A coastal landscape with a sandy beach, dense forest, and a bay surrounded by hills.

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Great Island holiday homes

A lakeside property with a deck, picnic table, and barbecue grill.

1. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (68 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is £274
includes taxes & fees
3 Oct - 4 Oct
Camp Forever cottage
A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

2. Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR
Harpswell
10.0 out of 10, Exceptional, (12 reviews)
"Lovely property, close to what we needed and wanted, host communicated promptly. Would definitely stay there again."
United States
Jane D.
Orchid Harbor, Bailey Island 3BR
A wooden deck with a view of a lake, surrounded by trees and shrubs.

3. Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (73 reviews)
"Incredible home in a beautiful location!"
United States
Catherine G.
The price is £352
includes taxes & fees
24 Sept - 25 Sept
Centerview cottage
A treehouse with a wooden staircase and a small building with a colorful mural.

4. Perfect stopover, getaway, base to explore the area, or to simply stay in town.

Perfect stopover, getaway, base to explore the area, or to simply stay in town.
Bath
8.0 out of 10, Very good, (30 reviews)
"A charming, quiet, and clean room with separate bathroom close to everything downtown. Felt a bit like staying at my grandparent’s house in a good way - it’s very homey. Dmitri is very nice and communication was thorough and easy!"
United States
Esther
The price is £135
includes taxes & fees
26 Sept - 27 Sept
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

5. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (10 reviews)
"The location and views from the cottage are quintessential coastal Maine. Small community with lobster pound and Maine Oyster Company across the street. John is a welcoming host and eager to make sure you enjoy your stay. The cottage is great for 2 people, equipped with the basics and has a great deck to enjoy the views. Planning to return next year. Great spot!"
United States
Rebecca
The price is £166
includes taxes & fees
28 Sept - 29 Sept
Mid Coast Getaway w/ water views
A spacious room with a wooden floor, a dining area with chairs and a table, a sofa, a TV, and a balcony with a view of the sea.

6. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (5 reviews)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
United States
Gregory M.
The price is £212
includes taxes & fees
29 Sept - 30 Sept
2 bedroom w/ expansive water views
A wooden staircase with a wooden railing, surrounded by green foliage.

7. 1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!

1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
Bath
8.2 out of 10, Very good, (21 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is £145
includes taxes & fees
28 Sept - 29 Sept
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A wooden deck with outdoor seating and string lights.

8. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (69 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
The price is £271
includes taxes & fees
5 Oct - 6 Oct
Full sized home
A compact kitchen with a microwave, coffee maker, and a sink. There are cabinets, a dishwasher, and a dining table with chairs.

9. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is £288
includes taxes & fees
25 Sept - 26 Sept
Quiet Spot in lovely Freeport neighborhood
A spacious bedroom with a large bed, a rocking chair, and a view of a balcony with a white railing.

10. Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.6 out of 10, Exceptional, (20 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is £185
includes taxes & fees
28 Sept - 29 Sept
Fantastic Waterfront Views
A deck with white railings overlooking a body of water, boats, and a forested shoreline.

11. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
The price is £184
includes taxes & fees
28 Sept - 29 Sept
Captains Watch: A Coastal Escape
A covered porch with a view of a lake and trees.

12. Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (10 reviews)
"Lovely location "
United States
Michelle S.
The price is £316
includes taxes & fees
14 Oct - 15 Oct
Mere Point Sunrise Views at Eastern Shore!
A rocking chair and a small table with a decorative plate, both placed on a wooden deck in front of a red building with a white door.

13. 2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.

2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
Bath
9.0 out of 10, Wonderful, (27 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is £190
includes taxes & fees
28 Sept - 29 Sept
2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
A cozy room with wooden flooring, wicker furniture, and a white brick wall.

14. Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Brunswick
10.0 out of 10, Exceptional, (5 reviews)
"Great location"
United States
Ashley W.
The price is £552
includes taxes & fees
24 Sept - 25 Sept
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
A two-story white house with a front porch, green shutters, and a covered patio area with chairs.

15. Charming Historic home steps away from downtown

Charming Historic home steps away from downtown
Bath
9.0 out of 10, Wonderful, (2 reviews)
"The communication was excellent. The location was excellent."
United States
Holly Y.
Charming Historic home steps away from downtown
A bedroom with a bed, a small table with a yellow mug, and a window with a view of a forest.

16. Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Georgetown
10.0 out of 10, Exceptional, (2 reviews)
"Really lovely cabin with all the amenities within a stone’s throw to amazing trails and beaches. Would love to come back!"
United States
Palmer M.
The price is £304
includes taxes & fees
23 Oct - 24 Oct
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
A room with a sliding glass door leading to an outdoor deck with Adirondack chairs and a table.

17. Three bedroom in United States of America, Freeport

Three bedroom in United States of America, Freeport
Freeport
10.0 out of 10, Exceptional, (11 reviews)
The price is £705
includes taxes & fees
28 Sept - 29 Sept
Three bedroom in United States of America, Freeport
A wooden deck with a view of a lake and trees.

18. 1920s Riverfront Cottage – Historic Maine Charm

1920s Riverfront Cottage – Historic Maine Charm
Edgecomb
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful spot. Make sure to use the hot tub!"
United States
Sam D.
The price is £309
includes taxes & fees
28 Sept - 29 Sept
1920s Riverfront Cottage – Historic Maine Charm
A living room with a grey sofa, a coffee table, and a dining area with a wooden table and chairs.

19. Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Brunswick
8.8 out of 10, Excellent, (28 reviews)
"Perfect spot for us to spend a weekend up at Bowdoin where "
United States
Michaela M.
The price is £396
includes taxes & fees
5 Oct - 6 Oct
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
A garden with hydrangea flowers, a wooden chair, and a "NO PARKING" sign.

20. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor, 2-Story Cottage, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (30 reviews)
"Location, location, location! We stayed for 4 days and didn't have to drive ONCE. David was easy to communicate with and very helpful. House was clean and comfortable. Would definitely stay again!"
United States
Justin T.
The price is £257
includes taxes & fees
19 Oct - 20 Oct
Boothbay Harbor, 2-Story Cottage, downtown
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

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

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

8/10 Good
"Nice hotel, very helpful staff, and a great location if you need to be close to the airport. The hotel has a complimentary shuttle service which was appreciated."
Nikki 1-night trip
Posted 2 hours ago
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Find out more about Great Island

Great Island Holiday Homes information

Number of reviews
417
Accommodation
651 Holiday Homes
Lowest Price
£135
Highest Price
£705

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