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Squirrel Island Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Squirrel Island vacation rentals

A treehouse with a wooden staircase and a small building with a colorful mural.

1. Perfect stopover, getaway, base to explore the area, or to simply stay in town.

Perfect stopover, getaway, base to explore the area, or to simply stay in town.
Bath
8.0 out of 10, Very good, (31 reviews)
"A charming, quiet, and clean room with separate bathroom close to everything downtown. Felt a bit like staying at my grandparent’s house in a good way - it’s very homey. Dmitri is very nice and communication was thorough and easy!"
United States
Esther
$163 nightly
The price is $177
Oct 16 - Oct 17
Total with taxes and fees
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
A compact kitchen with a dining table, two chairs, a sofa, a lamp, and a refrigerator.

2. 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
$325 nightly
The price is $354
Oct 17 - Oct 18
Total with taxes and fees
Across the road from Pemaquid Beach — quiet wooded king-bed cabin
A narrow hallway with a window on the right, leading to a room with a visible door.

3. Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
9.8 out of 10, Exceptional, (13 reviews)
"Great location! We spent very little time in the room, but it was a great place to come back and crash! "
United States
Kristina M.
$203 nightly
The price is $221
Oct 18 - Oct 19
Total with taxes and fees
Modern style in historic building in downtown Bath
A wooden deck with a glass door leading to a room.

4. Tiny Cottage Near Everything 10

Tiny Cottage Near Everything 10
Edgecomb
9.0 out of 10, Wonderful, (6 reviews)
"Great location awesome place to take it easy for a few"
United States
Gene
$211 nightly
The price is $213
Oct 20 - Oct 21
Total with taxes and fees
Tiny Cottage Near Everything 10
A white two-story house with a symmetrical facade, a central entrance, and a small porch.

5. Historic Bath's, Home Away from Home

Historic Bath's, Home Away from Home
Bath
9.0 out of 10, Wonderful, (4 reviews)
"My husband and I stayed at this property with our adult daughter and found it to be a quiet and comfortable place. It was very convenient to the downtown area and waterfront; within walking distance for those who do not have any disabilities, but adequate parking for anyone needing to use a car also."
United States
Roberta M.
$313 nightly
The price is $342
Oct 28 - Oct 29
Total with taxes and fees
Historic Bath's, Home Away from Home
A wooden staircase with a wooden railing, surrounded by green foliage.

6. 1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!

1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
Bath
8.2 out of 10, Very good, (21 reviews)
"Cute but aging small space, Near attractions"
United States
michael
$164 nightly
The price is $179
Oct 18 - Oct 19
Total with taxes and fees
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A patio with a round glass table and two chairs, overlooking a grassy area with trees.

7. 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, (16 reviews)
"Great stay! Pet friendly, super responsive host and excellent location!"
United States
Cassie M.
$488 nightly
The price is $531
Oct 16 - Oct 17
Total with taxes and fees
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
A two-story house with a covered porch, a garage, and a front yard with potted plants.

8. 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, (174 reviews)
"What a beautiful place to stay. Jeff and Susan made your stay a very special experience."
United States
DENESE
$115 nightly
The price is $125
Nov 3 - Nov 4
Total with taxes and fees
Large suite/private bath/private entrance on quiet street near Thomas Bay
A garden with hydrangea flowers, a wooden chair, and a "NO PARKING" sign.

9. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor, 2-Story Cottage, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (31 reviews)
"Location, location, location! We stayed for 4 days and didn't have to drive ONCE. David was easy to communicate with and very helpful. House was clean and comfortable. Would definitely stay again!"
United States
Justin T.
$337 nightly
The price is $367
Oct 19 - Oct 20
Total with taxes and fees
Boothbay Harbor, 2-Story Cottage, downtown
A kitchen with a large island, two bar stools, wooden cabinets, a red refrigerator, and a view of the outdoors through large windows.

10. Spacious 1 Bedroom Cottage Close to Everything 5

Spacious 1 Bedroom Cottage Close to Everything 5
Edgecomb
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful, clean, small cottage close to the coast, shopping and dining."
United States
Theresa
$214 nightly
The price is $225
Nov 9 - Nov 10
Total with taxes and fees
Spacious 1 Bedroom Cottage Close to Everything 5
A fenced garden area with a wooden gate, surrounded by greenery and trees.

11. 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.
$538 nightly
The price is $586
Oct 16 - Oct 17
Total with taxes and fees
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
A coastal area with a beach, forested land, and a few buildings.

12. 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, (22 reviews)
"The cabin was perfect; the location even better, and the hosts were everything you could wish for."
United States
Mia
Across the road from Pemaquid Beach — wooded king-bed cabin for couples
A wooden cabin interior with a loft bedroom, a kitchen area, and a dining space.

13. Cheerful Cottage with Loft 9

Cheerful Cottage with Loft 9
Edgecomb
10.0 out of 10, Exceptional, (5 reviews)
"Immaculate, very cute - “tiny cottage”We loved it!"
United States
Daniel B.
$224 nightly
The price is $236
Nov 2 - Nov 3
Total with taxes and fees
Cheerful Cottage with Loft 9
A cozy living room with a wooden ceiling, a white sofa, a coffee table, and a dark armchair.

14. A Spacious Vacation Cottage in Sheepscot Harbour

A Spacious Vacation Cottage in Sheepscot Harbour
Edgecomb
10.0 out of 10, Exceptional, (71 reviews)
"Great place and great restaurants."
United States
Julie D.
$268 nightly
The price is $292
Oct 25 - Oct 26
Total with taxes and fees
A Spacious Vacation Cottage in Sheepscot Harbour
A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

15. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (12 reviews)
"The location and views from the cottage are quintessential coastal Maine. Small community with lobster pound and Maine Oyster Company across the street. John is a welcoming host and eager to make sure you enjoy your stay. The cottage is great for 2 people, equipped with the basics and has a great deck to enjoy the views. Planning to return next year. Great spot!"
United States
Rebecca
$203 nightly
The price is $215
Nov 1 - Nov 2
Total with taxes and fees
Mid Coast Getaway w/ water views
A lakeside deck with four blue Adirondack chairs, a canoe, and a paddleboard.

16. Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law

Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law
Boothbay Harbor
10.0 out of 10, Exceptional, (126 reviews)
"A delightful, restful place to come home to after our daytime adventures. Wendy was great to work with"
United States
jennifer r.
$315 nightly
The price is $343
Nov 1 - Nov 2
Total with taxes and fees
Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law
A small cabin with a wooden deck, surrounded by trees in a wooded area.

17. Spacious 1 Bedroom Cottage Close to Everything 3

Spacious 1 Bedroom Cottage Close to Everything 3
Edgecomb
9.6 out of 10, Exceptional, (18 reviews)
"Great central location"
United States
Bruce O.
$258 nightly
The price is $273
Nov 9 - Nov 10
Total with taxes and fees
Spacious 1 Bedroom Cottage Close to Everything 3
A coastal landscape with a beach, forested area, and a small cluster of buildings.

18. 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, (7 reviews)
"Perfect location! Family friendly and a comfortable 3 night stay for the first part of our Mid-Coast Maine adventure! Love this area. Such a gem."
United States
Janelle H.
Across the road from Pemaquid Beach — 2-bedroom seasonal family cottage
A wooden staircase leading to a stone entrance of a building surrounded by trees.

19. Fully Renovated "Saltbox" Home in Boothbay

Fully Renovated "Saltbox" Home in Boothbay
Boothbay
Fully Renovated "Saltbox" Home in Boothbay
A large industrial facility with multiple cranes and a prominent American flag.

20. Top floor loft apartment in downtown Bath

Top floor loft apartment in downtown Bath
Bath
9.4 out of 10, Exceptional, (8 reviews)
"Great location!"
United States
James E.
$213 nightly
The price is $232
Nov 9 - Nov 10
Total with taxes and fees
Top floor loft apartment in downtown Bath
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

Tugboat Inn

Tugboat Inn

10/10 Excellent
"Our room was very clean and the staff were wonderful! Will definitely stay there again, if ever back in the area!"
Valerie 2-night trip
Posted 7 hours ago
Tugboat Inn

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 $125 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?

Spacious Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach: This vacation home near Squirrel Island is located on the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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 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.