Guests
2
Bedrooms
0+
Bathrooms
0+
Availability
Instantly Bookable
Nightly Budget
$10 - $1,000+
Rate
Nightly
Weekly
Monthly
Amenities
Show More
Pets
Internet
Pool
Parking
Home Type
Show More
House
Apartment
Hotel Room
Cabin
Keywords
Ex: Beach, Downtown, Lake...

219 South Boston Holiday Rentals

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews.
Compare South Boston holiday rentals from 6 rental sites including HomeAway, Booking.com, TripAdvisor and more, from $49 a night.

South Boston Information

Vacation Rentals in South Boston

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, South Boston offers 218 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in South Boston start at an average price of $374 a night with long-term rentals averaging $25 a month.

These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 193 of South Boston’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 18 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 179 vacation home rentals.

Traveling with your dog or cat? Choose from 35 pet-friendly rentals in South Boston that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go!

Search properties from 6 vacation rental sites in South Boston where the top providers in that area are HomeAway, Booking.com, and TripAdvisor. There are 59 HomeAway rentals, 58 Booking.com short term rentals and 49 TripAdvisor vacation rentals.