Airbnb your place

Holiday rentals in Pikeville

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Pikeville

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

%{current} / %{total}1 / 1
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 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.
Flat 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
The kitchen area features wooden cabinetry and a long countertop with a sink and microwave. A two-burner stovetop is present, alongside a toaster and a coffee maker. Shelves display various utensils and glassware, while a trash can and high stool are positioned nearby.
Cabin in Pikeville
5 out of 5 average rating, 7 reviews

Wanderer’s Oasis

Wanderer's Oasis at Harvey's Hideaway Haven is a Boho-themed studio cabin retreat that features a Queen size bed! (280 sq ft of living space) 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, frogs and other creatures that share this natural setting. Located just 9 miles from Pikeville Medical Center, Upike and The Appalachian Wireless arena!

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, 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
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 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.
Flat in Pikeville
4.98 out of 5 average rating, 45 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.

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, 165 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 comfortable living area is presented with a dark leather sectional sofa adorned with blue and patterned throw pillows. A round coffee table sits in the center on a geometric-patterned rug, and light enters through two strategically placed windows adorned with white blinds.
Flat in Pikeville
4.88 out of 5 average rating, 58 reviews

Riverside Heights

The whole group will enjoy easy access to everything from this centrally located place. This unit is only a short drive from Pikeville Medical Center and the University of Pikeville. There are a few steps to access this unit (pictured below).

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.
Flat 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

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

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
4.92 out of 5 average rating, 13 reviews

The Carolyn House

Guest favourite
Flat in Pikeville
4.91 out of 5 average rating, 238 reviews

Sweet Dreams

Guest favourite
An updated room features two full-size beds with soft linens. A wall-mounted TV is positioned above a desk area with a refrigerator. A small electric fireplace adds warmth. Light enters through a window, illuminating the space which includes a full bathroom visible in the background.
Hotel room in Breaks
4.79 out of 5 average rating, 61 reviews

Gateway to the Breaks - Upstairs Standard Double

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.
Flat 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price£61£72£73£79£79£79£79£81£82£74£74£81
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 £22 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 & child-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    30 of Pikeville holiday rentals include wifi 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!

  1. Airbnb
  2. United States
  3. Kentucky
  4. Pike County
  5. Pikeville