Squirrel Island Vacation Rentals

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Our top choices for Squirrel Island vacation rentals

Low Tide Cabin @ Pemaquid Beach

Low Tide Cabin @ Pemaquid Beach
Pemaquid Beach
10.0 out of 10, Exceptional, (21 reviews)
"I wish we had more time to spend here! The cabin was well stocked and the location was out of the way, but close enough to sites and eateries "
United States
Sarah D.
The price is CA $172
CA $348 total
includes taxes & fees
May 3 - May 4
Low Tide Cabin @ Pemaquid Beach

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Boothbay
7.8 out of 10, Good, (7 reviews)
"This was perfect for our one night stay to visit the botanical gardens, it was only minutes away. Also very close to quite a few dinner and shopping options. "
United States
Nichole W.
The price is CA $180
CA $273 total
includes taxes & fees
Apr 14 - Apr 15
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Cheerful Cottage Close to Everything 12

Cheerful Cottage Close to Everything 12
Edgecomb
9.6 out of 10, Exceptional, (15 reviews)
"Great experience, great location! Would highly recommend."
United States
Lynn R.
The price is CA $111
CA $287 total
includes taxes & fees
Apr 16 - Apr 17
Cheerful Cottage Close to Everything 12

Ebb Tide Cabin @ Pemaquid Beach

Ebb Tide Cabin @ Pemaquid Beach
Pemaquid Beach
9.2 out of 10, Wonderful, (5 reviews)
"Loved our stay"
United States
Jeanne
The price is CA $172
CA $350 total
includes taxes & fees
May 1 - May 2
Ebb Tide Cabin @ Pemaquid Beach

2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (3 reviews)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
United States
Gregory M.
The price is CA $145
CA $298 total
includes taxes & fees
Apr 12 - Apr 13
2 bedroom w/ expansive water views

Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (5 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
The price is CA $145
CA $298 total
includes taxes & fees
Apr 14 - Apr 15
Mid Coast Getaway w/ water views

Apartment over shops in Bath Historic District

Apartment over shops in Bath Historic District
Bath
8.8 out of 10, Excellent, (5 reviews)
"Great breakfast spot right across the street!!"
United States
Jessica K.
The price is CA $138
CA $308 total
includes taxes & fees
Apr 12 - Apr 13
Apartment over shops in Bath Historic District

Little Lincoln beautiful home

Little Lincoln beautiful home
Brunswick
9.0 out of 10, Wonderful, (16 reviews)
"The host was very welcoming and responsive when we had a question. We would stay here again when we come back to Brunswick. "
United States
Michael S.
The price is CA $109
CA $339 total
includes taxes & fees
Apr 12 - Apr 13
Little Lincoln beautiful home

Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.8 out of 10, Exceptional, (16 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is CA $174
CA $358 total
includes taxes & fees
Apr 13 - Apr 14
Fantastic Waterfront Views

Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (58 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is CA $261
CA $471 total
includes taxes & fees
Apr 16 - Apr 17
Camp Forever cottage

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Brunswick
10.0 out of 10, Exceptional, (147 reviews)
"Lovely space, comfortable bed, very convenient to downtown Brunswick."
United States
Kimberly G.
The price is CA $124
CA $166 total
includes taxes & fees
Apr 30 - May 1
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

2King Bed BR Private Apt Downtown Brunswick

2King Bed BR Private Apt Downtown Brunswick
Brunswick
8.4 out of 10, Very good, (12 reviews)
"Small place in a great location. Easily walk to several shops and restaurants. "
United States
Jillian B.
The price is CA $124
CA $327 total
includes taxes & fees
Apr 13 - Apr 14
2King Bed BR Private Apt Downtown Brunswick

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (46 reviews)
"Excellent, clean property. "
United States
Andy H.
The price is CA $247
CA $649 total
includes taxes & fees
Apr 18 - Apr 19
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

Brunswick Downtown Sugar Cube next to Bowdoin

Brunswick Downtown Sugar Cube next to Bowdoin
Brunswick
8.4 out of 10, Very good, (7 reviews)
"We ahd a great stay in Maine over the 4th visiting family, eating good food and walking around in great weather. Great stay in Brunswick, easy in and easy out and all sorts of things Maine accessible. Would recommend for anyone looking for a hassle-free weekend in coastal Maine. "
United States
Tjorvi P.
The price is CA $131
CA $369 total
includes taxes & fees
Apr 27 - Apr 28
Brunswick Downtown Sugar Cube next to Bowdoin

Tiny A-Frame Romantic Getaway

Tiny A-Frame Romantic Getaway
Wiscasset
10.0 out of 10, Exceptional, (4 reviews)
"Very nice and very quiet "
United States
justin s.
The price is CA $190
CA $450 total
includes taxes & fees
Apr 13 - Apr 14
Tiny A-Frame Romantic Getaway

High Tide Cabin @ Pemaquid Beach

High Tide Cabin @ Pemaquid Beach
Pemaquid Beach
10.0 out of 10, Exceptional, (17 reviews)
"Great little place. Loved the area."
United States
Rob S.
The price is CA $172
CA $350 total
includes taxes & fees
May 1 - May 2
High Tide Cabin @ Pemaquid Beach

3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (4 reviews)
"Great property with central location in mid coast Maine. Beautifully decorated with very comfortable beds! Jeff was great with communication throughout to ensure we had everything we needed! Would stay again! "
United States
Decourcey D.
The price is CA $238
CA $514 total
includes taxes & fees
Apr 22 - Apr 23
3 Bedroom Happy Cottage 15

Little Downtown Apt with Beautiful Window View

Little Downtown Apt with Beautiful Window View
Brunswick
The price is CA $104
CA $288 total
includes taxes & fees
May 11 - May 12
Little Downtown Apt with Beautiful Window View

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
Boothbay
6.0 out of 10, (5 reviews)
"It had a very homey feel, was nice to stay at for the night and wasn’t far from town."
United States
Audreyana P.
The price is CA $187
CA $285 total
includes taxes & fees
May 8 - May 9
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Laughton House @ Pemaquid Beach

Laughton House @ Pemaquid Beach
Pemaquid Beach
10.0 out of 10, Exceptional, (8 reviews)
"Comfortable, clean and beautiful "
United States
Corina
The price is CA $440
CA $965 total
includes taxes & fees
Apr 18 - Apr 19
Laughton House @ Pemaquid Beach
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

Find out more about Squirrel Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Squirrel Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Squirrel Island?

Yes, we have vacation rentals close to the most popular local attractions in Squirrel Island, or you can go with a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals that Squirrel Island has to offer?

Peaceful Lake waterfront! Full Kitchen! Heat&AC! 5min to town, 8min to Garden!: This vacation home rental near Squirrel Island is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Squirrel Island?

Explore the area and family-friendly sights such as Boothbay Railway Village, or get out into nature at a spot like Cabbage Island. Burnt Island Living Lighthouse and Boothbay Harbor Marina are a couple of places you'll find in the larger area.

What are vacation rentals like in Squirrel Island?

Vacation rentals are private properties you can book for a couple of days or more in Squirrel Island. Vacation rentals feature amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for families.