Search Condo Rentals in Squirrel Island

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Browse Select Squirrel Island Condo Rentals

Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Squirrel Island Hotel Reviews

Boothbay Harbor Inn

Boothbay Harbor Inn

10/10 Excellent
"The location was great, I liked being able to walk across the bridge to shopping and boat tours. The bed felt too soft when I sat on it but I ended up sleeping well which I don't do if the bed is too soft. The pillows were not great but ok. The staff were all very friendly. There was a nice fire pit area out back by the bar so you could sit and look at the boats coming and going. I would stay there again."
Diana M 1-night trip
Posted 3 days ago
Boothbay Harbor Inn

Frequently asked questions

Why book your condo in Squirrel Island with Expedia?
We think that getaways should be stress-free, so if you're on the lookout for condos at the perfect price, Expedia has got you covered. Save cash and choose something small and cosy, or splurge on 5-star accommodation and really spoil your crew. Take advantage of our search filters to find a place in Squirrel Island that suits your style.
How can I find cheap condos in Squirrel Island?
Expedia can help you narrow your search for cheap condos in Squirrel Island. To find your dream stay in just a few keystrokes, try out our handy filter tool to refine your search by budget, star rating and amenities.