Great Diamond Island Holiday Rentals: Short-Term Accommodations for Rent

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Holiday Rentals in Great Diamond Island

Relax in a spacious living area with a sofa, dining table, and flat-screen TV.

"Absolutely beautiful place to stay. "

HK$3,633 total

includes taxes & fees

14 Aug - 15 Aug

Enjoy cooking in this well-equipped kitchen with stainless steel appliances, a marble countertop, and a sink.

"nice place close to all"

Enjoy a scenic ocean view from the comfort of your room, with a deck perfect for relaxation or dining.

"We stayed off season to just get away. The beach view is really nice. We went to the restaurant downstairs for food and live music. Very convenient! Place was clean. "

Relax in a comfortable bedroom with a plush sofa, decorative headboard, and a cozy rug.

"The property was as described, clean, and in a quiet neighborhood. Conveniently located to many local attractions. Check in and check out process was smooth. Overall enjoyed my stay very much. "

Guests can enjoy a leisurely day on the beach with access to sun loungers and umbrellas.

"This property worked well for us. Ocean view was fantastic, beds were comfy, garage was handy for our car. Good in shoulder season, would like to come back and try it in the summer."

Relax in a serene beachside setting with an outdoor seating area featuring a round table and comfortable chairs.

"Beautiful location even in the offseason, gorgeous house with plenty of room for guests. Very close to Portland for a nice dinner and some drinks. We also went and played some golf at summit in OOB and had a blast. Outdoor grill was perfect and overall we had a great time! Excellent host excellent location and perfect for what we needed. Would recommend highly."

HK$1,637 total

includes taxes & fees

28 Jul - 29 Jul

"Amazing off grid tiny house. Amazing views of the woods, fire pit, close to town. We are from Montana and gave stayed in some cool tiny homes but this the best one. Than you."

HK$2,426 total

includes taxes & fees

5 Aug - 6 Aug

Kitchen area with microwave, toaster, refrigerator, and sink.

"We enjoyed ourselves very much! Close to everything we wanted to do. Would stay again."

Relax in a serene outdoor space with Adirondack chairs, a picnic table, and a fire pit.

"Will be going back 😄"

Enjoy a game of volleyball on this expansive beach with a clear view of the ocean.

"The cute apartment was clean with super comfy beds and very convenient to everything in OOB."

HK$4,843 total

includes taxes & fees

29 Jul - 30 Jul

Walk along the boardwalk to the beach, flanked by rope barriers and a welcoming sign.

"Our family of 5 stayed here with our dog. This place has it all and we wanted for nothing. Stocked with towels, everything you would need in the kitchen. There’s even a washer and dryer on site. Right next the beach and a short walk to the pier. It was very clean and well taken care of. We will definitely be back!"

"Not a bad spot. Just don't expect too much in the way of frills and be prepared to be flexible with sleeping/parking arrangements."

"We enjoyed our stay there .the cottage was clean loved the charm of the place. Host was very helpful. Will return again. "

Cozy living space with a kitchenette, sofa, dining table, and bench.

"quiet, clean, short walk to beach"

Enjoy the ocean view from this deck with a comfortable seating area featuring wicker furniture and a small table.

"The view is beautiful and has everything you need "

Enjoy cooking in this well-equipped kitchen with a central island and stainless steel appliances.

"Place was great. We had some issues with tv but host was helpful and super responsive! The small one in bedroom never worked but I didn’t reach back out for help as we didn’t need it. Walkable to OOB but little far without a wagon if you require lots of beach gear (we had surf and boogie boards so we just drive down which is fine.) Also, I thought there was a sleep sofa but it was a sofa with a chaise but we made it work for my son! I can’t say enough about the host, so accommodating and...

HK$4,172 total

includes taxes & fees

28 Jul - 29 Jul

Stroll along the pier, taking in the serene views of the ocean and surrounding landscape.

"Mitchells home was PERFECT.Always quick to communicate and very accommodating. If you are looking for a great place to stay I cant say enough good things. Well stocked he has thought of everything people need when away. He even has games to play which was a nice surprise. You wont regret staying bere! Thanks again so much Mitchell!!!"

Enjoy the ocean view from this spacious balcony with a table and two chairs.

"Stunning property and great location! "

HK$7,358 total

includes taxes & fees

10 Aug - 11 Aug

"Loved how close it was to everything,could be a little more updated on a couple of things"

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Top Great Diamond Island Hotel Reviews

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent

"Lovely hotel. Attentive staff Airport Shuttle!"

Old Orchard Beach Inn

10/10 Excellent

"Easy check-in, very quiet around the property, nice to see there is a pool now that they acquired the inn next door. Plenty of parking. It was nice to have a split unit air conditioner. My room was very spacious, plenty of space to put your beach chair/bag. The breakfast was busy and could have had quicker turn around to fill the hot food and breads. Overall, a great place to stay that includes breakfast and you can’t beat the location! "

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Great Diamond Island Holiday Rentals

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Holiday Rentals in Great Diamond Island

The Weldon Hotel

68 East Grand Ave

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

Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

Gorgeous ocean-front home with stunning beach views

Sensational Beachfront Property Old Orchard Beach, with indoor elevator

Studio Unit Walkable Everywhere

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

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

Little Miss Cottages

Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.

100 feet from the ocean 3 bedroom cottage 420 friendly

Bright and airy condo with beachfront access and walkable entertainment nearby

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

2 bedroom cottage

Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !

Rustic-Modern Barn Retreat Near OOB Beach & Pier

4-bedroom vacation home steps to Old Orchard Beach Pier

Ocean Front Penthouse suite, Luxurious 2-bedroom,1350 sqft,2 decks, A++ location

Idyllic 3 Bed/2Bath condo in Old Orchard Beach, steps to the beach

Top Great Diamond Island Hotel Reviews

Holiday Inn Portland-By the Bay by IHG

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

Grand Beach Inn

Days Inn by Wyndham Airport/Maine Mall

Embassy Suites by Hilton Portland Maine

Canopy by Hilton Portland Waterfront

Portland Harbor Hotel

Old Orchard Beach Inn

Clarion Hotel Portland

Find out more about Great Diamond Island

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