Name: HomeAwhile
Price range: $122 total
Rating: 9.4

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The Latest Casco Bay Islands vacation packages

Price found within the past 48 hours. Click for updated prices.

Newagen Seaside Inn

Save 100% on your flight

$444

per person

May 22 - May 25

found 1 day ago

Roundtrip flight included

New York (NYC) to Portland (PWM)

9.4/10 Exceptional! (341 reviews)

IT WAS CHARMING AND BEAUTIFUL. The restaurant was wonderful, all the staff was first class, would love to go back.

Reviewed on Oct 14, 2025

Ogunquit River Inn & Suites

Save 100% on your flight

$574

per person

Jun 19 - Jun 22

found 7 hours ago

Roundtrip flight included

New York (JFK) to Portland (PWM)

9/10 Wonderful! (1,000 reviews)

The room was very clean!

Reviewed on Oct 31, 2025

The Weldon Hotel

Downtown Portland

Save 100% on your flight

$981

per person

Jul 14 - Jul 17

found 23 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Portland (PWM)

9.8/10 Exceptional! (98 reviews)

We had an absolutely wonderful stay here. It is our second time. The location is fantastic, making it easy to get anywhere we needed. One block from the waterfront. Very walkable. Our unit came with a fully stocked kitchen, complete with a multi cooking option stove. Beautiful place settings, and every tool you could possibly need to prepare a full meal. We actually hosted a dinner party during our stay, and the staff went above and beyond by providing extra place settings and making sure we had everything we needed. The gym is impressively equipped - truly set up for any type of workout, which made it easy to stay on our routine. The bedding and towels were luxurious and added an extra level of comfort that made the stay feel special. Washer and dryer in the unit was awesome. Overall, a great second experience from start to finish. We'd happily stay again.

Reviewed on Mar 26, 2026

Cliff House Maine

Bald Head

$1,616

per person

Jun 12 - Jun 16

found 19 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

9.4/10 Exceptional! (1,002 reviews)

Great an calm space!

Reviewed on Apr 16, 2026

Kennebunkport Captains Collection

Save 100% on your flight

$906

per person

Jun 12 - Jun 16

found 8 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

9.4/10 Exceptional! (690 reviews)

Historic, cozy, and charming mansions and rooms...our stay was amazing.

Reviewed on Mar 15, 2026

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See all available trips from Columbus to Casco Bay Islands

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Discover the most popular places to visit in Casco Bay Islands

Mackworth Island State Park

Commune with nature and explore the great outdoors at Mackworth Island State Park during your travels in Falmouth. Experience the area's entertainment choices and great live music.

Fifth Maine Museum

You can spend time studying the exhibits at Fifth Maine Museum during your travels in Peaks Island. Experience the area's great live music and entertainment choices.

Little John Island Preserve

Explore the great outdoors at Little John Island Preserve, a lovely green space in Yarmouth. Stroll along the area's waterfront or experience its entertainment choices.

Casco Bay Islands Hotel Deals

The Westin Portland Harborview

157 High St Portland ME

Fully refundableReserve now, pay when you stay

$122 nightly

$135 total

Apr 21 - Apr 22

Total with taxes and fees

8.8/10 Excellent! (1,002 reviews)

A fine location with nice rooms and helpful staff. The bar on the 15th floor has a nice view of the harbor and pretty good draft beer. Don't order food - or at least the tots as the serving size is meager and quality very low. Not to mention the high cost. Like many cities, Portland does struggle ...

Reviewed on Apr 17, 2026

Portland Harbor Hotel

468 Fore Street Portland ME

Fully refundableReserve now, pay when you stay

$170 nightly

$188 total

Apr 26 - Apr 27

Total with taxes and fees

9.2/10 Wonderful! (1,757 reviews)

The location was very good because you can walk to everything you need in the area. The only thing we didn’t like was the automatic $35 fee you can use toward meals etc in their restaurant, but if you don’t use it you get charged the fee anyway. We felt like it was a way to force us to eat in their ...

Reviewed on Apr 17, 2026

HomeAwhile

205 Southborough Drive Scarborough ME

Fully refundableReserve now, pay when you stay

$112 nightly

$122 total

Apr 29 - Apr 30

Total with taxes and fees

9.4/10 Exceptional! (22 reviews)

It was a perfect stay!

Reviewed on Apr 8, 2026

See all 3,325 properties in Casco Bay Islands

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.