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Monticello Holiday Rentals

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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 36 Rentals in Monticello
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    Eagles Bluff Getaway!1 / 18
    (1)Excellent
    Monticello
    3 Bedrooms, 2 Bathrooms, Sleeps 7 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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    Monticello
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Monticello
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    Pet friendly
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    Monticello, Kentucky 42633
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Monticello
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
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    Pet friendly
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    Monticello, Kentucky 42633
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Monticello
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Housekeeping Included
    • Air Conditioning
    • Washer
    • DVD Player
    • Grill
    • Satellite TV
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Monticello, Kentucky 42633
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Monticello
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Patio
    • Washer
    • Air Conditioning
    • Grill
    • DVD Player
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Monticello, Kentucky 42633
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    The following rentals are within 30 kilometres of Monticello.
    Hidden Cabin at Lake Cumberland Resort1 / 7
    (1)Excellent
    Burnside
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Mountain Views
    • Hot Tub
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Tateville
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lower level lakeview 2 bedroom 2 bathroom condo. Great lake viewing from the screened in vinyl slider porch. Sleeps 5 with a King, 2 Twins, Single sleeper sofa. For the perfect family/friend get together the unit across the way, 92-1, is available for rent also. Additional amenities include:...
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    Tateville, Kentucky 42518
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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
    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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    Bronston, Kentucky
    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. 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 you can enjoy a great 18 hole...
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    Bronston, Kentucky
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Bronston
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • 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
    Holiday Rental House - 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
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    Smoking allowed
    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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    Bronston, Kentucky
    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
    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
    Kid friendly
    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 include: sofabed, view...
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    Bronston, Kentucky
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    Bronston, Kentucky
    Condo/Apartment - 3 Bedrooms, 3 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
    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
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Bronston
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    About this property
    This condo has 2 bedrooms/2baths and is nicely decorated. Enjoy the view of the golfcourse from the screened in porch. Bring the family or some friends for a golfing or boating vacation and stay at here for the comforts of home. Additional amenities include: gas grill tanks yes, view driving...
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    Bronston, Kentucky
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Bronston
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An ideal vacation location for couple, small family or friends. A 2bedroom/1bath condo that overlooks the golfcourse. You can dine on the screened in porch or just sit back and relax and watch people on the golf course. Additional amenities include: view golf, washer/dryer yes, fireplace,...
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    Bronston, Kentucky
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Bronston
    2 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
    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. Additional amenities include: sofabed, view golf, washer/dryer yes, fireplace, wood/gas yes.
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    Location Information
    Bronston, Kentucky
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    House on Lake Cumberland1 / 19
    (3)Very good
    Burnside
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Washer
    • Balcony
    • Outdoor Dining Area
    • Mountain Views
    • Waterfront
    • Air Conditioning
    • 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 25 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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    Location Information
    Burnside, Kentucky 42519
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    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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    • 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. Additional amenities include: sofabed, view golf, washer/dryer yes.
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    Bronston, Kentucky
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Bronston
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    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. Additional amenities include:...
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    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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    About this property
    Three bedroom 2 bath golf view condo. Sleeps up to 8 with a Queen, 2 Twins, Bunkbed and sleeper sofa. Screened in porch for relaxing. Additional amenities include: sofabed, view golf, washer/dryer yes.
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    Bronston, Kentucky
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Burnside
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    About this property
    Lower level 3 bedroom, 3 bath lake view condo. Open kitchen with island. Amazing lake views from the screened in porch. Sleeps up to 8 people comfortably. Additional amenities include: view lake, washer/dryer yes, fireplace, wood/gas yes.
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    Burnside, Kentucky 42518
    Condo/Apartment - 3 Bedrooms, 3 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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    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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    Bronston, Kentucky
    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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    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. Additional...
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    Bronston, Kentucky
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Nancy
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Washer
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    • Waterfront
    • Air Conditioning
    • DVD Player
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    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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    Location Information
    Nancy, Kentucky 42544
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Pall Mall, TN
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
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    About this property
    Lovely home on 4 acres in Pall Mall Tennessee. A full kitchen and laundry, 3 comfortable beds and local history of Sergeant York. Near Dale Hollow Lake, Alvin C. York State Park allows family time for exploration and learning. 2 full baths, quiet country life, and 15 minutes to Walmart! Escape...
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    Pall Mall, Tennessee 38577
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Bronston
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Spacious 2 bedroom 2 bath golf course view (#8 green) condo. Sleeps 4, King and 2 Twins. Enjoy watching the golfers or birds from the screened in porch or just relaxing with family and friends. Additional amenities include: view golf, washer/dryer yes.
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    Bronston, Kentucky
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Hickory Ridge Guest House1 / 30
    (4)Excellent
    Albany
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Albany, Kentucky 42602
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Jamestown
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Satellite TV
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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
    Jamestown, Kentucky 42629
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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    Bronston
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    2 Bedroom(K, Full & Daybed) 2 Bath located on Golf Course with view of #7 Fairway. Additional amenities include: sofabed, view golf, washer/dryer yes, fireplace, wood/gas yes.
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    Bronston, Kentucky
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Bronston
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Newly renovated 2 bedroom, 2 bath lake view condo. Tastefully decorated. Both bedrooms have a bathroom with one bath accessible from the hallway. Beautiful L shaped kitchen with island. This unit is perfect for relaxing and family memories. Queen and 2 Bunkbeds and 2 single air mattresses....
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    Bronston, Kentucky
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Burnside
    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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    Location Information
    Burnside, Kentucky 42518
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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