Great Island Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Great Island holiday 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)
"The views from the home were amazing! The home was cozy and had everything we needed for our stay. The host was great with communication and quick to reply. We were very happy with our stay and are grateful for the ability to stay here."
United States
Elizabeth M.
The price is NZ$335
includes taxes & fees
16 Nov - 17 Nov
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 NZ$711
includes taxes & fees
16 Nov - 17 Nov
Orchid Harbor, Bailey Island 3BR
A two-story house with a covered porch, a garage, and a front yard with potted plants.

3. 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, (176 reviews)
"This is a really lovely place to stay. Clean and very comfortable with lovely hosts."
United Kingdom
Lucinda
The price is NZ$208
includes taxes & fees
1 Dec - 2 Dec
Large suite/private bath/private entrance on quiet street near Thomas Bay
A narrow hallway with a window on the right, leading to a room with a visible door.

4. Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
9.8 out of 10, Exceptional, (14 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 NZ$362
includes taxes & fees
18 Nov - 19 Nov
Modern style in historic building in downtown Bath
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 NZ$361
includes taxes & fees
16 Nov - 17 Nov
Mid Coast Getaway w/ water views
A modern kitchen with white cabinets, a wooden dining table, and a vase with green leaves.

6. King Size Sun Rise Midcoast Lovely Stay

King Size Sun Rise Midcoast Lovely Stay
Topsham
9.6 out of 10, Exceptional, (19 reviews)
"The place was clean, bright, and exactly as shown in the pictures. There were fresh towels (4), toiletries, dishsoap/dishwasher tablets, and an in window AC. The table and bed are both lovely and roomy for two people. Plenty of places to plug in devices. The Seadog brewery was walking distance and would recommend for dinner and a pint. Also enjoyed Dutchman's bagels and Baked on Main (marginally longer walk). We were really happy with our stay!"
United States
Stefanie M.
The price is NZ$377
includes taxes & fees
15 Nov - 16 Nov
King Size Sun Rise Midcoast Lovely Stay
A spacious kitchen with a large island, bar stools, and a dining area with a sofa.

7. King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer

King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer
Topsham
9.6 out of 10, Exceptional, (8 reviews)
"Perfect place and location for visiting Bowdoin."
United States
Kristen S.
The price is NZ$425
includes taxes & fees
16 Nov - 17 Nov
King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer
A wooden staircase with a wooden railing, surrounded by green foliage.

8. 1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.

1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.
Bath
8.2 out of 10, Very good, (21 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is NZ$333
includes taxes & fees
2 Dec - 3 Dec
1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.
A treehouse with a wooden staircase and a small building with a colorful mural.

9. 1BR + Bath. Private Entrance. Walk to everything, Large yard. Pets stay free!

1BR + Bath. Private Entrance. Walk to everything, Large yard. Pets stay free!
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 NZ$315
includes taxes & fees
24 Nov - 25 Nov
1BR + Bath. Private Entrance. Walk to everything, Large yard. Pets stay free!
A cabin with two chairs facing a fire pit, surrounded by trees.

10. 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)
"A lovely glamping facility with several different types of structure in a quiet, wooded area just a couple miles from downtown Freeport. They've built a beautiful spa with sauna, cold plunge, hot tub, and soaking pool, the unit we stayed in was bright and airy, had an outdoor fire pit. We stayed three nights, will definitely stop here again!"
United States
Kirt v.
The price is NZ$488
includes taxes & fees
12 Nov - 13 Nov
Cabin w/ bath + kitchenette | Hot tub add-on - 03
A covered porch with a view of a lake and trees.

11. 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 NZ$614
includes taxes & fees
16 Nov - 17 Nov
Mere Point Sunrise Views at Eastern Shore!
A geodesic dome structure in a forest setting with a visible interior space.

12. 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 NZ$614
includes taxes & fees
12 Nov - 13 Nov
Modern dome w/ full bath | Hot tub add-on - 04
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.

13. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
9.8 out of 10, Exceptional, (7 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 NZ$410
includes taxes & fees
18 Nov - 19 Nov
2 bedroom w/ expansive water views
A brick wall with a logo and the text 'THE SEND BREWING CO.'

14. Sunny Spot with Private Parking

Sunny Spot with Private Parking
Knightville
9.8 out of 10, Exceptional, (38 reviews)
"Great property. Cute place. Note that there are very steep steps to get into the place, which is a conveyed attic."
United States
Greg Z.
The price is NZ$361
includes taxes & fees
18 Nov - 19 Nov
Sunny Spot with Private Parking
A backyard with a wooden deck, a small staircase, and a wooden fence.

15. Great suburban location close to town!

Great suburban location close to town!
Deering Center
9.4 out of 10, Exceptional, (6 reviews)
"We were staying here for the sake of being able to see a show at Good Theater. The theater itself ended up being within walking distance, and same for a few different places to eat! This worked out great for our plans :)"
United States
Kaley
The price is NZ$139
includes taxes & fees
3 Dec - 4 Dec
Great suburban location close to town!
A kitchen with a large island, two bar stools, wooden cabinets, a red refrigerator, and a view of the outdoors through large windows.

16. Spacious 1 Bedroom Cottage Close to Everything 5

Spacious 1 Bedroom Cottage Close to Everything 5
Edgecomb
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful, clean, small cottage close to the coast, shopping and dining."
United States
Theresa
The price is NZ$343
includes taxes & fees
12 Nov - 13 Nov
Spacious 1 Bedroom Cottage Close to Everything 5
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
7.8 out of 10, Good, (19 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 NZ$144
includes taxes & fees
19 Nov - 20 Nov
Portland 1-bedroom with enclosed porch & parking
A wooden cabin interior with a loft bedroom, a kitchen area, and a dining space.

18. Cheerful Cottage with Loft 9

Cheerful Cottage with Loft 9
Edgecomb
10.0 out of 10, Exceptional, (5 reviews)
"The cabin was clean and cozy! We enjoyed our stay."
United States
Caitlin R.
The price is NZ$368
includes taxes & fees
12 Nov - 13 Nov
Cheerful Cottage with Loft 9
A modern apartment with a dining area featuring a round table and four chairs, a kitchen area with a bar counter, and a staircase leading to another level.

19. Apartment over shops in Bath Historic District

Apartment over shops in Bath Historic District
Bath
9.2 out of 10, Wonderful, (9 reviews)
"Very pleased with the quick responses from the host! The location couldn't be better and the quirks were more than manageable given the competitive price. Will definitely stay again with any property managed by this host!"
United States
Gerry
The price is NZ$371
includes taxes & fees
24 Nov - 25 Nov
Apartment over shops in Bath Historic District
A cabin with a wooden exterior, a glass door, and a sign indicating it is a camp.

20. Tiny A-Frame Romantic Getaway

Tiny A-Frame Romantic Getaway
Wiscasset
9.8 out of 10, Exceptional, (8 reviews)
"Very nice and very quiet "
United States
justin s.
The price is NZ$584
includes taxes & fees
16 Nov - 17 Nov
Tiny A-Frame Romantic Getaway
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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Find holiday rentals that suit your style

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Top Great Island Hotel Reviews

An outdoor patio with seating, a fire feature, and string lights.
The Brunswick Hotel

The Brunswick Hotel

The Brunswick Hotel
Brunswick

10/10 Excellent

Great hotel, recently refurbished. Noble restaurant attached serves excellent food. Although hotel rate was on the more expensive side, it was worth that little bit extra for our anniversary.
Australia
Sheelagh
Reviewed October 2, 2025
The Brunswick Hotel

Find out more about Great Island

Everything you need to know about Great Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Great Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Great Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Great Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Great Island. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Great Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Great Island holiday rentals we have selected for you start as low as NZ$138 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Great Island rentals

At Expedia, we put the best Great Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Great Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Great Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Great Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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