Monthly Rentals in Shepherdstown

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

Nearby monthly rentals

Guest favorite
Apartment in Shepherdstown
4.96 out of 5 average rating, 136 reviews

Downtown Modern 2BR step from dining and shopping

JimRating, 5 stars1 week ago
Very clean apartment for a family of 4 to explore the area. We loved being able to walk to restaurants, cafes, main street, and river. Short drive to C & O canal for biking.
Top guest favorite
Guest suite in Shepherdstown
4.99 out of 5 average rating, 234 reviews

Private Suite in Shepherdstown WV

EmmaRating, 5 stars6 days ago
We stayed at Diane’s place for a best friend weekend trip! It was amazing! Everything clean and comfortable and spacious inside with a BEAUTIFUL outdoor patio and deck. We enjoyed hanging out in the back area and eating a picnic lunch there. What an oasis. The house is 2 blocks away from the Main St of town, on the most quaint and wonderful tree lined street. As a host, Diane was helpful and communicative and we had a lovely stay! 10/10 would absolutely recommend and return :)
Top guest favorite
Apartment in Shepherdstown
4.95 out of 5 average rating, 344 reviews

Downtown: Explore Shepherdstown from cozy 1br apartment

JennineRating, 5 stars1 week ago
We loved our stay! Zeb is a fantastic host. The apartment was spotless and exactly as described. It felt cozy, warm, and inviting. Zeb thought of everything and paid attention to the small details. The kitchen was well stocked and I was especially pleased with the little coffee station. The towels in the bathroom were nice and thick. The bed linens were soft and the mattress was extremely comfortable. There were plenty of extra pillows and blankets for the sofa bed, if needed.  The location is great and parking was easy. There are lots of places to hike or bike ride in the area, if you like that sort of thing. We could easily stroll into town and pop into the shops– there is an ice cream shop next door that was absolutely delicious.  I highly recommend staying here and would come back again.
Guest favorite
Farm stay in Shenandoah Junction
4.94 out of 5 average rating, 165 reviews

Historic Rockdale Private Studio Apartment

TusharRating, 5 stars6 days ago
What a magical little getaway! From the moment we arrived, we were welcomed by the actual highlight of the trip—Roo, the friendliest dog you’ll ever meet. Playing with her instantly set the tone for a fun and cozy stay. The host was incredibly responsive and made sure everything was perfect throughout our stay. The place itself was super comfy, clean, and had everything we needed. The custom kitchen and heated bathroom floors were a lovely touch. I even got some work done (courtesy: their upgraded starlink internet) without any hiccups, and we spent our downtime watching shows and just enjoying the peace. It felt like a peaceful escape from everyday life. The walking trails were well-groomed, and we even got to interact with the adorable goats. Honestly, it was exactly what we needed to hit pause on real life and enjoy a slower, sweeter pace. All in all, it was an amazing farm staycation Highly recommend!

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 Shepherdstown's top sights

Bavarian Inn, Resort and Brewing Company47 locals recommend
Blue Moon Cafe47 locals recommend
Press Room43 locals recommend
Maria's Taqueria23 locals recommend
The Mecklenburg Inn23 locals recommend
Opera House19 locals recommend
*Some exclusions may apply in certain geographies and for some properties.