Great Diamond Island Holiday Rentals, Portland: Private House Rentals

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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 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.

A beach with a wooden staircase leading down to the shore, surrounded by trees and a calm body of water.

1. Inn at Diamond Cove

Portland

Vasileios

฿9,774

฿11,907 total

includes taxes & fees

13 Sept - 14 Sept

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

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.

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

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

Portland

ryann

฿4,405

฿4,873 total

includes taxes & fees

7 Sept - 8 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 chef in a black uniform and white hat, holding a ladle and a bowl, with various dishes in front of him.

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

3. Embassy Suites by Hilton Portland Maine

Portland

Tiffany

฿6,505

฿7,197 total

includes taxes & fees

3 Sept - 4 Sept

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

A modern dining area with a dark blue booth seating, wooden ceiling beams, and large windows providing natural light.

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.

4. Cambria Hotel Portland Downtown-Old Port

Downtown Portland

Tammy

฿8,360

฿10,145 total

includes taxes & fees

30 Aug - 31 Aug

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

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.

A bar area with wooden paneling, a bar counter, and seating including a sofa and chairs.

5. Portland Regency Hotel & Spa

Downtown Portland

Charlie

฿9,046

฿10,008 total

includes taxes & fees

8 Sept - 9 Sept

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

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

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

A modern hotel room with a large bed, a desk, and a TV.

6. Hyatt Place Portland Downtown - Old Port Square

Downtown Portland

Ivo

฿9,657

฿10,684 total

includes taxes & fees

13 Sept - 14 Sept

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

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

A modern lounge area with a fireplace, seating, and a large window.

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

7. Hampton Inn Portland Downtown - Waterfront

Downtown Portland

Janice

฿8,448

฿9,347 total

includes taxes & fees

30 Aug - 31 Aug

The exterior of a Courtyard by Marriott hotel with a glass entrance, outdoor seating area, and a stone facade.

A restaurant with booths and tables, brick walls, and pendant lighting.

A hotel room with a large bed, a desk with a computer, a TV, and a view of the city and water.

A modern bar area with leather seating, a bar counter, and a menu board.

8. Courtyard Portland Downtown/Waterfront

Downtown Portland

SCOTT

฿9,465

฿10,472 total

includes taxes & fees

30 Aug - 31 Aug

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

A hotel room with a desk, a sofa, a dining table, and a bed.

A modern hotel reception area with a digital check-in station, a minibar, and a self-service beverage machine.

A modern kitchen with a microwave, sink, and dishwasher. There is a dining area with a table and chairs. The room has a large window and a bed in the background.

9. Home2 Suites by Hilton Portland Airport

South Portland

Catherine

฿4,881

฿5,321 total

includes taxes & fees

30 Aug - 31 Aug

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

A modern hotel with a blue facade and a stone accent wall.

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

South Portland

Kimberly

฿4,160

฿4,534 total

includes taxes & fees

10 Sept - 11 Sept

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

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

A large indoor swimming pool with clear water, tiled flooring, and a seating area with chairs and a plant.

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

11. Hilton Garden Inn Portland Downtown Waterfront

Downtown Portland

Sandra

฿8,592

฿9,506 total

includes taxes & fees

7 Sept - 8 Sept

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

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

A bar area with stools, a counter, and a herringbone-patterned wall.

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

12. Residence Inn by Marriott Portland Downtown/Waterfront

Downtown Portland

Greg

฿8,901

฿9,848 total

includes taxes & fees

7 Sept - 8 Sept

A modern bar area with a bar counter, seating, and a view of the cityscape.

A pool table with balls, a sofa, and a dining area with chairs and tables.

A modern hotel entrance with a glass facade, outdoor seating, and a well-lit lobby area.

A modern living room with a grey sofa, a yellow armchair, and a red armchair. There are two floor lamps, a flat-screen TV, and patterned wallpaper.

13. Aloft by Marriott Portland Downtown Waterfront ME

Downtown Portland

eileen

฿7,231

฿8,000 total

includes taxes & fees

30 Aug - 31 Aug

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 modern living room with a sofa, two armchairs, a glass coffee table, and a decorative wall panel.

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

14. AC Hotel Portland Downtown/Waterfront, ME

Downtown Portland

Larry

฿7,791

฿8,620 total

includes taxes & fees

30 Aug - 31 Aug

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.

15. Tru by Hilton Portland Airport Area

South Portland

Ioannis

฿4,555

฿4,965 total

includes taxes & fees

30 Aug - 31 Aug

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

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

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.

16. The Westin Portland Harborview

Downtown Portland

Terica

฿8,343

฿9,231 total

includes taxes & fees

23 Aug - 24 Aug

A fire pit surrounded by wicker chairs in a garden setting.

A dining area with round tables and chairs, a view of the garden through large windows, and a cozy atmosphere.

A spacious living area with large windows, a staircase, and modern furniture.

A hotel room with a large bed, two bedside tables, a chair, a window with curtains, and a view of the city.

17. Portland Harbor Hotel

Downtown Portland

Brandon

฿9,019

฿11,232 total

includes taxes & fees

30 Aug - 31 Aug

A hotel entrance with a glass door, a large column, and potted plants.

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 modern bar area with seating and a bar counter.

18. Holiday Inn Portland-By the Bay by IHG

Downtown Portland

Sandra

฿5,978

฿6,614 total

includes taxes & fees

7 Sept - 8 Sept

A swimming pool with a stone wall and a window.

An indoor swimming pool with a stone wall, potted plants, and a blue floor.

A cozy log cabin interior with a bed, a reading chair, and a fireplace.

A restaurant with multiple tables and chairs, large windows, and a flat-screen TV mounted on the wall.

19. Best Western Merry Manor Inn

Highland

Teresa

฿5,165

฿5,630 total

includes taxes & fees

9 Sept - 10 Sept

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

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

A modern bar area with a counter, stools, and a menu display.

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

20. Courtyard by Marriott Portland Airport

South Portland

Maris

฿5,696

฿6,208 total

includes taxes & fees

31 Aug - 1 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

HomeAwhile

10/10 Excellent

"The hotel is immaculate. It is not a full service hotel. It is located outside the city center where everything is close by car but nothing is accessible on foot. In short, it is excellent at what it purports to be."

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

10/10 Excellent

"Beautiful building, everything seems new and well cared for. Nice breakfast."

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent

"This was one of the nicest hotels we’ve stayed in, and we’ve stayed in quite a few. The view from the room was amazing, the staff was very friendly and very helpful for even the smallest questions. They offered information that was helpful to a visitor. One of the best things was the shuttle. It not only goes back-and-forth to the airport, but it will bring you to your dinner reservation and other places on the Peninsula. The staff was so accommodating. I can’t recommend this highly enough."

Clarion Hotel Portland Airport ME

8/10 Good

"Close by to Hadlock Field. Front desk staff was very helpful. Room was fairly clean. Found pieces of food in a couple places. Bathroom could use a fan to rid of steam from the shower. Room we had was noisy from the I-295 traffic."

Quality Inn & Suites South Portland

8/10 Good

"It was clean and comfortable. The staff was friendly and the breakfast was decent."

Comfort Inn Saco-Old Orchard Beach

10/10 Excellent

"Belle hôtel."

The Westin Portland Harborview

10/10 Excellent

"Friendly welcome staff. Clean room."

Best Western Merry Manor Inn

10/10 Excellent

"Older but well-maintained hotel that is just a 10-12 minute drive from PWM jetport. My room was quite spacious; the bed was very comfortable, and I appreciated having a fridge and microwave. Every member of the staff I encountered greeted me and offered to help or answer questions. The breakfast was expansive."

Embassy Suites by Hilton Portland Maine

10/10 Excellent

"Loved this property! Right next door to the airport, but hardly ever heard the planes. The hotel is beautiful, the staff friendly, courteous and helpful. The breakfast and manager reception was top notch. They have an airport screen in the lobby showing real time arrivals and departures. Definitely would stay again!"

More cheap stays in Great Diamond Island

Clarion Pointe South Portland

675 Main Street I-95 South Portland ME

฿2,515

฿2,741 total

1 Sept - 2 Sept

includes taxes & fees

Spark by Hilton Portland Airport Maine Mall

461 Maine Mall Rd South Portland ME

฿3,070

฿3,347 total

7 Sept - 8 Sept

includes taxes & fees

Quality Inn & Suites South Portland

738 Main Street South Portland ME

฿3,144

฿3,427 total

10 Sept - 11 Sept

includes taxes & fees

6.4/10 (1,079 reviews)

Comfort Inn South Portland Airport

90 Maine Mall Rd South Portland ME

฿3,908

฿4,260 total

7 Sept - 8 Sept

includes taxes & fees

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

฿3,881

฿4,294 total

7 Sept - 8 Sept

includes taxes & fees

8/10 Very good! (1,633 reviews)

Best Western Merry Manor Inn

700 Main St South Portland ME

฿5,165

฿5,630 total

9 Sept - 10 Sept

includes taxes & fees

9/10 Wonderful! (1,147 reviews)

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Book Hotels in Great Diamond Island on Expedia.com

Find hotels in Great Diamond Island, ME from ฿2,741

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

3. Embassy Suites by Hilton Portland Maine

4. Cambria Hotel Portland Downtown-Old Port

5. Portland Regency Hotel & Spa

6. Hyatt Place Portland Downtown - Old Port Square

7. Hampton Inn Portland Downtown - Waterfront

8. Courtyard Portland Downtown/Waterfront

9. Home2 Suites by Hilton Portland Airport

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

11. Hilton Garden Inn Portland Downtown Waterfront

12. Residence Inn by Marriott Portland Downtown/Waterfront

13. Aloft by Marriott Portland Downtown Waterfront ME

14. AC Hotel Portland Downtown/Waterfront, ME

15. Tru by Hilton Portland Airport Area

16. The Westin Portland Harborview

17. Portland Harbor Hotel

18. Holiday Inn Portland-By the Bay by IHG

19. Best Western Merry Manor Inn

20. Courtyard by Marriott Portland Airport

Learn more about Great Diamond Island

Top Great Diamond Island Hotel Reviews

HomeAwhile

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

Holiday Inn Portland-By the Bay by IHG

Clarion Hotel Portland Airport ME

Quality Inn & Suites South Portland

Comfort Inn Saco-Old Orchard Beach

The Westin Portland Harborview

Best Western Merry Manor Inn

Embassy Suites by Hilton Portland Maine

More cheap stays in Great Diamond Island

Clarion Pointe South Portland

Spark by Hilton Portland Airport Maine Mall

Quality Inn & Suites South Portland

Comfort Inn South Portland Airport

Clarion Hotel Portland Airport ME

Best Western Merry Manor Inn

Explore a world of travel with Expedia

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