Great Diamond Island Vacation Rentals

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Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Great Diamond Island vacation rentals

TV

Vacation Home in West Point

2 bedroom w/ expansive water views
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.
$190 nightly
The price is $200
Mar 9 - Mar 10
Total with taxes and fees
2 bedroom w/ expansive water views
House (2 Bedrooms) | Interior

Cottage in Brunswick

1 Mi to Maine Street! Mcm-style Home in Brunswick
3.0 star property
$247 nightly
The price is $270
Mar 24 - Mar 25
Total with taxes and fees
1 Mi to Maine Street! Mcm-style Home in Brunswick
3 bedrooms, WiFi

Vacation Home in West Point

Fantastic Waterfront Views
9.8 out of 10, Exceptional, (16 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
$255 nightly
The price is $258
Mar 12 - Mar 13
Total with taxes and fees
Fantastic Waterfront Views
Exterior detail

Cottage in Old Orchard Beach

Clean cozy cottage 1 mile from 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.
$321 nightly
The price is $350
Mar 9 - Mar 10
Total with taxes and fees
Clean cozy cottage 1 mile from beach.
Smart TV

Apartment in Blue Point

Pine Point Beach private, quaint, charming studio.
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 9 - Mar 10
Total with taxes and fees
Pine Point Beach private, quaint, charming studio.
Outdoor dining

Apartment in Knightville

Peaceful & minutes from the Old Port with private parking
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.
$198 nightly
The price is $216
Mar 10 - Mar 11
Total with taxes and fees
Peaceful & minutes from the Old Port with private parking
Outdoor dining

Vacation Home in Brunswick

Mere Point Sunrise Views at Eastern Shore!
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.
$459 nightly
The price is $464
Apr 8 - Apr 9
Total with taxes and fees
Mere Point Sunrise Views at Eastern Shore!
Beach

Condo in East Deering

City Amenities, Casco Bay Sunrises and Natural Beauty
9.8 out of 10, Exceptional, (125 reviews)
"Perfect location and the host was immediately repsonsive and always friendly!"
United States
Jon L.
$238 nightly
The price is $259
Mar 9 - Mar 10
Total with taxes and fees
City Amenities, Casco Bay Sunrises and Natural Beauty
Interior

Apartment in Knightville

Sunny Spot with Private Parking.
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
$185 nightly
The price is $202
Mar 11 - Mar 12
Total with taxes and fees
Sunny Spot with Private Parking.
Property grounds

Cabin in Freeport

Modern, Luxurious Cabin in the Woods - 03
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.
$304 nightly
The price is $331
Mar 9 - Mar 10
Total with taxes and fees
Modern, Luxurious Cabin in the Woods - 03
Terrace/patio

Vacation Home in Harpswell

Camp Forever cottage
9.6 out of 10, Exceptional, (58 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
$333 nightly
The price is $363
Mar 31 - Apr 1
Total with taxes and fees
Camp Forever cottage
TV

Apartment in Deering Center

Private Entrance Residential Portland
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.
$133 nightly
The price is $135
Mar 9 - Mar 10
Total with taxes and fees
Private Entrance Residential Portland
Terrace/patio

Vacation Home in Harpswell

Full sized home
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
Mar 9 - Mar 10
Total with taxes and fees
Full sized home
3 bedrooms, desk, iron/ironing board, travel crib

Vacation Home in Old Orchard Beach

3BR Coastal Gem with a 5 Min Drive to Ocean Fun
10.0 out of 10, Exceptional, (6 reviews)
"I loved that the hosts live nearby and responded quickly when we needed anything. Having a washer and dryer onsite is great for longer stays. Beds were comfortable and plenty of blankets and pillows. Highly recommend this property."
United States
Terry
$350 nightly
The price is $354
Mar 11 - Mar 12
Total with taxes and fees
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
2 bedrooms, WiFi, bed sheets

Cabin in Freeport

Large, luxurious geodesic dome - 04
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.
$332 nightly
The price is $362
Mar 9 - Mar 10
Total with taxes and fees
Large, luxurious geodesic dome - 04
Beach nearby, sun loungers, beach towels

Apartment in Pine Point

Warm Coastal Retreat: Your Maine Escape Awaits - 1 block from the beach!
9.4 out of 10, Exceptional, (32 reviews)
"Cute place; clean and inviting. Would happily stay again!"
United States
Kelly M.
$289 nightly
The price is $315
Mar 9 - Mar 10
Total with taxes and fees
Warm Coastal Retreat: Your Maine Escape Awaits - 1 block from the beach!
Desk, laptop workspace, free WiFi

Aparthotel in Scarborough

HomeAwhile
4.0 star property
$86 nightly
The price is $93
Mar 11 - Mar 12
Total with taxes and fees
HomeAwhile
3 bedrooms, premium bedding, iron/ironing board, travel crib

Apartment in Westbrook

Cozy 3BR | Pet Friendly | Near Portland | Parking
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.
$352 nightly
The price is $384
Mar 9 - Mar 10
Total with taxes and fees
Cozy 3BR | Pet Friendly | Near Portland | Parking
Dining

Apartment in Downtown Saco

The Downtown Den - King Bed, Dog Friendly, Fire Pit, Parking, Family Friendly
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful home, well appointed, clean and updated, great space! Would definitely stay again. "
United States
Lucy T.
$319 nightly
The price is $348
Mar 9 - Mar 10
Total with taxes and fees
The Downtown Den - King Bed, Dog Friendly, Fire Pit, Parking, Family Friendly
Sun loungers

Apartment in Downtown Saco

The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!
10.0 out of 10, Exceptional, (22 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.
$275 nightly
The price is $299
Mar 9 - Mar 10
Total with taxes and fees
The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!
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

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"absolutely loved our stay. room was perfect. very clean, modern, and a great price. staff was VERY helpful and professional.. breakfast was awesome as well. 10/10 will book again "
paige 2-night trip
Posted 1 hour ago
Portland Regency Hotel & Spa

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 $93 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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