Great Island Holiday Rentals

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Holiday Rentals in Great Island

Centerview cottage

Harpswell
9.6 out of 10, Exceptional, (59)
"We loved the view! The hosts were very quick to respond to any questions. This is a lovely spot to relax and watch the sea."
United States
Anonymous traveller
The price is NZ$664
includes taxes & fees
1 Dec - 2 Dec
Centerview cottage

Camp Forever cottage

Harpswell
9.6 out of 10, Exceptional, (57)
"Nice, quiet location. Bed is super comfortable, and everything is neat and clean inside. We were a little confused which kayaks we could use and how to get them down to the water, and we were encouraged to use life vests, but there were none available (and we did not bring any with us). Otherwise, hosts were very responsive and we had a nice time."
United States
Lisa K.
The price is NZ$683
includes taxes & fees
30 Nov - 1 Dec
Camp Forever cottage

Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches

Harpswell
10.0 out of 10, Exceptional, (4)
"Beautiful location!! Very comfortable and clean home "
United States
Beth L.
The price is NZ$993
includes taxes & fees
14 Nov - 15 Nov
Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches

Orchid Harbor, Bailey Island 3BR

Harpswell
9.8 out of 10, Exceptional, (7)
"We enjoyed our weekend tremendously, especially being right on the beach, with miles of private access to the rocky shores to search for treasures and sea glass! Thank you so much!"
United States
Jason M.
The price is NZ$732
includes taxes & fees
24 Nov - 25 Nov
Orchid Harbor, Bailey Island 3BR

Sunset Hideaway on Bailey Island

Harpswell
8.0 out of 10, Very good, (4)
"Hubby and I enjoyed our stay. It was nice watching the lobster boats go in and out of the bay every day. I actually did see a dolphin on our second day there but none after that. Getting in and out of the drivers side of our vehicle was a bit rough; as we used our new pick up truck to take on vacation, and there isn't a lot of room between the yard and the railroad tie wall. I'd return though. "
United States
Shirley S.
The price is NZ$419
includes taxes & fees
24 Nov - 25 Nov
Sunset Hideaway on Bailey Island

Tiny A-Frame Romantic Getaway

Wiscasset
10.0 out of 10, Exceptional, (3)
"Very nice and very quiet "
United States
justin s.
The price is NZ$722
includes taxes & fees
2 Dec - 3 Dec
Tiny A-Frame Romantic Getaway

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Brunswick
10.0 out of 10, Exceptional, (144)
"Lovely space, comfortable bed, very convenient to downtown Brunswick."
United States
Kimberly G.
The price is NZ$212
includes taxes & fees
16 Nov - 17 Nov
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Spacious 1 Bedroom Close to Everything 4

Edgecomb
9.8 out of 10, Exceptional, (23)
"This unit fit all of our needs regarding location, cleanliness, and amenities. I would 100% recommend this property to my friends and family and will revisit this if I'm in town in the future!"
United States
Reservations G.
The price is NZ$401
includes taxes & fees
14 Nov - 15 Nov
Spacious 1 Bedroom Close to Everything 4

Modern woodland privacy with ocean, trails, and lobster all in walking distance.

Boothbay
10.0 out of 10, Exceptional, (54)
"Our stay was wonderful- the house was exactly as pictured and described. The location was ideal- very close to the inner Boothbay Harbor. "
United States
Rachel M.
The price is NZ$1,309
includes taxes & fees
7 Dec - 8 Dec
Modern woodland privacy with ocean, trails, and lobster all in walking distance.

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

Bath
8.2 out of 10, Very good, (21)
"Clean, well maintained, slighly funky in an historical way . Very convenient to great breakfast spots and downtown Bath. Would stay there again."
United States
Benjamin E.
The price is NZ$283
includes taxes & fees
16 Nov - 17 Nov
Captain's Guest Room w/private bath. Walk to everything.

Award Winning Luxury Carriage House a short stroll from town!

2.0 star property
Bath
10.0 out of 10, Exceptional, (9)
"We loved our short stay at the carriage house. It’s beautifully renovated and high quality everything. Perfect for two people. Easily 4 if you don’t mind sharing space a bit. We would have loved to Spend more time but we were in and out a lot. Not far from downtown waterfront. Lots of nice restaurants and pubs. "
United States
Laura F.
The price is NZ$1,144
includes taxes & fees
15 Nov - 16 Nov
Award Winning Luxury Carriage House a short stroll from town!

Sunny Spot with Private Parking.

2.0 star property
Knightville
9.8 out of 10, Exceptional, (24)
"Had a great stay here! The place was very clean and well-equipped. Convenient parking and a short drive to Portland center. Would stay here again!"
United States
Emre G.
The price is NZ$345
includes taxes & fees
16 Nov - 17 Nov
Sunny Spot with Private Parking.

The Weldon Hotel

4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (86)
"Absolutely beautiful place to stay. "
United States
James
The price is NZ$488
includes taxes & fees
7 Dec - 8 Dec
The Weldon Hotel

Laughton House @ Pemaquid Beach

Pemaquid Beach
10.0 out of 10, Exceptional, (8)
"Wonderful, spacious home that has been beautifully decorated and maintained. Francine and Greg were great hosts. Will definitely be back."
United States
John C.
The price is NZ$1,024
includes taxes & fees
14 Nov - 15 Nov
Laughton House @ Pemaquid Beach

Modern, Luxurious Cabin in the Woods - 03

Freeport
10.0 out of 10, Exceptional, (6)
"This was a perfect little cabin. It was clean, well equipped with a nice kitchen and bathroom, quiet and wooded location, and comfy bed. "
United States
Chris B.
The price is NZ$410
includes taxes & fees
3 Dec - 4 Dec
Modern, Luxurious Cabin in the Woods - 03

Studio Apartment in Freeport

2.0 star property
Freeport
The price is NZ$264
includes taxes & fees
17 Nov - 18 Nov
Studio Apartment in Freeport

Charming Sheepscot Overlook Cottage

Edgecomb
10.0 out of 10, Exceptional, (10)
"Great location, great view, great house, great time"
United States
Carol P.
The price is NZ$2,093
includes taxes & fees
1 Dec - 2 Dec
Charming Sheepscot Overlook Cottage

The Outlet Studio, Rustic Comfort w Fireplace

Freeport
10.0 out of 10, Exceptional, (11)
"Very comfortable and homey Great location to the outlets. "
United States
Patricia C.
The price is NZ$290
includes taxes & fees
20 Nov - 21 Nov
The Outlet Studio, Rustic Comfort w Fireplace

Brunswick Downtown Sugar Cube next to Bowdoin

Brunswick
8.4 out of 10, Very good, (7)
"Stayed for one night. Very convenient to campus"
United States
Lin-Lin R.
The price is NZ$468
includes taxes & fees
16 Nov - 17 Nov
Brunswick Downtown Sugar Cube next to Bowdoin

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

South Bristol
9.4 out of 10, Exceptional, (27)
"Perfect base for exploring the mid-coast region. "
United States
Rebecca M.
The price is NZ$834
includes taxes & fees
14 Nov - 15 Nov
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
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, 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 NZ$247 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.