Photo by Robbie Martin

Holiday Homes in Casco Bay Islands

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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Casco Bay Islands holiday homes

Dining
Maine Oceanfront Retreat

Holiday Home in Brunswick

Maine Oceanfront Retreat
The price is AU$1,652
includes taxes & fees
28 Dec - 29 Dec
Maine Oceanfront Retreat
Property grounds
Captain's Quarters 2BR Suite. Near everything. No fees. Pets welcome.

Holiday Home in Bath

Captain's Quarters 2BR Suite. Near everything. No fees. Pets welcome.
8.6 out of 10, Excellent, (10)
"Nice, clean, cosy, conveniently located and easy enough to find. Great communication with host, comfortable beds and plenty of hot water. very responsive and would definitely consider using again. "
United States
A M.
The price is AU$247
includes taxes & fees
7 Jan - 8 Jan 2026
Captain's Quarters 2BR Suite. Near everything. No fees. Pets welcome.
Dining
Escape to Positive Outlook

Holiday Home in West Point

Escape to Positive Outlook
10.0 out of 10, Exceptional, (3)
"The host was welcoming. The home was clean, comfortable and the views were outstanding. "
United States
Rachel K.
The price is AU$286
includes taxes & fees
4 Jan - 5 Jan 2026
Escape to Positive Outlook
3 bedrooms, WiFi
Fantastic Waterfront Views

Holiday Home in West Point

Fantastic Waterfront Views
9.6 out of 10, Exceptional, (14)
"The views are amazing! A very relaxing place to be, and the house was clean and comfortable. "
United States
Monika G.
The price is AU$464
includes taxes & fees
12 Jan - 13 Jan 2026
Fantastic Waterfront Views
3 bedrooms, desk, iron/ironing board, travel cot
3BR Coastal Gem with a 5 Min Drive to Ocean Fun

Holiday Home in Old Orchard Beach

3BR Coastal Gem with a 5 Min Drive to Ocean Fun
10.0 out of 10, Exceptional, (5)
"I loved that the hosts live nearby and responded quickly when we needed anything. Having a washer and dryer onsite is great for longer stays. Beds were comfortable and plenty of blankets and pillows. Highly recommend this property."
United States
Terry
The price is AU$539
includes taxes & fees
4 Jan - 5 Jan 2026
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Outdoor dining
Camp Forever cottage

Holiday Home in Harpswell

Camp Forever cottage
9.6 out of 10, Exceptional, (58)
"Perfect location on the water for a weekend getaway"
United States
Lydia G.
The price is AU$507
includes taxes & fees
31 Dec - 1 Jan 2026
Camp Forever cottage
Fridge, microwave, oven, stovetop
Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Holiday Home in Brunswick

Private Home w/ Office Year Round in town Brunswick next to Bowdoin
9.0 out of 10, Wonderful, (24)
"Nice place, I'd stay again!"
United States
Ronnie C.
The price is AU$588
includes taxes & fees
4 Jan - 5 Jan 2026
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Fridge, microwave, oven, stovetop
Generous Living in a Warm, Welcoming Home

Holiday Home in Topsham

Generous Living in a Warm, Welcoming Home
The price is AU$656
includes taxes & fees
7 Jan - 8 Jan 2026
Generous Living in a Warm, Welcoming Home
Fridge, microwave, oven, stovetop
Beautiful 3BR Home with Office in Town of Brunswick with King beds

Holiday Home in Brunswick

Beautiful 3BR Home with Office in Town of Brunswick with King beds
9.2 out of 10, Wonderful, (5)
"Great place for our family to stay while visiting the Maine coast."
United States
Craig C.
The price is AU$557
includes taxes & fees
27 Dec - 28 Dec
Beautiful 3BR Home with Office in Town of Brunswick with King beds
Beach nearby, sun-loungers, beach towels
Beach House ∆ Prime Location ∆ Steps to the Ocean

Holiday Home in Old Orchard Beach

Beach House ∆ Prime Location ∆ Steps to the Ocean
10.0 out of 10, Exceptional, (55)
"Excellent location for an after Labor Day vacation. Easy access to the beach. Quiet street. Very nice accommodations with plenty of room. "
United States
Charles C.
The price is AU$725
includes taxes & fees
1 Jan - 2 Jan 2026
Beach House ∆ Prime Location ∆ Steps to the Ocean
Paper towels
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Holiday Home in Brunswick

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
2.0 star property
The price is AU$682
includes taxes & fees
5 Jan - 6 Jan 2026
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Fridge, microwave, oven, stovetop
Modern Getaway by the Sea

Holiday Home in South Portland

Modern Getaway by the Sea
10.0 out of 10, Exceptional, (2)
"Had a nice stay! House was great."
United States
Karen T.
The price is AU$669
includes taxes & fees
26 Dec - 27 Dec
Modern Getaway by the Sea
Beach
Orchid Harbor, Bailey Island 3BR

Holiday Home in Harpswell

Orchid Harbor, Bailey Island 3BR
9.8 out of 10, Exceptional, (8)
"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."
United States
Karen T.
The price is AU$751
includes taxes & fees
1 Jan - 2 Jan 2026
Orchid Harbor, Bailey Island 3BR
Fridge, microwave, oven, stovetop
Huge New Townhome 10mins from the Beach

Holiday Home in Saco

Huge New Townhome 10mins from the Beach
8.0 out of 10, Very good, (1)
"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 AU$812
includes taxes & fees
11 Jan - 12 Jan 2026
Huge New Townhome 10mins from the Beach
Fridge, microwave, oven, stovetop
Maine Luxury Home On the Sea

Holiday Home in Brunswick

Maine Luxury Home On the Sea
The price is AU$1,060
includes taxes & fees
7 Jan - 8 Jan 2026
Maine Luxury Home On the Sea
Terrace/patio
Modern & Sunny House Steps from the Promenade. Private Parking!

Holiday Home in Munjoy Hill

Modern & Sunny House Steps from the Promenade. Private Parking!
10.0 out of 10, Exceptional, (37)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is AU$541
includes taxes & fees
4 Jan - 5 Jan 2026
Modern & Sunny House Steps from the Promenade. Private Parking!
TV
Chic 3-bedroom house in Munjoy Hill with off-street parking.

Holiday Home in Munjoy Hill

Chic 3-bedroom house in Munjoy Hill with off-street parking.
2.0 star property
10.0 out of 10, Exceptional, (2)
"Absolutely fantastic stay! The house is clean, comfortable and has all the amenities to stay in. However with such a great location to all that Portland has to offer taking a quick walk to whatever strikes your fancy is highly recommended. The bakery on the corner has great coffee and baked goods. We didn’t need much from Doug but when I messaged him he was very responsive and accommodating. The beds are extremely comfortably. The location is quiet, within walking distance or a quick uber...
United States
Carl K.
The price is AU$549
includes taxes & fees
28 Dec - 29 Dec
Chic 3-bedroom house in Munjoy Hill with off-street parking.
Beach
Upscale Spacious OOB Beach House - Seasonal Heated Pool

Holiday Home in Old Orchard Beach

Upscale Spacious OOB Beach House - Seasonal Heated Pool
10.0 out of 10, Exceptional, (11)
"This is a great spot to go south to Kennebunkport or north to Portland. The house has everything you need and Jason was responsive to our texts. Thanks!"
United States
Fran J.
Upscale Spacious OOB Beach House - Seasonal Heated Pool
Property grounds
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

Holiday Home in West End

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
8.4 out of 10, Very good, (58)
"Quiet, close to everything and east to find."
United States
Jesse M.
The price is AU$471
includes taxes & fees
28 Dec - 29 Dec
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
1 bedroom, Internet, bed sheets
Charming 1-bedroom ADU in wonderful Portland neighborhood

Holiday Home in Back Cove

Charming 1-bedroom ADU in wonderful Portland neighborhood
The price is AU$344
includes taxes & fees
28 Dec - 29 Dec
Charming 1-bedroom ADU in wonderful Portland neighborhood
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

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

10/10 Excellent
"Very clean and cozy rooms, staff goes above and beyond to make you feel welcome and safe. Great coordination with Portland Jetport, and made me feel totally safe and reassured when snow ban was in effect for travel. Defiantly would return even if I’m not waiting for a flight! "
Erin 1-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Portland

Find out more about Casco Bay Islands

Casco Bay Islands Holiday Homes information

Number of reviews
283
Accommodation
615 Holiday Homes
Lowest Price
AU$247
Highest Price
AU$1,652

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