Vacation rentals in Samsonville, NY

104 available vacation rental offers

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Best vacation rentals and Airbnb offers in Samsonville, NY

Tiny Cat Tiny House - Samsonville, NY

Tiny Cat Tiny House

Holiday Home, Samsonville

Tiny Cat Tiny House is a holiday home in Samsonville, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Tiny Cat Tiny House

Tiny Cat Tiny House is a holiday home in Samsonville, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, ac, air conditioning, non smoking, and pets::not allowed.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,104.

From$158/night
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Fully Furnished 1BR Apt – Ideal for Traveling Professionals - Samsonville, NY

Fully Furnished 1BR Apt – Ideal for Traveling Professionals

Apartment, Samsonville

Fully Furnished 1BR Apt – Ideal for Traveling Professionals is a apartment in Samsonville, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for…

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About Fully Furnished 1BR Apt – Ideal for Traveling Professionals

Fully Furnished 1BR Apt – Ideal for Traveling Professionals is a apartment in Samsonville, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, heating, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,105.

From$158/night
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Beautiful Barn on 7 Acres - Get Away from it All - Samsonville, NY

Beautiful Barn on 7 Acres - Get Away from it All

Cabin, Samsonville

Beautiful Barn on 7 Acres - Get Away from it All is a cabin in Samsonville, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Beautiful Barn on 7 Acres - Get Away from it All

Beautiful Barn on 7 Acres - Get Away from it All is a cabin in Samsonville, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,148.

From$164/night
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Mountain & Pond View tiny Home - Samsonville, NY

Mountain & Pond View tiny Home

Holiday Home, Samsonville

Mountain & Pond View tiny Home is a holiday home in Samsonville. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About Mountain & Pond View tiny Home

Mountain & Pond View tiny Home is a holiday home in Samsonville. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, ac, air conditioning, internet, and non smoking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,257.

From$180/night
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Vacation rentals with a pool in Samsonville, NY

Add a pool to the search when you want an easy place to cool off between outings.

Woodstock Paradise with Gardens / Private Heated Pool--& Cozy Winter Wonderland - Samsonville, NY

Woodstock Paradise with Gardens / Private Heated Pool--& Cozy Winter Wonderland

Holiday Home, Samsonville

Woodstock Paradise with Gardens / Private Heated Pool--& Cozy Winter Wonderland is a holiday home in Samsonville, with pet-friendly space and pool access. This stay gives travelers a…

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About Woodstock Paradise with Gardens / Private Heated Pool--& Cozy Winter Wonderland

Woodstock Paradise with Gardens / Private Heated Pool--& Cozy Winter Wonderland is a holiday home in Samsonville, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,059.

From$294/night
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Charming 2-bedroom apartment in lovely Rosendale, just off the rail trai. - Samsonville, NY

Charming 2-bedroom apartment in lovely Rosendale, just off the rail trai.

Apartment, Samsonville

Charming 2-bedroom apartment in lovely Rosendale, just off the rail trai. is a apartment in Samsonville, with pet-friendly space, pool access, and kitchen access. This stay gives travelers…

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About Charming 2-bedroom apartment in lovely Rosendale, just off the rail trai.

Charming 2-bedroom apartment in lovely Rosendale, just off the rail trai. is a apartment in Samsonville, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,370.

From$339/night
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Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch - Samsonville, NY

Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch

Cottage, Samsonville

Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch is a cottage in Samsonville, with pool access and kitchen access. This stay gives travelers a comfortable base…

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About Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch

Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch is a cottage in Samsonville, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,633.

From$376/night
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Your Fun Catskills Getaway near Woodstock, Hunter and Belleayre. - Samsonville, NY

Your Fun Catskills Getaway near Woodstock, Hunter and Belleayre.

Guest House, Samsonville

Your Fun Catskills Getaway near Woodstock, Hunter and Belleayre. is a guest house in Samsonville, with pool access and kitchen access. This stay gives travelers a comfortable base for…

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About Your Fun Catskills Getaway near Woodstock, Hunter and Belleayre.

Your Fun Catskills Getaway near Woodstock, Hunter and Belleayre. is a guest house in Samsonville, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,142.

From$592/night
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Vacation rentals with parking in Samsonville, NY

Find vacation rentals that make arriving by car easier.

Cloud House -1 Bd & 2 baths in New Paltz - Samsonville, NY

Cloud House -1 Bd & 2 baths in New Paltz

Apartment, Samsonville

Cloud House -1 Bd & 2 baths in New Paltz is a apartment in Samsonville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cloud House -1 Bd & 2 baths in New Paltz

Cloud House -1 Bd & 2 baths in New Paltz is a apartment in Samsonville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,285.

From$184/night
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The Loft at 'Blue Heron Watch' Nature Getaway - Samsonville, NY

The Loft at 'Blue Heron Watch' Nature Getaway

Apartment, Samsonville

The Loft at 'Blue Heron Watch' Nature Getaway is a apartment in Samsonville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About The Loft at 'Blue Heron Watch' Nature Getaway

The Loft at 'Blue Heron Watch' Nature Getaway is a apartment in Samsonville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,415.

From$202/night
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Cabin 85: 2 Bedrooms + 2 Lofts Perfect Retreat! - Samsonville, NY

Cabin 85: 2 Bedrooms + 2 Lofts Perfect Retreat!

Cabin, Samsonville

Cabin 85: 2 Bedrooms + 2 Lofts Perfect Retreat! is a cabin in Samsonville, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Cabin 85: 2 Bedrooms + 2 Lofts Perfect Retreat!

Cabin 85: 2 Bedrooms + 2 Lofts Perfect Retreat! is a cabin in Samsonville, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,744.

From$249/night
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Morning Glory B n B Woodstock NY - Samsonville, NY

Morning Glory B n B Woodstock NY

B & B, Samsonville

Morning Glory B n B Woodstock NY is a b & b in Samsonville, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY is a b & b in Samsonville, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free breakfast, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,565.

From$202/night
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Pet-friendly vacation rentals in Samsonville, NY

Bring your pet along with stays that welcome four-legged travelers.

Classic Cottage w/Beautiful Catskill View, on 5 peaceful acres. Weekly discount! - Samsonville, NY

Classic Cottage w/Beautiful Catskill View, on 5 peaceful acres. Weekly discount!

Cottage, Samsonville

Classic Cottage w/Beautiful Catskill View, on 5 peaceful acres. Weekly discount! is a cottage in Samsonville, with kitchen access. This stay gives travelers a comfortable base for exploring…

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About Classic Cottage w/Beautiful Catskill View, on 5 peaceful acres. Weekly discount!

Classic Cottage w/Beautiful Catskill View, on 5 peaceful acres. Weekly discount! is a cottage in Samsonville, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,216.

From$317/night
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Modern Chalet w/ Firepit, BBQ, Fast Wi-Fi, Deck - Samsonville, NY

Modern Chalet w/ Firepit, BBQ, Fast Wi-Fi, Deck

Cabin, Samsonville

Modern Chalet w/ Firepit, BBQ, Fast Wi-Fi, Deck is a cabin in Samsonville, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a comfortable base for…

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About Modern Chalet w/ Firepit, BBQ, Fast Wi-Fi, Deck

Modern Chalet w/ Firepit, BBQ, Fast Wi-Fi, Deck is a cabin in Samsonville, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,660.

From$380/night
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NEW: Atomic Ranch - MCM One Level in Olivebridge - Samsonville, NY

NEW: Atomic Ranch - MCM One Level in Olivebridge

Holiday Home, Samsonville

NEW: Atomic Ranch - MCM One Level in Olivebridge is a holiday home in Samsonville, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About NEW: Atomic Ranch - MCM One Level in Olivebridge

NEW: Atomic Ranch - MCM One Level in Olivebridge is a holiday home in Samsonville, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,847.

From$550/night
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Spring Special:Relax, Save, Farmhouse 2hrs NYC - Samsonville, NY

Spring Special:Relax, Save, Farmhouse 2hrs NYC

Holiday Home, Samsonville

Spring Special:Relax, Save, Farmhouse 2hrs NYC is a holiday home in Samsonville, with pet-friendly space, pool access, and a quieter setting. This stay gives travelers a comfortable base…

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About Spring Special:Relax, Save, Farmhouse 2hrs NYC

Spring Special:Relax, Save, Farmhouse 2hrs NYC is a holiday home in Samsonville, with pet-friendly space, pool access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,848.

From$550/night
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Vacation rentals with a kitchen in Samsonville, NY

Compare stays with kitchen access for longer trips and easier meals.

\"The hideout\" ... A cozy Catskills cottage - Samsonville, NY

\"The hideout\" ... A cozy Catskills cottage

Holiday Home, Samsonville

\"The hideout\" ... A cozy Catskills cottage is a holiday home in Samsonville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About \"The hideout\" ... A cozy Catskills cottage

\"The hideout\" ... A cozy Catskills cottage is a holiday home in Samsonville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,771.

From$253/night
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Modern Farmhouse; Quiet, Eclectic,Cozy, Fun, situated on a peaceful Creek. - Samsonville, NY

Modern Farmhouse; Quiet, Eclectic,Cozy, Fun, situated on a peaceful Creek.

Holiday Home, Samsonville

Modern Farmhouse; Quiet, Eclectic,Cozy, Fun, situated on a peaceful Creek. is a holiday home in Samsonville, with parking, kitchen access, and a quieter setting. This stay gives travelers a…

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About Modern Farmhouse; Quiet, Eclectic,Cozy, Fun, situated on a peaceful Creek.

Modern Farmhouse; Quiet, Eclectic,Cozy, Fun, situated on a peaceful Creek. is a holiday home in Samsonville, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,004.

From$286/night
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Renovated 3BR Home near High Falls / Stone Ridge - Samsonville, NY

Renovated 3BR Home near High Falls / Stone Ridge

Holiday Home, Samsonville

Renovated 3BR Home near High Falls / Stone Ridge is a holiday home in Samsonville, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Renovated 3BR Home near High Falls / Stone Ridge

Renovated 3BR Home near High Falls / Stone Ridge is a holiday home in Samsonville, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,606.

From$372/night
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High Point Mtn House ~ Celebrate Spring ~ Privacy ~ SERENITY NOW~ Gorgeous VIEWS - Samsonville, NY

High Point Mtn House ~ Celebrate Spring ~ Privacy ~ SERENITY NOW~ Gorgeous VIEWS

Holiday Home, Samsonville

High Point Mtn House ~ Celebrate Spring ~ Privacy ~ SERENITY NOW~ Gorgeous VIEWS is a holiday home in Samsonville, with pet-friendly space and kitchen access. This stay gives travelers a…

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About High Point Mtn House ~ Celebrate Spring ~ Privacy ~ SERENITY NOW~ Gorgeous VIEWS

High Point Mtn House ~ Celebrate Spring ~ Privacy ~ SERENITY NOW~ Gorgeous VIEWS is a holiday home in Samsonville, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,010.

From$573/night
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Family-friendly vacation rentals in Samsonville, NY

Plan a trip with stays that give families more room to spread out.

Mountain view, mid-century style, 1 mile to town! - Samsonville, NY

Mountain view, mid-century style, 1 mile to town!

Cottage, Samsonville

Mountain view, mid-century style, 1 mile to town! is a cottage in Samsonville, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Mountain view, mid-century style, 1 mile to town!

Mountain view, mid-century style, 1 mile to town! is a cottage in Samsonville, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,484.

From$212/night
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The Bear Den at 'Blue Heron Watch' Nature Getaway - Samsonville, NY

The Bear Den at 'Blue Heron Watch' Nature Getaway

Holiday Home, Samsonville

The Bear Den at 'Blue Heron Watch' Nature Getaway is a holiday home in Samsonville, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About The Bear Den at 'Blue Heron Watch' Nature Getaway

The Bear Den at 'Blue Heron Watch' Nature Getaway is a holiday home in Samsonville, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,486.

From$212/night
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Quaint Cottage w/ Peloton & Sauna near Hiking - Samsonville, NY

Quaint Cottage w/ Peloton & Sauna near Hiking

Holiday Home, Samsonville

Quaint Cottage w/ Peloton & Sauna near Hiking is a holiday home in Samsonville, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Quaint Cottage w/ Peloton & Sauna near Hiking

Quaint Cottage w/ Peloton & Sauna near Hiking is a holiday home in Samsonville, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,496.

From$214/night
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The Hideout Catskills Cottage - Samsonville, NY

The Hideout Catskills Cottage

Holiday Home, Samsonville

The Hideout Catskills Cottage is a holiday home in Samsonville, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About The Hideout Catskills Cottage

The Hideout Catskills Cottage is a holiday home in Samsonville, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, free parking, and accessible.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,199.

From$247/night
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