Casco Bay Islands Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Casco Bay Islands holiday rentals

Egyptian cotton sheets, premium bedding, down duvets, 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
Fortland Island Campground
Property grounds

Maine Oceanfront Retreat

Maine Oceanfront Retreat
Brunswick
10.0 out of 10, Exceptional, (1 review)
"Gorgeous views house is extremely well equipped "
United States
Cary C.
The price is HK$4,922
HK$8,560 total
includes taxes & fees
10 Feb - 11 Feb
Maine Oceanfront Retreat
Living area

Escape to Positive Outlook

Escape to Positive Outlook
West Point
10.0 out of 10, Exceptional, (3 reviews)
"The host was welcoming. The home was clean, comfortable and the views were outstanding. "
United States
Rachel K.
The price is HK$737
HK$1,575 total
includes taxes & fees
21 Jan - 22 Jan
Escape to Positive Outlook
Interior

Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
10.0 out of 10, Exceptional, (8 reviews)
"Such a great location! We could easily walk all over the cute downtown."
United States
Keisha C.
The price is HK$780
HK$1,725 total
includes taxes & fees
21 Jan - 22 Jan
Modern style in historic building in downtown Bath
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
7.8 out of 10, Good, (7 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 HK$1,017
HK$1,551 total
includes taxes & fees
21 Jan - 22 Jan
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Exterior

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Brunswick
10.0 out of 10, Exceptional, (145 reviews)
"Great location to access the area especially route 1 n and s. Room totally met our needs and Susan and Jeff were super nice. This place will make our trip most memorable!"
United States
Don E.
The price is HK$702
HK$935 total
includes taxes & fees
21 Jan - 22 Jan
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Smart TV

Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
2.0 star property
Blue Point
10.0 out of 10, Exceptional, (25 reviews)
"A great location to see Portland and surroundings. A very clean and nice place to stay. "
United States
Pam B.
The price is HK$686
HK$1,632 total
includes taxes & fees
21 Jan - 22 Jan
Pine Point Beach private, quaint, charming studio.
TV

Brunswick Downtown Sugar Cube next to Bowdoin

Brunswick Downtown Sugar Cube next to Bowdoin
Brunswick
8.4 out of 10, Very good, (7 reviews)
"Stayed for one night. Very convenient to campus"
United States
Lin-Lin R.
The price is HK$663
HK$1,972 total
includes taxes & fees
25 Jan - 26 Jan
Brunswick Downtown Sugar Cube next to Bowdoin
Interior

Studio Apartment in Freeport

Studio Apartment in Freeport
2.0 star property
Freeport
10.0 out of 10, Exceptional, (1 review)
"I could not have ask for a better place to stay for my winter holiday trip in Freeport, Maine. This studio apartment went above my expectations. The entire space was much larger than I thought it would be. From the entry downstairs & throughout the entire apartment, it was clean & well-kept. Kitchen is fully equipped, has adequate space for meal prep, and there is plenty of room around the table & kitchen counter for dining. The living room is a welcoming pleasant area, and there is ample space...
United States
Di W.
The price is HK$491
HK$1,173 total
includes taxes & fees
3 Feb - 4 Feb
Studio Apartment in Freeport
Interior

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
2.0 star property
Knightville
9.8 out of 10, Exceptional, (25 reviews)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
The price is HK$756
HK$1,572 total
includes taxes & fees
1 Feb - 2 Feb
Sunny Spot with Private Parking.
3 bedrooms, WiFi

Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.6 out of 10, Exceptional, (14 reviews)
"it's a beautiful property and the owner was very helpful in our times of need."
United States
ROSEMARY A.
The price is HK$982
HK$2,097 total
includes taxes & fees
21 Jan - 22 Jan
Fantastic Waterfront Views
Outdoor dining

Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.8 out of 10, Exceptional, (7 reviews)
"This well- appointed apartment was perfect for our stay in the Portland area. Jennifer was always quick to answer any questions. We would definitely recommend this listing."
United States
Lynn E.
The price is HK$649
HK$1,541 total
includes taxes & fees
21 Jan - 22 Jan
Peaceful & minutes from the Old Port with private parking
Interior

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Old Orchard Beach
9.8 out of 10, Exceptional, (65 reviews)
"Everything was nice & perfectly described. Great quiet neighborhood loved my stay & so did my Dogs thank you for a lovely stay"
United States
Teresa M.
The price is HK$1,032
HK$1,872 total
includes taxes & fees
21 Jan - 22 Jan
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Fridge, microwave, oven, stovetop

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Brunswick
9.8 out of 10, Exceptional, (28 reviews)
"This property is newly renovated and is in a great location--right across from the Brunswick Hotel and next to campus. Parking is easy (in the driveway) and the apartment is really spacious!"
United States
Jill C.
The price is HK$1,053
HK$2,728 total
includes taxes & fees
21 Jan - 22 Jan
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Property grounds

Modern, Luxurious Cabin in the Woods - 03

Modern, Luxurious Cabin in the Woods - 03
Freeport
10.0 out of 10, Exceptional, (6 reviews)
"Super cozy and comfortable cabin! We had a wonderful time using the fire pit and the self-serve camp store was so convenient. It was just big enough for the two of us and the bed was comfortable! Check in super easy, online and contactless. The grounds are clean, beautiful and tucked away from the actual park. We also enjoyed the included after hours access to the sand dunes, it was so nice to explore in the twilight with no other visitors around. "
United States
Teresa H.
The price is HK$1,575
HK$2,524 total
includes taxes & fees
21 Jan - 22 Jan
Modern, Luxurious Cabin in the Woods - 03
Smart TV

Beautiful Delightful 3BR Downtown Brunswick All King Beds

Beautiful Delightful 3BR Downtown Brunswick All King Beds
Brunswick
10.0 out of 10, Exceptional, (19 reviews)
"We only stayed 2 nights but really loved the central location. Very easy :) "
United States
Elizabeth A.
The price is HK$1,053
HK$2,499 total
includes taxes & fees
25 Jan - 26 Jan
Beautiful Delightful 3BR Downtown Brunswick All King Beds
Exterior detail

Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (128 reviews)
"Tidy place in a great location! "
United States
Mary M.
The price is HK$729
HK$1,432 total
includes taxes & fees
21 Jan - 22 Jan
Adorable Portland getaway on the Eastern Promenade
Beach nearby

Cheerful 1 bedroom cottage only 50ft from beach

Cheerful 1 bedroom cottage only 50ft from beach
Old Orchard Beach
10.0 out of 10, Exceptional, (2 reviews)
"We loved the area. We loved the cottage feel. We only wished it had bigger fridge and a better cook top. Other then that it was great."
United States
Chris A.
The price is HK$850
HK$1,768 total
includes taxes & fees
25 Jan - 26 Jan
Cheerful 1 bedroom cottage only 50ft from beach
1 bedroom, WiFi, bed sheets

Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.4 out of 10, Very good, (7 reviews)
"The summary and the pictures shown are exactly what you’re going to get. The owner did a good job with the description, I "
United States
Alexandria T.
The price is HK$655
HK$1,215 total
includes taxes & fees
18 Feb - 19 Feb
Studio Apartment near downtown Walkable!
Private kitchen

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (91 reviews)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is HK$1,266
HK$1,965 total
includes taxes & fees
2 Feb - 3 Feb
The Weldon Hotel
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Casco Bay Islands Hotel Reviews

Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

10/10 Excellent
"Super friendly staff!!! Felt genuinely welcomed. Clean room. Quiet. "
Heidi 1-night trip
Posted 2 days ago
Hyatt Place Portland Downtown - Old Port Square

Find out more about Casco Bay Islands

Search for holiday rentals in Casco Bay Islands on Expedia! You can easily find your home rentals, villas, holiday apartments in Casco Bay Islands using one of the methods below:

  • View our selection of featured holiday rentals in Casco Bay Islands
  • Use the map to find apartments and other holiday homes in the Casco Bay Islands neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Casco Bay Islands while they last

Look no further and take a look at our great range of rental properties in Casco Bay Islands!