Holiday rentals in Breaks

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Top-rated holiday rentals in Breaks

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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, 40 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
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
A modern kitchen featuring light cabinets and a round dining table with four wooden chairs. Appliances include a stove, microwave, and coffeemaker, all surrounded by decorative accents and utensils. The space is bright and functional, with a clean layout for cooking and dining.
Loft in Glade Spring
4.94 out of 5 average rating, 337 reviews

LOFT🌿 Peaceful & charming 1.4 mi from I-81 Exit29

Fiddlehead Loft is a newly renovated, thoughtful space stocked with guests in mind at every turn. Each hammered nail, design detail, and pillow purchase was executed with great hopes to serve you well and provide a beautiful, cozy environment for you to relax and enjoy your stay in. If we don’t have what you need, let us know! Recent guest commentary: “We thoroughly enjoyed staying in your loft. So peaceful and quiet, with all the comforts of home… It’s a little diamond!” – June 7, 2021

Guest favourite
A charming mountainside cabin is framed by vibrant autumn foliage. The cabin features a covered front porch adorned with railing, surrounded by trees exhibiting rich shades of orange, red, and green, creating a serene forest setting.
Cabin in Abingdon
4.85 out of 5 average rating, 171 reviews

The Channels Off Grid Retreat

Relax in a charming mountainside off-grid cabin at the border of the 4800-acre Channels State Forest. Close to the trailhead of the Brumley Mountain Trail, this cabin is a 3-mile hike from The Channels—a Natural Area Preserve home to a maze of breathtaking 400-million-year-old sandstone outcroppings and a rich, diverse forest ecosystem. The newly-renovated cabin offers the tranquility of the forest and proximity to some of the countries most awe-inspiring and well-preserved forestland.

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, 589 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, 104 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.

Top guest favourite
The cottage exterior showcases a charming design, featuring white vertical siding and a covered porch. A stone path leads to the entrance, framed by green foliage and small shrubs. The setting reflects an open landscape, enhancing the welcoming country atmosphere.
Cottage in Glade Spring
5 out of 5 average rating, 211 reviews

The Cottage Around the Corner

Right around the corner or right on the way, the Cottage Around the Corner is convenient for travelers. Whether visiting the beautiful mountains to bike or hike the Creeper Trail, sightseeing in the historical Abingdon or Bristol area, attending a game at E&H or just passing through to another destination, our goal is to provide a warm and welcoming home for your getaway. Resting on an acre of land and right off I 81 enjoy your stay in our cozy, country cottage.

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.

Guest favourite
A kitchenette area features gray cabinets and a granite countertop. A double sink is positioned beneath a window, allowing natural light. Included are essential appliances: a microwave, coffee maker, and a compact refrigerator. Decorative elements enhance the space, creating a functional and cozy cooking area.
Guest suite in War
4.89 out of 5 average rating, 114 reviews

A Bit of Heaven Rental:Cove Suite Warrior Trail

Take a step back in time. Rural America. Before fast food chains, and even before Walmart... Surrounded by Mountains and conveniently located, direct access to Warrior Trailhead and High Rocks. Enjoy Wilmore Dam, or perhaps a day at Berwind Lake trout fishing, or hiking. This can be purchased with the main house or as a stand alone unit. If purchased together the price will be reduced to $40 a night. Guest will have entire space to themselves.

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, 159 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.

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!

Popular amenities for Breaks holiday rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Dickenson County
  5. Breaks