Great Diamond Island Holiday Rentals

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Our top choices for Great Diamond Island holiday rentals

2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (3 reviews)
"The host was welcoming. The home was clean, comfortable and the views were outstanding. "
United States
Rachel K.
The price is AU$288
includes taxes & fees
9 Mar - 10 Mar
2 bedroom w/ expansive water views

Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.8 out of 10, Exceptional, (16 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is AU$357
includes taxes & fees
12 Mar - 13 Mar
Fantastic Waterfront Views

1 Mi to Maine Street! Mcm-style Home in Brunswick

1 Mi to Maine Street! Mcm-style Home in Brunswick
3.0 star property
Brunswick
The price is AU$388
includes taxes & fees
24 Mar - 25 Mar
1 Mi to Maine Street! Mcm-style Home in Brunswick

Private Entrance Residential Portland

Private Entrance Residential Portland
Deering Center
8.8 out of 10, Excellent, (6 reviews)
"This was a great place to stay. Easy to get to all of our destinations. Place was clean and comfortable. Would stay here again. "
United States
Ameleah B.
The price is AU$193
includes taxes & fees
12 Mar - 13 Mar
Private Entrance Residential Portland

Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.8 out of 10, Exceptional, (7 reviews)
"This well- appointed apartment was perfect for our stay in the Portland area. Jennifer was always quick to answer any questions. We would definitely recommend this listing."
United States
Lynn E.
The price is AU$279
includes taxes & fees
5 Mar - 6 Mar
Peaceful & minutes from the Old Port with private parking

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
9.8 out of 10, Exceptional, (25 reviews)
"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$262
includes taxes & fees
5 Mar - 6 Mar
Sunny Spot with Private Parking.

Clean cozy cottage 1 mile from beach.

Clean cozy cottage 1 mile from beach.
Old Orchard Beach
8.0 out of 10, Very good, (11 reviews)
"This house met all of our needs. It was updated and clean and has a nice little quiet enclosed back yard with a fire pit, grill and dining area. "
United States
Alyssa F.
The price is AU$496
includes taxes & fees
9 Mar - 10 Mar
Clean cozy cottage 1 mile from beach.

City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (125 reviews)
"Perfect location and the host was immediately repsonsive and always friendly!"
United States
Jon L.
The price is AU$363
includes taxes & fees
8 Mar - 9 Mar
City Amenities, Casco Bay Sunrises and Natural Beauty

Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
Blue Point
10.0 out of 10, Exceptional, (28 reviews)
"A great location to see Portland and surroundings. A very clean and nice place to stay. "
United States
Pam B.
The price is AU$336
includes taxes & fees
5 Mar - 6 Mar
Pine Point Beach private, quaint, charming studio.

Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (8 reviews)
"Such a beautiful home and peaceful location. We loved our stay and the host was responsive and helpful with any questions we had!"
United States
Diana H.
The price is AU$663
includes taxes & fees
13 Mar - 14 Mar
Mere Point Sunrise Views at Eastern Shore!

Modern, Luxurious Cabin in the Woods - 03

Modern, Luxurious Cabin in the Woods - 03
Freeport
10.0 out of 10, Exceptional, (6 reviews)
"This was a perfect little cabin. It was clean, well equipped with a nice kitchen and bathroom, quiet and wooded location, and comfy bed. "
United States
Chris B.
The price is AU$454
includes taxes & fees
8 Mar - 9 Mar
Modern, Luxurious Cabin in the Woods - 03

Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (58 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is AU$503
includes taxes & fees
31 Mar - 1 Apr
Camp Forever cottage

Large, luxurious geodesic dome - 04

Large, luxurious geodesic dome - 04
Freeport
10.0 out of 10, Exceptional, (2 reviews)
"We didn’t get enough time to evaluate but from the short visit, we can say that this is the small paradise within the Main area. Best camp ground facilities we have ever seen or experienced. Looking forward to visit with friends and extended families as well. "
United States
Hrishi K.
The price is AU$509
includes taxes & fees
15 Mar - 16 Mar
Large, luxurious geodesic dome - 04

Warm Coastal Retreat: Your Maine Escape Awaits - 1 block from the beach!

Warm Coastal Retreat: Your Maine Escape Awaits - 1 block from the beach!
Pine Point
9.4 out of 10, Exceptional, (32 reviews)
"Cute place; clean and inviting. Would happily stay again!"
United States
Kelly M.
The price is AU$429
includes taxes & fees
5 Mar - 6 Mar
Warm Coastal Retreat: Your Maine Escape Awaits - 1 block from the beach!

Cozy 3BR | Pet Friendly | Near Portland | Parking

Cozy 3BR | Pet Friendly | Near Portland | Parking
Westbrook
10.0 out of 10, Exceptional, (12 reviews)
"We had a great stay here. It was very clean and conveniently located."
United States
Angela B.
The price is AU$540
includes taxes & fees
8 Mar - 9 Mar
Cozy 3BR | Pet Friendly | Near Portland | Parking

Modern & Sunny House Steps from the Promenade. Private Parking!

Modern & Sunny House Steps from the Promenade. Private Parking!
Munjoy Hill
10.0 out of 10, Exceptional, (38 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is AU$470
includes taxes & fees
5 Mar - 6 Mar
Modern & Sunny House Steps from the Promenade. Private Parking!

The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!

The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!
Downtown Saco
10.0 out of 10, Exceptional, (21 reviews)
"Great place to stay while in town for a family graduation. Great location and great communication with the hosts! All the provided extras (coffee bar, laundry supplies and tons of towels) made our stay very enjoyable! "
United States
Alison S.
The price is AU$444
includes taxes & fees
9 Mar - 10 Mar
The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!

East end. Walk to food, beer and downtown fun.

East end. Walk to food, beer and downtown fun.
Munjoy Hill
9.8 out of 10, Exceptional, (32 reviews)
"Clean, great location, excellent communication with host, perfectly furnished for our group"
United States
Elizabeth P.
The price is AU$539
includes taxes & fees
4 Apr - 5 Apr
East end. Walk to food, beer and downtown fun.

Charming West End Hideaway. Private Parking

Charming West End Hideaway. Private Parking
West End
10.0 out of 10, Exceptional, (49 reviews)
"Excellent place in every way-- I wish we could have stayed longer!"
United States
Alicia
The price is AU$289
includes taxes & fees
5 Mar - 6 Mar
Charming West End Hideaway. Private Parking

Saco/Old Orchard Beach Get Away

Saco/Old Orchard Beach Get Away
Downtown Saco
10.0 out of 10, Exceptional, (4 reviews)
"The host responded quickly and with all the info I could have ever needed. I didn't try the hot tub, but the shower in unit 2 was fantastic. All around very comfortable and clean place that i will go back to."
United States
Paul N.
The price is AU$522
includes taxes & fees
5 Mar - 6 Mar
Saco/Old Orchard Beach Get Away
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$132 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.