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
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Great Island vacation rentals

Property grounds

Sunset Hideaway on Bailey Island

Sunset Hideaway on Bailey Island
Harpswell
8.0 out of 10, Very Good, (4 reviews)
"Wonderful views. Comfortable. "
United States
Susy K.
The price is ￥32,925
￥55,080 total
includes taxes & fees
Aug 1 - Aug 2
Sunset Hideaway on Bailey Island
Property grounds

Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (65 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 ￥47,896
￥77,514 total
includes taxes & fees
Jul 19 - Jul 20
Centerview cottage
Exterior

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, (154 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 ￥20,944
￥26,368 total
includes taxes & fees
Aug 16 - Aug 17
Large suite/private bath/private entrance on quiet street near Thomas Bay
Outdoor dining

Captain's Guest Room. Authenticity. Value. Near everything. No fees.

Captain's Guest Room. Authenticity. Value. Near everything. No fees.
Bath
8.2 out of 10, Very Good, (25 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 ￥20,056
￥25,402 total
includes taxes & fees
Jul 22 - Jul 23
Captain's Guest Room. Authenticity. Value. Near everything. No fees.
Honeymoon Studio | Egyptian cotton sheets, premium bedding, down comforters, bed sheets

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 ￥35,529
￥38,726 total
includes taxes & fees
Jul 21 - Jul 22
Fortland Island Campground
TV, fireplace, books

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

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
9.4 out of 10, Exceptional, (10 reviews)
"Quiet, clean, well appointed house close to Maine St Brunswick and convenient to both Portland and points north. "
United States
Kendra G.
1 Mi to Maine Street! MCM-Style Home in Brunswick
Interior

Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
9.8 out of 10, Exceptional, (10 reviews)
"Clean comfortable and right downtown"
United States
stephen e.
The price is ￥19,163
￥40,005 total
includes taxes & fees
Jul 22 - Jul 23
Modern style in historic building in downtown Bath
Property grounds

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

Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.
Bath
7.6 out of 10, Good, (14 reviews)
"We stayed for two nights. Good location."
United States
Maryanne E.
The price is ￥21,594
￥27,077 total
includes taxes & fees
Jul 19 - Jul 20
Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.
TV

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 ￥29,834
￥49,475 total
includes taxes & fees
Aug 3 - Aug 4
Mid Coast Getaway w/ water views
Terrace/patio

Get in touch with nature.

Get in touch with nature.
Richmond
10.0 out of 10, Exceptional, (43 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 ￥16,078
￥26,376 total
includes taxes & fees
Jul 30 - Jul 31
Get in touch with nature.
Terrace/patio

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, (16 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is ￥36,248
￥44,998 total
includes taxes & fees
Jul 20 - Jul 21
Captain's 2BR Suite. Best value, near everything, big yard, treehouse. No fees.
Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (54 reviews)
"Wonderful stay!"
United States
Erika T.
The price is ￥32,878
￥59,552 total
includes taxes & fees
Jul 29 - Jul 30
Full sized home
Terrace/patio

Newly Renovated Cozy Cove Cabin at White Anchor Inn

Newly Renovated Cozy Cove Cabin at White Anchor Inn
Boothbay
8.4 out of 10, Very Good, (6 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is ￥26,789
￥39,464 total
includes taxes & fees
Aug 8 - Aug 9
Newly Renovated Cozy Cove Cabin at White Anchor Inn
Interior

Downtown Brunswick New Look Old Charm Next to Bowdoin

Downtown Brunswick New Look Old Charm Next to Bowdoin
Brunswick
9.8 out of 10, Exceptional, (21 reviews)
"We really enjoyed our visit with family and friends and the location was perfect for what we needed. "
United States
Eliza
The price is ￥23,548
￥53,459 total
includes taxes & fees
Aug 2 - Aug 3
Downtown Brunswick New Look Old Charm Next to Bowdoin
Coffee/tea maker, fridge, microwave, oven

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)
"Wonderful location. It’s right next to Bowdoin. There is a great coffee shop a block away and a grocery store within easy walking distance. The place was spotless. "
United States
Mike S.
The price is ￥32,480
￥70,452 total
includes taxes & fees
Jul 20 - Jul 21
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Outdoor dining

'Osprey Cottage' South Freeport Home on Casco Bay!

'Osprey Cottage' South Freeport Home on Casco Bay!
Freeport
8.8 out of 10, Excellent, (22 reviews)
"This was an adorable cottage in a picturesque location. The cottage was clean and comfortable, right on the water. Additional friends stayed in the adjacent Heron cottage, and we joined them on the patio for a fire one evening as summer faded to autumn."
United States
John J.
The price is ￥53,430
￥104,971 total
includes taxes & fees
Jul 19 - Jul 20
'Osprey Cottage' South Freeport Home on Casco Bay!
Terrace/patio

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

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Boothbay
7.6 out of 10, Good, (9 reviews)
"This was perfect for our one night stay to visit the botanical gardens, it was only minutes away. Also very close to quite a few dinner and shopping options. "
United States
Nichole W.
The price is ￥16,220
￥26,528 total
includes taxes & fees
Jul 19 - Jul 20
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Property grounds

Modern cabin w/ full bath & kitchenette - 03

Modern cabin w/ full bath & kitchenette - 03
Freeport
10.0 out of 10, Exceptional, (7 reviews)
"This was a perfect little cabin. It was clean, well equipped with a nice kitchen and bathroom, quiet and wooded location, and comfy bed. "
United States
Chris B.
The price is ￥39,463
￥63,903 total
includes taxes & fees
Jul 26 - Jul 27
Modern cabin w/ full bath & kitchenette - 03
Dining

King Size Sun Rise Midcoast Lovely Stay

King Size Sun Rise Midcoast Lovely Stay
Topsham
9.4 out of 10, Exceptional, (16 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 ￥26,796
￥53,282 total
includes taxes & fees
Jul 20 - Jul 21
King Size Sun Rise Midcoast Lovely Stay
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

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"The hotel was centrally located in the vibrant Portland downtown harbor district. It was an easy walk to the water, shops and countless restaurants. The rooms were spacious and comfortable and the staff was very helpful"
Rob 2-night trip
Posted 3 hours ago
Portland Harbor Hotel

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