Find Pet-friendly Hotels in Bailey Island, ME

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Check availability on Bailey Island Pet-friendly Hotels

Tonight
Sep 27 - Sep 28
Tomorrow
Sep 28 - Sep 29
Next weekend
Oct 3 - Oct 5
In two weeks
Oct 10 - Oct 12

Top Bailey Island Pet-friendly Hotels

Orchid Harbor, Bailey Island 3BR
Interior

Orchid Harbor, Bailey Island 3BR

10.0 out of 10, Exceptional, (4)
"Orchid Harbor was perfect for my 3 week escape from life. Bailey Island is quiet and the house is comfortable and accommodating for family and friends.The outdoor seating along the ocean was our favorite place to be."
Orchid Harbor, Bailey Island 3BR
Nicest Waterfront in Maine w/ Private Beach!
Fridge, microwave, oven, stovetop

Nicest Waterfront in Maine w/ Private Beach!

9.6 out of 10, Exceptional, (43)
"Beautiful property with plenty of room for our family of 6."
Nicest Waterfront in Maine w/ Private Beach!
Beautifully landscaped, Spacious home, conveniently located in Harpswell
Exterior

Beautifully landscaped, Spacious home, conveniently located in Harpswell

9.8 out of 10, Exceptional, (14)
"We had an awesome time at this amazing home. Hope to do it again real soon!!"
Beautifully landscaped, Spacious home, conveniently located in Harpswell
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Terrace/patio

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

10.0 out of 10, Exceptional, (104)
"Fabulous location for a multi generational family gathering. We had a wonderful time."
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.
Property grounds

Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.

9.8 out of 10, Exceptional, (29)
"Lovely cabin. "
Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.
Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage
Fridge, microwave, oven, stovetop

Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage

9.6 out of 10, Exceptional, (10)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This was our second visit. Love the property. Love the area. Met the owner and she was delightful."
Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage
Recently updated cottage featuring beautiful easterly views of Casco Bay
Smart TV, DVD player

Recently updated cottage featuring beautiful easterly views of Casco Bay

9.2 out of 10, Wonderful, (11)
"Location location! Very relaxing spot, house has all the amenities, friendly neighborhood."
Recently updated cottage featuring beautiful easterly views of Casco Bay
Sunset Hideaway on Bailey Island
Beach

Sunset Hideaway on Bailey Island

7.4 out of 10, Good, (3)
"We really enjoyed our stay on Bailey Island. The apartment was clean and comfortable. The kitchen was well stocked and former renters had even left some food in the fridge.The house is in a sweet little, quiet community. Would recommend. Thanks"
Sunset Hideaway on Bailey Island
Homeport - Modern oceanfront cottage overlooking quintessential Mackerel Cove
Interior

Homeport - Modern oceanfront cottage overlooking quintessential Mackerel Cove

9.8 out of 10, Exceptional, (17)
"This location was amazing and the communication was perfect. The listing forgot to mention the amazing sunset views!"
Homeport - Modern oceanfront cottage overlooking quintessential Mackerel Cove
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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Top Bailey Island Hotel Reviews

Inn at St John Portland In-Town

Inn at St John Portland In-Town

10/10 Excellent
"Hotel in great old Victorian house."
Stacia 1-night trip
Posted 2 days ago
Inn at St John Portland In-Town

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Frequently asked questions

What's the best time of year to travel to Bailey Island with my pet?
When you travel with your pet, keeping tabs on the weather can make the trip safe and fun for everyone. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Bailey Island are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.
What is there to see and do with your pet in Bailey Island?
Known for its monuments, Bailey Island has lots to offer visitors. See the local sights and visit Bailey Island Bridge and Cobwork Bridge. While you're there, make sure you don't miss Land's End Gift Shop and Ragged Island.