Title: Great Diamond Island Vacation Home Rentals : 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) ![](https://mediaim.expedia.com/destination/2/f025022e6f41a1444f171eeef26e2d2c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Robbie Martin # Great Diamond Island Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [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 three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2026-01-30&endDate=2026-02-01&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 ![Interior](https://images.trvl-media.com/lodging/115000000/114870000/114866900/114866895/80eb7404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114870000/114866900/114866895/577642dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/115000000/114870000/114866900/114866895/1e943d60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114870000/114866900/114866895/dfa13b82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Willard Beach–Private Apt Near Portland & Parks Willard Beach 10/10 Exceptional (4) "Excellent in every way." CA $157 CA $367 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/South-Portland-Hotels-Willard-BeachPrivate-Apt-Near-Portland-Parks.h114866895.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) ![Hair dryer](https://images.trvl-media.com/lodging/115000000/114770000/114761500/114761464/ad6007d4.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) ### Private Entrance Residential Portland Deering Center 9.2/10 Wonderful (5) "Great location for seeing the Portland Head Lighthouse. Comfortable bed." CA $132 CA $233 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Portland-Hotels-Private-Entrance-Residential-Portland.h114761464.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) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/69ad9bd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/af25d9d4.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) ### Camp Forever cottage Harpswell 9.6/10 Exceptional (55) "Most enjoyed vacation this year.Location was beautiful. " CA $166 CA $351 total includes taxes & fees Oct 14 - Oct 15 [](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) ### Mid Coast Getaway w/ water views West Point 9.0/10 Wonderful (2) "You couldn’t ask for a better view, it was everything we had hoped and more." CA $146 CA $302 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Phippsburg-Hotels-Mid-Coast-Getaway-W-Water-Views.h114893070.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/1a461c7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/8527321d.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) ### Escape to Positive Outlook West Point 10/10 Exceptional (1) "Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race." CA $220 CA $390 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Phippsburg-Hotels-Escape-To-Positive-Outlook.h102829282.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/115000000/114770000/114768500/114768499/a62b9a88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114770000/114768500/114768499/e16b1551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114770000/114768500/114768499/ae06cfea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/115000000/114770000/114768500/114768499/w1278h2160x162y0-7bef38ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Studio apartment with WiFi, AC in welcoming Portland Munjoy Hill 9.6/10 Exceptional (10) "This was a great stay through and through. Excellent condition, very responsive before and during the stay, and a great location. 10/10 will recommend to anyone staying in Portland! " CA $174 CA $319 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Portland-Hotels-Charming-1-Bedroom-Apartment-With-WiFi.h114768499.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/120000000/119810000/119808900/119808810/d1f596f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119810000/119808900/119808810/142160ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119810000/119808900/119808810/6fe54e67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119810000/119808900/119808810/w1320h977x0y3-e634ce08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kayaker's and Land Lubber’s Dream Delight Harpswell CA $237 CA $643 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Harpswell-Hotels-Kayakers-And-Land-Lubbers-Dream-Delight.h119808810.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/80c2d1cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/10493eba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/18ba7a8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/d87ce049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Centerview cottage Harpswell 9.6/10 Exceptional (58) "The title says it all. Property owners have their own separate house on site, along with a few other rental cottages. Properties share a common dock that is in excellent condition. Owners were super welcoming, friendly, and reachable if needed. " CA $336 CA $573 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Harpswell-Hotels-Centerview-Cottage.h27476270.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) ![Dining](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/1b5771e8.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) ![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) ### Fantastic Waterfront Views West Point 9.8/10 Exceptional (10) "The place is amazing with lots of room for a family, and great views of the water from almost everywhere. The neighborhood is quiet and the people were very friendly. " CA $293 CA $524 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Phippsburg-Hotels-Fantastic-Waterfront-Views.h102829284.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116080000/116072500/116072487/479b5a5b.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/117000000/116080000/116072500/116072487/2f4f869f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116080000/116072500/116072487/a2858862.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116080000/116072500/116072487/ed10ce06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury on Back Cove - Three Gables Rosemont 10/10 Exceptional (6) "GoodLocation, very clean. Would stay again " CA $221 CA $581 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Portland-Hotels-Luxury-On-Back-Cove-Three-Gables.h116072487.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117630000/117622900/117622831/dc55c066.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117630000/117622900/117622831/1b195dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117630000/117622900/117622831/df63d3ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117630000/117622900/117622831/330bf124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Huge New Townhome 10mins from the Beach 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... CA $267 CA $779 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Scarborough-Hotels-Huge-New-Townhome-10mins-From-The-Beach.h117622831.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) ![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) ![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 Brunswick 8.8/10 Excellent (21) "Nice place, I'd stay again!" CA $222 CA $578 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Brunswick-Hotels-Private-Home-W-Office-Year-Round-In-Town-Brunswick-Next-To-Bowdoin.h73561259.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/87000000/86150000/86146800/86146790/893bfe34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/87000000/86150000/86146800/86146790/94406d01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/87000000/86150000/86146800/86146790/9161076c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/87000000/86150000/86146800/86146790/045caac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Entire Modern Chic Home in Windham Windham 10/10 Exceptional (13) "Everything was great for our family's vacation!" CA $314 CA $651 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Windham-Hotels-Entire-Modern-Chic-Home-In-Windham.h86146790.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110870000/110870000/110869938/e54374a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BR Coastal Gem with a 5 Min Drive to Ocean Fun 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." CA $241 CA $599 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Charming-3-Bedroom-House-In-Old-Orchard-Beach.h110869938.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/118000000/117060000/117057600/117057501/011ed823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117060000/117057600/117057501/c3676365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/118000000/117060000/117057600/117057501/afa2b05b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117060000/117057600/117057501/b3c7922f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco Saco 9.6/10 Exceptional (5) "We came to Maine from Ohio for our first time. We had a great stay. This condo is about 3 miles from Old Orchard Beach and Ferry Beach State Park. It’s very close to lots of restaurants and shops. It was very clean and everything was new. We had a small issue with the lock on the door but the owners were there in 10 minutes to fix it. I would recommend this condo to others and would stay here again! " CA $209 CA $511 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Saco-Hotels-Cozy-Coastal-2-Bedroom-Condo-With-AC.h117057501.Hotel-Information) ![House, 5 Bedrooms | Interior](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/3b74a1d7.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 | Terrace/patio](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/295895e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Dining](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/299e0539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home Gray CA $586 CA $1,112 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Gray-Hotels-Gray-Woodland-Escape-Golf.h120238862.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) ![Smart TV](https://images.trvl-media.com/lodging/100000000/99800000/99792400/99792343/67dbc99a.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) ### Beautiful 3BR Home with Office in Town of Brunswick with King beds Brunswick 9.2/10 Wonderful (5) "Had a great stay here, the property was clean and came as advertised" CA $202 CA $511 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Brunswick-Hotels-Beautiful-3BR-Home-With-Office-In-Town-Of-Brunswick-With-King-Beds.h99792343.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/117000000/116470000/116460600/116460557/96e30890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116470000/116460600/116460557/9950dbfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/117000000/116470000/116460600/116460557/25f3726b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer](https://images.trvl-media.com/lodging/117000000/116470000/116460600/116460557/2e552a2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Room 2 Full Beds, Pool & Onsite Parking Old Orchard Beach 8.8/10 Excellent (3) "My stay was nice and relaxing. The property is within walking distance to the pier and beach which was very convenient." CA $114 CA $195 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Spacious-Room-2-Full-Beds.h116460557.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/115000000/114500000/114497300/114497288/7643d490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114500000/114497300/114497288/3a1e402d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/115000000/114500000/114497300/114497288/30adfb52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maine Luxury Home On the Sea Brunswick CA $476 CA $1,201 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Brunswick-Hotels-Maine-Luxury-Home-On-The-Sea.h114497288.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) ![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/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) ### Modern & Sunny House Steps from the Promenade. Private Parking! Munjoy Hill 10/10 Exceptional (32) "Perfect stay for a quick trip to Portland! " CA $275 CA $528 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Modern.h100134127.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=2025-10-22&endDate=2025-10-23®ionId=6342016&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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 ![Holiday Inn Portland-By the Bay by IHG](//images.trvl-media.com/lodging/1000000/20000/12000/11991/e922ee9f_y.jpg) ### Holiday Inn Portland-By the Bay by IHG 10/10 Excellent "Clean room. " [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![Comfort Inn Airport](//images.trvl-media.com/lodging/1000000/30000/27100/27041/e9231d1b_y.jpg) ### Comfort Inn Airport 10/10 Excellent "Only issue the " [](https://expedia.ca/Portland-Hotels-Comfort-Inn-Airport.h27041.Hotel-Information) ![Cambria Hotel Portland Downtown-Old Port](//images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/bd99451b_y.jpg) ### Cambria Hotel Portland Downtown-Old Port 10/10 Excellent "Nice property with onsite dining " [](https://expedia.ca/Portland-Hotels-Cambria-Hotel-Portland-Downtown-Old-Port.h77981687.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 "Third stay here and as always, its just perfect " [](https://expedia.ca/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.Hotel-Information) ![Germaine Inn South Portland](//images.trvl-media.com/lodging/1000000/30000/23800/23779/b95e6193_y.jpg) ### Germaine Inn South Portland 10/10 Excellent "Bathtub had some hairs, but other than that, the rest of the room was clean" [](https://expedia.ca/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.Hotel-Information) ![Old Orchard Beach Inn](//images.trvl-media.com/lodging/2000000/1510000/1507200/1507122/25e0b609_y.jpg) ### Old Orchard Beach Inn 10/10 Excellent "My family had a cozy and memorable stay. The staff was incredibly helpful and my daughter enjoyed the historical look and feel to the Inn." [](https://expedia.ca/Portland-Hotels-Old-Orchard-Beach-Inn.h1507122.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 "Aaa" [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information) ![Clarion Hotel Portland](//images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg) ### Clarion Hotel Portland 10/10 Excellent "Fine for a night on our way to the outer parts of Maine" [](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.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 "Very clean and updated bathroom and suite. Plenty of storage space. Great location." [](https://expedia.ca/Portland-Hotels-Canopy-By-Hilton-Portland-Waterfront.h64474828.Hotel-Information) ## Find out more about Great Diamond Island ## Great Diamond Island Vacation Homes information | Number of reviews | | | --- | --- | | Accommodation | Vacation Homes | | Lowest Price | | | Highest Price | | ## 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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[Oceanfront Hotels in Willard Beach](https://www.expedia.ca/Willard-Beach-South-Portland-Hotels-Oceanfront-Hotels.0-n643570660110589952-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Willard Beach Hotels](https://www.expedia.ca/Willard-Beach-South-Portland-Hotels.0-n643570660110589952-0.Travel-Guide-Filter-Hotels) - [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) - 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