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. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (70 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is CA $298
CA $513 total
includes taxes & fees
Oct 11 - Oct 12
Camp Forever cottage

2. 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 CA $419
CA $669 total
includes taxes & fees
Oct 11 - Oct 12
Centerview cottage

3. Sunset Hideaway on Bailey Island

Sunset Hideaway on Bailey Island
Harpswell
9.0 out of 10, Wonderful, (7 reviews)
"Wonderful views. Comfortable. "
United States
Susy K.
The price is CA $132
CA $305 total
includes taxes & fees
Oct 8 - Oct 9
Sunset Hideaway on Bailey Island

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, (173 reviews)
"What a beautiful place to stay. Jeff and Susan made your stay a very special experience."
United States
DENESE
The price is CA $135
CA $178 total
includes taxes & fees
Nov 4 - Nov 5
Large suite/private bath/private entrance on quiet street near Thomas Bay

5. 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 CA $261
CA $298 total
includes taxes & fees
Oct 28 - Oct 29
Fantastic Waterfront Views

6. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
The price is CA $274
CA $305 total
includes taxes & fees
Oct 19 - Oct 20
Captains Watch: A Coastal Escape

7. Top floor loft apartment in downtown Bath

Top floor loft apartment in downtown Bath
Bath
9.4 out of 10, Exceptional, (8 reviews)
"Great location!"
United States
James E.
The price is CA $163
CA $337 total
includes taxes & fees
Nov 7 - Nov 8
Top floor loft apartment in downtown Bath

8. 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 $222
CA $579 total
includes taxes & fees
Oct 13 - Oct 14
Mere Point Sunrise Views at Eastern Shore!

9. 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 $320
CA $519 total
includes taxes & fees
Oct 8 - Oct 9
Modern cabin w/ full bath & kitchenette - 03

10. 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 CA $149
CA $305 total
includes taxes & fees
Nov 1 - Nov 2
Mid Coast Getaway w/ water views

11. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (71 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
The price is CA $288
CA $523 total
includes taxes & fees
Oct 14 - Oct 15
Full sized home

12. 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, (28 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is CA $313
CA $390 total
includes taxes & fees
Oct 13 - Oct 14
2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.

13. 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 CA $220
CA $754 total
includes taxes & fees
Nov 4 - Nov 5
Beautiful Delightful 3BR Downtown Brunswick All King Beds

14. Three bedroom in United States of America, Freeport

Three bedroom in United States of America, Freeport
Freeport
10.0 out of 10, Exceptional, (12 reviews)
The price is CA $678
CA $1,440 total
includes taxes & fees
Nov 4 - Nov 5
Three bedroom in United States of America, Freeport

15. 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 CA $171
CA $266 total
includes taxes & fees
Oct 18 - Oct 19
Perfect stopover, getaway, base to explore the area, or to simply stay in town.

16. 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 $213
CA $460 total
includes taxes & fees
Oct 20 - Oct 21
1 Mi to Maine Street! Mcm-style Home in Brunswick

17. 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 CA $192
CA $383 total
includes taxes & fees
Nov 2 - Nov 3
King Size Sun Rise Midcoast Lovely Stay

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 CA $256
CA $579 total
includes taxes & fees
Nov 4 - Nov 5
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

19. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (14 reviews)
"This is a very nice hotel in a great location. It’s new and wonderfully appointed. Everything about it is first class."
United States
Rick
The price is CA $492
CA $749 total
includes taxes & fees
Nov 3 - Nov 4
Evalina Hotel

20. 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 CA $171
CA $265 total
includes taxes & fees
Oct 13 - Oct 14
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
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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