Holiday rentals near Castle Island
We found 2,581 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals near Castle Island that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the best amenities for spending time at your holiday home, such as air conditioning and Wi-Fi. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Castle Island
Showing deals for:13 Mar - 20 Mar
Image gallery for Sunlit Spacious 3BR in Heart of Downtown Boston! Guest Favorite!

10 out of 10, Exceptional, (56 reviews)
Exceptional
(56 reviews)
Sunlit Spacious 3BR in Heart of Downtown Boston! Guest Favorite!
Boston, MA
8% off
Price is NZ$9,527
for 7 nights, 1 apartment
NZ$1,361 per night
includes taxes & fees
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Find the best place to stay - Castle Island

Historic and Charming Brownstone
Sleeps 10 · 4 bedrooms · 3 bathrooms
9.8 out of 10
exceptional
(56 reviews)
Top rated rentals - Castle Island

Great property!
10 out of 10
exceptional
(77 reviews)
Super clean and beautiful! Only 25 minutes to the city and located on the water and down the street from the beach. great location!
Christine M.
Stayed Jan 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





























