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Holiday houses in Pikeville

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Top-rated holiday rentals in Pikeville

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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, 152 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.

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, 35 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

Guest favourite
The compact kitchen area features modern shelving with a variety of kitchen essentials, including a microwave, coffee maker, and utensils. A wooden countertop provides workspace, while a sink is positioned beneath a welcoming sign. A bathroom area is visible in the background.
Tiny home in Pikeville
4.96 out of 5 average rating, 50 reviews

Modern Escape

Modern Escape at Harvey's Hideaway Haven is a contemporary retreat that offers all the comforts of home in a compact and stylish package. (160 sq. ft. of living space) At Harvey's Hideaway Haven, you'll 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 PMC, Upike and the Expo center!

Guest favourite
The kitchen features a spacious island with four cushioned stools, modern pendant lighting, and a distinctive SMEG fridge. Clean countertops offer ample prep space, while stylish green tile backsplashes add a chic touch. The area is well-lit and flows seamlessly into the living space.
Apartment in Pikeville
4.93 out of 5 average rating, 135 reviews

Walk to dinner, UPIKE, hospital•3 Lux Bed• Balcony

Upstairs-The Eccentric Privy is the best of the best worlds. Retro, glam & quirky! You’ll obsess over the thought put into each room & even get some inspiration. Extra amenities include… Outdoor deck Quartz Countertops Luxury tile SMEG fridge Smart thermostat Bathroom Bluetooth speaker USB outlet in each room Soft close doors & drawers in kitchen & bathroom 550 TC cotton bed sheets and pillow covers Allergy defense, antimocrobial pillow protectors Tankless water heater for endless hot water

Guest favourite
Home in Elkhorn City
4.84 out of 5 average rating, 257 reviews

The Alma Potter House

Family friendly, small fenced in area. Two bedrooms/bath upstairs, 2 bedrooms/bath downstairs. large living/dining room. Rural, white water rafting, near Breaks Interstate Park, Pine Mountain Trail, Hillbilly Days, Hatfields & McCoys. Be in Norton/Wise, Grundy, VA, Pikeville, KY or Williamson WV in minutes. FB pages: Breaks Interstate Park, City of Elkhorn City Events, Southern Gap Adventure Trails, Arts Collaborative Theatre Inc., Kentucky Whitewater Rafting. Pike Co Tourism webpage.

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
4.81 out of 5 average rating, 36 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!

Top Guest favourite
Home in Prestonsburg
4.96 out of 5 average rating, 132 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.

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
4.86 out of 5 average rating, 74 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.

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, 606 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
The cottage stands nestled among trees, with a welcoming exterior illuminated by soft lighting at dusk. A well-kept walkway leads to double glass doors framed by inviting outdoor seating areas, creating an accessible entry point to the home.
Place to stay in Williamson
4.99 out of 5 average rating, 111 reviews

The Red Dog Cottage In The Woods w/ Hot Tub

Private parking with a 30ft walking bridge overlooking a water stream to lead you to the cottage. Queen bedroom downstairs; spiral staircase takes you to your loft queen bedroom; one full bath; full kitchen; TV/WIFI; indoor loft hammock; wrap around covered porch; tree covered outdoor shower area with hot tub; covered dining back porch. Large fire pit area with dried fire wood. Large 12ft x 12ft outdoor hammock beside fire pit. Park Series charcoal grill outside.

Guest favourite
The living area features a sectional sofa adorned with decorative pillows, positioned near a wooden coffee table. Natural light enters through a large window, highlighting the exposed wooden beams and rustic décor. A dining area with a wooden table and chairs is visible in the background.
Cabin in Pikeville
4.91 out of 5 average rating, 34 reviews

Coal Miner’s Daughter Cabin | Boutique Hotel Suite

A premier property for travelers and locals seeking an authentic Appalachian experience; guests are immersed in rustic textiles, art inspired by nature, and nostalgic nods to favorite household goods from times past in this fully furnished unit; we celebrate the appalachian outdoors through a mashup of summer camp and ski lodge theming year round.

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, 164 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.

Popular amenities for Pikeville holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Pikeville

A two-story home with a combination of brick and stone exterior is positioned on a gently sloping lawn. A paved driveway leads to a two-car garage, and a covered porch extends across the front of the house, offering outdoor seating options.
Home in Pikeville
4.81 out of 5 average rating, 21 reviews

Home Place at Pikeville

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, 227 reviews

The Cub House

Private room in Pikeville
4.6 out of 5 average rating, 5 reviews

Wooded Monastery Guest Suite

Guest favourite
The exterior of the blue cottage is showcased, featuring a covered front porch with a railing and an entry door. Surrounding the property, trees provide partial shade, while the landscaping includes a gravel area. A vehicle is parked nearby, contributing to a welcoming atmosphere.
Cabin in Davella
4.98 out of 5 average rating, 60 reviews

Blue Moon at Airport Cottages

Guest favourite
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
4.93 out of 5 average rating, 197 reviews

The Bear’s Den

Guest favourite
A cozy living area features a stone fireplace with a decorative mantel. A spiral staircase leads to the upper level. A large wall art piece of butterflies complements the natural wood paneling. Comfortable seating arrangements include a leather sofa and an accent chair.
Cabin in Elmrock
5 out of 5 average rating, 23 reviews

Wilderness Path near Mine Made Adventure Park

Guest favourite
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, 238 reviews

Sweet Dreams

Guest favourite
A modern bathroom features a walk-in shower with a glass panel and a light-colored curtain. A stylish vanity with a large mirror is complemented by a white sink and dark cabinetry. Natural wood flooring adds warmth, while a round rug is placed in front of the sink.
Apartment in Pikeville
4.91 out of 5 average rating, 68 reviews

2 king beds/1 bathroom• Apt 6

When is the best time to visit Pikeville?

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Avg. price$116 AUD$135 AUD$138 AUD$149 AUD$149 AUD$149 AUD$149 AUD$152 AUD$155 AUD$140 AUD$140 AUD$152 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 $42 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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