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

Great Island Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Great Island vacation rentals

A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

1. Sunset Hideaway on Bailey Island

Sunset Hideaway on Bailey Island
Harpswell
9.0 out of 10, Wonderful, (8 reviews)
"Wonderful views. Comfortable. "
United States
Susy K.
The price is ￥14,820
￥34,320 total
includes taxes & fees
Oct 20 - Oct 21
Sunset Hideaway on Bailey Island
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, (13 reviews)
"Lovely property, close to what we needed and wanted, host communicated promptly. Would definitely stay there again."
United States
Jane D.
The price is ￥27,573
￥67,982 total
includes taxes & fees
Oct 27 - Oct 28
Orchid Harbor, Bailey Island 3BR
A lakeside property with a deck, picnic table, and barbecue grill.

3. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (71 reviews)
"We had a really nice day in communication and check-in were very easy. Overall, it was a lovely day and we would definitely consider returning."
United States
Len B.
The price is ￥33,201
￥57,730 total
includes taxes & fees
Nov 1 - Nov 2
Camp Forever cottage
A two-story house with a covered porch, a garage, and a front yard with potted plants.

4. Large suite/private bath/private entrance on quiet street near Thomas Bay

Large suite/private bath/private entrance on quiet street near Thomas Bay
Brunswick
10.0 out of 10, Exceptional, (175 reviews)
"Jeff and Susan are excellent hosts. They are very thoughtful and the little extras they provide really set their place a part from others."
United States
Miranda
The price is ￥15,012
￥19,808 total
includes taxes & fees
Nov 3 - Nov 4
Large suite/private bath/private entrance on quiet street near Thomas Bay
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, (12 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 ￥16,592
￥33,898 total
includes taxes & fees
Nov 1 - Nov 2
Mid Coast Getaway w/ water views
A narrow hallway with a window on the right, leading to a room with a visible door.

6. Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
9.8 out of 10, Exceptional, (13 reviews)
"Great location! We spent very little time in the room, but it was a great place to come back and crash! "
United States
Kristina M.
The price is ￥15,802
￥35,310 total
includes taxes & fees
Oct 20 - Oct 21
Modern style in historic building in downtown Bath
A treehouse with a wooden staircase and a small building with a colorful mural.

7. 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, (31 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 ￥15,810
￥25,849 total
includes taxes & fees
Oct 22 - Oct 23
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
A wooden staircase with a wooden railing, surrounded by green foliage.

8. 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 ￥18,972
￥29,468 total
includes taxes & fees
Oct 27 - Oct 28
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A modern kitchen with white cabinets, a wooden dining table, and a vase with green leaves.

9. King Size Sun Rise Midcoast Lovely Stay

King Size Sun Rise Midcoast Lovely Stay
Topsham
9.6 out of 10, Exceptional, (19 reviews)
"Perfect for a my husband and I. Close to everything!"
United States
Tabcline S.
The price is ￥21,333
￥42,614 total
includes taxes & fees
Nov 8 - Nov 9
King Size Sun Rise Midcoast Lovely Stay
A spacious living room with large windows, a sofa, a chair, and a small table.

10. 1 Mi to Maine Street! Mcm-style Home in Brunswick

1 Mi to Maine Street! Mcm-style Home in Brunswick
3.0 star property
Brunswick
The price is ￥23,703
￥51,121 total
includes taxes & fees
Oct 20 - Oct 21
1 Mi to Maine Street! Mcm-style Home in Brunswick
A cabin with two chairs facing a fire pit, surrounded by trees.

11. Cabin w/ bath + kitchenette | Hot tub add-on - 03

Cabin w/ bath + kitchenette | Hot tub add-on - 03
Freeport
9.8 out of 10, Exceptional, (10 reviews)
"Easy check in process. More than clean, it looked brand new. Overall a great stay. Kitchen was well stocked with plates, utensils, and cookware. "
United States
Michael H.
The price is ￥38,826
￥62,472 total
includes taxes & fees
Oct 28 - Oct 29
Cabin w/ bath + kitchenette | Hot tub add-on - 03
A wooden house with a deck and a stone pathway leading to a grassy area.

12. Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean

Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
Freeport
10.0 out of 10, Exceptional, (18 reviews)
"Hosts were very responsive with messages. The stay was clean and comfortable."
United States
Hana L.
The price is ￥29,334
￥51,571 total
includes taxes & fees
Oct 20 - Oct 21
Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
A wooden deck with outdoor seating and string lights.

13. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (75 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
The price is ￥31,999
￥58,305 total
includes taxes & fees
Oct 28 - Oct 29
Full sized home
A deck with white railings overlooking a body of water, boats, and a forested shoreline.

14. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
The price is ￥30,419
￥33,864 total
includes taxes & fees
Oct 19 - Oct 20
Captains Watch: A Coastal Escape
A spacious bedroom with a large bed, a rocking chair, and a view of a balcony with a white railing.

15. Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.6 out of 10, Exceptional, (21 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is ￥29,051
￥33,187 total
includes taxes & fees
Oct 28 - Oct 29
Fantastic Waterfront Views
A spacious living room with a blue sofa, a white chair, a tufted ottoman, and a wooden coffee table.

16. Beautiful Delightful 3BR Downtown Brunswick All King Beds

Beautiful Delightful 3BR Downtown Brunswick All King Beds
Brunswick
10.0 out of 10, Exceptional, (26 reviews)
"This was just what we needed and close to everything we were doing!"
United States
Darryl T.
The price is ￥26,087
￥85,476 total
includes taxes & fees
Oct 25 - Oct 26
Beautiful Delightful 3BR Downtown Brunswick All King Beds
A living room with a sofa, armchair, and glass coffee table. There are two lamps on side tables and a window with curtains.

17. Portland 1-bedroom with enclosed porch & parking

Portland 1-bedroom with enclosed porch & parking
Deering Center
8.2 out of 10, Very good, (15 reviews)
"Easy to get to, and a great night's sleep.Want to stay in Portland but in a quiet neighborhood?-Grab this spot!"
United States
Cricket C.
The price is ￥14,103
￥17,548 total
includes taxes & fees
Oct 27 - Oct 28
Portland 1-bedroom with enclosed porch & parking
A modern kitchen with white cabinetry, a central island with stools, a refrigerator, and a microwave.

18. Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Brunswick
9.6 out of 10, Exceptional, (34 reviews)
"Perfect for what we needed for the week. All that was missing was some oven mitts and maybe a pair of scissors but we made it work!! Great little spot - thank you!! "
United States
Britta M.
The price is ￥28,444
￥64,074 total
includes taxes & fees
Nov 9 - Nov 10
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
A wooden deck with a glass door leading to a room.

19. Tiny Cottage Near Everything 10

Tiny Cottage Near Everything 10
Edgecomb
9.0 out of 10, Wonderful, (6 reviews)
"Great location awesome place to take it easy for a few"
United States
Gene
The price is ￥13,906
￥33,396 total
includes taxes & fees
Oct 19 - Oct 20
Tiny Cottage Near Everything 10
A geodesic dome structure in a forest setting with a visible interior space.

20. Modern dome w/ full bath | Hot tub add-on - 04

Modern dome w/ full bath | Hot tub add-on - 04
Freeport
10.0 out of 10, Exceptional, (5 reviews)
"Pet friendly and the experience is just amazing. Thank you for having us! "
United States
Rene B.
The price is ￥44,799
￥71,740 total
includes taxes & fees
Oct 28 - Oct 29
Modern dome w/ full bath | Hot tub add-on - 04
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

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"The breakfast is great and the staffs are very friendly!"
Jian 2-night trip
Posted 7 hours ago
Holiday Inn Portland-By the Bay by IHG

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