Woods Holiday 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
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in Woods

Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

2.0 star property
10.0 out of 10, Exceptional, (5)
"I liked that the property was very secluded and quiet the owner was very cool and was easy going I also loved the cabin feel for the property I was there for a weekend and enjoyed my stay the picture doesn't do any justice the inside is bigger than it looks "
The price is NZ$229
includes taxes & fees
27 July - 28 July
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

10.0 out of 10, Exceptional, (6)
"Excellent service, very friendly"
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

'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!

New 3 Bdrm unit w/ great location & ex. amenities

9.6 out of 10, Exceptional, (15)
"We travel often from SC to OH and stay the night half way in Pikeville. We used to stay in the Hampton Inn, but we found this gem VRBO about a year ago. The location is great, super clean, and very cool. Thx for giving us this option Amelia. 5 stars! "
The price is NZ$446
includes taxes & fees
16 July - 17 July
New 3 Bdrm unit w/ great location & ex. amenities

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!

Cozy Home in Heart of Prestonsburg

10.0 out of 10, Exceptional, (6)
"Great location, quite, adequate"
The price is NZ$289
includes taxes & fees
14 July - 15 July
Cozy Home in Heart of Prestonsburg

Tranquil 2-bedroom apartment in McDowell with AC, WiFi

The price is NZ$300
includes taxes & fees
7 July - 8 July
Tranquil 2-bedroom apartment in McDowell with AC, WiFi

Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature

2.0 star property
7.4 out of 10, Good, (3)
"Great place to stay, nice new buildings. Owner is super easy to communicate with. Highly recommended!!!!👍"
The price is NZ$248
includes taxes & fees
27 July - 28 July
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature

Tiny Home on Wheels: Your Modern Escape Awaits"

2.0 star property
10.0 out of 10, Exceptional, (3)
"Had a great time at this little mountain getaway, would absolutely come back!"
The price is NZ$202
includes taxes & fees
7 July - 8 July
Tiny Home on Wheels: Your Modern Escape Awaits"

Cozy Tiny Home Quiet 1/1 Close to Riding Trails

10.0 out of 10, Exceptional, (3)
"I give the owners and the entire cabin 5 stars! ⭐️⭐️⭐️⭐️⭐️ Wish we could go back!! "
The price is NZ$250
includes taxes & fees
7 July - 8 July
Cozy Tiny Home Quiet 1/1 Close to Riding Trails

Eccentric Privy-Sleeps6. 2nd floor & outdoor deck

9.0 out of 10, Wonderful, (4)
"Walkable to downtown"
Eccentric Privy-Sleeps6. 2nd floor & outdoor deck

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

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 Apartment embedded in Kentucky mountains. Pet friendly.

10.0 out of 10, Exceptional, (10)
"Took a while to find it , but once in side it was nice close by the stores. And alot of fleamarkets around and alot of places to visit. "
Cozy Apartment embedded in Kentucky mountains. Pet friendly.

Cozy 2 Bed Apartment - Free Wi-Fi & Parking

10.0 out of 10, Exceptional, (1)
"It was a great place I’ll be booking with you again thank you"
Cozy 2 Bed Apartment - Free Wi-Fi & Parking

Cozy studio on US 23 between Pikeville and Prestonsburg

2.0 star property
10.0 out of 10, Exceptional, (1)
"I have no complaints. The property was nice and comfortable. It was clean. The property manager was very easy to get ahold of and extremely. Would stay her again. "
Cozy studio on US 23 between Pikeville and Prestonsburg

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

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

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!

'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!

Escape to Tranquility at Wanderer's Oasis – Your Boho-Inspired Cabin Retreat

2.0 star property
Escape to Tranquility at Wanderer's Oasis – Your Boho-Inspired Cabin Retreat
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

Frequently asked questions

Can I find a holiday rental in Woods?

Yes, there are holiday rentals close to the most popular sights in Woods, 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 Woods has to offer?

'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!: This holiday home rental outside of Woods offers a fireplace, a furnished patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a private garden and a selection of games.

What’s there to see and do in Woods?

While exploring the area, visit family-friendly sights like East Kentucky Science Center and Planetarium, or get outside and enjoy nature at Jenny Wiley State Resort Park. In the wider area, you’ll find StoneCrest Golf Course and Mountain Arts Center.

What’s a holiday rental in Woods like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Woods. Holiday rentals feature amenities such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a family trip.