Great Diamond Island Pet-friendly Vacations

Close to everything

What’s not to love. It’s Cliff House!!

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.

Beautiful property and very friendly staff.

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!

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!

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!

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.

Beautiful property and very friendly staff.

Close to everything

What’s not to love. It’s Cliff House!!

Nice apartment..no staff to help with the facility. Convenient to walk around Portland. It can be confusing to use the FLEXIPASS at first and to make sure you have also signed up for parking if you need it. Next time I would stay close to the water and at a hotel so I have more guest services. The staff was nice when I called to get help but I prefer on-site help. Also, it has a few stairs to get into the apartment building. Overall the building and facility is very clean and nice.