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Holiday Rentals in Monticello

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Bedrooms

Bathrooms

Amenities

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5 km
50 rentals in Monticello.
This charming  cozy cottage has a private hot tub, deck for fishing., holiday rental in Monticello
This charming  cozy cottage has a private hot tub, deck for fishing., holiday rental in Monticello
This charming  cozy cottage has a private hot tub, deck for fishing., holiday rental in Monticello

This charming cozy cottage has a private hot tub, deck for fishing.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Adorable Tinyhouse LakeView Cottage with Kayaks!, holiday rental in Monticello
Adorable Tinyhouse LakeView Cottage with Kayaks!, holiday rental in Monticello
Adorable Tinyhouse LakeView Cottage with Kayaks!, holiday rental in Monticello

Adorable Tinyhouse LakeView Cottage with Kayaks!

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Vacation Home on Lake Cumberland, Monticello, KY, holiday rental in Monticello
Beautiful Vacation Home on Lake Cumberland, Monticello, KY, holiday rental in Monticello
Beautiful Vacation Home on Lake Cumberland, Monticello, KY, holiday rental in Monticello

Beautiful Vacation Home on Lake Cumberland, Monticello, KY

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beavercreek Bungalow at Lake Cumberland, holiday rental in Monticello
Beavercreek Bungalow at Lake Cumberland, holiday rental in Monticello
Beavercreek Bungalow at Lake Cumberland, holiday rental in Monticello

Beavercreek Bungalow at Lake Cumberland

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Home 0.2 miles from boat ramp with game room!, holiday rental in Monticello
Home 0.2 miles from boat ramp with game room!, holiday rental in Monticello
Home 0.2 miles from boat ramp with game room!, holiday rental in Monticello

Home 0.2 miles from boat ramp with game room!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luke's Porch, holiday rental in Monticello
Luke's Porch, holiday rental in Monticello
Luke's Porch, holiday rental in Monticello

Luke's Porch

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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LAKE CUMBERLAND Cozy retreat, close to Cumberland Point Ramp & Conley Bottom!, holiday rental in Monticello
LAKE CUMBERLAND Cozy retreat, close to Cumberland Point Ramp & Conley Bottom!, holiday rental in Monticello
LAKE CUMBERLAND Cozy retreat, close to Cumberland Point Ramp & Conley Bottom!, holiday rental in Monticello

LAKE CUMBERLAND Cozy retreat, close to Cumberland Point Ramp & Conley Bottom!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Cozy cabin minutes from Lake Cumberland with room for your boat., holiday rental in Monticello
Cozy cabin minutes from Lake Cumberland with room for your boat., holiday rental in Monticello
Cozy cabin minutes from Lake Cumberland with room for your boat., holiday rental in Monticello

Cozy cabin minutes from Lake Cumberland with room for your boat.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Vacationers' Delight at Conley Bottom, holiday rental in Monticello
Vacationers' Delight at Conley Bottom, holiday rental in Monticello
Vacationers' Delight at Conley Bottom, holiday rental in Monticello

Vacationers' Delight at Conley Bottom

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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The best in affordable, clean and comfortable living., holiday rental in Monticello
The best in affordable, clean and comfortable living., holiday rental in Monticello
The best in affordable, clean and comfortable living., holiday rental in Monticello

The best in affordable, clean and comfortable living.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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THE BEAVER CREEK GETAWAY 2 bed/1 bath, kitchen, 1 mile from Beaver Creek Marina, holiday rental in Monticello
THE BEAVER CREEK GETAWAY 2 bed/1 bath, kitchen, 1 mile from Beaver Creek Marina, holiday rental in Monticello
THE BEAVER CREEK GETAWAY 2 bed/1 bath, kitchen, 1 mile from Beaver Creek Marina, holiday rental in Monticello

THE BEAVER CREEK GETAWAY 2 bed/1 bath, kitchen, 1 mile from Beaver Creek Marina

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spacious Lake House  by Lake Cumberland, holiday rental in Monticello
Spacious Lake House  by Lake Cumberland, holiday rental in Monticello
Spacious Lake House  by Lake Cumberland, holiday rental in Monticello

Spacious Lake House by Lake Cumberland

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy cabin on private 18 acre farm near the lake., holiday rental in Monticello
Cozy cabin on private 18 acre farm near the lake., holiday rental in Monticello
Cozy cabin on private 18 acre farm near the lake., holiday rental in Monticello

Cozy cabin on private 18 acre farm near the lake.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cozy home at Lake Cumberland, holiday rental in Monticello
Cozy home at Lake Cumberland, holiday rental in Monticello
Cozy home at Lake Cumberland, holiday rental in Monticello

Cozy home at Lake Cumberland

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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THE LAKE HOUSE AT BEAVER CREEK (1 mile from dock, 3 bed/2 bath), holiday rental in Monticello
THE LAKE HOUSE AT BEAVER CREEK (1 mile from dock, 3 bed/2 bath), holiday rental in Monticello
THE LAKE HOUSE AT BEAVER CREEK (1 mile from dock, 3 bed/2 bath), holiday rental in Monticello

THE LAKE HOUSE AT BEAVER CREEK (1 mile from dock, 3 bed/2 bath)

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy 3 bdr home - 5 min to the marina, half mile to closest boat ramp, holiday rental in Monticello
Cozy 3 bdr home - 5 min to the marina, half mile to closest boat ramp, holiday rental in Monticello
Cozy 3 bdr home - 5 min to the marina, half mile to closest boat ramp, holiday rental in Monticello

Cozy 3 bdr home - 5 min to the marina, half mile to closest boat ramp

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy 3-Bedroom Beaver Creek Cottage, holiday rental in Monticello
Cozy 3-Bedroom Beaver Creek Cottage, holiday rental in Monticello
Cozy 3-Bedroom Beaver Creek Cottage, holiday rental in Monticello

Cozy 3-Bedroom Beaver Creek Cottage

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lake Cumberland Home w/ Deck + Water Access!, holiday rental in Monticello
Lake Cumberland Home w/ Deck + Water Access!, holiday rental in Monticello
Lake Cumberland Home w/ Deck + Water Access!, holiday rental in Monticello

Lake Cumberland Home w/ Deck + Water Access!

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Cumberland Lake House W/ Hot Tub, holiday rental in Monticello
Cumberland Lake House W/ Hot Tub, holiday rental in Monticello
Cumberland Lake House W/ Hot Tub, holiday rental in Monticello

Cumberland Lake House W/ Hot Tub

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Private Lake Cumberland Lodge with Breathtaking Views, Sleeps 20+, holiday rental in Monticello
Private Lake Cumberland Lodge with Breathtaking Views, Sleeps 20+, holiday rental in Monticello
Private Lake Cumberland Lodge with Breathtaking Views, Sleeps 20+, holiday rental in Monticello

Private Lake Cumberland Lodge with Breathtaking Views, Sleeps 20+

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 21
Match: Sleeps
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Groovy Vintage RV In the Woods, holiday rental in Monticello
Groovy Vintage RV In the Woods, holiday rental in Monticello
Groovy Vintage RV In the Woods, holiday rental in Monticello

Groovy Vintage RV In the Woods

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Newly remodeled,  handicap accessible overlooking pool , play area, holiday rental in Monticello
Newly remodeled,  handicap accessible overlooking pool , play area, holiday rental in Monticello
Newly remodeled,  handicap accessible overlooking pool , play area, holiday rental in Monticello

Newly remodeled, handicap accessible overlooking pool , play area

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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2 bedroom, Pet friendy condo overlooking pool and tennis court., holiday rental in Monticello
2 bedroom, Pet friendy condo overlooking pool and tennis court., holiday rental in Monticello
2 bedroom, Pet friendy condo overlooking pool and tennis court., holiday rental in Monticello

2 bedroom, Pet friendy condo overlooking pool and tennis court.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Farmhouse near Lake Cumberland, holiday rental in Monticello
Beautiful Farmhouse near Lake Cumberland, holiday rental in Monticello
Beautiful Farmhouse near Lake Cumberland, holiday rental in Monticello

Beautiful Farmhouse near Lake Cumberland

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The Victorian * Lake Cumberland - Beaver Creek, firepit, sleeps 18, holiday rental in Monticello
The Victorian * Lake Cumberland - Beaver Creek, firepit, sleeps 18, holiday rental in Monticello
The Victorian * Lake Cumberland - Beaver Creek, firepit, sleeps 18, holiday rental in Monticello

The Victorian * Lake Cumberland - Beaver Creek, firepit, sleeps 18

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 18
Match: Sleeps
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Lake Cumberland Vacation Home at Ramsey’s Point ramp!, holiday rental in Monticello
Lake Cumberland Vacation Home at Ramsey’s Point ramp!, holiday rental in Monticello
Lake Cumberland Vacation Home at Ramsey’s Point ramp!, holiday rental in Monticello

Lake Cumberland Vacation Home at Ramsey’s Point ramp!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Plush Yome Tucked in the Woods, holiday rental in Monticello
Plush Yome Tucked in the Woods, holiday rental in Monticello
Plush Yome Tucked in the Woods, holiday rental in Monticello

Plush Yome Tucked in the Woods

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cumberland Belle Lakehouse 9 bedrm, 20 bed, 7 bath, swimspa/hotub&sauna, holiday rental in Monticello
Cumberland Belle Lakehouse 9 bedrm, 20 bed, 7 bath, swimspa/hotub&sauna, holiday rental in Monticello
Cumberland Belle Lakehouse 9 bedrm, 20 bed, 7 bath, swimspa/hotub&sauna, holiday rental in Monticello

Cumberland Belle Lakehouse 9 bedrm, 20 bed, 7 bath, swimspa/hotub&sauna

Holiday Rental House
9 bedrooms
12 bathrooms
Sleeps 30
Match: Sleeps
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Lake Cumberland Home 1/2 Mi to Beaver Creek Marina, holiday rental in Monticello
Lake Cumberland Home 1/2 Mi to Beaver Creek Marina, holiday rental in Monticello
Lake Cumberland Home 1/2 Mi to Beaver Creek Marina, holiday rental in Monticello

Lake Cumberland Home 1/2 Mi to Beaver Creek Marina

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Lake Cumberland vacation home, overlooking private fishing pond, holiday rental in Monticello
Lake Cumberland vacation home, overlooking private fishing pond, holiday rental in Monticello
Lake Cumberland vacation home, overlooking private fishing pond, holiday rental in Monticello

Lake Cumberland vacation home, overlooking private fishing pond

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Porch sunset on the lake, 1/2 mile from Beaver Creek Marina!, holiday rental in Monticello
Porch sunset on the lake, 1/2 mile from Beaver Creek Marina!, holiday rental in Monticello
Porch sunset on the lake, 1/2 mile from Beaver Creek Marina!, holiday rental in Monticello

Porch sunset on the lake, 1/2 mile from Beaver Creek Marina!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Family Home w/ Deck, 2 Mi to Lake Cumberland, holiday rental in Monticello
Family Home w/ Deck, 2 Mi to Lake Cumberland, holiday rental in Monticello
Family Home w/ Deck, 2 Mi to Lake Cumberland, holiday rental in Monticello

Family Home w/ Deck, 2 Mi to Lake Cumberland

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Two miles from Beaver Creek Marina! Plenty parking available. Pet friendly!!, holiday rental in Monticello
Two miles from Beaver Creek Marina! Plenty parking available. Pet friendly!!, holiday rental in Monticello
Two miles from Beaver Creek Marina! Plenty parking available. Pet friendly!!, holiday rental in Monticello

Two miles from Beaver Creek Marina! Plenty parking available. Pet friendly!!

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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7 minutes to Conley Bottom  Boat and Camping at Lake Cumberland.Family size home, holiday rental in Monticello
7 minutes to Conley Bottom  Boat and Camping at Lake Cumberland.Family size home, holiday rental in Monticello
7 minutes to Conley Bottom  Boat and Camping at Lake Cumberland.Family size home, holiday rental in Monticello

7 minutes to Conley Bottom Boat and Camping at Lake Cumberland.Family size home

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!, holiday rental in Monticello
Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!, holiday rental in Monticello
Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!, holiday rental in Monticello

Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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The Cozy Cabell Cottage, holiday rental in Monticello
The Cozy Cabell Cottage, holiday rental in Monticello
The Cozy Cabell Cottage, holiday rental in Monticello

The Cozy Cabell Cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Enchanting Glamping Tent on Lake Cumberland, holiday rental in Monticello
Enchanting Glamping Tent on Lake Cumberland, holiday rental in Monticello
Enchanting Glamping Tent on Lake Cumberland, holiday rental in Monticello

Enchanting Glamping Tent on Lake Cumberland

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming 2-bedroom home with AC and Wifi, 2mi from Lake Cumberland in Monticello, holiday rental in Monticello
Charming 2-bedroom home with AC and Wifi, 2mi from Lake Cumberland in Monticello, holiday rental in Monticello
Charming 2-bedroom home with AC and Wifi, 2mi from Lake Cumberland in Monticello, holiday rental in Monticello

Charming 2-bedroom home with AC and Wifi, 2mi from Lake Cumberland in Monticello

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Rare A-Frame w/ Lake Cumberland Views, holiday rental in Monticello
Rare A-Frame w/ Lake Cumberland Views, holiday rental in Monticello
Rare A-Frame w/ Lake Cumberland Views, holiday rental in Monticello

Rare A-Frame w/ Lake Cumberland Views

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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1-Mile from Conley Bottom's ramp, holiday rental in Monticello
1-Mile from Conley Bottom's ramp, holiday rental in Monticello
1-Mile from Conley Bottom's ramp, holiday rental in Monticello

1-Mile from Conley Bottom's ramp

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful home with large yard, holiday rental in Monticello
Beautiful home with large yard, holiday rental in Monticello
Beautiful home with large yard, holiday rental in Monticello

Beautiful home with large yard

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Comfortable lake living, pool access, 3 miles to marina, holiday rental in Monticello
Comfortable lake living, pool access, 3 miles to marina, holiday rental in Monticello
Comfortable lake living, pool access, 3 miles to marina, holiday rental in Monticello

Comfortable lake living, pool access, 3 miles to marina

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Monticello Home w/ Deck & Fire Pit < 1 Mi to Water, holiday rental in Monticello
Monticello Home w/ Deck & Fire Pit < 1 Mi to Water, holiday rental in Monticello
Monticello Home w/ Deck & Fire Pit < 1 Mi to Water, holiday rental in Monticello

Monticello Home w/ Deck & Fire Pit < 1 Mi to Water

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions., holiday rental in Monticello
Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions., holiday rental in Monticello
Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions., holiday rental in Monticello

Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions.

Holiday Rental House
8 bedrooms
4 bathrooms
Sleeps 18
Match: Sleeps
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Uniquely styled octagon shaped home. Just 2 miles to the lake, holiday rental in Monticello
Uniquely styled octagon shaped home. Just 2 miles to the lake, holiday rental in Monticello
Uniquely styled octagon shaped home. Just 2 miles to the lake, holiday rental in Monticello

Uniquely styled octagon shaped home. Just 2 miles to the lake

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Beautiful, Spacious Home in Wooded Resort Area, holiday rental in Monticello
Beautiful, Spacious Home in Wooded Resort Area, holiday rental in Monticello
Beautiful, Spacious Home in Wooded Resort Area, holiday rental in Monticello

Beautiful, Spacious Home in Wooded Resort Area

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Dreamy Glamping Tent Near Conley Bottom, holiday rental in Monticello
Dreamy Glamping Tent Near Conley Bottom, holiday rental in Monticello
Dreamy Glamping Tent Near Conley Bottom, holiday rental in Monticello

Dreamy Glamping Tent Near Conley Bottom

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Lake house with boat ramp access across the street & tons of boat parking space., holiday rental in Monticello
Lake house with boat ramp access across the street & tons of boat parking space., holiday rental in Monticello
Lake house with boat ramp access across the street & tons of boat parking space., holiday rental in Monticello

Lake house with boat ramp access across the street & tons of boat parking space.

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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The Little Hideaway at Beaver Creek (1 mile from Beaver Creek Marina), holiday rental in Monticello
The Little Hideaway at Beaver Creek (1 mile from Beaver Creek Marina), holiday rental in Monticello
The Little Hideaway at Beaver Creek (1 mile from Beaver Creek Marina), holiday rental in Monticello

The Little Hideaway at Beaver Creek (1 mile from Beaver Creek Marina)

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Monticello Home w/ Multi-Level Deck on 2 Acres!, holiday rental in Monticello
Monticello Home w/ Multi-Level Deck on 2 Acres!, holiday rental in Monticello
Monticello Home w/ Multi-Level Deck on 2 Acres!, holiday rental in Monticello

Monticello Home w/ Multi-Level Deck on 2 Acres!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Showing results 1-50 of 50
Frequently Asked Questions about Monticello