Monthly Rentals in Middletown

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

Nearby monthly rentals

Top guest favourite
Guest house in Stephens City
5 out of 5 average rating, 17 reviews

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

JosetteRating, 5 stars2 months 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 favourite
Home in Middletown
4.93 out of 5 average rating, 106 reviews

Cozy Reliance Retreat with Beautiful Views

KristinRating, 5 stars1 week ago
Perfect space for 2 humans and a pup. We were specifically looking for a fenced yard — not easily searchable on Airbnb — and feel fortunate to have found this one. A quiet little community, not too far from Skyline Drive. The cottage was very clean and inviting, and Michelle was truly hospitable and quick to respond to questions. We were glad to have brought along a 20 ft training lead for our dog to drag in the yard because the fence boards in some spots were spaced widely enough to slip through if she had wanted (she’s 40 lbs). Free roaming chickens next door kept us somewhat watchful, but mainly we were all thrilled for a spacious area where she could run. Parts of the yard were very soggy during our stay, so we regretted not having brought a few towels for paws and waterproof shoes for ourselves (unsure if this is seasonal/weather dependent or more of a perpetual drain field). Also needed to watch out for holes here and there in the grass. But all in all, a great fit for our needs!
Superhost
Loft in Winchester
4.63 out of 5 average rating, 95 reviews

Immerse yourself in Old Town #2 We'll Pay Parking!

NathanRating, 5 stars17 months ago
Charlie was an amazing host. very clean building with a lot of space. the photos are exactly as described.
Superhost
Home in Middletown
4.63 out of 5 average rating, 16 reviews

Cozy Home with Valley Views

StephenRating, 5 stars2 weeks ago
central location for NP and surrounding towns, clean and accommodating. Would stay again.

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.*

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