Casco Bay Islands Vacation Rentals from ￥23,344: Search Short-Term Rentals

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Our top choices for Casco Bay Islands vacation rentals

A covered porch with a view of a lake and trees.

1. Mere Point Sunrise Views at Eastern Shore!

Brunswick

Michelle S.

A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

2. The Weldon Hotel

Downtown Portland

Victoria

￥45,621 total

includes taxes & fees

Nov 2 - Nov 3

A multi-story building with a stone facade, large windows, and a corner entrance.

3. Evalina Hotel

Downtown Portland

Rick

￥75,606 total

includes taxes & fees

Nov 10 - Nov 11

A room with a sliding glass door leading to an outdoor deck with Adirondack chairs and a table.

4. Three bedroom in United States of America, Freeport

Freeport

Michael L.

￥143,868 total

includes taxes & fees

Nov 8 - Nov 9

A beach with a wooden chair and a small building in the background.

5. Arlie`s Digs! - One Block To Willard Beach!

Willard Beach

Melissa M.

￥82,136 total

includes taxes & fees

Nov 9 - Nov 10

A cabin with two chairs facing a fire pit, surrounded by trees.

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

Freeport

Michael H.

￥64,222 total

includes taxes & fees

Oct 18 - Oct 19

A house with a wooden front door, a stone staircase, and a porch with a wooden railing.

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

East Deering

george f.

￥191,593 total

includes taxes & fees

Oct 19 - Oct 20

A wooden deck with outdoor seating and string lights.

8. Full sized home

Harpswell

Angela M.

￥58,412 total

includes taxes & fees

Oct 14 - Oct 15

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Top Casco Bay Islands Hotel Reviews

Clarion Pointe South Portland

8/10 Good

"Rooms were clean, but did have a cleaning solution smell. Lobby and property was dated, but the location and breakfast were perfect for what we needed."

Fireside Inn & Suites Portland

10/10 Excellent

"Everything was clean and well maintained. Rustic charm We like the fact that the hot tub cool and so on were open till 11:00 p.m. And the grab and go breakfast was also available until 11:00 a.m. which is nice because when you're on vacation you sometimes keep odd hours and it's nice when there are services available."

Clarion Hotel Portland Airport ME

8/10 Good

"I stayed here for a conference in town because it was convenient and the price was so much more reasonable than the ridiculous situation going on in the Old Port. I can’t believe people are truly willing to spend +500$ a night to stay in a city in Maine in a Monday, but that’s what it’s come to. My roommate worked at the Clarion when I lived in Portland over 20 years ago, and I don’t think it’s changed much, although I don’t know if the name was the same. The rooms are perfectly nice, they’ve probably been updated in the last ten years, with comfortable beds and a bathroom that’s not fabulous, but also not really any worse than more expensive fancier hotels where I’ve stayed, just with less modern decor. My only complaint is basically accessibility. The parking is not necessarily going to get you anywhere near the entrance that’s convenient to your room and there’s only one elevator it the back of the lobby. It’s quite tiny and a bit rickety, and my room was a literal haul from where the elevator stopped on my floor. I had a bunch of bags and there wasn’t a cart in sight, not that I think one would have fit in the elevator, now that I’m thinking of it. Overall I would definitely recommend it for people who don’t mind a short drive into town (they do have a shuttle service) and want to save their money for everything else Portland has to offer besides outrageously priced lodging."

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Casco Bay Islands Vacation Rentals

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Check prices for these dates

Our top choices for Casco Bay Islands vacation rentals

1. Mere Point Sunrise Views at Eastern Shore!

2. The Weldon Hotel

3. Evalina Hotel

4. Three bedroom in United States of America, Freeport

5. Arlie`s Digs! - One Block To Willard Beach!

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

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

8. Full sized home

9. Glorious getaway on Portland's Eastern Promenade.

10. Ocean View East End Studio in a Historic Victorian

11. Portland’s Best Ocean Views from a 40-Foot Private Deck

12. Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland

13. Modern dome w/ full bath + spa access - 04

14. Sunny Spot with Private Parking.

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

16. Adorable Portland getaway on the Eastern Promenade

17. Peaceful & minutes from the Old Port with private parking

18. Spacious 3 BR in Portland's Libbytown!

19. Centerview cottage

20. Modern & Sunny House Steps from the Promenade.

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Top Casco Bay Islands Hotel Reviews

Clarion Pointe South Portland

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