Wayland Vacation Rentals

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Jul 29 - Jul 30
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Aug 8 - Aug 10

Vacation Rentals in Wayland

Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts
Cozy cabin with a front porch and steps leading up to the entrance.

Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

2.0 star property
10.0 out of 10, Exceptional, (7)
"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 "
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
Stunning interior space with a grand staircase, ornate chandelier, and polished marble floor.

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

9.6 out of 10, Exceptional, (9)
"Excellent service, very friendly"
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
New 3 Bdrm unit w/ great location & ex. amenities
Cozy retreat with a comfortable bed, round mirror, and a nightstand with a lamp.

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

9.6 out of 10, Exceptional, (15)
"This place is exactly as advertised and quieter than expected. Hostess thought of everything. Lovely place for my family of 5. "
New 3 Bdrm unit w/ great location & ex. amenities
Luxury Estate nestled atop stunning mountaintop golf course!
Relax in this inviting space with a grand staircase, arched window, and cozy seating area.

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
Enter a serene hallway with a patterned rug and a door leading to a cozy room.

Cozy Home in Heart of Prestonsburg

10.0 out of 10, Exceptional, (8)
"Great location, quite, adequate"
$155 nightly
The price is $175
Jul 31 - Aug 1
Total includes taxes and fees
Cozy Home in Heart of Prestonsburg
The Nook in Downtown Pikeville
Enjoy meals in the kitchen with a stove, refrigerator, and dining area featuring a table and chairs.

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. "
The Nook in Downtown Pikeville
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature
Compact kitchen with a refrigerator, microwave, toaster, and kitchen essentials.

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!!!!👍"
$127 nightly
The price is $141
Aug 11 - Aug 12
Total includes taxes and fees
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature
Tiny Home on Wheels: Your Modern Escape Awaits"
Modern kitchen with stainless steel appliances, sink, and storage shelves, offering a coffee maker and kettle for guests.

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!"
$110 nightly
The price is $122
Aug 2 - Aug 3
Total includes taxes and fees
Tiny Home on Wheels: Your Modern Escape Awaits"
Entire Home near Whitesburg
Enjoy cooking in this well-equipped kitchen with a refrigerator, coffee maker, and sink with a window.

Entire Home near Whitesburg

Entire Home near Whitesburg
Near Scenic Parks: Convenient Home in Prestonsburg
Efficient kitchen with washer and dryer, refrigerator, and microwave.

Near Scenic Parks: Convenient Home in Prestonsburg

10.0 out of 10, Exceptional, (2)
Near Scenic Parks: Convenient Home in Prestonsburg
Eccentric Privy-Sleeps6. 2nd floor & outdoor deck
Relax on the deck with two comfortable chairs and a small table, offering a view of the surrounding cityscape.

Eccentric Privy-Sleeps6. 2nd floor & outdoor deck

9.0 out of 10, Wonderful, (4)
"Walkable to downtown"
Eccentric Privy-Sleeps6. 2nd floor & outdoor deck
Cozy 2 Bed Apartment - Free Wi-Fi & Parking
Cozy living space with a kitchenette, flat-screen TV, and comfortable sofa.

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
New to the area? Stop by and see the most recent bachelor pad on the scene
Compact kitchen area with a stove, microwave, and stainless steel sink.

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
Spacious 3 Bedroom Apartment at Harold KY!
Relax in this inviting living area with a sofa, flat-screen TV, and sliding glass door to an outdoor space.

Spacious 3 Bedroom Apartment at Harold KY!

10.0 out of 10, Exceptional, (1)
"Patrina was a wonderful host. She left a sweet little basket of snacks and bottled water in the refrigerator. Property was very clean and spacious. It was a little hard to find at first."
Spacious 3 Bedroom Apartment at Harold KY!
Cozy studio on US 23 between Pikeville and Prestonsburg
Kitchen features a stainless steel refrigerator, gas stove, microwave, and sink with a faucet, set against a backdrop of white cabinetry and a countertop.

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. "
$138 nightly
The price is $152
Aug 5 - Aug 6
Total includes taxes and fees
Cozy studio on US 23 between Pikeville and Prestonsburg
Escape to Tranquility at Wanderer's Oasis – Your Boho-Inspired Cabin Retreat
Traditional doors lead to Wanda's Cafe, surrounded by rustic charm.

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
Near Scenic Parks: Convenient Home in Prestonsburg
House (1 Bedroom) | Interior

Near Scenic Parks: Convenient Home in Prestonsburg

3.0 star property
Near Scenic Parks: Convenient Home in Prestonsburg
Charming 3-bedroom Cottage with AC, WiFi in quaint Sassafras/Red Oak.
Living area

Charming 3-bedroom Cottage with AC, WiFi in quaint Sassafras/Red Oak.

Charming 3-bedroom Cottage with AC, WiFi in quaint Sassafras/Red Oak.
Big Blue House Apt 1
Kitchen features a central island with seating, stove, microwave, and coffee maker.

Big Blue House Apt 1

Big Blue House Apt 1
The Bear’s Den
Cozy retreat with a bed, wicker ottomans, and a decorative wall hanging.

The Bear’s Den

The Bear’s Den
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

Quality Inn & Suites Prestonsburg next to Mountain Arts Center

Quality Inn & Suites Prestonsburg next to Mountain Arts Center

10/10 Excellent
"Clean and extremely spacious rooms"
Laura 1-night trip
Posted 5 days ago
Quality Inn & Suites Prestonsburg next to Mountain Arts Center

Frequently asked questions

Are there vacation rentals in Wayland?

Yes, we give you a choice of vacation rentals near the most popular local attractions in Wayland, or you can choose a more remote option if you want a relaxing place to stay.

What's the top vacation rental in Wayland?

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace: This vacation home rental outside of Wayland is located in the mountains and has an indoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 11 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, an arcade game room, and a hot tub so you can immerse yourself in your vacation.

What’s there to see and do in Wayland?

Explore the area and family-friendly sights such as East Kentucky Science Center and Planetarium, or get out into nature at a spot like Archer Park. Mountain Arts Center and University of Pikeville are a couple of places you'll find in the larger area.

What’s a vacation rental in Wayland like?

Vacation rentals are privately owned properties where you can stay for a long or short time in Wayland. Vacation rentals offer extras like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for families.