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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Casco Bay Islands 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 £112
includes taxes & fees
8 Jun - 9 Jun
Captain's Guest Room. The authenticity & value in one place. Walk to everything!
Property grounds

Captain's House 1BR Suite. Walk to everything. Large yard. Pets welcome!

Captain's House 1BR Suite. Walk to everything. Large yard. Pets welcome!
Bath
7.6 out of 10, Good, (14 reviews)
"We stayed for two nights. Good location."
United States
Maryanne E.
The price is £128
includes taxes & fees
8 Jun - 9 Jun
Captain's House 1BR Suite. Walk to everything. Large yard. Pets welcome!
TV

2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
9.6 out of 10, Exceptional, (4 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 £189
includes taxes & fees
10 Jun - 11 Jun
2 bedroom w/ expansive water views
TV

Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.4 out of 10, Exceptional, (6 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
The price is £163
includes taxes & fees
9 Jun - 10 Jun
Mid Coast Getaway w/ water views
Beach

Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton

Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton
Buxton
The price is £287
includes taxes & fees
22 Jun - 23 Jun
Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton
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, (8 reviews)
"There were a number of great details, snacks, art, pottery and the story of the house and owner (worth reading)."
United States
Seraphina E.
1 Mi to Maine Street! MCM-Style Home in Brunswick
Marina

Tide Haven Cottage on Bay Point

Tide Haven Cottage on Bay Point
Georgetown
The price is £432
includes taxes & fees
1 Jul - 2 Jul
Tide Haven Cottage on Bay Point
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 £211
includes taxes & fees
8 Jun - 9 Jun
Charming 1-bedroom ADU in wonderful Portland neighborhood
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 £275
includes taxes & fees
12 Jun - 13 Jun
Camp Forever cottage
Property grounds

Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (61 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 £359
includes taxes & fees
8 Jun - 9 Jun
Centerview cottage
Property grounds

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 £232
includes taxes & fees
10 Jun - 11 Jun
South Portland Beach area rental
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, (60 reviews)
"Nice place. Good location."
United States
Rob M.
The price is £291
includes taxes & fees
29 Jun - 30 Jun
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (52 reviews)
"Wonderful stay!"
United States
Erika T.
The price is £266
includes taxes & fees
15 Jun - 16 Jun
Full sized home
Fridge, microwave, oven, stovetop

Fully Updated Airy Historic Home in South Freeport

Fully Updated Airy Historic Home in South Freeport
Freeport
The price is £368
includes taxes & fees
9 Jun - 10 Jun
Fully Updated Airy Historic Home in South Freeport
Interior

Cozy Family Home w/ Beach Access

Cozy Family Home w/ Beach Access
Raymond
The price is £347
includes taxes & fees
8 Jun - 9 Jun
Cozy Family Home w/ Beach Access
Interior

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 £373
includes taxes & fees
9 Jun - 10 Jun
Walk to town, 200yr-old 4BR house adjacent to Bowdoin campus! #2
Smart TV

Huge New Townhome 10mins from the Beach

Huge New Townhome 10mins from the Beach
Saco
8.0 out of 10, Very good, (1 review)
"The only big issue was that the VRBO listing gave us the wrong address. It sent us to Scarborough instead of Saco. Luckily we were familiar with the area and I knew that Saco was close to Old Orchard Beach, which was mentioned in the listing, so I did a google map search of the same address in Saco and it looked like the pictures. My elderly parents were relieved that we didn’t get scammed. Lol. The place was clean and large and easy to get on the highway. It’s 2 and a half baths, not 3 full...
United States
Stacy H.
The price is £433
includes taxes & fees
8 Jun - 9 Jun
Huge New Townhome 10mins from the Beach
3 bedrooms, desk, iron/ironing board, travel cot

⚓ Cozy 3BR Coastal Retreat • Private Yard & Fire Pit • 5 Min to Beach!

⚓ Cozy 3BR Coastal Retreat • Private Yard & Fire Pit • 5 Min to Beach!
Old Orchard Beach
10.0 out of 10, Exceptional, (7 reviews)
"The host was extremely responsive, the house perfectly accommodated our needs, and the beds were super comfortable. Highly recommend!"
United States
Tina B.
The price is £314
includes taxes & fees
8 Jun - 9 Jun
⚓ Cozy 3BR Coastal Retreat • Private Yard & Fire Pit • 5 Min to Beach!
Property grounds

Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor, 2-Story Cottage, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (28 reviews)
"Enjoyed the place, great location. "
United States
Erik P.
The price is £234
includes taxes & fees
15 Jun - 16 Jun
Boothbay Harbor, 2-Story Cottage, downtown
TV

Coastal Comfort | Cozy 2BR Maine Getaway

Coastal Comfort | Cozy 2BR Maine Getaway
Old Orchard Beach
The price is £257
includes taxes & fees
8 Jun - 9 Jun
Coastal Comfort | Cozy 2BR Maine 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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Top Casco Bay Islands Hotel Reviews

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"Loved this hotel! Right in the center of the city and so cute"
Rebecca 1-night trip
Posted less than an hour ago
Portland Regency Hotel & Spa

Find out more about Casco Bay Islands

Casco Bay Islands Holiday Homes information

Number of reviews
308
Accommodation
629 Holiday Homes
Lowest Price
£112
Highest Price
£433

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