Wayland Holiday Rentals

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Our top choices for Wayland holiday rentals

9.8 out of 10, Exceptional, (10)
"I stayed here with my mom while visiting town, and we absolutely loved it! It was clean, cozy, and had plenty of space for the two of us. The location was quiet but still convenient to everything we needed. Would definitely stay here again! "
United States
Arielle D.
The price is AU$213
includes taxes & fees
4 Jan - 5 Jan 2026
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts
2.0 star property
10.0 out of 10, Exceptional, (7)
"Had a great time at this little mountain getaway, would absolutely come back!"
United States
Dakota C.
The price is AU$197
includes taxes & fees
8 Jan - 9 Jan 2026
Tiny Home on Wheels: Your Modern Escape Awaits"
9.0 out of 10, Wonderful, (2)
"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. "
United States
Zach S.
The price is AU$229
includes taxes & fees
30 Dec - 31 Dec
Cozy studio on US 23 between Pikeville and Prestonsburg

Apartment in Pikeville

The Nook in Downtown Pikeville
9.0 out of 10, Wonderful, (4)
"Small clean apartment like accommodations. Nicer than any hotel room I’ve stayed at in Pikeville and the price was great. "
United States
Dyana F.
The price is AU$274
includes taxes & fees
28 Dec - 29 Dec
The Nook in Downtown Pikeville
8.8 out of 10, Excellent, (6)
"Great place to stay, nice new buildings. Owner is super easy to communicate with. Highly recommended!!!!👍"
United States
Lyle G.
The price is AU$258
includes taxes & fees
8 Jan - 9 Jan 2026
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature

Holiday Home in Prestonsburg

Cozy Home in Heart of Prestonsburg
9.8 out of 10, Exceptional, (9)
"We loved our stay at The Shotgun House! It was very clean, peaceful and safe. The bed was super comfortable, and we lacked for nothing as the host has the place fully stocked. Super easy check-in and out process. The location is perfect! You’re in town and within minutes of food, shopping and local entertainment. We will definitely stay again soon. "
United States
Tracey N.
The price is AU$264
includes taxes & fees
6 Jan - 7 Jan 2026
Cozy Home in Heart of Prestonsburg
The price is AU$189
includes taxes & fees
4 Jan - 5 Jan 2026
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.
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Top Wayland Hotel Reviews

Find out more about Wayland

Everything you need to know about Wayland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wayland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wayland holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Wayland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wayland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wayland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wayland holiday rentals we have selected for you start as low as AU$189 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Wayland rentals

At Expedia, we put the best Wayland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Wayland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wayland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wayland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Wayland?

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

Rising Mist Retreat Near Mine Made Adventure Park: This highly rated holiday home rental in Wayland offers a balcony, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What’s there to see and do in Wayland?

Explore the area and family-friendly sights such as East Kentucky Science Center & Varia Planetarium, or get out into nature at a spot like Middle Creek National Battlefield. Mountain Arts Center and University of Pikeville are a couple of places you'll find in the wider area.

What’s a holiday rental in Wayland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wayland. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for small groups.