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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Cottages in Squirrel Island

Enjoyable 1-bedroom rustic cottage in Southport.
Terrace/patio

Enjoyable 1-bedroom rustic cottage in Southport.

10.0 out of 10, Exceptional, (17)
"Lovely location, quiet, serene, and the cottage is totally cute and comfortable. "
Enjoyable 1-bedroom rustic cottage in Southport.
Spacious 1 Bedroom Close to Everything 4
Outdoor dining

Spacious 1 Bedroom Close to Everything 4

9.8 out of 10, Exceptional, (21)
"This unit fit all of our needs regarding location, cleanliness, and amenities. I would 100% recommend this property to my friends and family and will revisit this if I'm in town in the future!"
Spacious 1 Bedroom Close to Everything 4
Oceanfront Cottage with Panoramic Views | "On the Rocks" Boothbay, Maine
Exterior

Oceanfront Cottage with Panoramic Views | "On the Rocks" Boothbay, Maine

10.0 out of 10, Exceptional, (1)
"Beautiful location right on the ocean. Saw several stunning sunrises, sunsets, amazing star gazing. So well appointed, every seat in the VRBO was truly comfortable. Can't wait to book another visit. Truly one of a kind place. The only thing I will note was I looked for an iron/ironing board but never did find one. Thank you for a lovely stay in Maine!"
Oceanfront Cottage with Panoramic Views | "On the Rocks" Boothbay, Maine
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
Exterior

Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room

10.0 out of 10, Exceptional, (52)
"The cottage location was beautiful, we had a wonderful time on the beach. The cottage could have been a little more clean than it was, but after letting the property owner know she addressed those issues. "
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace
Outdoor dining

Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace

9.2 out of 10, Wonderful, (68)
"We loved the views and the morning walks to Grimes Cove and back. There can't be a better walk anywhere."
Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace
Classic Orr’s Island, Maine Cottage, sleeps 4, 1 Bath, Stunning ocean views. New Listing !!
Terrace/patio

Classic Orr’s Island, Maine Cottage, sleeps 4, 1 Bath, Stunning ocean views. New Listing !!

9.8 out of 10, Exceptional, (34)
"Clean, cute cottage for four on a steep waterfront lot with a beautiful vista. Nice kitchen for exended stay. Great fireplace."
Classic Orr’s Island, Maine Cottage, sleeps 4, 1 Bath, Stunning ocean views. New Listing !!
Cheerful Cottage Close to Everything 13
Outdoor dining

Cheerful Cottage Close to Everything 13

9.0 out of 10, Wonderful, (12)
"Nice and quiet even though it was right next to major travel routes "
Cheerful Cottage Close to Everything 13
Ocean Watch - Relax and let the ocean sweep you away at this charming retreat
Terrace/patio

Ocean Watch - Relax and let the ocean sweep you away at this charming retreat

8.8 out of 10, Excellent, (21)
"Very beautiful and easy to communicate with the property management "
Ocean Watch - Relax and let the ocean sweep you away at this charming retreat
Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More
Property grounds

Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More

9.4 out of 10, Exceptional, (25)
"Great little cabin that provided everything needed for my family! Plenty of games and activities for the kids! Great quiet and secluded location and the screed in porch provided a nice refuge at night!"
Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More
Marsh View Cottage in Arrowsic is a perfect nature getaway w/ nearby amenities
Exterior

Marsh View Cottage in Arrowsic is a perfect nature getaway w/ nearby amenities

2.0 star property
10.0 out of 10, Exceptional, (9)
"Great property, great host, just as described."
Marsh View Cottage in Arrowsic is a perfect nature getaway w/ nearby amenities
Spacious 1 Bedroom Cottage Close to Everything 1
Outdoor dining

Spacious 1 Bedroom Cottage Close to Everything 1

9.8 out of 10, Exceptional, (6)
"Super cute, cozy cabin. Just the type of place we were looking to stay. We were very happy to find a cabin at this price point for the holiday weekend, as well! "
Spacious 1 Bedroom Cottage Close to Everything 1
Oceanfront Escape: Deck & Granite Steps to Shore
Property grounds

Oceanfront Escape: Deck & Granite Steps to Shore

9.4 out of 10, Exceptional, (3)
"Everything was beautiful and we loved our stay!"
Oceanfront Escape: Deck & Granite Steps to Shore
Popham Beach Direct Oceanfront Cottage Steps to the sand
Exterior

Popham Beach Direct Oceanfront Cottage Steps to the sand

9.8 out of 10, Exceptional, (67)
"So relaxing!! "
Popham Beach Direct Oceanfront Cottage Steps to the sand
Waterfront Cottage in South Bristol w/ private dock and lobster boat views
Exterior

Waterfront Cottage in South Bristol w/ private dock and lobster boat views

10.0 out of 10, Exceptional, (108)
"Beautiful location, house is stunning - wish we had time to stay longer!"
Waterfront Cottage in South Bristol w/ private dock and lobster boat views
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
Exterior

Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.

9.6 out of 10, Exceptional, (40)
"Peaceful, beautiful property. Perfect for our honeymoon. Highly recommend this place and Gurnet Trading Post for seafood!"
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
Modern woodland privacy with ocean, trails, and lobster all in walking distance.
Property grounds

Modern woodland privacy with ocean, trails, and lobster all in walking distance.

10.0 out of 10, Exceptional, (50)
"My friend and I felt very relaxed at this house. The beds were comfortable and the kitchen was stocked with most every cooking equipment needed. The host answered any question I had very quickly and supplied information about the surrounding area. It was a great place to unwind!"
Modern woodland privacy with ocean, trails, and lobster all in walking distance.
Waterfront Cottage
Exterior

Waterfront Cottage

9.4 out of 10, Exceptional, (33)
"The cottage is in a great location to sit and linger over a cup of coffee in the morning, looking out at the water. It is close to the Maine Maritime Museum and the town of Bath."
Waterfront Cottage
Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!
Exterior

Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!

10.0 out of 10, Exceptional, (13)
"Wonderful stay! comfortable cozy and cute, tidy cottage. Hosts are responsive and welcoming. Cottage is very well thought out and location is great. Would love to stay again!"
Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!
' The Castle House' of Rutherfords Island, Christmas Cove
Exterior

' The Castle House' of Rutherfords Island, Christmas Cove

10.0 out of 10, Exceptional, (14)
"Great location and amenities available."
' The Castle House' of Rutherfords Island, Christmas Cove
Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage
Property grounds

Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage

9.6 out of 10, Exceptional, (18)
"Loved the location."
Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage
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 Squirrel Island Hotel Reviews

Ocean Gate Resort

Ocean Gate Resort

10/10 Excellent
"Cool family friendly place with lots of activities (ping pong, minigolf, canoes and kayaks) and a beautiful location and view from all the rooms. Very generous and tasty breakfast, too."
Susan H. 1-night trip
Posted 1 day ago
Ocean Gate Resort

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