Vacation rentals in Indian Head Mountain, NY

Best Vacation rentals and Airbnb offers in Indian Head Mountain, NY

The Innwoods - Studio Apartment 2

Apartment, Indian Head Mountain

The Innwoods - Studio Apartment 2 is a apartment in Indian Head Mountain, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About The Innwoods - Studio Apartment 2

The Innwoods - Studio Apartment 2 is a apartment in Indian Head Mountain, 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, kitchen, with kitchen, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,044.

From$149/night

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Lovely cottage located on Plattekill Stream

Cabin, Indian Head Mountain

Lovely cottage located on Plattekill Stream is a cabin in Indian Head Mountain, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Lovely cottage located on Plattekill Stream

Lovely cottage located on Plattekill Stream is a cabin in Indian Head Mountain, with pool access, 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,171.

From$167/night

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Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Cottage, Indian Head Mountain

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream is a cottage in Indian Head Mountain, 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 Indian Head Mountain, 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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Jessie's Harvest House

Chalet, Indian Head Mountain

Jessie's Harvest House is a chalet in Indian Head Mountain, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Jessie's Harvest House

Jessie's Harvest House is a chalet in Indian Head Mountain, 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, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,404.

From$201/night

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Browse Vacation Rentals with a Pool in Indian Head Mountain, NY

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

2BR Mountain View Home with Pool & 3 mins to Ski Slopes

Holiday Home, Indian Head Mountain

2BR Mountain View Home with Pool & 3 mins to Ski Slopes is a holiday home in Indian Head Mountain, with pool access, parking, and kitchen access. This stay gives travelers a comfortable…

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About 2BR Mountain View Home with Pool & 3 mins to Ski Slopes

2BR Mountain View Home with Pool & 3 mins to Ski Slopes is a holiday home in Indian Head Mountain, with pool access, 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $959.

From$137/night

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Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Unwind!

Apartment, Indian Head Mountain

Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Unwind! is a apartment in Indian Head Mountain, with pool access and kitchen access. This stay gives travelers a…

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About Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Unwind!

Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Unwind! is a apartment in Indian Head Mountain, 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, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,344.

From$192/night

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Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Relax!

Apartment, Indian Head Mountain

Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Relax! is a apartment in Indian Head Mountain, with pool access, parking, and kitchen access. This stay gives…

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About Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Relax!

Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Relax! is a apartment in Indian Head Mountain, with pool access, 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,488.

From$213/night

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

Holiday Home, Indian Head Mountain

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

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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 Indian Head Mountain, 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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Best Indian Head Mountain, NY vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Gorgeous Estate Offers 2 Bedroom Apartment.

Holiday Home, Indian Head Mountain

Gorgeous Estate Offers 2 Bedroom Apartment. is a holiday home in Indian Head Mountain, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Gorgeous Estate Offers 2 Bedroom Apartment.

Gorgeous Estate Offers 2 Bedroom Apartment. is a holiday home in Indian Head Mountain, 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 $1,397.

From$200/night

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Walk to Ski Lift! Charming Hunter A-frame

Cottage, Indian Head Mountain

Walk to Ski Lift! Charming Hunter A-frame is a cottage in Indian Head Mountain, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Walk to Ski Lift! Charming Hunter A-frame

Walk to Ski Lift! Charming Hunter A-frame is a cottage in Indian Head Mountain, 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 $1,755.

From$202/night

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Hunter condo with a view

Apartment, Indian Head Mountain

Hunter condo with a view is a apartment in Indian Head Mountain, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Hunter condo with a view

Hunter condo with a view is a apartment in Indian Head Mountain, 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 $1,437.

From$205/night

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Morning Glory B n B Woodstock NY

B & B, Indian Head Mountain

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

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About Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY is a b & b in Indian Head Mountain, 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 Indian Head Mountain, NY

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

New York Vacation Rental w/ Smart TVs & Cable

Apartment, Indian Head Mountain

New York Vacation Rental w/ Smart TVs & Cable is a apartment in Indian Head Mountain, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About New York Vacation Rental w/ Smart TVs & Cable

New York Vacation Rental w/ Smart TVs & Cable is a apartment in Indian Head Mountain, 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, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,119.

From$218/night

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NEW-Romantic Lake View Carriage House

Cabin, Indian Head Mountain

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

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About NEW-Romantic Lake View Carriage House

NEW-Romantic Lake View Carriage House is a cabin in Indian Head Mountain, 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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Hike In Hike Out Mountain Cabin

Cabin, Indian Head Mountain

Hike In Hike Out Mountain Cabin is a cabin in Indian Head Mountain, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Hike In Hike Out Mountain Cabin

Hike In Hike Out Mountain Cabin is a cabin in Indian Head Mountain, 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 $1,914.

From$273/night

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THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need

Cottage, Indian Head Mountain

THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need is a cottage in Indian Head Mountain, with pet-friendly space, kitchen access, and a quieter setting. This stay…

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About THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need

THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need is a cottage in Indian Head Mountain, 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 $2,047.

From$292/night

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Best Indian Head Mountain, NY vacation rentals with a kitchen

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

Hunter Mountain Ski Retreat - Steps to Lift!

Condo, Indian Head Mountain

Hunter Mountain Ski Retreat - Steps to Lift! is a condo in Indian Head Mountain, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Hunter Mountain Ski Retreat - Steps to Lift!

Hunter Mountain Ski Retreat - Steps to Lift! is a condo in Indian Head Mountain, 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 $1,510.

From$216/night

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Hunter Mountain Ski Retreat - Steps to Lift!

Apartment, Indian Head Mountain

Hunter Mountain Ski Retreat - Steps to Lift! is a apartment in Indian Head Mountain, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Hunter Mountain Ski Retreat - Steps to Lift!

Hunter Mountain Ski Retreat - Steps to Lift! is a apartment in Indian Head Mountain, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,793.

From$218/night

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New York Vacation Rental w/ Smart TVs & Cable

Apartment, Indian Head Mountain

New York Vacation Rental w/ Smart TVs & Cable is a apartment in Indian Head Mountain, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About New York Vacation Rental w/ Smart TVs & Cable

New York Vacation Rental w/ Smart TVs & Cable is a apartment in Indian Head Mountain, 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 $2,197.

From$254/night

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Village Center: Gracious & Spacious Retreat \"Above the Books\"

Apartment, Indian Head Mountain

Village Center: Gracious & Spacious Retreat \"Above the Books\" is a apartment in Indian Head Mountain, with parking, kitchen access, and a quieter setting. This stay gives travelers a…

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About Village Center: Gracious & Spacious Retreat \"Above the Books\"

Village Center: Gracious & Spacious Retreat \"Above the Books\" is a apartment in Indian Head Mountain, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,992.

From$285/night

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Our Favorite Family-Friendly Vacation Rentals in Indian Head Mountain, NY

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

Catskill Mountains Vacation Condo at Scribner Hollow with great mountain views

Condo, Indian Head Mountain

Catskill Mountains Vacation Condo at Scribner Hollow with great mountain views is a condo in Indian Head Mountain, with pool access and kitchen access. This stay gives travelers a…

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About Catskill Mountains Vacation Condo at Scribner Hollow with great mountain views

Catskill Mountains Vacation Condo at Scribner Hollow with great mountain views is a condo in Indian Head Mountain, 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, kitchen, with kitchen, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $921.

From$132/night

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

Cottage, Indian Head Mountain

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

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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 Indian Head Mountain, 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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Private Hot tub Modern house Near Ski resorts and Catskill

Cottage, Indian Head Mountain

Private Hot tub Modern house Near Ski resorts and Catskill is a cottage in Indian Head Mountain, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Private Hot tub Modern house Near Ski resorts and Catskill

Private Hot tub Modern house Near Ski resorts and Catskill is a cottage in Indian Head Mountain, 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, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,498.

From$214/night

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Clover Mountain House – A Historic Retreat Near Hunter Mountain

Holiday Home, Indian Head Mountain

Clover Mountain House – A Historic Retreat Near Hunter Mountain is a holiday home in Indian Head Mountain, with kitchen access and a quieter setting. This stay gives travelers a comfortable…

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About Clover Mountain House – A Historic Retreat Near Hunter Mountain

Clover Mountain House – A Historic Retreat Near Hunter Mountain is a holiday home in Indian Head Mountain, with 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, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,294.

From$328/night

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