Photo by Robbie Martin

Casco Bay Islands holiday homes

We found 1,252 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Casco Bay Islands

Showing deals for:25 Dec - 1 Jan

Listen to the waves crash while enjoying the starry night.
2nd Floor: Spiral stairs lead to ocean view attic bunk room.
2nd Floor: Dining area looks out over the marsh side.
2nd floor: Living area with electric fireplace. Smart TV upgraded to 60” in 2023
Exceptional
(72 reviews)

Spacious Ocean View Getaway, 3 min walk to beach with large fenced in yard

Scarborough

20% off
NZ$10,395
for 7 nights, 1 home
NZ$1,485 per night
includes taxes & fees
Spacious Ocean View Getaway, 3 min walk to beach with large fenced in yard
Private kitchen
Living area
Exterior
Dining
Exceptional
(21 reviews)

Entire House - three suites - conferences, reunions, retreats

Westbrook

8% off
NZ$14,715
for 7 nights, 1 home
NZ$2,102 per night
includes taxes & fees
Entire House - three suites - conferences, reunions, retreats
Open floor plan.
Property grounds
Kitchen recently renovated.
Floors recently refinished.
Wonderful
(41 reviews)

Stover's Cove Beach Coastal Retreat

Harpswell

8% off
NZ$6,611
for 7 nights, 1 home
NZ$944 per night
includes taxes & fees
Stover's Cove Beach Coastal Retreat
Exterior
Private kitchen
Private sandy beach area
Living area
Exceptional
(6 reviews)

Lakefront 15 mins from Portland with Private Beach and Fenced in Yard

Windham

20% off
NZ$8,979
for 7 nights, 1 home
NZ$1,283 per night
includes taxes & fees
Lakefront 15 mins from Portland with Private Beach and Fenced in Yard
Property grounds
Terrace/patio
Living area
Exterior
Exceptional
(68 reviews)

Camp Forever cottage

Harpswell

8% off
NZ$2,932
for 7 nights, 1 home
NZ$419 per night
includes taxes & fees
Camp Forever cottage
Back yard
Willard Beach
Dining
Living area
Exceptional
(72 reviews)

Willard Beach Neighborhood-Close to all Southern Maine has to offer!

South Portland

8% off
NZ$5,594
for 7 nights, 1 home
NZ$799 per night
includes taxes & fees
Willard Beach Neighborhood-Close to all Southern Maine has to offer!
Pool
Interior
Interior
Terrace/patio
Exceptional
(17 reviews)

Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

Scarborough

8% off
NZ$7,984
for 7 nights, 1 home
NZ$1,141 per night
includes taxes & fees
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
Interior
Outdoor dining
Exterior detail
The living room leads out to a private deck with a dining table that seats 4.
Exceptional
(43 reviews)

Modern & Sunny House Steps from the Promenade.

Portland

8% off
NZ$5,002
for 7 nights, 1 home
NZ$715 per night
includes taxes & fees
Modern & Sunny House Steps from the Promenade.
picnic area
Casco Bay
Dining area
WELCOME
Exceptional
(102 reviews)

Beautiful Oceanfront Apartment, scenic views and water access

Yarmouth

8% off
NZ$3,629
for 7 nights, 1 apartment
NZ$518 per night
includes taxes & fees
Beautiful Oceanfront Apartment, scenic views and water access
View from Roof Top deck
Looking up to the house from Garrison Cove
Dining Room Seating for ten, extra dining also available
Kitchen at night with setup for a dinner party
Exceptional
(86 reviews)

Amazing Views, and Comfortable Spaces in this Well Appointed Island Home

Bailey Island

8% off
NZ$10,735
for 7 nights, 1 home
NZ$1,534 per night
includes taxes & fees
Amazing Views, and Comfortable Spaces in this Well Appointed Island Home
Exterior
Property grounds
Private kitchen
Interior
Exceptional
(8 reviews)

1 bedroom apartment beautiful location on pond in South Freeport

Freeport

16% off
NZ$1,973
for 7 nights, 1 apartment
NZ$282 per night
includes taxes & fees
1 bedroom apartment beautiful location on pond in South Freeport
View from living room
Terrace/patio
Room
Private kitchen
Exceptional
(190 reviews)

1 room luxury ocean front studio cottage

Harpswell

8% off
NZ$2,656
for 7 nights, 1 apartment
NZ$379 per night
includes taxes & fees
1 room luxury ocean front studio cottage
Dining
Marina
Living area
Private kitchen
Exceptional
(13 reviews)

Renovated Apartment in Willard Square Area of South Portland, Maine.

South Portland

16% off
NZ$3,167
for 7 nights, 1 apartment
NZ$452 per night
includes taxes & fees
Renovated Apartment in Willard Square Area of South Portland, Maine.
Dining
Living area
Private kitchen
Private kitchen
Exceptional
(134 reviews)

Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants

Portland

12% off
NZ$3,681
for 7 nights, 1 apartment
NZ$526 per night
includes taxes & fees
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Lobby can be accessed from Patton Ct or Exchange St. Door code will be provided.
Large open concept living space with tall sloped celling and a loft.
Everyone's favorite room in the home. Massive 8ftx6ft skylight.
View from inside unit.
Exceptional
(8 reviews)

Exchange Street Skylight Loft

Portland

8% off
NZ$4,971
for 7 nights, 1 apartment
NZ$710 per night
includes taxes & fees
Exchange Street Skylight Loft
Space for shoes and coats before going upstairs into the living space.
Walk around behind the garage to access the apartment.
Your private deck and entrance.
Private kitchen
Exceptional
(19 reviews)

Private studio nestled in woods outside Portland

Westbrook

13% off
NZ$2,661
for 7 nights, 1 apartment
NZ$380 per night
includes taxes & fees
Private studio nestled in woods outside Portland
Interior
Living area
Room
Dining
Exceptional
(43 reviews)

Pine Point Beach private, quaint, charming studio.

Scarborough

8% off
NZ$2,343
for 7 nights, 1 apartment
NZ$335 per night
includes taxes & fees
Pine Point Beach private, quaint, charming studio.
Room
Living area
Off-street parking behind building dedicated to this unit only.
Interior
Exceptional
(43 reviews)

Eastbayside/Munjoy - Charming Downtown Escape

Portland

8% off
NZ$3,334
for 7 nights, 1 apartment
NZ$476 per night
includes taxes & fees
Eastbayside/Munjoy - Charming Downtown Escape
Living area
Dining
Private kitchen
Interior
Exceptional
(147 reviews)

Fall In Love With Portland!

Portland

8% off
NZ$3,365
for 7 nights, 1 apartment
NZ$481 per night
includes taxes & fees
Fall In Love With Portland!
Room
Interior
Interior
Living area
Exceptional
(43 reviews)

Fresh East End Apartment Walkable to Downtown Portland

Portland

8% off
NZ$5,368
for 7 nights, 1 apartment
NZ$767 per night
includes taxes & fees
Fresh East End Apartment Walkable to Downtown Portland
Interior
Living area
Dining
Interior
Exceptional
(13 reviews)

Peaceful & minutes from the Old Port with private parking

South Portland

8% off
NZ$2,694
for 7 nights, 1 apartment
NZ$385 per night
includes taxes & fees
Peaceful & minutes from the Old Port with private parking
Living area
Interior
Dining
Exterior detail
Exceptional
(101 reviews)

2 Bedroom Apartment Unit In Portland's Historic West End Neighborhood

Portland

8% off
NZ$3,523
for 7 nights, 1 apartment
NZ$503 per night
includes taxes & fees
2 Bedroom Apartment Unit In Portland's Historic West End Neighborhood
View of Livingroom from stairs.
View from the deck.
Lowell's Cove Home facing the ocean
The deck awaits your arrival.
Exceptional
(47 reviews)

Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.

Orrs Island

7% off
NZ$4,813
for 7 nights, 1 home
NZ$688 per night
includes taxes & fees
Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.
Mix of nautical and rustic elements throughout.
5 min car ride to Downtown/Old Port.
Large, well-stocked Kitchen w/stainless steel counter and appliances
Large deck with seating for six, festive lighting and a firepit. Views and sun!
Exceptional
(132 reviews)

City Amenities, Casco Bay Sunrises and Natural Beauty

Portland

8% off
NZ$3,865
for 7 nights, 1 apartment
NZ$552 per night
includes taxes & fees
City Amenities, Casco Bay Sunrises and Natural Beauty
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

The culturally rich area of Casco Bay Islands awaits your stay

The area's architecture and culture are just some of the reasons to come on holiday to Casco Bay Islands. This city's island views, seaside and mountain views draw many visitors. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Casco Bay Islands

Are you looking for top things to see and do while you're in town? Venture out of your cosy holiday rental and experience everything that makes Casco Bay Islands a fun place to get away to. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Aquaboggan Water Park (18.7 mi / 30.1 km)
  • Pirate's Cove (19.5 mi / 31.3 km)
  • Funtown Splashtown USA (20.6 mi / 33.1 km)
  • Old Orchard Beach Parasail (22.2 mi / 35.7 km)
  • Brunswick Golf Course (15.2 mi / 24.4 km)
  • Spring Meadows Golf Course (16.3 mi / 26.2 km)

Exploring the natural landscape of Casco Bay Islands

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Casco Bay Islands is a great place to get outside. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Sand Beach (6.2 mi / 9.9 km)
  • Casco Bay (6.2 mi / 10 km)
  • East End Beach (7.2 mi / 11.6 km)
  • Eastern Promenade (7.3 mi / 11.7 km)
  • Willard Beach (7.7 mi / 12.3 km)
  • Desert of Maine (9.9 mi / 15.9 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in Casco Bay Islands?
The most popular types of holiday homes in Casco Bay Islands are houses. Ready for more choices? Bookabach offers a variety of options to match the needs of our guests, so you'll see holiday homes in loads of shapes and sizes. The perfect fit is waiting for you — discover yours today.
How much does it cost to rent a holiday home in Casco Bay Islands?
Season, length of stay and property type are some factors that can influence the price of a holiday home. Simply click on your dates of travel to find your ideal escape. From comfy cabins to sprawling villas, all Bookabach holiday homes offer unbeatable value.
How much does it cost to rent a beach house in Casco Bay Islands?
The average price for a holiday home by the beach in Casco Bay Islands depends on when you'll be there and the size and style of property you want. You can easily and quickly find prices on Bookabach by entering your preferred travel dates and destination. Then use the handy filters to choose the number of bedrooms and amenities that you need, like a pool, air conditioning and WiFi.
What are popular home amenities in Casco Bay Islands?
A stovetop, a microwave oven and a fridge rank as the most popular home amenities in Casco Bay Islands. Whether you plan to go on your own, with your spouse or a group of dear friends, Bookabach will help you find a holiday home that matches your style with all the features you'll enjoy.
Are there large group holiday homes in Casco Bay Islands?
You'll discover 10 holiday properties in Casco Bay Islands that can host a group of 10 or more people. Whether you're planning time away with extended family or an event like a birthday party, there's enough room to get your favourite people together under one roof.
What are the top attractions for families in Casco Bay Islands?
There are loads of cool things to do and see with the family in Casco Bay Islands, such as:
  • Sand Beach
  • Little Diamond Island
  • Mackworth Island
Can I find two-bedroom holiday homes in Casco Bay Islands?
Casco Bay Islands has 13 two-bedroom holiday homes to pick from. Go for a holiday home with all the privacy and comfort you're looking for at a fantastic price on Bookabach.
Are there holiday homes with WiFi in Casco Bay Islands?
You'll find 31 holiday homes with WiFi in Casco Bay Islands. If you'd like to disconnect from daily life while on holiday, but still need to be connected to the internet, these getaways are for you. Narrow your search by applying the WiFi filter on Bookabach.
How old do you have to be to rent a holiday home in Casco Bay Islands?
We recommend checking with the Casco Bay Islands holiday home you're looking at on Bookabach as age restrictions differ. However, generally it's 16, 18 or 21.
How long can I rent a holiday home in Casco Bay Islands for?
The length of time you can book a holiday home in Casco Bay Islands varies according to the property. Just enter your selected dates to see a list of options offering extended stays. With lots of features such as laundries and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to get somewhere just right to call your home away from home in Casco Bay Islands.

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