Squirrel Island Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in Squirrel Island

Captain's Guest Room w/private bath & house entrance. Walk to everything.
8.0 out of 10, Very good, (19)
"Lots of character and a great location. Walking distance from everything in Bath. Really good price for the area!"
United States
Hall F.
The price is NZ$277
includes taxes & fees
27 Oct - 28 Oct
Captain's Guest Room w/private bath & house entrance. Walk to everything.
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
10.0 out of 10, Exceptional, (232)
"Tremendous stay, great property and host."
United States
Curtis G.
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
10.0 out of 10, Exceptional, (53)
"The cottage location was beautiful, we had a wonderful time on the beach. The cottage could have been a little more clean than it was, but after letting the property owner know she addressed those issues. "
United States
Hannah K.
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
10.0 out of 10, Exceptional, (104)
"We loved our stay! This place had everything you could ever need while on vacation; kayaks, lifejackets, games, movies, and more. Wendy was responsive and thoughtful! The space was beautiful and peaceful with easy access to many activities. Highly recommend!!!"
United States
Jill K.
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers
9.6 out of 10, Exceptional, (81)
"Great stay, wonderful location"
United States
Dustin F.
Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers
1 room luxury ocean front studio cottage
9.6 out of 10, Exceptional, (163)
"Very clean beautiful view we definitely enjoyed ourselves "
United States
Ilona F.
1 room luxury ocean front studio cottage
Oceanfront Cabin-Castle in Maine Woods
9.8 out of 10, Exceptional, (40)
"Place was amazing with an incredible view and fun layout. "
United States
Jeremy H.
Oceanfront Cabin-Castle in Maine Woods
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
9.2 out of 10, Wonderful, (99)
"Great views from backyard and living room. Others have described the place as rustic, which is fair as regards wood flooring, paneling and rugs. But beds, sofas and chairs are very comfortable. Heating wasn’t working on the second floor, but they sent someone to look at it almost immediately. Although they couldn’t fix it during our stay, they gave us a fair partial refund."
United States
Daniel
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
7.6 out of 10, Good, (5)
"Awful experience!!! Arrived at property and nobody was present to check in. Owner wanted us to go down the street to a different location to check in. He met us at property and said he never received payment which is a lie…… paid for property back in July. Left property and had to find another place last minute because they turned us away. The property is also not as it appears online . This place should not even be available to rent."
United States
Arline
The price is NZ$714
includes taxes & fees
27 Oct - 28 Oct
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Beautiful house on the Harpswell Peninsula over looking Casco Bay
9.6 out of 10, Exceptional, (74)
"Great view, nice property, cool area in Harpswell. Great to stay at if you are in town for Live Well Farm. Lots of rooms, beds, and privacy. "
United States
Lauren B.
Beautiful house on the Harpswell Peninsula over looking Casco Bay
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
9.4 out of 10, Exceptional, (27)
"Perfect base for exploring the mid-coast region. "
United States
Rebecca M.
The price is NZ$827
includes taxes & fees
27 Oct - 28 Oct
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
Fantastic Waterfront Views
9.8 out of 10, Exceptional, (10)
"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 NZ$501
includes taxes & fees
25 Nov - 26 Nov
Fantastic Waterfront Views
Kayakers’ Cabin- “Maine Cabin Masters” remodel.
10.0 out of 10, Exceptional, (54)
"Waking up every morning to see this beautiful lake right outside the window was just wonderful. The cabin was clean, comfortable and cozy. It had everything we needed. Would stay again."
United States
Meg
Kayakers’ Cabin- “Maine Cabin Masters” remodel.
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock
10.0 out of 10, Exceptional, (8)
"Loved our stay. Walking distance to everything. Kids loved the kayaks & dock. We loved having coffee on the harbor every morning. Plenty of room for multiple families. "
United States
Melissa L.
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock
Olde Post Office Cottage at Pemaquid Point
9.6 out of 10, Exceptional, (147)
"As always, the little cottage is perfect! Everything you need to get away and enjoy the beautiful surroundings!! "
United States
Caroline P.
Olde Post Office Cottage at Pemaquid Point
Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access
9.0 out of 10, Wonderful, (48)
"Overall our stay was very enjoyable, the cabin was as advertised and came stocked with toiletries needed for our stay. Just a heads up for those wanting to explore boothbay harbor, parking can be challenging to find so I would recommend if you own E-bikes bringing them for easier transportation around the area. "
United States
Allyson
Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access
Waterfront Cottage in South Bristol w/ private dock and lobster boat views
10.0 out of 10, Exceptional, (112)
"Our family loves this property and the location. We look forward to visiting every year!"
United States
Karen M.
Waterfront Cottage in South Bristol w/ private dock and lobster boat views
Camp Forever cottage
9.6 out of 10, Exceptional, (56)
"Most enjoyed vacation this year.Location was beautiful. "
United States
Debra S.
The price is NZ$486
includes taxes & fees
31 Oct - 1 Nov
Camp Forever cottage
Make Shimmering River Retreat your Maine Coastal getaway!
9.6 out of 10, Exceptional, (40)
"This is our second stay at Shimmering River Retreat. Property is private with a pool and large dock. Jessica quickly responds to any questions. Well equipped home, with the bonus of additional common and sleeping space in the other building. Definitely would recommend for a large group!"
United States
Cynthia M.
Make Shimmering River Retreat your Maine Coastal getaway!
Newly Renovated Cozy Cove Cabin at White Anchor Inn
8.4 out of 10, Very good, (6)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is NZ$785
includes taxes & fees
1 Nov - 2 Nov
Newly Renovated Cozy Cove Cabin at White Anchor Inn
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.
Save an average of 15% on thousands of hotels when you're signed in

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$277 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?

Captain's Guest Room w/private bath & house entrance. Walk to everything.: This holiday home rental outside of Squirrel Island comes with WiFi so that you can feel at home during your trip. Kitchen amenities include an electric kettle to make your meal-planning easier.

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 Burnt Island Living Lighthouse 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.