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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Casco Bay Islands holiday rentals

Newly Renovated Cozy Cove Cabin at White Anchor Inn

Newly Renovated Cozy Cove Cabin at White Anchor Inn
Boothbay
8.4 out of 10, Very good, (6 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is NZ$730
includes taxes & fees
24 Feb - 25 Feb
Newly Renovated Cozy Cove Cabin at White Anchor Inn

1 Mi to Maine Street! Mcm-style Home in Brunswick

1 Mi to Maine Street! Mcm-style Home in Brunswick
3.0 star property
Brunswick
The price is NZ$381
includes taxes & fees
24 Feb - 25 Feb
1 Mi to Maine Street! Mcm-style Home in Brunswick

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, (146 reviews)
"Lovely space, comfortable bed, very convenient to downtown Brunswick."
United States
Kimberly G.
The price is NZ$199
includes taxes & fees
19 Feb - 20 Feb
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (93 reviews)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is NZ$295
includes taxes & fees
23 Feb - 24 Feb
The Weldon Hotel

Cozy, Elegant and Bright 2 bed in the East End

Cozy, Elegant and Bright 2 bed in the East End
Munjoy Hill
9.8 out of 10, Exceptional, (52 reviews)
"Great location and cozy."
United States
Heather G.
The price is NZ$549
includes taxes & fees
19 Feb - 20 Feb
Cozy, Elegant and Bright 2 bed in the East End

Large, luxurious geodesic dome - 04

Large, luxurious geodesic dome - 04
Freeport
10.0 out of 10, Exceptional, (2 reviews)
"We didn’t get enough time to evaluate but from the short visit, we can say that this is the small paradise within the Main area. Best camp ground facilities we have ever seen or experienced. Looking forward to visit with friends and extended families as well. "
United States
Hrishi K.
The price is NZ$600
includes taxes & fees
1 Mar - 2 Mar
Large, luxurious geodesic dome - 04

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (51 reviews)
"Super clean and lovely place to stay! Highly recommend!"
United States
Evan B.
The price is NZ$549
includes taxes & fees
23 Feb - 24 Feb
Full sized home

City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (124 reviews)
"Great location for an our trip; laundry in basement "
United States
maria h.
The price is NZ$423
includes taxes & fees
22 Feb - 23 Feb
City Amenities, Casco Bay Sunrises and Natural Beauty

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 NZ$356
includes taxes & fees
23 Feb - 24 Feb
Escape to Positive Outlook

Modern Getaway by the Sea

Modern Getaway by the Sea
South Portland
10.0 out of 10, Exceptional, (2 reviews)
"Had a nice stay! House was great."
United States
Karen T.
The price is NZ$627
includes taxes & fees
19 Feb - 20 Feb
Modern Getaway by the Sea

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, (38 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is NZ$538
includes taxes & fees
19 Feb - 20 Feb
Modern & Sunny House Steps from the Promenade. Private Parking!

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
East Deering
10.0 out of 10, Exceptional, (67 reviews)
"Yes, the host was very welcoming. Just a great place overall!"
United States
Anonymous traveller
The price is NZ$1,700
includes taxes & fees
19 Feb - 20 Feb
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (172 reviews)
"Very cute and comfy. We would definitely stay here again. "
United States
Marie s.
The price is NZ$416
includes taxes & fees
19 Feb - 20 Feb
Glorious getaway on Portland's Eastern Promenade.

Harborview - Curated East End Escape w/ Parking

Harborview - Curated East End Escape w/ Parking
Munjoy Hill
10.0 out of 10, Exceptional, (9 reviews)
"What a wonderful weekend in Portland Maine. The property was exceptional and in a great area. We felt comfortable and safe for our stay. We had a great time!"
United States
Kristyn E.
The price is NZ$936
includes taxes & fees
26 Feb - 27 Feb
Harborview - Curated East End Escape w/ Parking

Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
Blue Point
10.0 out of 10, Exceptional, (27 reviews)
"A great location to see Portland and surroundings. A very clean and nice place to stay. "
United States
Pam B.
The price is NZ$361
includes taxes & fees
19 Feb - 20 Feb
Pine Point Beach private, quaint, charming studio.

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 NZ$367
includes taxes & fees
19 Feb - 20 Feb
Modern style in historic building in downtown Bath

Award Winning Luxury Carriage House a short stroll from town!

Award Winning Luxury Carriage House a short stroll from town!
Bath
10.0 out of 10, Exceptional, (9 reviews)
"An exceptional property and guest. Would love to stay again next time Thank you Jared and Heather!"
United States
Ronald H.
The price is NZ$1,054
includes taxes & fees
19 Feb - 20 Feb
Award Winning Luxury Carriage House a short stroll from town!

Spacious Studio Near Sebago Lake

Spacious Studio Near Sebago Lake
Windham
10.0 out of 10, Exceptional, (4 reviews)
"Host was very welcoming and check in was simple "
United States
Michael C.
The price is NZ$280
includes taxes & fees
23 Feb - 24 Feb
Spacious Studio Near Sebago Lake

Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.6 out of 10, Exceptional, (15 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is NZ$444
includes taxes & fees
19 Feb - 20 Feb
Fantastic Waterfront Views

Charming Victorian beach house 5 bedrooms. 50 steps to the beach

Charming Victorian beach house 5 bedrooms. 50 steps to the beach
Old Orchard Beach
9.6 out of 10, Exceptional, (18 reviews)
"We had a great time and it’s an awesome place. Can’t wait to rebook for next year. "
United States
Robert D.
The price is NZ$1,505
includes taxes & fees
19 Feb - 20 Feb
Charming Victorian beach house 5 bedrooms. 50 steps to the beach
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Casco Bay Islands Hotel Reviews

Find out more about Casco Bay Islands

Everything you need to know about Casco Bay Islands holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Casco Bay Islands holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Casco Bay Islands holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Casco Bay Islands holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Casco Bay Islands. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Casco Bay Islands holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Casco Bay Islands holiday rentals we have selected for you start as low as NZ$223 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Casco Bay Islands rentals

At Expedia, we put the best Casco Bay Islands holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Casco Bay Islands rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Casco Bay Islands holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Casco Bay Islands. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.