Owner Direct Vacation
Rentals in South End
The Best Owner Direct Vacation Rentals in South End. Explore thousands of vacation home rentals, large cabins, and villas near South End
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Explore the Best South End Vacation Homes
Looking for the perfect place to stay in South End? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic South End character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
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- luxury villas
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Why Travelers Love Using
Owner Direct to
Find South End Vacation Rentals
What makes our vacation homes stand out?

Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.

Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.

Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near South End
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Popular Neighborhoods for South End Vacation Rentals
What are the best areas to stay in South End
Discover the top neighborhoods in South End and choose a place that suits your stay.
Harrison Lenox
Harrison Lenox VACATION RENTALSMills Gallery
Mills Gallery VACATION RENTALSCalderwood Pavilion
Calderwood Pavilion VACATION RENTALSSouth of Washington
South of Washington VACATION RENTALSCathedral of the Holy Cross
Cathedral of the Holy Cross VACATION RENTALSAlliance for Cryoglobulinemia
Alliance for Cryoglobulinemia VACATION RENTALSBoston Medical Center
Boston Medical Center VACATION RENTALSCarson Beach
Carson Beach VACATION RENTALSBoston Medical Center - East Newton Campus
Boston Medical Center - East Newton Campus VACATION RENTALSBead + Fiber
Bead + Fiber VACATION RENTALSShawmut
Shawmut VACATION RENTALSColumbus
Columbus VACATION RENTALSSunday Jan 25
South End, Boston







Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our South End vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near South End
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How to Reserve Your South End Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
South End Vacation Rental FAQs
1. What are the top vacation rentals in South End?
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:
- Chic South End Studio With Patio
- Stunning South End/Back Bay Penthouse!
- 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!
- 2BR Apt Near Copley, Boston Comm, Public Library, Fenway, Back Bay, Beacon Hill
- Luxury Brownstone Condos with Private Roofdeck & Stunning City Views!
- The Chester: Penthouse One Bedroom
- Modern 2-bed, 2-bath, 4 min walk to Northeastern
2. How many vacation rentals have private pools in South End?
There are 1 vacation rentals with private pools near South End. Top-rated homes that have access to a swimming pool include:
3. Which vacation homes in South End are best for families?
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:
4. How many vacation rentals are available in South End?
Currently, the total number of properties listed in 2026 is over 295 in the South End area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in South End.