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

Great Island Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Great Island vacation rentals

1. Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (68 reviews)
"Great spot to relax and enjoy the beautiful outdoors. Very quiet and amazing views of the water. Everything needed for a comfortable and relaxing getaway. Highly recommend if coming to the area! "
United States
Erin
The price is CA $406
CA $654 total
includes taxes & fees
Aug 29 - Aug 30
Centerview cottage

2. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (65 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is CA $289
CA $498 total
includes taxes & fees
Aug 30 - Aug 31
Camp Forever cottage

3. Sunset Hideaway on Bailey Island

Sunset Hideaway on Bailey Island
Harpswell
8.4 out of 10, Very good, (5 reviews)
"Wonderful views. Comfortable. "
United States
Susy K.
The price is CA $165
CA $338 total
includes taxes & fees
Aug 24 - Aug 25
Sunset Hideaway on Bailey Island

4. 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.
The price is CA $628
CA $1,045 total
includes taxes & fees
Aug 28 - Aug 29
Orchid Harbor, Bailey Island 3BR

5. Cozy and charming coastal retreat

Cozy and charming coastal retreat
West Point
9.8 out of 10, Exceptional, (33 reviews)
"My family and I had an amazing time at the schoolhouse. It is much bigger than the pictures show! Great beds, the couches will force you to nap, and we had so much fun exploring the area. They had everything you need for fun at the beach, and lots of options for kids to keep busy. Highly recommend!"
United Kingdom
Byrony S.
Cozy and charming coastal retreat

6. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (63 reviews)
"Wonderful stay!"
United States
Erika T.
The price is CA $279
CA $506 total
includes taxes & fees
Aug 24 - Aug 25
Full sized home

7. 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, (163 reviews)
"Susan and Jeff were amazing hosts! There were so kind, thoughtful and welcoming. The suite was extremely spacious, well decorated and very comfortable. We were very close to the Air Show which was the reason for our trip. They gave us great instructions for a short cut to the airfield and amazing dinner recommendations. We could not have chosen a better place to stay. We highly recommend this place!"
United States
Asha
The price is CA $178
CA $223 total
includes taxes & fees
Sep 2 - Sep 3
Large suite/private bath/private entrance on quiet street near Thomas Bay

8. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.6 out of 10, Exceptional, (7 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
The price is CA $217
CA $384 total
includes taxes & fees
Sep 13 - Sep 14
Mid Coast Getaway w/ water views

9. Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (9 reviews)
"Lovely location "
United States
Michelle S.
The price is CA $539
CA $941 total
includes taxes & fees
Sep 3 - Sep 4
Mere Point Sunrise Views at Eastern Shore!

10. Award Winning Luxury Carriage House a short stroll from town!

Award Winning Luxury Carriage House a short stroll from town!
Bath
10.0 out of 10, Exceptional, (13 reviews)
"The house matches exactly what was described online. It's clean and cozy in a quite neighborhood. I'd rate it a five star and highly recommend!"
United States
Shisheng
The price is CA $722
CA $1,069 total
includes taxes & fees
Aug 24 - Aug 25
Award Winning Luxury Carriage House a short stroll from town!

11. Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.8 out of 10, Exceptional, (17 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is CA $434
CA $658 total
includes taxes & fees
Sep 9 - Sep 10
Fantastic Waterfront Views

12. Three bedroom in United States of America, Freeport

Three bedroom in United States of America, Freeport
Freeport
10.0 out of 10, Exceptional, (7 reviews)
The price is CA $767
CA $1,554 total
includes taxes & fees
Sep 1 - Sep 2
Three bedroom in United States of America, Freeport

13. Maine Luxury Home On the Sea

Maine Luxury Home On the Sea
Brunswick
The price is CA $543
CA $1,362 total
includes taxes & fees
Aug 31 - Sep 1
Maine Luxury Home On the Sea

14. Captain's 2BR Suite. Best value, near everything, big yard, treehouse. No fees.

Captain's 2BR Suite. Best value, near everything, big yard, treehouse. No fees.
Bath
8.8 out of 10, Excellent, (22 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is CA $269
CA $330 total
includes taxes & fees
Aug 27 - Aug 28
Captain's 2BR Suite. Best value, near everything, big yard, treehouse. No fees.

15. Beautiful Delightful 3BR Downtown Brunswick All King Beds

Beautiful Delightful 3BR Downtown Brunswick All King Beds
Brunswick
10.0 out of 10, Exceptional, (24 reviews)
"This was just what we needed and close to everything we were doing!"
United States
Darryl T.
The price is CA $337
CA $891 total
includes taxes & fees
Aug 26 - Aug 27
Beautiful Delightful 3BR Downtown Brunswick All King Beds

16. Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.

Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.
Bath
8.0 out of 10, Very good, (18 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is CA $207
CA $255 total
includes taxes & fees
Sep 7 - Sep 8
Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.

17. 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 CA $141
CA $374 total
includes taxes & fees
Aug 25 - Aug 26
1 Mi to Maine Street! Mcm-style Home in Brunswick

18. Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
Freeport
10.0 out of 10, Exceptional, (10 reviews)
"Incredible location right in downtown Freeport, and an even better host. We will definitely be staying with Jared again."
United States
Jake P.
The price is CA $445
CA $1,079 total
includes taxes & fees
Aug 25 - Aug 26
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

19. Modern dome w/ full bath + spa access - 04

Modern dome w/ full bath + spa access - 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 CA $494
CA $755 total
includes taxes & fees
Sep 2 - Sep 3
Modern dome w/ full bath + spa access - 04

20. 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, (33 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 CA $365
CA $708 total
includes taxes & fees
Sep 1 - Sep 2
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Great Island Hotel Reviews

Find out more about Great Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Great Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia