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

Great Island Vacation Rentals

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Our top choices for Great Island vacation rentals

1. 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 $153
CA $326 total
includes taxes & fees
Sep 23 - Sep 24
Sunset Hideaway on Bailey Island

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 $292
CA $509 total
includes taxes & fees
Aug 31 - Sep 1
Camp Forever cottage

3. Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (69 reviews)
"Incredible home in a beautiful location!"
United States
Catherine G.
The price is CA $410
CA $664 total
includes taxes & fees
Sep 1 - Sep 2
Centerview cottage

4. 1 Mi to Maine Street! MCM-Style Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
9.6 out of 10, Exceptional, (11 reviews)
"Quiet, clean, well appointed house close to Maine St Brunswick and convenient to both Portland and points north. "
United States
Kendra G.
The price is CA $92
CA $380 total
includes taxes & fees
Sep 23 - Sep 24
1 Mi to Maine Street! MCM-Style Home in Brunswick

5. 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, (165 reviews)
"What a beautiful place to stay. Jeff and Susan made your stay a very special experience."
United States
DENESE
The price is CA $170
CA $216 total
includes taxes & fees
Sep 2 - Sep 3
Large suite/private bath/private entrance on quiet street near Thomas Bay

6. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.6 out of 10, Exceptional, (8 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 CA $219
CA $390 total
includes taxes & fees
Sep 1 - Sep 2
Mid Coast Getaway w/ water views

7. 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 $142
CA $377 total
includes taxes & fees
Sep 23 - Sep 24
1 Mi to Maine Street! Mcm-style Home in Brunswick

8. Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
10.0 out of 10, Exceptional, (11 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 CA $156
CA $327 total
includes taxes & fees
Sep 1 - Sep 2
Modern style in historic building in downtown Bath

9. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (68 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
The price is CA $313
CA $552 total
includes taxes & fees
Sep 22 - Sep 23
Full sized home

10. King Size Sun Rise Midcoast Lovely Stay

King Size Sun Rise Midcoast Lovely Stay
Topsham
9.6 out of 10, Exceptional, (18 reviews)
"Great location surroundings a little unkept but tis the spring cleanup season. Excellent accommodation and located near town shopping but quiet neighborhood"
United States
Douglas H.
The price is CA $174
CA $358 total
includes taxes & fees
Sep 28 - Sep 29
King Size Sun Rise Midcoast Lovely Stay

11. Captain's Guest Room. Authenticity. Great Value. Large yard. Walk to everything.

Captain's Guest Room. Authenticity. Great Value. Large yard. Walk to everything.
Bath
8.2 out of 10, Very good, (29 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 CA $159
CA $249 total
includes taxes & fees
Sep 1 - Sep 2
Captain's Guest Room. Authenticity. Great Value. Large yard. Walk to everything.

12. Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.

Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.
Bath
8.0 out of 10, Very good, (18 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is CA $150
CA $239 total
includes taxes & fees
Aug 31 - Sep 1
Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.

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

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Boothbay
8.0 out of 10, Very good, (11 reviews)
"Great stay! Pet friendly, super responsive host and excellent location!"
United States
Cassie M.
The price is CA $139
CA $227 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

14. Modern cabin w/ full bath & kitchenette - 03

Modern cabin w/ full bath & kitchenette - 03
Freeport
10.0 out of 10, Exceptional, (8 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 CA $267
CA $451 total
includes taxes & fees
Sep 8 - Sep 9
Modern cabin w/ full bath & kitchenette - 03

15. 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 CA $393
CA $766 total
includes taxes & fees
Sep 3 - Sep 4
Mere Point Sunrise Views at Eastern Shore!

16. 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 $285
CA $605 total
includes taxes & fees
Sep 29 - Sep 30
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

17. Fortland Island Campground

Fortland Island Campground
1.0 star property
Portland
10.0 out of 10, Exceptional, (3 reviews)
"It was very quiet and liked the experience of staying in a camp like setting."
United States
leela srinivas
The price is CA $355
CA $614 total
includes taxes & fees
Sep 7 - Sep 8
Fortland Island Campground

18. 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 $349
CA $575 total
includes taxes & fees
Sep 8 - Sep 9
Modern dome w/ full bath + spa access - 04

19. Beautiful Delightful 3BR Downtown Brunswick All King Beds

Beautiful Delightful 3BR Downtown Brunswick All King Beds
Brunswick
10.0 out of 10, Exceptional, (25 reviews)
"This was just what we needed and close to everything we were doing!"
United States
Darryl T.
The price is CA $341
CA $890 total
includes taxes & fees
Sep 8 - Sep 9
Beautiful Delightful 3BR Downtown Brunswick All King Beds

20. Get in touch with nature.

Get in touch with nature.
Richmond
10.0 out of 10, Exceptional, (45 reviews)
"Wonderful place very peaceful very friendly Aaron was spectacular couldn't ask for a more wonderful enjoyable spot"
United States
Keith R
The price is CA $125
CA $212 total
includes taxes & fees
Aug 31 - Sep 1
Get in touch with nature.
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

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.

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