Title: Great Diamond Island Vacation Rentals from CA $193: Short-Term Rentals for 2026 | Expedia.ca

[Great Diamond Island Travel Guide](https://expedia.ca/Great-Diamond-Island.dx6342016)[Hotels in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Hotels.d6342016.Travel-Guide-Hotels)[Flights to Great Diamond Island](https://expedia.ca/Cheap-Flights-To-Great-Diamond-Island.d6342016.Travel-Guide-Flights)[Great Diamond Island Car Rentals](https://expedia.ca/Car-Rentals-In-Great-Diamond-Island.d6342016.Car-Rental-Guide)[Great Diamond Island Vacation Packages](https://expedia.ca/Great-Diamond-Island.d6342016.Destination-Travel-Guides)

![Lobster Fishermen use this ward to unload their catch.](https://images.trvl-media.com/place/181420/3cfa4a35-2db7-47c5-b7aa-531fbc9a8da8.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Robbie Martin

# Great Diamond Island Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-12-16&endDate=2025-12-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-12-17&endDate=2025-12-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Great Diamond Island vacation rentals

![Deluxe Suite, 1 King Bed | Living area](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/38875013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/839e7b7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 1 King Bed | Living area](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/3eb6def3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/6c222be1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Downtown Portland

[](https://www.expedia.ca/Portland-Hotels-The-Weldone-Hotel.h107321604.Hotel-Information)

9.8/10

Exceptional

(90)

"Loved this place and would definitely stay here next time we go back."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eleni

CA $283

CA $515 total

includes taxes & fees

Dec 25 - Dec 26

[](https://www.expedia.ca/Portland-Hotels-The-Weldone-Hotel.h107321604.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/91a3f768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/310f34f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/w1920h1432x0y17-47ca72aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/w1917h1645x3y0-1a82cf6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Munjoy Hill

[](https://www.expedia.ca/Portland-Hotels-Adorable-Portland-Getaway-On-The-Eastern-Promenade.h32432059.Hotel-Information)

9.6/10

Exceptional

(127)

"Very convenient location. Comfortable accommodation! I would stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cynthia W.

CA $102

CA $224 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Portland-Hotels-Adorable-Portland-Getaway-On-The-Eastern-Promenade.h32432059.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/70000000/69570000/69568100/69568092/8bfdb3b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/70000000/69570000/69568100/69568092/5f9d8d1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69570000/69568100/69568092/519ceff9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/70000000/69570000/69568100/69568092/30c8c437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Parkside

[](https://www.expedia.ca/Portland-Hotels-Beautiful-1st-Floor-Apartment-Amazing-Shower.h69568092.Hotel-Information)

9.0/10

Wonderful

(26)

"This was a clean and good location for our stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jocelyn R.

CA $82

CA $202 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Portland-Hotels-Beautiful-1st-Floor-Apartment-Amazing-Shower.h69568092.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/94000000/93380000/93377200/93377193/08182dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Offices](https://images.trvl-media.com/lodging/94000000/93380000/93377200/93377193/0b4f40c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93380000/93377200/93377193/fe21ab70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93380000/93377200/93377193/86d2ccc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Freeport

[](https://www.expedia.ca/Freeport-Hotels-Modern.h93377193.Hotel-Information)

10/10

Exceptional

(3)

"Great location to Freeport shopping. Very clean and responsive staff and management. Fun for families with children. We would have liked more room inbetween cabins, but otherwise would highly recommend."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kathleen K.

CA $255

CA $441 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Freeport-Hotels-Modern.h93377193.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/7080160d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/b6e21af4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/9e80e946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/070bcabc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Blue Point

[](https://www.expedia.ca/Scarborough-Hotels-Charming-Studio-In-Delightful-Pine-Poinr-Beach-Area.h122859633.Hotel-Information)

10/10

Exceptional

(24)

"Cozy, clean and comfortable! Perfect weekend beach get away! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

jen e.

CA $110

CA $275 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Scarborough-Hotels-Charming-Studio-In-Delightful-Pine-Poinr-Beach-Area.h122859633.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/107000000/106380000/106377800/106377797/5ce0d1e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106380000/106377800/106377797/c0051374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, internet, bed sheets](https://images.trvl-media.com/lodging/107000000/106380000/106377800/106377797/fdbc861b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106380000/106377800/106377797/f914f2f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Knightville

[](https://www.expedia.ca/South-Portland-Hotels-Sunny-Spot-In-South-Portland-With-Private-Parking.h106377797.Hotel-Information)

9.8/10

Exceptional

(24)

"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Giana

CA $109

CA $246 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/South-Portland-Hotels-Sunny-Spot-In-South-Portland-With-Private-Parking.h106377797.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/77000000/76480000/76473600/76473587/w750h500x0y3-3024c068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/77000000/76480000/76473600/76473587/458852c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Munjoy Hill

[](https://www.expedia.ca/Portland-Hotels-Cozy.h76473587.Hotel-Information)

9.8/10

Exceptional

(52)

"Excellent stay and location"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David M.

CA $176

CA $380 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Portland-Hotels-Cozy.h76473587.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/115000000/114120000/114112800/114112724/32a99d95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/115000000/114120000/114112800/114112724/249b79fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/115000000/114120000/114112800/114112724/f9d077fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114120000/114112800/114112724/85af2af9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Old Orchard Beach

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Cheerful-1-Bedroom-Cottage-Only-50ft-From-Beach.h114112724.Hotel-Information)

10/10

Exceptional

(2)

"We loved the area. We loved the cottage feel. We only wished it had bigger fridge and a better cook top. Other then that it was great."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chris A.

CA $150

CA $269 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Cheerful-1-Bedroom-Cottage-Only-50ft-From-Beach.h114112724.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/114000000/113420000/113410800/113410782/ee13fc19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113420000/113410800/113410782/w418h550x4y11-f326d4e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113420000/113410800/113410782/4500be4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113420000/113410800/113410782/222fdd84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in West Bayside

[](https://www.expedia.ca/Portland-Hotels-In-Town-No-Frills-2-Bedroom-Apt.h113410782.Hotel-Information)

8.6/10

Excellent

(16)

"Host was very accommodating. Apartment worked well for. Description accurate. Would stay again."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Martha F.

CA $116

CA $215 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Portland-Hotels-In-Town-No-Frills-2-Bedroom-Apt.h113410782.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108750000/108748800/108748748/9714d627.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108750000/108748800/108748748/51bbde1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108750000/108748800/108748748/9b3c0314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108750000/108748800/108748748/0ededade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Downtown Saco

[](https://www.expedia.ca/Saco-Hotels-Charming-2-Bedroom-Apartment-In-Beautiful-Saco-With-WiFi.h108748748.Hotel-Information)

10/10

Exceptional

(4)

"The host responded quickly and with all the info I could have ever needed. I didn't try the hot tub, but the shower in unit 2 was fantastic. All around very comfortable and clean place that i will go back to."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paul N.

CA $215

CA $518 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Saco-Hotels-Charming-2-Bedroom-Apartment-In-Beautiful-Saco-With-WiFi.h108748748.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134102/w1024h606x0y38-1797d96a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134102/w1012h682x7y1-632a6529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134102/w1024h653x0y15-8d0d9c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134102/a2b1908f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in West End

[](https://www.expedia.ca/Portland-Hotels-Charming-West-End-Hideaway-Private-Parking.h100134102.Hotel-Information)

10/10

Exceptional

(46)

"Excellent place in every way-- I wish we could have stayed longer!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alicia

CA $149

CA $285 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Portland-Hotels-Charming-West-End-Hideaway-Private-Parking.h100134102.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/77000000/76610000/76603200/76603180/b2985fee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76610000/76603200/76603180/13df5443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76610000/76603200/76603180/3ee8df8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76610000/76603200/76603180/1aae08b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Old Orchard Beach

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Updated-2-BD-Cottage-10-Min-Walk-To-Pier-Beach-Sleeps-5.h76603180.Hotel-Information)

8.0/10

Very good

(24)

"Was the perfect place to unwind. Close enough to walk to beach, restaurants and shops. Enjoyed our stay emensly!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maria H.

CA $138

CA $293 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Updated-2-BD-Cottage-10-Min-Walk-To-Pier-Beach-Sleeps-5.h76603180.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/20000000/19310000/19306800/19306739/d5aa9333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19310000/19306800/19306739/5988ab6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19310000/19306800/19306739/1dcc0930.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19310000/19306800/19306739/7481eaf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Downtown Portland

[](https://www.expedia.ca/Portland-Hotels-Margaret-Penthouse-Suite-Casco-Bay-Views.h19306739.Hotel-Information)

10/10

Exceptional

(224)

"Outstanding customer service and the view from our loft was incredible. I can’t say enough about how much we enjoyed our stay and we look forward to coming back someday."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Scott M.

CA $445

CA $800 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Portland-Hotels-Margaret-Penthouse-Suite-Casco-Bay-Views.h19306739.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/111000000/110560000/110556200/110556144/e3bb088f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110560000/110556200/110556144/d0154b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110560000/110556200/110556144/w954h966x14y7-b3944a5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110560000/110556200/110556144/9c0d7682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Munjoy Hill

[](https://www.expedia.ca/Portland-Hotels-Harborview-Curated-East-End-Escape-W-Parking.h110556144.Hotel-Information)

10/10

Exceptional

(9)

"It was a beautiful property with everything you could need available. There were a lot of little touches that made it really nice! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeannette B.

CA $407

CA $720 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Portland-Hotels-Harborview-Curated-East-End-Escape-W-Parking.h110556144.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103580000/103571600/103571532/33a8135c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103580000/103571600/103571532/f393b69a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103580000/103571600/103571532/8d2d77cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/104000000/103580000/103571600/103571532/87bc6a33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Oakdale

[](https://www.expedia.ca/Portland-Hotels-New-England-Charm.h103571532.Hotel-Information)

10/10

Exceptional

(17)

"Wonderful stay! The place is beautiful, plus it's a great location for walking to coffee shops, running in the park, or a quick trip downtown."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rachel F.

CA $682

CA $1,121 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/Portland-Hotels-New-England-Charm.h103571532.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107090000/107088500/107088424/d417fea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107090000/107088500/107088424/d0295c6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107090000/107088500/107088424/6b9f8ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107090000/107088500/107088424/feae8453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Gray

[](https://www.expedia.ca/Gray-Hotels-Waterfront-Access-With-Kayaks.h107088424.Hotel-Information)

10/10

Exceptional

(3)

" The place was wonderful!! Very peaceful and beautiful!! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $205

CA $995 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Gray-Hotels-Waterfront-Access-With-Kayaks.h107088424.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/0d4542ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/aa465d6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/69ad9bd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/861529a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Harpswell

[](https://www.expedia.ca/Harpswell-Hotels-Camp-Forever-Cottage.h34140995.Hotel-Information)

9.6/10

Exceptional

(58)

"Perfect location on the water for a weekend getaway"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lydia G.

CA $289

CA $500 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/Harpswell-Hotels-Camp-Forever-Cottage.h34140995.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/115000000/114770000/114768500/114768499/a62b9a88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/115000000/114770000/114768500/114768499/w1278h2160x162y0-7bef38ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114770000/114768500/114768499/6c6c5960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114770000/114768500/114768499/ae06cfea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Munjoy Hill

[](https://www.expedia.ca/Portland-Hotels-Charming-Studio-Apartment-With-WiFi.h114768499.Hotel-Information)

9.6/10

Exceptional

(11)

"A great location and a comfortable place to stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andrew K.

CA $155

CA $292 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Portland-Hotels-Charming-Studio-Apartment-With-WiFi.h114768499.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33560000/33553200/33553118/dd545af6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33560000/33553200/33553118/52ee3a91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33560000/33553200/33553118/14087a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV, books](https://images.trvl-media.com/lodging/34000000/33560000/33553200/33553118/ee23131e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Munjoy Hill

[](https://www.expedia.ca/Portland-Hotels-Enjoy-Portland-With-Family-Or-Friends.h33553118.Hotel-Information)

9.6/10

Exceptional

(131)

"It was a beautiful place to stay..close to everything in town"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Debra P.

CA $219

CA $611 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Portland-Hotels-Enjoy-Portland-With-Family-Or-Friends.h33553118.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/33000000/32670000/32668900/32668873/w1917h1645x3y0-c1000dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/33000000/32670000/32668900/32668873/8d027ede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32670000/32668900/32668873/d260b69a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/33000000/32670000/32668900/32668873/31da49e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Munjoy Hill

[](https://www.expedia.ca/Portland-Hotels-Glorious-Getaway-On-Portlands-Eastern-Promenade.h32668873.Hotel-Information)

9.8/10

Exceptional

(171)

"Great location, clean and cute."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Erin M.

CA $149

CA $318 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Portland-Hotels-Glorious-Getaway-On-Portlands-Eastern-Promenade.h32668873.Hotel-Information)

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

![Hyatt Place Portland Downtown - Old Port Square](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/b4e33349_y.jpg)

### Hyatt Place Portland Downtown - Old Port Square

10/10 Excellent

"Great corner"

[](https://expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.Hotel-Information)

![Cambria Hotel Portland Downtown-Old Port](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/50b0940a_y.jpg)

### Cambria Hotel Portland Downtown-Old Port

10/10 Excellent

"It wasn’t free, but it was good (and there was a $25 credit/day applied to all F&B purchases."

[](https://expedia.ca/Portland-Hotels-Cambria-Hotel-Portland-Downtown-Old-Port.h77981687.Hotel-Information)

![Aloft Portland Downtown Waterfront ME](https://images.trvl-media.com/lodging/69000000/68850000/68847400/68847370/b64a7749_y.jpg)

### Aloft Portland Downtown Waterfront ME

10/10 Excellent

"Clean room, fun design, very quiet "

[](https://expedia.ca/Portland-Hotels-Aloft-Portland.h68847370.Hotel-Information)

![Holiday Inn Portland-By the Bay by IHG](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/e922ee9f_y.jpg)

### Holiday Inn Portland-By the Bay by IHG

10/10 Excellent

"Every thing was perfect, service, accomodations, and friendly staff!!!"

[](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information)

![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg)

### Portland Harbor Hotel

10/10 Excellent

"Lovely stay in a beautiful room, appreciated the upgrade. Easy walk to downtown activities. "

[](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information)

![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg)

### Clarion Hotel Portland Airport ME

10/10 Excellent

"Perfect room and perfect staff! Excellent on everything "

[](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information)

![Canopy by Hilton Portland Waterfront](https://images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/419cdab1_y.jpg)

### Canopy by Hilton Portland Waterfront

10/10 Excellent

"Great location. Clean rooms. Good restaurants with Ken walking distance."

[](https://expedia.ca/Portland-Hotels-Canopy-By-Hilton-Portland-Waterfront.h64474828.Hotel-Information)

![DoubleTree by Hilton Hotel Portland](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2_y.jpg)

### DoubleTree by Hilton Hotel Portland

10/10 Excellent

"Clean rooms and friendly staff! About a 10-15 min drive from downtown Portland."

[](https://expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information)

![Hampton Inn Portland Downtown - Waterfront](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/1dc67cbc_y.jpg)

### Hampton Inn Portland Downtown - Waterfront

10/10 Excellent

"clean room, digital key wonderful, good breakfast selection, staff very accommodating. Pool water very, very cloudy (negative)"

[](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information)

## Find out more about Great Diamond Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Great Diamond Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Great Diamond Island ](https://expedia.ca/Great-Diamond-Island-Private-Vacation-Homes.d6342016-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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- [Aparthotels in Great Diamond Island ](https://expedia.ca/Great-Diamond-Island-Apart-Hotels.d6342016-aaApartHotels.Travel-Guide-Accommodation)
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