Monthly Rentals in Middlesboro

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

Nearby monthly rentals

Top guest favourite

Cottage in Middlesboro

4.97 out of 5 average rating, 183 reviews

The Cottage

PaulRating, 5 stars2 weeks ago

Really appreciated that no hassle booking and responsiveness. We were just looking for something quiet where we could sleep and this place certainly met that criteria. It definitely has been taken care of and is suitable to the eye. I think the host has put together a really good space for people and I felt comfortable as did my guest with me.

Guest favourite

Guesthouse in Middlesboro

4.95 out of 5 average rating, 85 reviews

Pumpkin Patch

DavidRating, 5 stars2 days ago

A clean, peaceful, well appointed bungalow, at a fair price!! And just meeting Isiah was worth the stay!! Thanks, David

Top guest favourite

Guesthouse in Pioneer

4.96 out of 5 average rating, 168 reviews

Cozy Cabin at GoodSoil Farms

JoanneRating, 5 stars2 months ago

My husband and I visited to celebrate Valentine’s Day and it was absolutely perfect. We loved the beautiful serene setting and the comfortable and quaint cabin. Highly recommend 🙏🏻

Guest favourite

Home in Speedwell

4.96 out of 5 average rating, 228 reviews

Guest house in the country with a beautiful view

MelanieRating, 5 stars1 month ago

Amy’s place was perfect in every way! Exactly as it looks from the pictures, quiet, and close by to LMU and Cumberland Gap. We would definitely stay here every time we come for a visit!!

Explore all

The comforts of home and great monthly rates

Fully furnished rentals

From peaceful mountain cabins to convenient urban apartments, these furnished rentals have all the amenities of home.

Digital nomads & travelling professionals

Comfortable accommodations for nomadic and remote working professionals with wifi and dedicated work spaces.

Delight included

Sometimes the destination is the accommodation. From cliffside cabins to tranquil houseboats, these rentals are full of unique features.

Pets welcome

Discover places to stay that accommodate pets, so you can bring your four-legged friend along.

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 vacation rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

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

Looking for corporate housing?

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

Popular amenities for monthly rentals

Kitchen

Wifi

Pet friendly

Laptop-friendly workspace

Free parking on premises

Corporate Housing

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.