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Holiday houses in Pikeville

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Top-rated holiday rentals in Pikeville

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

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Superhost
A comfortable bedroom is present, featuring a neatly made bed covered with a light quilt. A decorative pillow adds a touch of accent. Natural light enters through a window with blinds, and a stylish light fixture illuminates the room. A nightstand with a lamp is positioned beside the bed.
Home in Pikeville
4.81 out of 5 average rating, 159 reviews

Living The Dream

*If you book for 7 days or more, you will receive a 20% discount off your stay. Our home is perfect for your visit in Pikeville, especially for a large group. Enjoy the complete home with 3 bedrooms, 2 full baths, a complete kitchen with dishwasher, & washer/dryer. You'll enjoy a good nights sleep in a quiet space on high quality mattresses. We are located just down the street from a Food City. We have free WIFI & a Smart TV (NO CABLE TV). We’re a short 5 minute drive from downtown Pikeville.

FamilyValueKitchen

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

LocationFamilyKitchen

Top Guest favourite
A spacious cabin exterior is shown, featuring a wooden façade with expansive decks. Rocking chairs are positioned along the porch, inviting relaxation. Surrounding lush greenery is visible, enhancing the natural setting. A gravel driveway leads to the cabin, ensuring easy access.
Cabin in Belfry
5 out of 5 average rating, 63 reviews

Papa Bear Cabin 3 Bedroom, Huge Deck

Hidden Mountain ATV Resort- Slaters Branch Camp is the perfect place to rest after a exciting day on the HMT Trail-Buffalo , and many other trail systems . Located 1/2 mile from Buffalo trail and Williamson WV , Restaurants and All you will need to get ready for a day on the trails. Papa Bear Cabin 3 Bedroom 2-queens. 1- twin 1-Bath ATV /UTV wash pad WiFi Phone Digital Television Beautiful Mountain View Plenty parking secure location All Cabins have cookware , eatery and Linens .

FamilyValueIndoor spaces

Guest favourite
A cozy living area includes a neutral-colored sofa with turquoise accent pillows and a soft area rug. Natural light enters through two windows with floral valances, illuminating the space. A small dining table with white chairs is visible in the background, enhancing comfort and functionality.
Tiny home in Forest Hills
4.79 out of 5 average rating, 47 reviews

New Paint & Flooring - Cozy Creekside Tiny Home

Little Cottage offers a comfortable space for a quick visit or a lingering stay to explore everything in the community from riding the Hatfield-McCoy Trails, fishing the Tug River, hiking to the West Virginia swing, or some peace and quiet in a safe and friendly neighborhood. Conveniently located near shopping, restaurants and just a few miles from a trailhead. Plan a visit to Pauley Hollow Distillery less than a half a mile from Little Cottage for real moonshine and Kentucky bourbon!

ValueLocationSleep quality

Top Guest favourite
A rustic log cabin features warm wooden siding and a welcoming front porch with railing. The entrance includes a bright, white door, while nature surrounds the structure, creating a serene setting. The pathway leads to a wooden deck, providing easy access to the cabin.
Cabin in Pikeville
5 out of 5 average rating, 26 reviews

Backwoods Bungalow

Backwoods Bungalow at Harvey's Hideaway Haven is a rustic retreat designed to bring you closer to nature while offering the comforts of modern living. 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, frogs and other creatures that share this natural setting. Located just 9 miles from Pikeville Medical Center, Upike and The Appalachian Wireless arena.

ValueLocationLong stay

Guest favourite
A welcoming front porch features two black rocking chairs positioned on a tiled floor. A decorative front door is framed by two glass lanterns on each side. The ceiling is adorned with detailed molding, and dark shutters complement the windows flanking the entrance.
Home in Pikeville
4.87 out of 5 average rating, 82 reviews

Mountain view country home

This stylish place to stay is perfect for group trips. This cozy country home is nestled on a hill, just walking distance from downtown Pikeville and the hospital. Lots of privacy with beautiful mountain views from a big front porch and a soothing waterfall can be seen after a nice rain from the upstairs screened in porch. Great for large groups or families. Walking distance to Appalachian wireless arena, UPIKE,Med ,Optometry, Nursing Schools, and Pikeville Medical Center.

ValueFamilyBarbecue

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, 629 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.

LocationFamilyKitchen

Guest favourite
A charming cabin is set against a lush, green backdrop, featuring a red roof and stone-accented front porch. The porch is lined with wooden railings and includes a seating area. An American flag waves gently in front of a grassy lawn, inviting guests to enjoy the outdoors.
Cabin in Hagerhill
4.93 out of 5 average rating, 137 reviews

Spacious 3 bedroom cabin with hot tub

Located in Paintsville, Kentucky. Gather around the wood fireplace and enjoy a game of pool. There are 2 smart tv's to binge your favorite shows on. Or unplug and and take in the sights on the wrap around porch with a good book. Enjoy the outdoor kitchen and firepit, then hop in the 8-person hot tub. located just 5 minutes from hiking trails, Paintsville lake state park and golf course, and local eateries . Walmart is conveniently only 8 minutes away.

LocationFamilyHot tub

Guest favourite
Home in Inez
5 out of 5 average rating, 8 reviews

The Mountain Magnolia *Hot tub on private deck*

Step into bold industrial‑modern style with warm, comfortable furnishings that make relaxing effortless. This cozy home is packed with amenities! Featuring a private back deck complete with a steaming hot tub, charcoal grill, and outdoor sectional couch and chairs, perfect for unwinding under the trees. Designed for style and comfort, it’s an ideal retreat for couples, families, friends, or anyone craving a mountain getaway in a peaceful setting.

FamilyDecorHot tub

Top Guest favourite
Cabin in Wise
4.92 out of 5 average rating, 71 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.

LocationValueSolo travel

Guest favourite
The spacious bedroom features two queen beds adorned with vibrant red bedding and decorative pillows. Soft neutral walls create a calming atmosphere, while framed artwork adds visual interest. A bedside lamp provides additional lighting, enhancing the inviting feel of the room.
Apartment in Pikeville
4.98 out of 5 average rating, 48 reviews

Convenient & Modern 2 Bed Apt Free Wi-Fi & Parking

**Ideal Retreat for Professionals: Cozy 2 Bed near Pikeville Medical Center & UPike** Welcome to our stylish and comfortable one-bedroom apartment, thoughtfully designed with traveling professionals in mind! Our newly furnished and recently remodeled space boasts two queen beds with memory foam mattresses, ensuring a restful night's sleep after a busy day at work.

ValueLocationQuiet

Guest favourite
A single-story home is nestled against a lush hillside, featuring a light exterior and a covered porch. The grassy area in front is expansive, providing ample outdoor space. Natural surroundings are visible, enhancing the serene atmosphere of this mountain retreat.
Home in Jenkins
4.94 out of 5 average rating, 33 reviews

Mountain Escape

Kick back and relax in this calm, stylish home. Come and relax in this 3 bedroom mountain family charm nestled in the hills of Eastern Kentucky. Pretend you are lost in an enchanted forest as you perch on a log or curl up on the front porch swing. Soak in the tub, then fall asleep in one of the three comfortable beds. When you wake up, the coffee machine awaits.

ValueFamilyComfort

Popular amenities for Pikeville holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Pikeville

Guest favourite
Cabin in Flatgap
5 out of 5 average rating, 7 reviews

Couple's Cozy Cabin

LocationCleanlinessQuiet

Guest favourite
A comfortable gray sofa is positioned against a white shiplap wall, adorned with decorative wooden signs reading 'Pikeville' and 'Kentucky'. Two accent pillows with bold lettering are placed on the sofa, complemented by a small potted plant on a side table.
Apartment in Pikeville
4.95 out of 5 average rating, 232 reviews

The Cub House

LocationValueIndoor spaces

Guest favourite
A modern living area features a soft gray sofa with a black accent pillow beside a small table. The kitchen is visible in the background, equipped with a white refrigerator and ample counter space. Recessed lighting and neutral walls create a bright and airy ambiance.
Home in Prestonsburg
5 out of 5 average rating, 28 reviews

Near Scenic Parks: Convenient Home in Prestonsburg

LocationValueIndoor spaces

Superhost
A well-equipped kitchen features a farmhouse-style sink and a white refrigerator. Wooden shelving holds decorative items and plants. The countertops are made of light-colored wood, and a dark mat lies on the patterned tile floor, providing a contrasting touch.
Apartment in Pikeville
4.92 out of 5 average rating, 202 reviews

The Bear’s Den

ValueLocationKitchen

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, 244 reviews

Sweet Dreams

LocationFamilyWi-Fi

Home in Pikeville
5 out of 5 average rating, 3 reviews

Bowling Rentals - Pine Fork Lodging

LocationQuietIndoor spaces

Superhost
A cozy bedroom features a spacious bed with a white quilt. A decorative area rug with a geometric pattern adds warmth to the wooden floor. A piece of floral wall art is displayed, and a closet is visible through an open door.
Apartment in Pikeville
4.78 out of 5 average rating, 36 reviews

The Nook

ValueLocationCleanliness

Apartment in Pikeville
4.83 out of 5 average rating, 12 reviews

The Loft at Caney Creek

FamilyLocationCleanliness

When is the best time to visit Pikeville?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$144 AUD$150 AUD$141 AUD$152 AUD$152 AUD$152 AUD$152 AUD$155 AUD$158 AUD$142 AUD$142 AUD$155 AUD
Avg. temp2°C4°C9°C15°C19°C23°C24°C24°C21°C15°C9°C4°C

Frequently Asked Questions

  • What are the best places to stay in Pikeville?

    Stays are frequently suggested around the downtown area, which has easy access to restaurants, shops, and cultural sites. The neighborhoods near city parks or the riverfront also welcome guests seeking a quieter setting.

  • What are the best things to do in Pikeville with kids?

    Kids can explore playgrounds and picnic areas at Pikeville City Park, learn about local history at the Big Sandy Heritage Center Museum, and take part in outdoor activities during area festivals. Family-owned restaurants and ice cream shops around town are also frequently suggested for treats.

  • What are some of the best things to do in Pikeville?

    Pikeville has a walkable historic downtown, the Big Sandy Heritage Center Museum for cultural exhibits, and parks for hiking or picnicking. Many visitors enjoy browsing local shops, sampling regional food, and attending community events.

  • How is the weather in Pikeville?

    Pikeville has mild winters around 28–44°F (-3–7°C) with some rainfall, and warmer, humid summers near 67–85°F (19–29°C). Spring and autumn are often recommended for comfortable temperatures and vibrant mountain scenery.

  • When is the best time to visit Pikeville?

    Late spring and early autumn are often recommended for milder temperatures, blooming landscapes, and local festivals. Summer brings outdoor events and music, while winter is quieter with occasional snow and cooler days.

  • What are the best places to visit in Pikeville?

    Explore the Big Sandy Heritage Center Museum for exhibits on Appalachian and regional history, stroll through historic downtown Pikeville, and unwind in Pikeville City Park. Riverfront spaces and public art highlight the area's traditions.

  • What are some hiking trails in Pikeville?

    Explore the trails at Pikeville City Park, follow forested routes around Fishtrap Lake, and wander paths in the surrounding Appalachian hills. These spots frequently suggested for hiking offer a mix of natural viewpoints and woodland walks.

  • What are some family activities we can do in Pikeville?

    Families often enjoy Pikeville City Park for playgrounds and walking trails, or discovering regional stories at the Big Sandy Heritage Center Museum. Seasonal festivals and local fairs bring additional activities for all ages.

  • What are some of the best day trip ideas from Pikeville?

    Consider visiting scenic natural areas, exploring cultural attractions in nearby communities, or discovering Appalachian craft shops and heritage centers. Many travelers seek out local parks, historic sites, and mountain overlooks for day trips.

  • Are there any pet friendly accommodations available in Pikeville?

    Many accommodations around Pikeville welcome pets, especially in neighborhoods near city parks and outdoor spaces. Some stays frequently suggested have convenient access to walking trails and grassy areas.

  • What are some local tips for visiting Pikeville?

    Greet locals warmly, pack comfortable footwear for hilly streets, and try regional foods. Attend a festival or community event for authentic Appalachian culture, and explore beyond downtown for quieter nature spots.

  • What is Pikeville known for?

    Pikeville is known for its Appalachian heritage, vibrant festivals, and historic downtown. The city has a strong tradition of music, regional cuisine, and storytelling rooted in the mountain communities.

  • What are the best hidden gems to explore in Pikeville?

    Discover locally rooted artisan studios, quiet walking paths along the Levisa Fork, and lesser-known cultural exhibits in smaller museums. The area is known for friendly coffee shops, overlooked murals, and peaceful riverfront spots.

  • What are the best foods to try in Pikeville?

    Try Appalachian staples such as cornbread, country ham, and locally made jams. Pikeville has barbecue, regional desserts, and homestyle dishes influenced by mountain traditions.

  • What should I bring for a trip to Pikeville?

    Bring layered clothing for changing temperatures, sturdy walking shoes for exploring parks or downtown, and a rain jacket due to the region's rainfall. A camera and reusable water bottle are also handy for scenic outings.

  • What is the nightlife in Pikeville like?

    Nightlife in Pikeville centers around local bars, live music venues, and downtown eateries. Some spots feature bluegrass bands, while others provide laid-back spaces for food and conversation.

  • What are the most popular events or festivals in Pikeville?

    Pikeville has events that draw locals and visitors, including Hillbilly Days in spring, which celebrates Appalachian culture with food, music, and crafts. The area frequently hosts fairs, heritage festivals, and seasonal concerts in city parks.

  • Are there family friendly vacation rentals in Pikeville?

    Many vacation rentals in Pikeville accommodate families, especially near downtown and the city park area. These stays have amenities for group gatherings, kitchens, and comfortable spaces for kids.

Quick stats about holiday rentals in Pikeville

  • Total holiday rentals

    Explore 40 holiday rentals in Pikeville

  • Nightly prices starting at

    Pikeville holiday rentals start at $43 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,300 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Pikeville holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Pikeville rentals

  • 4.9 Average rating

    Pikeville stays are highly rated by guests—averaging 4.9 out of 5!

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