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Holiday Rentals near 27 Drive in

5270 S Highway 27, Somerset, Kentucky 42501-6061
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    Somerset is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    All 37 Rentals in Somerset
    Lake View /4 Bedroom Townhome Sleeps 8/Near Lee's Ford Marina / New Construction1 / 36
    (22)Excellent
    5.7 kilometres from 27 Drive in
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Cozy Lakehouse with Breathtaking Views of Lake Cumberland1 / 29
    (100)Excellent
    5.3 kilometres from 27 Drive in
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Relaxing Lakefront Getaway Near Marina, Park, & Town1 / 27
    (101)Excellent
    5.7 kilometres from 27 Drive in
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    LAKE CUMBERLAND, HOT TUB, POOL, LOTS PKNG, FENCED YARD 100 meg internet1 / 38
    (143)Excellent
    7.5 kilometres from 27 Drive in
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
    Lake Front Home with community boat ramp. Private,  close to marinas and town.1 / 47
    (168)Excellent
    7.0 kilometres from 27 Drive in
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    4.0 kilometres from 27 Drive in
    10 Bedrooms, 9 Bathrooms, Sleeps 31 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 10 Bedrooms, 9 Bathrooms, Sleeps 31
    9 Bdrm/Wooded Area/Large Decks/Lake Cumberland/Somerset Area1 / 29
    (60)Very good
    8.0 kilometres from 27 Drive in
    9 Bedrooms, 5 Bathrooms, Sleeps 20 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 9 Bedrooms, 5 Bathrooms, Sleeps 20
    9.8 kilometres from 27 Drive in
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Southern Hospitality, Somernite Cruise, Beautiful Lake Cumberland1 / 21
    (32)Excellent
    9.9 kilometres from 27 Drive in
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Blackbeard’s Lakefront Bungalow - convenient location with year-round lake views1 / 22
    (8)Excellent
    2.2 kilometres from 27 Drive in
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Lovely 2 bedroom home w/carport ,fenced yard that can accommodate pets.1 / 43
    (3)Excellent
    7.6 kilometres from 27 Drive in
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    4.9 kilometres from 27 Drive in
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Lakefront home on Lake Cumberland1 / 33
    (58)Excellent
    5.3 kilometres from 27 Drive in
    5 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 15
    8.0 kilometres from 27 Drive in
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    7.9 kilometres from 27 Drive in
    3 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 10
    Unique Modern - Rustic Retreat1 / 30
    (1)Excellent
    10.5 kilometres from 27 Drive in
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Luxury Lakefront, Hot tub, Game Room, Sauna, Gym & 2 Firepits1 / 50
    (11)Excellent
    7.1 kilometres from 27 Drive in
    5 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 16
    10.4 kilometres from 27 Drive in
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Somerset, Kentucky
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    0.8 kilometres from 27 Drive in
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    25.2 kilometres from 27 Drive in
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    7.1 kilometres from 27 Drive in
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Somerset, Kentucky
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Million Dollar View!  Large Lakehouse Over-Looking Lee's Ford Marina1 / 36
    (58)Excellent
    4.1 kilometres from 27 Drive in
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    D&F Farmhouse, 1500 sq. ft., Parking for boats/trailers, close to marinas /lake1 / 34
    (16)Excellent
    5.5 kilometres from 27 Drive in
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    16.3 kilometres from 27 Drive in
    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 9
    4.0 kilometres from 27 Drive in
    7 Bedrooms, 7 Bathrooms, Sleeps 17 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 17
    4.7 kilometres from 27 Drive in
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    New Custom cabin on 23 acres, private fishing, paddle boat, kayaks1 / 35
    (6)Excellent
    7.0 kilometres from 27 Drive in
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    7.3 kilometres from 27 Drive in
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    4.0 kilometres from 27 Drive in
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    3.9 kilometres from 27 Drive in
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
    7.9 kilometres from 27 Drive in
    3 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 10
    Thee Parsonage Suite A1 / 23
    (2)Excellent
    7.1 kilometres from 27 Drive in
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Somerset, Kentucky
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    NEW Cozy Lake House, Game Room, Fire-pit & Hot Tub1 / 29
    (1)Excellent
    6.7 kilometres from 27 Drive in
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    4.7 kilometres from 27 Drive in
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    6.9 kilometres from 27 Drive in
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Somerset, Kentucky
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    4.0 kilometres from 27 Drive in
    10 Bedrooms, 8 Bathrooms, Sleeps 31 Quick View
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    About this property
    Oak Hill House sits atop a hill on a beautiful southern Kentucky farm just mins from Lake Cumberland.The scenic countryside surrounds the home providing privacy for you and your guests where you can enjoy endless entertainment options at the main house and cabin that sleeps up to 31 people. Enjoy...
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    Ferguson, Kentucky
    Holiday Rental House - 10 Bedrooms, 8 Bathrooms, Sleeps 31
    3.1 kilometres from 27 Drive in
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    About this property
    Our little bungalow will be your favorite place to stay on Lake Cumberland. It is within 5 miles of 5 boat ramps with the closest one right on the same street as the house just a third of a mile away. Burnside Island is just 2.5 miles away. No matter where you want to go, this house will put you...
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    Burnside, Kentucky
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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