered to guests selectively. The 2200 SF light-flooded sanctuary accommodates chef's kitchen, dining, loft, and super-cozy lounge facing the fire orb. It is heaven.

4.98 out of 5 average rating, 86 reviews

Top guest favorite

A cozy living area is highlighted by a stone fireplace set against wooden walls. Comfortable seating is arranged around the hearth, with a light blue accent chair and a darker sofa. Large windows allow natural light to fill the space, complemented by warm wooden beams.

Home in Ellenville

Catskills Escape | Serenity on 105 Acres

The Lodge is a 1960s updated 4-Bed, 3-Bath Mid-Century style home in the Catskills on a private drive between Ellenville and Mountaindale, NY. Set on 105 private acres, it offers nature immersion with outdoor access and scenic views from every room. Perfect for families and friends, this wellness-focused retreat provides expansive wooded privacy yet just 5 minutes from town. Book week or month-long stays at reduced rates and experience serenity in nature.

5.0 out of 5 average rating, 62 reviews

Guest favorite

Tiny home in Ellenville

Country Tiny Home w/ King Bed & Hot Tub 18 Acres

Escape to a romantic rustic tiny home nestled on 18 private acres in the Catskills, just 90 miles from NYC. This charming one-bedroom cottage is perfect for couples seeking quiet mornings, forest views, and cozy evenings under the stars. Sip coffee surrounded by nature, explore nearby trails, then return to your peaceful retreat to unwind and reconnect. A secluded hideaway with warm, five-star hospitality and true Hudson Valley charm.

4.93 out of 5 average rating, 142 reviews