Tutor Key Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Tutor Key Vacation Homes

Luxury Estate nestled atop stunning mountaintop golf course!
Interior

Luxury Estate nestled atop stunning mountaintop golf course!

2.0 star property
10.0 out of 10, Exceptional, (6)
"Everything was perfect from the booking to checkout. My husband and I live out of state but wanted to host our family and friends. This property exceeded expectations! The home was spacious and decorated beautifully for Christmas. It was both clean and well stocked with supplies. There is also plenty of parking. I highly recommend!"
Luxury Estate nestled atop stunning mountaintop golf course!
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!
Exterior detail

'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!

10.0 out of 10, Exceptional, (23)
"It was a great place to stay. We ride electric bikes. There were quite a few trails with easy access available. House was wonderful to stay in. Very neat and tidy."
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!
Cozy Home in Heart of Prestonsburg
Interior

Cozy Home in Heart of Prestonsburg

10.0 out of 10, Exceptional, (8)
"Great location, quite, adequate"
The price is CA $130
CA $242 total
includes taxes & fees
Aug 5 - Aug 6
Cozy Home in Heart of Prestonsburg
Family friendly 12 bed, Serene small town Louisa. Cozy with wifi, AC & farm life
Property grounds

Family friendly 12 bed, Serene small town Louisa. Cozy with wifi, AC & farm life

10.0 out of 10, Exceptional, (6)
"This place was wonderful! Our group were speechless and really enjoyed our stay. Very clean and decorated very nice. This is a very Spacious place plenty of room to spread out!"
Family friendly 12 bed, Serene small town Louisa. Cozy with wifi, AC & farm life
Hidden Acres Escape: A Bluegrass Retreat
Interior

Hidden Acres Escape: A Bluegrass Retreat

10.0 out of 10, Exceptional, (15)
"This was the perfect place for our family to relax and have fun. The house is beautiful and the views are amazing. We will stay again. "
Hidden Acres Escape: A Bluegrass Retreat
Near Scenic Parks: Convenient Home in Prestonsburg
Interior

Near Scenic Parks: Convenient Home in Prestonsburg

10.0 out of 10, Exceptional, (2)
"The inside was decorated beautifully, Loved the garage And( even though we didnt use) washer and dryer."
Near Scenic Parks: Convenient Home in Prestonsburg
Downtown Paintsville Vacation Rental!
TV, fireplace

Downtown Paintsville Vacation Rental!

8.0 out of 10, Very good, (2)
"What amazing house, close to everything, we enjoy a lot , thansk"
Downtown Paintsville Vacation Rental!
Cheerful Three Bedroom Residential Home
Dining

Cheerful Three Bedroom Residential Home

The price is CA $278
CA $636 total
includes taxes & fees
Aug 5 - Aug 6
Cheerful Three Bedroom Residential Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Tutor Key Hotel Reviews

Workman's Wildlife Haven, Secluded country setting vacation cabin

Workman's Wildlife Haven, Secluded country setting vacation cabin

10/10 Excellent
"Great property and host"
Michaela R. 1-night trip
Posted 20 hours ago
Workman's Wildlife Haven, Secluded country setting vacation cabin