Holiday rentals in Wayland

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Top-rated holiday rentals in Wayland

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The exterior of a wooden home is showcased, featuring a covered front porch with steps leading up to it. A gravel pathway and a welcoming sign are visible, surrounded by greenery. Large windows allow natural light into the space.
Cabin in Martin
4.98 out of 5 average rating, 41 reviews

Cecelia Ann Tiny Home 1/1 Quiet

Kick back and relax in this calm, stylish space. Quiet area Boho vibes, home was completed in November 2023 all new furnishings, complete kitchen, inside washer and dryer. All appliances, Keurig coffee pot for either single cup or entire pot. Covered front porch, off street parking. Close to several area hospitals, 16 miles to Pikeville and Appalachian Wireless Arena. Close to riding trails for 4 wheelers or side by sides. Less than 2 hours from casino, little over hour away from Red River Gorg

Top guest favourite
A comfortable living area is outfitted with leather reclining couches, arranged around a wooden coffee table. Natural light filters through a nearby window. Warm wood paneling lines the walls, complemented by a decorative area rug, adding to the cozy atmosphere.
Cabin in Leburn
5 out of 5 average rating, 44 reviews

Hideaway in the Holler

Come make memories that will last a lifetime at our Hideaway in the Holler. Our cozy but airy cabin offers leather reclining couch and love seat, full kitchen, two bedrooms with queen beds, full bath with walk in shower, and laundry facilities. Hi-speed internet and a dedicated desk space make working remotely a breeze. Enjoy the big screen tv with all the streaming apps or get back to nature relaxing by the wood burning fire pit or on the wrap around porch overlooking our beautiful creek.

Guest favourite
Flat in McDowell
5 out of 5 average rating, 16 reviews

Tranquil 2-bedroom apartment

Consider this lovely apartment your home away from home while you visit McDowell. With queen beds in the 2 bedrooms and a cozy living room with a futon, there's plenty of space for guests to relax, including a front porch. Enjoy the beautiful bathtub in the bathroom and take advantage of amenities like heating, AC, Wi-Fi, and a washing machine. A welcoming retreat in the heart of the city, this apartment is a great place to call home base while you're away. We hope you enjoy your stay.

Superhost
A cozy living area features a stone fireplace with an artistic print displayed above. Two patterned armchairs provide seating alongside a wooden coffee table. Natural light enters through a large window, illuminating a soft area rug beneath.
Home in Pikeville
4.75 out of 5 average rating, 16 reviews

The Carolyn House

The whole group will be comfortable in this spacious and unique space. Enjoy your stay at this 3 Bedroom 3.5 bath estate home located minutes from downtown Pikeville. You truly get the best of both worlds being so close to downtown but enjoying the privacy this space provides. No more than 8 guests are allowed on property unless approved by the host. Parties can be approved with a fee. Pool is currently unavailable for use Stairs are necessary to access upper level and laundry.

Top guest favourite
The cottage is a single-story building with a white exterior and a black roof. A decorative star is featured above the front window. A gravel driveway leads to a garage on the left, while a small porch with steps extends towards a well-maintained lawn with potted plants.
Home in Whitesburg
4.98 out of 5 average rating, 628 reviews

Cowan Creek Cottage

Cowan Creek Cottage is close to the Cowan Community Center and only 5½ miles outside the city limits of Whitesburg. The cottage is located at the foothills of Pine Mountain. You’ll love the cottage and enjoy the feel of having your own little home in the mountains. Enjoy a clean and comfortable home away from home while visiting friends and family and enjoying our community. Cowan Creek Cottage is good for couples, solo adventurers, business travelers, and families.

Top guest favourite
A cozy living area features warm wooden walls and a gray sofa, complemented by decorative pillows. A blue accent chair adds a pop of color, while a large plant brings a touch of nature indoors. Light streams in from a skylight above.
Cabin in Pikeville
5 out of 5 average rating, 39 reviews

Inspiration Station

Inspiration Station at Harvey's Hideaway Haven is designed to uplift your spirit and ignite your inner drive. You will be immersed in nature, surrounded by the beauty of the wilderness. While this offers a peaceful escape, please be aware that you may encounter local wildlife, including bugs, bees, and other creatures that share this natural setting. Located just 9 miles from Pikeville Medical Center, Upike and The Appalachian Wireless arena!

Guest favourite
Home in Wayland
4.93 out of 5 average rating, 15 reviews

Rising Mist Retreat Near Mine Made Adventure Park

This charming home is perfect for family gatherings, weekend getaways and off- road adventures! One of the rare homes located near the Mine Made Adventure Park. Bring the family and enjoy the spacious great room, fully stocked kitchen, three bedrooms and two full baths. Guests love the front porch with rocking chairs and gorgeous mountain views. This home has a large yard, plenty of parking for trucks with trailers and pets are welcome too!

Top guest favourite
Cabin in Wise
4.92 out of 5 average rating, 74 reviews

Bear Creek Cabin • Vineyard Views & Fishing Pond

Escape to Bear Creek Cabin, overlooking the pond on MountainRose Vineyards. Enjoy peaceful porch views, modern comfort, and easy access to winery tastings, mountain trails, and quiet evenings under the stars. Perfect for couples or solo travelers seeking a serene getaway. Fishing is allowed in the adjacent pond with waiver signature. Must bring your own fishing equipment.

Top guest favourite
A spacious porch features natural wood flooring and sturdy railings, offering views of the lush greenery. Two comfortable wicker chairs are set against the railing, providing an inviting space to relax while enjoying the serene surroundings of the pond and trees.
Cabin in Rogers
5 out of 5 average rating, 105 reviews

Modern Cozy Cabin Near RRG, Muir

Welcome to Red Tail Rest, a peaceful, modern retreat in the heart of Red River Gorge. This newly built, bright, and secluded getaway offers a perfect blend of comfort and nature. Nestled among the trees and overlooking a serene pond, this cabin is half a mile from Muir Valley, making it an unbeatable location for rock climbers, hikers, and nature lovers.

Superhost
A vibrant mural depicting mountains and a sun creates a striking backdrop. A cozy seating area is featured in front, with a teal couch contrasted against a wooden floor. A stylish lamp adds a touch of warmth to the space.
Holiday home in Prestonsburg
4.96 out of 5 average rating, 175 reviews

The Burg

Enjoy local venues, The MAC, Planetarium, Jenny Wiley Lake, 1620 Distilling Company, hiking, biking, wildlife, local artisans and crafts. Home to Loretta Lynn's, Butcher Holler. Civil War History. Close to downtown shopping, walking distance to dining, coffee shops, and bakery. There are 2 rather short flights of stairs to access this unit.

Guest favourite
A charming cabin exterior is presented, featuring rustic wooden siding and a dark metal roof. A spacious front porch is accessible by steps, flanked by sturdy wooden railings. Surrounding grassy areas are visible, contributing to the natural setting of the cabin.
Cabin in Vest
4.91 out of 5 average rating, 102 reviews

Deer Run Cabin (1) near Mine Made Adventure Park

A cabin located on private property next to ATV Training Center at the Mine Made Adventure park in Knott Co, Ky. This is the perfect weekend getaway with access to over a 1,000 miles of ATV and UTV trails. You will be able to experience all the beauty located in the mountains of Eastern Kentucky.

Top guest favourite
A private fire pit area features a circular arrangement of four sleek chairs surrounding a central fire pit. Surrounded by lush greenery, this outdoor space offers a tranquil setting just outside the cabin, inviting relaxation and connection with nature.
Cabin in Rogers
4.97 out of 5 average rating, 181 reviews

Scenic Cabin • Private Hot Tub • Fire Pit • WiFi

Escape to The Outpost, a design-forward retreat that blends modern comfort with the beauty of nature. Whether you're hiking in Red River Gorge, exploring Natural Bridge State Park, or simply craving a peaceful retreat, this cozy hideaway is your perfect basecamp.

Popular amenities for Wayland holiday rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Floyd County
  5. Wayland