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Woods Holiday Rentals

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Our top choices for Woods holiday rentals

1. Cozy studio on US 23 between Pikeville and Prestonsburg

Cozy studio on US 23 between Pikeville and Prestonsburg
Harold
9.6 out of 10, Exceptional, (5 reviews)
"I stayed at this place for a 2nd time on a hunting trip. Nice little place to lay your head."
United States
Jeremy
The price is NZ$280
includes taxes & fees
18 Oct - 19 Oct
Cozy studio on US 23 between Pikeville and Prestonsburg

2. Inspiration Station

Inspiration Station
Pikeville
9.2 out of 10, Wonderful, (10 reviews)
"Everything was wonderful. It was peaceful and quiet. We loved the resident cat. Just a beautiful cabin and beautiful place! We will stay down here anytime we come to visit in the area."
United States
Susan
The price is NZ$307
includes taxes & fees
18 Oct - 19 Oct
Inspiration Station

3. Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg
Prestonsburg
10.0 out of 10, Exceptional, (13 reviews)
"The house was very convenient to downtown area. Everything was clean and we really enjoyed our stay. We will definitely book again on our next trip!"
United States
Ashleigh g.
The price is NZ$319
includes taxes & fees
19 Oct - 20 Oct
Cozy Home in Heart of Prestonsburg

4. Modern Escape

Modern Escape
Pikeville
9.8 out of 10, Exceptional, (9 reviews)
"Nice and cozy , we had a great time while in the area . Nice amenities for the price, was a wonderful stay. Thanks to the host for having us"
United States
Morris D.
The price is NZ$257
includes taxes & fees
18 Oct - 19 Oct
Modern Escape

5. Backwoods Bungalow

Backwoods Bungalow
Pikeville
10.0 out of 10, Exceptional, (13 reviews)
"Worked out very nice for our stay. "
United States
Cole A.
The price is NZ$276
includes taxes & fees
20 Oct - 21 Oct
Backwoods Bungalow

6. Cozy Tiny Home Quiet 1/1 Close to Riding Trails

Cozy Tiny Home Quiet 1/1 Close to Riding Trails
Martin
9.6 out of 10, Exceptional, (14 reviews)
"We found it to be a very clean, cozy, and quiet get-away!"
United States
Kimberly H.
The price is NZ$270
includes taxes & fees
18 Oct - 19 Oct
Cozy Tiny Home Quiet 1/1 Close to Riding Trails

7. Wanderers Oasis

Wanderers Oasis
Pikeville
10.0 out of 10, Exceptional, (1 review)
"Very quaint and quiet. Nice relaxing evening in the woods and mountains."
United States
Paul F.
The price is NZ$286
includes taxes & fees
15 Nov - 16 Nov
Wanderers Oasis

8. The Boons Camp Cabin

The Boons Camp Cabin
Boons Camp
The price is NZ$602
includes taxes & fees
18 Oct - 19 Oct
The Boons Camp Cabin

9. NO RV? NO PROBLEM! STAY IN OUR FAMILY-FRIENDLY, COZY COTTAGES.

NO RV? NO PROBLEM! STAY IN OUR FAMILY-FRIENDLY, COZY COTTAGES.
Staffordsville
10.0 out of 10, Exceptional, (1 review)
"Very clean. Within just a few miles of attractions. Hosts were the best at communicating, and attentive to all our needs.I will recommend this to friends!"
United States
Becky M.
The price is NZ$227
includes taxes & fees
20 Oct - 21 Oct
NO RV? NO PROBLEM! STAY IN OUR FAMILY-FRIENDLY, COZY COTTAGES.

10. Historic Cottage Near PMC, UPIKE and Arena

Historic Cottage Near PMC, UPIKE and Arena
Pikeville
The price is NZ$448
includes taxes & fees
22 Oct - 23 Oct
Historic Cottage Near PMC, UPIKE and Arena

11. The Mountain Magnolia *Hot tub on private deck*

The Mountain Magnolia *Hot tub on private deck*
Inez
10.0 out of 10, Exceptional, (6 reviews)
"Tina and Jake were excellent hosts! Loved their cozy cabin and will be back!"
United States
Gavin L.
The price is NZ$515
includes taxes & fees
15 Nov - 16 Nov
The Mountain Magnolia *Hot tub on private deck*

12. Private 2BR Renovated Guest Suite in Historic Home with Kitchen

Private 2BR Renovated Guest Suite in Historic Home with Kitchen
Paintsville
The price is NZ$817
includes taxes & fees
26 Oct - 27 Oct
Private 2BR Renovated Guest Suite in Historic Home with Kitchen
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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Top Woods Hotel Reviews

Find out more about Woods

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Woods holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Woods. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Woods. Seeing all the best attractions is bound to make you fall in love with Woods. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Woods short-term rentals, that won’t be hard to do.

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?

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace: This holiday home rental outside of Woods is located in the mountains, and has an indoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 12 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, an arcade/games room and 1 hot tub so that you can immerse yourself in your holiday.

What’s there to see and do in Woods?

While exploring the area, visit family-friendly sights like East Kentucky Science Center & Varia 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.