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Casco Bay Islands Holiday Rentals

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Our top choices for Casco Bay Islands holiday rentals

1. Private Entrance Residential Portland

Private Entrance Residential Portland
Deering Center
8.4 out of 10, Very good, (12 reviews)
"Place was fine, good amount of space, host was very nice"
United States
Jillian F.
The price is AU$220
includes taxes & fees
27 Sept - 28 Sept
Private Entrance Residential Portland

2. Modern cabin w/ full bath & kitchenette - 03

Modern cabin w/ full bath & kitchenette - 03
Freeport
10.0 out of 10, Exceptional, (8 reviews)
"Easy check in process. More than clean, it looked brand new. Overall a great stay. Kitchen was well stocked with plates, utensils, and cookware. "
United States
Michael H.
The price is AU$400
includes taxes & fees
15 Sept - 16 Sept
Modern cabin w/ full bath & kitchenette - 03

3. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.4 out of 10, Very good, (18 reviews)
"I will admit the location and surrounding areas are a bit sketchy, but, once inside, we felt super secure. There are multiple doors and gates with locks to ensure safety. Place was clean and had everything we needed for a quick stay."
United States
Krysta
The price is AU$228
includes taxes & fees
14 Sept - 15 Sept
Studio Apartment near downtown Walkable!

4. Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
East Bayside
8.8 out of 10, Excellent, (40 reviews)
"Overall a pleasing stay."
United States
Mallory D.
The price is AU$644
includes taxes & fees
21 Sept - 22 Sept
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

5. Willard Beach–Apartment Near Portland & Parks

Willard Beach–Apartment Near Portland & Parks
Willard Beach
10.0 out of 10, Exceptional, (7 reviews)
"Excellent in every way."
United States
Robert B.
The price is AU$454
includes taxes & fees
16 Sept - 17 Sept
Willard Beach–Apartment Near Portland & Parks

6. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (68 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
The price is AU$504
includes taxes & fees
22 Sept - 23 Sept
Full sized home

7. 1 Mi to Maine Street! MCM-Style Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
9.6 out of 10, Exceptional, (12 reviews)
"Quiet, clean, well appointed house close to Maine St Brunswick and convenient to both Portland and points north. "
United States
Kendra G.
1 Mi to Maine Street! MCM-Style Home in Brunswick

8. Casco Bay Vista

Casco Bay Vista
East Deering
10.0 out of 10, Exceptional, (6 reviews)
"We had a great stay at Mat's place! Convenient location, very cute apartment with a lovely view of the water. Well equipped for a couple's weekend away. We appreciated the sharp knives for cooking and the comfy couch!"
United States
Charlotte B.
The price is AU$563
includes taxes & fees
15 Sept - 16 Sept
Casco Bay Vista

9. Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
10.0 out of 10, Exceptional, (33 reviews)
"This is a perfect location. 6 minutes from downtown Portland. Secure, Clean and Jen was a Perfect and attentive host. It is a hidden Gem!"
United States
Irish D.
The price is AU$445
includes taxes & fees
22 Sept - 23 Sept
Sunny Spot with Private Parking.

10. Large suite/private bath/private entrance on quiet street near Thomas Bay

Large suite/private bath/private entrance on quiet street near Thomas Bay
Brunswick
10.0 out of 10, Exceptional, (169 reviews)
"What a beautiful place to stay. Jeff and Susan made your stay a very special experience."
United States
DENESE
The price is AU$245
includes taxes & fees
22 Sept - 23 Sept
Large suite/private bath/private entrance on quiet street near Thomas Bay

11. Charming Studio apartment with WiFi, AC in welcoming Portland

Charming Studio apartment with WiFi, AC in welcoming Portland
Munjoy Hill
9.6 out of 10, Exceptional, (27 reviews)
"Great place! We would definitely return if we were in the area."
United States
Preston
The price is AU$416
includes taxes & fees
5 Oct - 6 Oct
Charming Studio apartment with WiFi, AC in welcoming Portland

12. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (146 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is AU$435
includes taxes & fees
15 Sept - 16 Sept
Adorable Portland getaway on the Eastern Promenade

13. City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (131 reviews)
"Wonderful place! Owner very responsible! Would stay again! Great choice for place to stay away from home."
United States
Arlene L.
The price is AU$574
includes taxes & fees
22 Sept - 23 Sept
City Amenities, Casco Bay Sunrises and Natural Beauty

14. 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, (61 reviews)
"Nice place, good location and very responsive host. I would definitely stay again when in Portland."
United States
Susan d.
The price is AU$531
includes taxes & fees
20 Sept - 21 Sept
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

15. Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.0 out of 10, Wonderful, (32 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is AU$318
includes taxes & fees
16 Sept - 17 Sept
Beautiful 1st Floor Apartment & Amazing Shower

16. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.4 out of 10, Exceptional, (9 reviews)
"The location and views from the cottage are quintessential coastal Maine. Small community with lobster pound and Maine Oyster Company across the street. John is a welcoming host and eager to make sure you enjoy your stay. The cottage is great for 2 people, equipped with the basics and has a great deck to enjoy the views. Planning to return next year. Great spot!"
United States
Rebecca
The price is AU$346
includes taxes & fees
20 Sept - 21 Sept
Mid Coast Getaway w/ water views

17. Elegant condo - walk to Portland's best restaurants & Old Port

Elegant condo - walk to Portland's best restaurants & Old Port
East Bayside
9.2 out of 10, Wonderful, (84 reviews)
"It was nice if you like being right in town. There is no view and it's a bit noisy."
United States
Nancy S.
The price is AU$698
includes taxes & fees
8 Oct - 9 Oct
Elegant condo - walk to Portland's best restaurants & Old Port

18. 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, (13 reviews)
"Cute, convenient spot!"
United States
Kelly S.
The price is AU$550
includes taxes & fees
15 Sept - 16 Sept
Peaceful & minutes from the Old Port with private parking

19. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (67 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is AU$508
includes taxes & fees
17 Sept - 18 Sept
Camp Forever cottage

20. NEW 1 BDR-Heart of Munjoy Hill

NEW 1 BDR-Heart of Munjoy Hill
Munjoy Hill
9.8 out of 10, Exceptional, (9 reviews)
"Great location within walking distance to activities, food, the bay, etc. "
United States
Anne D.
The price is AU$576
includes taxes & fees
5 Oct - 6 Oct
NEW 1 BDR-Heart of Munjoy Hill
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

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 favourite 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 depend 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 AU$228 per night. Entering your travel dates in the search wizard might find you 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. 

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