Great Diamond Island Vacation Rentals from ￥28,679: Search Short-Term Rentals

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Our top choices for Great Diamond Island vacation rentals

Honeymoon Studio | Egyptian cotton sheets, premium bedding, down comforters, bed sheets

1. Fortland Island Campground

Portland

leela srinivas

￥84,921 total

includes taxes & fees

Sep 7 - Sep 8

Deluxe Suite, 1 King Bed | Private kitchen | Coffee/tea maker, full-size fridge, microwave, oven

2. The Weldon Hotel

Downtown Portland

Victoria

￥61,274 total

includes taxes & fees

Sep 1 - Sep 2

3. Evalina Hotel

Downtown Portland

Eric

￥115,701 total

includes taxes & fees

Aug 31 - Sep 1

4. Ocean View East End Studio in a Historic Victorian

Portland

David E.

￥74,467 total

includes taxes & fees

Aug 31 - Sep 1

5. Peaceful & minutes from the Old Port with private parking

Knightville

Kelly S.

￥63,705 total

includes taxes & fees

Sep 4 - Sep 5

6. Vintage Maine & Modern Convenience in Portlands Exclusive East End

Munjoy Hill

Jeff P.

7. Charming Studio apartment with WiFi, AC in welcoming Portland

Munjoy Hill

Preston

￥51,907 total

includes taxes & fees

Sep 6 - Sep 7

8. Adorable Portland getaway on the Eastern Promenade

Munjoy Hill

Kiernan

￥63,705 total

includes taxes & fees

Aug 31 - Sep 1

9. Glorious getaway on Portland's Eastern Promenade.

Munjoy Hill

Cynthia

￥74,814 total

includes taxes & fees

Sep 2 - Sep 3

10. Spectacular Views & Comforts of Home in Portland s Most Desirable Neighborhood

Munjoy Hill

JESSICA S.

￥86,834 total

includes taxes & fees

Sep 7 - Sep 8

11. NEW 1 BDR-Heart of Munjoy Hill

Munjoy Hill

Anne D.

￥87,139 total

includes taxes & fees

Aug 16 - Aug 17

12. Portland’s Best Ocean Views from a 40-Foot Private Deck

Munjoy Hill

Megan T.

￥123,780 total

includes taxes & fees

Sep 1 - Sep 2

13. Willard Square Family Home

Willard Beach

Steve S.

￥96,249 total

includes taxes & fees

Aug 30 - Aug 31

14. Eastbayside/Munjoy - Charming Downtown Escape

East Bayside

Ryan R.

￥142,946 total

includes taxes & fees

Aug 14 - Aug 15

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

Munjoy Hill

Jacqui B.

￥92,879 total

includes taxes & fees

Sep 1 - Sep 2

16. Prime Old Port 3BR • Free Parking • Sleeps 8

Downtown Portland

Stephanie W.

￥119,754 total

includes taxes & fees

Aug 16 - Aug 17

Coffee/tea maker, fridge, microwave, oven

17. Harborview - Curated East End Escape w/ Parking

Munjoy Hill

Jeannette B.

￥158,655 total

includes taxes & fees

Aug 31 - Sep 1

18. 4br2ba House parking A Peaceful Oasis on Munjoy Hill

Munjoy Hill

Cristina Q.

￥121,291 total

includes taxes & fees

Sep 2 - Sep 3

19. Hip & Luxurious Garden Retreat for Families, Foodies & Adventurers

Munjoy Hill

Erica L.

￥129,830 total

includes taxes & fees

Sep 10 - Sep 11

20. Newly Renovated 2nd Floor Apt near USM

Oakdale

Edub

￥101,393 total

includes taxes & fees

Aug 13 - Aug 14

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Top Great Diamond Island Hotel Reviews

Quality Inn & Suites South Portland

8/10 Good

"The room was very clean and breakfast had many options. Easy drive into Portland."

The Westin Portland Harborview

10/10 Excellent

"We loved the Harborview! My husband and I took a mini-getaway to Portland so stayed only one night. I wish we had been there longer. It was a nice, clean room with a comfortable bed, and the view was GREAT. Every staff person we encountered was lovely and helpful. I have to say, the elevators were blazing fast. Maybe that's a weird thing to notice, but it was kind of great! No waiting! We ordered room service after plans unexpectedly changed, and it was delicious. Also, the breakfast at the cafe on site was also delicious. My only complaint is that the showers are the rainfall kind, which I hate. But that's not enough for me to get bent out of shape about. Our whole stay was just great and I can't wait to go back! Oh, also, rooftop bar is great! Just closes a bit early. Still, overall the whole place gets an A+ from me."

Portland Regency Hotel & Spa

10/10 Excellent

"The bed was very comfortable and had lots of pillows which I love. I also loved how they offered free bottles of water, which were great after walking around the town. All the staff was very friendly and helpful. It was even nice to have a ride to and from the airport with no worries. Great place to stay. Will definitely stay there again."

Portland Harbor Hotel

8/10 Good

"A lovely historic hotel in the part of town with great restaurants and tourist attractions. Only valet parking is available, and to tip the valet you need to know their name as it is on line via a QR code! Beware technological luddites. As far as the hotel is concerned, we paid (modestly) extra for a "garden view" room. Both the first room they showed us and the one we stayed in, had one small window, oriented 45 degrees to the wall that looked out the window. So, yes, technically it was garden view if you walk up all the way to the window and look askance at the garden, but not sure I would advertise those rooms as garden view. just saying...."

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Check prices for these dates

Our top choices for Great Diamond Island vacation rentals

1. Fortland Island Campground

2. The Weldon Hotel

3. Evalina Hotel

4. Ocean View East End Studio in a Historic Victorian

5. Peaceful & minutes from the Old Port with private parking

6. Vintage Maine & Modern Convenience in Portlands Exclusive East End

7. Charming Studio apartment with WiFi, AC in welcoming Portland

8. Adorable Portland getaway on the Eastern Promenade

9. Glorious getaway on Portland's Eastern Promenade.

10. Spectacular Views & Comforts of Home in Portland s Most Desirable Neighborhood

11. NEW 1 BDR-Heart of Munjoy Hill

12. Portland’s Best Ocean Views from a 40-Foot Private Deck

13. Willard Square Family Home

14. Eastbayside/Munjoy - Charming Downtown Escape

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

16. Prime Old Port 3BR • Free Parking • Sleeps 8

17. Harborview - Curated East End Escape w/ Parking

18. 4br2ba House parking A Peaceful Oasis on Munjoy Hill

19. Hip & Luxurious Garden Retreat for Families, Foodies & Adventurers

20. Newly Renovated 2nd Floor Apt near USM

Find vacation rentals that suit your style

Top Great Diamond Island Hotel Reviews

Quality Inn & Suites South Portland

Find out more about Great Diamond Island

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