Monthly Rentals in Middleburg

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

Nearby monthly rentals

Top guest favorite
Cottage in Henderson
4.95 out of 5 average rating, 43 reviews

Kerr Lake sunsets at Cypress Cove Cottage

DanielRating, 5 stars1 week ago
The Cottage was perfect us this week. We used it for our place to stay for our fishing tournament. It was very clean inside and out. Had plenty of room for our boats. Beth was very informative and a great host. Would highly recommend it to anyone looking for a cozy lakefront location.
Top guest favorite
Tiny home in Henderson
5 out of 5 average rating, 23 reviews

The Tiny House at Wishing Creek

KrishiRating, 5 stars1 week ago
An absolute hidden gem in the heart of nature. This cozy cabin, tucked away on serene farmland, was everything I didn’t know I needed. Waking up to the sound of birds, watching the sun melt into the fields in the evening, and stargazing by the firepit made this one of the most peaceful escapes I’ve ever had. The cabin itself was spotless, thoughtfully decorated, and felt like a warm hug from the countryside. The host was super kind and welcoming, even got treats and toy for my puppy. If you’re craving simplicity, fresh air, and a break from city chaos — this is your place. Can’t wait to come back.
Guest favorite
Guesthouse in Warrenton
4.9 out of 5 average rating, 30 reviews

Adorable Garden Loft - Downtown Warrenton

KylaRating, 5 stars1 week ago
Cute, peace, a little haven surrounded by just the right amount of nature. Felt so private and safe. My daughter loved the comfortable bedroom. Monica was extremely accommodating and gracious.
Top guest favorite
Home in Henderson
4.95 out of 5 average rating, 20 reviews

Satterwhite Retreat

JenniferRating, 5 stars6 days ago
Everything was exactly as described and Jerry responded quickly to all my questions. The home was very clean and fit my needs well.

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