
Holiday houses in Ruby
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Top-rated holiday rentals in Ruby
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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!
LocationFamilyHiking
4.99 out of 5 average rating, 159 reviews
WoodsCabin / Kingston / Woodstock NY.
Take the opportunity to enjoy nature in our beautiful woods cabin setting located at the foothills of the Catskill Mountains short drives to lots of hiking trails and 6mins walk to the Esopus creek ,10mins drive to Woodstock, Kingston and 20mins to Rhinebeck NY. The studio cabin offers a quite peaceful experience with a chance to see & hear birds and other wildlife. Amenities include kitchenette and hot shower We are off the grid ,solar powered, composting toilet inside and potter sand outside
ValueLocationCleanliness
4.94 out of 5 average rating, 108 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.
LocationValueWi-Fi
4.99 out of 5 average rating, 220 reviews
Waterfront Cottage - Hot Tub, Kayaks and Fire Pit
Welcome friends to our beloved waterfront cottage right on the Esopus Creek, in the beautiful Catskills! Whether you’re seeking a peaceful retreat, fun for the family, or a romantic escape, our 2-bedroom home is your perfect Catskills destination. With kayaks for adventures on the creek (Spring through Fall), a firepit with water views, outdoor dining with a grill, and located close to lots hiking and nearby towns, like Woodstock and Saugerties, you'll only wish you could stay here longer!
FamilyLocationLayout
4.95 out of 5 average rating, 109 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.
ValueLocationHot tub
4.94 out of 5 average rating, 390 reviews
Cottage on the Creek
Charming vintage cottage on the Esopus Creek. Craftsman style with original 1930's details and essential modern updates. A short drive to Saugerties, Kingston, Rhinebeck, and Woodstock. Peaceful setting with cool breezes, eagles, ducks, great fishing, swimming, and a boat launch/swim ramp - two kayaks are available for use if arranged prior to your stay. If you are participating in the HITS equestrian events - the location is very convenient and the driveway can accommodate horse trailers.
ValueFamilyNearby
4.97 out of 5 average rating, 317 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!
LocationFamilyAir conditioning
4.94 out of 5 average rating, 171 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.
ValueLocationDecor
4.96 out of 5 average rating, 154 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.
FamilyLocationBreakfast
4.97 out of 5 average rating, 337 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
LocationFamilyCondition
4.9 out of 5 average rating, 144 reviews
Modern Escape • Sauna • Firepit • Near Woodstock
Perfect upstate escape! Whether you're planning a romantic couples getaway, a fun trip with friends, a family vacation, or even a much-needed solo escape, The Retro Chic House offers the ideal stay for a memorable local Upstate Experience. This stunning renovated property is designed to cater to a variety of preferences and is guaranteed to provide you with an unforgettable stay. Located 8 mins to Woodstock, 12 mins to Saugerties, & picturesque drive to Hunter!
LocationValueSleep quality
4.96 out of 5 average rating, 287 reviews
Waters' Edge on the Esopus
Welcome to Waters' Edge, a beautiful eclectic cottage set on a perfect stretch of the Esopus Creek. Just two hours from the city, you are surrounded by a wonderful cultural experience, great music, farm to table restaurants, art galleries and antique stores. And for the outdoor enthusiast there is something for everyone! Always something happening in the Hudson Valley no matter what time of year you visit.
ValueLocationCleanliness
4.94 out of 5 average rating, 114 reviewsPopular amenities for Ruby holiday rentals
Other great holiday rentals in Ruby

The Woodstock Barn House - Sauna, Gym, Jacuzzi
LocationFamilyLong stay
4.99 out of 5 average rating, 279 reviews
Away Upstate, a cozy retreat w/ Firepit
LocationFamilyWalkability
5.0 out of 5 average rating, 102 reviews
Saugerties Log Home W/ Game Room
LocationFamilyNearby
5.0 out of 5 average rating, 167 reviews
Spacious with en suite bathroom
LocationValueAir conditioning
4.99 out of 5 average rating, 149 reviews
MORO Cabin - Artsy Designer Home with Deck
LocationValueQuiet
4.93 out of 5 average rating, 14 reviews
Retro Hudson Valley Retreat • 2 Decks + Views
LocationFamilyTV
4.82 out of 5 average rating, 50 reviews
Unique Catskills Retreat: 3BR with deck & 3 acres
FamilyValueSkiing
4.9 out of 5 average rating, 86 reviews
Waterfront Sunrise Retreat/ close to HITS/ firepit
FamilyLocationParks
4.97 out of 5 average rating, 36 reviewsDestinations to explore
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Bethel Woods Center for the Arts
- June Farms
- Resorts World Catskills
- Windham Mountain
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Storm King Art Center
- Taconic State Park
- Plattekill Mountain
- Mohonk Preserve
- Peekamoose Blue Hole
- Hunter Mountain Resort
- Thacher State Park
- Kent Falls State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Millbrook Vineyards & Winery
- Storm King Art Center





