South End vacation rentals
We found 42 vacation rentals — enter your dates for availability
Discover a selection of vacation rentals in South End that are perfect for your trip. Vacation homes offer the amenities you expect for your family, friends, or furry companion, such as WiFi and a pool. At the end of the day, you're sure to find a rental that has what everyone needs, including a place that is accessible or non-smoking.
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Wentworth Gardner and Tobias Lear Houses
Find the best place to stay - South End

Downtown Escape ❤️ Deck, Fireplace, 95 WalkScore
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.8 out of 10
exceptional
(60 reviews)
Top rated rentals - South End

Fantastic host in beautiful historic home plus great location!
10 out of 10
exceptional
(23 reviews)
Rob is the best host - communicative, leaving treats, checking in, and has a positive and warm demeanor. The property is gorgeous with original details from the time period but modern comforts. The location cannot be beat - walk everywhere and water views on all your walks. Steep stairs were a slight concern for older family members but they were able to navigate them. The oven that is more modern and easy to use is not in the main kitchen which was one small inconvenience. And the lighting is dim - no overhead lights as that is in keeping with the time period of the home. But those were very small issues - overall the stay was really just wonderful. We would strongly recommend booking this property with Rob! You won't regret it.
Angela B.
Stayed Sep 2023
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value








