Vacation rentals in Ruby

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Top-rated vacation rentals in Ruby

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Guest favorite

Double French doors lead to the large front deck, where a rocking chair is positioned for relaxation. The outdoor space is surrounded by lush greenery, allowing a peaceful view of the wooded area.

Tiny home in Kingston

4.9 out of 5 average rating, 244 reviews

Esopus Creek modern Tiny house Retreat!

Dare to break from the hustle and bustle culture and immerse yourself in the beauty and solitude of our modern spacious brand new Tiny house tucked away on a peaceful dead end st on our 13 acresbluestone property located 10 mins from Woodstock and Kingston.You will be steps away from waterfalls on the creek nature trails and a myriad of flora and fauna,sleeps up to 4-5 masterbedroom and loft has queen beds,loveseat with full bed, one bathroom with shower and updated regular toilet . Close to ski

Top guest favorite

A living room is highlighted by warm wooden walls and large windows that invite natural light. Cozy seating arrangements include a sofa adorned with colorful pillows and a patterned rug beneath. A wooden coffee table sits centrally, enhancing the inviting atmosphere.

Cabin in Saugerties

4.99 out of 5 average rating, 147 reviews

Timberwall Ranger Station | Your Upstate Base Camp

The Timberwall Ranger Station is the perfect home base for your peaceful upstate escape. Located minutes from Woodstock, Saugerties, and Kingston, this breathtaking hand-built cabin is close to all the Catskills and Hudson River Valley have to offer. The cabin is a restful place year-round: for enjoying spring birdsong at breakfast; swaying away an afternoon in a breezy summer hammock; starry skies and luscious wines around an autumn campfire; a cozy winter morning amidst freshly fallen snow.

Top guest favorite

A cozy sleeping area is presented with a spacious bed adorned with soft linens and decorative pillows. A warm lamp on a bedside table provides gentle illumination, while natural light filters through a nearby window, offering a view of the wooded surroundings.

Cabin in Saugerties

4.98 out of 5 average rating, 132 reviews

Sweet Saugerties A-Frame - 10 mins from Woodstock

This sweet A-Frame hideaway located in a wooded area between Saugerties and Woodstock will welcome you and warm your spirit with its charm. Featuring 2 bedrooms, each with Queen Beds, and a couch that folds out to a Full Bed, there's ample space for 4. But, it's also a serene escape for an individual or couple. An inspiring creative retreat, the home has beautiful views, and an electric piano. Quiet but 10 mins from great restaurants! 11 mins to HITS, 30 mins to skiing at Hunter Mountain.

Top guest favorite

A modern tiny house is framed by lush greenery, featuring a wooden exterior and large windows that invite natural light. A spacious deck with a full-size dining table is visible, surrounded by a well-maintained landscape of plants and grass.

Tiny home in Saugerties

4.98 out of 5 average rating, 320 reviews

Modern Catskills Cabin

SISTER PROPERTY OF 5-STAR RATED, COZY CATSKILLS CABIN (ALSO IN SAUGERTIES): 10 minutes from the charming towns of Saugerties and Woodstock, this super-cozy, Tonga has every modern convenience, overflows with style, and comfortably sleeps up to four. The tiny house/cabin feels a million miles away, yet is close to area restaurants, breweries, music venues, ski resorts and other attractions. Think of it as the perfect private getaway with creature comforts aplenty and lots of peace and quiet.

Guest favorite

An open-plan kitchen and dining area features a large wooden table surrounded by several chairs. A modern kitchen with dark cabinetry and stainless steel appliances is seen in the background. A wood stove is positioned near the window, which offers views of the snowy outdoor scenery.

Cottage in Saugerties

4.95 out of 5 average rating, 310 reviews

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.

Superhost

A charming cabin is nestled among trees, featuring a unique two-story design. The exterior showcases wooden siding and a spacious deck above the entrance. Lush greenery surrounds the home, enhancing its connection to nature. Sunlight filters through the trees, creating a serene atmosphere.

Cabin in Kingston

4.92 out of 5 average rating, 181 reviews

The Arts & Crafts House - Skylights/Deck/Bath Jets

Get away to a charming cabin in a lush glade just 10 min from quaint Woodstock and trendy Kingston. If you've never stayed in an Arts and Crafts house, here's your chance! Steps from soothing waterfalls, our enchanting house sleeps up to six and features two full luxury bathrooms and a modern kitchen. Fall asleep under skylights, unwind in the jacuzzi tub, and enjoy coffee (or yoga!) on the deck. Explore the nearby Catskill mountains, quirky shops, breweries, and farm-to-table restaurants.

Top guest favorite

Home in Lake Katrine

4.92 out of 5 average rating, 132 reviews

Magical Waterfront Escape on the Esopus Creek

Magical and creative! Get ready for the most unique and one of the most popular properties in the Hudson Valley for over 18 years. With 150 feet of frontage on the Esopus Creek in the back of the property and the rolling hills and barns of an organic farm in the front. Tranquility dominates the views seen from every vantage point of this gorgeous house located at the base of the Catskill mountains. Truly the coziest little getaway perfect to escape all the hustle and bustle of life!

Top guest favorite

A well-groomed dog is seated by the waterfront on a wooden deck surrounded by autumn leaves. Two patio chairs and a small table are positioned nearby, creating a peaceful setting that invites relaxation by the creek.

Home in Saugerties

4.97 out of 5 average rating, 101 reviews

Waterfront, Dog & Family Friendly, Cozy Cottage

El Girasol, "The Sunflower," a sunny, family and pet friendly cottage on the Esopus Creek in the Catskill Mountains. Our home is fully furnished with global & vintage finds. This charming cottage has 2 beds, spacious living room with a big, comfy sleeper sofa and cozy electric fireplace & fully equipped kitchen combined with a dining room. Creek access, BBQ, fire pit, fenced in backyard, & 2 decks makes our home a great destination for a relaxing getaway with family, friends and pets.

Superhost

The backyard features a heated swimming pool surrounded by lounge chairs placed on a stone patio. An umbrella provides shade, and string lights illuminate the area, enhancing a relaxed evening atmosphere. Lush greenery and trees frame the space, adding to the serene setting.

Chalet in Ruby

4.9 out of 5 average rating, 121 reviews

Enchanting Upstate Cabin w Pool, Firepit

Welcome to our family-friendly haven in the heart of the beautiful Hudson Valley, just 10 minutes from Kingston, Saugerties, and Woodstock. Less than 2 hours from New York, our retreat offers an idyllic escape surrounded by enchanting forest views. Great for large groups, and year round stays with a heated pool and air conditioning in summer months. Just 40 mins away from skiing Hunter. Listing pics by @dirtandglass and @heypamcakes See more snapshots @theserenityhomes on IG. Ok

Top guest favorite

A wooden dock extends into the calm waters of the Esopus Creek, surrounded by lush greenery. The tranquil surface of the water reflects the surrounding trees, creating a serene atmosphere. Smooth stone steps lead down to the water's edge, enhancing accessibility.

Home in Saugerties

4.97 out of 5 average rating, 304 reviews

Creekside Cottage

Set on the beautiful Esopus Creek, this lovely 2 BR, 2 bath home is perfect for a get-away w/family, friends or a romantic or creative retreat. It's just a 15-20 minute drive to the quaint Village of Saugerties, Kingston, Woodstock & Rhinebeck. Sit & watch the river run by on the screened porch or on the deck down by the river's edge, bbq (4 burner gas stove), play board games, take a kayak or swim in the river. Kitchen w/full amenities. Pets are not allowed unless pre-approved.

Top guest favorite

A comfortable seating area features a light grey sectional sofa adorned with a soft throw and decorative pillows. A round coffee table with a metallic finish sits atop a circular area rug. Natural light filters through a window, illuminating the space.

Guest suite in Woodstock

4.99 out of 5 average rating, 168 reviews

Woodstock retreat with hot tub and deck with view

Guest suite in home of long-time Woodstock artist and resident. Separate entrance off 2nd story deck with meadow and mountain views. Space has everything you need for a retreat away from it all – a meditation nook for 2, yoga mats to use inside or out on the deck, hot tub to soak cares away and relax after a day out and about in the beautiful Catskill mountains. Hot tub is in 3-acre backyard with privacy enclosure, so bathing suits are optional (we provide bathrobes.)

Guest favorite

A modern cabin is nestled among lush greenery, featuring a wooden exterior and a wrap-around porch. Large windows provide views of the surrounding trees, while the gentle slope of the land leads to a grassy area in the foreground.

Guesthouse in Tivoli

4.91 out of 5 average rating, 184 reviews

Tivoli Star Gazing Cabin

Down a long driveway, set amongst 100 year old trees and meadows, the cabin offers time in the quiet country though only minutes to the lively village of Tivoli. With a wrap around porch for morning coffee, fire fly viewing or star gazing. It has a soaking tub, with a hand held shower. The cabin is part of our family compound of a main house and a small garden hut. Each property has an independent outdoor space for relaxing and privacy.