Great Diamond Island Holiday Rentals, Portland: Private House Rentals

A calm sea with a sailboat and rocky coastline.

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Our top choices for Great Diamond Island hotels

A large, multi-story building with a central courtyard, featuring a fire pit and outdoor seating area.

A cozy lounge area with a fireplace, comfortable seating, and a bar with wooden stools.

A spacious living room with a fireplace, two armchairs, a coffee table, and a dining area with chairs and a table.

A pool area with lounge chairs and a building with multiple levels and outdoor seating.

1. Inn at Diamond Cove

Portland

Mikael

5.956.488 ₫

7.486.036 ₫ total

includes taxes & fees

24 Sept - 25 Sept

A modern hotel lobby with a central seating area, a reception desk, and a kitchen in the background.

A modern hotel room with a large bed, a desk with a computer, a chair, a window with curtains, and a wall-mounted lamp.

A reception area with a wooden reception desk, a welcome mat, and a seating area with chairs and tables.

A spacious lobby with a reception desk, seating area, and large windows offering a view of the outdoors.

2. Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

South Portland

Martha

3.191.325 ₫

3.478.544 ₫ total

includes taxes & fees

9 Sept - 10 Sept

A modern hotel lobby with a reception desk, a coffee station, and a tiled wall.

A modern living room with a fireplace, comfortable seating, and a flat-screen TV.

A hotel lobby with a sofa, chairs, a TV, and a breakfast sign.

A hotel room with a large bed, a desk with a flat-screen TV, a bathroom with a sink and mirror, and a door leading to another room.

3. La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

Portland

Carol

3.939.384 ₫

4.358.535 ₫ total

includes taxes & fees

14 Sept - 15 Sept

A balcony with wooden flooring, striped cushioned chairs, and a glass railing overlooking a cityscape at night.

A bar area with a black countertop, blue bar stools, and a variety of bottles and glasses.

A modern hotel with a dark facade, multiple windows, and a visible sign for 'Hyatt Place'.

A bar area with a polished granite countertop, a variety of liquor bottles, a fruit bowl, and blue upholstered bar stools.

4. Hyatt Place Portland Downtown - Old Port Square

Downtown Portland

Leanna

7.812.300 ₫

8.643.529 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A brick building with a sign reading "WAYPOINT" and outdoor seating with tables, chairs, and a fire pit.

A swimming pool with clear blue water, surrounded by lounge chairs and a brick wall.

A hotel room with two beds, a stone-patterned wall, and a nightstand with a lamp.

A chef in a black uniform and white hat, holding a ladle and a bowl, with various dishes in front of him.

5. Embassy Suites by Hilton Portland Maine

Portland

Kelly

5.494.651 ₫

6.079.282 ₫ total

includes taxes & fees

13 Sept - 14 Sept

An outdoor patio area with wicker furniture, string lights, and a barbecue grill.

A swimming pool with a tiled deck, lounge chairs, and a ceiling with recessed lighting.

A brick building with a large entrance and a sign that reads "Residence Inn Marriott".

A hotel room with a bed, a TV, a nightstand, a window with a view of the water, and a wooden headboard.

6. Residence Inn by Marriott Portland Downtown/Waterfront

Downtown Portland

Greg

7.291.480 ₫

8.067.294 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A balcony with a table and chairs, overlooking a street with buildings and parked cars.

A restaurant with a brick fireplace, white chairs, and tables set for dining.

A reception area with two wooden reception desks labeled 'eighteen95 restaurant' and 'Valet'.

A hot tub area with a tiled floor, a wooden bench, a potted plant, and towels on a rack.

7. Portland Regency Hotel & Spa

Downtown Portland

Arlene

8.831.805 ₫

9.771.509 ₫ total

includes taxes & fees

20 Sept - 21 Sept

An indoor swimming pool with clear glass walls, lounge chairs, and potted plants.

A hot tub with a metal ladder, a clock on the wall, and a view of the room with chairs and a table.

A spacious lobby with a stone fireplace, red and blue upholstered seating, and a patterned carpet.

A covered outdoor patio with a pool, green metal chairs, and a wooden pergola.

8. Fireside Inn & Suites Portland

Nasons Corner

Robert

3.124.920 ₫

3.457.412 ₫ total

includes taxes & fees

9 Sept - 10 Sept

A spacious lobby with a sofa, chairs, a coffee table, and a TV.

A lobby with a reception desk, a clock, a plant, and a round table.

A bar area with wooden bar stools, a television, and a liquor display. There are red chairs and a small table with a glass top.

A hotel dining area with multiple wooden tables and chairs, a patterned carpet, and wall-mounted artwork depicting coastal scenes.

9. Clarion Hotel Portland Airport ME

Portland

kimberly

2.502.345 ₫

2.768.595 ₫ total

includes taxes & fees

10 Sept - 11 Sept

A modern bar area with a long counter, multiple seating options, and a built-in fire feature.

A swimming pool with lounge chairs and tables, surrounded by a well-lit indoor area with a view of the outside.

A conference room with a large screen displaying 'AFloat' and 'Holiday Inn by the bay'.

A modern bar area with seating and a bar counter.

10. Holiday Inn Portland-By the Bay by IHG

Downtown Portland

Zoe

6.467.840 ₫

7.156.018 ₫ total

includes taxes & fees

20 Sept - 21 Sept

A rooftop terrace with a modern outdoor seating area, a fire pit, and a view of the cityscape.

A modern bar area with a long counter, multiple stools, and a variety of bottles and glasses on shelves.

A modern lobby with a geometric wall design, seating area, and a large abstract artwork.

A modern living room with a sofa, armchairs, a coffee table, and a rug.

11. Cambria Hotel Portland Downtown-Old Port

Downtown Portland

susan

7.550.682 ₫

9.064.754 ₫ total

includes taxes & fees

20 Sept - 21 Sept

A multi-story hotel with a prominent entrance, large windows, and a well-lit facade.

A large indoor swimming pool with a wooden ceiling and tiled walls.

A reception desk with a "Welcome to the Lobster State" sign, a "Hilton Honors" sign, and a digital screen.

A living room with a sofa, a small table, and a window with a view of a bridge and buildings.

12. Hampton Inn Portland Downtown - Waterfront

Downtown Portland

Demas

7.755.010 ₫

8.580.143 ₫ total

includes taxes & fees

20 Sept - 21 Sept

A modern bar area with a wooden bar counter, black bar stools, and a contemporary light fixture.

A black SUV parked in front of AC Hotel Portland, a modern building with a brick facade and large windows.

A hotel room with a large bed, a sofa, a small table, and a bench. There is a window with a view of the water.

A modern reception area with a central desk, seating arrangements, and large windows offering views of the cityscape.

13. AC Hotel Portland Downtown/Waterfront, ME

Downtown Portland

Nicole Emily Elizabeth

8.385.202 ₫

9.277.388 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A Courtyard by Marriott hotel with a modern design, featuring a brick facade, multiple windows, and a covered entrance area.

A modern hotel lobby with a curved seating area, a flat-screen TV, and a large window with sheer curtains.

A modern indoor swimming pool with clear water, a diving board, and a sunlit area with lounge chairs.

An outdoor patio area with tables and chairs, a large umbrella, and a brick fireplace.

14. Courtyard by Marriott Portland Airport

South Portland

Maris

4.626.184 ₫

5.042.540 ₫ total

includes taxes & fees

13 Sept - 14 Sept

A waterfront marina with boats docked, buildings with multiple windows, and a red building with a visible restaurant.

A spacious lobby with a high ceiling, large chandeliers, and a mix of seating areas including sofas and armchairs.

A hotel lobby with a bar area, seating arrangements, and a fireplace.

A hotel room with two beds, a desk, a TV, and a view of a body of water.

15. Hilton Garden Inn Portland Downtown Waterfront

Downtown Portland

Jenna

8.121.667 ₫

8.985.812 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A modern outdoor seating area with a circular fire pit, surrounded by black wicker chairs and a covered patio.

A reception area with a 'HELLO South Portland' sign, a reception desk, a snack bar with refrigerated drinks, and a wall with a map.

A hotel room with two beds, a desk, a chair, a TV, and a large window.

A modern hotel lobby with a dining area, seating arrangements, and a reception desk.

16. TownePlace Suites by Marriott Portland Airport ME

South Portland

Mia

4.668.320 ₫

5.088.469 ₫ total

includes taxes & fees

10 Sept - 11 Sept

A modern food court with a central counter, refrigerated display, and seating area.

A modern lounge area with seating arrangements, tables, and decorative lighting fixtures.

A pool table, bar area, and large windows in a modern indoor space.

A modern hotel reception area with a curved desk, a digital display, and a view of the outside.

17. Tru by Hilton Portland Airport Area

South Portland

Kateryna

3.736.884 ₫

4.073.204 ₫ total

includes taxes & fees

13 Sept - 14 Sept

A hotel room with a bed, bedside table, TV, and a kitchenette in the background.

A modern hotel room with a blue sofa, a small round table, a desk with a chair, and two floor lamps.

A compact kitchen with a built-in microwave, coffee maker, and dishwasher.

A coffee station with two coffee makers, a coffee dispenser, and various coffee pods and cups.

18. Holiday Inn Express Hotel & Suites South Portland by IHG

South Portland

stephanie

4.296.765 ₫

4.683.474 ₫ total

includes taxes & fees

20 Sept - 21 Sept

A spacious lounge with leather seating, round tables, and large windows offering a view of a body of water and buildings.

A banquet hall with round tables, white tablecloths, and wooden chairs.

A modern hotel lobby with a large chandelier, reception desk, and a staircase leading to other areas.

The exterior of the Westin hotel with a prominent entrance and two bicycles parked in front.

19. The Westin Portland Harborview

Downtown Portland

Lyudmila

6.624.320 ₫

7.329.148 ₫ total

includes taxes & fees

20 Sept - 21 Sept

A spacious living area with two blue armchairs, a small white table, and a large window with blinds.

A hotel room with two beds, a desk, a TV, and a large window with curtains.

A hotel lobby with a flat-screen TV mounted on the wall, leather armchairs, a small table with a lamp, and a staircase leading to another area.

A modern kitchen with white cabinets, a granite countertop, and various appliances including a coffee maker, waffle maker, and hot water dispenser.

20. Comfort Inn South Portland Airport

South Portland

Teresa

3.193.147 ₫

3.480.640 ₫ total

includes taxes & fees

13 Sept - 14 Sept

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Learn more about Great Diamond Island

Check out Sand Beach and Fifth Maine Museum—just a couple of the sights around Great Diamond Island.

See all hotels in Great Diamond Island

Top Great Diamond Island Hotel Reviews

Embassy Suites by Hilton Portland Maine

8/10 Good

"Very clean rooms"

Best Western Merry Manor Inn

10/10 Excellent

"We really enjoyed our stay. The pool and hot tub are fantastic. Friendly staff and a cute gift shop."

Waves Oceanfront Resort

10/10 Excellent

"Rustic room, felt like a true vacation.. on the beach and away from chaos .. lots to do 5-10min away by foot.. you get access to 4 different pools with one including a hot tub. parking right next to your room. balcony came with my king room, also another plus.. can watch sunset from your room. If you love the beach, this is a top spot for price i paid"

The Westin Portland Harborview

10/10 Excellent

"Great lication, clean, nice hotel."

Spark by Hilton Portland Airport Maine Mall

8/10 Good

"Le déjeuner etais redondant juste des bagel a tout les matins ! Quand meme propre j'y retournerais pareil"

Clarion Hotel Portland Airport ME

8/10 Good

"Good location- bed was comfortable. Could be cleaner."

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent

"Staff was very friendly and helpful. The room was spacious and comfortable. The location is very good. It's not right in the heart of the tourist district, but very close by. Portland is a walking city anyway. Word to the wise: we had a spectacular view of the ocean. Pay the extra few dollars to get this view - it is worth it."

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

10/10 Excellent

"Excellent stay! GREAT, helpful staff. Room was clean and had all the right stuff, and breakfast was really good. Can’t beat the location either"

Comfort Inn South Portland Airport

8/10 Good

"We stayed here for an early flight the next morning. Rooms were clean, beds clean, toiletries provided. I can’t speak to breakfast or anything as we slept and left but it was totally fine and would stay again."

More cheap stays in Great Diamond Island

Clarion Pointe South Portland

675 Main Street I-95 South Portland ME

1.406.214 ₫

1.532.773 ₫ total

20 Sept - 21 Sept

includes taxes & fees

7.2/10 Good! (786 reviews)

Quality Inn & Suites South Portland

738 Main Street South Portland ME

2.324.159 ₫

2.533.333 ₫ total

14 Sept - 15 Sept

includes taxes & fees

6.4/10 (1,121 reviews)

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

2.502.345 ₫

2.768.595 ₫ total

10 Sept - 11 Sept

includes taxes & fees

8.2/10 Very good! (1,669 reviews)

Spark by Hilton Portland Airport Maine Mall

461 Maine Mall Rd South Portland ME

2.781.700 ₫

3.031.954 ₫ total

13 Sept - 14 Sept

includes taxes & fees

7.8/10 Good! (1,759 reviews)

Comfort Inn South Portland Airport

90 Maine Mall Rd South Portland ME

3.193.147 ₫

3.480.640 ₫ total

13 Sept - 14 Sept

includes taxes & fees

Best Western Merry Manor Inn

700 Main St South Portland ME

4.094.687 ₫

4.463.209 ₫ total

28 Sept - 29 Sept

includes taxes & fees

9/10 Wonderful! (1,167 reviews)

Hotels in Great Diamond Island with star rating

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Book Hotels in Great Diamond Island on Expedia.com

Find hotels in Great Diamond Island, ME from 1.532.773 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Great Diamond Island

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Great Diamond Island hotels

1. Inn at Diamond Cove

2. Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

3. La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

4. Hyatt Place Portland Downtown - Old Port Square

5. Embassy Suites by Hilton Portland Maine

6. Residence Inn by Marriott Portland Downtown/Waterfront

7. Portland Regency Hotel & Spa

8. Fireside Inn & Suites Portland

9. Clarion Hotel Portland Airport ME

10. Holiday Inn Portland-By the Bay by IHG

11. Cambria Hotel Portland Downtown-Old Port

12. Hampton Inn Portland Downtown - Waterfront

13. AC Hotel Portland Downtown/Waterfront, ME

14. Courtyard by Marriott Portland Airport

15. Hilton Garden Inn Portland Downtown Waterfront

16. TownePlace Suites by Marriott Portland Airport ME

17. Tru by Hilton Portland Airport Area

18. Holiday Inn Express Hotel & Suites South Portland by IHG

19. The Westin Portland Harborview

20. Comfort Inn South Portland Airport

Learn more about Great Diamond Island

Top Great Diamond Island Hotel Reviews

Embassy Suites by Hilton Portland Maine

Best Western Merry Manor Inn

Waves Oceanfront Resort

The Westin Portland Harborview

Spark by Hilton Portland Airport Maine Mall

Clarion Hotel Portland Airport ME

Holiday Inn Portland-By the Bay by IHG

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

Comfort Inn South Portland Airport

More cheap stays in Great Diamond Island

Clarion Pointe South Portland

Quality Inn & Suites South Portland

Clarion Hotel Portland Airport ME

Spark by Hilton Portland Airport Maine Mall

Comfort Inn South Portland Airport

Best Western Merry Manor Inn

Hotels in Great Diamond Island with star rating

Explore a world of travel with Expedia

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