Monthly Rentals in Middletown

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

Nearby monthly rentals

Top guest favorite
Guesthouse in Stephens City
5 out of 5 average rating, 17 reviews

Ventura Cottage: 360-views/HotTub/4 acres/Gym

JosetteRating, 5 stars3 weeks ago
Everything was top notch, pictures don't do the location justice. The ambiance is peaceful quiet fresh air beautiful views, the house is as listed and more, You get what you paid for. Leena is an amazing person very responsive and very hospitable. Don't think twice just book you will not be disappointed.
Guest favorite
Apartment in Winchester
5 out of 5 average rating, 16 reviews

Cameron Corner: King Bed & Office Downtown

MatthiasRating, 5 stars1 month ago
If you come to winchester VA this is the place you want to stay at. The ground floor appartement is absolutely marvellous and we felt like home right away. Jack is very proactive and was so helpful during some crazy winter days, always making sure we're well and taken good care of. The place itself is a little jewel and has everything you need for a short or even, like ours, a several weeks long stay. The kitchen is well equipped and you won't lack anything.
Guest favorite
Home in Middletown
4.93 out of 5 average rating, 103 reviews

Cozy Reliance Retreat with Beautiful Views

SaraRating, 5 stars1 month ago
Great place to stay while visiting Shenandoah National Park. Fenced in yard was perfect for our dog. Host also provided travel crib for our little one.
Superhost
Home in Middletown
4.62 out of 5 average rating, 13 reviews

Cozy Home with Valley Views

CherylRating, 5 stars1 week ago
My nieces and I had such a relaxing time at Julie's house! The place was super comfy and welcoming—perfect for lounging around and spending quality time together. Everything was clean, cozy, and thoughtfully set up, which made it really easy to feel at home. The location was great, we were able to find a local pizza place, diner and even a tea room. We will definitely be back!

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

Traveling 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.

Stay near Middletown's top sights

Cedar Creek & Belle Grove National Historical Park7 locals recommend
Shaffer's BBQ & Market5 locals recommend
Cedar Creek Battlefield Foundation4 locals recommend
*Some exclusions may apply in certain geographies and for some properties.