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Ruby Holiday Rentals

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50 rentals in Ruby.
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Woodstock Nature's Chateau...so close to Saugerties, Kingston, Woodstock, holiday rental in Ruby

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, holiday rental in Ruby

5-Star New Barn Home - Music Studio, Views & Hot Tub

4 bedrooms
4 bathrooms
Sleeps 10
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Hudson Valley Evergreen Treehouse, holiday rental in Ruby

Hudson Valley Evergreen Treehouse

5 bedrooms
3 bathrooms
Sleeps 10
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Tentrr Signature Site - Highwoods, holiday rental in Ruby

Tentrr Signature Site - Highwoods

0 bedrooms
1 bathroom
Sleeps 6
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Tentrr Signature Site - Highwoods, holiday rental in Ruby

Tentrr Signature Site - Highwoods

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Highwoods two, holiday rental in Ruby

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, holiday rental in Ruby

It's Fall in the Hudson Valley! Enjoy your private cottage, fireplace & hot tub

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!, holiday rental in Ruby

Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Streamside Cottage Walking Distance to Town of Woodstock, holiday rental in Ruby

Streamside Cottage Walking Distance to Town of Woodstock

1 bedroom
1 bathroom
Sleeps 4
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Charming Artist's Cottage, holiday rental in Ruby

Charming Artist's Cottage

2 bedrooms
1 bathroom
Sleeps 4
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Private Home, Mins. to Woodstock, holiday rental in Ruby

Private Home, Mins. to Woodstock

2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Big House!  Lots of space for your family.  Enjoy the outdoors in the Catskills, holiday rental in Ruby

Big House! Lots of space for your family. Enjoy the outdoors in the Catskills

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront pet friendly cottage getaway#chezrivegauche, holiday rental in Ruby

Waterfront pet friendly cottage getaway#chezrivegauche

2 bedrooms
1 bathroom
Sleeps 4
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Charming Streamside Apartment, close To Woodstock, Saugerties, HITS, Hunter Mt, holiday rental in Ruby

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, holiday rental in Ruby

Chez Rive Gauche - a Waterfront Pet-Friendly Cottage

2 bedrooms
1 bathroom
Sleeps 4
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Charming, Comfy House in Woodstock, holiday rental in Ruby

Charming, Comfy House in Woodstock

2 bedrooms
1 bathroom
Sleeps 4
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Luxury Estate In The Catskills, 5 minutes from HITS show, holiday rental in Ruby

Luxury Estate In The Catskills, 5 minutes from HITS show

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Lovely Cabin Nestled On The Plattekill Stream, holiday rental in Ruby

Lovely Cabin Nestled On The Plattekill Stream

1 bedroom
1 bathroom
Sleeps 2
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Mountain Gardens - DOGS WELCOME!!!, holiday rental in Ruby

Mountain Gardens - DOGS WELCOME!!!

2 bedrooms
1 bathroom
Sleeps 4
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Comfortable And Inviting, Perfect For Hits, holiday rental in Ruby

Comfortable And Inviting, Perfect For Hits

3 bedrooms
3 bathrooms
Sleeps 6
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Luxurious & Enchanting Hudson Valley / Catskills / Upstate NY Log House, holiday rental in Ruby

Luxurious & Enchanting Hudson Valley / Catskills / Upstate NY Log House

4 bedrooms
3 bathrooms
Sleeps 16
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Country Cabin in Woodstock, NY- Cozy and Pet Friendly, holiday rental in Ruby

Country Cabin in Woodstock, NY- Cozy and Pet Friendly

0 bedrooms
1 bathroom
Sleeps 4
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Lovely 1BR 2BATH overlooking the rushing creek, close to Woodstock, Saugerties, holiday rental in Ruby

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, holiday rental in Ruby

Secluded, Luxury Home with Hot Tub

2 bedrooms
2 bathrooms
Sleeps 6
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Lovely Creekside Duplex Close To Woodstock And Saugerties, holiday rental in Ruby

Lovely Creekside Duplex Close To Woodstock And Saugerties

2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Modern Glass House, Minutes to Town, holiday rental in Ruby

Modern Glass House, Minutes to Town

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Gorgeous Designer Saugerties Home in The Catskills! Chefs kitchen, Spa Bathroom!, holiday rental in Ruby

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, holiday rental in Ruby

Hill House-Close To Beach & Lighthouse And Easy Stroll To Shops And Restaurants

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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New Hot Tub & Heated Pool in Prime Woodstock Gut Renovated Modern Home, holiday rental in Ruby

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, holiday rental in Ruby

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, holiday rental in Ruby

Esopus Bend Getaway 4 min to HITS

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Spacious, Private, Close to Town, Work From Home, holiday rental in Ruby

Spacious, Private, Close to Town, Work From Home

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Woodstock Mediterranean Retreat, holiday rental in Ruby

Woodstock Mediterranean Retreat

4 bedrooms
3 bathrooms
Sleeps 11
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Tannery Brook Cottage: Terraced Garden with Patio, Cascade and Fire Pit., holiday rental in Ruby

Tannery Brook Cottage: Terraced Garden with Patio, Cascade and Fire Pit.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Carriage House on private English Tudor Estate, holiday rental in Ruby

Carriage House on private English Tudor Estate

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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LOVELY SAUGERTIES RENTAL (Pool), holiday rental in Ruby

LOVELY SAUGERTIES RENTAL (Pool)

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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THE STABLES IN THE CARRIAGE HOUSE, holiday rental in Ruby

THE STABLES IN THE CARRIAGE HOUSE

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private Catskills Getaway with a Large Pool Ideal for Long Summer Stays!, holiday rental in Ruby

Private Catskills Getaway with a Large Pool Ideal for Long Summer Stays!

4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Wilderkill Retreat: Two-house Family Paradise, holiday rental in Ruby

Wilderkill Retreat: Two-house Family Paradise

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Stay and Play! Walk to Town, Onsite Restaurant, Golf Included., holiday rental in Ruby

Stay and Play! Walk to Town, Onsite Restaurant, Golf Included.

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Charming Converted Barn On 2+ Acres  Walk To Town, holiday rental in Ruby

Charming Converted Barn On 2+ Acres Walk To Town

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Home on The Esopus Creek, holiday rental in Ruby

Beautiful Home on The Esopus Creek

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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'Casa Reál' ~ Expansive Woodstock House w/Hot Tub!, holiday rental in Ruby

'Casa Reál' ~ Expansive Woodstock House w/Hot Tub!

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Home w/Hot Tub & Pool, 6Mi to Woodstock/Saugerties, holiday rental in Ruby

Home w/Hot Tub & Pool, 6Mi to Woodstock/Saugerties

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Stonecutters Ledge, holiday rental in Ruby

Tentrr Signature Site - Stonecutters Ledge

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Woodstock Dreamcatcher, holiday rental in Ruby

Tentrr Signature Site - Woodstock Dreamcatcher

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! 'Peaceful Pines' - Charming Saugerties Escape, holiday rental in Ruby

NEW! 'Peaceful Pines' - Charming Saugerties Escape

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Charming Cottage w/ Yard - 2 Mi to Tinker St!, holiday rental in Ruby

NEW! Charming Cottage w/ Yard - 2 Mi to Tinker St!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cliff Haven In The Catskills, holiday rental in Ruby

Cliff Haven In The Catskills

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Glasco Woodstock - 16 Acres and Stunning Mountain View, holiday rental in Ruby

Glasco Woodstock - 16 Acres and Stunning Mountain View

5 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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