
Rattlesnake Island Pet-friendly Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to CA $1,096 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Flight and Pet-friendly hotel deals in Rattlesnake Island
Price found within the past 48 hours. Click for updated prices.

Holiday Inn Portland-By the Bay by IHG
Downtown Portland
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
8.8/10 Excellent! (1,309 reviews)
Overall, we enjoyed our stay. The restaurant and cleaning staff was very helpful and kind. Breakfast was good and had a nice variety. the location was walkable and very convenient. Parking was convenient and very reasonably priced. We wished the fridge in the room was larger and the microwave could’ve been in the room. The shuttle was an awesome feature and all the drivers were great and helpful. We had issues with the room keys not working with the parking and in the rooms, but the front desk fixed them. Overall, we would stay again and recommend this hotel
Reviewed on Aug. 16, 2025

Portland Harbor Hotel
Downtown Portland
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.2/10 Wonderful! (1,542 reviews)
The decor and private garden were nice, as was the self-service pantry on the 2nd floor. The destination fee was a little annoying on top of the proxy room rate, as the credit for the bar was not useful for one member of our party who does not drink. Very convenient to Old Port.
Reviewed on Aug. 17, 2025

The Westin Portland Harborview
Downtown Portland
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
8.8/10 Excellent! (1,003 reviews)
The staff at front desk and staff at C2 restaurant were exceptional. The cleaning staff and valet were nice, but average service.
Reviewed on Aug. 16, 2025

Canopy by Hilton Portland Waterfront
Downtown Portland
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,004 reviews)
Everything excellent. One minor complaint would be that the beautiful and very well appointed room had a tiny bathroom with a shower than opened on to the toilet. A design fault.
Reviewed on Aug. 18, 2025

DoubleTree by Hilton Hotel Portland
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
8/10 Very Good! (1,221 reviews)
It just felt really obvious all the different ways the parent co of Double Tree has cut corners to make hotels worse for patrons and employees in favor or shareholder wallets (despite prices being astronomically higher with no additional benefits to the patrons or staff)
Reviewed on Aug. 18, 2025
Don't see what you're looking for?
See all available trips from Columbus to Rattlesnake Island
View all trips5* Pet-friendly holidays in Rattlesnake Island
Price found within the past 48 hours. Click for updated prices.

Don't see what you're looking for?
See all available trips from Columbus to Rattlesnake Island
View all trips3 Night Pet-friendly holidays in Rattlesnake Island
Price found within the past 48 hours. Click for updated prices.

Portland Harbor Hotel
Downtown Portland
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.2/10 Wonderful! (1,542 reviews)
The decor and private garden were nice, as was the self-service pantry on the 2nd floor. The destination fee was a little annoying on top of the proxy room rate, as the credit for the bar was not useful for one member of our party who does not drink. Very convenient to Old Port.
Reviewed on Aug. 17, 2025

Cliff House Maine
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,005 reviews)
We had an amazing stay at Cliffhouse and were pleasantly surprised by how beautiful it is. The only minor issues we encountered were that the pullout couch was quite uncomfortable for our kids, and it was frustrating that children aren’t allowed in the main pool—everyone with kids ends up crowded around a small pool off to the side. Aside from that, everything else was fantastic!
Reviewed on Aug. 9, 2025

Canopy by Hilton Portland Waterfront
Downtown Portland
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,004 reviews)
Everything excellent. One minor complaint would be that the beautiful and very well appointed room had a tiny bathroom with a shower than opened on to the toilet. A design fault.
Reviewed on Aug. 18, 2025
Don't see what you're looking for?
See all available trips from Columbus to Rattlesnake Island
View all trips4 Night Pet-friendly holidays in Rattlesnake Island
Price found within the past 48 hours. Click for updated prices.

The Westin Portland Harborview
Downtown Portland
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
8.8/10 Excellent! (1,003 reviews)
The staff at front desk and staff at C2 restaurant were exceptional. The cleaning staff and valet were nice, but average service.
Reviewed on Aug. 16, 2025

The Docent's Collection
Downtown Portland
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (219 reviews)
This property was beyond expectation. As long as you are comfortable using the app, check in was super easy and so was getting into our suite. The kitchen had everything we could have possibly needed, and having a living space was a great lift from a normal hotel room.
Reviewed on Aug. 16, 2025

Portland Harbor Hotel
Downtown Portland
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.2/10 Wonderful! (1,542 reviews)
The decor and private garden were nice, as was the self-service pantry on the 2nd floor. The destination fee was a little annoying on top of the proxy room rate, as the credit for the bar was not useful for one member of our party who does not drink. Very convenient to Old Port.
Reviewed on Aug. 17, 2025
Don't see what you're looking for?
See all available trips from Columbus to Rattlesnake Island
View all tripsMore 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.