Great Diamond Island Vacation Rentals

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Check prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for Great Diamond Island vacation rentals

Desk, laptop workspace, free WiFi

HomeAwhile

HomeAwhile
4.0 star property
Scarborough
9.6 out of 10, Exceptional, (12 reviews)
"The room was spotless. The hotel was very clean and the staff was very friendly and helpful."
United States
Monique
$105 nightly
The price is $114
Mar 31 - Apr 1
Total with taxes and fees
HomeAwhile
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
$436 nightly
The price is $475
Mar 31 - Apr 1
Total with taxes and fees
Centerview cottage
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.
$310 nightly
The price is $338
Mar 31 - Apr 1
Total with taxes and fees
Camp Forever cottage
Exterior detail

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
East Deering
10.0 out of 10, Exceptional, (70 reviews)
"Had a really nice stay. "
United States
John F.
$969 nightly
The price is $1,056
Mar 31 - Apr 1
Total with taxes and fees
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
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.
$281 nightly
The price is $306
Mar 31 - Apr 1
Total with taxes and fees
Modern, Luxurious Cabin in the Woods - 03
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.
$303 nightly
The price is $330
Mar 31 - Apr 1
Total with taxes and fees
Large, luxurious geodesic dome - 04
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.
$416 nightly
The price is $419
Apr 16 - Apr 17
Total with taxes and fees
Mere Point Sunrise Views at Eastern Shore!
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.
$337 nightly
The price is $367
Mar 31 - Apr 1
Total with taxes and fees
Full sized home
Interior

Modern Getaway by the Sea

Modern Getaway by the Sea
South Portland
10.0 out of 10, Exceptional, (2 reviews)
"Had a nice stay! House was great."
United States
Karen T.
$478 nightly
The price is $510
Mar 31 - Apr 1
Total with taxes and fees
Modern Getaway by the Sea
Outdoor dining

The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries
Munjoy Hill
10.0 out of 10, Exceptional, (95 reviews)
"Cozy and clean great location "
United States
Michele F.
$429 nightly
The price is $468
Mar 31 - Apr 1
Total with taxes and fees
The Globe House on Munjoy Hill - Walk to Breweries
Deluxe Suite, 1 King Bed | Private kitchen | Full-size fridge, microwave, oven, stovetop

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (98 reviews)
"The hotel is in an ideal location in downtown Portland. The staff is so kind and very accommodating! The stay was beyond comfortable and is the place we will stay every time we return to Portland!"
United States
Lauren
$242 nightly
The price is $257
Apr 14 - Apr 15
Total with taxes and fees
The Weldon Hotel
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.
$262 nightly
The price is $265
Mar 31 - Apr 1
Total with taxes and fees
Fantastic Waterfront Views
Exterior

A historic treasure in Southern Maine, very unique and spacious

A historic treasure in Southern Maine, very unique and spacious
Biddeford
10.0 out of 10, Exceptional, (44 reviews)
"Loved this house. Perfect for a getting ready spot for family before a wedding. Plently of rooms and space for parking "
United States
Jeanne C.
$925 nightly
The price is $1,008
Mar 31 - Apr 1
Total with taxes and fees
A historic treasure in Southern Maine, very unique and spacious
Beach nearby

Charming Victorian beach house 5 bedrooms. 50 steps to the beach

Charming Victorian beach house 5 bedrooms. 50 steps to the beach
Old Orchard Beach
9.6 out of 10, Exceptional, (18 reviews)
"We had a great time and it’s an awesome place. Can’t wait to rebook for next year. "
United States
Robert D.
$799 nightly
The price is $871
Mar 31 - Apr 1
Total with taxes and fees
Charming Victorian beach house 5 bedrooms. 50 steps to the beach
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.
$204 nightly
The price is $216
Mar 31 - Apr 1
Total with taxes and fees
2 bedroom w/ expansive water views
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)
"A great location to see Portland and surroundings. A very clean and nice place to stay. "
United States
Pam B.
$221 nightly
The price is $240
Mar 31 - Apr 1
Total with taxes and fees
Pine Point Beach private, quaint, charming studio.
Fridge, microwave, oven, stovetop

Harborview - Curated East End Escape w/ Parking

Harborview - Curated East End Escape w/ Parking
Munjoy Hill
10.0 out of 10, Exceptional, (9 reviews)
"What a wonderful weekend in Portland Maine. The property was exceptional and in a great area. We felt comfortable and safe for our stay. We had a great time!"
United States
Kristyn E.
$543 nightly
The price is $592
Apr 2 - Apr 3
Total with taxes and fees
Harborview - Curated East End Escape w/ Parking
Exterior detail

Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (172 reviews)
"Very cute and comfy. We would definitely stay here again. "
United States
Marie s.
$232 nightly
The price is $253
Mar 31 - Apr 1
Total with taxes and fees
Glorious getaway on Portland's Eastern Promenade.
Exterior

Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w/ deck

Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w/ deck
Back Cove
10.0 out of 10, Exceptional, (7 reviews)
"My friends and I had a lovely time! The neighborhood is cute and easily to navigate. The beds were comfortable and the water pressure was great. All around a wonderful stay!"
United States
Sam C.
$781 nightly
The price is $852
Apr 20 - Apr 21
Total with taxes and fees
Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w/ deck
Outdoor dining

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, (39 reviews)
"Great home, great location, very accommodating, clear communication."
United States
Kristi H.
$350 nightly
The price is $382
Apr 2 - Apr 3
Total with taxes and fees
Modern & Sunny House Steps from the Promenade. Private Parking!
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

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

6/10 Okay
"The bad: Some towels were yellow, older carpets, 5th floor hallways with smells like people smoking in the room. Not sure if they have rooms where you can smoke. The good: They add some perfume seems to cover the odor. Everything else seems good. Place was good enough for the price. Plenty of parking "
patricia 1-night trip
Posted 7 hours ago
Clarion Hotel Portland Airport ME

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 $114 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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