Squirrel Island Holiday Rentals

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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Squirrel Island holiday rentals

Smart TV

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 HK$2,071
HK$5,022 total
includes taxes & fees
27 Mar - 28 Mar
Laughton House @ Pemaquid Beach
Terrace/patio

Newly Renovated Cozy Cove Cabin at White Anchor Inn

Newly Renovated Cozy Cove Cabin at White Anchor Inn
Boothbay
8.4 out of 10, Very good, (6 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is HK$2,603
HK$3,417 total
includes taxes & fees
9 Apr - 10 Apr
Newly Renovated Cozy Cove Cabin at White Anchor Inn
Fridge, microwave, oven, stovetop

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 HK$1,400
HK$3,580 total
includes taxes & fees
8 Apr - 9 Apr
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
Fridge, microwave, oven, stovetop

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, (22 reviews)
"The entire process was seamless. The home is adorable and was perfect for our weekend in Boothbay Harbour."
United States
Leslie B.
The price is HK$1,935
HK$4,240 total
includes taxes & fees
9 Apr - 10 Apr
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
Dining

Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining
Newcastle
8.0 out of 10, Very good, (3 reviews)
"Location was perfect and Lynn was so helpful. We’d definitely stay here again!"
United States
Caycee A.
The price is HK$1,134
HK$1,415 total
includes taxes & fees
9 Apr - 10 Apr
Peaceful Intown Studio ~ Walk to Shops & Dining
Exterior

Charming Sheepscot Overlook Cottage

Charming Sheepscot Overlook Cottage
Edgecomb
10.0 out of 10, Exceptional, (10 reviews)
"Great location, great view, great house, great time"
United States
Carol P.
The price is HK$5,082
HK$9,264 total
includes taxes & fees
8 Apr - 9 Apr
Charming Sheepscot Overlook Cottage
Interior

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

Vacation Creation Downtown Brunswick 2King Beds

Vacation Creation Downtown Brunswick 2King Beds
Brunswick
9.6 out of 10, Exceptional, (19 reviews)
"Stayed here while visiting Bowdoin. Great place!"
United States
Deborah B.
The price is HK$1,018
HK$2,756 total
includes taxes & fees
13 Apr - 14 Apr
Vacation Creation Downtown Brunswick 2King Beds
Exterior

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 HK$704
HK$937 total
includes taxes & fees
26 Apr - 27 Apr
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Property grounds

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 HK$2,603
HK$3,417 total
includes taxes & fees
8 Apr - 9 Apr
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
Interior

Sweet comfy cottage on Small Point Road

Sweet comfy cottage on Small Point Road
Small Point
9.4 out of 10, Exceptional, (3 reviews)
"Lovely home with plenty of space and seating. Not the most comfortable of beds but we enjoyed the space. Perfect location and would love to stay again. "
United States
Liz J.
The price is HK$2,345
HK$4,346 total
includes taxes & fees
1 Apr - 2 Apr
Sweet comfy cottage on Small Point Road
Beach

Pemaquid Escape | Curated Comfort + Hot Tub

Pemaquid Escape | Curated Comfort + Hot Tub
Walpole
10.0 out of 10, Exceptional, (2 reviews)
"This was a last minute booking for our family as we had a basketball tournament, there were 8 of us including 3 children. This was the most kid friendly house we have stayed in! It was so well stocked for the entire family. The house was meticulously cleaned and the hosts were very responsive to any questions! "
United States
Melissa L.
Pemaquid Escape | Curated Comfort + Hot Tub
Fridge, microwave, oven, stovetop

Award Winning Luxury Carriage House a short stroll from town!

Award Winning Luxury Carriage House a short stroll from town!
Bath
10.0 out of 10, Exceptional, (9 reviews)
"An exceptional property and guest. Would love to stay again next time Thank you Jared and Heather!"
United States
Ronald H.
The price is HK$3,323
HK$5,079 total
includes taxes & fees
8 Apr - 9 Apr
Award Winning Luxury Carriage House a short stroll from town!
Property grounds

Pond Cabin: Private Sauna+Near Beach+FirePit+Pond

Pond Cabin: Private Sauna+Near Beach+FirePit+Pond
Georgetown
The price is HK$2,254
HK$3,672 total
includes taxes & fees
26 Apr - 27 Apr
Pond Cabin: Private Sauna+Near Beach+FirePit+Pond
TV

Classic New England 1st Floor 3 BR Downtown Brunswick

Classic New England 1st Floor 3 BR Downtown Brunswick
Brunswick
9.6 out of 10, Exceptional, (9 reviews)
"We had a good time in Brunswick.... great location and jumping off point to explore."
United States
Karin S.
The price is HK$979
HK$2,637 total
includes taxes & fees
29 Mar - 30 Mar
Classic New England 1st Floor 3 BR Downtown Brunswick
Property grounds

Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (59 reviews)
"Great spot to relax and enjoy the beautiful outdoors. Very quiet and amazing views of the water. Everything needed for a comfortable and relaxing getaway. Highly recommend if coming to the area! "
United States
Erin
The price is HK$2,306
HK$3,681 total
includes taxes & fees
31 Mar - 1 Apr
Centerview cottage
Living area

Fred Cottage - Spacious retreat on Popham Beach!

Fred Cottage - Spacious retreat on Popham Beach!
Phippsburg
9.6 out of 10, Exceptional, (4 reviews)
"Off the beaten path, easy access to beach and Spinneys"
United States
Sean B.
The price is HK$1,387
HK$1,930 total
includes taxes & fees
9 Apr - 10 Apr
Fred Cottage - Spacious retreat on Popham Beach!
Terrace/patio

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 HK$1,478
HK$2,556 total
includes taxes & fees
9 Apr - 10 Apr
Camp Forever cottage
Terrace/patio

Renovated The Driftwood Cabin at White Anchor Inn

Renovated The Driftwood Cabin at White Anchor Inn
Boothbay
8.0 out of 10, Very good, (2 reviews)
"Communication with Property Owner was excellent. This cute little cottage has been renovated and has a nice feel indoors. There is a beautiful porch on the back with a lovely view. The unit includes a mini fridge and mini microwave along with a little table and two chairs. If you have long hair, water pressure could be a concern. My shower worked great but the sink water pressure was not strong. The bed was comfortable and the decor was nice. The air conditioning works fine."
United States
Abra H.
The price is HK$2,603
HK$3,468 total
includes taxes & fees
9 Apr - 10 Apr
Renovated The Driftwood Cabin at White Anchor Inn
3 bedrooms, WiFi

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 HK$1,027
HK$1,981 total
includes taxes & fees
31 Mar - 1 Apr
Fantastic Waterfront Views
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

Best Western Plus Brunswick Bath

Best Western Plus Brunswick Bath

10/10 Excellent
"traveling with wheelchair and found the perfect room, that has a separate pull out couch with tv and independence, we will be staying here again as family lives in the area, only issue was breakfast being done at 9;00 on Sunday,"
Donna 1-night trip
Posted 2 days ago
Best Western Plus Brunswick Bath

Find out more about Squirrel Island

Search for holiday rentals in Squirrel Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Squirrel Island using one of the methods below:

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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?

Peaceful Lake waterfront! Full Kitchen! Heat&AC! 5min to town, 8min to Garden!: This holiday home rental outside of Squirrel Island is located on a lake, and has a fireplace, a patio and a BBQ 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. Boothbay Harbor Marina and Boothbay Harbor Memorial Library 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.