Middlesboro holiday lettings

Why visit Middlesboro

• Outdoor Adventures: Middlesboro is a haven for outdoor enthusiasts, offering numerous national parks and recreational areas for hiking, fishing, and exploring.
• Stunning Scenery: Surrounded by breathtaking landscapes, visitors can enjoy the natural beauty that the region has to offer.
• Charming Communities: Experience the warm hospitality of friendly locals and explore the quaint neighbouring towns.
• Variety of Accommodations: Choose from a range of lodging options, including cozy cabins and convenient condos, to suit every budget.
• Winter Activities: Middlesboro provides opportunities for winter sports and activities, making it a year-round destination.

Popular types of accommodation in Middlesboro

Discover a variety of vacation rentals in Middlesboro, perfect for your getaway. Whether you prefer the charm of private holiday homes, the rustic appeal of cabins, or the convenience of condos, we have options to suit every taste and budget. Our selection includes Middlesboro apartments and affordable home rentals, ensuring you find the ideal base for your adventures. Explore your options and enjoy a memorable stay in this delightful town.

• Houses: The most sought-after option in Middlesboro, ideal for families or groups seeking a homely atmosphere.
• Cabins: A charming choice for those wanting a rustic retreat, surrounded by nature's beauty.
• Condos: A convenient and comfortable option, perfect for couples or small families wanting modern amenities.
• Cottages: Quaint and cozy, these rentals offer a delightful escape with a touch of character.
• House Boats: An adventurous stay on the water, providing a unique perspective of Middlesboro.**

Top attractions in and around Middlesboro

Middlesboro, Kentucky, is a fantastic destination for outdoor enthusiasts and adventure seekers. Surrounded by stunning scenery, visitors can explore local national parks, parks, and marinas that cater to families and adventurers alike. Whether you're planning a day out with the family or seeking thrilling outdoor experiences, Middlesboro offers a variety of attractions to ensure a memorable holiday.

• Cumberland Gap National Historical Park: Located a mere 1.2km from Middlesboro, this national park offers breathtaking scenery and a wealth of outdoor adventures. It's a perfect spot for hiking, exploring historical trails, and immersing yourself in nature's beauty.
• Bell County Historical Society Museum: Situated in Middlesboro, this museum is a treasure trove of local culture and history. Visitors can delve into the region's past through fascinating exhibitions and artefacts that highlight the area's rich heritage.
• C.W. Gose Municipal Park: Just 8.1km away, this eco-friendly park is ideal for families seeking outdoor fun. It features playgrounds, picnic areas, and nature trails, perfect for a relaxing day out in a picturesque setting.

Things to do recommended for couples

For a romantic getaway in Middlesboro, explore the stunning scenery at Pine Mountain State Resort Park, where you can hike together or enjoy a picnic. Don't miss a sunset stroll by the beautiful Cumberland Gap, the perfect backdrop for memorable moments as a couple.

Things to do recommended for families

Families visiting Middlesboro can explore the serene Wilderness Road State Park, just 6.8km away, perfect for relaxation and outdoor activities. Additionally, New Tazewell Municipal Park, located 8.1km from Middlesboro, offers a delightful environment for family picnics and leisurely strolls.

Things to do recommended for groups

Groups visiting Middlesboro can indulge in retail therapy at the Middlesboro Mall, enjoy a round of golf at the nearby Wasioto Winds Golf Course, or relax and socialise at the Middlesboro Country Club, all while soaking in the vibrant local atmosphere.

What do I need to keep in mind when booking a vacation in 'Middlesboro

If you're travelling with a group, family, pets, or planning an extended stay, be sure to use the appropriate filters to match your priorities. Here are some helpful booking tips for Vrbo.

• Traveling to Middlesboro with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
• Traveling to Middlesboro with young kids: Embarking on a journey with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable facilities, like a private swimming pool. Additionally, it's wise to take into account your closeness to attractions that are suitable for families.
• Taking your pets with you to Middlesboro: For many, a family holiday wouldn’t be the same without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
• Planning for a long term stay visiting Middlesboro: If you’re in search of holiday rentals with offers for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Middlesboro

Middlesboro, Kentucky, offers a delightful mix of outdoor adventure and stunning scenery, perfect for a relaxing getaway. Nestled amidst friendly communities, visitors can explore nearby towns and enjoy winter activities, all while soaking in the charming atmosphere. Whether you're seeking budget-friendly options or thrilling escapades, Middlesboro and its surroundings provide a unique experience that caters to every traveller's taste.

• Cumberland Gap: Cumberland Gap is a charming city nestled a mere 1.9km from Middlesboro, offering visitors a wealth of outdoor adventures and stunning scenery. This area is perfect for those who cherish nature, with activities like hiking and camping readily available in the nearby national and state parks. The recreational areas provide excellent opportunities for exploration and relaxation. Travellers can immerse themselves in the breathtaking landscapes, making Cumberland Gap a delightful destination for adventure seekers and nature enthusiasts alike.
• Harrogate: Located just 2.5km from Middlesboro, Harrogate is a picturesque city that beckons outdoor lovers with its scenic beauty and adventurous spirit. Visitors can explore the nearby national state park, which is perfect for hiking and enjoying the great outdoors. The area also features a serene lake, ideal for a leisurely day of fishing or picnicking. Additionally, educational opportunities abound, making Harrogate a well-rounded destination for those seeking both adventure and knowledge in a tranquil setting.
• Shawanee: Shawanee, a quaint village situated 3.1km from Middlesboro, is an excellent spot for those looking to indulge in outdoor pursuits and scenic vistas. The local recreational area offers ample opportunities for activities such as hiking and exploring, while the presence of a shopping centre provides a unique blend of leisure and convenience. With its proximity to national parks and historical sites, Shawanee invites visitors to discover the rich heritage and natural beauty of this enchanting region.

Best time to go to Middlesboro

If you're planning a trip to Middlesboro, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	34.9°F (1.6°C)	Light Rain	Mostly Cloudy	Average	Average
February	39.6°F (4.2°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
March	47.3°F (8.5°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
April	56.1°F (13.4°C)	Light Rain	Mostly Sunny	Slightly High	Slightly Low
May	64.9°F (18.3°C)	Light Rain	Mostly Sunny	Average	Average
June	72.3°F (22.4°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	75.2°F (24.0°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	73.8°F (23.2°C)	Light Rain	Mostly Sunny	Average	Slightly High
September	68.4°F (20.2°C)	Light Rain	Mostly Sunny	Average	Average
October	57.4°F (14.1°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	46.2°F (7.9°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	40.5°F (4.7°C)	Light Rain	Mostly Cloudy	Slightly Low	Average

Booking with Vrbo is simple

Are you hoping to cut costs on your next getaway? It might be beneficial to remain flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to considerable savings. To discover the perfect Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s cutting-edge Trip Board offers you an efficient way to plan your journeys. You can start new trips, pick up from where you last stopped, or manage and review your travel plans. All the properties you’ve previously saved or booked are conveniently accessible under Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.