
Great Island Pet-friendly Vacations
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Top Pet-friendly vacation packages in Great Island
Price found within the past 48 hours. Click for updated prices.

84 Main
Price was $654, price is now $499 per person
$499
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
10/10 Exceptional! (51 reviews)
Wonderful stay overall! My husband and I came up for a family reunion and greatly enjoyed the property and loved revisiting old stomping grounds. There was a tiny bit of confusion with the access codes as it was noted we were on the fourth floor in the email but we figured out quickly it was really the third floor. Smooth sailing from there and the condo was beautiful, clean and loved the amenities! Highly recommend and we looking forward to coming back soon!
Reviewed on Apr 14, 2025

Cliff House Maine
Save 100% on your flight
Price was $2,370, price is now $1,686 per person
$1,686
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
9.4/10 Exceptional! (1,002 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

Kennebunkport Captains Collection
Save 100% on your flight
Price was $1,503, price is now $1,085 per person
$1,085
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
9.4/10 Exceptional! (608 reviews)
We stayed in one of the older / darker rooms. It had charm but in hindsight, I would have preferred the brighter rooms which were pictured on the website.
A hot breakfast is included with one hot dish each morning as well as fruits and yogurt. One of our egg dishes was undercooked and the yogurt offered was underwhelming- most likely from store bought containers.
It is a great location, walking distance to all of the restaurants, bars and shopping. We had our car so we were able to drive to other popular sites including the beach.
Reviewed on Aug 18, 2025

Portland Harbor Hotel
Downtown Portland
Save 100% on your flight
Price was $1,301, price is now $997 per person
$997
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
9.2/10 Wonderful! (1,545 reviews)
Lovely and knowledgeable staff. Welcoming and romantic stay in a foodie and artsy community.
Reviewed on Aug 20, 2025

Inn By The Sea
Price was $1,032, price is now $806 per person
$806
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.4/10 Exceptional! (279 reviews)
We chose Inn by the Sea because it was advertised as a “pet-friendly” property with beach access for pets, which was a key factor in our decision. Unfortunately, our experience didn’t quite align with those expectations.
We arrived on a Sunday around noon and, as expected, our room wasn’t ready (check-in is at 4:00pm). However, unlike many hotels, we were not offered anything while we waited — no welcome drink, light refreshment, or even an early check-in estimate — despite having to wait the full four hours.
Once we checked in, we were told our assigned room was not pet-friendly, and we would be charged for any accidents — despite booking under the premise that this was a pet-friendly stay. Additionally, the restaurant only allows pets in the outdoor seating area, and the pool area is not pet-friendly at all. So while the hotel does accommodate pets in some areas, it’s misleading to call it fully pet-friendly when the main guest amenities are off-limits.
That said, the property is beautiful and most of the staff were friendly and professional, which we appreciated. But overall, if you’re traveling with a pet and hoping for a truly integrated experience, this may not be the best fit.
Reviewed on Aug 18, 2025
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View all trips5* Pet-friendly vacations in Great Island
Price found within the past 48 hours. Click for updated prices.

White Barn Inn & Spa, Auberge Resorts Collection
Save 100% on your flight
Price was $4,211, price is now $3,563 per person
$3,563
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.4/10 Exceptional! (100 reviews)
Best resort ever! I can't say one bad thing about this place. Loved loved loved the room they gave us! Super huge and spacious! amazing bathroom, all impeccably decorated and a most comfortable bed. the pool area is gorgeous and relaxing. the restaurant totally spectacular. they had Mercedes - like 5 of them of all types, including a Mayback that they just lend out to their guests for 4 hours at a time. They also have bikes and the town is very bicycle friendly. The hotel is perfectly situated between the downtown brimming with restaurants and cafes and the gooches beach that allows dogs during certain hours so our doggie got to swim in the ocean for the very first time in her life. Was brilliant. the whole stay totally memorable. could not recommend this place any more. please go!
Reviewed on Aug 20, 2025
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See all available trips from Columbus to Great Island
View all trips3 Night Pet-friendly vacations in Great Island
Price found within the past 48 hours. Click for updated prices.

84 Main
Price was $654, price is now $499 per person
$499
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
10/10 Exceptional! (51 reviews)
Wonderful stay overall! My husband and I came up for a family reunion and greatly enjoyed the property and loved revisiting old stomping grounds. There was a tiny bit of confusion with the access codes as it was noted we were on the fourth floor in the email but we figured out quickly it was really the third floor. Smooth sailing from there and the condo was beautiful, clean and loved the amenities! Highly recommend and we looking forward to coming back soon!
Reviewed on Apr 14, 2025

Cliff House Maine
Save 100% on your flight
Price was $1,047, price is now $684 per person
$684
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
9.4/10 Exceptional! (1,002 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

The Weldon Hotel
Downtown Portland
Price was $925, price is now $676 per person
$676
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.8/10 Exceptional! (68 reviews)
The space was so sparkling clean and the layout was super comfortable. We enjoyed our stay very much!
Reviewed on Aug 17, 2025
Don't see what you're looking for?
See all available trips from Columbus to Great Island
View all trips4 Night Pet-friendly vacations in Great Island
Price found within the past 48 hours. Click for updated prices.

Kennebunkport Captains Collection
Save 100% on your flight
Price was $1,503, price is now $1,085 per person
$1,085
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
9.4/10 Exceptional! (608 reviews)
We stayed in one of the older / darker rooms. It had charm but in hindsight, I would have preferred the brighter rooms which were pictured on the website.
A hot breakfast is included with one hot dish each morning as well as fruits and yogurt. One of our egg dishes was undercooked and the yogurt offered was underwhelming- most likely from store bought containers.
It is a great location, walking distance to all of the restaurants, bars and shopping. We had our car so we were able to drive to other popular sites including the beach.
Reviewed on Aug 18, 2025

Cliff House Maine
Save 100% on your flight
Price was $2,370, price is now $1,686 per person
$1,686
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
9.4/10 Exceptional! (1,002 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

Inn By The Sea
Save 100% on your flight
Price was $1,918, price is now $1,389 per person
$1,389
per person
Oct 22 - Oct 26
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.4/10 Exceptional! (279 reviews)
We chose Inn by the Sea because it was advertised as a “pet-friendly” property with beach access for pets, which was a key factor in our decision. Unfortunately, our experience didn’t quite align with those expectations.
We arrived on a Sunday around noon and, as expected, our room wasn’t ready (check-in is at 4:00pm). However, unlike many hotels, we were not offered anything while we waited — no welcome drink, light refreshment, or even an early check-in estimate — despite having to wait the full four hours.
Once we checked in, we were told our assigned room was not pet-friendly, and we would be charged for any accidents — despite booking under the premise that this was a pet-friendly stay. Additionally, the restaurant only allows pets in the outdoor seating area, and the pool area is not pet-friendly at all. So while the hotel does accommodate pets in some areas, it’s misleading to call it fully pet-friendly when the main guest amenities are off-limits.
That said, the property is beautiful and most of the staff were friendly and professional, which we appreciated. But overall, if you’re traveling with a pet and hoping for a truly integrated experience, this may not be the best fit.
Reviewed on Aug 18, 2025
Don't see what you're looking for?
See all available trips from Columbus to Great Island
View all tripsTop Pet-friendly Great Island Hotels

Harpswell Inn
108 Lookout Point Rd, Harpswell, ME
Make it a pet-friendly trip and bring along your four-legged friend. Dogs and cats are welcome (fees apply) at this beachfront bed & breakfast.
"Nice country inn, beautiful views. best wishes for the new ownwers."
Reviewed on Oct 14, 2023

Beautiful Oceanfront House- Stunning Water Views
Harpswell
Stay at this vacation home in Harpswell. Enjoy a fitness center, laundry facilities, and in-room jetted tubs. Popular attractions Thomas Point Beach and Brunswick ...
9.6/10 Exceptional! (11 reviews)
"We loved the view and watching the birds and fish jump. It was very quiet and the room within the condo space was great for all of us.We were very happy with the place. Thank you."
Reviewed on Aug 12, 2025

1 room luxury ocean front studio cottage
Harpswell
Stay at this apartment in Harpswell. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Mitchell Field and Paddleworks are located ...
9.4/10 Exceptional! (136 reviews)
Gorgeous view
"Adorable cottage, perfect for a romantic getaway. Beautiful view of the ocean right from bed! Full kitchen and bathroom with pretty much everything you need. Short drive to lots of great restaurants and sightseeing. Wish we could have stayed longer."
Reviewed on Jul 27, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.