Title: Great Diamond Island Vacation Rentals from CA $197: Short-Term Rentals for 2025 | Expedia.ca

 

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Photo by Robbie Martin

# Great Diamond Island Vacation Rentals

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## Check prices for these dates

Tonight

[Nov 9 - Nov 10](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-11-09&endDate=2025-11-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 10 - Nov 11](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-11-10&endDate=2025-11-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Great Diamond Island

![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, 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)

![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)

### The Weldon Hotel

Downtown Portland

9.8/10

Exceptional

(86)

"Absolutely beautiful place to stay. "

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

James

CA $259

CA $388 total

includes taxes & fees

Dec 7 - Dec 8

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

![Luxury Condo | Private kitchen](https://images.trvl-media.com/lodging/105000000/104030000/104027800/104027759/b0f41c8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/105000000/104030000/104027800/104027759/5a001910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Condo](https://images.trvl-media.com/lodging/105000000/104030000/104027800/104027759/adec99b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Economy Studio Suite, 1 Bedroom | Terrace/patio](https://images.trvl-media.com/lodging/105000000/104030000/104027800/104027759/b54e7881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 68 East Grand Ave

Old Orchard Beach

8.6/10

Excellent

(9)

"Across from the beach, close to a lot of activities, the space is up to date and very comfortable , decorated nicely. Outdoor porch area was a nice addition to having extra space. The train does go by very early in the am but that’s not just for this space on the avenue but is something to consider if that bothers you. Communication with Nichole was very easy and she was great to deal with! We loved to space and will definitely stay here again! "

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

Jeffrey

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-68-East-Grand-Ave.h104027759.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)

![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27120000/27118300/27118287/39bf44b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/28000000/27120000/27118300/27118287/3e53e4ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/28000000/27120000/27118300/27118287/f9d996a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Bailey Island

10/10

Exceptional

(232)

"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)

![Beach](https://images.trvl-media.com/lodging/34000000/33490000/33486400/33486323/6883b344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33490000/33486400/33486323/cc06b327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33490000/33486400/33486323/31ca7f3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33490000/33486400/33486323/e86290be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!

Old Orchard Beach

9.8/10

Exceptional

(45)

"😍😍😍"

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

Sara L.

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

![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66470000/66466800/66466792/3488a6ad.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66470000/66466800/66466792/29e6882a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/67000000/66470000/66466800/66466792/4e7925d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Moonglow! A beautiful ocean view house in Biddeford!

Biddeford

9.8/10

Exceptional

(124)

"House was beautiful! Comfy beds, amazing views,great location!"

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

Katherine C.

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

![Outdoor dining](https://images.trvl-media.com/lodging/60000000/59870000/59861500/59861453/7381088d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59870000/59861500/59861453/83b62e61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/60000000/59870000/59861500/59861453/bd836a19.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)

### Sensational Beachfront Property Old Orchard Beach, with indoor elevator

Old Orchard Beach

9.6/10

Exceptional

(67)

"Made a great place for a business retreat. WiFi worked well and we had plenty of space to spread out."

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

dan b.

CA $841

CA $1,747 total

includes taxes & fees

Nov 16 - Nov 17

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113580000/113576600/113576566/c5ef56b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/114000000/113580000/113576600/113576566/554b15de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113580000/113576600/113576566/f4eb8bda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113580000/113576600/113576566/8327d2f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location

Saco

9.2/10

Wonderful

(15)

"Wonderful stay for a quick visit. Would love to come back and spend more time on the deck and exploring the area. "

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

Aethena E.

CA $348

CA $434 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Saco-Hotels-AmongstTheAspens-Tiny-House-In-A-Serene-Location.h113576566.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)

![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/118000000/117730000/117723300/117723273/35b22502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117730000/117723300/117723273/w1200h799x0y1-74156d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC

Old Orchard Beach

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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37840000/37832700/37832621/f602aa49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/38000000/37840000/37832700/37832621/298e9c93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/38000000/37840000/37832700/37832621/bdea6699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/38000000/37840000/37832700/37832621/6c4ddf40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gorgeous and Unique New England Beach House: Panoramic Views of Saco Bay!

Saco

10/10

Exceptional

(104)

"Such a beautiful home in an amazing location! "

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

Michelle H.

[](https://www.expedia.ca/Saco-Hotels-Gorgeous-New-England-Beach-House-Facing-The-Ocean-Panoramic-Views-Of-Saco-Bay.h37832621.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/53000000/52600000/52599600/52599576/66669850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/53000000/52600000/52599600/52599576/49926140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/53000000/52600000/52599600/52599576/cab19e11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/53000000/52600000/52599600/52599576/23434a11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 min walk to the beach. Pet friendly condo

Old Orchard Beach

8.2/10

Very good

(41)

"Over all it was good, bathroom was off bedroom, not convenient for other guest staying on futon in living room. Backyard for dogs was very small, but enough space for the pups to do their duty. In all it worked for the few days we were there!"

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

Cindy H.

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-2-Min-Walk-To-The-Beach-Pet-Friendly-Condo.h52599576.Hotel-Information)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/115000000/114770000/114761500/114761466/91aa5758.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)

![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)

![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)

### Studio Unit Walkable Everywhere

West Bayside

5.8/10

(6)

"Great, comfortable place to stay. The location is super walkable. There are several bars/restaurants very close, and other areas are close enlighten to walk to as well (I.e. Congress Street). Commercial is a bit of a walk, but if you’re like us and love to walk a new area. It’s not that far. The bed is comfortable and the place was very clean. Communication was great. We would stay here again!"

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

Anonymous traveller

CA $96

CA $197 total

includes taxes & fees

Nov 10 - Nov 11

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

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

![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19260000/19251500/19251469/d3dc4864.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)

### Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

Old Orchard Beach

9.8/10

Exceptional

(224)

"The view off the deck was breathtaking "

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

Raymond

CA $246

CA $482 total

includes taxes & fees

Nov 13 - Nov 14

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

![Towels](https://images.trvl-media.com/lodging/114000000/113420000/113410800/113410782/7764cbbb.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)

### In-town no frills 2 bedroom apt

West Bayside

8.4/10

Very good

(14)

"Beds were very comfortable. Parking was a little difficult. 3rd floor was a little tough on my 83 year old mother. But it was clean and roomy and close to downtown shopping and touristy attractions."

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

Betsy Jean

CA $111

CA $211 total

includes taxes & fees

Nov 10 - Nov 11

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

![Beach](https://images.trvl-media.com/lodging/121000000/120280000/120276600/120276533/1e1f3f03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120280000/120276600/120276533/55363750.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120280000/120276600/120276533/2878dfc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120280000/120276600/120276533/5990da1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Little Miss Cottages - Two Bedroom Cottage

Old Orchard Beach

9.4/10

Exceptional

(3)

"Cute little cottage. The floor in one bedroom has a real slant to it."

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

Paula F.

CA $190

CA $410 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Little-Miss-Cottages-Two-Bedroom-Cottage.h120276533.Hotel-Information)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107530000/107524200/107524101/25439083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/108000000/107530000/107524200/107524101/e98ffde0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/108000000/107530000/107524200/107524101/99f16718.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/108000000/107530000/107524200/107524101/96af8063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Dollhouse

Old Orchard Beach

9.2/10

Wonderful

(5)

"We had a great time! The place was exactly like the pictures. It was clean and had lots of amenities. My only suggestion would have more towels because we had five people and four bath towels. "

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

Molly D.

CA $632

CA $1,050 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-The-Dollhouse.h107524101.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35790000/35785100/35785044/bfce0014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, Hulu, books, streaming services](https://images.trvl-media.com/lodging/36000000/35790000/35785100/35785044/56e81e9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/36000000/35790000/35785100/35785044/87d77c3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, Hulu, books, streaming services](https://images.trvl-media.com/lodging/36000000/35790000/35785100/35785044/3552abf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

Old Orchard Beach

9.8/10

Exceptional

(64)

"My wife and I both enjoyed our stay and found the unit to be very cute, clean and comfortable. The owners were also quite nice and communicated very well whenever we reached out to them. We had a great stay!"

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

Russell R.

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

![On the beach, sun loungers](https://images.trvl-media.com/lodging/19000000/18770000/18767400/18767346/b36dce89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/19000000/18770000/18767400/18767346/f07d64f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/19000000/18770000/18767400/18767346/7f17a780.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18770000/18767400/18767346/4e1aae51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best house in Old Orchard Beach..STEPS/BEACH, surf!!!! 4 bedroom

Old Orchard Beach

9.8/10

Exceptional

(44)

"Great house with lots of room for a big family. So close to the beach with great views. Great outdoor spaces as well! "

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

Moria B.

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Best-House-In-Old-Orchard-BeachSTEPSBEACH.h18767346.Hotel-Information)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/91000000/90330000/90322600/90322528/7499d871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/91000000/90330000/90322600/90322528/20eb7275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90330000/90322600/90322528/9a0be043.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)

### Updated Long Island Maine Cottage

Long Island

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)

![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)

![Interior](https://images.trvl-media.com/lodging/115000000/114770000/114761500/114761464/b844c6f1.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/c526e5cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Private Entrance Residential Portland

Deering Center

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)

![Private kitchen](https://images.trvl-media.com/lodging/109000000/108830000/108824700/108824665/80703559.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)

![Interior](https://images.trvl-media.com/lodging/109000000/108830000/108824700/108824665/376c0f67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

Grand Beach

9.0/10

Wonderful

(16)

"Very responsive host, even got us a pack and play for our youngest! Perfect house for a beach stay! Would stay again! "

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

Matthew D.

[](https://www.expedia.ca/Scarborough-Hotels-Spacious-7-Bedroom-House-With-WiFi-And-AC-In-Fabulous-Pine-Point-Scarborough.h108824665.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=2025-11-23&endDate=2025-11-24&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

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

### Portland Harbor Hotel

10/10 Excellent

"Staff was very accommodating and assisted us with a change in rooms due to barking dogs. Beautiful accommodations, easy walk to restaurants and shopping. Would definitely stay here again."

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

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

### Tru by Hilton Portland Airport Area

10/10 Excellent

"Clean, modern, simple, friendly"

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

![Comfort Inn & Suites Scarborough - Portland](//images.trvl-media.com/lodging/3000000/2220000/2213300/2213298/408a3e09_y.jpg)

### Comfort Inn & Suites Scarborough - Portland

10/10 Excellent

"Nice room on the first floor heated pool good customer service very helpful and a great hot breakfast buffet included with stay .great experience"

[](https://expedia.ca/Portland-Hotels-Comfort-Inn-Suites-Scarborough-Portland.h2213298.Hotel-Information)

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

### Clarion Hotel Portland

10/10 Excellent

"Great"

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

![Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel](//images.trvl-media.com/lodging/2000000/1090000/1085000/1084959/18487d8b_y.jpg)

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

10/10 Excellent

"Rooms were clean and beds were comfy. This place has gotten a lot better since I stayed here years ago."

[](https://expedia.ca/South-Portland-Hotels-Casco-Bay-Hotel.h1084959.Hotel-Information)

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

### Canopy by Hilton Portland Waterfront

10/10 Excellent

"Yes great stay great staff"

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

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

### Hampton Inn Portland Downtown - Waterfront

10/10 Excellent

"Room was clean and staff was friendly. "

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

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

### Hyatt Place Portland Downtown - Old Port Square

10/10 Excellent

"Great location! "

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

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

### Embassy Suites by Hilton Portland Maine

10/10 Excellent

"We had a problem with Expedia reservations, but the staff went above and beyond at this location to get us check in and get things taken care of for us. Highly appreciate their help."

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

## Find out more about Great Diamond Island

**Everything you need to know about** **Great Diamond Island** **vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Great Diamond Island vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Great Diamond Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Great Diamond Island vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Great Diamond Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Great Diamond Island vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Great Diamond Island vacation rentals we have selected for you start as low as CA $197 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Great Diamond Island rentals**

At Expedia, we put the best Great Diamond Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Great Diamond Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Great Diamond Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Great Diamond Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

-   Trending destinations on Expedia.ca
-   All accommodation types in Great Diamond Island

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-   [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations)
-   [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

-   [Vacation Homes in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Private-Vacation-Homes.d6342016-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Apartments in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Apartments.d6342016-aaApartments.Travel-Guide-Accommodation)
-   [Condo Rentals in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Condos.d6342016-aaCondos.Travel-Guide-Accommodation)
-   [Cottages in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Cottages.d6342016-aaCottages.Travel-Guide-Accommodation)
-   [Motels in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Motels.d6342016-aaMotels.Travel-Guide-Accommodation)
-   [Cabin Rentals in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Cabins.d6342016-aaCabins.Travel-Guide-Accommodation)
-   [B&B in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Bed-And-Breakfast.d6342016-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Farmstay in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Agritourism.d6342016-aaAgritourism.Travel-Guide-Accommodation)
-   [Aparthotels in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Apart-Hotels.d6342016-aaApartHotels.Travel-Guide-Accommodation)
-   [Villas in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Villas.d6342016-aaVillas.Travel-Guide-Accommodation)
-   [Guest Houses in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Guest-Houses.d6342016-aaGuestHouses.Travel-Guide-Accommodation)
-   [Inns in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Inns.d6342016-aaInns.Travel-Guide-Accommodation)
-   [RV Parks in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-RV-Parks.d6342016-aaRVParks.Travel-Guide-Accommodation)
-   [Chalets in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Chalets.d6342016-aaChalets.Travel-Guide-Accommodation)
-   [Resorts in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Resort-Hotels.d6342016-aaResortHotels.Travel-Guide-Accommodation)

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Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)