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Holiday Rentals in Monticello

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50 rentals in Monticello.
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Luxe Country Home in the Swinging Bridge Lake Community, holiday rental in Monticello

Luxe Country Home in the Swinging Bridge Lake Community

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Spacious Catskills Home Sleeps 12 in Swinging Bridge Lake Community, holiday rental in Monticello

Spacious Catskills Home Sleeps 12 in Swinging Bridge Lake Community

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Contemporary Lake Front - 5 Acres!, holiday rental in Monticello

Contemporary Lake Front - 5 Acres!

3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Country Home, holiday rental in Monticello

Beautiful Country Home

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Warm Comfortable Getaway for Family & Friends., holiday rental in Monticello

Warm Comfortable Getaway for Family & Friends.

4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Enjoy the tranquility of our beautiful lake., holiday rental in Monticello

Enjoy the tranquility of our beautiful lake.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Log Cabin perched above a waterfall with mountain views, holiday rental in Monticello

Log Cabin perched above a waterfall with mountain views

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Modern Luxury Catskills Lakefront Home, holiday rental in Monticello

Modern Luxury Catskills Lakefront Home

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Catskills Mid-Century Modern Lodge With Hot Tub, holiday rental in Monticello

Catskills Mid-Century Modern Lodge With Hot Tub

4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Brand New 3 Br Home On 300 Acres With Private 10 Acre Pond, holiday rental in Monticello

Brand New 3 Br Home On 300 Acres With Private 10 Acre Pond

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful woodland cabin with all new furniture, linens, electronics, appliances, holiday rental in Monticello

Beautiful woodland cabin with all new furniture, linens, electronics, appliances

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Charming Lakefront Cottage On Masten lake, holiday rental in Monticello

Charming Lakefront Cottage On Masten lake

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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“The Oasis’”  Beautiful private lake front home with In-ground pool and sauna., holiday rental in Monticello

“The Oasis’” Beautiful private lake front home with In-ground pool and sauna.

4 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Waterfront Home on White Lake in Bethel, NY, holiday rental in Monticello

Waterfront Home on White Lake in Bethel, NY

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Large Modern Cabin with Hot Tub Tucked in Woods, holiday rental in Monticello

Large Modern Cabin with Hot Tub Tucked in Woods

5 bedrooms
5 bathrooms
Sleeps 13
Match: Sleeps
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Secluded Getaway on 112 Forested Acres, holiday rental in Monticello

Secluded Getaway on 112 Forested Acres

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Homestead: 14 bedroom lakehouse in scenic Catskills town by Red Cottage Inc., holiday rental in Monticello

The Homestead: 14 bedroom lakehouse in scenic Catskills town by Red Cottage Inc.

14 bedrooms
11 bathrooms
Sleeps 28
Match: Sleeps
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A perfect hideaway to embrace a mountain visit—with modern conveniences, holiday rental in Monticello

A perfect hideaway to embrace a mountain visit—with modern conveniences

1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps
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Tentrr Signature Site - Brookside at Camp Relevé, holiday rental in Monticello

Tentrr Signature Site - Brookside at Camp Relevé

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Bethel Woods Getaway/ Hunting Cabin, holiday rental in Monticello

Bethel Woods Getaway/ Hunting Cabin

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Indian Stone Property with 4 Bedroom House, holiday rental in Monticello

Indian Stone Property with 4 Bedroom House

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Woodstock Way Vacation and Concert Rentals, holiday rental in Monticello

Woodstock Way Vacation and Concert Rentals

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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This beautiful location will warm your hearts and make your stay all the more pl, holiday rental in Monticello

This beautiful location will warm your hearts and make your stay all the more pl

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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*Log Cabin * Hot Tub * Sauna * Private Pond * 23 acres * 4.6 mi Bethel Woods, holiday rental in Monticello

*Log Cabin * Hot Tub * Sauna * Private Pond * 23 acres * 4.6 mi Bethel Woods

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Floating Farmhouse: Stunning renovation in storybook setting, 2 hours from NYC, holiday rental in Monticello

Floating Farmhouse: Stunning renovation in storybook setting, 2 hours from NYC

5 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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NEW! Luxe Lakefront Family Cottage w/ Private Dock, holiday rental in Monticello

NEW! Luxe Lakefront Family Cottage w/ Private Dock

9 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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NEW! Private Catskills Retreat w/Pond, Yard & More, holiday rental in Monticello

NEW! Private Catskills Retreat w/Pond, Yard & More

6 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful big house and chalet 4000m2 full garden, holiday rental in Monticello

Beautiful big house and chalet 4000m2 full garden

4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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A Place In The Sun-Bethel Woods NY-Cozy Cabin, holiday rental in Monticello

A Place In The Sun-Bethel Woods NY-Cozy Cabin

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Bella Red Farm--an enchanting secluded escape on top of a hill in the forrest, holiday rental in Monticello

Bella Red Farm--an enchanting secluded escape on top of a hill in the forrest

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Quaint cottage in Catskills hamlet, holiday rental in Monticello

Quaint cottage in Catskills hamlet

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Brookside at Camp Relevé, holiday rental in Monticello

Tentrr Signature Site - Brookside at Camp Relevé

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Hemlock Ridge, holiday rental in Monticello

Tentrr Signature Site - Hemlock Ridge

1 bedroom
1 bathroom
Sleeps 8
Match: Sleeps
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Tentrr Signature Site - Hidden Creek, holiday rental in Monticello

Tentrr Signature Site - Hidden Creek

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Mountain View, holiday rental in Monticello

Tentrr Signature Site - Mountain View

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Swinging Bridge Sanctuary, holiday rental in Monticello

Tentrr Signature Site - Swinging Bridge Sanctuary

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Hemlock Ridge, holiday rental in Monticello

Tentrr Signature Site - Hemlock Ridge

1 bedroom
1 bathroom
Sleeps 8
Match: Sleeps
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In the clouds your cozy- lake house ( 2 hrs from NYC), holiday rental in Monticello

In the clouds your cozy- lake house ( 2 hrs from NYC)

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Quiet 4 Bedroom House with Lake Views on large field - perfect for family breaks, holiday rental in Monticello

Quiet 4 Bedroom House with Lake Views on large field - perfect for family breaks

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Lakefront Property in the Heart Of The Catskills!, holiday rental in Monticello

Lakefront Property in the Heart Of The Catskills!

2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Tentrr Signature Site - Wurtsboro Ridge, holiday rental in Monticello

Tentrr Signature Site - Wurtsboro Ridge

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Catskill mountain getaway, holiday rental in Monticello

Catskill mountain getaway

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Catskills Secluded Treehouse with stunning views near Livingston Manor, holiday rental in Monticello

Catskills Secluded Treehouse with stunning views near Livingston Manor

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Enjoy the Magic of the Catskills in your Private Lakefront Home, holiday rental in Monticello

Enjoy the Magic of the Catskills in your Private Lakefront Home

2 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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NEW! Cozy Lakeside Cottage w/Spacious Deck & Grill, holiday rental in Monticello

NEW! Cozy Lakeside Cottage w/Spacious Deck & Grill

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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NEW! Airy Waterfront Escape w/ Dock & Paddle Boat!, holiday rental in Monticello

NEW! Airy Waterfront Escape w/ Dock & Paddle Boat!

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Fall Fun!  Lake Home on private Highland Lake across the road., holiday rental in Monticello

Fall Fun! Lake Home on private Highland Lake across the road.

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Catskills Cabin Escape w/ Deck + Fire Pit!, holiday rental in Monticello

NEW! Catskills Cabin Escape w/ Deck + Fire Pit!

4 bedrooms
2 bathrooms
Sleeps 15
Match: Sleeps
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Tentrr Signature Site - Pond View, holiday rental in Monticello

Tentrr Signature Site - Pond View

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Clean Vacation Home in South Fallsburg, New York for weekday or weeken, holiday rental in Monticello

Beautiful Clean Vacation Home in South Fallsburg, New York for weekday or weeken

9 bedrooms
4 bathrooms
Sleeps 20
Match: Sleeps
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