Squirrel Island Holiday Rentals

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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Squirrel Island holiday rentals

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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$2,541
HK$5,604 total
includes taxes & fees
16 Apr - 17 Apr
Laughton House @ Pemaquid Beach
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)
"Beautiful place, had everything we needed!"
United States
Kathy H.
The price is HK$1,938
HK$4,349 total
includes taxes & fees
16 Apr - 17 Apr
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
Terrace/patio

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 HK$1,022
HK$1,566 total
includes taxes & fees
17 Apr - 18 Apr
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
2 bedrooms, free WiFi, bed sheets

Ocean Breeze Cabin @ Pemaquid Beach

Ocean Breeze Cabin @ Pemaquid Beach
Pemaquid Beach
9.8 out of 10, Exceptional, (6 reviews)
"My best friend and I had a great time. Thank you for such a cute cottage so close to the beach. It was very relaxing. "
United States
Jessica F.
The price is HK$1,249
HK$2,514 total
includes taxes & fees
1 May - 2 May
Ocean Breeze Cabin @ Pemaquid Beach
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$1,403
HK$3,680 total
includes taxes & fees
16 Apr - 17 Apr
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
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$5,090
HK$9,280 total
includes taxes & fees
16 Apr - 17 Apr
Charming Sheepscot Overlook Cottage
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$1,480
HK$2,621 total
includes taxes & fees
16 Apr - 17 Apr
Camp Forever cottage
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$2,310
HK$3,705 total
includes taxes & fees
20 Apr - 21 Apr
Centerview cottage
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$2,349
HK$4,353 total
includes taxes & fees
16 Apr - 17 Apr
Sweet comfy cottage on Small Point Road
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$3,328
HK$5,045 total
includes taxes & fees
16 Apr - 17 Apr
Award Winning Luxury Carriage House a short stroll from town!
Outdoor dining

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 HK$991
HK$2,019 total
includes taxes & fees
1 May - 2 May
Low Tide Cabin @ Pemaquid Beach
Property grounds

Captain's House 2BR Guest Suite. Discover the authenticity & best value in Bath!

Captain's House 2BR Guest Suite. Discover the authenticity & best value in Bath!
Bath
8.6 out of 10, Excellent, (10 reviews)
"Clean rooms. Quiet location walkable to much of downtown Bath "
United States
randy k.
The price is HK$1,723
HK$2,143 total
includes taxes & fees
11 May - 12 May
Captain's House 2BR Guest Suite. Discover the authenticity & best value in Bath!
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$1,136
HK$1,417 total
includes taxes & fees
16 Apr - 17 Apr
Peaceful Intown Studio ~ Walk to Shops & Dining
On the beach, sun-loungers, beach towels

Spectacular waterfront home with panoramic views on 4 private acres !

Spectacular waterfront home with panoramic views on 4 private acres !
Harpswell
10.0 out of 10, Exceptional, (81 reviews)
"Beautiful location, house, accommodations and views. Would recommend this location and owners highly."
United States
jeanette r.
The price is HK$2,733
HK$5,352 total
includes taxes & fees
1 May - 2 May
Spectacular waterfront home with panoramic views on 4 private acres !
Beach

Pemaquid Escape | Curated Comfort + Hot Tub

Pemaquid Escape | Curated Comfort + Hot Tub
Walpole
10.0 out of 10, Exceptional, (3 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.
The price is HK$2,326
HK$5,335 total
includes taxes & fees
16 Apr - 17 Apr
Pemaquid Escape | Curated Comfort + Hot Tub
Property grounds

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

Pond Cabin: Private Sauna+Near Beach+FirePit+Pond
Georgetown
The price is HK$1,844
HK$3,312 total
includes taxes & fees
26 Apr - 27 Apr
Pond Cabin: Private Sauna+Near Beach+FirePit+Pond
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$705
HK$939 total
includes taxes & fees
26 Apr - 27 Apr
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Interior

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 HK$673
HK$1,989 total
includes taxes & fees
20 Apr - 21 Apr
Little Lincoln beautiful home
Interior

Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
10.0 out of 10, Exceptional, (8 reviews)
"Clean comfortable and right downtown"
United States
stephen e.
The price is HK$783
HK$1,733 total
includes taxes & fees
16 Apr - 17 Apr
Modern style in historic building in downtown Bath
Exterior

Charming Historic home steps away from downtown

Charming Historic home steps away from downtown
Bath
The price is HK$2,271
HK$6,643 total
includes taxes & fees
5 May - 6 May
Charming Historic home steps away from downtown
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

8/10 Good
"The room was clean and comfortable"
Debra 1-night trip
Posted 7 hours 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. 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.