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Ruby Family & Kid Friendly Rentals

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$1,000+
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50 rentals in Ruby.
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Woodstock Nature's Chateau...so close to Saugerties, Kingston, Woodstock
3 bedrooms
3 bathrooms
Sleeps 6
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5-Star New Barn Home - Music Studio, Views & Hot Tub
4 bedrooms
4 bathrooms
Sleeps 10
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Hudson Valley Evergreen Treehouse
5 bedrooms
3 bathrooms
Sleeps 10
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Tentrr Signature Site - Highwoods
0 bedrooms
1 bathroom
Sleeps 6
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Tentrr Signature Site - Highwoods
1 bedroom
1 bathroom
Sleeps 6
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Tentrr Signature Site - Highwoods two
1 bedroom
1 bathroom
Sleeps 6
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It's Fall in the Hudson Valley! Enjoy your private cottage, fireplace & hot tub
0 bedrooms
1 bathroom
Sleeps 4
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Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
3 bedrooms
3 bathrooms
Sleeps 8
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Streamside Cottage Walking Distance to Town of Woodstock
1 bedroom
1 bathroom
Sleeps 4
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Charming Artist's Cottage
2 bedrooms
1 bathroom
Sleeps 4
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Private Home, Mins. to Woodstock
2 bedrooms
2 bathrooms
Sleeps 7
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Waterfront pet friendly cottage getaway#chezrivegauche
2 bedrooms
1 bathroom
Sleeps 4
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Big House! Lots of space for your family. Enjoy the outdoors in the Catskills
3 bedrooms
3 bathrooms
Sleeps 6
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Charming Streamside Apartment, close To Woodstock, Saugerties, HITS, Hunter Mt
1 bedroom
1 bathroom
Sleeps 2
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Chez Rive Gauche - a Waterfront Pet-Friendly Cottage
2 bedrooms
1 bathroom
Sleeps 4
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Luxury Estate In The Catskills, 5 minutes from HITS show
4 bedrooms
4 bathrooms
Sleeps 12
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Charming, Comfy House in Woodstock
2 bedrooms
1 bathroom
Sleeps 4
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Lovely Cabin Nestled On The Plattekill Stream
1 bedroom
1 bathroom
Sleeps 2
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Comfortable And Inviting, Perfect For Hits
3 bedrooms
3 bathrooms
Sleeps 6
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Country Cabin in Woodstock, NY- Cozy and Pet Friendly
0 bedrooms
1 bathroom
Sleeps 4
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Mountain Gardens - DOGS WELCOME!!!
2 bedrooms
1 bathroom
Sleeps 4
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Luxurious & Enchanting Hudson Valley / Catskills / Upstate NY Log House
4 bedrooms
3 bathrooms
Sleeps 16
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Lovely 1BR 2BATH overlooking the rushing creek, close to Woodstock, Saugerties
1 bedroom
2 bathrooms
Sleeps 2
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Secluded, Luxury Home with Hot Tub
2 bedrooms
2 bathrooms
Sleeps 6
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Lovely Creekside Duplex Close To Woodstock And Saugerties
2 bedrooms
3 bathrooms
Sleeps 5
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Gorgeous Designer Saugerties Home in The Catskills! Chefs kitchen, Spa Bathroom!
4 bedrooms
2 bathrooms
Sleeps 8
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Hill House-Close To Beach & Lighthouse And Easy Stroll To Shops And Restaurants
3 bedrooms
1 bathroom
Sleeps 5
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New Hot Tub & Heated Pool in Prime Woodstock Gut Renovated Modern Home
5 bedrooms
3 bathrooms
Sleeps 13
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Mid Century Ranch-Hot Tub-Minutes to Center ofTown
4 bedrooms
4 bathrooms
Sleeps 8
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Esopus Bend Getaway 4 min to HITS
1 bedroom
1 bathroom
Sleeps 2
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Spacious, Private, Close to Town, Work From Home
3 bedrooms
3 bathrooms
Sleeps 7
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Woodstock Mediterranean Retreat
4 bedrooms
3 bathrooms
Sleeps 11
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Tannery Brook Cottage: Terraced Garden with Patio, Cascade and Fire Pit.
3 bedrooms
2 bathrooms
Sleeps 6
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Carriage House on private English Tudor Estate
1 bedroom
1 bathroom
Sleeps 2
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LOVELY SAUGERTIES RENTAL (Pool)
4 bedrooms
2 bathrooms
Sleeps 10
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Modern Glass House, Minutes to Town
4 bedrooms
3 bathrooms
Sleeps 8
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THE STABLES IN THE CARRIAGE HOUSE
1 bedroom
1 bathroom
Sleeps 2
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Private Catskills Getaway with a Large Pool Ideal for Long Summer Stays!
4 bedrooms
3 bathrooms
Sleeps 6
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Wilderkill Retreat: Two-house Family Paradise
6 bedrooms
4 bathrooms
Sleeps 12
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Stay and Play! Walk to Town, Onsite Restaurant, Golf Included.
3 bedrooms
1 bathroom
Sleeps 6
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Charming Converted Barn On 2+ Acres Walk To Town
5 bedrooms
2 bathrooms
Sleeps 10
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Beautiful Home on The Esopus Creek
1 bedroom
1 bathroom
Sleeps 4
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'Casa Reál' ~ Expansive Woodstock House w/Hot Tub!
4 bedrooms
4 bathrooms
Sleeps 8
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Home w/Hot Tub & Pool, 6Mi to Woodstock/Saugerties
3 bedrooms
2 bathrooms
Sleeps 6
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Tentrr Signature Site - Stonecutters Ledge
1 bedroom
1 bathroom
Sleeps 6
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Tentrr Signature Site - Woodstock Dreamcatcher
1 bedroom
1 bathroom
Sleeps 4
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NEW! 'Peaceful Pines' - Charming Saugerties Escape
3 bedrooms
2 bathrooms
Sleeps 6
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Woodstock Sanctuary Spa Retreat - walk to town!
2 bedrooms
1 bathroom
Sleeps 4
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NEW! Charming Cottage w/ Yard - 2 Mi to Tinker St!
3 bedrooms
1 bathroom
Sleeps 6
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Cliff Haven In The Catskills
3 bedrooms
2 bathrooms
Sleeps 7
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