Holiday Homes in Squirrel Island

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Featured Holiday Homes in Squirrel Island

Captain's House 2BR Apartment. Walk to Everything!

8.8 out of 10, Excellent, (3)
"Nice, clean, cosy, conveniently located and easy enough to find. Great communication with host, comfortable beds and plenty of hot water. very responsive and would definitely consider using again. "
The price is NZ$398
includes taxes & fees
10 July - 11 July
Captain's House 2BR Apartment. Walk to Everything!

Oceanfront Cabin-Castle in Maine Woods

10.0 out of 10, Exceptional, (24)
"This place was amazing and so special- incredible views, great cabin, and amazing access to the water. "
Oceanfront Cabin-Castle in Maine Woods

Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer

2.0 star property
10.0 out of 10, Exceptional, (19)
"Beautiful location, comfortable beds and wonderful linens. This place was wonderful"
Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer

Slow Down & Go Back in Time-Relax Completely in Our Maine Home

9.6 out of 10, Exceptional, (71)
"Perfect for a getaway! "
Slow Down & Go Back in Time-Relax Completely in Our Maine Home

Charming Oceanfront House with Deck, Cozy Loft, and Direct Beach Access

6.0 out of 10, (3)
"The amenities on Travelocity site does not match the amenities Vacasa sends to you after you book. No washer, no (working?) central heating (1 electric oil heater on wheels provided). Safety lists deadbolt lock but only 2 of 5 doors have a deadbolt, 2 doors have no locks or latches. Several windows also don't have locks. We didn't have anyone in our party willing to try the shower but the stains downstairs hinted it might leak. The house is acrossed the street from the water, not on the...
Charming Oceanfront House with Deck, Cozy Loft, and Direct Beach Access

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

8.4 out of 10, Very good, (45)
"Beautiful views, quiet, and very private. Perfect choice if you are looking for a serene retreat."
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

10.0 out of 10, Exceptional, (219)
"We enjoyed everything about our place!"
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Downtown Boothbay Harbor, 2-Story Cottage

9.4 out of 10, Exceptional, (17)
"Loved how walkable this property is! "
Downtown Boothbay Harbor, 2-Story Cottage

Camp Forever cottage

9.6 out of 10, Exceptional, (49)
"Great stay. My husband and I were there for 4 days. Peaceful and quiet. Lovely views. Just perfect for the two of us. Short drive to area sites, businesses and restaurants."
The price is NZ$594
includes taxes & fees
13 July - 14 July
Camp Forever cottage

Blue Lobster! 2-bedroom house with Heat, AC, Deck and Seasonal Dock in Harpswell

2.0 star property
9.6 out of 10, Exceptional, (15)
"We very much enjoyed our stay at the Blue Lobster! We were in town visiting our student at Bowdoin and found this property to be a lovely vacation spot a reasonable distance from campus. The house sits on a beautiful spot on the water and had everything we needed for our stay. We will return!"
Blue Lobster! 2-bedroom house with Heat, AC, Deck and Seasonal Dock in Harpswell

Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE

9.8 out of 10, Exceptional, (27)
"Great stay thank you:)"
Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE

Room 14 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

10.0 out of 10, Exceptional, (2)
"Great location. Very nice room. Jersey (manager) was very helpful. "
The price is NZ$684
includes taxes & fees
13 July - 14 July
Room 14 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

8.8 out of 10, Excellent, (37)
"This was our second stay here. We love the comfort of this home and the location is perfect."
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

Beautiful Oceanfront House- Stunning Water Views

9.6 out of 10, Exceptional, (4)
"This house is absolutely fantastic! Better than the photos!Bookmark this house right now! We were amazed at the view of the inlet. We saw seals and American bald eagles. We had such a peaceful stay in this spacious home.It is actually 4 levels and 5 bedrooms. Would be perfect for a group or large family! If you want to experience “real” Maine , this is it !! Absolutely would stay here again and recommend highly to everyone. "
Beautiful Oceanfront House- Stunning Water Views

Well-located, dog-friendly home - walk to footbridge & Barrett Park

9.4 out of 10, Exceptional, (33)
"A nice, quiet location that is just a walk away from a pretty town, and not too far of a drive away from many great places to visit along the coastline."
Well-located, dog-friendly home - walk to footbridge & Barrett Park

Elegant home right in town with gorgeous water view, deck & interior

10.0 out of 10, Exceptional, (15)
"Lovely view and attention to so many details for a comfortable stay and night's rest!"
Elegant home right in town with gorgeous water view, deck & interior

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

9.2 out of 10, Wonderful, (88)
"My daughter and I enjoyed our stay."
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Peaceful home with forest views & great yard - minutes to town

8.8 out of 10, Excellent, (5)
"Your home is beautiful!! Love all the windows, very comfortable!!"
Peaceful home with forest views & great yard - minutes to town

Oceanfront home on Lobster Cove with deck & shared firepit - walk to town

9.8 out of 10, Exceptional, (25)
"The location and view of the harbor were mesmerizing! House is delightfully furnished with a fully stocked kitchen."
Oceanfront home on Lobster Cove with deck & shared firepit - walk to town

Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor

9.6 out of 10, Exceptional, (34)
"Very clean and had everything we needed for a nice long weekend with our pup in Boothbay Harbor"
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor
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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