Monthly Rentals in South Boston

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

Nearby monthly rentals

Guest favorite
Home in South Boston
4.83 out of 5 average rating, 12 reviews

Farm Life, Close to Town

RebeccaRating, 5 stars10 months ago
We loved Audra’s place! So great to be able to stay somewhere where you aren’t cramped all together. Audra was very friendly and checked in on us regularly. She really had it all and the s’more’s kit was a big hit with us we had so much fun!
Guest favorite
Home in South Boston
4.92 out of 5 average rating, 12 reviews

Bright Leaf Haskins

NaadirahRating, 5 stars1 week ago
I came to South Boston for a funeral service and originally booked a hotel but was disappointed and quickly canceled after I arrived. I found this airbnb last minute and the host responded right away and were so helpful. I couldn’t have asked for a better last minute situation. The transition from the hotel to the Airbnb was super easy and immediately felt at home. It was enough space for myself and my family. When I come back to visit family, I will definitely stay here again!
Top guest favorite
Home in Halifax
4.98 out of 5 average rating, 43 reviews

"The Guest House of Halifax"

ChristinaRating, 5 stars1 day ago
Susan and Ray were incredible hosts! Their home was filled with extra amenities to make you feel comfortable and right at home. We were in town for my sister’s wedding and their home was an excellent location for dinners with family and getting to and from the wedding in a short time. Susan even offered to help us do the grocery shopping and stocking of the fridge before our arrival! In all of my Airbnb rental experiences, I have never met more gracious hosts!
Guest favorite
Apartment in South Boston
5 out of 5 average rating, 13 reviews

Quiet Downtown Apartment

GeorgeRating, 5 stars5 months ago
Great value. Peaceful and Private can't wait to my next stay

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 South Boston's top sights

South Boston Speedway8 locals recommend
Southern Plenty7 locals recommend
BISTRO 18886 locals recommend
The Berry Hill Resort & Conference Center5 locals recommend
Windmill Farm Bake Shop4 locals recommend
Mi Carreta Mexican Grill3 locals recommend
*Some exclusions may apply in certain geographies and for some properties.