Holiday rentals in Whitesburg

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Top-rated holiday rentals in Whitesburg

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

Guest favourite

Home in Hazard

4.97 out of 5 average rating, 129 reviews

Small Town Charmer

This lovely cottage style home is located in a well established neighborhood in downtown Hazard. It is perfect for guests coming into town for work, family gatherings or a weekend away. The home will comfortably sleep up to 7 guests & pets are welcome too! This location is 10 minutes to ARH, 5 minutes to HCTC, & surrounded by areas for hunting, fishing & trail riding. The home is also located within an hours drive to the Red River Gorge, several lakes, ATV parks, mountain bike & hiking trails.

21–28 Mar

£144 per night
Guest favourite

Home in Whitesburg

4.92 out of 5 average rating, 97 reviews

The Home-place on Dayton!

If you are looking for a cozy home away from home, look no further because this is it! Not only do we provide everything you will need while you are here but the location is amazing. This home is within walking distance to a grocery store, several restaurants, the pharmacy an only minutes to local hospital. The farmers porch, complete with rockers will welcome you at the end of a long lovely day. The house sleeps 6 in three bedrooms and has plenty of space for gathering inside and out.

29 Dec – 5 Jan

£135 per night
Guest favourite

Farm stay in Dryden

4.94 out of 5 average rating, 146 reviews

Wolfe-Gilbert House 1890 Victorian & farm

Great mountain views, ATV Trails, State and National parks, hiking, underground mine tour, all-in-a-day trips. You’ll love my place because of the comfy beds, the high ceilings, the views, wide open spaces, peace. My place is good for couples, big groups, and furry friends, let us know your needs. Located less than 5 miles to Spearhead Trail's Stone Mountain trailhead and only 30 minutes to Mountain View Trail. Two couples fit nicely in the 1st level 2 bedrooms for a quaint getaway.

25 Jan – 1 Feb

£131 per night

Popular amenities for Whitesburg holiday rentals

Stay near Whitesburg's top sights

Pine Mountain Grill10 locals recommend
Bad Branch State Nature Preserve10 locals recommend
Kentucky Mist Moonshine6 locals recommend
Heritage Kitchen4 locals recommend
Summit City4 locals recommend
StreetSide Grill & Bar5 locals recommend

Other great holiday rentals in Whitesburg

Guest favourite

Cottage in Lynch

4.97 out of 5 average rating, 86 reviews

Cozy 3-BR 2-bath cottage near highest point in KY

1–8 Jan

£100 per night
Superhost

Flat in Jenkins

4.8 out of 5 average rating, 25 reviews

Wildcat Heights in Dorton, KY

13–20 Jul

£74 per night
Guest favourite

Home in Wise

4.9 out of 5 average rating, 59 reviews

The College Cottage - 1.2 Miles UVA Wise Campus

23–30 May

£104 per night
Superhost

Flat in Wise

4.91 out of 5 average rating, 34 reviews

Wise Town-view Apartment

23–30 Jun

£92 per night
Superhost

Flat in Hazard

4.91 out of 5 average rating, 11 reviews

One Queen bedroom loft log cabin apartment

8–15 Apr

£71 per night
Guest favourite

Flat in Big Stone Gap

4.92 out of 5 average rating, 53 reviews

Perfect location above Big Cherry Brewing

23–30 Jun

£84 per night
Guest favourite

Home in Dryden

5.0 out of 5 average rating, 19 reviews

Family farm guest house 10 minutes from Big Stone!

7–14 Nov

£142 per night
Superhost

Cabin in Partridge

4.96 out of 5 average rating, 26 reviews

Riley Lodge (2br/1ba, sleeps 4, lakeside cabin)

21–28 Aug

£108 per night
Guest favourite

Home in Wise

4.83 out of 5 average rating, 24 reviews

Serenity Meadows near UVA Wise

20–27 Feb

£108 per night
Guest favourite

Flat in Pikeville

5.0 out of 5 average rating, 16 reviews

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

11–18 Apr

£71 per night
Guest favourite

Flat in Wise

4.9 out of 5 average rating, 21 reviews

Appy Place

7–14 Aug

£97 per night
Guest favourite

Home in Hazard

5.0 out of 5 average rating, 13 reviews

Cheerful 2 bedroom home with covered parking!

9–16 Jan

£102 per night

Quick stats about holiday rentals in Whitesburg

Total rentals

30 properties

Wifi availability

30 properties include access to wifi

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

1.4K reviews

Nightly prices starting at

£40 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Kentucky
  4. Letcher County
  5. Whitesburg