Great Diamond Island Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Great Diamond Island vacation rentals

TV

2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (3 reviews)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
United States
Gregory M.
$205 nightly
The price is $217
Apr 12 - Apr 13
Total with taxes and fees
2 bedroom w/ expansive water views
3 bedrooms, WiFi

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.
$246 nightly
The price is $248
Apr 8 - Apr 9
Total with taxes and fees
Fantastic Waterfront Views
Terrace/patio

Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (58 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
$309 nightly
The price is $337
Apr 10 - Apr 11
Total with taxes and fees
Camp Forever cottage
Smart TV

Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
Blue Point
10.0 out of 10, Exceptional, (28 reviews)
"The place was extremely clean."
United States
Matthew D.
$225 nightly
The price is $245
Apr 8 - Apr 9
Total with taxes and fees
Pine Point Beach private, quaint, charming studio.
Outdoor dining

Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.6 out of 10, Exceptional, (8 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.
$208 nightly
The price is $227
Apr 8 - Apr 9
Total with taxes and fees
Peaceful & minutes from the Old Port with private parking
Interior

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
$196 nightly
The price is $214
Apr 8 - Apr 9
Total with taxes and fees
Sunny Spot with Private Parking.
Fitness facility

HomeAwhile

HomeAwhile
4.0 star property
Scarborough
9.2 out of 10, Wonderful, (17 reviews)
"The room was spotless. The hotel was very clean and the staff was very friendly and helpful."
United States
Monique
$109 nightly
The price is $119
May 3 - May 4
Total with taxes and fees
HomeAwhile
Beach nearby

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.
$362 nightly
The price is $395
Apr 8 - Apr 9
Total with taxes and fees
Clean cozy cottage 1 mile from beach.
Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (51 reviews)
"Super clean and lovely place to stay! Highly recommend!"
United States
Evan B.
$336 nightly
The price is $366
Apr 8 - Apr 9
Total with taxes and fees
Full sized home
TV

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.
$144 nightly
The price is $145
Apr 14 - Apr 15
Total with taxes and fees
Private Entrance Residential Portland
Outdoor dining

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.
$398 nightly
The price is $402
Apr 16 - Apr 17
Total with taxes and fees
Mere Point Sunrise Views at Eastern Shore!
Property grounds

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.
$303 nightly
The price is $330
Apr 8 - Apr 9
Total with taxes and fees
Modern, Luxurious Cabin in the Woods - 03
TV

Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (5 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
$200 nightly
The price is $211
Apr 8 - Apr 9
Total with taxes and fees
Mid Coast Getaway w/ water views
2 bedrooms, WiFi, bed sheets

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.
$348 nightly
The price is $379
Apr 8 - Apr 9
Total with taxes and fees
Large, luxurious geodesic dome - 04
3 bedrooms, desk, iron/ironing board, travel crib

3BR Coastal Gem with a 5 Min Drive to Ocean Fun

3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Old Orchard Beach
10.0 out of 10, Exceptional, (7 reviews)
"The host was extremely responsive, the house perfectly accommodated our needs, and the beds were super comfortable. Highly recommend!"
United States
Tina B.
$383 nightly
The price is $386
Apr 8 - Apr 9
Total with taxes and fees
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Property grounds

Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (59 reviews)
"Great spot to relax and enjoy the beautiful outdoors. Very quiet and amazing views of the water. Everything needed for a comfortable and relaxing getaway. Highly recommend if coming to the area! "
United States
Erin
$434 nightly
The price is $473
Apr 12 - Apr 13
Total with taxes and fees
Centerview cottage
Beach nearby, sun loungers, beach towels

Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Trolley Access

Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Trolley Access
Scarborough
9.6 out of 10, Exceptional, (35 reviews)
"Cute place; clean and inviting. Would happily stay again!"
United States
Kelly M.
Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Trolley Access
Interior

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.
$346 nightly
The price is $369
Apr 8 - Apr 9
Total with taxes and fees
East end. Walk to food, beer and downtown fun.
Smart TV, fireplace

Sunny Cottage

Sunny Cottage
Biddeford
10.0 out of 10, Exceptional, (51 reviews)
"Great place in a good location. Not super private, but very nice stay. Will definitely stay again. Perfect if you are visiting UNE students."
United States
Natalia T.
$243 nightly
The price is $265
Apr 12 - Apr 13
Total with taxes and fees
Sunny Cottage
Interior

Oceanfront Loft & Style | New Renovation

Oceanfront Loft & Style | New Renovation
Old Orchard Beach
$295 nightly
The price is $322
Apr 8 - Apr 9
Total with taxes and fees
Oceanfront Loft & Style | New Renovation
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

Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

8/10 Good
"Clean hotel, friendly staff.. Hotel has been someone recently updated.. Nothing hot for breakfast was a bummer.. I've stayed at that location many times before.When it was a day's inn and they always had a hot breakfast with waffles and sausages , things like that.."
Dean 1-night trip
Posted 12 hours ago
Spark by Hilton Portland Airport Maine Mall

Find out more about Great Diamond Island

Everything you need to know about Great Diamond Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Great Diamond Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Great Diamond Island vacation 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 low season months. For more hustle and bustle, you may prefer to visit Great Diamond Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $119 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Great Diamond Island rentals

At Expedia, we put the best Great Diamond Island vacation 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 vacation.

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.

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