Holiday Rentals in Great Island

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Holiday Rentals in Great Island

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

10.0 out of 10, Exceptional, (230)
"Beautiful views, very clean and enjoyed the oceanside vibe both inside and out! Easy walk to general store and walkable to Giant Stairs trail and Cedar Beach."
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

1 room luxury ocean front studio cottage

9.6 out of 10, Exceptional, (161)
"Quaint with a great view."
1 room luxury ocean front studio cottage

Camp Forever cottage

9.6 out of 10, Exceptional, (55)
"Most enjoyed vacation this year.Location was beautiful. "
The price is €223
includes taxes & fees
14 Oct - 15 Oct
Camp Forever cottage

Large beautiful ocean front studio with private dock

9.8 out of 10, Exceptional, (44)
"Amazing spot, as someone who used live down the street, I felt like I was back at home! So happy to have the spot. Will for sure be coming back!"
Large beautiful ocean front studio with private dock

Beautiful Oceanfront House- Stunning Water Views

9.6 out of 10, Exceptional, (18)
"We loved our stay! Gorgeous view, lots of thoughtful little amenities. The home was extremely clean and the host was just lovely. "
Beautiful Oceanfront House- Stunning Water Views

Beautiful house on the Harpswell Peninsula over looking Casco Bay

9.6 out of 10, Exceptional, (73)
"Great view, nice property, cool area in Harpswell. Great to stay at if you are in town for Live Well Farm. Lots of rooms, beds, and privacy. "
Beautiful house on the Harpswell Peninsula over looking Casco Bay

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (82)
"Great spot, large space, cool design, clean, easy to walk all over town. "
The price is €239
includes taxes & fees
9 Nov - 10 Nov
The Weldon Hotel

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

2.0 star property
10.0 out of 10, Exceptional, (4)
"Very smooth and easy check-in. Very nice room and bathroom. Thank you so much for letting us stay! "
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

Captain's Guest Room w/private bath & house entrance. Walk to everything.

8.0 out of 10, Very good, (19)
"Dmitri is accommodating and check-in easy. Property details are accurate "
The price is €135
includes taxes & fees
2 Nov - 3 Nov
Captain's Guest Room w/private bath & house entrance. Walk to everything.

Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room

10.0 out of 10, Exceptional, (52)
"The cottage location was beautiful, we had a wonderful time on the beach. The cottage could have been a little more clean than it was, but after letting the property owner know she addressed those issues. "
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room

Full sized home

9.8 out of 10, Exceptional, (45)
"Great location in Harpswell, close to several trails and restaurants. We stayed for about a month-the yard was fantastic and mowed weekly! We worked while we were here and had plenty of space to spread out-wifi was always fast/reliable and even when the power went out, the generator immediately kicked on! We did bring our senior dog and she loved laying on the deck. The ramp leading up to the back is very nice for older pups and people. "
The price is €300
includes taxes & fees
15 Oct - 16 Oct
Full sized home

Get in touch with nature.

10.0 out of 10, Exceptional, (30)
"Very peaceful and clean "
The price is €135
includes taxes & fees
13 Oct - 14 Oct
Get in touch with nature.

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

10.0 out of 10, Exceptional, (64)
"We stayed for a group trip to Portland and this was the perfect spot. Location is fantastic, lots of comfortable sleeping options, and great communication from the host. Highly recommend! "
The price is €953
includes taxes & fees
15 Oct - 16 Oct
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

In-town no frills 2 bedroom apt

8.2 out of 10, Very good, (13)
"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."
The price is €148
includes taxes & fees
27 Oct - 28 Oct
In-town no frills 2 bedroom apt

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

7.6 out of 10, Good, (5)
"Awful experience!!! Arrived at property and nobody was present to check in. Owner wanted us to go down the street to a different location to check in. He met us at property and said he never received payment which is a lie…… paid for property back in July. Left property and had to find another place last minute because they turned us away. The property is also not as it appears online . This place should not even be available to rent."
The price is €134
includes taxes & fees
14 Oct - 15 Oct
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Studio Unit Walkable Everywhere

5.2 out of 10, (5)
"We didn't stay there at all. Canceled reservation "
The price is €134
includes taxes & fees
10 Nov - 11 Nov
Studio Unit Walkable Everywhere

Updated Long Island Maine Cottage

10.0 out of 10, Exceptional, (7)
"Great location. Comfortable living room. Well stocked kitchen. Great communication with owner."
Updated Long Island Maine Cottage

Private Entrance Residential Portland

9.2 out of 10, Wonderful, (5)
"Great location for seeing the Portland Head Lighthouse. Comfortable bed."
The price is €148
includes taxes & fees
16 Oct - 17 Oct
Private Entrance Residential Portland

Knock on Wood | Airy Charm in Heart of Downtown

8.8 out of 10, Excellent, (24)
"This apartment is so well situated to walk to parks, restaurants and shopping. It’s a very large space and quite comfortable. "
The price is €347
includes taxes & fees
6 Nov - 7 Nov
Knock on Wood | Airy Charm in Heart of Downtown

Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

10.0 out of 10, Exceptional, (104)
"If you plan to visit Boothbay Harbor, you won't find a better place! The lakefront property is very close to town but offers a quiet location in a private neighborhood. Beautiful and bright interior in a natural setting. One of the best places I've stayed at. Great for kayaking and fishing too! "
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
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 Island Hotel Reviews

Find out more about Great Island

Everything you need to know about Great Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Great Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Great Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Great Island holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Great Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Great Island holiday rentals we have selected for you start as low as €134 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Great Island rentals

At Expedia, we put the best Great Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Great Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Great Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Great Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.