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Featured Holiday Homes in Middlesboro

Fabulous view, walking distance from Flat Hollow Marina

4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,

1928 Home in the heart of Cumberland Gap

Dog-friendly lakefront house with hot tub, central AC, & mountain view

Lakefront House at Summer Breeze w/ Private Dock w/ Kayaks

Lakefront home at Tumbling Run Estates w/ Kayaks

Secluded No Wake Cove - Private Covered Dock-Screened Porch-Kayaks

Paradise Cove on Norris Lake w/ Kayaks

Waker's Paradise: Lakefront,9br/8.5ba, Private Dock,Hot Tub,Gameroom,Sleeps 32

Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina
Holiday Accommodation Middlesboro
Get the Lowdown on Middlesboro Holiday Homes
How much is a holiday home in Middlesboro?
Depending on when you visit, you can score a holiday home in Middlesboro for as little as per night. Prices vary by property class, amenities, and location, all of which you can quickly sort through on our handy search page.
How do I find the best price for a holiday home in Middlesboro?
Discover exclusive deals on Middlesboro house rentals when you book with Wotif. Once you enter the dates of your trip and number of travellers (Girls’ trip? Family getaway? We’ve got you covered.), filter the results by guest rating, budget, property class, number of bedrooms, amenities, and more. You can also use the map feature to zoom in on the neighbourhood or to view several rentals at once.
Why should I book a holiday home in Middlesboro?
Because there’s nothing better than having a private place to call your home away from home while exploring Middlesboro. When you book a holiday house in Middlesboro, you can indulge in a variety of sweet amenities and truly relax in your own space.
What is the best time to stay in a holiday home in Middlesboro?
Pack your bags and head to your rental house in , the most popular time to visit. If smaller crowds are your thing, book a holiday home in the off-season, around , when you may get more of a bargain.
How many holiday homes are available for rent in Middlesboro?
Whether you’re adventuring to Middlesboro for the first time or planning a return trip to your favourite spot, pick from 179 unique holiday homes in Middlesboro.
What amenities are available in a private holiday home?
You’ll often find most amenities you’re looking for, such as a private pool or hot tub, parking on the premises, a full-service kitchen or kitchenette, laundry and Wi-Fi. If your companion has four legs, book a pet-friendly Middlesboro accommodation so your furry pal is as comfy and cosy as can be. Keep in mind that the price of your rental will depend on how luxe the amenities are.
Why should I book a holiday home with Wotif?
You’ll find spectacular deals, book now and pay later discounts, and a massive inventory of one-of-a-kind house rentals. Save big bucks when you book your Middlesboro car hire and accommodation together into a Middlesboro holiday package. Our Price Promise means that if you find a lower price online up to 24 hours before check-in, we’ll match it and refund the difference. Do the right thing and book your Middlesboro holiday house with Wotif.
What are the cancellation and flexibility options?
We understand that plans change, so we offer thousands of holiday homes that have free cancellations. To be sure your rental can be cancelled for a full refund, filter your search by “free cancellation”. Before you book, check your rental terms, or reach out to our customer service portal for further assistance.
Middlesboro Holiday Homes essential information
Accommodation | 179 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Fabulous view, walking distance from Flat Hollow Marina , 4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky, , 1928 Home in the heart of Cumberland Gap, Dog-friendly lakefront house with hot tub, central AC, & mountain view, Lakefront House at Summer Breeze w/ Private Dock w/ Kayaks, Lakefront home at Tumbling Run Estates w/ Kayaks, Secluded No Wake Cove - Private Covered Dock-Screened Porch-Kayaks, Paradise Cove on Norris Lake w/ Kayaks, Waker's Paradise: Lakefront,9br/8.5ba, Private Dock,Hot Tub,Gameroom,Sleeps 32, Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina, Lake Front 2-Bedroom Home W/ Privacy! Beautiful Views & Numerous Amenities..., Lakefront Cedar Cove Cottage on Norris Lake |
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