Vacation rentals in Whitesburg

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Top-rated vacation rentals in Whitesburg

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Guest favorite

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.

Sep 4 – 11

$136 per night

Guest favorite

Home in Whitesburg

4.92 out of 5 average rating, 101 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.

Nov 9 – 16

$140 per night

Guest favorite

Cottage in Whitesburg

4.96 out of 5 average rating, 192 reviews

The Stone Studio

A historic two-room studio cottage built from Kentucky River rock. Entire cottage rented for your privacy. Recently renovated with the modern conveniences of a kitchenette, outdoor smoking area, Wi-Fi, DirectTV, and blackout curtains. High ceilings create a bright and spacious feel. Conveniently located close to downtown. Off street parking by your front door. Walk to Main Street, Appalshop, and Kentucky Mist Distillery as well as many other small businesses and restaurants

Jul 31 – Aug 7

$67 per night

Guest favorite

Home in Lynch

4.91 out of 5 average rating, 123 reviews

Tranquility in the Mountains - House

Peaceful getaway offers relaxation & adventure in the KY mountains. Short drive to VA & TN. Large home has 4 bedrooms - 2 w/ private bath & 2 that share a double-vanity bath. Open living/dining area and kitchen. Nearby is a 7-hole golf course and swimming pool, hiking, and tourist attractions such as Portal 31 and the KY Coalmine Museum, as well as Kingdom Come State Park. Your stay includes a full, home-cooked breakfast. Plenty of parking; can accommodate trailers & RVs.

Jan 30 – Feb 6

$104 per night

Guest favorite

Cabin in Whitesburg

4.99 out of 5 average rating, 146 reviews

BROWN’S ELK CABIN

Brown’s elk cabin is an Authentic, rustic, log cabin. Located in the heart of the beautiful Appalachian mountains, overlooking the KY river, Only a short drive to Pine Mtn hiking trails, Bad Branch Falls, Little Shepherd Trail, Kingdom Come State Park, Raven Rock golf course, and only twenty minutes from the Va. state line. Perfect getaway for relaxing with family and friends, sitting by the fire pit, or exploring the areas natural beauty. Located 3 miles from Whitesburg.

Jan 8 – 15

$161 per night

Guest favorite

Home in Whitesburg

4.98 out of 5 average rating, 448 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.

Mar 15 – 22

$77 per night

Guest favorite

Guesthouse in Whitesburg

4.98 out of 5 average rating, 142 reviews

The Potting Shed

This unique space is so charming you may never want to leave! Newly renovated with all the conveniences of home! A comfortable living space, fully stocked kitchen, free Wi-Fi and cable TV, beautiful outdoor patio space, outdoor grill and several items available for you to borrow for the perfect hike or picnic! It's the perfect spot for exploring Whitesburg and Letcher County. We know you will absolutely love your home away from home!

Jan 18 – 25

$122 per night

Guest favorite

Apartment in Whitesburg

5.0 out of 5 average rating, 16 reviews

Dandelion Bungalow

This special place is close to downtown Whitesburg and right across from the entrance of Tanglewood Trail. It is within walking distance of Kentucky Mist, a few local restaurants, a recreational center, the farmer’s market, and Cane Kitchen. We are located at the foot of the scenic Pine Mountain and a short drive to hiking trails, overlooks, and other attractions.

Jan 21 – 28

$81 per night

Superhost

Home in Whitesburg

4.83 out of 5 average rating, 6 reviews

Stone Cottage Downtown Whitesburg

A convenient, quiet, comfortable home steps from the courthouse, less than two miles from the hospital. Ideal for traveling workers with desk space and a quiet location. Two bedrooms have a full bed and one has a queen bed. Two bathrooms. Downstairs has central air and upstairs has window AC and wall heaters. Living room has a propane fireplace.

Sep 8 – 15

$128 per night

Guest favorite

Apartment in Whitesburg

4.91 out of 5 average rating, 124 reviews

Downtown Stu Stu Studio

Located in historic downtown Whitesburg this modern studio unit is just steps away from restaurants, the courthouse, public library, downtown nightlife spots with live entertainment, Kentucky Mist Moonshine distillery, Recreation Center, and many more places to visit just a short drive away in the heart of the Appalachian Mountains.

Sep 6 – 13

$89 per night

Guest favorite

Apartment in Whitesburg

4.88 out of 5 average rating, 16 reviews

Mountain Therapy 1 BR Apartment

Nicely appointed 1 BR 1 BA apartment located in west Whitesburg near Wendy's, KFC, Taco Bell, MCHC and Food City. You have access to a gym during normal operating hours located in East Kentucky Physical Therapy (located downstairs). Fully equipped kitchen. Cable TV and Streaming Services.

Feb 7 – 14

$80 per night

Guest favorite

Home in Pennington Gap

4.9 out of 5 average rating, 155 reviews

Mother's Place

Vacation Lee County, return to visit friends and family knowing you have all the comforts of home plus a beautiful view of the mountains in southwest Virginia. Enjoy wildlife, flower gardens, peace and quiet, up to date amenities like Keurig Duo and original antique decor.

Jan 31 – Feb 7

$95 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Whitesburg vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

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 vacation rentals in Whitesburg

Guest favorite

Cottage in Lynch

4.97 out of 5 average rating, 90 reviews

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

Sep 11 – 18

$99 per night

Superhost

Apartment in Wise

4.89 out of 5 average rating, 38 reviews

Wise Town-view Apartment

Oct 28 – Nov 4

$92 per night

Guest favorite

Apartment in Norton

5.0 out of 5 average rating, 7 reviews

The Appalachian Oasis

Aug 12 – 19

$108 per night

Guest favorite

Home in Wise

4.9 out of 5 average rating, 63 reviews

The College Cottage - 1.2 Miles UVA Wise Campus

Aug 31 – Sep 7

$77 per night

Guest favorite

Home in Wise

4.81 out of 5 average rating, 27 reviews

Serenity Meadows near UVA Wise

Feb 3 – 10

$100 per night

Superhost

Apartment in Jenkins

4.82 out of 5 average rating, 28 reviews

Wildcat Heights in Dorton, KY

Oct 8 – 15

$71 per night

Superhost

Cabin in Partridge

4.96 out of 5 average rating, 26 reviews

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

Aug 19 – 26

$113 per night

Guest favorite

Apartment in Wise

4.91 out of 5 average rating, 23 reviews

Appy Place

Oct 30 – Nov 6

$81 per night

Show all

Quick stats about vacation 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
1.5K reviews
Nightly prices starting at
$50 before taxes and fees

Frequently Asked Questions

How much does it cost to stay in house rentals in Whitesburg?
Experience the best of Whitesburg with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Whitesburg have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Whitesburg. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Whitesburg?
Yes! Work meets play with ease at over 20 vacation rentals in Whitesburg featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Whitesburg have free parking?
Absolutely! We offer over 10 house rentals with free parking in Whitesburg. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Whitesburg have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Whitesburg. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Whitesburg?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Whitesburg have wifi?
Absolutely! We offer over 10 house rentals with wifi in Whitesburg. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Whitesburg?
Whitesburg has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Vacation rentals in Whitesburg

Top-rated vacation rentals in Whitesburg

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Whitesburg vacation rentals

Stay near Whitesburg's top sights

Other great vacation rentals in Whitesburg

Cottage in Lynch

Apartment in Wise

Apartment in Norton

Home in Wise

Home in Wise

Apartment in Jenkins

Cabin in Partridge

Apartment in Wise

Quick stats about vacation rentals in Whitesburg

Total rentals

Wifi availability

Rentals with dedicated workspaces

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

How much does it cost to stay in house rentals in Whitesburg?

Do house rentals in Whitesburg have a kitchen?

Are there vacation rentals with a dedicated workspace in Whitesburg?

Do house rentals in Whitesburg have free parking?

Do house rentals in Whitesburg have air conditioning?

What are the most popular amenities for Apartment Rentals in Whitesburg?

Do house rentals in Whitesburg have wifi?

Are there family-friendly vacation rentals in Whitesburg?

Destinations to explore