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Ruby Family & Kid Friendly Rentals

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46 rentals in Ruby.
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MODERN FARMHOUSE, Saugerties Woodstock, Deck, Fireplace, Fire Pit, WiFi, TV, vacation rental in Ruby
MODERN FARMHOUSE, Saugerties Woodstock, Deck, Fireplace, Fire Pit, WiFi, TV, vacation rental in Ruby
MODERN FARMHOUSE, Saugerties Woodstock, Deck, Fireplace, Fire Pit, WiFi, TV, vacation rental in Ruby

MODERN FARMHOUSE, Saugerties Woodstock, Deck, Fireplace, Fire Pit, WiFi, TV

Rental Home
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps, Kid friendly
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Secluded  family retreat, vacation rental in Ruby
Secluded  family retreat, vacation rental in Ruby
Secluded  family retreat, vacation rental in Ruby

Secluded family retreat

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Tentrr Signature Site - Highwoods, vacation rental in Ruby
Tentrr Signature Site - Highwoods, vacation rental in Ruby
Tentrr Signature Site - Highwoods, vacation rental in Ruby

Tentrr Signature Site - Highwoods

Rental Home
0 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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Hudson Valley Evergreen Treehouse, vacation rental in Ruby
Hudson Valley Evergreen Treehouse, vacation rental in Ruby
Hudson Valley Evergreen Treehouse, vacation rental in Ruby

Hudson Valley Evergreen Treehouse

Rental Home
5 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps, Kid friendly
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Tentrr Signature Site - Highwoods, vacation rental in Ruby
Tentrr Signature Site - Highwoods, vacation rental in Ruby
Tentrr Signature Site - Highwoods, vacation rental in Ruby

Tentrr Signature Site - Highwoods

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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Tentrr Signature Site - Highwoods two, vacation rental in Ruby
Tentrr Signature Site - Highwoods two, vacation rental in Ruby
Tentrr Signature Site - Highwoods two, vacation rental in Ruby

Tentrr Signature Site - Highwoods two

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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Tentrr Signature Site - Highwoods two, vacation rental in Ruby
Tentrr Signature Site - Highwoods two, vacation rental in Ruby
Tentrr Signature Site - Highwoods two, vacation rental in Ruby

Tentrr Signature Site - Highwoods two

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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Saugerties/Woodstock Two Acre Wooded Private Glamping Oasis, vacation rental in Ruby
Saugerties/Woodstock Two Acre Wooded Private Glamping Oasis, vacation rental in Ruby
Saugerties/Woodstock Two Acre Wooded Private Glamping Oasis, vacation rental in Ruby

Saugerties/Woodstock Two Acre Wooded Private Glamping Oasis

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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NEW! Serene Home on 60 Acres: Kid & Pet Friendly!, vacation rental in Ruby
NEW! Serene Home on 60 Acres: Kid & Pet Friendly!, vacation rental in Ruby
NEW! Serene Home on 60 Acres: Kid & Pet Friendly!, vacation rental in Ruby

NEW! Serene Home on 60 Acres: Kid & Pet Friendly!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 18
Match: Sleeps, Kid friendly
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Serenity Cabin- a beautiful family friendly home, vacation rental in Ruby
Serenity Cabin- a beautiful family friendly home, vacation rental in Ruby
Serenity Cabin- a beautiful family friendly home, vacation rental in Ruby

Serenity Cabin- a beautiful family friendly home

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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25 Acre Estate next to Woodstock and Catskill Mountains, vacation rental in Ruby
25 Acre Estate next to Woodstock and Catskill Mountains, vacation rental in Ruby
25 Acre Estate next to Woodstock and Catskill Mountains, vacation rental in Ruby

25 Acre Estate next to Woodstock and Catskill Mountains

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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LARGE COZY Sleeps 7 Main House + Opt. Apt 4 More (+Fee) Pool/Pond!, vacation rental in Ruby
LARGE COZY Sleeps 7 Main House + Opt. Apt 4 More (+Fee) Pool/Pond!, vacation rental in Ruby
LARGE COZY Sleeps 7 Main House + Opt. Apt 4 More (+Fee) Pool/Pond!, vacation rental in Ruby

LARGE COZY Sleeps 7 Main House + Opt. Apt 4 More (+Fee) Pool/Pond!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps, Kid friendly
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Woodstock MCMstyled house 60acres hottub Woodstock, vacation rental in Ruby
Woodstock MCMstyled house 60acres hottub Woodstock, vacation rental in Ruby
Woodstock MCMstyled house 60acres hottub Woodstock, vacation rental in Ruby

Woodstock MCMstyled house 60acres hottub Woodstock

Rental Home
4 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Historic Catskills Hideaway Near Saugerties, Woodstock, Kingston & HITS, vacation rental in Ruby
Historic Catskills Hideaway Near Saugerties, Woodstock, Kingston & HITS, vacation rental in Ruby
Historic Catskills Hideaway Near Saugerties, Woodstock, Kingston & HITS, vacation rental in Ruby

Historic Catskills Hideaway Near Saugerties, Woodstock, Kingston & HITS

Rental Home
6 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps, Kid friendly
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Bluestone Escape - Where everyone is at home., vacation rental in Ruby
Bluestone Escape - Where everyone is at home., vacation rental in Ruby
Bluestone Escape - Where everyone is at home., vacation rental in Ruby

Bluestone Escape - Where everyone is at home.

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps, Kid friendly
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Privacy with Hot Tub & Fireplace - Woodstock, NY, vacation rental in Ruby
Privacy with Hot Tub & Fireplace - Woodstock, NY, vacation rental in Ruby
Privacy with Hot Tub & Fireplace - Woodstock, NY, vacation rental in Ruby

Privacy with Hot Tub & Fireplace - Woodstock, NY

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Waterfront pet friendly cottage getaway#chezrivegauche, vacation rental in Ruby
Waterfront pet friendly cottage getaway#chezrivegauche, vacation rental in Ruby
Waterfront pet friendly cottage getaway#chezrivegauche, vacation rental in Ruby

Waterfront pet friendly cottage getaway#chezrivegauche

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Woodstock Nature's Chateau...so close to Saugerties, Kingston, Woodstock, vacation rental in Ruby
Woodstock Nature's Chateau...so close to Saugerties, Kingston, Woodstock, vacation rental in Ruby
Woodstock Nature's Chateau...so close to Saugerties, Kingston, Woodstock, vacation rental in Ruby

Woodstock Nature's Chateau...so close to Saugerties, Kingston, Woodstock

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Waterfront Home on the Esopus Creek, near Kingston, Rhinebeck,  Hunter, vacation rental in Ruby
Waterfront Home on the Esopus Creek, near Kingston, Rhinebeck,  Hunter, vacation rental in Ruby
Waterfront Home on the Esopus Creek, near Kingston, Rhinebeck,  Hunter, vacation rental in Ruby

Waterfront Home on the Esopus Creek, near Kingston, Rhinebeck, Hunter

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Kid friendly
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Relaxing Get Away In The Mid-hudson Valley, vacation rental in Ruby
Relaxing Get Away In The Mid-hudson Valley, vacation rental in Ruby
Relaxing Get Away In The Mid-hudson Valley, vacation rental in Ruby

Relaxing Get Away In The Mid-hudson Valley

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Chez Rive Gauche - A Waterfront Pet-Friendly Cottage, vacation rental in Ruby
Chez Rive Gauche - A Waterfront Pet-Friendly Cottage, vacation rental in Ruby
Chez Rive Gauche - A Waterfront Pet-Friendly Cottage, vacation rental in Ruby

Chez Rive Gauche - A Waterfront Pet-Friendly Cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Charming, Comfy House in Woodstock, vacation rental in Ruby
Charming, Comfy House in Woodstock, vacation rental in Ruby
Charming, Comfy House in Woodstock, vacation rental in Ruby

Charming, Comfy House in Woodstock

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Creekside Cottage On The Water, vacation rental in Ruby
Creekside Cottage On The Water, vacation rental in Ruby
Creekside Cottage On The Water, vacation rental in Ruby

Creekside Cottage On The Water

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Luxurious & Enchanting Log House in Heart of Hudson Valley/Catskills, Upstate NY, vacation rental in Ruby
Luxurious & Enchanting Log House in Heart of Hudson Valley/Catskills, Upstate NY, vacation rental in Ruby
Luxurious & Enchanting Log House in Heart of Hudson Valley/Catskills, Upstate NY, vacation rental in Ruby

Luxurious & Enchanting Log House in Heart of Hudson Valley/Catskills, Upstate NY

Rental Home
4 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps, Kid friendly
More info
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Home w/Hot Tub & Pool, 6Mi to Woodstock/Saugerties, vacation rental in Ruby
Home w/Hot Tub & Pool, 6Mi to Woodstock/Saugerties, vacation rental in Ruby
Home w/Hot Tub & Pool, 6Mi to Woodstock/Saugerties, vacation rental in Ruby

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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WOODSTOCK - SAUGERTIES - HUDSON VALLEY - 3 BDRM HOUSE - HITS - FIRE PIT, vacation rental in Ruby
WOODSTOCK - SAUGERTIES - HUDSON VALLEY - 3 BDRM HOUSE - HITS - FIRE PIT, vacation rental in Ruby
WOODSTOCK - SAUGERTIES - HUDSON VALLEY - 3 BDRM HOUSE - HITS - FIRE PIT, vacation rental in Ruby

WOODSTOCK - SAUGERTIES - HUDSON VALLEY - 3 BDRM HOUSE - HITS - FIRE PIT

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Secluded, Luxury Home with Hot Tub, vacation rental in Ruby
Secluded, Luxury Home with Hot Tub, vacation rental in Ruby
Secluded, Luxury Home with Hot Tub, vacation rental in Ruby

Secluded, Luxury Home with Hot Tub

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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Welcome to Harmony Hills (pool, hot tub, gym), vacation rental in Ruby
Welcome to Harmony Hills (pool, hot tub, gym), vacation rental in Ruby
Welcome to Harmony Hills (pool, hot tub, gym), vacation rental in Ruby

Welcome to Harmony Hills (pool, hot tub, gym)

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Private, Secluded Catskill getaway in Upstate NY, vacation rental in Ruby
Private, Secluded Catskill getaway in Upstate NY, vacation rental in Ruby
Private, Secluded Catskill getaway in Upstate NY, vacation rental in Ruby

Private, Secluded Catskill getaway in Upstate NY

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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Hillside Escape: Saugerties Getaway w/ Hot Tub, Cabana & Shuffleboard, vacation rental in Ruby
Hillside Escape: Saugerties Getaway w/ Hot Tub, Cabana & Shuffleboard, vacation rental in Ruby
Hillside Escape: Saugerties Getaway w/ Hot Tub, Cabana & Shuffleboard, vacation rental in Ruby

Hillside Escape: Saugerties Getaway w/ Hot Tub, Cabana & Shuffleboard

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Hudson Valley’s Premier Waterfront Glamping Getaway with electric and water!, vacation rental in Ruby
Hudson Valley’s Premier Waterfront Glamping Getaway with electric and water!, vacation rental in Ruby
Hudson Valley’s Premier Waterfront Glamping Getaway with electric and water!, vacation rental in Ruby

Hudson Valley’s Premier Waterfront Glamping Getaway with electric and water!

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

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

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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NEW! ‘Casabison’ Lake Katrine Home w/ Fire Pit!, vacation rental in Ruby
NEW! ‘Casabison’ Lake Katrine Home w/ Fire Pit!, vacation rental in Ruby
NEW! ‘Casabison’ Lake Katrine Home w/ Fire Pit!, vacation rental in Ruby

NEW! ‘Casabison’ Lake Katrine Home w/ Fire Pit!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Country Setting Close to Town, vacation rental in Ruby
Country Setting Close to Town, vacation rental in Ruby
Country Setting Close to Town, vacation rental in Ruby

Country Setting Close to Town

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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Cleo’s Cabin: Private retreat near Woodstock/HITS, vacation rental in Ruby
Cleo’s Cabin: Private retreat near Woodstock/HITS, vacation rental in Ruby
Cleo’s Cabin: Private retreat near Woodstock/HITS, vacation rental in Ruby

Cleo’s Cabin: Private retreat near Woodstock/HITS

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Magical Waterfront Escape from the city located in the Hudson Valley!, vacation rental in Ruby
Magical Waterfront Escape from the city located in the Hudson Valley!, vacation rental in Ruby
Magical Waterfront Escape from the city located in the Hudson Valley!, vacation rental in Ruby

Magical Waterfront Escape from the city located in the Hudson Valley!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Newly renovated family friendly home!!, vacation rental in Ruby
Newly renovated family friendly home!!, vacation rental in Ruby
Newly renovated family friendly home!!, vacation rental in Ruby

Newly renovated family friendly home!!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Kid friendly
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HighWoods Estate 5B/4.5Ba Heated Pool, Spa, Cinema, vacation rental in Ruby
HighWoods Estate 5B/4.5Ba Heated Pool, Spa, Cinema, vacation rental in Ruby
HighWoods Estate 5B/4.5Ba Heated Pool, Spa, Cinema, vacation rental in Ruby

HighWoods Estate 5B/4.5Ba Heated Pool, Spa, Cinema

Rental Home
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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The Powdermill Streamside Suite, vacation rental in Ruby
The Powdermill Streamside Suite, vacation rental in Ruby
The Powdermill Streamside Suite, vacation rental in Ruby

The Powdermill Streamside Suite

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Artists cottage on preserved land, vacation rental in Ruby
Artists cottage on preserved land, vacation rental in Ruby
Artists cottage on preserved land, vacation rental in Ruby

Artists cottage on preserved land

Rental Home
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps, Kid friendly
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Private Country Farmhouse Set in the Forest, vacation rental in Ruby
Private Country Farmhouse Set in the Forest, vacation rental in Ruby
Private Country Farmhouse Set in the Forest, vacation rental in Ruby

Private Country Farmhouse Set in the Forest

Rental Home
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps, Kid friendly
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Private 6 acres with pool near Woodstock. Pet friendly, vacation rental in Ruby
Private 6 acres with pool near Woodstock. Pet friendly, vacation rental in Ruby
Private 6 acres with pool near Woodstock. Pet friendly, vacation rental in Ruby

Private 6 acres with pool near Woodstock. Pet friendly

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Stunning Historic Church, vacation rental in Ruby
Stunning Historic Church, vacation rental in Ruby
Stunning Historic Church, vacation rental in Ruby

Stunning Historic Church

Rental Home
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Waterfront cottages , perfect for everyone, vacation rental in Ruby
Waterfront cottages , perfect for everyone, vacation rental in Ruby
Waterfront cottages , perfect for everyone, vacation rental in Ruby

Waterfront cottages , perfect for everyone

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Creek front cottage, in the middle of the Hudson Valley, vacation rental in Ruby
Creek front cottage, in the middle of the Hudson Valley, vacation rental in Ruby
Creek front cottage, in the middle of the Hudson Valley, vacation rental in Ruby

Creek front cottage, in the middle of the Hudson Valley

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Remodeled cottage with fire pit on 1200 foot of the Esopus Creek, vacation rental in Ruby
Remodeled cottage with fire pit on 1200 foot of the Esopus Creek, vacation rental in Ruby
Remodeled cottage with fire pit on 1200 foot of the Esopus Creek, vacation rental in Ruby

Remodeled cottage with fire pit on 1200 foot of the Esopus Creek

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Welcome to Harmony Hills (pool, hot tub, gym), vacation rental in Ruby
Welcome to Harmony Hills (pool, hot tub, gym), vacation rental in Ruby
Welcome to Harmony Hills (pool, hot tub, gym), vacation rental in Ruby

Welcome to Harmony Hills (pool, hot tub, gym)

Rental Home
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps, Kid friendly
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Welcome Fall/Winter with a Private Woodstock Glamping Experience!, vacation rental in Ruby
Welcome Fall/Winter with a Private Woodstock Glamping Experience!, vacation rental in Ruby
Welcome Fall/Winter with a Private Woodstock Glamping Experience!, vacation rental in Ruby

Welcome Fall/Winter with a Private Woodstock Glamping Experience!

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Historic High Woods House at Moonlight Meadow, vacation rental in Ruby
Historic High Woods House at Moonlight Meadow, vacation rental in Ruby
Historic High Woods House at Moonlight Meadow, vacation rental in Ruby

Historic High Woods House at Moonlight Meadow

Rental Home
6 bedrooms
1 bathroom
Sleeps 16
Match: Sleeps
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Woodstock Cottage with a view !, vacation rental in Ruby
Woodstock Cottage with a view !, vacation rental in Ruby
Woodstock Cottage with a view !, vacation rental in Ruby

Woodstock Cottage with a view !

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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