Squirrel Island Holiday Rentals

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Holiday Rentals in Squirrel Island

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

Brunswick
10.0 out of 10, Exceptional, (144)
"Lovely space, comfortable bed, very convenient to downtown Brunswick."
United States
Kimberly G.
The price is AU$184
includes taxes & fees
8 Dec - 9 Dec
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.

Boothbay
10.0 out of 10, Exceptional, (1)
"This efficiency apartment was nicely furnished with everything needed and conveniently located on the main road into Boothbay Harbor. The host was generous and accommodating. The region is fun to visit!"
United States
Mary D.
The price is AU$425
includes taxes & fees
8 Dec - 9 Dec
Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.

Brunswick Downtown Sugar Cube next to Bowdoin

Brunswick
8.4 out of 10, Very good, (7)
"Stayed for one night. Very convenient to campus"
United States
Lin-Lin R.
The price is AU$393
includes taxes & fees
15 Dec - 16 Dec
Brunswick Downtown Sugar Cube next to Bowdoin

Escape to Positive Outlook

West Point
10.0 out of 10, Exceptional, (2)
"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 AU$308
includes taxes & fees
8 Dec - 9 Dec
Escape to Positive Outlook

Modern style in historic building in downtown Bath

Bath
10.0 out of 10, Exceptional, (8)
"Clean comfortable and right downtown"
United States
stephen e.
The price is AU$337
includes taxes & fees
8 Dec - 9 Dec
Modern style in historic building in downtown Bath

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

Boothbay
7.8 out of 10, Good, (7)
"Affordable and quiet location that felt safe and is conveniently close to Boothbay Harbor & surrounding attractions. "
United States
Melanie L.
The price is AU$305
includes taxes & fees
8 Dec - 9 Dec
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Little Lincoln beautiful home

Brunswick
9.0 out of 10, Wonderful, (14)
"Simon was very easy to communicate with, the place was clean, the bed was quite comfortable, and we were right by Main Street in Brunswick which made for easy access to food and things to do. Wonderful place to stay!"
United States
Jessica B.
The price is AU$391
includes taxes & fees
8 Dec - 9 Dec
Little Lincoln beautiful home

Tiny A-Frame Romantic Getaway

Wiscasset
10.0 out of 10, Exceptional, (3)
"Very nice and very quiet "
United States
justin s.
The price is AU$494
includes taxes & fees
8 Dec - 9 Dec
Tiny A-Frame Romantic Getaway

2King Bed BR Private Apt Downtown Brunswick

Brunswick
8.4 out of 10, Very good, (10)
"Small place in a great location. Easily walk to several shops and restaurants. "
United States
Jillian B.
The price is AU$365
includes taxes & fees
15 Dec - 16 Dec
2King Bed BR Private Apt Downtown Brunswick

Classic New England 1st Floor 3 BR Downtown Brunswick

Brunswick
9.6 out of 10, Exceptional, (9)
"We had a good time in Brunswick.... great location and jumping off point to explore."
United States
Karin S.
The price is AU$514
includes taxes & fees
10 Dec - 11 Dec
Classic New England 1st Floor 3 BR Downtown Brunswick

Solitude @ The Offshore House

Boothbay
9.8 out of 10, Exceptional, (7)
"Managers were very responsive and helpful. Condo was very clean and comfortable and close to the town of Boothbay Harbor and Ocean Point and the Botanic Gardens. "
United States
Linda O.
The price is AU$459
includes taxes & fees
8 Dec - 9 Dec
Solitude @ The Offshore House

Hip Historical First Fl 1BR Downtown King size bed

Brunswick
The price is AU$408
includes taxes & fees
8 Dec - 9 Dec
Hip Historical First Fl 1BR Downtown King size bed

Fantastic Waterfront Views

West Point
9.6 out of 10, Exceptional, (14)
"Our favorite part about our stay at this location was being able to look out the many sliding door windows to see the ocean view. It was a very relaxing place to stay. "
United States
Heather S.
The price is AU$468
includes taxes & fees
26 Dec - 27 Dec
Fantastic Waterfront Views

Laughton House @ Pemaquid Beach

Pemaquid Beach
10.0 out of 10, Exceptional, (8)
"This house is in a great location. We could walk to the beach, or to Fort Henry to let my grandsons run around. The house is lovely and had everything we needed. We have come to this area of Maine since 2017, and this had been our favorite place to stay! "
United States
Dawn W.
The price is AU$883
includes taxes & fees
13 Dec - 14 Dec
Laughton House @ Pemaquid Beach

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

2.0 star property
Boothbay
6.0 out of 10, (5)
"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 AU$314
includes taxes & fees
1 Jan - 2 Jan 2026
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Peaceful Intown Studio ~ Walk to Shops & Dining

2.0 star property
Newcastle
The price is AU$254
includes taxes & fees
8 Dec - 9 Dec
Peaceful Intown Studio ~ Walk to Shops & Dining

Shipwright @ The Offshore House

Boothbay
9.4 out of 10, Exceptional, (13)
"Great location. Easy location to town and Dunkin Donuts accros street. "
United States
Steven
The price is AU$459
includes taxes & fees
8 Dec - 9 Dec
Shipwright @ The Offshore House

Beautiful 3BR Home with Office in Town of Brunswick with King beds

Brunswick
9.2 out of 10, Wonderful, (5)
"Great place for our family to stay while visiting the Maine coast."
United States
Craig C.
The price is AU$534
includes taxes & fees
8 Dec - 9 Dec
Beautiful 3BR Home with Office in Town of Brunswick with King beds

Lovely 2-bedroom apartment with AC in charming Topsham. Close to everything!

Topsham
10.0 out of 10, Exceptional, (1)
"Pet friendly place and good spot! Would stay again "
United States
Shiloh F.
The price is AU$368
includes taxes & fees
8 Dec - 9 Dec
Lovely 2-bedroom apartment with AC in charming Topsham. Close to everything!

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

Brunswick
9.8 out of 10, Exceptional, (28)
"This property is newly renovated and is in a great location--right across from the Brunswick Hotel and next to campus. Parking is easy (in the driveway) and the apartment is really spacious!"
United States
Jill C.
The price is AU$534
includes taxes & fees
8 Dec - 9 Dec
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
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

Everything you need to know about Squirrel Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Squirrel Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Squirrel Island holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Squirrel Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Squirrel Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Squirrel Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Squirrel Island holiday rentals we have selected for you start as low as AU$305 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Squirrel Island rentals

At Expedia, we put the best Squirrel Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Squirrel Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Squirrel Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Squirrel Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Squirrel Island?

Yes, there are holiday rentals close to the most popular sights in Squirrel Island, or you can select a more secluded option if you're looking for a relaxing stay.

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

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach: This holiday home rental outside of Squirrel Island is located on the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 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 wider area.

What are holiday rentals like in Squirrel Island?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Squirrel Island. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a small group gathering.