Book Holiday Homes in Harlan

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Featured Holiday Homes in Harlan

Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

Middlesboro
Stay at this vacation home in Middlesboro. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Bell County Historical Society Museum ...
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)

Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)

Harlan
Stay at this vacation home in Harlan. Enjoy a water park, a garden, and cable/satellite TV service. Popular attraction Rapid River Lodge & Water Park is located ...
Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)
Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)

Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)

Harlan
Stay at this vacation home in Harlan. Enjoy a water park, a garden, and patios. Popular attraction Rapid River Lodge & Water Park is located nearby.
Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)
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Rio House Retreat

Rio House Retreat

Tazewell
Stay at this vacation home in Tazewell. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attraction Tate Springs Historic Site is located ...
Rio House Retreat
The House on Park Avenue

The House on Park Avenue

3.5 out of 5
202 Park Ave, Pineville, KY
The price is NZ$770 per night from 6 Jan to 7 Jan
NZ$770
includes taxes & fees
6 Jan - 7 Jan 2025
Stay at this 3.5-star vacation home in Pineville. Enjoy free WiFi, free parking, and a garden. Popular attractions Pine Mountain State Resort Park and Wasioto ...
The House on Park Avenue
A beautiful colonial house with breathtaking views of the Cumberland Gap Mnts!

A beautiful colonial house with breathtaking views of the Cumberland Gap Mnts!

Harrogate
The price is NZ$1,143 per night from 27 Dec to 28 Dec
NZ$1,143
includes taxes & fees
27 Dec - 28 Dec
Stay at this vacation home in Harrogate. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions The Pinnacle and Cumberland ...
A beautiful colonial house with breathtaking views of the Cumberland Gap Mnts!
1928 Home in the heart of Cumberland Gap

1928 Home in the heart of Cumberland Gap

Cumberland Gap
The price is NZ$450 per night from 2 Jan to 3 Jan
NZ$450
includes taxes & fees
2 Jan - 3 Jan 2025
Stay at this vacation home in Cumberland Gap. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Cumberland Gap National Historical ...
1928 Home in the heart of Cumberland Gap
Blissful Bungalow across from LMU campus

Blissful Bungalow across from LMU campus

Harrogate
Stay at this vacation home in Harrogate. Enjoy free WiFi, balconies, and an in-room coffeemaker. Popular attractions The Pinnacle and Cumberland Gap National ...
Blissful Bungalow across from LMU campus
Harrogate Home Mountain View’s Dog Friendly

Harrogate Home Mountain View’s Dog Friendly

Harrogate
The price is NZ$571 per night from 24 Dec to 25 Dec
NZ$571
includes taxes & fees
24 Dec - 25 Dec
Stay at this vacation home in Harrogate. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions The Pinnacle and Cumberland Gap National ...
Harrogate Home Mountain View’s Dog Friendly
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Harlan Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Harlan vacation homes are the perfect way for you to wing it.

Holiday houses in Harlan let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Harlan in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Harlan adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Harlan with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Harlan vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Harlan Holiday Homes essential information

Accommodation
21 Holiday Homes
Lowest Price
NZ$106
Highest Price
NZ$1,143
Popular accommodation
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals., Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas), Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion), Rio House Retreat, The House on Park Avenue, A beautiful colonial house with breathtaking views of the Cumberland Gap Mnts!, 1928 Home in the heart of Cumberland Gap, Blissful Bungalow across from LMU campus, Harrogate Home Mountain View’s Dog Friendly

Top trending hotels in Harlan

Quality Inn

Quality Inn

2.5 out of 5
2608 South Highway 421, Harlan, KY
Fully refundableReserve now, pay when you stay
The price is NZ$169 per night from 26 Dec to 27 Dec
NZ$169
includes taxes & fees
26 Dec - 27 Dec
Book a stay at this business-friendly hotel in Harlan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Quality Inn
Rodeway Inn

Rodeway Inn

2 out of 5
355 Skidmore Drive, Harlan, KY
Fully refundableReserve now, pay when you stay
The price is NZ$106 per night from 12 Jan to 13 Jan
NZ$106
includes taxes & fees
12 Jan - 13 Jan 2025
Stay at this motel in Harlan. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
Rodeway Inn
Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)

Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)

Harlan
Stay at this vacation home in Harlan. Enjoy a water park, a garden, and patios. Popular attraction Rapid River Lodge & Water Park is located nearby.
Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)
Save an average of 15% on thousands of hotels when you're signed in
Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)

Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)

Harlan
Stay at this vacation home in Harlan. Enjoy a water park, a garden, and cable/satellite TV service. Popular attraction Rapid River Lodge & Water Park is located ...
Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)
Don't see what you're looking for?
See all available properties in Harlan
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.