Title: Great Diamond Island Vacation Home Rentals from CA $314: Search Top Private Vacation Homes for Rent | 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)[Vacation Rentals in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Vacation-Rentals.d6342016.Travel-Guide-VacationRentals)[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)

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

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## Check prices for these dates

In two weeks

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2026-05-22&endDate=2026-05-24&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 homes

![Living area](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/dbe85b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/fc36ebbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/8b898836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/3645d250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Escape to Positive Outlook

[](https://www.expedia.ca/Phippsburg-Hotels-Escape-To-Positive-Outlook.h102829282.Hotel-Information)

West Point

10/10

Exceptional

(3 reviews)

"The host was welcoming. The home was clean, comfortable and the views were outstanding. "

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

Rachel K.

CA $129

CA $278 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Phippsburg-Hotels-Escape-To-Positive-Outlook.h102829282.Hotel-Information)

![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/ac74d9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/w790h591x5y5-ff173a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/08f71e1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/407d9616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fantastic Waterfront Views

[](https://www.expedia.ca/Phippsburg-Hotels-Fantastic-Waterfront-Views.h102829284.Hotel-Information)

West Point

9.6/10

Exceptional

(14 reviews)

"The location and views were incredible. Quiet and relaxing spot."

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

Vanessa W.

CA $144

CA $334 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Phippsburg-Hotels-Fantastic-Waterfront-Views.h102829284.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/cc7d4138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/cc1c9073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/3e13b9b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/2736d12c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Full sized home

[](https://www.expedia.ca/Harpswell-Hotels-Full-Sized-Home.h91823998.Hotel-Information)

Harpswell

9.8/10

Exceptional

(50 reviews)

"Super clean and lovely place to stay! Highly recommend!"

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

Evan B.

CA $247

CA $467 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Harpswell-Hotels-Full-Sized-Home.h91823998.Hotel-Information)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/111000000/110870000/110870000/110869938/d3a33614.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110870000/110870000/110869938/b2133a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/111000000/110870000/110870000/110869938/5cc37f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110870000/110870000/110869938/76f0b7f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3BR Coastal Gem with a 5 Min Drive to Ocean Fun

[](https://www.expedia.ca/Charming-3-Bedroom-House-In-Old-Orchard-Beach.h110869938.Hotel-Information)

Old Orchard Beach

10/10

Exceptional

(6 reviews)

"I loved that the hosts live nearby and responded quickly when we needed anything. Having a washer and dryer onsite is great for longer stays. Beds were comfortable and plenty of blankets and pillows. Highly recommend this property."

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

Terry

CA $149

CA $485 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Charming-3-Bedroom-House-In-Old-Orchard-Beach.h110869938.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/74000000/73570000/73561300/73561259/9c8aae9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73570000/73561300/73561259/7cd3b1c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/74000000/73570000/73561300/73561259/f8dd2fe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/74000000/73570000/73561300/73561259/1b42a016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Home w/ Office Year Round in town Brunswick next to Bowdoin

[](https://www.expedia.ca/Brunswick-Hotels-Private-Home-W-Office-Year-Round-In-Town-Brunswick-Next-To-Bowdoin.h73561259.Hotel-Information)

Brunswick

9.0/10

Wonderful

(25 reviews)

"Nice place, I'd stay again!"

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

Ronnie C.

CA $192

CA $536 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Brunswick-Hotels-Private-Home-W-Office-Year-Round-In-Town-Brunswick-Next-To-Bowdoin.h73561259.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99800000/99792400/99792343/a3362993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/100000000/99800000/99792400/99792343/7732a752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99800000/99792400/99792343/11cfaa95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99800000/99792400/99792343/57702dc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful 3BR Home with Office in Town of Brunswick with King beds

[](https://www.expedia.ca/Brunswick-Hotels-Beautiful-3BR-Home-With-Office-In-Town-Of-Brunswick-With-King-Beds.h99792343.Hotel-Information)

Brunswick

9.2/10

Wonderful

(5 reviews)

"Great place for our family to stay while visiting the Maine coast."

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

Craig C.

CA $171

CA $467 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Brunswick-Hotels-Beautiful-3BR-Home-With-Office-In-Town-Of-Brunswick-With-King-Beds.h99792343.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/118000000/117860000/117853800/117853735/a894b763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/118000000/117860000/117853800/117853735/df3cba67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117860000/117853800/117853735/e076ac1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117860000/117853800/117853735/8cf1f09f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Getaway by the Sea

[](https://www.expedia.ca/South-Portland-Hotels-Modern-Getaway-By-The-Sea.h117853735.Hotel-Information)

South Portland

10/10

Exceptional

(2 reviews)

"Had a nice stay! House was great."

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

Karen T.

CA $274

CA $529 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/South-Portland-Hotels-Modern-Getaway-By-The-Sea.h117853735.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/114000000/113160000/113154800/113154713/b0f51cb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113160000/113154800/113154713/9d905127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113160000/113154800/113154713/e9cd6af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113160000/113154800/113154713/286b08ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Entire ideally located home in Cape Elizabeth’s coveted seaside community

[](https://www.expedia.ca/Cape-Elizabeth-Hotels-Spurwink-Meadows-Homestead-Property-Perched-Amongst-Tranquil-Pastoral-Farmland.h113154713.Hotel-Information)

Cape Elizabeth

10/10

Exceptional

(4 reviews)

"The host was welcoming and it was an easy and smooth check in and check out process. Place was a great spot for my friends and I during our stay for a pond hockey tournament."

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

Kerry W.

CA $229

CA $540 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Cape-Elizabeth-Hotels-Spurwink-Meadows-Homestead-Property-Perched-Amongst-Tranquil-Pastoral-Farmland.h113154713.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117630000/117622900/117622831/bcd66ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117630000/117622900/117622831/ec2783ac.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/118000000/117630000/117622900/117622831/0dfc10f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117630000/117622900/117622831/bd640f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Huge New Townhome 10mins from the Beach

[](https://www.expedia.ca/Scarborough-Hotels-Huge-New-Townhome-10mins-From-The-Beach.h117622831.Hotel-Information)

Saco

8.0/10

Very good

(1 review)

"The only big issue was that the VRBO listing gave us the wrong address. It sent us to Scarborough instead of Saco. Luckily we were familiar with the area and I knew that Saco was close to Old Orchard Beach, which was mentioned in the listing, so I did a google map search of the same address in Saco and it looked like the pictures. My elderly parents were relieved that we didn’t get scammed. Lol. The place was clean and large and easy to get on the highway. It’s 2 and a half baths, not 3 full...

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

Stacy H.

[](https://www.expedia.ca/Scarborough-Hotels-Huge-New-Townhome-10mins-From-The-Beach.h117622831.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/99959de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/w1024h675x0y3-f2ff33b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/w1024h674x0y9-5146ddd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/9b63f509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern & Sunny House Steps from the Promenade. Private Parking!

[](https://www.expedia.ca/Portland-Hotels-Modern.h100134127.Hotel-Information)

Munjoy Hill

10/10

Exceptional

(38 reviews)

"Perfect stay for a quick trip to Portland! "

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

stacey p.

CA $218

CA $457 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Portland-Hotels-Modern.h100134127.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/124000000/123110000/123108200/123108140/229581bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/124000000/123110000/123108200/123108140/fb18d307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123110000/123108200/123108140/b14a04d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123110000/123108200/123108140/836c6d63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Lakeview Escape | 3BR/2BA

[](https://www.expedia.ca/Windham-Hotels-Modern-Lakeview-Escape-3BR2BA.h123108140.Hotel-Information)

Windham

CA $212

CA $906 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Windham-Hotels-Modern-Lakeview-Escape-3BR2BA.h123108140.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/79000000/78510000/78507100/78507021/f55350a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78510000/78507100/78507021/11d3cea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78510000/78507100/78507021/07ab3d83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/79000000/78510000/78507100/78507021/ca84cc6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach House ∆ Prime Location ∆ Steps to the Ocean

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Beach-House-Prime-Location-Steps-To-The-Ocean.h78507021.Hotel-Information)

Old Orchard Beach

10/10

Exceptional

(55 reviews)

"House was very nice, plenty of room, and accommodating."

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

Joey S.

CA $186

CA $655 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Beach-House-Prime-Location-Steps-To-The-Ocean.h78507021.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/23000000/22480000/22478300/22478290/w4029h3018x0y0-30871d15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/23000000/22480000/22478300/22478290/0803ddce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, Netflix, streaming services](https://images.trvl-media.com/lodging/23000000/22480000/22478300/22478290/5855295e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/23000000/22480000/22478300/22478290/4589cab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

[](https://www.expedia.ca/Portland-Hotels-1200-Sq-Ft-West-End-Townhouse-Perfect-Location.h22478290.Hotel-Information)

West End

8.4/10

Very good

(58 reviews)

"Quiet, close to everything and east to find."

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

Jesse M.

CA $193

CA $418 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Portland-Hotels-1200-Sq-Ft-West-End-Townhouse-Perfect-Location.h22478290.Hotel-Information)

![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/123000000/122500000/122492400/122492351/8bd2570e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122500000/122492400/122492351/6b9ab2a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122500000/122492400/122492351/c3737f20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122500000/122492400/122492351/bca7c4cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1-bedroom ADU in wonderful Portland neighborhood

[](https://www.expedia.ca/Portland-Hotels-Charming-1-Bedroom-ADU-In-Wonderful-Portland-Neighborhood.h122492351.Hotel-Information)

Back Cove

CA $192

CA $314 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Portland-Hotels-Charming-1-Bedroom-ADU-In-Wonderful-Portland-Neighborhood.h122492351.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/120000000/119500000/119497800/119497702/1ec69660.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/120000000/119500000/119497800/119497702/fbcdba9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119500000/119497800/119497702/82c492c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/120000000/119500000/119497800/119497702/9573347b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

[](https://www.expedia.ca/South-Portland-Hotels-Spacious-And-Centrally-Located-Two-Connected-Apartments-Sleeps-12.h119497702.Hotel-Information)

South Portland

10/10

Exceptional

(1 review)

"Incredibly welcoming house! Very nicely furnished and prepared for guests. Couldn’t be more grateful for the thoughtfulness and accessibility to the property. We kept saying how impressed we were with how many towels were available! A lot of small details were paid attention to by the host! Thank you so much!"

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

Patrick S.

CA $277

CA $858 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/South-Portland-Hotels-Spacious-And-Centrally-Located-Two-Connected-Apartments-Sleeps-12.h119497702.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113940000/113935500/113935404/b20cea7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, stereo](https://images.trvl-media.com/lodging/114000000/113940000/113935500/113935404/64c7c650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, stereo](https://images.trvl-media.com/lodging/114000000/113940000/113935500/113935404/036b3f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113940000/113935500/113935404/6a22383d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Cottage with Peeks of Ocean Views

[](https://www.expedia.ca/Cape-Elizabeth-Hotels-Modern-Cottage-With-Peeks-Of-Ocean-Views.h113935404.Hotel-Information)

Cape Elizabeth

10/10

Exceptional

(1 review)

"Very cute property, perfect location! Had every amenity we could possibly need. The home was decorated so cutely and the shower was AMAZING! I’m coming back just for the shower! "

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

Christina S.

CA $390

CA $607 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Cape-Elizabeth-Hotels-Modern-Cottage-With-Peeks-Of-Ocean-Views.h113935404.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/97000000/96900000/96897200/96897141/a4fb0107.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/97000000/96900000/96897200/96897141/6396118e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96900000/96897200/96897141/f0535905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/97000000/96900000/96897200/96897141/8666ed32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Willard Square Family Home

[](https://www.expedia.ca/South-Portland-Hotels-Willard-Square-Family-Home.h96897141.Hotel-Information)

Willard Beach

9.6/10

Exceptional

(9 reviews)

"Thoroughly enjoyed this house! "

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

David W.

CA $349

CA $749 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/South-Portland-Hotels-Willard-Square-Family-Home.h96897141.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109660000/109658700/109658609/f454abef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109660000/109658700/109658609/8ac06afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109660000/109658700/109658609/1b3b7cfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109660000/109658700/109658609/9aecb7ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury

[](https://www.expedia.ca/Harpswell-Hotels-The-Harpswell-House-Waterfront.h109658609.Hotel-Information)

Harpswell

10/10

Exceptional

(2 reviews)

"Beautiful property, well equipped, lots of amenities, plenty of space for our large group."

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

Edwin M.

CA $493

CA $1,553 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Harpswell-Hotels-The-Harpswell-House-Waterfront.h109658609.Hotel-Information)

![House, 5 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/5ee2f1a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 5 Bedrooms | Exterior](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/50708db0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 5 Bedrooms | Living area](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/b9122216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 5 Bedrooms | Dining](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/a58ad766.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home

[](https://www.expedia.ca/Gray-Hotels-Gray-Woodland-Escape-Golf.h120238862.Hotel-Information)

Gray

CA $661

CA $1,338 total

includes taxes & fees

Jan 31 - Feb 1

[](https://www.expedia.ca/Gray-Hotels-Gray-Woodland-Escape-Golf.h120238862.Hotel-Information)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/121000000/120250000/120241700/120241612/a4117721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/121000000/120250000/120241700/120241612/880da048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120250000/120241700/120241612/90b6f46a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120250000/120241700/120241612/1a5fa7ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW! Gray Woodland Escape | Golf, Pool & Cinema

[](https://www.expedia.ca/Gray-Hotels-NEW-Gray-Woodland-Escape-Golf.h120241612.Hotel-Information)

Gray

10/10

Exceptional

(1 review)

CA $649

CA $1,293 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Gray-Hotels-NEW-Gray-Woodland-Escape-Golf.h120241612.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=2026-02-09&endDate=2026-02-10&regionId=6342016&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Great+Diamond+Island%2C+Maine%2C+United+States+of+America&regionId=6342016&latLong=43.679165%2C-70.197243&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Great+Diamond+Island%2C+Maine%2C+United+States+of+America&regionId=6342016&latLong=43.679165%2C-70.197243&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=CABIN)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Great+Diamond+Island%2C+Maine%2C+United+States+of+America&regionId=6342016&latLong=43.679165%2C-70.197243&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Great+Diamond+Island%2C+Maine%2C+United+States+of+America&regionId=6342016&latLong=43.679165%2C-70.197243&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=APARTMENT)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Great+Diamond+Island%2C+Maine%2C+United+States+of+America&regionId=6342016&latLong=43.679165%2C-70.197243&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Great+Diamond+Island%2C+Maine%2C+United+States+of+America&regionId=6342016&latLong=43.679165%2C-70.197243&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=CONDO)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Great+Diamond+Island%2C+Maine%2C+United+States+of+America&regionId=6342016&latLong=43.679165%2C-70.197243&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=VACATION_HOME)

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## Top Great Diamond Island Hotel Reviews

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

### Portland Harbor Hotel

10/10 Excellent

"Nice outside fire place in winter"

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

"Staff was excellent, amenities were spectacular. Overall the best stay in years!"

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

"Yes"

[](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.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 people"

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

"Needs more options for breakfast "

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

![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg)

### Portland Regency Hotel & Spa

10/10 Excellent

"Everything was great…the staff was very friendly."

[](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.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

"Very accommodating "

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

![Long Creek Hotel by IHG](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/f3b41288_y.jpg)

### Long Creek Hotel by IHG

10/10 Excellent

"Everything was fine here. Took forever to find someone who worked there in the morning but when we did she was able to help me."

[](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Airport.h24280.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

"Very helpful and very clean room"

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

## Find out more about Great Diamond Island

## Great Diamond Island Vacation Homes information

| Number of reviews | 264                |
| ----------------- | ------------------ |
| Accommodation     | 559 Vacation Homes |
| Lowest Price      | CA $314            |
| Highest Price     | CA $1,553          |

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- [Munjoy Hill Hotels ](https://www.expedia.ca/Munjoy-Hill-Portland-Hotels.0-n553248635976477266-0.Travel-Guide-Filter-Hotels)
- [Farmstay in Peaks Island ](https://www.expedia.ca/Peaks-Island-Agritourism.d6151240-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Peaks Island ](https://www.expedia.ca/Peaks-Island-Bed-And-Breakfast.d6151240-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Chalets in Peaks Island ](https://www.expedia.ca/Peaks-Island-Chalets.d6151240-aaChalets.Travel-Guide-Accommodation)
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- [Golf Hotels in Peaks Island ](https://www.expedia.ca/Peaks-Island-Hotels-Golf-Hotel.0-0-d6151240-tGolfHotel.Travel-Guide-Filter-Hotels)
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- [Peaks Island Hotels ](https://www.expedia.ca/Peaks-Island-Hotels.d6151240.Travel-Guide-Hotels)
- [Motels in Peaks Island ](https://www.expedia.ca/Peaks-Island-Motels.d6151240-aaMotels.Travel-Guide-Accommodation)
- [Farmstay in Portland ](https://www.expedia.ca/Portland-Agritourism.d181420-aaAgritourism.Travel-Guide-Accommodation)
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- [Capsule Hotels in Portland ](https://www.expedia.ca/Portland-Capsule-Hotels.d181420-aaCapsuleHotels.Travel-Guide-Accommodation)
- [Chalets in Portland ](https://www.expedia.ca/Portland-Chalets.d181420-aaChalets.Travel-Guide-Accommodation)
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- [Motels in Portland ](https://www.expedia.ca/Portland-Motels.d181420-aaMotels.Travel-Guide-Accommodation)
- [Resorts in Portland ](https://www.expedia.ca/Portland-Resort-Hotels.d181420-aaResortHotels.Travel-Guide-Accommodation)
- [Treehouses in Portland ](https://www.expedia.ca/Portland-Treehouses.d181420-aaTreehouses.Travel-Guide-Accommodation)
- [South Portland Hotels ](https://www.expedia.ca/South-Portland-Hotels.d6769.Travel-Guide-Hotels)
- [Hotels near Southern Maine Community College ](https://www.expedia.ca/Southern-Maine-Community-College-Hotels.0-l553248621555471470-0.Travel-Guide-Filter-Hotels)
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- [Hotels near Willard Beach ](https://www.expedia.ca/Willard-Beach-Hotels.0-l6077248-0.Travel-Guide-Filter-Hotels)
- [Adults Only Resorts & in Willard Beach ](https://www.expedia.ca/Willard-Beach-South-Portland-Hotels-Adults-Only-Resorts.0-n643570660110589952-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
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- [Oceanfront Hotels in Willard Beach ](https://www.expedia.ca/Willard-Beach-South-Portland-Hotels-Oceanfront-Hotels.0-n643570660110589952-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
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- [Flights to Portland ](https://www.expedia.ca/Cheap-Flights-To-Portland.d181420.Travel-Guide-Flights)

- [East End Beach ](https://www.expedia.ca/East-End-Beach-East-End.d6326357.Vacation-Attraction)
- [Long Island Vacations ](https://www.expedia.ca/Long-Island.d6046209.Destination-Travel-Guides)
- [Visit East Bayside ](https://www.expedia.ca/Portland-East-Bayside.dx553248635976473226)
- [Visit Old Port ](https://www.expedia.ca/Portland-Old-Port.dx6172121)

- [Peaks Island Vacation Rentals ](https://www.expedia.ca/Peaks-Island-Vacation-Rentals.d6151240.Travel-Guide-VacationRentals)

- [Things to do in Portland ](https://www.expedia.ca/Things-To-Do-In-Portland.d181420.Travel-Guide-Activities)

- [Book Vacation Homes in Great Diamond Island on Expedia.com ](https://www.expedia.com/Great-Diamond-Island-Private-Vacation-Homes.d6342016-aaPrivateVacationHomes.Travel-Guide-Accommodation)