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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Orrs Island holiday homes

Outdoor dining

Captain's Guest Room. The authenticity & value in one place. Walk to everything!

Captain's Guest Room. The authenticity & value in one place. Walk to everything!
Bath
8.2 out of 10, Very good, (21 reviews)
"Great location and a beautiful property. Great walking/driving distance from town and the waterfront, we had a great stay and would do it again! "
United States
Nina P.
The price is £96
includes taxes & fees
2 Jun - 3 Jun
Captain's Guest Room. The authenticity & value in one place. Walk to everything!
Property grounds

Captain's House 1BR Apt. Walk to everything.

Captain's House 1BR Apt. Walk to everything.
Bath
7.6 out of 10, Good, (14 reviews)
"We stayed for two nights. Good location."
United States
Maryanne E.
The price is £96
includes taxes & fees
28 May - 29 May
Captain's House 1BR Apt. Walk to everything.
TV

Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (5 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
The price is £211
includes taxes & fees
29 May - 30 May
Mid Coast Getaway w/ water views
Exterior

Fully Updated Airy Historic Home in South Freeport

Fully Updated Airy Historic Home in South Freeport
Freeport
The price is £379
includes taxes & fees
31 May - 1 Jun
Fully Updated Airy Historic Home in South Freeport
Terrace/patio

Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (58 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is £273
includes taxes & fees
28 May - 29 May
Camp Forever cottage
1 bedroom, Internet, bed sheets

Charming 1-bedroom ADU in wonderful Portland neighborhood

Charming 1-bedroom ADU in wonderful Portland neighborhood
Back Cove
The price is £208
includes taxes & fees
27 May - 28 May
Charming 1-bedroom ADU in wonderful Portland neighborhood
TV

2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (3 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 £206
includes taxes & fees
2 Jun - 3 Jun
2 bedroom w/ expansive water views
Interior

South Portland Beach area rental

South Portland Beach area rental
Willard Beach
10.0 out of 10, Exceptional, (1 review)
"Great place, just like pictures "
United States
Evan M.
The price is £265
includes taxes & fees
1 Jun - 2 Jun
South Portland Beach area rental
Iron/ironing board, WiFi, bed sheets

Walk to town, 200yr-old 4BR house adjacent to Bowdoin campus! #2

Walk to town, 200yr-old 4BR house adjacent to Bowdoin campus! #2
Brunswick
The price is £348
includes taxes & fees
31 May - 1 Jun
Walk to town, 200yr-old 4BR house adjacent to Bowdoin campus! #2
3 bedrooms, WiFi, bed sheets

Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.8 out of 10, Exceptional, (16 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is £259
includes taxes & fees
3 Jun - 4 Jun
Fantastic Waterfront Views
Outdoor dining

Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (8 reviews)
"Lovely location "
United States
Michelle S.
The price is £359
includes taxes & fees
27 May - 28 May
Mere Point Sunrise Views at Eastern Shore!
Desk, iron/ironing board, free WiFi, bed sheets

Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Georgetown
10.0 out of 10, Exceptional, (2 reviews)
"Really lovely cabin with all the amenities within a stone’s throw to amazing trails and beaches. Would love to come back!"
United States
Palmer M.
The price is £349
includes taxes & fees
27 May - 28 May
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (51 reviews)
"Wonderful stay!"
United States
Erika T.
The price is £274
includes taxes & fees
27 May - 28 May
Full sized home
Property grounds

Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (59 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 £355
includes taxes & fees
28 May - 29 May
Centerview cottage
Fridge, oven, stovetop, dishwasher

Luxe 5BR/3BA Cape: Game Room & 20min to Portland

Luxe 5BR/3BA Cape: Game Room & 20min to Portland
Yarmouth
The price is £558
includes taxes & fees
1 Jun - 2 Jun
Luxe 5BR/3BA Cape: Game Room & 20min to Portland
Interior

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Brunswick
10.0 out of 10, Exceptional, (2 reviews)
"This house was clean and just as described! Close to campus and downtown. Our host was responsive and very helpful!"
United States
Erin B.
The price is £533
includes taxes & fees
27 May - 28 May
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Smart TV

Beautiful 3BR Home with Office in Town of Brunswick with King beds

Beautiful 3BR Home with Office in Town of Brunswick with King beds
Brunswick
9.2 out of 10, Wonderful, (5 reviews)
"Great place for our family to stay while visiting the Maine coast."
United States
Craig C.
The price is £338
includes taxes & fees
1 Jun - 2 Jun
Beautiful 3BR Home with Office in Town of Brunswick with King beds
Interior

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
West End
8.4 out of 10, Very good, (59 reviews)
"Nice place. Good location."
United States
Rob M.
The price is £272
includes taxes & fees
7 Jun - 8 Jun
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Interior

Fort Popham Ocean Estate

Fort Popham Ocean Estate
Phippsburg
10.0 out of 10, Exceptional, (2 reviews)
"We stayed at the Fort Popham Ocean Estate in March 2026. It is a beautiful house equipped with all the comforts of home. It is a charming and cozy place to stay. The location was outstanding. Right on the water and walking distance to beautiful Popham Beach. Two things to note-the location is pretty remote which we knew and really enjoyed. Also, the lower level was significantly colder than the rest of the home which only matters if you are staying during the cold months.Overall we really...
United States
kathy f.
The price is £579
includes taxes & fees
27 May - 28 May
Fort Popham Ocean Estate
Outdoor dining

Modern & Sunny House Steps from the Promenade. Private Parking!

Modern & Sunny House Steps from the Promenade. Private Parking!
Munjoy Hill
10.0 out of 10, Exceptional, (42 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is £319
includes taxes & fees
27 May - 28 May
Modern & Sunny House Steps from the Promenade. Private Parking!
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 Orrs Island Hotel Reviews

Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

6/10 Okay
"The bed was very comfortable and the breakfast hit the spot, especially the cinnamon waffles. The room could have been cleaned better- we found a dirty towel on the floor."
Macon 1-night trip
Posted 2 hours ago
Comfort Inn South Portland Airport

Find out more about Orrs Island

Orrs Island Holiday Homes information

Number of reviews
348
Accommodation
572 Holiday Homes
Lowest Price
£96
Highest Price
£579