Holiday rentals near Little Bay
We found 706 holiday rentals — enter your dates for availability
Scroll through and discover holiday rentals close to Little Bay that provide the perfect home base for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you need and want for your stay, which might include Wi-Fi and a fireplace. At the end of the day, you'll find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Little Bay
Showing deals for:15 May - 22 May
Image gallery for Large East Hampton house with heated pool and home gym - fully fenced

9.8 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
Large East Hampton house with heated pool and home gym - fully fenced
East Hampton
12% off
Price is AU$17,999
for 7 nights, 1 home
AU$2,571 per night
includes taxes & fees
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Condo/Apartment
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Find the best place to stay - Little Bay

4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill
4 bedrooms · 1.5 bathrooms
9.8 out of 10
exceptional
(79 reviews)
Top rated rentals - Little Bay

Magical oasis on Shelter island
10 out of 10
exceptional
(28 reviews)
We stayed at Edward and Tracy’s oasis in Shelter island for a month. Words cannot express the magic of this house and property. We created lifelong memories, taking advantage of the amazing view, lawn and dock.
We came during C-19 to shelter in place and escape NYC and there couldn’t have been a more perfect place with ample workstations, super fast wifi, a kitchen with all the gadgets for your at-home chef dreams and tranquility in the beautifully made up bedrooms that felt like you were in a boutique hotel! Edward and Tracy really made us feel safe, making sure we had ample supplies and ensuring the house was fully sanitized before we stayed.
There is so much to do at the property that you don't ever need to leave including swimming off the dock, lovely picnics on the lawn at sun set, grilling on the patio, taking a bath that overlooks the water and meditating on the dock. This was perfect for us to shelter in place in shelter island :) Although we never really needed to leave we do highly recommend the lobster and oysters from Commander Cody after going for hikes in the nature preserve a mile away…!
We couldn’t recommend their home more, we feel very grateful for Edward and Tracy opening up their house and they were an absolute pleasure in all of our communications and all. We cannot wait to go back. Thank you Edward and Tracy!
Negar A.
Stayed May 2020
- 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

















