Monthly Rentals in Pittsville

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

Nearby monthly rentals

Top guest favourite
Tiny home in Parsonsburg
4.98 out of 5 average rating, 48 reviews

Cozy Cottage Hideaway

KendallRating, 5 stars1 day ago
I unfortunately came down with an illness right before we were supposed to stay. Kenny and Kim were very kind about our last minute cancellation. Very much appreciated their understanding and responsiveness.
Top guest favourite
Guest house in Selbyville
5 out of 5 average rating, 8 reviews

Drifted Pines

WasiymaRating, 5 stars5 days ago
We loved this place. It looked exactly like the pictures, spotless with a wonderful inviting smell. We stayed on the second floor which has its own entrance and balcony. The grounds have so many beautiful trees, we even seen wild blueberries. Anne’s place is very private and she is kind. We hope to return before the summer is out.
Guest favourite
Tiny home in Salisbury
4.85 out of 5 average rating, 136 reviews

Cattail's Branch

AndyRating, 5 stars1 week ago
Angela's place was great! It was the perfect location for what we were looking for (close to Johnson WMA and Salisbury). The porch is beautiful and backs up right to the woods/swamp. It wasn't too buggy, and the birds were wonderful to listen to and wake up to. The living area and kitchen were perfect, and we loved that it was dog friendly. We would definitely say again!
Top guest favourite
Guest suite in Hebron
4.99 out of 5 average rating, 81 reviews

Comfortable, private country stay

MarciRating, 5 stars1 week ago
A Home Away From Home...not the usual airbnb. Teresa makes sure you know your stay matters, instantly becoming a guest in her beautifully comfortable home, not just a room renter. Appreciating the natural beauty and wildlife of the property made my stay so tranquil, especially in the early mornings on the luscious hassock watching the bluebirds in their home, and the cardinals, robins, squirrels, rabbits, ducks, and geese...moonrise in the evening... And my kitchen and desk should be so well equipped with such quality items! (no leftover junk items)... and the most comfortable huge bed and quality sheets that made me feel so luxurious... AGAIN ...not like an old airbnb afterthought of a room...like going home to Mom's house for a holiday... Thank you Teresa for all you do... but mostly for being the beautiful woman you are, inside and out...that's the reason to come. I wish you a life that truly makes you happy... we Travelers are so blessed to find you there in our life.

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.
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  4. Wicomico County
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  6. Monthly Rentals