Title: Great Diamond Island Vacation Home Rentals from CA $323: 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) # Great Diamond Island Vacation Rentals - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [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 [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Great Diamond Island Vacation Homes ![Dining](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/1a461c7f.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) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/9f336acb.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) ### Vacation Home in West Point 10/10 Exceptional (2) "Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregory M. CA $147 CA $303 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Phippsburg-Hotels-Escape-To-Positive-Outlook.h102829282.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524009/8f8d5fc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524009/0fea885c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524009/2697d859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524009/d99fbb6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Brunswick 9.8/10 Exceptional (7) "Such a beautiful home and peaceful location. We loved our stay and the host was responsive and helpful with any questions we had!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diana H. CA $219 CA $577 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Brunswick-Hotels-Mere-Point-Sunrise-Views-At-Eastern-Shore.h103524009.Hotel-Information) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/111000000/110870000/110870000/110869938/15aedac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110870000/110870000/110869938/c74895ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110870000/110870000/110869938/2da10923.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) ### Vacation Home in Old Orchard Beach 10/10 Exceptional (5) "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 $152 CA $494 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Charming-3-Bedroom-House-In-Old-Orchard-Beach.h110869938.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/0b84a256.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) ### Vacation Home in West Point 9.6/10 Exceptional (14) "Our favorite part about our stay at this location was being able to look out the many sliding door windows to see the ocean view. It was a very relaxing place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather S. CA $177 CA $380 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Phippsburg-Hotels-Fantastic-Waterfront-Views.h102829284.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/0d4542ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/861529a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/aa465d6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/69ad9bd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Harpswell 9.6/10 Exceptional (58) "Most enjoyed vacation this year.Location was beautiful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra S. CA $290 CA $505 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Harpswell-Hotels-Camp-Forever-Cottage.h34140995.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/115000000/114900000/114893100/114893070/594f2bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114900000/114893100/114893070/318d57c8.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/115000000/114900000/114893100/114893070/a6c3dc1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/115000000/114900000/114893100/114893070/054130f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in West Point 9.2/10 Wonderful (5) "You couldn’t ask for a better view, it was everything we had hoped and more." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew S. [](https://www.expedia.ca/Phippsburg-Hotels-Mid-Coast-Getaway-W-Water-Views.h114893070.Hotel-Information) ![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) ![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) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/100000000/99800000/99792400/99792343/20aecc81.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) ### Vacation Home in Brunswick 9.2/10 Wonderful (5) "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 $189 CA $495 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Brunswick-Hotels-Beautiful-3BR-Home-With-Office-In-Town-Of-Brunswick-With-King-Beds.h99792343.Hotel-Information) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73570000/73561300/73561259/52bd6668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/74000000/73570000/73561300/73561259/c3256891.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/74000000/73570000/73561300/73561259/30311abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Brunswick 8.8/10 Excellent (23) "Nice place, I'd stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ronnie C. CA $210 CA $564 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Brunswick-Hotels-Private-Home-W-Office-Year-Round-In-Town-Brunswick-Next-To-Bowdoin.h73561259.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/79000000/78510000/78507100/78507021/39e6bac2.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) ![Dining](https://images.trvl-media.com/lodging/79000000/78510000/78507100/78507021/b70e45a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/79000000/78510000/78507100/78507021/6d6fd9cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Old Orchard Beach 10/10 Exceptional (55) "It was clean and neat and just steps to the beach. It had everything you could possibly need." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mare E. CA $198 CA $675 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Beach-House-Prime-Location-Steps-To-The-Ocean.h78507021.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117860000/117853800/117853735/66ba29b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117860000/117853800/117853735/deedbd5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117860000/117853800/117853735/44bdf5e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117860000/117853800/117853735/e211530b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in South Portland 10/10 Exceptional (2) "Had a nice stay! House was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen T. CA $349 CA $628 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/South-Portland-Hotels-Modern-Getaway-By-The-Sea.h117853735.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/102000000/101160000/101152500/101152432/7a301b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101160000/101152500/101152432/0c23e2a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/102000000/101160000/101152500/101152432/8bfb001c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101160000/101152500/101152432/17929899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Old Orchard Beach 9.4/10 Exceptional (14) "The property was in a good location from everything available in the beach area and the house had enough space to accommodate all 12 of us." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wayne R. CA $233 CA $728 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Old-Orchard-Beach-Hotels-The-Eagles-Nest-Rooftop-Deck-Close-To-Beach.h101152432.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/1106112a.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/fa8ad809.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/dd2a2930.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) ### Vacation Home in Munjoy Hill 10/10 Exceptional (36) "Perfect stay for a quick trip to Portland! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) stacey p. CA $223 CA $468 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Portland-Hotels-Modern.h100134127.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/106000000/105090000/105087200/105087188/cd9c1de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105090000/105087200/105087188/629fb68f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/106000000/105090000/105087200/105087188/a63216a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105090000/105087200/105087188/f01d0c58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Old Orchard Beach 10/10 Exceptional (11) "We love staying here! This is our third time staying in this home! It is clean and comfortable! Jason is so accommodating. He is always available, answering emails promptly. We enjoy ourselves every time we stay here in this home! If there was more than five stars, we would rate it higher!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole N. CA $188 CA $662 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Upscale-Spacious-OOB-Beach-House-Seasonal-Heated-Pool.h105087188.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/119000000/118120000/118110500/118110436/63aadef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118120000/118110500/118110436/c4cd5f6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118120000/118110500/118110436/5b713338.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/119000000/118120000/118110500/118110436/ca203bb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Harpswell 10/10 Exceptional (2) "Great property" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott D. CA $349 CA $992 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Harpswell-Hotels-Classic-New-England-Waterfront.h118110436.Hotel-Information) ![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/123000000/122500000/122492400/122492351/5fef7e85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/123000000/122500000/122492400/122492351/6fbca412.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) ### Vacation Home in Back Cove CA $196 CA $323 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Portland-Hotels-Charming-1-Bedroom-ADU-In-Wonderful-Portland-Neighborhood.h122492351.Hotel-Information) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117630000/117622900/117622831/4b95f291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117630000/117622900/117622831/d249e9a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117630000/117622900/117622831/14f5bd0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Saco 8.0/10 Very good (1) "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. CA $180 CA $668 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Scarborough-Hotels-Huge-New-Townhome-10mins-From-The-Beach.h117622831.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22480000/22478300/22478290/w4014h3018x0y0-01d84674.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/w4029h3018x0y0-30871d15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22480000/22478300/22478290/af43a124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in West End 8.4/10 Very good (58) "Quiet, close to everything and east to find." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jesse M. CA $208 CA $440 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Portland-Hotels-1200-Sq-Ft-West-End-Townhouse-Perfect-Location.h22478290.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/112000000/111390000/111380200/111380170/d5d3640f_edited_218f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/112000000/111390000/111380200/111380170/91048461_edited_5a9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111390000/111380200/111380170/802597cc_edited_a3e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111390000/111380200/111380170/bb6195c0_edited_5a04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Old Orchard Beach 10/10 Exceptional (2) "We stayed for 3 nights and I can honestly say it was the cleanest place I ever stayed in Old Orchard Beach. The neighborhood was really quiet, so it was awesome for our little ones to go to sleep early. They had everything you could ever need for a trip, and more. The only complaint we have is the sink nasal spraying everywhere, which seemed to only be a water pressure issue, so no big deal at all. The host was very communicative for our upcoming trip. All things considered, we definitely will... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex B. CA $225 CA $664 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Plush-5BR-OOB-Haven-W-Fire-Pit.h111380170.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114500000/114497300/114497288/0883726b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114500000/114497300/114497288/e018cdb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114500000/114497300/114497288/01091f6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114500000/114497300/114497288/144c549d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Brunswick CA $389 CA $1,094 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Brunswick-Hotels-Maine-Luxury-Home-On-The-Sea.h114497288.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/75000000/74600000/74599700/74599676/w1242h824x0y0-696915fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74600000/74599700/74599676/1626f54c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74600000/74599700/74599676/782197ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74600000/74599700/74599676/57361e39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Old Orchard Beach 9.6/10 Exceptional (18) "We had a large group of friends gathered and this property fit us all comfortably! The closeness to the beach and to the pier was really great we were able to walk to everything we wanted to do there." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tara P. CA $558 CA $1,217 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Charming-Victorian-Beach-House-5-Bedrooms-50-Steps-To-The-Beach.h74599676.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=2025-12-13&endDate=2025-12-14®ionId=6342016&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_6342016) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FGreat-Diamond-Island-Private-Vacation-Homes.d6342016-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGreat-Diamond-Island-Private-Vacation-Homes.d6342016-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Great Diamond Island Hotel Reviews ![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 "Really friendly staff." [](https://expedia.ca/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.Hotel-Information) ![Comfort Inn & Suites Scarborough - Portland](https://images.trvl-media.com/lodging/3000000/2220000/2213300/2213298/408a3e09_y.jpg) ### Comfort Inn & Suites Scarborough - Portland 10/10 Excellent "Breakfast" [](https://expedia.ca/Portland-Hotels-Comfort-Inn-Suites-Scarborough-Portland.h2213298.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 "10/10 all the way around " [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.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 "Wonderful place to stay in downtown Portland. Many dining options nearby. I was able to find street parking and avoid the high parking costs." [](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 "Very nice hotel. Conveniently located to a lot of restaurants and shops! " [](https://expedia.ca/Portland-Hotels-Aloft-Portland.h68847370.Hotel-Information) ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg) ### Portland Harbor Hotel 10/10 Excellent "Tasteful decor Lovely view Cozy room Fireplace with a real fire in sitting room Location perfect Staff wonderful Will stay again!" [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![Hilton Garden Inn Portland Downtown Waterfront](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/0e1014a3_y.jpg) ### Hilton Garden Inn Portland Downtown Waterfront 10/10 Excellent "Great staff so very helpful " [](https://expedia.ca/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.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 "Love this historic charm of this hotel. Room was great, spa is amazing and restaurant choices lovely. Located right in the heart of the Old Port, valet parking makes things really easy and the staff is so friendly. " [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![Comfort Inn South Portland Airport](https://images.trvl-media.com/lodging/1000000/30000/27100/27041/e9231d1b_y.jpg) ### Comfort Inn South Portland Airport 10/10 Excellent "Super clean room, friendly staff, convenient breakfast. Great for a quick stay close to the airport." [](https://expedia.ca/Portland-Hotels-Comfort-Inn-Airport.h27041.Hotel-Information) ## Find out more about Great Diamond Island ## Great Diamond Island Vacation Homes information | Number of reviews | 303 | | --- | --- | | Accommodation | 559 Vacation Homes | | Lowest Price | CA $323 | | Highest Price | CA $1,217 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Vacation Rental - Other - More ways to book - [Farmstay in Biddeford Pool](https://www.expedia.ca/Biddeford-Pool-Agritourism.d553248635976396384-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Biddeford Pool](https://www.expedia.ca/Biddeford-Pool-Apart-Hotels.d553248635976396384-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Biddeford Pool](https://www.expedia.ca/Biddeford-Pool-Bed-And-Breakfast.d553248635976396384-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Rentals in Biddeford Pool](https://www.expedia.ca/Biddeford-Pool-Condos.d553248635976396384-aaCondos.Travel-Guide-Accommodation) - 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