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Monticello Vacation Rentals

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

Luxe Country Home in the Swinging Bridge Lake Community

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Sackett Lake Front House, vacation rental in Monticello

Sackett Lake Front House

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Spacious Catskills Home Sleeps 12 in Swinging Bridge Lake Community, vacation 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!, vacation rental in Monticello

Contemporary Lake Front - 5 Acres!

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

Beautiful Country Home

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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MONTICELLO RACEWAY CAMP CUTEST AND CLEAN HOUSE WITH HUGE BACKYARD, FOREST RIVER, vacation rental in Monticello

MONTICELLO RACEWAY CAMP CUTEST AND CLEAN HOUSE WITH HUGE BACKYARD, FOREST RIVER

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Warm Comfortable Getaway for Family & Friends., vacation rental in Monticello

Warm Comfortable Getaway for Family & Friends.

4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Log Cabin perched above a waterfall with mountain views, vacation 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, vacation rental in Monticello

Modern Luxury Catskills Lakefront Home

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful woodland cabin with all new furniture, linens, electronics, appliances, vacation 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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Catskills Mid-Century Modern Lodge With Hot Tub, vacation rental in Monticello

Catskills Mid-Century Modern Lodge With Hot Tub

4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Charming Lakefront Cottage On Masten lake, vacation rental in Monticello

Charming Lakefront Cottage On Masten lake

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Brand New 3 Br Home On 300 Acres With Private 10 Acre Pond, vacation 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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Waterfront Home on White Lake in Bethel, NY, vacation rental in Monticello

Waterfront Home on White Lake in Bethel, NY

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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“The Oasis’”  Beautiful private lake front home with In-ground pool and sauna., vacation 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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Large Modern Cabin with Hot Tub Tucked in Woods, vacation 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, vacation 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., vacation 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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Seasonal Cottages Colony  with outdoor swimming pool, vacation rental in Monticello

Seasonal Cottages Colony with outdoor swimming pool

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Tentrr Signature Site - Brookside at Camp Relevé, vacation 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, vacation 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, vacation 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, vacation rental in Monticello

Woodstock Way Vacation and Concert Rentals

3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Seasonal Cottages Colony  with outdoor swimming pool, vacation rental in Monticello

Seasonal Cottages Colony with outdoor swimming pool

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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NEW! Luxe Lakefront Family Cottage w/ Private Dock, vacation 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, vacation rental in Monticello

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

6 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Woodsy Catskill Summer House in Merriewold, vacation rental in Monticello

Woodsy Catskill Summer House in Merriewold

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful big house and chalet 4000m2 full garden, vacation 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, vacation 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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Lovely cabin in the woods steps from Beautiful White Lake, vacation rental in Monticello

Lovely cabin in the woods steps from Beautiful White Lake

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Quaint cottage in Catskills hamlet, vacation 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, vacation 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, vacation rental in Monticello

Tentrr Signature Site - Hemlock Ridge

1 bedroom
1 bathroom
Sleeps 8
Match: Sleeps
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Tentrr Signature Site - Mountain View, vacation 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, vacation rental in Monticello

Tentrr Signature Site - Swinging Bridge Sanctuary

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Catskills Farmhouse, Wood Burning Hot Tub! 5 acres with pond, woods., vacation rental in Monticello

Beautiful Catskills Farmhouse, Wood Burning Hot Tub! 5 acres with pond, woods.

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Tentrr Signature Site - Hemlock Ridge, vacation 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), vacation 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, vacation 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!, vacation 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, vacation rental in Monticello

Tentrr Signature Site - Wurtsboro Ridge

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Catskill mountain getaway, vacation 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, vacation 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, vacation 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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Tentrr Signature Site - Catskills Woodland Hideaway, vacation rental in Monticello

Tentrr Signature Site - Catskills Woodland Hideaway

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Cozy Lakeside Cottage w/Spacious Deck & Grill, vacation 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!, vacation 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., vacation 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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Cozy Catskill Escape 90 min from NYC

0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
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Beautiful Clean Vacation Home in South Fallsburg, New York for weekday or weeken, vacation 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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