Great Island Pet-friendly Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Flight and Pet-friendly hotel deals in Great Island
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Portland-By the Bay by IHG
Downtown Portland
Price was CA $1,101, price is now CA $1,060 per person
CA $1,060
per person
Jun 12 - Jun 15
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9/10 Wonderful! (1,478 reviews)
Clean room, comfy bed, nice breakfast bar.
Reviewed on Mar 27, 2026
Portland Harbor Hotel
Downtown Portland
Price was CA $2,284, price is now CA $1,726 per person
CA $1,726
per person
May 12 - May 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9.2/10 Wonderful! (1,776 reviews)
Very nice room, hotel was clean, staff kind and attentive. The location of thos hotel is great.
Reviewed on Mar 24, 2026
The Westin Portland Harborview
Downtown Portland
Price was CA $1,828, price is now CA $1,623 per person
CA $1,623
per person
May 12 - May 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
8.8/10 Excellent! (1,009 reviews)
We really enjoyed our stay here and the amenities were great as well.
Reviewed on Mar 26, 2026
Longfellow Hotel
Parkside
Price was CA $2,100, price is now CA $1,882 per person
CA $1,882
per person
May 12 - May 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9.6/10 Exceptional! (148 reviews)
Bar in hotel was both friendly and sophisticated without being stuffy. The best burger I'be eaten in years! Ask for Menna at the bar, he is the host with the most.
Reviewed on Mar 28, 2026
HomeAwhile
Price was CA $1,239, price is now CA $1,121 per person
CA $1,121
per person
May 12 - May 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
No reviews
Pros:The rooms were immaculate! Full size fridge, microwave, dishwasher, dishes , utensils etc! Nice livingroom area.
Cons: it's contactless but thankfully there was someone at the desk. We got our key cards but they didn't work so luckily she could fix them. I never got the email the last night with directions to check out as promised. But we figured it out.
Reviewed on Mar 28, 2026
Don't see what you're looking for?
See all available trips from Columbus to Great Island
View all trips3 Night Pet-friendly holidays in Great Island
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Portland-By the Bay by IHG
Downtown Portland
Price was CA $1,101, price is now CA $1,060 per person
CA $1,060
per person
Jun 12 - Jun 15
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9/10 Wonderful! (1,478 reviews)
Clean room, comfy bed, nice breakfast bar.
Reviewed on Mar 27, 2026
Portland Harbor Hotel
Downtown Portland
Price was CA $1,597, price is now CA $1,276 per person
CA $1,276
per person
Jun 12 - Jun 15
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.2/10 Wonderful! (1,776 reviews)
Very nice room, hotel was clean, staff kind and attentive. The location of thos hotel is great.
Reviewed on Mar 24, 2026
The Westin Portland Harborview
Downtown Portland
Price was CA $1,350, price is now CA $1,230 per person
CA $1,230
per person
Jun 12 - Jun 15
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
8.8/10 Excellent! (1,009 reviews)
We really enjoyed our stay here and the amenities were great as well.
Reviewed on Mar 26, 2026
Don't see what you're looking for?
See all available trips from Columbus to Great Island
View all tripsPet-friendly Hotels in Great Island
Harpswell Inn
108 Lookout Point Rd Harpswell ME
Book a stay at this beach B&B in Harpswell. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mitchell Field and Lower Goose Island are ...
10/10 Exceptional! (3 reviews)
Nice country inn, beautiful views. best wishes for the new ownwers.
Reviewed on Oct 14, 2023
1 room luxury ocean front studio cottage
Harpswell ME
Stay at this apartment in Harpswell. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Mitchell Field and Paddleworks are located ...
9.6/10 Exceptional! (172 reviews)
Excellent communication, clean property. Exactly what we expected
Reviewed on Jan 19, 2026
Beautiful Oceanfront House- Stunning Water Views
Harpswell ME
Stay at this vacation home in Harpswell. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Thomas Point Beach and Brunswick Town ...
9.4/10 Exceptional! (23 reviews)
A great house to stay, with incredible views and blessed peace and quiet. I would recommend this place to everyone.
Reviewed on Nov 12, 2025
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.
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.