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Holiday Apartments in Monticello

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    Don't let other travellers get your favourite Monticello area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 35 Rentals in Monticello
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    Blue Cabin in Quiet Lake Community1 / 40
    (7)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
    • Air Conditioning
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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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    42633, Monticello, Kentucky
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    The following rentals are within 30 kilometres of Monticello.
    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
    Kid friendly
    Smoking allowed
    Reviewed 3 April 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 19 March 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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    42629, Jamestown, Kentucky
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    42518, Bronston, Kentucky
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    THE HONEY HOLE CABIN! 3 Bedroom 2 Bath Cabin at Lake Cumberland Resort1 / 30
    (7)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 2 weeks ago
    My family and I took a short vacation to just get away and relax. Well let me tell you, this place does not disappoint. We felt right at home with all the amenities they provide...
    Reviewed 3 weeks ago
    The cabin had everything in it for the children and adults to enjoy our stay. It is comfortable and very nicely decorated. Loved the location and hot tub. Great televisions and...
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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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    42519, Burnside, Kentucky
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Nancy
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • 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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    42544, Nancy, Kentucky
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Bronston
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
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    Suitability
    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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    42518, Bronston, Kentucky
    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 Garden
    • Parking
    Suitability
    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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    42642, Jamestown, Kentucky
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Bronston
    2 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    42518, Bronston, Kentucky
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 9
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    Hidden Cabin at Lake Cumberland Resort1 / 7
    (1)Excellent
    Burnside
    3 Bedrooms, 3 Bathrooms, Sleeps 6 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 21 July 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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    42519, Burnside, Kentucky
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Bronston
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 Cumberland....
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    42518, Bronston, Kentucky
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Bronston
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    42518, Bronston, Kentucky
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    House on Lake Cumberland1 / 25
    (3)Very good
    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 2 May 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...
    Reviewed 26 October 2015
    We stayed at this home for a fall color tour weekend. We have never stayed in such a well furnished home before! It is very clean, the bed is super comfortable and it truly is...
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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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    42519, Burnside, Kentucky
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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 Garden
    • 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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    42544, Nancy, Kentucky
    Cabin Holiday Rental - 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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    Suitability
    Pet friendly
    Kid friendly
    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 4...
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    42518, Bronston, Kentucky
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    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
    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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    42544, Nancy, Kentucky
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Bronston
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Cable/satellite TV
    Suitability
    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 on 350 acre Resort with 18 holes of golf, driving range, swimming pool, 2 playgrounds, tennis, volleyball, basketball, High Speed...
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    42518, Bronston, Kentucky
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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
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    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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    42544, Nancy, Kentucky
    Cabin Holiday Rental - 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
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    Pet friendly
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    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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    42518, Bronston, Kentucky
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Bronston
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Smoking allowed
    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.
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    42518, Bronston, Kentucky
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    093-31 / 16
    (1)Terrible
    Bronston
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    Gives you a home away from home feeling as you wrap yourself in nature and absorb the clean air. 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. Additional amenities: Sofabed
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    42518, Bronston, Kentucky
    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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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    42518, Bronston, Kentucky
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Bronston
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    THIS IS ONE OF THE TOP NOTCH UNITS. 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.
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    42518, Bronston, Kentucky
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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
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    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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    42518, Bronston, Kentucky
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Hickory Ridge Guest House1 / 30
    (5)Excellent
    Albany
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Patio
    • Grill
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Outdoor Dining Area
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    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...
    Reviewed 13 September 2016
    Spotlessly clean and comfortable, with close proximity to the lake. Large enough kitchen for multiple cooks, all the cabinets were clearly marked as to the contents. If you're...
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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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    42602, Albany, Kentucky
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Bronston
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Two bedroom, two bath condo . With a secluded and screened in porch for total relaxation. Newly renovated 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. Additional...
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    42518, Bronston, Kentucky
    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
    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.
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    42518, Bronston, Kentucky
    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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    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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    42518, Bronston, Kentucky
    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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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    42518, Bronston, Kentucky
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Jamestown
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
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    • Private Garden
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    Pet friendly
    Kid friendly
    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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    Location Information
    42629, Jamestown, Kentucky
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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    Bronston
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    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 Daybed. 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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    42518, Bronston, Kentucky
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Bronston
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Air Conditioning
    • Terrace
    • DVD Player
    • Patio
    • Balcony
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    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
    42518, Bronston, Kentucky
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Tateville
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunbathe on the dock after boating 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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    Location Information
    42518, Tateville, Kentucky
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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