Vacation rentals in Cherrytown, NY

Best Vacation rentals and Airbnb offers in Cherrytown, NY

Tiny Cat Tiny House

Holiday Home, Cherrytown

Tiny Cat Tiny House is a holiday home in Cherrytown, 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 Cherrytown, 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

Apartment, Cherrytown

Fully Furnished 1BR Apt – Ideal for Traveling Professionals is a apartment in Cherrytown, 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 Cherrytown, 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

Cabin, Cherrytown

Beautiful Barn on 7 Acres - Get Away from it All is a cabin in Cherrytown, 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 Cherrytown, 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

Holiday Home, Cherrytown

Mountain & Pond View tiny Home is a holiday home in Cherrytown. 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 Cherrytown. 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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Browse Vacation Rentals with a Pool in Cherrytown, NY

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

Cozy private suite in the heart of beautiful Gardiner.

Holiday Home, Cherrytown

Cozy private suite in the heart of beautiful Gardiner. is a holiday home in Cherrytown, with pool access and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Cozy private suite in the heart of beautiful Gardiner.

Cozy private suite in the heart of beautiful Gardiner. is a holiday home in Cherrytown, with pool access and 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, pool, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,170.

From$167/night

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Catskill Farmhouse, mountain views, spring-fed swimming pond with deck, 22 acres

Country House, Cherrytown

Catskill Farmhouse, mountain views, spring-fed swimming pond with deck, 22 acres is a country house in Cherrytown, with pool access, outdoor space, and parking. This stay gives travelers a…

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About Catskill Farmhouse, mountain views, spring-fed swimming pond with deck, 22 acres

Catskill Farmhouse, mountain views, spring-fed swimming pond with deck, 22 acres is a country house in Cherrytown, with pool access, outdoor space, and 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, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,614.

From$231/night

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HIKE, SWIM, STARGAZE IN FOREST BY THE MINNEWASKA STATE PARK SHAWANGUNK MOUNTAINS

Cottage, Cherrytown

HIKE, SWIM, STARGAZE IN FOREST BY THE MINNEWASKA STATE PARK SHAWANGUNK MOUNTAINS is a cottage in Cherrytown, with pet-friendly space and pool access. This stay gives travelers a comfortable…

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About HIKE, SWIM, STARGAZE IN FOREST BY THE MINNEWASKA STATE PARK SHAWANGUNK MOUNTAINS

HIKE, SWIM, STARGAZE IN FOREST BY THE MINNEWASKA STATE PARK SHAWANGUNK MOUNTAINS is a cottage in Cherrytown, 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: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,759.

From$394/night

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Spring Special:Relax, Save, Farmhouse 2hrs NYC

Holiday Home, Cherrytown

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

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

Spring Special:Relax, Save, Farmhouse 2hrs NYC is a holiday home in Cherrytown, 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 $3,739.

From$534/night

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Best Cherrytown, NY vacation rentals with parking

Find vacation rentals that make arriving by car easier.

CHARMING Mid Century Vintage 1BR Guest Suite - 2 Min to Downtown

Apartment, Cherrytown

CHARMING Mid Century Vintage 1BR Guest Suite - 2 Min to Downtown is a apartment in Cherrytown, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About CHARMING Mid Century Vintage 1BR Guest Suite - 2 Min to Downtown

CHARMING Mid Century Vintage 1BR Guest Suite - 2 Min to Downtown is a apartment in Cherrytown, 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 $1,441.

From$206/night

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Cragsmoor Summer Rental

Holiday Home, Cherrytown

Cragsmoor Summer Rental is a holiday home in Cherrytown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Cragsmoor Summer Rental

Cragsmoor Summer Rental is a holiday home in Cherrytown, 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 $1,771.

From$253/night

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Catskills Serenity! Cozy Vintage Cabin on 10 Acres

Cabin, Cherrytown

Catskills Serenity! Cozy Vintage Cabin on 10 Acres is a cabin in Cherrytown, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Catskills Serenity! Cozy Vintage Cabin on 10 Acres

Catskills Serenity! Cozy Vintage Cabin on 10 Acres is a cabin in Cherrytown, 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 $2,361.

From$337/night

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Modern, Serene Cabin with Outdoor Fireplace in Kerhonkson

Cabin, Cherrytown

Modern, Serene Cabin with Outdoor Fireplace in Kerhonkson is a cabin in Cherrytown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Modern, Serene Cabin with Outdoor Fireplace in Kerhonkson

Modern, Serene Cabin with Outdoor Fireplace in Kerhonkson is a cabin in Cherrytown, 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 fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,740.

From$391/night

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Best Pet-Friendly Vacation Rentals in Cherrytown, NY

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

Secluded Catskill Mountains Getaway Peaceful Nature Near Woodstook

Holiday Home, Cherrytown

Secluded Catskill Mountains Getaway Peaceful Nature Near Woodstook is a holiday home in Cherrytown, with pet-friendly space and pool access. This stay gives travelers a comfortable base for…

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About Secluded Catskill Mountains Getaway Peaceful Nature Near Woodstook

Secluded Catskill Mountains Getaway Peaceful Nature Near Woodstook is a holiday home in Cherrytown, 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 $1,759.

From$251/night

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Charming 3-bedroom house in lovely Ellenville with fitness and gaming area, WiFi

Holiday Home, Cherrytown

Charming 3-bedroom house in lovely Ellenville with fitness and gaming area, WiFi is a holiday home in Cherrytown, with pet-friendly space and room for a group. This stay gives travelers a…

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About Charming 3-bedroom house in lovely Ellenville with fitness and gaming area, WiFi

Charming 3-bedroom house in lovely Ellenville with fitness and gaming area, WiFi is a holiday home in Cherrytown, 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, gym, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,350.

From$336/night

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Shambhala Mountain Retreat: A chalet surrounded by forest. Relax & unwind!

Holiday Home, Cherrytown

Shambhala Mountain Retreat: A chalet surrounded by forest. Relax & unwind! is a holiday home in Cherrytown, with pet-friendly space, kitchen access, and a quieter setting. This stay gives…

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About Shambhala Mountain Retreat: A chalet surrounded by forest. Relax & unwind!

Shambhala Mountain Retreat: A chalet surrounded by forest. Relax & unwind! is a holiday home in Cherrytown, with pet-friendly space, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,452.

From$350/night

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Wild Sage Cabin | Pond | Kerhonkson

Holiday Home, Cherrytown

Wild Sage Cabin · Pond · Kerhonkson is a holiday home in Cherrytown, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Wild Sage Cabin | Pond | Kerhonkson

Wild Sage Cabin · Pond · Kerhonkson is a holiday home in Cherrytown, 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 $2,799.

From$400/night

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Best Cherrytown, NY vacation rentals with a kitchen

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

Stunning renovated house in the Hudson Valley

Holiday Home, Cherrytown

Stunning renovated house in the Hudson Valley is a holiday home in Cherrytown, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Stunning renovated house in the Hudson Valley

Stunning renovated house in the Hudson Valley is a holiday home in Cherrytown, 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, hot tub, kitchen, with kitchen, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,098.

From$300/night

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Cozy Three bedrooms, one bath and kitchen

Apartment, Cherrytown

Cozy Three bedrooms, one bath and kitchen is a apartment in Cherrytown, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Cozy Three bedrooms, one bath and kitchen

Cozy Three bedrooms, one bath and kitchen is a apartment in Cherrytown, 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, free wifi, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,144.

From$306/night

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Renovated 3BR Home near High Falls / Stone Ridge

Holiday Home, Cherrytown

Renovated 3BR Home near High Falls / Stone Ridge is a holiday home in Cherrytown, 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 Cherrytown, 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 $2,588.

From$370/night

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Luxe Mountain Getaway, Fire Pit,Arcade, Hot Tub, Near Lake Minnewaska

Villa, Cherrytown

Luxe Mountain Getaway, Fire Pit,Arcade, Hot Tub, Near Lake Minnewaska is a villa in Cherrytown, with kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Luxe Mountain Getaway, Fire Pit,Arcade, Hot Tub, Near Lake Minnewaska

Luxe Mountain Getaway, Fire Pit,Arcade, Hot Tub, Near Lake Minnewaska is a villa in Cherrytown, 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,718.

From$388/night

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Our Favorite Family-Friendly Vacation Rentals in Cherrytown, NY

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

Secluded Cabin in the Southern Catskills Less than 2 Hours from NYC

Cottage, Cherrytown

Secluded Cabin in the Southern Catskills Less than 2 Hours from NYC is a cottage in Cherrytown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Secluded Cabin in the Southern Catskills Less than 2 Hours from NYC

Secluded Cabin in the Southern Catskills Less than 2 Hours from NYC is a cottage in Cherrytown, 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 $1,241.

From$177/night

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

Cottage, Cherrytown

Classic Cottage w/Beautiful Catskill View, on 5 peaceful acres. Weekly discount! is a cottage in Cherrytown, 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 Cherrytown, 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 $2,168.

From$310/night

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Cozy cabin adjacent to Mohonk Preserve, wifi, AC, and detached studio building

Cabin, Cherrytown

Cozy cabin adjacent to Mohonk Preserve, wifi, AC, and detached studio building is a cabin in Cherrytown. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cozy cabin adjacent to Mohonk Preserve, wifi, AC, and detached studio building

Cozy cabin adjacent to Mohonk Preserve, wifi, AC, and detached studio building is a cabin in Cherrytown. 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, kids friendly, kids friendly videos or books, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,176.

From$311/night

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Catskills Serenity! Cozy Vintage Cabin on 10 Acres

Cottage, Cherrytown

Catskills Serenity! Cozy Vintage Cabin on 10 Acres is a cottage in Cherrytown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Catskills Serenity! Cozy Vintage Cabin on 10 Acres

Catskills Serenity! Cozy Vintage Cabin on 10 Acres is a cottage in Cherrytown, 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 $2,919.

From$333/night

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