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Great Diamond Island Holiday Rentals

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Holiday Rentals in Great Diamond Island

The Weldon Hotel
4.5 star property
9.8 out of 10, Exceptional, (84)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is AU$425
includes taxes & fees
9 Nov - 10 Nov
The Weldon Hotel
Adorable Portland getaway on the Eastern Promenade
9.8 out of 10, Exceptional, (123)
"So clean! Loved all the little notes, very helpful. Such a great location close to the water and would definitely recommend this place in the future."
United States
Lorena
The price is AU$322
includes taxes & fees
3 Nov - 4 Nov
Adorable Portland getaway on the Eastern Promenade
Ocean Front Penthouse suite, Luxurious 2-bedroom,1350 sqft,2 decks, A++ location
10.0 out of 10, Exceptional, (28)
"Great location and beautiful beach!"
United States
Susan M.
The price is AU$692
includes taxes & fees
16 Nov - 17 Nov
Ocean Front Penthouse suite, Luxurious 2-bedroom,1350 sqft,2 decks, A++ location
Sunny Spot with Private Parking.
2.0 star property
9.8 out of 10, Exceptional, (24)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
The price is AU$314
includes taxes & fees
5 Nov - 6 Nov
Sunny Spot with Private Parking.
Sunny Cottage
10.0 out of 10, Exceptional, (50)
"A great place that has everything you need, including two very accommodating hosts! Would recommend!"
United States
Paul S.
The price is AU$416
includes taxes & fees
9 Nov - 10 Nov
Sunny Cottage
Brand new charming cottage next to the pristine sandy beaches of Biddeford Pool
10.0 out of 10, Exceptional, (5)
"We had a short but amazing stay! The house was clean, welcoming and stocked with amazing bread and local provisions. We will be back!"
United States
Jodi F.
The price is AU$969
includes taxes & fees
18 Nov - 19 Nov
Brand new charming cottage next to the pristine sandy beaches of Biddeford Pool
Beautiful 1st Floor Apartment & Amazing Shower
9.0 out of 10, Wonderful, (24)
"My brother in law and I stayed here while my husband was hospitalized at the Maine Med and it was a lovely property. Everything was clean and organized, check in was easy and the hosts were responsive and kind. I would stay here again!"
United States
Lillian L.
The price is AU$276
includes taxes & fees
10 Nov - 11 Nov
Beautiful 1st Floor Apartment & Amazing Shower
Step right out to the beach! Amazing location 7 min to Portland. Unit 4
10.0 out of 10, Exceptional, (13)
"Great area, close to the beach, water views, close to Portland, and everything in the apartment worked really well. There has been a lot of attention paid as to what would make a guest's stay really awesome. "
United States
David F.
Step right out to the beach! Amazing location 7 min to Portland. Unit 4
Camp Forever cottage
9.6 out of 10, Exceptional, (56)
"Most enjoyed vacation this year.Location was beautiful. "
United States
Debra S.
The price is AU$422
includes taxes & fees
22 Oct - 23 Oct
Camp Forever cottage
Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches
10.0 out of 10, Exceptional, (2)
"Wonderful property with great ocean views! The house was very nice, comfortable and quiet. Found the bed to be very comfortable. Would highly recommend to anyone that is interested in staying in this area."
United States
James S.
The price is AU$871
includes taxes & fees
1 Nov - 2 Nov
Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches
Modern, luxurious cabin in the woods - 19
10.0 out of 10, Exceptional, (3)
"Great location to Freeport shopping. Very clean and responsive staff and management. Fun for families with children. We would have liked more room inbetween cabins, but otherwise would highly recommend."
United States
Kathleen K.
The price is AU$456
includes taxes & fees
29 Oct - 30 Oct
Modern, luxurious cabin in the woods - 19
Glorious getaway on Portland's Eastern Promenade.
9.8 out of 10, Exceptional, (169)
"We enjoyed our stay and would book again."
United States
Wayne H.
The price is AU$534
includes taxes & fees
29 Oct - 30 Oct
Glorious getaway on Portland's Eastern Promenade.
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
9.8 out of 10, Exceptional, (27)
"Great location and just the place we needed to explore Brunswick. The A/C units were welcome in the midst of the wave of warm weather! The landlord was very responsive. We’d stay there again."
United States
Dana B.
The price is AU$583
includes taxes & fees
10 Nov - 11 Nov
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Fantastic Waterfront Views
9.8 out of 10, Exceptional, (10)
"Our favorite part about our stay at this location was being able to look out the many sliding door windows to see the ocean view. It was a very relaxing place to stay. "
United States
Heather S.
The price is AU$478
includes taxes & fees
9 Nov - 10 Nov
Fantastic Waterfront Views
Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home
3.0 star property
The price is AU$1,258
includes taxes & fees
3 Nov - 4 Nov
Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home
Cozy, Elegant and Bright 2 bed in the East End
9.8 out of 10, Exceptional, (48)
"Very nice apartment. Nice area!"
United States
Jan Helge R.
The price is AU$522
includes taxes & fees
12 Nov - 13 Nov
Cozy, Elegant and Bright 2 bed in the East End
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
9.6 out of 10, Exceptional, (43)
"Lovely little cabin, super clean, all amenities included. You feel like you are in the country yet so close to everything. Be sure to eat at Lenny’s bar and grill with live bands nightly. Owner John super nice man. Very enjoyable stay."
United States
Susan K.
The price is AU$998
includes taxes & fees
26 Oct - 27 Oct
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Waterfront Access with Kayaks, Private Deck and a Firepit
2.0 star property
10.0 out of 10, Exceptional, (3)
" The place was wonderful!! Very peaceful and beautiful!! "
United States
Anonymous traveller
The price is AU$977
includes taxes & fees
20 Oct - 21 Oct
Waterfront Access with Kayaks, Private Deck and a Firepit
Bright & Sunny West End Apartment with Private Parking.
10.0 out of 10, Exceptional, (44)
"Adorable apartment for our family of 5 to spend a night. Great location in town. "
United States
Brandy C.
The price is AU$532
includes taxes & fees
2 Nov - 3 Nov
Bright & Sunny West End Apartment with Private Parking.
Centerview cottage
9.6 out of 10, Exceptional, (58)
"The title says it all. Property owners have their own separate house on site, along with a few other rental cottages. Properties share a common dock that is in excellent condition. Owners were super welcoming, friendly, and reachable if needed. "
United States
Chaddan M.
The price is AU$639
includes taxes & fees
27 Oct - 28 Oct
Centerview cottage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Great Diamond Island Hotel Reviews

Find out more about Great Diamond Island

Everything you need to know about Great Diamond Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Great Diamond Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Great Diamond Island holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Great Diamond Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Great Diamond Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Great Diamond Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Great Diamond Island holiday rentals we have selected for you start as low as AU$243 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Great Diamond Island rentals

At Expedia, we put the best Great Diamond Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Great Diamond Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Great Diamond Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Great Diamond Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.