Holiday rentals in Pike County

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Top-rated holiday rentals in Pike County

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Guest favourite
A well-maintained golf course is visible, featuring a green with a flag positioned at the hole. Lush, rolling hills provide a scenic backdrop, framed by trees. Pathways and a nearby building with a porch are discernible in the distance, creating an inviting landscape.
Cottage in Breaks
4.9 out of 5 average rating, 78 reviews

Cozy Mountain Cottage Overlooking Golf Course

Slow down with the whole family in true Southern fashion at our cozy country cottage located in a rural mountain community. This three bedroom, two bath home overlooks Willowbrook public golf course and is just mintues from Breaks Interstate Park, home of "the Grand Canyon of the South." Local attractions include hiking and ATV trails, kayaking/white water rafting, ziplining, water park, picnic shelters, playgrounds & more! Winter guests are likely to encounter majestic views of wild elk grazing

Guest favourite
A spacious country house is set against a backdrop of wooded hills, characterized by a stone and wood exterior. Large windows are featured prominently, allowing natural light to fill the interior. The well-maintained lawn is bordered by subtle landscaping elements.
Guest house in Grundy
4.9 out of 5 average rating, 39 reviews

Your Private Mountain Retreat Awaits!

Welcome to a completely private secondary unit in the heart of the Appalachian Mountains. Located just 20 min from the Southern Gap Trailhead and 40 min from the Breaks Interstate Park. This is not a shared home. You’ll enjoy total privacy and full access to every part of the unit. Whether you’re here to explore the park,hike scenic trails, or simply relax in nature,our peaceful and private space offers the comfort and privacy you need. Book your stay and experience the beauty of the mountains

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, 129 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, 254 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 exterior of the chalet features a two-story structure surrounded by lush greenery. A covered porch extends from the second level, and a staircase leads down to the landscaped yard. Pathways and railings create a welcoming access to the home.
Treehouse in Williamson
4.98 out of 5 average rating, 114 reviews

The Red Dog Chalet Couples Retreat w/ Hot Tub

Trailer access pull-thru private parking area with a beautiful lighted walking bridge that leads you to the chalet. A beautiful getaway with a spiral staircase leading you to the 2nd story covered porch with a wraparound walking deck. Large firepit area with dried fire wood. Large 12ft by 12ft hammock beside fire pit area. Two person copper tub; private outdoor shower; hot tub and large bed swing. Loft bedroom. Free WIFI. Park Series charcoal grill outside. Buffalo Mt trailhead 1/2 mile.

Top guest favourite
Flat in McDowell
5 out of 5 average rating, 12 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.

Guest favourite
Guest suite in Haysi
5 out of 5 average rating, 20 reviews

1–2 Queen Bedrooms •1 Private Bath • 1-4 People

Private Quarters: Exclusive Guest Bathroom, Fiber Internet over Guest WiFi, 2 Comfy Queen Beds & 2 Smart TVs. Each lockable bedroom has a queen bed for up to 2 guests as needed for friends travelling together in a party. Flannagan Lodge is a single reservation stay whether there is one person or up to four in your reservation. Mid-Term Stays available for Traveling workers, Students, etc. This listing is specifically for Short Term Stays up to 7 days.

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, 33 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
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
5 out of 5 average rating, 41 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.

Top guest favourite
Guest suite in Elkhorn City
5 out of 5 average rating, 34 reviews

Driftwood Studio Cottage - hot tub, pet friendly

Welcome to Driftwood Studio Cottage, a riverfront escape located on our 104 year old multi-family property overlooking the Russell Fork River. Just 10 minutes from Breaks Interstate Park and 15 minutes from the Hillbilly Trail System, you’ll be perfectly positioned for outdoor adventure—or total relaxation. And yes, we’re now pet friendly!

Guest favourite
A living area is shown with light wood flooring and bright walls. An inviting sofa is positioned opposite a television on an accent table. A dining table for four is visible near the kitchen, which features modern appliances and ample storage.
Flat in Pikeville
4.94 out of 5 average rating, 16 reviews

Yoakam | King Bed Mountain View Suite

Spacious second story apartment with full kitchen / kitchenware, living room, full bathroom on the main level. Upstairs, the large bedroom features a king bed, office space, windows overlooking the mountains, and a huge walk-in closet with full-size washer/dryer machines.

Top guest favourite
A spacious bedroom includes a large bed adorned with white and green bedding. A piece of wall art featuring trees hangs above the bed. A bedside table with a lamp and a soft area rug add comfort. Natural light enters through the window covered with dark curtains.
Home in Harold
4.98 out of 5 average rating, 105 reviews

Cozy & Charming between Pikeville/Prestonsburg

Quiet and peaceful location just off of US 23 highway. Centrally located between Pikeville and Prestonsburg. 10 mins from City of Pikeville and 15 minutes from City of Prestonsburg Minutes from shopping and restaurants. Beautiful lakes and parks close by.

Popular amenities for Pike County holiday rentals

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