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Monticello Vacation Rentals

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    All 37 Rentals in Monticello
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    Blue Cabin in Quiet Lake Community1 / 40
    (8)Excellent
    Monticello
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Eagles Bluff Getaway!1 / 18
    (2)Excellent
    Monticello
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Monticello
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Scenic, Lakeview House, Located in Beautiful Woods1 / 4
    (1)Very good
    Monticello
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious, Private, Secure and Completely Furnished with heat and air, 2 bedroom house, 2-1/2 baths with showers only, large family room with a sectional couch with full size bed. Large master bedroom upstairs with balcony view of lake. Also an escape latter is supplied for exit in case of...
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    Monticello, Kentucky 42633
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    The following rentals are within 20 miles of Monticello.
    House on Lake Cumberland1 / 25
    (4)Excellent
    Burnside
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Balcony
    • Outdoor Dining Area
    • Mountain Views
    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We enjoyed the house very much.It was outfitted very well and we had no problems.If wanting to go back to that area, we would rent this house again!
    Reviewed May 2, 2017
    The house is Beautiful .It has everything that you would have in your own home so you can stay comfortably .The deck is a great place to hang out and cook on the grill .Denny...
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    About this property
    Nice 3 bedroom 2 bath house overlooking Lake Cumberland and Burnside Island. Just 1 mile from the entrance of Burnside Island, the largest, best ramp on Lake Cumberland. Ample parking on property for your boat and just minutes to gas station and ramp. Completely furnished. Stocked kitchen, all...
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    Burnside, Kentucky 42519
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    THE HONEY HOLE CABIN! 3 Bedroom 2 Bath Cabin at Lake Cumberland Resort1 / 32
    (13)Excellent
    Burnside
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Hot Tub
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    The Honey Hole was everything we had hoped for - so comfy and clean and adorably decorated. We could not have asked for anything more. Even though it was just a quiet getaway...
    Reviewed September 17, 2018
    Perfectly decorated and cozy! Very clean and had everything you could need! Very private and quite. Owner was awesome with communication! Definitely reccommend!!
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    About this property
    You’ve found the Honey Hole! Our 3 Bedroom 2 full bath cabin in the gated community of lake Cumberland resort is a rare find and one you’ll be sure to treasure. We easily accommodate 7 with 2 queen beds, 1 full and 1 twin The living room has a large flat screen tv with cable. A couch and love...
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    Burnside, Kentucky 42519
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Pleasant Valley1 / 19
    (2)Excellent
    Jamestown
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    Reviewed April 2, 2018
    Perfect place for a relaxing, get away from it all weekend..or longer. The house is very comfortable, cozy but not too small. Tastefully decorated, comfortable beds, fully...
    Reviewed March 19, 2018
    My husband and I are from ND and stayed here for a couple nights while we were in town visiting family. This house has everything you could need. The pool table and jukebox were...
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    About this property
    Located in the peaceful Harbor Springs community just 2.6 miles to the Jamestown Resort Marina. This 2000 square ft. Cabin features 3 bedrooms, 3 bath, full kitchen , entertainment room with full size pool table , jukebox, 60” LED TV with DVD and movies, wireless internet, cloths washer & Dryer....
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    Jamestown, Kentucky 42629
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Hidden Cabin at Lake Cumberland Resort1 / 14
    (2)Very good
    Burnside
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Mountain Views
    • Hot Tub
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 22, 2018
    Very nice cabin. Lots of time spent on deck. It does need more updated furniture though. You have to go up to bedroom to watch tv. No TV in living room.Overall, had a great time...
    Reviewed July 21, 2017
    Everything is minutes away from cabin.If your looking for a peaceful relaxing place to stay this is it..My family and I had a fantastic time and will return
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    About this property
    This is a private cabin located in Lake Cumberland Resort. This property has 3 Bedrooms and 2 and 1/2 Baths and is for rent for weekend and long term rentals. This unit comes completely furnished with a hot tub, fireplace, wrap around deck, furnished kitchen, TV, high speed internet, kitchen...
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    Burnside, Kentucky 42519
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    The Oaks1 / 9
    (1)Excellent
    Nancy
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Washer
    • Grill
    • Hot Tub
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Very impressive quite and peaceful we really enjoyed it every thing was included kitchen towels sheets all we had to do was bring food and clothes
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    About this property
    The Oaks is located just minutes from Pulaski County Park and Lee’s Ford Marina. Situated on a quiet dead end street and wooded lot, The Homestead is the perfect place to relax after a long day on Lake Cumberland. Sit by the fire at the outdoor fire pit or relax in the hot tub. The Homestead is...
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    Nancy, Kentucky 42544
    Cabin - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Nancy
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • DVD Player
    • Central Heating
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Chalet is located just minutes from Pulaski County Park and Lee’s Ford Marina. Situated on a quiet dead end street and wooded lot, The Homestead is the perfect place to relax after a long day on Lake Cumberland. Sit by the fire at the outdoor fire pit or relax in the hot tub. The Homestead is...
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    Nancy, Kentucky 42544
    Cabin - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Bronston
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    After your day on Lake Cumberland come back to this welcoming 4 Bedroom 2 Bath house. Enjoy the sunset from the deck or relax in the 6 person Hot Tub located on an open air deck overlooking Beautiful Lake Cumberland. Fully equipped for your stay. Accommodates up to 12 people with a King, 2 Queens,...
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    Bronston, Kentucky 42518
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Nancy
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Cable/satellite TV
    • Patio
    • Internet Access
    • Waterfront
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This house is a 3-story, wood-siding home with lake view. Private dock directly behind house. Boat ramp within 2 miles that puts you right on the main lake, just south of White Oak Creek. Home is approximately 3600 sf . Four (4) bedrooms (2 king/2 full), 3 bathrooms & 3 decks with access on each...
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    Nancy, Kentucky 42544
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Bronston
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just a baby on our rental program, 2 bedroom 1 bath cottage with a spectacular lake view. Looking for that getaway spot on the lake? This is it. Small, cozy retreat. 2 Double Beds, 1 Sleeper Sofa and a Futon, you can bring the whole family. No Dishwasher, No Washer/Dryer.Two tier deck with metal...
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    Bronston, Kentucky 42518
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Bronston
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful condo is located overlooking the #7 Green. A really great kitchen, nicely decorated. Enjoy the night air as you set out on the screened porch. Located at Woodson Bend Resort, an all-inclusive resort on a 400 acre peninsula right on Lake Cumberland. While at the resort you can enjoy...
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    Bronston, Kentucky 42518
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Bronston
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 bedroom (Q, F) 2 bath condo on the golf course. Eat in kitchen, no dishwasher. Futon on the slider enclosed porch. Jacuzzi tub in the masterbath. Fireplace in the LR. Located at Woodson Bend Resort, an all-inclusive resort on a 400 acre peninsula right on Lake Cumberland. While at the resort...
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    Bronston, Kentucky 42518
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Jamestown
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3 bedroom, 1 full bath, kitchen, family room, laundry, walking distance to lake A cozy and inviting country home that backs up to the woods. Lake access is just a short distance down the hill for swimming, boat launching and fishing. After a long day on the lake sit on the front porch to relax and...
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    Jamestown, Kentucky 42642
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Nancy
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • Private Yard
    • Air Conditioning
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Homestead is located just minutes from Pulaski County Park and Lee’s Ford Marina. Situated on a quiet dead end street and wooded lot, The Homestead is the perfect place to relax after a long day on Lake Cumberland. Sit by the fire at the outdoor fire pit or relax in the hot tub. The Homestead...
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    Nancy, Kentucky 42544
    Cabin - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Bronston
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two bedroom (Queen and 2 Twins), two bath condo . With a secluded and screened in porch for total relaxation. Open kitchen floor plan with washer/dryer. For those cool nights, a wood burning fire place for the ultimate relaxation. Booking of this unit is dependent on approval of owner. Located...
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    Bronston, Kentucky 42518
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Bronston
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You can be on vacation and still love cooking in this great kitchen. This is a beautifully decorated condo. It has a great lake view that you can enjoy from the screened in porch. Enjoy just sitting and taking in the view of Lake Cumberland. Life is good. 3 bedrooms with King, Queen & Bunk, Full &...
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    Bronston, Kentucky 42518
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Bronston
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Nicely decorated unit that offers two bath rooms and two bedrooms.(1 king bed and 2 twins) Sofa sleeper. Has a great view of the lake from the screened in porch. For the perfect family/friend get together the unit across the way, 92-1, is available for rent also. This combo would give you 5...
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    Bronston, Kentucky 42518
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Hickory Ridge Guest House1 / 30
    (6)Excellent
    Albany
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Patio
    • Grill
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    • Washer
    • Wi-Fi
    • Outdoor Dining Area
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 28, 2018
    Great place to stay. Just up the hill from Grider Hill Marina. House was really clean. Well stocked kitchen. Plenty of seating. The back left bedroom had a comfortable bed and...
    Reviewed July 8, 2018
    The Hickory Ridge House is amazing! So clean, well stocked with anything you may need for your visit. Great location close to Grider Hill marina. Thanks Preston, we will be...
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    About this property
    This is a home located within a quarter mile of Lake Cumberland and Grider Hill Resort. There are 3 bedrooms. One bedroom has a queen sized bed the other two bedrooms have full sized beds. The kitchen has a stove, refridgerator, a dish washer, coffee maker, toaster, and microwave. There is a...
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    Albany, Kentucky 42602
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Bronston
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Welcome to the Lake. Cute well equipped 3 bedroom 2 bath condo, new on the rental market. With a King, Queen, Double and 2 Twins there is room for the family. Relax on the screened in porch with your favorite book or beverage. New Large screen TV in the Living Room. Located at Woodson Bend...
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    Bronston, Kentucky 42518
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Bronston
    2 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    About this property
    Lower level lakeview 3 bedroom 2 bathroom condo. Great lake viewing from the screened in vinyl slider porch. Sleeps 9 with a King, 2 Twins, Bunkbed, Twin Sleeper sofa and a Single sleeper sofa. For the perfect family/friend get together the unit across the way, 92-1, is available for rent also....
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    Bronston, Kentucky 42518
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 9
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    Bronston
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    This condo overlooks the golf course. Has a spacious screened in porch that you can enjoy day and evening. Two Bedroom, Two Bath. Sleeps 8 with 2 Kings, Bunkbeds and sleeper sofa. Located at Woodson Bend Resort, an all-inclusive resort on a 400 acre peninsula right on Lake Cumberland. While at the...
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    Bronston, Kentucky 42518
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Bronston
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Beautifully decorated 3 bedroom/2bathroom condo with great view of the golf course. You will love this unit. Plenty of room for everyone. Has one king size bed, 1 queen size bed, two twins and a sleeper sofa. Enjoy the view from your very own screened in porch. Located at Woodson Bend Resort,...
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    Bronston, Kentucky 42518
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Bronston
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    This is a First floor 2 bedroom 1 bath golf view condo. Perfect for relaxing. Queen and 2 Twins, WiFi, Cable and grill. Also has a sleeper sofa. Just minutes from the pool, clubhouse and fitness room. Located at Woodson Bend Resort, an all-inclusive resort on a 400 acre peninsula right on Lake...
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    Bronston, Kentucky 42518
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Bronston
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    About this property
    Beautiful 3 bedroom 2 bath top floor unit close to the pool and the putting green. Enlarged kitchen with an open floor plan. You will have plenty of room for everyone, King, 2 Fulls, 2 Twins and a Bunk bed. One of the best locations for access to all the resort has to offer. Located at Woodson...
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    Bronston, Kentucky 42518
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Jamestown
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Beautiful rustic yet charming farmhouse right on Lake Cumberland! We just underwent a HUGE renovation!! Don't miss out on this brand new listing as our bookings are coming fast! Located on 6.5 secluded acres of lakefront property in Jamestown, KY with seasonal lake view. Only 1.5 miles from...
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    Jamestown, Kentucky 42629
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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    Bronston
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Rustic and charm all in one. 3 bedroom (K,Q, 2 sets Bunkbeds) 3 bath (Jetted Tub in Masterbath) L shaped kitchen. The 3rd bedroom and bath is located in the Loft. One of the most awesome views on the resort. Any one would be pleased with this one. Located close to the golf course. Located at...
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    Bronston, Kentucky 42518
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    093-31 / 38
    (1)Terrible
    Bronston
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Gives you a home away from home feeling as you wrap yourself in nature and absorb the clean air. Totally renovated kitchen. 2 bedroom 2 bath with a Queen, 2 twins and a sleeper sofa in the living area. Wonderful screened in porch with vinyl sliders to create a 3 season room. Located at Woodson...
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    Bronston, Kentucky 42518
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Bronston
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    One of a kind, 3 bedroom 2 bath golf view condo. Sleeps up to 8 with a Queen, 2 Twins, Bunkbed and sleeper sofa. Screened in porch for relaxing with its own handpainted mural. Watch the golfers, enjoy the birds. Located at Woodson Bend Resort, an all-inclusive resort on a 400 acre peninsula...
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    Bronston, Kentucky 42518
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Bronston
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Spacious Beautiful 3 bedroom 3 bath lake view unit. Large kitchen, fireplace, big screen TV. Come relax and enjoy some family time. 2 King beds and 1 Queen bed. Sitting area, dining area as well as an eat at bar. Desk for working vacations. Master bath has tiled walk in shower. Screened porch with...
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    Bronston, Kentucky 42518
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Bronston
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    About this property
    Cute 2 Bedroom 2 bath condo located on the #7 fairway. Perfect for your getaway. Screened porch for relaxing or watching the golf action. Located at Woodson Bend Resort, an all-inclusive resort on a 400 acre peninsula right on Lake Cumberland. While at the resort you can enjoy a great 18 hole golf...
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    Bronston, Kentucky 42518
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Tateville
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    About this property
    Sunbathe on the dock after swimming on Lake Cumberland and enjoy barbeques on the house-length deck with lake views. Accommodating 12 guests with 4 bedrooms and 2 bathrooms, this lakefront Bronston vacation rental home is located close to town where you can shop, dine and play. Shoot pool while...
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    Tateville, Kentucky 42518
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Bronston
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Air Conditioning
    • Terrace
    • DVD Player
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A relaxing lakeside getaway awaits at this charming 2-bedroom, 2-bath Bronston vacation rental condo. Nestled along the shores of the scenic Lake Cumberland, you'll have serene forest views and easy access to endless outdoor recreation, including Cumberland Falls! Sitting on the 7th tee of the golf...
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    Location Information
    Bronston, Kentucky 42518
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Jamestown
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience a revitalizing retreat at this cozy vacation rental house, sitting on a tranquil 1-acre property in central Kentucky. Located 20 minutes outside the city of Russell Springs, all of your stress will evaporate while staying in this peaceful, rural area. Featuring 3 bedrooms and 2...
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    Location Information
    Jamestown, Kentucky 42642
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Alpha
    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Grill
    • Patio
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The moment you step through the front door of this 5-bedroom, 3.5-bath Monticello vacation rental house, you'll be greeted by breathtaking views of Lake Cumberland. With an expansive deck, large outdoor patio, fire pit, and ideal Lake Cumberland location - this home is the ultimate location to host...
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    Location Information
    Alpha, Kentucky 42633
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 16
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    Monticello Flight and Weather Info
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    43° 25°
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