South End Vacation Rentals

There are a lot of options in South End. If you plan on staying in the South End area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in South End:

• Stunning South End/Back Bay Penthouse!
• Chic South End Studio With Patio
• Great South End/Back Bay location, 1 bed condo near T station
• Beautiful Boston Brownstone!
• ASTONISHING 1 BEDROOM PARLOR, WELL APPOINTED, -SOUTH END BOSTON -BEST LOCATION
• *NEW* 3 BR South End Duplex with A/C steps to Downtown!
• Boston 2BR Apt Near Copley,Comm,Prudential Center,Library,Fenway,Back Bay,MGH
• Luxury Brownstone Condos with Private Roofdeck & Stunning City Views!
• The Chester: Penthouse One Bedroom
• The Chester: Hip, Renovated, South End

There are 2 vacation rentals with private pools near South End. Top-rated RBO homes that have access to a swimming pool include:

• Blueground South End gym wd nr groceries BOS-1022
• S End Loft w Pool Art Gallery Steps to T BOS-356

If you are looking for a family-friendly vacation home in South End, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in South End:

• Boston 2BR Apt Near Copley,Comm,Prudential Center,Library,Fenway,Back Bay,MGH
• Enjoy Boston Private Patio On Montgomery Park
• Furnished Apartment near BMC

Currently, the total number of properties listed by Rent By Owner in 2026 is over 296 in the South End area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in South End. 

The cancellation policy varies depending on the host and specific listing. To ensure you understand the terms, please review the cancellation details provided in the rental listing or contact the property owner directly.

Check-in and check-out times are determined by the individual host and are specified within each rental listing. Make sure to read these details carefully or reach out to the property owner for clarification.

Use the search filters available on the booking platform to narrow down options by amenities, price, and location within the area. Reading reviews and contacting hosts can also help ensure you select the best fit for your stay.

Safety features and security protocols vary by property. Check the listing details for information on locks, security systems, or other safety measures, and contact the owner if you have specific concerns.

Modifications to your reservation depend on the host’s policies and availability. It is recommended to contact the host directly through the platform to discuss extending your stay or making changes to your booking.