Photo by Robbie Martin

Search Vacation Homes in Great Diamond Island

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Compare 467 Vacation Homes in Great Diamond Island with updated reviews, rates, and availability.

The Moonglow! A beautiful ocean view house in Biddeford!

9.8 out of 10, Exceptional, (95)
"Great location!"
The Moonglow! A beautiful ocean view house in Biddeford!

Stille Wasser, Quiet, secluded spot on Saco River with Dock (Boat lift option)

9.6 out of 10, Exceptional, (74)
"Barry was a fabulous host. the house is a gem. I highly recommend it to future travelers to Maine."
Stille Wasser, Quiet, secluded spot on Saco River with Dock (Boat lift option)

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

2.0 star property
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

9.2 out of 10, Wonderful, (30)
"We had a great time. Nate made check in/check out very easy and the location is great. Would recommend staying here!"
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

Lakefront House

10.0 out of 10, Exceptional, (21)
" Thank you so much for sharing your lovely home with us. We had the perfect bachelorette weekend getaway! We would all definitely stay again! "
The price is AED 588
AED 2,678 total
includes taxes & fees
20 Jan - 21 Jan
Lakefront House

Immaculate Beachfront Retreat with Chef’s Kitchen, Ocean Vistas & Firepit

9.4 out of 10, Exceptional, (16)
"We had The Best Time here! The house was perfect – and just what we were looking for. Plenty of space for 9 people – never felt crowded or on top of each other. Having multiple living/hanging out spaces (inside and out) and 2 laundry rooms were great. Super special that we could all sit down to eat together at the big, long kitchen table. All the rooms and beds were so comfortable. Multiple AC units throughout the house was nice to let people adjust as per individual preference. The location was...
Immaculate Beachfront Retreat with Chef’s Kitchen, Ocean Vistas & Firepit

Beautiful Combo Home Located in Downtown Portland - Close to the Beach

8.8 out of 10, Excellent, (15)
"Convenient to walking to town , great restaurants in the area for breakfast & dinner, house was perfect, comfortable, well maintained great off street parking and had everything we could ever had needed."
Beautiful Combo Home Located in Downtown Portland - Close to the Beach

Charming 4BDR house in peaceful, beachy Saco

Charming 4BDR house in peaceful, beachy Saco

Private 3BR waterfront home, hot tub, pool table, sandy beach, BBQ, w/d, wifi

10.0 out of 10, Exceptional, (15)
"We enjoyed our stay. The house was clean and the jacuzzi was much enjoyed. We let our vacation happy!"
Private 3BR waterfront home, hot tub, pool table, sandy beach, BBQ, w/d, wifi

Beach House ∆ Prime Location ∆ Steps to the Ocean

10.0 out of 10, Exceptional, (38)
"The house is very clean, and it is only a minute walk to the beach. This was the second time we’ve stayed in this house and it won’t be the last! "
The price is AED 545
AED 1,812 total
includes taxes & fees
13 Jan - 14 Jan
Beach House ∆ Prime Location ∆ Steps to the Ocean

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

9.6 out of 10, Exceptional, (55)
"Stay was great, very spacious. The kitchen was well equipped with plenty of amenities. The elevator was handy."
Sensational Beachfront Property Old Orchard Beach, Maine, with indoor elevator

Five miles from the beach, newly remodeled home with lots of privacy.

10.0 out of 10, Exceptional, (48)
"This is a lovely place for us to stay, it is always clean and the owners are really wonderful. It is the place for us to stay while visiting"
Five miles from the beach, newly remodeled home with lots of privacy.

Coastal Cottage in fishing Village

9.2 out of 10, Wonderful, (5)
"My wife and I can not say enough good. Everything was fantastic we can't wait to visit again , everyone in the area were very nice the location was incredible.tjanknyou very much for the pleasant stay"
Coastal Cottage in fishing Village

Edgewater Retreat on Little Sebago Lake - Lakefront w/Sauna & EV Charger

10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay in Gray. Thank you for helping us. Most of us were out kayaking on the lake/bay. The grand daughters enjoyed the kayaking and the swimming. the only complaint from everyone was that we had to depart for our return back to SC. You have a beautiful house. thank you for allowing us to visit."
Edgewater Retreat on Little Sebago Lake - Lakefront w/Sauna & EV Charger

beautiful home away from home in Orchard Beach

7.8 out of 10, Good, (9)
"Wonderful!..we all had our own comfy bedrooms…The kitchen was fully stocked with everything you might need..Loved the back porch with tv and couches..Big back yard with fire pit which we used twice.Ahmad even gave us the wood.Very clean…and the air conditioning was greatly appreciated.Ahmad was the perfect host. Warning…..owner has a dog on the premises if you’re bringing a pet…and watch out…the hot water is scalding!.If you’re looking for a vacation home near the beach but in a quiet area,this...
beautiful home away from home in Orchard Beach

Charming ocean-view cottage just 10 minutes from downtown Freeport shops

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a fantastic stay with our family (including our 3yo). The home was exactly as described/photos show, and the view is simply amazing. Everything worked as expected, and the kids toys were an added bonus. Great communication with the host, would happily stay here again!"
Charming ocean-view cottage just 10 minutes from downtown Freeport shops

Beach Getaway: 5BR Home Near Attractions

Beach Getaway: 5BR Home Near Attractions

Charming 4-bedroom house with Pool mins to Sebago Lake and More!

Charming 4-bedroom house with Pool mins to Sebago Lake and More!

Charming 110-year former Inn 10' from the Ocean!

9.8 out of 10, Exceptional, (114)
"This location is EVERYTHING!!! Right on the beach, cozy accommodations with spacious bedrooms was perfect for the 4 of us - with the 3rd bedroom, we could've included another couple! Host John was lovely!!!"
Charming 110-year former Inn 10' from the Ocean!

Rent a room in the gorgeous Holt House

8.0 out of 10, Very Good, (24)
"This was a perfect place, close to everything in Portland! "
Rent a room in the gorgeous Holt House
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.
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Other property types in Great Diamond Island

Glorious getaway on Portland's Eastern Promenade.

10.0 out of 10, Exceptional, (142)
"We had a wonderful night in Portland! We spent the afternoon shopping in Freeport and arrived at the apartment around 5. Very easy finding parking on the street and no trouble getting inside. The apartment is absolutely adorable! Between the colors and decorations, it just gives off this girly, cozy vibe. There were 4 of us and we all had room to sleep comfortably. Wish we could have stayed another night! "
The price is AED 367
AED 821 total
includes taxes & fees
13 Jan - 14 Jan
Glorious getaway on Portland's Eastern Promenade.

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (100)
"The view and location are amazing. The house was very comfortable for the three adults on our trip. It’s also very suitable for a family with kids as one of the rooms has two bunk bed sets. It’s comfortable, cozy, and completely relaxing. Within walking distance of the pier and entertainment. Great place to stay. "
Gorgeous ocean-front home with stunning beach views

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

9.8 out of 10, Exceptional, (197)
"My family had a wonderful stay at your condo. They had unbelievably nice weather and got to enjoy your deck and views in early Nov. "
The price is AED 643
AED 1,249 total
includes taxes & fees
13 Jan - 14 Jan
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
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.