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Squirrel Island Holiday Rentals

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Our top choices for Squirrel Island holiday rentals

Cheerful Cottage Close to Everything 13

Cheerful Cottage Close to Everything 13
Edgecomb
9.2 out of 10, Wonderful, (17 reviews)
"Nice and quiet even though it was right next to major travel routes "
United States
Gary
Cheerful Cottage Close to Everything 13

Captain's 2BR Suite. Best value, near everything, big yard, treehouse. No fees.

Captain's 2BR Suite. Best value, near everything, big yard, treehouse. No fees.
Bath
8.8 out of 10, Excellent, (14 reviews)
"Clean rooms. Quiet location walkable to much of downtown Bath "
United States
randy k.
The price is NZ$446
includes taxes & fees
14 July - 15 July
Captain's 2BR Suite. Best value, near everything, big yard, treehouse. No fees.

Across the road from Pemaquid Beach — wooded king-bed cabin for couples

Across the road from Pemaquid Beach — wooded king-bed cabin for couples
Pemaquid Beach
10.0 out of 10, Exceptional, (22 reviews)
"The cabin was perfect; the location even better, and the hosts were everything you could wish for."
United States
Mia
The price is NZ$576
includes taxes & fees
12 July - 13 July
Across the road from Pemaquid Beach — wooded king-bed cabin for couples

Across the road from Pemaquid Beach — 2-bedroom seasonal family cottage

Across the road from Pemaquid Beach — 2-bedroom seasonal family cottage
Pemaquid Beach
9.8 out of 10, Exceptional, (6 reviews)
"Great beach cottage !"
United States
Gwen M.
The price is NZ$624
includes taxes & fees
2 Aug - 3 Aug
Across the road from Pemaquid Beach — 2-bedroom seasonal family cottage

Large suite/private bath/private entrance on quiet street near Thomas Bay

Large suite/private bath/private entrance on quiet street near Thomas Bay
Brunswick
10.0 out of 10, Exceptional, (153 reviews)
"The place was lovely, communications with the host were helpful and friendly. Dinner restaurant recommendations were great as well. "
United States
Jane T.
The price is NZ$285
includes taxes & fees
15 July - 16 July
Large suite/private bath/private entrance on quiet street near Thomas Bay

Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (59 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is NZ$631
includes taxes & fees
13 July - 14 July
Camp Forever cottage

Spacious 1 Bedroom Cottage Close to Everything 3

Spacious 1 Bedroom Cottage Close to Everything 3
Edgecomb
9.8 out of 10, Exceptional, (17 reviews)
"Great central location"
United States
Bruce O.
The price is NZ$539
includes taxes & fees
13 July - 14 July
Spacious 1 Bedroom Cottage Close to Everything 3

1 Mi to Maine Street! Mcm-style Home in Brunswick

1 Mi to Maine Street! Mcm-style Home in Brunswick
3.0 star property
Brunswick
The price is NZ$514
includes taxes & fees
16 July - 17 July
1 Mi to Maine Street! Mcm-style Home in Brunswick

Across the road from Pemaquid Beach — quiet wooded king-bed cabin

Across the road from Pemaquid Beach — quiet wooded king-bed cabin
Pemaquid Beach
9.2 out of 10, Wonderful, (5 reviews)
"Loved our stay"
United States
Jeanne
The price is NZ$749
includes taxes & fees
21 July - 22 July
Across the road from Pemaquid Beach — quiet wooded king-bed cabin

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

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Boothbay
7.6 out of 10, Good, (9 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 NZ$305
includes taxes & fees
14 July - 15 July
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Unique ISLAND Living off the grid -Waterfront cottage

Unique ISLAND Living off the grid -Waterfront cottage
Friendship
10.0 out of 10, Exceptional, (27 reviews)
"We love coming here and once again we had a wonderful week! The outside world melts away when you’re on Friendship Long Island."
United States
Cheryl C.
The price is NZ$837
includes taxes & fees
5 Aug - 6 Aug
Unique ISLAND Living off the grid -Waterfront cottage

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, (49 reviews)
"Excellent, clean property. "
United States
Andy H.
The price is NZ$1,124
includes taxes & fees
28 July - 29 July
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

Fred Cottage - Spacious retreat on Popham Beach!

Fred Cottage - Spacious retreat on Popham Beach!
Phippsburg
9.6 out of 10, Exceptional, (5 reviews)
"Off the beaten path, easy access to beach and Spinneys"
United States
Sean B.
Fred Cottage - Spacious retreat on Popham Beach!

Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
9.8 out of 10, Exceptional, (10 reviews)
"Clean comfortable and right downtown"
United States
stephen e.
The price is NZ$445
includes taxes & fees
28 July - 29 July
Modern style in historic building in downtown Bath

Cheerful Cottage with Loft 9

Cheerful Cottage with Loft 9
Edgecomb
10.0 out of 10, Exceptional, (3 reviews)
"Immaculate, very cute - “tiny cottage”We loved it!"
United States
Daniel B.
The price is NZ$484
includes taxes & fees
22 July - 23 July
Cheerful Cottage with Loft 9

Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.

Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.
Bath
7.6 out of 10, Good, (14 reviews)
"We stayed for two nights. Good location."
United States
Maryanne E.
The price is NZ$292
includes taxes & fees
20 July - 21 July
Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.

Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.6 out of 10, Exceptional, (7 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
The price is NZ$553
includes taxes & fees
2 Aug - 3 Aug
Mid Coast Getaway w/ water views

Across the road from Pemaquid Beach — 4-bedroom 19th-century Maine home

Across the road from Pemaquid Beach — 4-bedroom 19th-century Maine home
Pemaquid Beach
10.0 out of 10, Exceptional, (9 reviews)
"Comfortable, clean and beautiful "
United States
Corina
The price is NZ$1,370
includes taxes & fees
14 July - 15 July
Across the road from Pemaquid Beach — 4-bedroom 19th-century Maine home

Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (25 reviews)
"Beautiful place, had everything we needed!"
United States
Kathy H.
The price is NZ$943
includes taxes & fees
17 July - 18 July
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

Downtown Brunswick New Look Old Charm Next to Bowdoin

Downtown Brunswick New Look Old Charm Next to Bowdoin
Brunswick
9.8 out of 10, Exceptional, (21 reviews)
"We really enjoyed our visit with family and friends and the location was perfect for what we needed. "
United States
Eliza
The price is NZ$697
includes taxes & fees
13 July - 14 July
Downtown Brunswick New Look Old Charm Next to Bowdoin
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 favorite 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 depends 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 NZ$285 per night. Entering your travel dates in the search wizard you might find 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?

Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE: This holiday home rental outside of Squirrel Island is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday 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 Grimes Cove Beach. Cabbage Island 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.