Tutor Key Holiday Rentals

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Holiday Rentals in Tutor Key

Yatesville Lake Premier Cabin Rental - Best Vacation Home in Eastern KY

9.8 out of 10, Exceptional, (336)
"We had a wonderful time. Clean with comfortable beds. Lovely home for a quiet weekend with friends. "
Yatesville Lake Premier Cabin Rental - Best Vacation Home in Eastern KY

Private & Secluded Yatesville Lake Cabin Rental, Lakeview, Wifi, Kayaks, Arcade!

10.0 out of 10, Exceptional, (188)
"We adored this cabin. We wanted a private, clean, and spacious place to stay and THIS WAS IT! Its cozy, well-stocked, and the property manager was super responsive. We enjoyed the giant Jenga, hot tub, and comfy bed. I will say the driveway has a steep turn and you will need AWD if there is snow or ice but we made it up fine in clear weather driving a Kia Soul. We will definitely book again. "
Private & Secluded Yatesville Lake Cabin Rental, Lakeview, Wifi, Kayaks, Arcade!

Cozy Home in Heart of Prestonsburg

10.0 out of 10, Exceptional, (6)
"Stopped in the area to visit family that has passed on and to find our family cemetery. Was unable to find the cemetery but still enjoyed my trip. We also visted Loretta Lynns place."
The price is AU$301
includes taxes & fees
31 Dec - 1 Jan 2025
Cozy Home in Heart of Prestonsburg

Hidden Acres: 200 acres, Indoor Pool/Spa, TRAILS

9.8 out of 10, Exceptional, (10)
"We choose to stay here for the house and pool. We LOVED that it was in the middle of nowhere. The house was clean and stocked with basic essentials. The host was very quick to respond to all of my questions and concerns. We did not go anywhere. We planned and cooked all our meals at the house and just played games and relaxed. We had 8 adults and 4 children under 5. The layout was perfect for our family. Everyone had their own room and bathroom. There were storms in the area the first night we...
Hidden Acres: 200 acres, Indoor Pool/Spa, TRAILS

Workman's Wildlife Haven, Secluded country setting vacation cabin

10.0 out of 10, Exceptional, (121)
"We absolutely love it, we will be returning here hopefully in april"
The price is AU$193
includes taxes & fees
1 Dec - 2 Dec
Workman's Wildlife Haven, Secluded country setting vacation cabin

Cozy Yatesville Lake Cabin Rental in Louisa!

10.0 out of 10, Exceptional, (8)
"The owners keep this place well stocked with stuff you might need. Bandaids! Bug spray! Tons of towels and wash rags. Dish soap. Paper towel. I even saw a spare phone charger and cord! We did this vs a hotel while visiting family in town. One night we hosted a bbq and cooked burgers and dogs. The grill, the picnic table, the comfy Adirondack chairs, and the extra folding chairs came in real handy that night. Would definitely recommend this place to anyone looking! "
Cozy Yatesville Lake Cabin Rental in Louisa!

Beautiful cabin with fireplace and wrap around porch and private upstair balcony

10.0 out of 10, Exceptional, (41)
"This cabin is gorgeous!!! Everything you need is there including peace and quiet. We had a wonderful trip and can’t wait to go back!!!"
Beautiful cabin with fireplace and wrap around porch and private upstair balcony

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

10.0 out of 10, Exceptional, (16)
"Lovely home that easily accommodated our little family gathering. Perfect place for us to be together after 6 long years!"
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!

Cozy Apartment embedded in Kentucky mountains. Pet friendly.

10.0 out of 10, Exceptional, (8)
"This location is exactly as described in the listing. What the listing might not say is how quiet the space is! We were down to move mom into a senior living center and wanted a space that was peaceful after long days of driving and unpacking. Larry's location was just that. The apartment is nextdoor to another apartment, but we never heard a peep! We will definitely stay again when we come down to visit mom or on our way to WNC. "
Cozy Apartment embedded in Kentucky mountains. Pet friendly.

Private Cottage Near The Lake with 3 bedrooms, 1 baths, and a gameroom!

Private Cottage Near The Lake with 3 bedrooms, 1 baths, and a gameroom!

New to the area? Stop by and see the most recent bachelor pad on the scene

2.0 out of 10, (1)
"The place does not exist. Could not find it. Called the host. Host had phone on not accepting calls. I was in the area for my mom's funeral. Had to scramble to find another place to stay. "
New to the area? Stop by and see the most recent bachelor pad on the scene

Cozy Yatesville Lake Cabin Rental in Louisa!

3.0 star property
Cozy Yatesville Lake Cabin Rental in Louisa!

Downtown Paintsville Vacation Rental!

8.0 out of 10, Very good, (2)
"The home and linens were clean, plenty of living space. The house is like walking into a time capsule of your grandmothers home. Very small bathrooms, drafty window AC units still installed in late November, old TVs. No grill outside was disappointing. Tight single stacked parking. There is another small house on the same lot with multiple vehicles coming and going, combined with the close neighbors and there is limited privacy and no outdoor space."
Downtown Paintsville Vacation Rental!

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

3.0 star property
8.0 out of 10, Very good, (1)
"Really liked the old house feel but very noisy by road"
'homeplace' w/ Yard - 10 Mi to Jenny Wiley!

'Lynn' Dog-Friendly Abode w/ Mountain Views!

'Lynn' Dog-Friendly Abode w/ Mountain Views!

Luxury Estate nestled atop stunning mountaintop golf course!

2.0 star property
10.0 out of 10, Exceptional, (1)
"We were coming to town to celebrate my son's wedding and we needed a big house. Not easy to find in this area. This house fit the bill and was simply AMAZING! The house is easily the best house that we have ever stayed at...hands down! Plenty of rooms and everything you could ever need to play, cook, and relax with family and friends. I could not more highly recommend this house. We LOVED it!!! John"
Luxury Estate nestled atop stunning mountaintop golf course!

Downtown Paintsville Vacation Rental!

3.0 star property
Downtown Paintsville Vacation Rental!

'Loretta' Sun-Kissed Apt on Country Music Hwy

'Loretta' Sun-Kissed Apt on Country Music Hwy

Lovely Two Bedroom Rental Unit Free Parking

Lovely Two Bedroom Rental Unit Free Parking

Cheerful 3 Bedroom Residential Home

Cheerful 3 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.
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Other types of properties in Tutor Key you may be interested in

Ramada Hotel & Conference Center by Wyndham Paintsville

2.5 star property
8.8 out of 10, Excellent, (438)
"It’s a lot bigger than it looks. The atrium is beautiful and so nicely decorated for the holidays. A couple had a beautiful wedding the day we were there."
The price is AU$151
includes taxes & fees
29 Dec - 30 Dec
Ramada Hotel & Conference Center by Wyndham Paintsville

Comfort Suites Prestonsburg West

2.5 star property
8.6 out of 10, Excellent, (581)
"I stayed here for a mountain bike race at Sugarcamp Mountain. I enjoyed my stay here. Parking was great, everything was clean, the staff were kind, etc. I'd happily stay here again - and probably will for next year's race!"
The price is AU$161
includes taxes & fees
19 Dec - 20 Dec
Comfort Suites Prestonsburg West

Quality Inn & Suites

2.5 star property
8.0 out of 10, Very good, (254)
"We came to watch a concert at the MAC next door. I loved how spacious our suite was. "
The price is AU$120
includes taxes & fees
19 Dec - 20 Dec
Quality Inn & Suites
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Are there holiday rentals in Tutor Key?

Yes, there are holiday rentals close to the most popular sights in Tutor Key, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Tutor Key has to offer?

Cozy Home in Heart of Prestonsburg: This holiday home rental outside of Tutor Key is located in the city centre, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and a selection of games.

What can I see and do in Tutor Key?

While exploring the area, visit family-friendly sights like East Kentucky Science Center and Planetarium, or get outside and enjoy nature at Paintsville Lake State Park. Loretta Lynn's Birthplace - Butcher Hollow and Jenny Wiley State Resort Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Tutor Key?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Tutor Key. Holiday rentals feature extras such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family trip.