We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals near 27 Drive in

5270 S Highway 27, Somerset, Kentucky 42501-6061
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    $257 Average
    |||
    |||
    $0$1,000+
    Suitability
    More filters
    Somerset is popular with travelers just like you. Don’t let them get your perfect place first—book today!
    All 41 Rentals in Somerset
    Lake View / 3 Bedroom Townhome Sleeps 6-8 / Close To Lee's Ford Marina1 / 30
    (3)Very good
    3.5 miles from 27 Drive in
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    3.5 miles from 27 Drive in
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    3.3 miles from 27 Drive in
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Relaxing Lakefront Getaway Near Marina, Park, & Town1 / 26
    (103)Excellent
    3.5 miles from 27 Drive in
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    • Grill
    • Washer
    • Air Conditioning
    • Patio
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    POOL, HOT TUB, LOTS PKNG, FENCED YARD 100 meg internet1 / 30
    (150)Excellent
    4.6 miles from 27 Drive in
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 8
    2.5 miles from 27 Drive in
    11 Bedrooms, 9 Bathrooms, Sleeps 31 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Patio
    • Grill
    • Balcony
    • Wi-Fi
    • Terrace
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 11 Bedrooms, 9 Bathrooms, Sleeps 31
    4.3 miles from 27 Drive in
    5 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Hot Tub
    • Sauna
    • Grill
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 16
    9 Bdrm/Wooded Area/Large Decks/Lake Cumberland/Somerset Area1 / 29
    (3)Very good
    4.9 miles from 27 Drive in
    9 Bedrooms, 5 Bathrooms, Sleeps 20 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Internet Access
    • DVD Player
    • Patio
    • Air Conditioning
    • Grill
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 9 Bedrooms, 5 Bathrooms, Sleeps 20
    2.6 miles from 27 Drive in
    4 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Waterfront
    • Hot Tub
    • Skiing: Property Is In A Ski Resort
    • Patio
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 13
    4.7 miles from 27 Drive in
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Patio
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 7
    Save time - get the best Somerset rentals sent straight to your email!
    Get the List
    Blackbeard’s Lakefront Bungalow - convenient location with year-round lake views1 / 24
    (3)Excellent
    1.4 miles from 27 Drive in
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Waterfront
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Washer
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    2.3 miles from 27 Drive in
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Washer
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    4.5 miles from 27 Drive in
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Terrace
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    3 Bedroom/Lake Cumberland/Somerset1 / 12
    (8)Excellent
    4.9 miles from 27 Drive in
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Unique Modern - Rustic Retreat1 / 30
    (2)Excellent
    6.5 miles from 27 Drive in
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    0.5 miles from 27 Drive in
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    6.2 miles from 27 Drive in
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 7
    6.6 miles from 27 Drive in
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Patio
    • Waterfront
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 1
    Peace in the Country1 / 19
    (4)Excellent
    15.6 miles from 27 Drive in
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
    6.5 miles from 27 Drive in
    5 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 13
    List your property for free!
    List your vacation rental where Tripadvisor travelers can find it.
    Add a Listing
    3.5 miles from 27 Drive in
    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 16
    Million Dollar View!  Large Lakehouse Over-Looking Lee's Ford Marina1 / 30
    (8)Excellent
    2.8 miles from 27 Drive in
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Balcony
    • Terrace
    • Washer
    • Grill
    • Patio
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    0.3 miles from 27 Drive in
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Washer
    • Patio
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    10.1 miles from 27 Drive in
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    3.5 miles from 27 Drive in
    2 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Patio
    • Air Conditioning
    • Grill
    • Balcony
    • Washer
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 12
    3.1 miles from 27 Drive in
    3 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 11
    4.5 miles from 27 Drive in
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Washer
    • Patio
    • Wi-Fi
    • Grill
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    2.5 miles from 27 Drive in
    9 Bedrooms, 7 Bathrooms, Sleeps 19 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Patio
    • Terrace
    • Grill
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 9 Bedrooms, 7 Bathrooms, Sleeps 19
    2.7 miles from 27 Drive in
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Custom cabin on 23 acres, private fishing, paddle boat, kayaks Lake Cumberland1 / 30
    (6)Excellent
    4.3 miles from 27 Drive in
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Grill
    • Washer
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    Quiet Somerset Retreat - Near Lake Cumberland1 / 25
    (4)Excellent
    2.4 miles from 27 Drive in
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    2.5 miles from 27 Drive in
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Grill
    • Terrace
    • Wi-Fi
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
    2.9 miles from 27 Drive in
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Patio
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    2.5 miles from 27 Drive in
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Patio
    • Grill
    • Washer
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 8
    4.6 miles from 27 Drive in
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    2.6 miles from 27 Drive in
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Washer
    • Air Conditioning
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    NEW Cozy Lake House, Game Room, Fire-pit & Hot Tub & 1/2mile to boat ramp.1 / 30
    (1)Excellent
    4.2 miles from 27 Drive in
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Balcony
    • Grill
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    4.3 miles from 27 Drive in
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Grill
    • Balcony
    • Patio
    • Air Conditioning
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Somerset, Kentucky
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    1.8 miles from 27 Drive in
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Terrace
    • Balcony
    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax in a cozy cottage nestled in the woods adjacent to beautiful Lake Cumberland. Just minutes from boat ramps and Burnside Marina. This cottage offers a relaxing atmosphere in the woods at the end of the road while just minutes from local dine in restaurants etc. Take it easy at this unique and...
    View all property information
    Location Information
    Burnside, Kentucky
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    2.5 miles from 27 Drive in
    10 Bedrooms, 8 Bathrooms, Sleeps 31 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Patio
    • Air Conditioning
    • Washer
    • Parking
    • Grill
    • Private Outdoor Pool (Unheated)
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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. Enjoy endless entertainment options at the main house and cabin that sleeps up to 31 people. Enjoy time with...
    View all property information
    Location Information
    Ferguson, Kentucky
    Rental Home - 10 Bedrooms, 8 Bathrooms, Sleeps 31
    1.9 miles from 27 Drive in
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Yard
    • Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    View all property information
    Location Information
    Burnside, Kentucky
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
    List your property
    Owner log in
    © 2024 Tripadvisor LLC All rights reserved.

    This is the version of our website addressed to speakers of English in the United States. If you are a resident of another country or region, please select the appropriate version of Tripadvisor for your country or region in the drop-down menu.