Portland Pet-friendly Vacations
Book a Pet-friendly Hotel + Flight or Car together to unlock savings
Top Pet-friendly vacation packages in Portland
Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel
Downtown Portland
Price was $750, price is now $594 per person
$594
per person
Dec 26 - Dec 30
found 5 hours ago
Roundtrip flight included
Raleigh (RDU) to Portland (PWM)
9.2/10 Wonderful! (1,621 reviews)
Staff was sub par for a 4 star hotel. Bartender and wait staff were more concerned about discussing issues with customers than actually serving people right in front of them. Front desk staff were very curt on the phone.
Reviewed on Oct 23, 2025
The Westin Portland Harborview
Downtown Portland
Price was $662, price is now $572 per person
$572
per person
Dec 26 - Dec 30
found 5 hours ago
Roundtrip flight included
Raleigh (RDU) to Portland (PWM)
8.8/10 Excellent! (1,006 reviews)
The hotel was great! Located right in downtown Portland there are a lot of things to do within walking distance. There is a parking garage right next door to the hotel. Make a trip to the top of the east for snacks and drinks, you won’t be disappointed.
Reviewed on Oct 24, 2025
Portland Sheraton at Sable Oaks
Price was $608, price is now $581 per person
$581
per person
Dec 26 - Dec 30
found 5 hours ago
Roundtrip flight included
Raleigh (RDU) to Portland (PWM)
8.4/10 Very Good! (1,005 reviews)
Quick overnight stay. Clean, comfortable. Had drink at the bar. Bartender was fun to chat with a very knowledgeable. Highly recommend.
Reviewed on Oct 20, 2025
3 Night Pet-friendly vacations in Portland
Price found within the past 48 hours. Click for updated prices.
The Westin Portland Harborview
Downtown Portland
Price was $652, price is now $596 per person
$596
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Portland (PWM)
8.8/10 Excellent! (1,006 reviews)
The hotel was great! Located right in downtown Portland there are a lot of things to do within walking distance. There is a parking garage right next door to the hotel. Make a trip to the top of the east for snacks and drinks, you won’t be disappointed.
Reviewed on Oct 24, 2025
Portland Harbor Hotel
Downtown Portland
Price was $745, price is now $604 per person
$604
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Portland (PWM)
9.2/10 Wonderful! (1,621 reviews)
Staff was sub par for a 4 star hotel. Bartender and wait staff were more concerned about discussing issues with customers than actually serving people right in front of them. Front desk staff were very curt on the phone.
Reviewed on Oct 23, 2025
4 Night Pet-friendly vacations in Portland
Price found within the past 48 hours. Click for updated prices.
The Kennebunk Inn
Price was $500, price is now $417 per person
$417
per person
Dec 8 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Portland (PWM)
7.8/10 Good! (738 reviews)
This place was better than I expected. Quiet, clean and comfortable. If I find myself in this area again, I would be inclined to stay here again. There is also a great French style bakery right behind the inn that is awesome!
Reviewed on Oct 18, 2025
Inn By The Sea
Save 100% on your flight
Price was $870, price is now $675 per person
$675
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
9.4/10 Exceptional! (283 reviews)
Absolutely 5 star. Best bed I’ve slept in at a hotel bar none.
Reviewed on Sep 10, 2025
Portland Harbor Hotel
Downtown Portland
Price was $750, price is now $594 per person
$594
per person
Dec 26 - Dec 30
found 5 hours ago
Roundtrip flight included
Raleigh (RDU) to Portland (PWM)
9.2/10 Wonderful! (1,621 reviews)
Staff was sub par for a 4 star hotel. Bartender and wait staff were more concerned about discussing issues with customers than actually serving people right in front of them. Front desk staff were very curt on the phone.
Reviewed on Oct 23, 2025
Top Pet-friendly Portland Hotels
Fireside Inn & Suites Portland
81 Riverside St, Portland, ME
This suburban hotel is pet-friendly (fees apply) and offers amenities such as food and water bowls.
7.8/10 Good! (1,035 reviews)
Clean room. Friendly staff.
Reviewed on Oct 20, 2025
Clarion Hotel Portland
1230 Congress St, Portland, ME
Your four-legged friend can come along to this pet-friendly hotel (fees apply for pets). If you need a walk, try nearby Deering Oaks Park.
7.8/10 Good! (1,168 reviews)
The free shuttle was right on time. We stayed here to catch a super early bus to NYC. We have stayed here before. The staff is friendly. The room is very comfortable and it's a great place to stay when you're catching a bus.
Reviewed on Oct 20, 2025
Portland Harbor Hotel
468 Fore Street, Portland, ME
Hiking and biking trails are ready for you to explore near this city-center hotel, where dogs and cats can stay for an additional fee.
9.2/10 Wonderful! (1,632 reviews)
It was a very nice and comfortable hotel. Walkable to everything. I would stay here agaiin.
Reviewed on Oct 19, 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.