Default HTG hotel image

Squirrel Island Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Squirrel Island vacation rentals

Beach nearby

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, (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 ￥28,618
￥51,930 total
includes taxes & fees
Jul 6 - Jul 7
Across the road from Pemaquid Beach — wooded king-bed cabin for couples
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
7.6 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 ￥22,589
￥34,154 total
includes taxes & fees
Jul 5 - Jul 6
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Outdoor dining

Happy Cottage Near Everything 11

Happy Cottage Near Everything 11
Edgecomb
5.0 out of 10, (2 reviews)
"Very comfortable, clean small cottage. We slept great in the bed that was provided and it had a futon in the living area . We recommend that only 2 people stay there. They had a toaster oven , a full refrigerator and a coffee maker. It is very close to Route 1, Boothbay Harbor and Damariscotta. "
United States
Cynthia S.
The price is ￥14,736
￥34,885 total
includes taxes & fees
Jul 6 - Jul 7
Happy Cottage Near Everything 11
Exterior

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 ￥20,889
￥26,299 total
includes taxes & fees
Jul 15 - Jul 16
Large suite/private bath/private entrance on quiet street near Thomas Bay
Beach nearby

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 ￥28,618
￥55,475 total
includes taxes & fees
Jul 7 - Jul 8
Across the road from Pemaquid Beach — 2-bedroom seasonal family cottage
House (2 Bedrooms) | 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
The price is ￥21,861
￥49,739 total
includes taxes & fees
Jul 16 - Jul 17
1 Mi to Maine Street! Mcm-style Home in Brunswick
2 bedrooms, iron/ironing board, bed sheets

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 ￥20,403
￥43,271 total
includes taxes & fees
Jul 6 - Jul 7
Cheerful Cottage with Loft 9
Outdoor dining

Captain's Guest Room. Authenticity. Value. Near everything. No fees.

Captain's Guest Room. Authenticity. Value. Near everything. No fees.
Bath
8.2 out of 10, Very Good, (22 reviews)
"Great location and a beautiful property. Great walking/driving distance from town and the waterfront, we had a great stay and would do it again! "
United States
Nina P.
The price is ￥20,081
￥25,434 total
includes taxes & fees
Jul 7 - Jul 8
Captain's Guest Room. Authenticity. Value. Near everything. No fees.
2 bedrooms, iron/ironing board, internet, bed sheets

Cheerful Cottage with Loft Close to Everything 6

Cheerful Cottage with Loft Close to Everything 6
Edgecomb
9.2 out of 10, Wonderful, (9 reviews)
"It was so adorable!! Decorated beautifully and very clean- enjoyed it very much!! Hosts were fantastic and so easy to communicate with!!"
United States
Jackie A.
The price is ￥19,594
￥42,212 total
includes taxes & fees
Jul 7 - Jul 8
Cheerful Cottage with Loft Close to Everything 6
Living area

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 ￥28,618
￥51,575 total
includes taxes & fees
Jul 7 - Jul 8
Across the road from Pemaquid Beach — quiet wooded king-bed cabin
Exterior

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 ￥26,179
￥50,362 total
includes taxes & fees
Jul 7 - Jul 8
Spacious 1 Bedroom Cottage Close to Everything 3
Property grounds

Fully Renovated "Saltbox" Home in Boothbay

Fully Renovated "Saltbox" Home in Boothbay
Boothbay
Fully Renovated "Saltbox" Home in Boothbay
Property grounds

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 ￥23,171
￥28,802 total
includes taxes & fees
Jul 9 - Jul 10
Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.
TV

Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.4 out of 10, Exceptional, (6 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
The price is ￥29,755
￥48,814 total
includes taxes & fees
Jul 6 - Jul 7
Mid Coast Getaway w/ water views
Interior

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 ￥20,079
￥40,772 total
includes taxes & fees
Jul 9 - Jul 10
Modern style in historic building in downtown Bath
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 ￥26,016
￥38,460 total
includes taxes & fees
Aug 1 - Aug 2
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
Terrace/patio

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 ￥34,005
￥59,305 total
includes taxes & fees
Jul 8 - Jul 9
Camp Forever cottage
Smart TV

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, (8 reviews)
"Comfortable, clean and beautiful "
United States
Corina
Across the road from Pemaquid Beach — 4-bedroom 19th-century Maine home
Exterior detail

Tiny A-Frame Romantic Getaway

Tiny A-Frame Romantic Getaway
Wiscasset
9.8 out of 10, Exceptional, (6 reviews)
"Very nice and very quiet "
United States
justin s.
Tiny A-Frame Romantic Getaway
Terrace/patio

Tide Haven Cottage on Bay Point

Tide Haven Cottage on Bay Point
Georgetown
Tide Haven Cottage on Bay Point
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Squirrel Island Hotel Reviews

Smuggler's Cove Inn

Smuggler's Cove Inn

8/10 Good
"My main complaint was that to shower, i had to run the tub water for 10-15 minutes to get it warmed, from pitch cold. All five days. The place was clean, in and out. The accommodations were very good, breakfast was excellent and staff very good and helpful. I love to book places with pool, and this one was great. Weather was questionable at times but the pool was always warm, and warmer than any other places I’ve ever been. Always clean. Never to forget the views……amazing!"
Maria 5-night trip
Posted 3 hours ago
Smuggler's Cove Inn

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:

  • View our selection of featured holiday rentals in Squirrel Island
  • Use the map to find apartments and other holiday homes in the Squirrel Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Squirrel Island while they last

Look no further and take a look at our great range of rental properties in Squirrel Island!

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?

Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE: This vacation home rental near Squirrel Island is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation 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 Maine Maritime Museum, 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.