Squirrel Island Vacation Rentals

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

    Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

    OneKeyCash

    Earn OneKeyCash on all your eligible bookings

    Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Tonight
Oct 26 - Oct 27
Tomorrow
Oct 27 - Oct 28
Next weekend
Oct 31 - Nov 2
In two weeks
Nov 7 - Nov 9

Vacation Rentals in Squirrel Island

On the beach
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
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
Property grounds
Captain's Guest Room w/private bath & house entrance. Walk to everything.
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.
$144 nightly
The price is $157
Oct 28 - Oct 29
Total with taxes and fees
Captain's Guest Room w/private bath & house entrance. Walk to everything.
Fridge, microwave, oven, stovetop
1 room luxury ocean front studio cottage
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
Interior
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
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
Terrace/patio
Beautiful house on the Harpswell Peninsula over looking Casco Bay
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
Property grounds
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
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
Interior
Oceanfront Cabin-Castle in Maine Woods
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
Fridge, microwave, oven, stovetop
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
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
Terrace/patio
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
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
$377 nightly
The price is $411
Oct 27 - Oct 28
Total with taxes and fees
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
3 bedrooms, WiFi
Fantastic Waterfront Views
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.
$273 nightly
The price is $288
Nov 16 - Nov 17
Total with taxes and fees
Fantastic Waterfront Views
Living area
Beautiful Oceanfront House- Stunning Water Views
Beautiful Oceanfront House- Stunning Water Views
9.6 out of 10, Exceptional, (21)
"We loved our stay! Gorgeous view, lots of thoughtful little amenities. The home was extremely clean and the host was just lovely. "
United States
Catherine O.
Beautiful Oceanfront House- Stunning Water Views
Outdoor dining
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
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.
$436 nightly
The price is $475
Oct 27 - Oct 28
Total with taxes and fees
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers
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
Fridge, microwave, oven, stovetop
Kayakers’ Cabin- “Maine Cabin Masters” remodel.
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.
Exterior
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock
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
Internet, bed sheets
Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access
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
Exterior
Waterfront Cottage in South Bristol w/ private dock and lobster boat views
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
Outdoor dining
Camp Forever cottage
Camp Forever cottage
9.6 out of 10, Exceptional, (56)
"Most enjoyed vacation this year.Location was beautiful. "
United States
Debra S.
$256 nightly
The price is $279
Oct 31 - Nov 1
Total with taxes and fees
Camp Forever cottage
Fridge, microwave, oven, stovetop
Make Shimmering River Retreat your Maine Coastal getaway!
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!
Terrace/patio
Newly Renovated Cozy Cove Cabin at White Anchor Inn
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.
$414 nightly
The price is $451
Nov 2 - Nov 3
Total with taxes and fees
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.
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

Days Inn by Wyndham Brunswick Bath Area

Days Inn by Wyndham Brunswick Bath Area

10/10 Excellent
"Great location, friendly staff, easy check in. "
Gina 2-night trip
Posted 2 days ago
Days Inn by Wyndham Brunswick Bath Area

Find out more about Squirrel Island

Everything you need to know about Squirrel Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Squirrel Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Squirrel Island vacation 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 low season months. For more hustle and bustle, you may prefer to visit Squirrel Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $157 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Squirrel Island rentals

At Expedia, we put the best Squirrel Island vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Captain's Guest Room w/private bath & house entrance. Walk to everything.: This vacation home rental near Squirrel Island comes with WiFi so 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 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.