Holiday rentals near Little Diamond Island
We found 591 holiday rentals — enter your dates for availability
If you'd like to stay close to Little Diamond Island, scroll through and discover holiday rentals to find the perfect one for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the amenities that you need and want, which might include parking and a fireplace. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Little Diamond Island
Showing deals for:2 Jan - 9 Jan
Image gallery for Kayak, swim, fish, walk to restaurants, breweries, 19 min to Old Port

9.8 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)
Kayak, swim, fish, walk to restaurants, breweries, 19 min to Old Port
Westbrook, ME
13% off
Price is AU$13,330
for 7 nights, 1 home
AU$1,904 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find the best place to stay - Little Diamond Island

Historic Island Cottage, 5BR
Sleeps 8 · 5 bedrooms · 1+ bathroom
9.8 out of 10
exceptional
(14 reviews)
Top rated rentals - Little Diamond Island

Great base for a Portland stay.
10 out of 10
exceptional
(220 reviews)
This apartment was a very comfortable base for a stay in Portland. It was very clean and a great size for the two of us. We greatly appreciated the two large walk-in style robes that accommodated our large suitcases. The kitchen was well set up for those who might want to cook. I’d highly recommend this apartment to anyone considering a visit to Portland.
Mary M.
Stayed June 2023
- 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