Vacation rentals in Olivebridge, NY

Best Vacation rentals and Airbnb offers in Olivebridge, NY

Fully Furnished 1BR Apt – Ideal for Traveling Professionals

Apartment, Olivebridge

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

Beautiful Barn on 7 Acres - Get Away from it All is a cabin in Olivebridge, 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 Olivebridge, 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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Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Cottage, Olivebridge

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream is a cottage in Olivebridge, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream is a cottage in Olivebridge, 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 $1,344.

From$192/night

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

Cottage, Olivebridge

Mountain view, mid-century style, 1 mile to town! is a cottage in Olivebridge, 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 Olivebridge, 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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Browse Vacation Rentals with a Pool in Olivebridge, 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

Holiday Home, Olivebridge

Woodstock Paradise with Gardens / Private Heated Pool--& Cozy Winter Wonderland is a holiday home in Olivebridge, 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 Olivebridge, 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.

Apartment, Olivebridge

Charming 2-bedroom apartment in lovely Rosendale, just off the rail trai. is a apartment in Olivebridge, 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 Olivebridge, 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 $2,293.

From$328/night

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

Cottage, Olivebridge

Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch is a cottage in Olivebridge, 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 Olivebridge, 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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Spring Special:Relax, Save, Farmhouse 2hrs NYC

Holiday Home, Olivebridge

Spring Special:Relax, Save, Farmhouse 2hrs NYC is a holiday home in Olivebridge, 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 Olivebridge, 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 Olivebridge, NY vacation rentals with parking

Find vacation rentals that make arriving by car easier.

The Loft at 'Blue Heron Watch' Nature Getaway

Apartment, Olivebridge

The Loft at 'Blue Heron Watch' Nature Getaway is a apartment in Olivebridge, 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 Olivebridge, 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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Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!

Apartment, Olivebridge

Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi! is a apartment in Olivebridge, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!

Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi! is a apartment in Olivebridge, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,442.

From$206/night

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A Country Home in Hurley, New York

Holiday Home, Olivebridge

A Country Home in Hurley, New York is a holiday home in Olivebridge, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About A Country Home in Hurley, New York

A Country Home in Hurley, New York is a holiday home in Olivebridge, 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 $1,947.

From$278/night

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Morning Glory B n B Woodstock NY

B & B, Olivebridge

Morning Glory B n B Woodstock NY is a b & b in Olivebridge, 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 Olivebridge, 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 breakfast, free wifi, parking, paid parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,664.

From$216/night

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Best Pet-Friendly Vacation Rentals in Olivebridge, NY

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

NEW-Romantic Lake View Carriage House

Cabin, Olivebridge

NEW-Romantic Lake View Carriage House is a cabin in Olivebridge, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About NEW-Romantic Lake View Carriage House

NEW-Romantic Lake View Carriage House is a cabin in Olivebridge, 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 $1,683.

From$240/night

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Catskills Hideaway w/ Sauna Minutes from Hiking

Guest House, Olivebridge

Catskills Hideaway w/ Sauna Minutes from Hiking is a guest house in Olivebridge, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Catskills Hideaway w/ Sauna Minutes from Hiking

Catskills Hideaway w/ Sauna Minutes from Hiking is a guest house in Olivebridge, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,737.

From$248/night

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

Holiday Home, Olivebridge

\"The hideout\" ... A cozy Catskills cottage is a holiday home in Olivebridge, 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 Olivebridge, 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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Cozy Cottage with Great Views Glenford New York

Holiday Home, Olivebridge

Cozy Cottage with Great Views Glenford New York is a holiday home in Olivebridge, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Cozy Cottage with Great Views Glenford New York

Cozy Cottage with Great Views Glenford New York is a holiday home in Olivebridge, 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 $2,003.

From$286/night

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Best Olivebridge, NY vacation rentals with a kitchen

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

Locktender Cottage · Historic cottage near Mohonk & Minnewaska, 2BR/2BA

Holiday Home, Olivebridge

Locktender Cottage · Historic cottage near Mohonk & Minnewaska, 2BR/2BA is a holiday home in Olivebridge, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Locktender Cottage · Historic cottage near Mohonk & Minnewaska, 2BR/2BA

Locktender Cottage · Historic cottage near Mohonk & Minnewaska, 2BR/2BA is a holiday home in Olivebridge, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,051.

From$293/night

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A Romantic Escape, Woodstock Barn by A Stream with Hot Tub

Holiday Home, Olivebridge

A Romantic Escape, Woodstock Barn by A Stream with Hot Tub is a holiday home in Olivebridge, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About A Romantic Escape, Woodstock Barn by A Stream with Hot Tub

A Romantic Escape, Woodstock Barn by A Stream with Hot Tub is a holiday home in Olivebridge, 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: hot tub, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,120.

From$303/night

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Coldbrook Bed and Breakfast

B & B, Olivebridge

Coldbrook Bed and Breakfast is a b & b in Olivebridge, 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 Coldbrook Bed and Breakfast

Coldbrook Bed and Breakfast is a b & b in Olivebridge, 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 breakfast, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,468.

From$315/night

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Coldbrook Bed and Breakfast

B & B, Olivebridge

Coldbrook Bed and Breakfast is a b & b in Olivebridge, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Coldbrook Bed and Breakfast

Coldbrook Bed and Breakfast is a b & b in Olivebridge, 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 breakfast, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,550.

From$318/night

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Our Favorite Family-Friendly Vacation Rentals in Olivebridge, NY

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

The Bear Den at 'Blue Heron Watch' Nature Getaway

Holiday Home, Olivebridge

The Bear Den at 'Blue Heron Watch' Nature Getaway is a holiday home in Olivebridge, 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 Olivebridge, 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

Holiday Home, Olivebridge

Quaint Cottage w/ Peloton & Sauna near Hiking is a holiday home in Olivebridge, 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 Olivebridge, 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 $1,524.

From$218/night

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The Catskills Experience - No Car Needed

Cabin, Olivebridge

The Catskills Experience - No Car Needed is a cabin in Olivebridge, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About The Catskills Experience - No Car Needed

The Catskills Experience - No Car Needed is a cabin in Olivebridge, 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 $1,628.

From$233/night

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The Hideout Catskills Cottage

Holiday Home, Olivebridge

The Hideout Catskills Cottage is a holiday home in Olivebridge, 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 Olivebridge, 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 $2,228.

From$251/night

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