Monthly Rentals in Cumberland Gap

Discover long-term rentals that feel like home, for stays of a month or longer.

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Nearby monthly rentals

Enter dates and number of guests to see the total trip price including additional fees and taxes, and rounded up to the nearest integer.

Guest favourite

Guest suite in Cumberland Gap

4.91 out of 5 average rating, 188 reviews

The Inn over Angelo's

DeanRating, 5 stars3 weeks ago
This was an amazing find in the middle of nowhere! The Cumberland Gap offers beautiful scenery but limited lodging options, and Kevin’s place was a gem. The unit was incredibly spacious with fascinating historical architecture and furnishings. The restaurant and bar downstairs were perfect for dinner and entertainment during our one-night stay as we passed through on our return to Michigan from a holiday trip to Florida. We traveled with our two teenage sons and our golden doodle—our kids especially loved the shuffleboard game in the unit. Kevin’s communication was prompt, friendly, and helpful throughout. We highly recommend this unique stop and can’t wait to return!
Guest favourite

Cottage in Middlesboro

4.97 out of 5 average rating, 166 reviews

The Cottage

GeorgeRating, 5 stars1 week ago
This place was simply amazing. We were looking for a quick getaway and this didn’t not disappoint. What a great little area rich with history! Would book again for sure .
Guest favourite

Guesthouse in Middlesboro

4.95 out of 5 average rating, 80 reviews

Pumpkin Patch

ArtRating, 5 stars1 month ago
This was a great place to stay, easy in and out, great amount of parking. Sorry that we forgot to strip the beds when we left.
Guest favourite

Home in Speedwell

4.96 out of 5 average rating, 224 reviews

Guest house in the country with a beautiful view

JessicaRating, 5 stars1 month ago
A cozy, quiet home base with a beautiful mountain backdrop. Amy left some thoughtful treats and teas, and the cheery, relaxed style of the cabin made me feel welcome. The full kitchen and spacious bathroom were much appreciated.

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term holiday rentals and a single monthly payment without additional charges.*

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Work-friendly spaces for digital nomads

Travelling professional? Find a long-term stay with high-speed Wi-Fi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.
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