Holiday houses 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
4.97 out of 5 average rating, 39 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, 41 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.

Top Guest favourite
A cozy bedroom features a spacious bed adorned with light linens and decorative pillows. Above the bed, a wooden sign displays the phrase 'Be still & know.' Large windows allow natural light to fill the room, creating a serene atmosphere accentuated by white walls and a chandelier.
Tiny home in Jackson
4.95 out of 5 average rating, 105 reviews

Bee Still Tiny Home, Graham Estates, LLC

Take a step into our dreamy tiny home when the world is telling you to find a place to "bee still." The perfect destination for a romantic getaway, or a family vacation where the kids can make a fort in the loft. You will love this quiet, serene space located up a scenic driveway. The porch overlooks a small pond, and across the road you will find our small farm of goats and piggies. Take a walk around the property or enjoy all the adventures awaiting at Red River Gorge 35 minutes away.

Top Guest favourite
A spacious living area features a comfortable brown leather sofa and a circular chair. A 58" TV is mounted on the wall, accompanied by a wooden entertainment unit. Natural light filters through sheer curtains, and decorative artwork is displayed on the walls.
Home in Prestonsburg
4.96 out of 5 average rating, 137 reviews

The Shotgun House

Enjoy your stay at the Shotgun house located in the heart of Prestonsburg within walking distance to a popular restaurant and downtown shopping. This cozy house offers a 58" TV and playstation in the living and also a 50" TV in the bedroom. Relax outside on a covered porch and enjoy the occasional local live music. Located close to the Prestonsburg Passage Trail, Mountain Arts Center, Middle Creek National Battlefield, Pikeville Exp Center and a short drive to the Red River Gorge.

Superhost
A spacious living area features a plaid sectional sofa adorned with red accent pillows. A rustic wooden coffee table is positioned in the center. Two lamps stand on either side, providing additional lighting, beside a doorway that leads to other areas of the apartment.
Apartment in Pikeville
4.91 out of 5 average rating, 243 reviews

Sweet Dreams

* If you book for 7 days or more, you will receive a 20% discount off your stay. If you’re in town on business, to visit family or just traveling through, this 2ND FLOOR APT is perfect for you. Enjoy a full kitchen & onsite laundry facility. You’ll get a good nights sleep in a quiet space, on high quality mattresses. We are conveniently located just down the street from a Food City. We have a work desk & free WIFI. We’re just a 5 minute drive from downtown Pikeville.

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
4.97 out of 5 average rating, 621 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.

Guest favourite
Home in Wayland
4.93 out of 5 average rating, 14 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 2 pets are welcome too!

Top Guest favourite
A rustic cabin features a welcoming wooden facade with multiple large windows. A covered front porch with yellow seating is visible, surrounded by lush greenery. The entrance is flanked by steps leading up from a gravel path, inviting guests into a serene natural setting.
Cabin in Campton
4.98 out of 5 average rating, 204 reviews

Private 12 Acre Escape - Hot Tub, Firepit, Arcade

12 acres of peace and quiet in Campton. You can wander the trails, kick back by the firepit, or just take in the forest views. Evenings are for porch sunsets, hot tub stargazing, and the sound of birds all around. Inside, there’s a vintage Ms. Pac-Man for a little throwback fun. We’re about 15 miles from Red River Gorge, but it feels like you’ve got the whole place to yourself—no close neighbors, no traffic, just dark skies and starry nights.

Guest favourite
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
4.98 out of 5 average rating, 172 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, 174 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.

Top Guest favourite
Cabin in Rogers
4.98 out of 5 average rating, 172 reviews

Architect-Designed 6-Acre Retreat

LOVED LOVED LOVED LOVED THIS PLACE! I can’t say enough good things about this property. — Savannah ⭐️⭐️⭐️⭐️⭐️ Guests describe The Frame Cabin as calm, private, and unforgettable — a place where design, nature, and quiet come together effortlessly.

Popular amenities for Wayland holiday rentals

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