Photo by Joel Hayden
Holiday rentals near Chestnut Street
We found 2,175 holiday rentals — enter your dates for availability
Choose the perfect private holiday rental that's near Chestnut Street. Holiday homes provide the amenities that you need and want for you and your friends, family or even pets, such as air conditioning and a pool. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Chestnut Street
Showing deals for:30 Jan - 6 Feb
Image gallery for Stunning Views by the Bay 2BR
9.4 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
Stunning Views by the Bay 2BR
Brisbane, CA
8% off
Price is AU$17,303
for 7 nights, 1 home
AU$2,472 per night
includes taxes & fees
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Find the best place to stay - Chestnut Street
Spacious Serene Sanctuary-Minutes to SF and Muir Woods
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.0 out of 10
wonderful
(43 reviews)
Top rated rentals - Chestnut Street
Richmond San Fran
10 out of 10
exceptional
(105 reviews)
Great property for our group of 5 couples 50-60. Good size bedrooms and comfortable beds, plenty of bathroom options and a very quiet location on a no through road. Very helpful hosts who had great local recommendations.
Michael E.
Stayed July 2025
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value