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Monticello Vacation Rentals

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50 rentals in Monticello.
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Beautiful Vacation Home on Lake Cumberland, Monticello, KY, vacation rental in Monticello

Beautiful Vacation Home on Lake Cumberland, Monticello, KY

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Rustic Cabin - Year Round Lake View, vacation rental in Monticello

Rustic Cabin - Year Round Lake View

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Watch the sun set on the lake, two minute drive from Beaver Creek Marina!, vacation rental in Monticello

Watch the sun set on the lake, two minute drive from Beaver Creek Marina!

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Vacationers' Delight at Conley Bottom, vacation rental in Monticello

Vacationers' Delight at Conley Bottom

2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Perfect Vacation/Hunter/Fishing Property for Rental, vacation rental in Monticello

Perfect Vacation/Hunter/Fishing Property for Rental

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Blue Cabin in Quiet Lake Community, vacation rental in Monticello

Blue Cabin in Quiet Lake Community

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Fantastic, Year Round Lake View, vacation rental in Monticello

Fantastic, Year Round Lake View

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Beautiful Farmhouse near Lake Cumberland, vacation rental in Monticello

Beautiful Farmhouse near Lake Cumberland

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lake Cumberland Ky Summer Home In Monticello, vacation rental in Monticello

Lake Cumberland Ky Summer Home In Monticello

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Tentrr Signature Site - Hidden Hilltop Hideaway, vacation rental in Monticello

Tentrr Signature Site - Hidden Hilltop Hideaway

1 bedroom
1 bathroom
Sleeps 10
Match: Sleeps
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Look-Out Lodge on Lake Cumberland, vacation rental in Monticello

Look-Out Lodge on Lake Cumberland

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Lake House Hideaway #1, Only 2 miles from Jamestown Marina!!, vacation rental in Monticello

Lake House Hideaway #1, Only 2 miles from Jamestown Marina!!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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3 Bdrm Lake House Getaway - Three Minutes To Launch!, vacation rental in Monticello

3 Bdrm Lake House Getaway - Three Minutes To Launch!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Check it Out! Lake Access! Large Vacation Rental!, vacation rental in Monticello

Check it Out! Lake Access! Large Vacation Rental!

5 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Overlooks Jamestown Marina & State Dock, Lakeview House, 4Br/3Ba, Sleeps 10, vacation rental in Monticello

Overlooks Jamestown Marina & State Dock, Lakeview House, 4Br/3Ba, Sleeps 10

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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'Rustic Luxury' Lakefront Cabin In Beautiful Wooded Surroundings!, vacation rental in Monticello

'Rustic Luxury' Lakefront Cabin In Beautiful Wooded Surroundings!

4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Adorable Cabin In Beautiful Private Wooded Surroundings!, vacation rental in Monticello

Adorable Cabin In Beautiful Private Wooded Surroundings!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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3 BR/2 BA Luxury Cabin -Close To The Lake!, vacation rental in Monticello

3 BR/2 BA Luxury Cabin -Close To The Lake!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lake Cumberland/Conley Bottom area-Log Cabin Rental, Private, Lake Access .25 Mi, vacation rental in Monticello

Lake Cumberland/Conley Bottom area-Log Cabin Rental, Private, Lake Access .25 Mi

2 bedrooms
1 bathroom
Sleeps 9
Match: Sleeps
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Enjoy the winter season at Lake Cumberland, vacation rental in Monticello

Enjoy the winter season at Lake Cumberland

3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Americana Jacuzzi Lake View Cabin 2  3/4 mile to marina- NO CLEANING FEE!, vacation rental in Monticello

Americana Jacuzzi Lake View Cabin 2 3/4 mile to marina- NO CLEANING FEE!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lakefront Cabin- Boat ramp within 1 mile, vacation rental in Monticello

Lakefront Cabin- Boat ramp within 1 mile

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Lake Cumberland Cabin with lake view, vacation rental in Monticello

Beautiful Lake Cumberland Cabin with lake view

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Loft Cabin with Hot Tub * LakePointe Resort - no cleaning fees!, vacation rental in Monticello

Loft Cabin with Hot Tub * LakePointe Resort - no cleaning fees!

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Jamestown Marina - Boating, fishing, hiking & hunting on Lake Cumberland, vacation rental in Monticello

Jamestown Marina - Boating, fishing, hiking & hunting on Lake Cumberland

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Americana Hot Tub Cabin * LakePointe Resort - no cleaning fees!, vacation rental in Monticello

Americana Hot Tub Cabin * LakePointe Resort - no cleaning fees!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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As close to the Lake as you can get!!! Lake Cumberland Marina/ Alligator Dock 2, vacation rental in Monticello

As close to the Lake as you can get!!! Lake Cumberland Marina/ Alligator Dock 2

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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3 Bedroom Lake View Family Cabin  3/4 mile to marina! NO CLEANING FEE, vacation rental in Monticello

3 Bedroom Lake View Family Cabin 3/4 mile to marina! NO CLEANING FEE

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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2 Bedroom Family Cottage#3 Cumberland Marina-NO CLEANING FEE!, vacation rental in Monticello

2 Bedroom Family Cottage#3 Cumberland Marina-NO CLEANING FEE!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lakefront-4BR/2.5BA Pingpong-Jamestown, vacation rental in Monticello

Lakefront-4BR/2.5BA Pingpong-Jamestown

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Lake House Hideaway #3, Only 2 miles from Jamestown Marina, vacation rental in Monticello

Lake House Hideaway #3, Only 2 miles from Jamestown Marina

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cozy Condo, vacation rental in Monticello

Cozy Condo

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Award Winning Hot Tub Cabin * LakePointe Resort - no cleaning fees!, vacation rental in Monticello

Award Winning Hot Tub Cabin * LakePointe Resort - no cleaning fees!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Jamestown Marina & State Dock Location, 4 BR/2BA, Sleeps 12, vacation rental in Monticello

Jamestown Marina & State Dock Location, 4 BR/2BA, Sleeps 12

4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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'Beary' Cute Hot Tub Cabin * LakePointe Resort - no cleaning fees!, vacation rental in Monticello

'Beary' Cute Hot Tub Cabin * LakePointe Resort - no cleaning fees!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Nancy Kentucky 1800s log cabin, vacation rental in Monticello

Nancy Kentucky 1800s log cabin

1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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The Hot Tub Cabin at the Barn * LakePointe Resort - no cleaning fees!, vacation rental in Monticello

The Hot Tub Cabin at the Barn * LakePointe Resort - no cleaning fees!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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LakePointe's 'Super Cabin' - No Cleaning Fees!, vacation rental in Monticello

LakePointe's 'Super Cabin' - No Cleaning Fees!

2 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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*************** Award Winning Cabin * LakePointe - no cleaning fees!, vacation rental in Monticello

*************** Award Winning Cabin * LakePointe - no cleaning fees!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Lake Time Cottage, 3 Bedroom 2 Bath, <3 Mile from Jamestown, vacation rental in Monticello

Lake Time Cottage, 3 Bedroom 2 Bath, <3 Mile from Jamestown

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The Hornets Nest by the water, vacation rental in Monticello

The Hornets Nest by the water

3 bedrooms
1 bathroom
Sleeps 9
Match: Sleeps
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*************** Award Winning Cabin * LakePointe - no cleaning fees!, vacation rental in Monticello

*************** Award Winning Cabin * LakePointe - no cleaning fees!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lake Life/ Fishing Cabin, vacation rental in Monticello

Lake Life/ Fishing Cabin

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Monticello Home on 2+ Acres w/Lake Cumberland View, vacation rental in Monticello

Monticello Home on 2+ Acres w/Lake Cumberland View

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lake Cumberland Home w/Deck, Grill & Boat Parking!, vacation rental in Monticello

Lake Cumberland Home w/Deck, Grill & Boat Parking!

5 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Lakefront Home in Nancy w/Dock, Near Somerset, vacation rental in Monticello

Lakefront Home in Nancy w/Dock, Near Somerset

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cabin in the Woods * LakePointe Resort - no cleaning fees! Cabin B, vacation rental in Monticello

Cabin in the Woods * LakePointe Resort - no cleaning fees! Cabin B

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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NEW! Nancy Home w/ Large Deck - Walk to State Park, vacation rental in Monticello

NEW! Nancy Home w/ Large Deck - Walk to State Park

4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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NEW! Lake Cumberland Cottage: 2 Miles to Marina!, vacation rental in Monticello

NEW! Lake Cumberland Cottage: 2 Miles to Marina!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Bucolic Cottage w/ Fire Pit, 2 Mi to Marina!, vacation rental in Monticello

NEW! Bucolic Cottage w/ Fire Pit, 2 Mi to Marina!

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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