Title: Great Diamond Island Vacation Rentals from CA $186: 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)

![Summer on Casco Bay](https://images.trvl-media.com/place/6342016/fbb7e9ac-5d97-4416-ad7f-d1a6bdfac217.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Great Diamond Island Vacation Rentals

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## Check prices for these dates

In two weeks

[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)

In two months

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2026-04-03&endDate=2026-04-05&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

![Beach](https://images.trvl-media.com/lodging/121000000/120180000/120177500/120177417/63445671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/121000000/120180000/120177500/120177417/e9e5a326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120180000/120177500/120177417/c38e2fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/121000000/120180000/120177500/120177417/6f793f3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Portland

[](https://www.expedia.ca/Portland-Hotels-Cozy-Coveside-Island-Retreat.h120177417.Hotel-Information)

[](https://www.expedia.ca/Portland-Hotels-Cozy-Coveside-Island-Retreat.h120177417.Hotel-Information)

![Deluxe Suite, 1 King Bed | Private kitchen](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/9fd24e5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/47d4aaab.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)

![Studio Suite, 1 King Bed](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/b6c98e29.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

(89)

"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 $255

CA $486 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

![Beach](https://images.trvl-media.com/lodging/34000000/33490000/33486400/33486323/cf6e12e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33490000/33486400/33486323/337d8564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33490000/33486400/33486323/91a6205c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/34000000/33490000/33486400/33486323/52bbd800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Old Orchard Beach

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Private.h33486323.Hotel-Information)

9.8/10

Exceptional

(45)

"Excellent family stay. Backyard is nice and shaded, you can see the ocean from the house and amenities are great. "

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

Danielle N.

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Private.h33486323.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/24000000/23600000/23591700/23591693/c90968fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23600000/23591700/23591693/0b85d8a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23600000/23591700/23591693/77ce50ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/24000000/23600000/23591700/23591693/4915ecf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Old Orchard Beach

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Perfect-For-Families-Friends-Re-Unions-Outdoor-Hot-Tub.h23591693.Hotel-Information)

9.8/10

Exceptional

(97)

"The location was perfect and the house was exceptional. The host and property manager were very responsive and helpful. Would definitely recommend a stay!"

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

Kathleen C.

CA $829

CA $1,722 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Perfect-For-Families-Friends-Re-Unions-Outdoor-Hot-Tub.h23591693.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/28000000/27120000/27118300/27118287/c81a9afc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27118300/27118287/53a78c0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27120000/27118300/27118287/309cf392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/28000000/27120000/27118300/27118287/c4c02442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bailey Island

[](https://www.expedia.ca/Bailey-Island-Hotels-New-Cottage-Perfect-For-A-Peaceful-And-Quiet-Stay-On-The-Ocean-With-Beach.h27118287.Hotel-Information)

10/10

Exceptional

(234)

"Tremendous stay, great property and host."

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

Curtis G.

[](https://www.expedia.ca/Bailey-Island-Hotels-New-Cottage-Perfect-For-A-Peaceful-And-Quiet-Stay-On-The-Ocean-With-Beach.h27118287.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/60000000/59870000/59861500/59861453/422fc93c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/60000000/59870000/59861500/59861453/6dbcd1ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/59870000/59861500/59861453/1e41a71f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/60000000/59870000/59861500/59861453/95ccdd75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Old Orchard Beach

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Sensational-Beachfront-Property-Old-Orchard-Beach.h59861453.Hotel-Information)

9.6/10

Exceptional

(67)

"In one word AMAZING! We rented this property to gather our immediate family, adult children and grandchildren. We had a tragedy in our family as my oldest son was killed, this made our once close family, split apart. This property was so beautiful and such a happy place to be that my prayers were answered my family began the healing process. The location and the views one could not be unhappy. Thank you Jason for helping to make the stay amazing!"

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

Helen F.

CA $1,176

CA $2,154 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Sensational-Beachfront-Property-Old-Orchard-Beach.h59861453.Hotel-Information)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/115000000/114770000/114761500/114761466/c3bd41ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/115000000/114770000/114761500/114761466/f08edb8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Towels](https://images.trvl-media.com/lodging/115000000/114770000/114761500/114761466/31c5f4c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/115000000/114770000/114761500/114761466/dc0b2d57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in West Bayside

[](https://www.expedia.ca/Portland-Hotels-Studio-Unit-Walkable-Everywhere.h114761466.Hotel-Information)

5.8/10

(7)

"We didn't stay there at all. Canceled reservation "

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

Dianne

CA $87

CA $186 total

includes taxes & fees

Dec 12 - Dec 13

[](https://www.expedia.ca/Portland-Hotels-Studio-Unit-Walkable-Everywhere.h114761466.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108830000/108824700/108824665/785b08d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![7 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108830000/108824700/108824665/0c5184e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/109000000/108830000/108824700/108824665/b174151d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108830000/108824700/108824665/bfaeb530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Grand Beach

[](https://www.expedia.ca/Scarborough-Hotels-Spacious-7-Bedroom-House-With-WiFi-And-AC-In-Fabulous-Pine-Point-Scarborough.h108824665.Hotel-Information)

9.0/10

Wonderful

(17)

"Incredibly wonderful beach house. Plenty of room for 8 adults, 6 children. Would recommend for any group with lots of ages and preferences. Helped to create wonderful family reunion."

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

Ina-Lee B.

[](https://www.expedia.ca/Scarborough-Hotels-Spacious-7-Bedroom-House-With-WiFi-And-AC-In-Fabulous-Pine-Point-Scarborough.h108824665.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/67000000/66470000/66466800/66466792/601abd84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/67000000/66470000/66466800/66466792/a1b181cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/67000000/66470000/66466800/66466792/e9df887a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/67000000/66470000/66466800/66466792/31ea2058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Biddeford

[](https://www.expedia.ca/Portland-Hotels-The-Moonglow-A-Beautiful-Ocean-View-House-In-Biddeford.h66466792.Hotel-Information)

9.8/10

Exceptional

(127)

"Beautiful place "

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

Robert D.

[](https://www.expedia.ca/Portland-Hotels-The-Moonglow-A-Beautiful-Ocean-View-House-In-Biddeford.h66466792.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117730000/117723300/117723273/w1200h798x0y1-96a6ae2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117730000/117723300/117723273/8fad6e7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117730000/117723300/117723273/w1199h799x1y1-65be81f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117730000/117723300/117723273/w1199h799x1y1-9e42ddd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Old Orchard Beach

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Charming-2-Bedroom-Cottage-In-Peaceful-Old-Orchard-Beach-With-WiFi.h117723273.Hotel-Information)

9.8/10

Exceptional

(12)

"Walking distance to the board walk. Clean and just enough space for 4 of us. Had everything we needed plus plenty of towels! "

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

Natalia R.

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Charming-2-Bedroom-Cottage-In-Peaceful-Old-Orchard-Beach-With-WiFi.h117723273.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/115000000/114770000/114761500/114761464/d4c429bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114770000/114761500/114761464/b844c6f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114770000/114761500/114761464/87d254cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114770000/114761500/114761464/7e249362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Deering Center

[](https://www.expedia.ca/Portland-Hotels-Private-Entrance-Residential-Portland.h114761464.Hotel-Information)

9.2/10

Wonderful

(5)

"Check in was simple. Quaint place. "

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

Danielle C.

[](https://www.expedia.ca/Portland-Hotels-Private-Entrance-Residential-Portland.h114761464.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27120000/27116800/27116751/f039aeac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27120000/27116800/27116751/02437bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27116800/27116751/88839240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/28000000/27120000/27116800/27116751/09696c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Harpswell

[](https://www.expedia.ca/Harpswell-Hotels-1-Room-Luxury-Ocean-Front-Studio-Cottage.h27116751.Hotel-Information)

9.6/10

Exceptional

(171)

"Very clean beautiful view we definitely enjoyed ourselves "

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

Ilona F.

[](https://www.expedia.ca/Harpswell-Hotels-1-Room-Luxury-Ocean-Front-Studio-Cottage.h27116751.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/36000000/35790000/35785100/35785044/1e7c0877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/36000000/35790000/35785100/35785044/89c24373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, Hulu, books, streaming services](https://images.trvl-media.com/lodging/36000000/35790000/35785100/35785044/43a76955.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/36000000/35790000/35785100/35785044/abc16b07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Old Orchard Beach

[](https://www.expedia.ca/Portland-Hotels-Adorable-And-Cozy-1-BR-Cottage-Nestled-In-One-Of-Oobs-Quietest-Neighborhood.h35785044.Hotel-Information)

9.8/10

Exceptional

(65)

"Nice spot to stay with our pup! Chris was available and helpful, and it’s clear he takes care of his property. "

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

John and Lori W.

[](https://www.expedia.ca/Portland-Hotels-Adorable-And-Cozy-1-BR-Cottage-Nestled-In-One-Of-Oobs-Quietest-Neighborhood.h35785044.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/115000000/114770000/114768500/114768499/b3ca2cfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114770000/114768500/114768499/a62b9a88.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)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114770000/114768500/114768499/e16b1551.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 12 - Dec 13

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

![Exterior](https://images.trvl-media.com/lodging/97000000/96970000/96960600/96960579/a32d0e77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96970000/96960600/96960579/1176fa30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/97000000/96970000/96960600/96960579/a4277df2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96970000/96960600/96960579/d6f9902b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Harpswell

[](https://www.expedia.ca/Harpswell-Hotels-Beautiful-House-Just-A-Step-From-Ocean.h96960579.Hotel-Information)

9.4/10

Exceptional

(23)

"We loved our stay! Gorgeous view, lots of thoughtful little amenities. The home was extremely clean and the host was just lovely. "

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

Catherine O.

[](https://www.expedia.ca/Harpswell-Hotels-Beautiful-House-Just-A-Step-From-Ocean.h96960579.Hotel-Information)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/91000000/90330000/90322600/90322528/ba44aac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/91000000/90330000/90322600/90322528/911e9b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90330000/90322600/90322528/0675ac78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/91000000/90330000/90322600/90322528/7454ecba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Long Island

[](https://www.expedia.ca/Long-Island-Hotels-Updated-Long-Island-Maine-Cottage.h90322528.Hotel-Information)

10/10

Exceptional

(7)

"Great island house! Loved how stocked the kitchen was, we had comfortable beds and even beach chairs and cooler. We would definitely stay here again. "

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

Serra C.

[](https://www.expedia.ca/Long-Island-Hotels-Updated-Long-Island-Maine-Cottage.h90322528.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/20000000/19260000/19251500/19251469/1dc94df4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/20000000/19260000/19251500/19251469/81650d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/20000000/19260000/19251500/19251469/02ad53d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/20000000/19260000/19251500/19251469/5e61ec05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Old Orchard Beach

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Oceanfront-Condo-Steps-To-7-Mile-Beach-Downtown-OOB-3rd-Floor-Welevator.h19251469.Hotel-Information)

9.8/10

Exceptional

(227)

"The view off the deck was breathtaking "

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

Raymond

CA $241

CA $470 total

includes taxes & fees

Dec 12 - Dec 13

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Oceanfront-Condo-Steps-To-7-Mile-Beach-Downtown-OOB-3rd-Floor-Welevator.h19251469.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42510000/42503700/42503640/1ca5ad86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/43000000/42510000/42503700/42503640/eccaabd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42510000/42503700/42503640/88988f6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/43000000/42510000/42503700/42503640/2b50fd83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Old Orchard Beach

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Spectacular-Beachfront-Condo-Watch-Sunrise-From-Deck-Overlooking-Beach.h42503640.Hotel-Information)

9.8/10

Exceptional

(36)

"Great spot...everything was great "

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

Frank R.

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Spectacular-Beachfront-Condo-Watch-Sunrise-From-Deck-Overlooking-Beach.h42503640.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/117000000/116140000/116131600/116131538/a5f6ac3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116140000/116131600/116131538/c55be1d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116140000/116131600/116131538/860ab508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116140000/116131600/116131538/1669bf60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Falmouth

[](https://www.expedia.ca/Falmouth-Hotels-Charming-2-Bedroom-House-With-AC.h116131538.Hotel-Information)

8.8/10

Excellent

(6)

"We had a wonderful stay. Nice comfortable camp. We enjoyed swimming in the lake. "

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

Darcie B.

[](https://www.expedia.ca/Falmouth-Hotels-Charming-2-Bedroom-House-With-AC.h116131538.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/69000000/68150000/68148900/68148849/fa49db0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/69000000/68150000/68148900/68148849/bc2242b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68150000/68148900/68148849/1d6a8c27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/69000000/68150000/68148900/68148849/4df0a352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Portland

[](https://www.expedia.ca/Portland-Hotels-Back-Yard-Paradise.h68148849.Hotel-Information)

9.8/10

Exceptional

(22)

"Excellent home overall! Great equipment, great kitchen, great pool, nice patio! Easy access to the home and driveway! Probably the best house I’ve stayed in ! "

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

Justin J.

[](https://www.expedia.ca/Portland-Hotels-Back-Yard-Paradise.h68148849.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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&regionId=6342016&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top Great Diamond Island Hotel Reviews

![Home2 Suites by Hilton Portland Airport](https://images.trvl-media.com/lodging/25000000/24470000/24464500/24464467/4388a29e_y.jpg)

### Home2 Suites by Hilton Portland Airport

10/10 Excellent

"Very clean "

[](https://expedia.ca/Portland-Hotels-Home2-Suites-By-Hilton-Portland-Airport.h24464467.Hotel-Information)

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

### Portland Harbor Hotel

10/10 Excellent

"Everything was great! However it would nivce if there was a microwave at the snack stations on each floor."

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

![Tru by Hilton Portland Airport Area](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/c3cda57d_y.jpg)

### Tru by Hilton Portland Airport Area

10/10 Excellent

"The room was nice and the staff were very nice. "

[](https://expedia.ca/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.Hotel-Information)

![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 room with a view. Staff fantastic with upgrades. "

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

![La Quinta Inn & Suites by Wyndham Portland DT/Maine Med](https://images.trvl-media.com/lodging/1000000/30000/23500/23500/8325dcb5_y.jpg)

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

10/10 Excellent

"Very nice staff. Good morning coffee. "

[](https://expedia.ca/Portland-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Portland.h23500.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

"yes"

[](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

"Such a fun place to spend my birthday! The staff was friendly and the location was perfect."

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

![Embassy Suites by Hilton Portland Maine](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/cbc24127_y.jpg)

### Embassy Suites by Hilton Portland Maine

10/10 Excellent

"I stayed for 2 nights and would definitely come back. It was quiet, modern, friendly staff, food was good, and the room was very nice. "

[](https://expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.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

"Staff was lovely. Room was excellent and the hotel decor is very appealing. "

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