Vacation rentals in Monticello, NY

Best vacation rentals and Airbnb offers in Monticello, NY

10 ★ 9 reviews

Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway

Holiday Home, Monticello

Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway is a holiday home in Monticello, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway

Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway is a holiday home in Monticello, 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, free parking, kitchen, with kitchen, and pet friendly.

Sat, Nov 21 - Sat, Nov 28 · 7 nights · total from $1,598.

From$228/night

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10 ★ 4 reviews

Walk to White Lake: Family Home w/ Deck & BBQ

Holiday Home, Monticello

Walk to White Lake: Family Home w/ Deck & BBQ is a holiday home in Monticello, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Walk to White Lake: Family Home w/ Deck & BBQ

Walk to White Lake: Family Home w/ Deck & BBQ is a holiday home in Monticello, 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 parking, kitchen, with kitchen, and fireplace.

Sat, Nov 21 - Sat, Nov 28 · 7 nights · total from $1,854.

From$265/night

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10 ★ 3 reviews

New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi

Holiday Home, Monticello

New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi is a holiday home in Monticello, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base…

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About New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi

New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi is a holiday home in Monticello, 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, free parking, kitchen, with kitchen, and pet friendly.

Sat, Nov 21 - Sat, Nov 28 · 7 nights · total from $894.

From$128/night

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10 ★ 2 reviews

Cozy Country Cottage in Sullivan County Catskills. 2 Bedrooms, 1 Bath, Heat & AC

Cottage, Monticello

Cozy Country Cottage in Sullivan County Catskills. 2 Bedrooms, 1 Bath, Heat & AC is a cottage in Monticello, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Cozy Country Cottage in Sullivan County Catskills. 2 Bedrooms, 1 Bath, Heat & AC

Cozy Country Cottage in Sullivan County Catskills. 2 Bedrooms, 1 Bath, Heat & AC is a cottage in Monticello, 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 parking, kitchen, with kitchen, and kids friendly.

Sat, Nov 21 - Sat, Nov 28 · 7 nights · total from $1,549.

From$221/night

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Family-friendly vacation rentals in Monticello, NY

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

10 ★ 1 reviews

Outlier Inn Cottage on Farm Upstate Catskills

Holiday Home, Monticello

Outlier Inn Cottage on Farm Upstate Catskills is a holiday home in Monticello, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Outlier Inn Cottage on Farm Upstate Catskills

Outlier Inn Cottage on Farm Upstate Catskills is a holiday home in Monticello, 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, free parking, kitchen, with kitchen, and pet friendly.

Sat, Nov 21 - Sat, Nov 28 · 7 nights · total from $1,892.

From$270/night

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9.8 ★ 148 reviews

Fun 5 Bedroom Lakefront Cottage

Holiday Home, Monticello

Fun 5 Bedroom Lakefront Cottage is a holiday home in Monticello, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Fun 5 Bedroom Lakefront Cottage

Fun 5 Bedroom Lakefront Cottage is a holiday home in Monticello, with pet-friendly space, 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, hot tub, kitchen, with kitchen, and pet friendly.

Sat, Nov 21 - Sat, Nov 28 · 7 nights · total from $5,934.

From$848/night

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9.6 ★ 89 reviews

The Stone Wall Property on 25 acres with private lake

Cottage, Monticello

The Stone Wall Property on 25 acres with private lake is a cottage in Monticello, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About The Stone Wall Property on 25 acres with private lake

The Stone Wall Property on 25 acres with private lake is a cottage in Monticello, 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 parking, kitchen, with kitchen, and free wifi.

Sat, Nov 21 - Sat, Nov 28 · 7 nights · total from $2,284.

From$326/night

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7.2 ★ 11 reviews

Seasonal Cottages Colony

Cabin, Monticello

Seasonal Cottages Colony is a cabin in Monticello, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Seasonal Cottages Colony

Seasonal Cottages Colony is a cabin in Monticello, 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, free parking, kitchen, with kitchen, and pet friendly.

Sat, Nov 21 - Sat, Nov 28 · 7 nights · total from $1,406.

From$201/night

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Pet-friendly vacation rentals in Monticello, NY

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

10 ★ 18 reviews

Enjoy the Magic of the Catskills in your Private Lakefront Home

Holiday Home, Monticello

Enjoy the Magic of the Catskills in your Private Lakefront Home is a holiday home in Monticello, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Enjoy the Magic of the Catskills in your Private Lakefront Home

Enjoy the Magic of the Catskills in your Private Lakefront Home is a holiday home in Monticello, 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, free parking, kitchen, with kitchen, and pet friendly.

Sat, Nov 21 - Sat, Nov 28 · 7 nights · total from $3,265.

From$466/night

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9.8 ★ 39 reviews

Lakefront Mid-Century Modern 4 Bedroom Home

Holiday Home, Monticello

Lakefront Mid-Century Modern 4 Bedroom Home is a holiday home in Monticello, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Lakefront Mid-Century Modern 4 Bedroom Home

Lakefront Mid-Century Modern 4 Bedroom Home is a holiday home in Monticello, 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 parking, kitchen, with kitchen, pet friendly, and pets friendly.

Sat, Nov 21 - Sat, Nov 28 · 7 nights · total from $5,414.

From$773/night

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9.4 ★ 13 reviews

Catskills Summer Gateway. Spacious and quiet. 90 acres property with two ponds

Holiday Home, Monticello

Catskills Summer Gateway. Spacious and quiet. 90 acres property with two ponds is a holiday home in Monticello, with pet-friendly space, parking, and kitchen access. This stay gives…

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About Catskills Summer Gateway. Spacious and quiet. 90 acres property with two ponds

Catskills Summer Gateway. Spacious and quiet. 90 acres property with two ponds is a holiday home in Monticello, 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, free parking, kitchen, with kitchen, and pet friendly.

Sat, Nov 21 - Sat, Nov 28 · 7 nights · total from $2,294.

From$328/night

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7.4 ★ 3 reviews

Charming 1BR Fish Cabin with Screened Porch & Fire Pit

Cabin, Monticello

Charming 1BR Fish Cabin with Screened Porch & Fire Pit is a cabin in Monticello, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Charming 1BR Fish Cabin with Screened Porch & Fire Pit

Charming 1BR Fish Cabin with Screened Porch & Fire Pit is a cabin in Monticello, 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, free wifi, and ac.

Sat, Nov 21 - Sat, Nov 28 · 7 nights · total from $1,335.

From$191/night

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Vacation rentals with parking in Monticello, NY

Find vacation rentals that make arriving by car easier.

10 ★ 13 reviews

Lakefront Catskills Lodge

Holiday Home, Monticello

Lakefront Catskills Lodge is a holiday home in Monticello, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Lakefront Catskills Lodge

Lakefront Catskills Lodge is a holiday home in Monticello, 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 parking, kitchen, with kitchen, and free wifi.

Sat, Nov 21 - Sat, Nov 28 · 7 nights · total from $3,079.

From$440/night

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10 ★ 12 reviews

Smallwood Cabin - New Reno, Fireplace, Hot Tub & Firepit-5 miles to Bethel Woods

Cabin, Monticello

Smallwood Cabin - New Reno, Fireplace, Hot Tub & Firepit-5 miles to Bethel Woods is a cabin in Monticello, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Smallwood Cabin - New Reno, Fireplace, Hot Tub & Firepit-5 miles to Bethel Woods

Smallwood Cabin - New Reno, Fireplace, Hot Tub & Firepit-5 miles to Bethel Woods is a cabin in Monticello, 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, hot tub, free parking, kitchen, and with kitchen.

Sat, Nov 21 - Sat, Nov 28 · 7 nights · total from $2,240.

From$320/night

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10 ★ 3 reviews

Spacious Sullivan County House w/ Fire Pit

Holiday Home, Monticello

Spacious Sullivan County House w/ Fire Pit is a holiday home in Monticello, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Spacious Sullivan County House w/ Fire Pit

Spacious Sullivan County House w/ Fire Pit is a holiday home in Monticello, 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 parking, kitchen, with kitchen, and fireplace.

Sat, Nov 21 - Sat, Nov 28 · 7 nights · total from $2,408.

From$344/night

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Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World!

Holiday Home, Monticello

Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World! is a holiday home in Monticello, with outdoor space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World!

Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World! is a holiday home in Monticello, with 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 parking, free wifi, non smoking::room, and non smoking rooms.

Sat, Nov 21 - Sat, Nov 28 · 7 nights · total from $2,233.

From$230/night

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Vacation rentals with a kitchen in Monticello, NY

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

10 ★ 21 reviews

Private Lakefront with Dock!

Holiday Home, Monticello

Private Lakefront with Dock! is a holiday home in Monticello, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Private Lakefront with Dock!

Private Lakefront with Dock! is a holiday home in Monticello, 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 parking, kitchen, with kitchen, and free wifi.

Sat, Nov 21 - Sat, Nov 28 · 7 nights · total from $5,306.

From$758/night

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10 ★ 7 reviews

Catskills: Eikonic Box

Holiday Home, Monticello

Catskills: Eikonic Box is a holiday home in Monticello, 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 Catskills: Eikonic Box

Catskills: Eikonic Box is a holiday home in Monticello, 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, hot tub, free parking, kitchen, and with kitchen.

Sat, Nov 21 - Sat, Nov 28 · 7 nights · total from $3,678.

From$525/night

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10 ★ 7 reviews

Cozy Catskills Chalet • Fire Pit • Covered Deck

Holiday Home, Monticello

Cozy Catskills Chalet · Fire Pit · Covered Deck is a holiday home in Monticello, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Cozy Catskills Chalet • Fire Pit • Covered Deck

Cozy Catskills Chalet · Fire Pit · Covered Deck is a holiday home in Monticello, 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 parking, kitchen, with kitchen, and kids friendly.

Sat, Nov 21 - Sat, Nov 28 · 7 nights · total from $3,997.

From$571/night

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10 ★ 2 reviews

Relaxing Lakeview Cottage in Smallwood

Cottage, Monticello

Relaxing Lakeview Cottage in Smallwood is a cottage in Monticello, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Relaxing Lakeview Cottage in Smallwood

Relaxing Lakeview Cottage in Smallwood is a cottage in Monticello, 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, hot tub, free parking, kitchen, and with kitchen.

Sat, Nov 21 - Sat, Nov 28 · 7 nights · total from $3,136.

From$448/night

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Top-rated vacation rentals in Monticello, NY

Explore guest-loved stays with strong review signals.

10 ★ 3 reviews

🛶 Lakeside Catskills Retreat: Private Hot Tub, BBQ & Movie Lounge

Holiday Home, Monticello

🛶 Lakeside Catskills Retreat: Private Hot Tub, BBQ & Movie Lounge is a holiday home in Monticello, with parking, kitchen access, and a quieter setting. This stay gives travelers a…

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About 🛶 Lakeside Catskills Retreat: Private Hot Tub, BBQ & Movie Lounge

🛶 Lakeside Catskills Retreat: Private Hot Tub, BBQ & Movie Lounge is a holiday home in Monticello, 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, hot tub, free parking, kitchen, and with kitchen.

Sat, Nov 21 - Sat, Nov 28 · 7 nights · total from $4,606.

From$658/night

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10 ★ 2 reviews

Dream house by a Pond, 3-bed home in Woodridge NY w/ WiFi, AC, embraced by trees

Holiday Home, Monticello

Dream house by a Pond, 3-bed home in Woodridge NY w/ WiFi, AC, embraced by trees is a holiday home in Monticello. This stay gives travelers a comfortable base for exploring the area,…

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About Dream house by a Pond, 3-bed home in Woodridge NY w/ WiFi, AC, embraced by trees

Dream house by a Pond, 3-bed home in Woodridge NY w/ WiFi, AC, embraced by trees is a holiday home in Monticello. 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, washer, dryer, ac, and air conditioning.

Sat, Nov 21 - Sat, Nov 28 · 7 nights · total from $1,884.

From$269/night

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10 ★ 1 reviews

Serenity Sunset Lake House

Holiday Home, Monticello

Serenity Sunset Lake House is a holiday home in Monticello, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Serenity Sunset Lake House

Serenity Sunset Lake House is a holiday home in Monticello, 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 parking, kitchen, with kitchen, and free wifi.

Sat, Nov 21 - Sat, Nov 28 · 7 nights · total from $5,694.

From$813/night

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9.4 ★ 6 reviews

Quiet serene Lake House - perfect for family & friend getaways

Holiday Home, Monticello

Quiet serene Lake House - perfect for family & friend getaways is a holiday home in Monticello, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About Quiet serene Lake House - perfect for family & friend getaways

Quiet serene Lake House - perfect for family & friend getaways is a holiday home in Monticello, 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, hot tub, free parking, kitchen, and with kitchen.

Sat, Nov 21 - Sat, Nov 28 · 7 nights · total from $6,110.

From$873/night

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