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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Great Diamond Island apartments

Interior

Apartment in Freeport

Studio Apartment in Freeport
10.0 out of 10, Exceptional, (1 review)
"I could not have ask for a better place to stay for my winter holiday trip in Freeport, Maine. This studio apartment went above my expectations. The entire space was much larger than I thought it would be. From the entry downstairs & throughout the entire apartment, it was clean & well-kept. Kitchen is fully equipped, has adequate space for meal prep, and there is plenty of room around the table & kitchen counter for dining. The living room is a welcoming pleasant area, and there is ample space...
United States
Di W.
The price is AED 231
AED 553 total
includes taxes & fees
3 Feb - 4 Feb
Studio Apartment in Freeport
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.
The price is AED 306
AED 718 total
includes taxes & fees
28 Jan - 29 Jan
Peaceful & minutes from the Old Port with private parking
Property grounds

Apartment in Freeport

Waterfront Private Apartment, minutes from LLBean!
10.0 out of 10, Exceptional, (16 reviews)
"We had a lovely stay at this property. Comfortable bed, beautiful view, enjoyed using the sauna, would stay again."
United States
Emily Jeanne B.
The price is AED 257
AED 620 total
includes taxes & fees
28 Jan - 29 Jan
Waterfront Private Apartment, minutes from LLBean!
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
The price is AED 303
AED 670 total
includes taxes & fees
28 Jan - 29 Jan
Sunny Spot with Private Parking.
Smart TV

Apartment in Blue Point

Pine Point Beach private, quaint, charming studio.
10.0 out of 10, Exceptional, (26 reviews)
"A great location to see Portland and surroundings. A very clean and nice place to stay. "
United States
Pam B.
The price is AED 323
AED 769 total
includes taxes & fees
28 Jan - 29 Jan
Pine Point Beach private, quaint, charming studio.
Private kitchen

Apartment in Harpswell

Bird Watching Paradise @ Waterfront Harpswell with Private Deck
10.0 out of 10, Exceptional, (2 reviews)
"Super location, very private, responsive host, lovely, clean. Very lucky to have been able to stay here!"
United States
Kate K.
The price is AED 459
AED 1,105 total
includes taxes & fees
28 Jan - 29 Jan
Bird Watching Paradise @ Waterfront Harpswell with Private Deck
Interior

Apartment in Munjoy Hill

Charming Studio apartment with WiFi, AC in welcoming Portland
9.6 out of 10, Exceptional, (11 reviews)
"A great location and a comfortable place to stay!"
United States
Andrew K.
The price is AED 413
AED 779 total
includes taxes & fees
28 Jan - 29 Jan
Charming Studio apartment with WiFi, AC in welcoming Portland
Exterior detail

Apartment in Munjoy Hill

Adorable Portland getaway on the Eastern Promenade
9.6 out of 10, Exceptional, (128 reviews)
"Tidy place in a great location! "
United States
Mary M.
The price is AED 343
AED 675 total
includes taxes & fees
28 Jan - 29 Jan
Adorable Portland getaway on the Eastern Promenade
Exterior detail

Apartment in Munjoy Hill

Glorious getaway on Portland's Eastern Promenade.
9.8 out of 10, Exceptional, (172 reviews)
"Great location for our visit to Portland. Very nice, very clean apartment. "
United States
Charles C.
The price is AED 384
AED 835 total
includes taxes & fees
28 Jan - 29 Jan
Glorious getaway on Portland's Eastern Promenade.
Dining

Apartment in Westbrook

Peaceful 1BR | Reading Nook | Near Portland
10.0 out of 10, Exceptional, (1 review)
"Nicely set up and had everything needed for a comfortable stay. The entrance stairs were dingy but inside was newly decorated and well appointed. Appreciated the coffee supplies."
United States
Martha and William P.
The price is AED 349
AED 1,165 total
includes taxes & fees
2 Feb - 3 Feb
Peaceful 1BR | Reading Nook | Near Portland
Sun loungers

Apartment in Downtown Saco

The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!
10.0 out of 10, Exceptional, (18 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.
The price is AED 366
AED 980 total
includes taxes & fees
28 Jan - 29 Jan
The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!
Outdoor dining

Apartment in Parkside

Port City Nest: Beautiful 2bd w/ Balcony & Parking
10.0 out of 10, Exceptional, (1 review)
"Loved staying at your Nest! All was great but maybe a couple of cozy blanks in living room for lounging? Thanks again-Ruth"
United States
Ruth R.
The price is AED 294
AED 793 total
includes taxes & fees
28 Jan - 29 Jan
Port City Nest: Beautiful 2bd w/ Balcony & 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.
The price is AED 459
AED 1,245 total
includes taxes & fees
1 Feb - 2 Feb
The Downtown Den - King Bed, Dog Friendly, Fire Pit, Parking, Family Friendly
Interior

Apartment in Downtown Saco

Welcome to our BoHo Treehouse!
10.0 out of 10, Exceptional, (8 reviews)
"The property was as advertised and very charming for myself and my partner. Checkin and checkout was smooth and easy, and the host was kind enough to let us check out a little later than advertised. Would stay here again."
United States
Benjamin A.
The price is AED 424
AED 983 total
includes taxes & fees
24 Feb - 25 Feb
Welcome to our BoHo Treehouse!
Smart TV

Apartment in Parkside

Beautiful 1st Floor Apartment & Amazing Shower
9.0 out of 10, Wonderful, (27 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is AED 198
AED 516 total
includes taxes & fees
28 Jan - 29 Jan
Beautiful 1st Floor Apartment & Amazing Shower
Interior

Apartment in Munjoy Hill

East end. Walk to food, beer and downtown fun.
9.8 out of 10, Exceptional, (32 reviews)
"Clean, great location, excellent communication with host, perfectly furnished for our group"
United States
Elizabeth P.
The price is AED 847
AED 1,356 total
includes taxes & fees
31 Jan - 1 Feb
East end. Walk to food, beer and downtown fun.
Exterior detail

Apartment in West End

1200 Sq Ft ♦ West End Gem ♦ Perfect Location
9.4 out of 10, Exceptional, (98 reviews)
"Great location with easy parking"
United States
Lauren J.
The price is AED 382
AED 933 total
includes taxes & fees
29 Jan - 30 Jan
1200 Sq Ft ♦ West End Gem ♦ Perfect Location
Dining

Apartment in West End

Charming West End Hideaway. Private Parking
10.0 out of 10, Exceptional, (47 reviews)
"Excellent place in every way-- I wish we could have stayed longer!"
United States
Alicia
The price is AED 387
AED 750 total
includes taxes & fees
28 Jan - 29 Jan
Charming West End Hideaway. Private Parking
1 bedroom, WiFi, bed sheets

Apartment in West Bayside

Studio Apartment near downtown Walkable!
8.4 out of 10, Very Good, (7 reviews)
"Maine Oyster Company was a highlight of the trip! "
United Kingdom
Tyler P.
The price is AED 231
AED 495 total
includes taxes & fees
28 Jan - 29 Jan
Studio Apartment near downtown Walkable!
Dining

Apartment in Windham

Lakefront ADU | Private Access | Projector Theater
10.0 out of 10, Exceptional, (1 review)
"A wonderful get away near a lake. Everything you need for a relxing vacation. The heated floor in the bathroom was perfect for a cold winter night. The living room was comfortable. We loved the projector screen and being able to watch Netflix on the big screen. The only improvement I would suggest, is to put a small microwave in the kitchen. All in all, a great place to stay and enjoy the Windham/Portland area! "
United States
Fred B.
Lakefront ADU | Private Access | Projector Theater
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

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

10/10 Excellent
"The staff was awesome! Friendly front desk and valet staff! Great location. Luna was so much fun! Can’t wait to return!"
Linda 2-night trip
Posted 2 days ago
Canopy by Hilton Portland Waterfront