Best Vacation Rentals in Cumberland Gap

Located in Middlesboro, 11 miles from Wasioto Winds Golf Course, Suburban Studios Middlesboro has accommodations with a seasonal outdoor swimming pool, free private parking and a restaurant. This 3-star hotel has air-conditioned rooms with a private bathroom. Pine Mountain State Resort Park is 13 miles from the hotel. A continental breakfast is available at the hotel. Guests at Suburban Studios Middlesboro will be able to enjoy activities in and around Middlesboro, like hiking, fishing and cycling. The reception at the accommodation can provide tips on the area.

- "Great rooms & helpful staff."

Hotel with free breakfast, near Cumberland Gap National Historical Park
This smoke-free hotel features a fitness center, a 24-hour business center, and a business center. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, laundry facilities, a 24-hour front desk, and a computer station are onsite.
Housekeeping is available on request.
Sleep Inn & Suites Middlesboro offers 50 accommodations with safes and coffee/tea makers. 32-inch flat-screen televisions come with cable channels. Guests can make use of the in-room refrigerators and microwaves. Bathrooms include bathtubs or showers, complimentary toiletries, and hair dryers.

This Middlesboro hotel provides complimentary wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Housekeeping is provided daily.

- "It met our needs. " - "Great time!" - "everything was acceptable" - "Good location, clean, and friendly staff " - "Great location Quiet and clean they even have a sign up saying quiet time after 10 pm. " - "A regular hotel for us. Always clean and friendly." - "Hotel was very clean, staff were super friendly and helpful, Breakfast was good and staff working were on top of things abd very nice and helpful. We will stay again. "

Minutes from LMU, ARH, and Cumberland Gap National Historic Park, Laurel Cove Music Festival, and Pine Mountain State Resort Park offers accommodations in Middlesboro, 15 miles from Pine Mountain State Resort Park. The air-conditioned accommodation is 13 miles from Wasioto Winds Golf Course, and guests can benefit from private parking available on site and free Wifi. The vacation home features 1 bedroom, a fully equipped kitchen with a dishwasher and a microwave, a washing machine, and 2 bathrooms with a hair dryer. Towels and bed linen are offered in the vacation home. The property has an outdoor dining area. Guests can relax in the garden at the property. McGhee Tyson Airport is 73 miles from the property.

- "Our stay was exceptional! Definitely would stay here again!"

Hotel in Middlesboro with free breakfast and a fitness center
This smoke-free hotel features an outdoor pool, a fitness center, and a 24-hour business center. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a business center, conference space, and dry cleaning are onsite.
Holiday Inn Express Middlesboro by IHG offers 59 accommodations with complimentary newspapers and coffee/tea makers. 32-inch flat-screen televisions come with satellite channels. Guests can make use of the in-room refrigerators and microwaves. Bathrooms include complimentary toiletries and hair dryers.

This Middlesboro hotel provides complimentary wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Housekeeping is provided daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Friendly front reception. Very clean everywhere." - "Very clean and comfortable. Excellent customer service." - "Perfect! Friendly staff, quiet clean rooms, hot fresh breakfast…a bit expensive but…we got what we paid for! " - "Excellent experience! " - "Great hotel and amazing staff!!" - "Great stay and breakfast as usual!" - "We stayed in this hotel 4 times in last 2 years very comfortable and clean " - "Excellent service very friendly helping front office Clean rooms and breakfast service madam is so kind. We will stay here only when we back again"

The Sleep Inn & Suites hotel is convenient to area attractions including the Lincoln Memorial University, Abraham Lincoln Library and Museum and Gap Cave. Guests of this hotel, can enjoy amenities and features, including: Free Morning Medley Hot Breakfast, Free wireless high-speed Internet access, Free weekday newspaper, Free local calls, Exercise room. All spacious guest rooms offers features like flat-screen televisions, refrigerators, microwaves, coffee makers with free coffee, curved shower rods, hair dryers, desks, irons, ironing boards, safes and cable television. Select rooms have sofa sleepers. This hotel has a business center that provides corporate travelers with additional conveniences like a computer with Internet access, and access to copy and fax service. Laundry facilities are located on the premises and valet cleaning service is available. On-site parking is provided for guests. A number of restaurants and retailers are close by. Located on the Kentucky side of the Cumberland Gap, Middlesboro is minutes from Cumberland Gap National Park. This sprawling outdoor area features more than 85 miles of hiking trails, Civil War fortifications, unique geological formations and an abundance of wildlife. We do not rent for local guest

Pet Friendly • Laundry • Wellness Facilities • Air Conditioner • Fireplace/Heating • Balcony/Terrace • Sports/Activities • Parking • Guest Services • Kitchen • Barbecue/Outdoor Cooking • Business Services

Motel with free parking, near The Pinnacle
This motel features barbecue grills, free self parking, and free WiFi in public areas. Other amenities include a vending machine.
Housekeeping is available on request.
Cumberland Gap Inn offers 30 air-conditioned accommodations with coffee/tea makers and hair dryers. Rooms open to balconies or patios. Guests can make use of the in-room refrigerators and microwaves. Bathrooms include bathtubs or showers with hydromassage showerheads, and complimentary toiletries.

This Cumberland Gap motel provides complimentary wireless Internet access. Televisions come with cable channels. Change of towels and change of bedsheets can be requested. Housekeeping is provided on request.

- "cool little hotel in the middle of nowhere. " - "Love staying at Cumberland Gap Inn! Friendly staff and beautiful view! " - "Was a nice place to stay with mountain view. Very clean and reasonably priced." - "This is a neat little town! The motel was very clean, the owner was super nice!. We only stayed one night, but we hope to return in the near future. " - "Was just a quick stop on my way to Greenville to visit my brother. Staff was very friendly and helpful. Room was very clean and quiet. there was varnish/stain smell. But it didnt bother me"

Located 10 miles from Wasioto Winds Golf Course, Holiday Inn Express Middlesboro by IHG offers 2-star accommodations in Middlesboro and has a seasonal outdoor swimming pool, a fitness center and a shared lounge. Offering a tennis court, the property is located within 12 miles of Pine Mountain State Resort Park. The hotel has a grill and a 24-hour front desk. The hotel offers a buffet or American breakfast. Guests at Holiday Inn Express Middlesboro by IHG will be able to enjoy activities in and around Middlesboro, like hiking, fishing and cycling. A business center and vending machines with snacks and drinks are available on site at the accommodation. Dr Thomas Walker State Historic Site is 31 miles from Holiday Inn Express Middlesboro by IHG.

- "Very pleasant, enjoy the staff!! Very knowledgeable and kind" - "Loved the staff and cleanliness!!" - "Very good.great breakfast and very helpful staff." - "Brief stay" - "Amazing Hotel!" - "Restful" - "Very nice with no negative surprises."

Motel in Middlesboro with free breakfast and a seasonal outdoor pool
A restaurant, a seasonal outdoor pool, and laundry facilities are available at this motel. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a 24-hour front desk, a TV in a common area, and a vending machine are onsite.
Econo Lodge Middlesboro offers 100 air-conditioned accommodations with hair dryers and irons/ironing boards. Flat-screen televisions come with cable channels.

Guests can surf the web using the complimentary wireless Internet access. Additionally, rooms include complimentary toiletries and blackout drapes/curtains. Housekeeping is provided daily.

- "When you first walk in you think the beds dont look comfortable, but they actually are. Front staff was very nice, easy check in. " - "Everything was good. Not a great big breakfast but that was okay! I was pleasantly pleased when I walked into our room, it had a clean smell! That made a huge difference for me! " - "The staff was very friendly and helpful. The room was very clean. Although the property appears a little run-down on the outside, everything on the inside was very nice. "

Econo Lodge Middlesboro is located in Middlesboro, 11 miles from Wasioto Winds Golf Course and 14 miles from Pine Mountain State Resort Park. With free WiFi, this 1-star hotel has a seasonal outdoor swimming pool and a restaurant. The hotel features family rooms. Guest rooms are equipped with air conditioning, a flat-screen TV with cable channels, a fridge, a coffee machine, a shower, free toiletries and a desk. At the hotel each room is equipped with a private bathroom with a hairdryer. Econo Lodge Middlesboro offers a continental or American breakfast. Guests at the accommodation will be able to enjoy activities in and around Middlesboro, like hiking and fishing. Econo Lodge Middlesboro can conveniently provide information at the reception to help guests to get around the area.

- "Great hotel great deal" - "Always a wonderful stay!" - "We were there for a funeral, so being able to relax after was incredible" - "clean and comfortable, easy access" - "My stay was good."

Bed & breakfast in Cumberland Gap with free breakfast
This smoke-free bed & breakfast features conference space, wedding services, and free breakfast. Free WiFi in public areas and free self parking are also provided. Other amenities include multilingual staff assistance.
Housekeeping is not available.
The Olde Mill Inn Bed & Breakfast offers 8 accommodations.
The recreational activities listed below are available either on site or nearby; fees may apply.

- "Excellent stay!" - "The room was lovely and the view from the bed has a huge window looking toward the mountain. The window is totally private so you can leave the curtains open and wake up to a beautiful day. " - "Awesome to be able to walk to dinner, and the hiking trail. Breakfast was good. Place was quaint and historic" - "Very comfortable stay. Everything we needed was supplied. We needed an early, gluten free breakfast and it was there waiting for us in the refrigerator with heating instructions. Very delicious too. Everything was great. "

Offering free WiFi, Boone trail inn is located in Middlesboro, 31 miles from Walker Memorial State Park and 9.1 miles from Wasioto Winds Golf Course. Located around 11 miles from Pine Mountain State Resort Park, the motel is also 30 miles away from Dr Thomas Walker State Historic Site. The property has room service and a 24-hour front desk for guests. The rooms come with air conditioning, a flat-screen TV with satellite channels, a fridge, a coffee machine, a shower, free toiletries and a desk. The motel provides certain accommodations that have pool views, and rooms include a private bathroom with a bath. The rooms will provide guests with a microwave.

- "Spacious, clean rooms, friendly staff, and a nice bed." - "Close to store and restaurants" - "Clean, efficient stay. Can't beat the price and very quiet." - "We enjoyed the stay very much." - "Great value in the mountains" - "clean and convenient" - "Can’t beat this place for price in the area" - "Nice facilities, friendly staff." - "Fair price good accommodation." - "Worth a one night stay"

Motel in Middlesboro with a seasonal outdoor pool and a 24-hour front desk
A seasonal outdoor pool, a 24-hour front desk, and free self parking are available at this motel. WiFi in public areas is free. Other amenities include a vending machine.
Boone Trail Inn offers 24 air-conditioned accommodations with coffee/tea makers and complimentary toiletries. Flat-screen televisions come with cable channels. Bathrooms include bathtubs or showers.

This Middlesboro motel provides complimentary wireless Internet access. Business-friendly amenities include desks and phones; local and long-distance calls are complimentary (restrictions may apply). Housekeeping is provided daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Honestly i liked everything i have no complaints,The staff are very friendly and welcoming!" - "The staff are very kind n friendly people!!" - "Staff are very friendly and fair" - "The staff are very friendly the rooms are clean " - "Clean rooms. Friendly staff. 👍" - "Veto good service" - "No issues at all..the room was very clean and the owners were very nice. The pool was perfect and we really enjoyed our stay there . will definitely stay there anytime!"

The Cottage by ARH Hospital, ATV Trails, and LMU! is located in Middlesboro, just 12 miles from Wasioto Winds Golf Course and 15 miles from Pine Mountain State Resort Park. This property offers access to a terrace and free private parking. With free Wifi, this 1-bedroom vacation home offers a flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Guests can enjoy a meal on an outdoor dining area while overlooking the mountain views. This vacation home is allergy-free and non-smoking. The vacation home has a picnic area where you can spend the day outdoors. McGhee Tyson Airport is 72 miles from the property.

- "Nice place, really like the back yard with the covered area with the couches"

Hotel in Middlesboro with free breakfast and a seasonal outdoor pool
This smoke-free hotel features a restaurant, coffee/tea in a common area, and a seasonal outdoor pool. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a 24-hour front desk.
Housekeeping is available on request.
Suburban Studios Middlesboro offers 32 air-conditioned accommodations with irons/ironing boards. Kitchenettes offer refrigerators and microwaves. Bathrooms include shower/tub combinations with rainfall showerheads.

This Middlesboro hotel provides complimentary wireless Internet access. Flat-screen televisions are featured in guestrooms. Housekeeping is provided on request.

- "Terrific " - "Surprisingly a lovely stay!" - "Newly remodeled. Clean comfortable up to date. Apears run down on outside but very pleasant surprise inside. A very good value" - "Older property in downtown middlesboro. Exterior dated but interior completely redone and refurnished with modern furnishings and full sized appliances. Very comfortable bed. Quiet too. Ideal for extended stays. The pool is outside large and clean. Crystal blue water complete with patio furniture There is a very good mexican restaurant with liquor on site"

Mountain View Retreat 5 min to LMU offers accommodations in Harrogate, 16 miles from Wasioto Winds Golf Course and 18 miles from Pine Mountain State Resort Park. This property offers access to a balcony, free private parking, and free Wifi. Outdoor seating is also available at the apartment. Providing a terrace with mountain views, this apartment also offers a flat-screen TV, a well-equipped kitchen with an oven, a microwave, and a toaster, as well as 1 bathroom with a bidet and a hair dryer. For added privacy, the accommodation features a private entrance.

Balcony/Terrace • Other • Guest Services • Parking • Security/Safety • Internet • Accessibility • Air Conditioner

Escape to this beautiful home in Middlesboro KY nestled in the Appalachian Mountains. Built in 1944 and lovingly remodeled to keep the original character.

There are 4 queen beds and one twin bed, a large fully stocked kitchen with a large table for your entire family and a very relaxing front porch with rocking chairs in which to enjoy our seasonal fireflies.

The family room has a 65" TV with several streaming options and some very comfortable furniture.

Minutes from LMU, the Cumberland Gap National Park, Abraham Lincoln Library, the Wilderness Trail and fishing at Canyon Creek Lake.

Cook at home or enjoy some of the great restaurants in Middlesboro. We recommend Yamoto steakhouse which has amazing sushi and Japanese cuisine and Ike's Artisan Pizza

Welcome

- "This house is adorable. It’s set in a quiet neighborhood and has a lot of character. The owners were very attentive. We would definitely book this place in the future." - "Very clean, updated furnishings. Cozy atmosphere. Coffee & filters. Would stay again. It was really great to have everyone all in one place. " - "Very neat older home. The place has been kept up very well over the years. The kitchen area has a ton of room, and it fitted our needs extremely well. Tim was great to deal with and the place is in a very cozy community. Cool little coffee shop down the street and some unique/quaint dining just minutes away. The place was very clean and organized, with family in the area we would definitely stay here.The Smith's "

Spacious Renovated Ranch Retreat - Tackett Creek offers accommodations in Middlesboro, 15 miles from Pine Mountain State Resort Park. The air-conditioned accommodation is 13 miles from Wasioto Winds Golf Course. The villa offers both free Wifi and free private parking. The villa is composed of 1 bedroom, a fully equipped kitchen, and 2 bathrooms. A flat-screen TV is featured. The accommodation is non-smoking. McGhee Tyson Airport is 73 miles away.

Pet Friendly • Parking • Internet • Air Conditioner • Child Friendly • Security/Safety

You will love our recently remodeled 2-bedroom, 1-bath apartment in serene Cumberland Gap. Enjoy stunning mountain views and a peaceful atmosphere. The bright living space with modern décor feels like home. The second bedroom offers flexibility as an office, perfect for working remotely and a futon that folds into a double bed. With a fully equipped kitchen, in-unit washer/dryer, Roku TVs in every room, and USB charging outlets, convenience and comfort are at your fingertips. Located just 1.5 miles from Lincoln Memorial University.

- "Clean, and close to LMU campus. " - "Great place to stay. Julie was great and responsive. Close to area sites. Guiet and good for a restful get away " - "Very nice 2 bedroom unit that looks to have been renovated recently. The kitchen was small but the space was maximized nicely and had everything we needed to cook breakfast and dinner a few nights during our stay. It was comfortable and located in a quiet neighborhood with easy access to the highway.We're looking to move to that part of TN next year, and during our next trip out to look at property, we will definitely be booking with Julie again. "

Leave the stress behind at this scenic Powell River retreat! It’s a short drive to Lincoln Memorial University and Museum, Cumberland Gap National park, Chained Rock, Wilderness Road, Norris Lake, and Tacket Creek (4 wheeling) Bring your kayak and fishing poles if you wish! There are many paddling adventures that await you! Main thing is enjoy and make memories! If you have a larger group we have another cabin with accommodations up to 4 on the property as well!
The space
Kitchen is fully equipped with gas range, microwave, fridge, ect. Queen size bed and a pull out sofa! Roku TVs WiFi Dining room table seats 4 Washer and dryer AC/Heat
Guest access
Make your self at home in this beautiful country setting on the Powell River!
Other things to note
You may want to bring kayaks canoes fishing equipment if you wish! Binoculars for watching wildlife!

- "Really cool property, very secluded and beautiful - you can see the river from the front porch. The cabin itself is newly remodeled and very nice. Covered front porch with grill was nice for the rainy days. Host was friendly and responsive." - "I’m a crow caller. I was able to call in the morning while enjoying my coffee overlooking nature. We stayed two nights and look forward to our next visit. Beautiful area!" - "The property owner made sure we knew about the breaker popping. I was a little concerned not getting check-in information ahead of time, but we will definitely go back. I loved drinking my coffee on the front porch watching the river."

Craftsman “Oklahoma Kit Home” located in the heart of Cumberland Gap, Tennessee. Within walking distance of restaurants and shops, as well as the Cumberlands Gap National Historical Park. This house has 3 bedrooms and 1 bathroom, and comfortably accommodates 6. Charmingly furnished with vintage pieces. Easy to find on the main strip through town with amazing mountain views. Located directly across from Festival Park.

- "Great spot in a small town and close to a cool hike that took us to the intersection of Kentucky, Tennessee, and Virginia." - "My husband, son and myself enjoyed a nice getaway weekend at this home as our original summer plans were put on hold due to COVID. We loved the history of the home and the area. Cumberland Gap National Park is literally in the backyard of this home which was one of the main reasons of our stay here. We did quite a few hikes in the park and enjoyed a couple of meals in town. Everyone that we encountered was extremely friendly. The home was very clean and comfortable. It had everything that we needed. The small touches, such as freshly cut flowers were very much appreciated. We loved to sit out on the front porch to watch the going ons of the town. Tony was a great host and we would definitley recommend this property."