Holiday Homes in Great Island

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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Holiday Homes in Great Island

Camp Forever cottage
Outdoor dining

Camp Forever cottage

9.6 out of 10, Exceptional, (52)
"Great stay. My husband and I were there for 4 days. Peaceful and quiet. Lovely views. Just perfect for the two of us. Short drive to area sites, businesses and restaurants."
The price is AU$444
includes taxes & fees
15 Sept - 16 Sept
Camp Forever cottage
Cozy 2-bedroom camper close to boothbay

Cozy 2-bedroom camper close to boothbay

The price is AU$253
includes taxes & fees
1 Sept - 2 Sept
Cozy 2-bedroom camper close to boothbay
Orchid Harbor, Bailey Island 3BR
Interior

Orchid Harbor, Bailey Island 3BR

10.0 out of 10, Exceptional, (3)
"Orchid Harbor was perfect for my 3 week escape from life. Bailey Island is quiet and the house is comfortable and accommodating for family and friends.The outdoor seating along the ocean was our favorite place to be."
The price is AU$776
includes taxes & fees
16 Sept - 17 Sept
Orchid Harbor, Bailey Island 3BR
Bluebird Ocean Point | Deluxe King | Private Beach + Near Grimes Cove Beach
Property grounds

Bluebird Ocean Point | Deluxe King | Private Beach + Near Grimes Cove Beach

10.0 out of 10, Exceptional, (1)
"The restaurant at the property is amazing. Loved our bartender and our waitress Emma was amazing. She went above and beyond to make our evening unforgettable. We will definitely be back My only complaint is when booking it looks like you are getting a small cabin. But they are actually normal hotel rooms. "
The price is AU$487
includes taxes & fees
1 Sept - 2 Sept
Bluebird Ocean Point | Deluxe King | Private Beach + Near Grimes Cove Beach
Captain's Quarters 2BR Apartment. Walk to Everything!
Property grounds

Captain's Quarters 2BR Apartment. Walk to Everything!

8.8 out of 10, Excellent, (6)
The price is AU$426
includes taxes & fees
25 Aug - 26 Aug
Captain's Quarters 2BR Apartment. Walk to Everything!
30 Acres with Woodland Trails and Playground
Fridge, microwave, oven, stovetop

30 Acres with Woodland Trails and Playground

2.0 star property
10.0 out of 10, Exceptional, (1)
"Spent a week with my family at this lovely property in Freeport, ME. The location is ideal to visit various attractions nearby. Including the pinturesque dowtown. The house was clean and had everything needed to have a pleasant stay away from home. "
30 Acres with Woodland Trails and Playground
Captain's Quarters 1BR Apartment. Walk to everything.
Property grounds

Captain's Quarters 1BR Apartment. Walk to everything.

7.8 out of 10, Good, (7)
"Very nice cozy place to make home base for a week. Had everything I needed and owner was very responsive with all of my questions. Primary destination was Bath and very convenient to everything I needed. Thank you!"
The price is AU$271
includes taxes & fees
25 Aug - 26 Aug
Captain's Quarters 1BR Apartment. Walk to everything.
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Terrace/patio

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

The price is AU$312
includes taxes & fees
20 Aug - 21 Aug
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Willard Beach–Private Apt Near Portland & Parks
Interior

Willard Beach–Private Apt Near Portland & Parks

10.0 out of 10, Exceptional, (2)
"Excellent in every way."
The price is AU$408
includes taxes & fees
15 Sept - 16 Sept
Willard Beach–Private Apt Near Portland & Parks
Sauna & fire table near Portland's Back Cove
Terrace/patio

Sauna & fire table near Portland's Back Cove

10.0 out of 10, Exceptional, (3)
"Great location, clean property"
Sauna & fire table near Portland's Back Cove
Private Entrance Residential Portland
Fridge, microwave, oven, stovetop

Private Entrance Residential Portland

8.8 out of 10, Excellent, (3)
"Check in was simple. Quaint place. "
The price is AU$277
includes taxes & fees
20 Aug - 21 Aug
Private Entrance Residential Portland
Full sized home
Interior

Full sized home

9.8 out of 10, Exceptional, (33)
"The house was lovely. Very comfortable place. Within 15- 20 mins to a store or restaurants."
The price is AU$564
includes taxes & fees
2 Sept - 3 Sept
Full sized home
Greenleaf Inn 5 - Alyson's Room - Main House King, Ocean views, Large Bath!
Property grounds

Greenleaf Inn 5 - Alyson's Room - Main House King, Ocean views, Large Bath!

2.5 star property
9.0 out of 10, Wonderful, (4)
"Jersey the owner of the inn makes you fell right at home."
The price is AU$571
includes taxes & fees
1 Sept - 2 Sept
Greenleaf Inn 5 - Alyson's Room - Main House King, Ocean views, Large Bath!
Mid Coast Getaway w/ water views
TV

Mid Coast Getaway w/ water views

9.0 out of 10, Wonderful, (2)
"You couldn’t ask for a better view, it was everything we had hoped and more."
The price is AU$534
includes taxes & fees
24 Aug - 25 Aug
Mid Coast Getaway w/ water views
Luxury on Back Cove - Three Gables
Fridge, microwave, oven, stovetop

Luxury on Back Cove - Three Gables

10.0 out of 10, Exceptional, (2)
"GoodLocation, very clean. Would stay again "
The price is AU$890
includes taxes & fees
20 Aug - 21 Aug
Luxury on Back Cove - Three Gables
Escape to Positive Outlook
Dining

Escape to Positive Outlook

The price is AU$741
includes taxes & fees
1 Sept - 2 Sept
Escape to Positive Outlook
The Barnhouse with hot tub
Microwave, oven, stovetop, dishwasher

The Barnhouse with hot tub

10.0 out of 10, Exceptional, (2)
"Thank you Bethany for a most wonderful stay. What a beautiful property you have here. We really loved the opportunity to enjoy the barn house. Hope you and your family have an awesome summer. "
The Barnhouse with hot tub
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome
Property grounds

Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

9.0 out of 10, Wonderful, (64)
"We stayed in October when the trees were gorgeous and the dome house is nestled in a wooded area. So pretty! Lots of room for everyone. Wish we could have stayed longer."
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome
More then a Motel With Garden , Renovated Rooms at heart of Boothbay
Interior

More then a Motel With Garden , Renovated Rooms at heart of Boothbay

2.0 star property
6.8 out of 10, (3)
"clean, affordable accomadations. Manager helpful and responsive"
The price is AU$703
includes taxes & fees
20 Aug - 21 Aug
More then a Motel With Garden , Renovated Rooms at heart of Boothbay
Downtown Boothbay Harbor, 2-Story Cottage
Exterior

Downtown Boothbay Harbor, 2-Story Cottage

9.4 out of 10, Exceptional, (22)
"Loved how walkable this property is! "
The price is AU$481
includes taxes & fees
7 Sept - 8 Sept
Downtown Boothbay Harbor, 2-Story Cottage
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 Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"Great location. We had such a blast. You can walk to tons of fun restaurants, and places to shop. Our room was very nice and we enjoyed using the spa facilities."
Christopher 2-night trip
Posted 17 hours ago
Portland Regency Hotel & Spa