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Great Diamond Island Vacation Rentals

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Vacation Rentals in Great Diamond Island

Deluxe Suite, 1 King Bed | Living area | LCD TV, Netflix, streaming services, music library
The Weldon Hotel
The Weldon Hotel
4.5 star property
9.8 out of 10, Exceptional, (86)
"Absolutely beautiful place to stay. "
United States
James
$260 nightly
The price is $276
Nov 16 - Nov 17
Total with taxes and fees
The Weldon Hotel
Luxury Condo | Private kitchen | Full-size fridge, microwave, oven, stovetop
68 East Grand Ave
68 East Grand Ave
3.0 star property
8.6 out of 10, Excellent, (9)
"Across from the beach, close to a lot of activities, the space is up to date and very comfortable , decorated nicely. Outdoor porch area was a nice addition to having extra space. The train does go by very early in the am but that’s not just for this space on the avenue but is something to consider if that bothers you. Communication with Nichole was very easy and she was great to deal with! We loved to space and will definitely stay here again! "
United States
Jeffrey
68 East Grand Ave
On the beach
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
10.0 out of 10, Exceptional, (232)
"Tremendous stay, great property and host."
United States
Curtis G.
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Beach
Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!
Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!
9.8 out of 10, Exceptional, (45)
"😍😍😍"
United States
Sara L.
Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!
Terrace/patio
The Moonglow! A beautiful ocean view house in Biddeford!
The Moonglow! A beautiful ocean view house in Biddeford!
9.8 out of 10, Exceptional, (124)
"House was beautiful! Comfy beds, amazing views,great location!"
United States
Katherine C.
The Moonglow! A beautiful ocean view house in Biddeford!
Outdoor dining
Sensational Beachfront Property Old Orchard Beach, with indoor elevator
Sensational Beachfront Property Old Orchard Beach, with indoor elevator
9.6 out of 10, Exceptional, (66)
"Made a great place for a business retreat. WiFi worked well and we had plenty of space to spread out."
United States
dan b.
$1,141 nightly
The price is $1,244
Nov 5 - Nov 6
Total with taxes and fees
Sensational Beachfront Property Old Orchard Beach, with indoor elevator
Fridge, microwave, oven, stovetop
New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location
New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location
9.2 out of 10, Wonderful, (15)
"All good. Nice stay."
United States
Nate S.
$281 nightly
The price is $306
Nov 5 - Nov 6
Total with taxes and fees
New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location
Smart TV
Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC
Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC
9.8 out of 10, Exceptional, (11)
"Clean,quite space w/ all the amenities of home. Still close to the beach /pier. Friendly people that stay in seasonal. "
United States
Jessica M.
Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC
Fridge, microwave, oven, stovetop
Gorgeous and Unique New England Beach House: Panoramic Views of Saco Bay!
Gorgeous and Unique New England Beach House: Panoramic Views of Saco Bay!
10.0 out of 10, Exceptional, (102)
"Such a beautiful home in an amazing location! "
United States
Michelle H.
Gorgeous and Unique New England Beach House: Panoramic Views of Saco Bay!
Beach nearby
2 min walk to the beach. Pet friendly condo
2 min walk to the beach. Pet friendly condo
8.2 out of 10, Very Good, (41)
"Over all it was good, bathroom was off bedroom, not convenient for other guest staying on futon in living room. Backyard for dogs was very small, but enough space for the pups to do their duty. In all it worked for the few days we were there!"
United States
Cindy H.
2 min walk to the beach. Pet friendly condo
Pool
Cozy Stay | Pool & Parking
Cozy Stay | Pool & Parking
4.0 out of 10, (2)
"Tiny rooms and unkempt property "
United States
Christina B.
Cozy Stay | Pool & Parking
1 bedroom, bed sheets
Studio Unit Walkable Everywhere
Studio Unit Walkable Everywhere
5.8 out of 10, (6)
"Great, comfortable place to stay. The location is super walkable. There are several bars/restaurants very close, and other areas are close enlighten to walk to as well (I.e. Congress Street). Commercial is a bit of a walk, but if you’re like us and love to walk a new area. It’s not that far. The bed is comfortable and the place was very clean. Communication was great. We would stay here again!"
United States
Anonymous traveler
$144 nightly
The price is $145
Nov 5 - Nov 6
Total with taxes and fees
Studio Unit Walkable Everywhere
Interior
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
9.8 out of 10, Exceptional, (223)
"Great location."
United States
donna S.
$311 nightly
The price is $339
Nov 6 - Nov 7
Total with taxes and fees
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
TV
In-town no frills 2 bedroom apt
In-town no frills 2 bedroom apt
8.4 out of 10, Very Good, (14)
"Beds were very comfortable. Parking was a little difficult. 3rd floor was a little tough on my 83 year old mother. But it was clean and roomy and close to downtown shopping and touristy attractions."
United States
Betsy Jean
$149 nightly
The price is $151
Nov 6 - Nov 7
Total with taxes and fees
In-town no frills 2 bedroom apt
Beach
Little Miss Cottages - Two Bedroom Cottage
Little Miss Cottages - Two Bedroom Cottage
9.4 out of 10, Exceptional, (3)
"Cute little cottage. The floor in one bedroom has a real slant to it."
United States
Paula F.
$261 nightly
The price is $284
Nov 5 - Nov 6
Total with taxes and fees
Little Miss Cottages - Two Bedroom Cottage
2 bedrooms, WiFi, bed sheets
The Dollhouse
The Dollhouse
9.2 out of 10, Wonderful, (5)
"We had a great time! The place was exactly like the pictures. It was clean and had lots of amenities. My only suggestion would have more towels because we had five people and four bath towels. "
United States
Molly D.
$686 nightly
The price is $748
Nov 5 - Nov 6
Total with taxes and fees
The Dollhouse
Fridge, microwave, oven, stovetop
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
9.8 out of 10, Exceptional, (64)
"My wife and I both enjoyed our stay and found the unit to be very cute, clean and comfortable. The owners were also quite nice and communicated very well whenever we reached out to them. We had a great stay!"
United States
Russell R.
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
On the beach, sun loungers
Best house in Old Orchard Beach..STEPS/BEACH, surf!!!! 4 bedroom
Best house in Old Orchard Beach..STEPS/BEACH, surf!!!! 4 bedroom
9.8 out of 10, Exceptional, (44)
"Great house with lots of room for a big family. So close to the beach with great views. Great outdoor spaces as well! "
United States
Moria B.
Best house in Old Orchard Beach..STEPS/BEACH, surf!!!! 4 bedroom
Fridge, microwave, oven, stovetop
1 room luxury ocean front studio cottage
1 room luxury ocean front studio cottage
9.6 out of 10, Exceptional, (164)
"Very clean beautiful view we definitely enjoyed ourselves "
United States
Ilona F.
1 room luxury ocean front studio cottage
Fridge, oven, stovetop, coffee/tea maker
Updated Long Island Maine Cottage
Updated Long Island Maine Cottage
10.0 out of 10, Exceptional, (7)
"Great island house! Loved how stocked the kitchen was, we had comfortable beds and even beach chairs and cooler. We would definitely stay here again. "
United States
Serra C.
Updated Long Island Maine Cottage
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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Top Great Diamond Island Hotel Reviews

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

10/10 Excellent
"Staff was amazing, and the hotel was amazing too super friendly and clean & comfortable "
Michael 1-night trip
Posted 22 hours ago
DoubleTree by Hilton Hotel Portland

Find out more about Great Diamond Island

Everything you need to know about Great Diamond Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Great Diamond Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

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Great Diamond Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Great Diamond Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Great Diamond Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $145 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

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