Vacation rentals in Blackhead, NY

Best vacation rentals and Airbnb offers in Blackhead, NY

10 ★ 2 reviews

Cozy Catskills Cabin - 12 Mi to Windham Mountain!

Cottage, Blackhead

Cozy Catskills Cabin - 12 Mi to Windham Mountain! is a cottage in Blackhead, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cozy Catskills Cabin - 12 Mi to Windham Mountain!

Cozy Catskills Cabin - 12 Mi to Windham Mountain! is a cottage in Blackhead, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,266.

From$150/night

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9.6 ★ 238 reviews

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Cabin, Blackhead

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy is a cabin in Blackhead, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy is a cabin in Blackhead, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,021.

From$227/night

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8 ★ 5 reviews

Walk to Ski Lift! Charming Hunter A-frame

Cottage, Blackhead

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

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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 Blackhead, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,736.

From$199/night

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8 ★ 1 reviews

Quiet Catskill Getaway w/ Fire Pit - Near Hiking!

Apartment, Blackhead

Quiet Catskill Getaway w/ Fire Pit - Near Hiking! is a apartment in Blackhead, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base…

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About Quiet Catskill Getaway w/ Fire Pit - Near Hiking!

Quiet Catskill Getaway w/ Fire Pit - Near Hiking! is a apartment in Blackhead, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,625.

From$187/night

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Mountain stays and scenic rentals in Blackhead

Hunter Mt Amazing Views Catskills! 5 Bedrooms! Best Choice!

Holiday Home, Blackhead

Hunter Mt Amazing Views Catskills! 5 Bedrooms! Best Choice! is a holiday home in Blackhead, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable…

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About Hunter Mt Amazing Views Catskills! 5 Bedrooms! Best Choice!

Hunter Mt Amazing Views Catskills! 5 Bedrooms! Best Choice! is a holiday home in Blackhead, with pet-friendly space, parking, 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, pet friendly, pets friendly, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $4,080.

From$555/night

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Near Hiking & Skiing: Hunter Mountain Getaway!

Holiday Home, Blackhead

Near Hiking & Skiing: Hunter Mountain Getaway! is a holiday home in Blackhead, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Near Hiking & Skiing: Hunter Mountain Getaway!

Near Hiking & Skiing: Hunter Mountain Getaway! is a holiday home in Blackhead, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,929.

From$383/night

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Windham Mountain Vacation Rental ~ 3 Mi to Lifts!

Holiday Home, Blackhead

Windham Mountain Vacation Rental ~ 3 Mi to Lifts! is a holiday home in Blackhead, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Windham Mountain Vacation Rental ~ 3 Mi to Lifts!

Windham Mountain Vacation Rental ~ 3 Mi to Lifts! is a holiday home in Blackhead, with pet-friendly 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, pet friendly, pets friendly, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,489.

From$277/night

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Windham Mountain Vacation Rental ~ 3 Mi to Lifts!

Apartment, Blackhead

Windham Mountain Vacation Rental ~ 3 Mi to Lifts! is a apartment in Blackhead, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Windham Mountain Vacation Rental ~ 3 Mi to Lifts!

Windham Mountain Vacation Rental ~ 3 Mi to Lifts! is a apartment in Blackhead, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,587.

From$316/night

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Family-friendly vacation rentals in Blackhead, NY

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

Campfire Lodge - Luxury Cabin, Kid Friendly, Kaaterskill Falls, Hunter Mountain

Holiday Home, Blackhead

Campfire Lodge - Luxury Cabin, Kid Friendly, Kaaterskill Falls, Hunter Mountain is a holiday home in Blackhead, with pet-friendly space and parking. This stay gives travelers a comfortable…

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About Campfire Lodge - Luxury Cabin, Kid Friendly, Kaaterskill Falls, Hunter Mountain

Campfire Lodge - Luxury Cabin, Kid Friendly, Kaaterskill Falls, Hunter Mountain is a holiday home in Blackhead, with pet-friendly 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 wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,725.

From$369/night

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Hunter Mountain Home w/ Game Room: 1 Mi to Skiing!

Cottage, Blackhead

Hunter Mountain Home w/ Game Room: 1 Mi to Skiing! is a cottage in Blackhead, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Hunter Mountain Home w/ Game Room: 1 Mi to Skiing!

Hunter Mountain Home w/ Game Room: 1 Mi to Skiing! is a cottage in Blackhead, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $4,125.

From$502/night

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Pet-friendly New York Cabin w/ Hot Tub & Game Room

Cottage, Blackhead

Pet-friendly New York Cabin w/ Hot Tub & Game Room is a cottage in Blackhead, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Pet-friendly New York Cabin w/ Hot Tub & Game Room

Pet-friendly New York Cabin w/ Hot Tub & Game Room is a cottage in Blackhead, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $4,774.

From$579/night

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Walk to Hunter Village! Family Ski Retreat w/ Deck

Apartment, Blackhead

Walk to Hunter Village! Family Ski Retreat w/ Deck is a apartment in Blackhead, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Walk to Hunter Village! Family Ski Retreat w/ Deck

Walk to Hunter Village! Family Ski Retreat w/ Deck is a apartment in Blackhead, with outdoor 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, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $4,747.

From$579/night

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Pet-friendly vacation rentals in Blackhead, NY

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

New York Vacation Rental w/ Smart TVs & Cable

Apartment, Blackhead

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

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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 Blackhead, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,119.

From$218/night

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Homey Windham Condo: Hike & Ski the Catskill Mtns!

Apartment, Blackhead

Homey Windham Condo: Hike & Ski the Catskill Mtns! is a apartment in Blackhead, with outdoor space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Homey Windham Condo: Hike & Ski the Catskill Mtns!

Homey Windham Condo: Hike & Ski the Catskill Mtns! is a apartment in Blackhead, with 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: free cancellation, free wifi, kitchen, with kitchen, and balcony.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,929.

From$242/night

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Spacious Apt w/ Yard: 3 Mi to Windham Mountain

Apartment, Blackhead

Spacious Apt w/ Yard: 3 Mi to Windham Mountain is a apartment in Blackhead, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Spacious Apt w/ Yard: 3 Mi to Windham Mountain

Spacious Apt w/ Yard: 3 Mi to Windham Mountain is a apartment in Blackhead, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,176.

From$273/night

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Log Home w Mountain Views Near Windham & Hunter Ski Resorts

Holiday Home, Blackhead

Log Home w Mountain Views Near Windham & Hunter Ski Resorts is a holiday home in Blackhead, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area,…

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About Log Home w Mountain Views Near Windham & Hunter Ski Resorts

Log Home w Mountain Views Near Windham & Hunter Ski Resorts is a holiday home in Blackhead, 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, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $4,709.

From$434/night

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Vacation rentals with parking in Blackhead, NY

Find vacation rentals that make arriving by car easier.

Cozy Cottage, Hot Tub, Fire Pit, 15min to Hudson and hiking

Holiday Home, Blackhead

Cozy Cottage, Hot Tub, Fire Pit, 15min to Hudson and hiking is a holiday home in Blackhead, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring…

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About Cozy Cottage, Hot Tub, Fire Pit, 15min to Hudson and hiking

Cozy Cottage, Hot Tub, Fire Pit, 15min to Hudson and hiking is a holiday home in Blackhead, with pet-friendly 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 wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $6,671.

From$832/night

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New York Vacation Rental w/ Smart TVs & Cable

Apartment, Blackhead

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

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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 Blackhead, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,197.

From$254/night

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< 1 Mi to Hunter Mtn Skiing: Family-friendly Stay!

Apartment, Blackhead

< 1 Mi to Hunter Mtn Skiing: Family-friendly Stay! is a apartment in Blackhead, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About < 1 Mi to Hunter Mtn Skiing: Family-friendly Stay!

< 1 Mi to Hunter Mtn Skiing: Family-friendly Stay! is a apartment in Blackhead, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $4,747.

From$579/night

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Hunter Mountain Ski House - Tesla Charger

Holiday Home, Blackhead

Hunter Mountain Ski House - Tesla Charger is a holiday home in Blackhead, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Hunter Mountain Ski House - Tesla Charger

Hunter Mountain Ski House - Tesla Charger is a holiday home in Blackhead, with parking 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, parking, free parking, and family friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $5,798.

From$613/night

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