Stay well, then step out and discover Side Harbor.
Best Stays by Sonder
Side Harbor
Find places to stay in Side Harbor. Choose from apartment-style stays and boutique hotels for weekend breaks, business trips, and longer city stays.
Travelers
Popular stays in Side Harbor
Start where you want to be in Side Harbor. Then compare space, amenities and style.
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Private Pool -
Private Beach -
Oceanfront -
Hot Tub
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Private Beach
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Oceanfront
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Hot Tub
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Breakfast
Close to everything worth your time.
Stay genuinely central in Side Harbor when you want dinner, sights, and the best neighborhoods within an easy walk, without sorting through places too far from the reason you came.
Sonder hasn't arrived in Side Harbor yet. You may like these stays from trusted partners
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Private Pool
-
Private Beach
-
Oceanfront
-
Hot Tub
-
Private Beach
-
Oceanfront
-
Hot Tub
-
Breakfast
Side Harbor answers before you book.
There are a lot of options in Side Harbor. If you plan on staying in the Side Harbor area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Side Harbor:
Currently, the total number of properties listed in 2026 is over 65 in the Side Harbor area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Side Harbor.