Search Vacation Homes in Squirrel Island

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Check prices for these dates

In two weeks
19 Sep - 21 Sep
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov

Vacation Homes in Squirrel Island

2 bedroom 1 bath, large deck and dock, on the water in peaceful cove, Year
Exterior

2 bedroom 1 bath, large deck and dock, on the water in peaceful cove, Year

10.0 out of 10, Exceptional, (27)
"Nice and quiet location but only 10-15 minute ride to downtown and local area attractions."
2 bedroom 1 bath, large deck and dock, on the water in peaceful cove, Year
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor
Terrace/patio

Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor

9.6 out of 10, Exceptional, (40)
"Very clean and had everything we needed for a nice long weekend with our pup in Boothbay Harbor"
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor
Captain's Quarters 2BR Apartment. Walk to Everything!
Property grounds

Captain's Quarters 2BR Apartment. Walk to Everything!

8.6 out of 10, Excellent, (7)
The price is SAR 638
SAR 977 total
includes taxes & fees
25 Sep - 26 Sep
Captain's Quarters 2BR Apartment. Walk to Everything!
Beautiful house on the Harpswell Peninsula over looking Casco Bay
Terrace/patio

Beautiful house on the Harpswell Peninsula over looking Casco Bay

9.6 out of 10, Exceptional, (69)
"I stayed here with my family and sisters, and one of my sisters brought her husband and two children. The house had enough space for all of us to be together and yet have space to ourselves. We had a lovely time. We came for my daughter’s graduation and would recommend this space to anyone."
Beautiful house on the Harpswell Peninsula over looking Casco Bay
Beautiful Oceanfront House- Stunning Water Views
Interior

Beautiful Oceanfront House- Stunning Water Views

9.6 out of 10, Exceptional, (15)
"The Host and his wife were so pleasant and accommodating. We enjoyed watching seals, fish and birds during our visit. Highly recommend."
Beautiful Oceanfront House- Stunning Water Views
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
On the beach

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

10.0 out of 10, Exceptional, (226)
"We had a wonderful stay at this cottage. Great location to explore the surrounding areas."
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Camp Forever cottage
Outdoor dining

Camp Forever cottage

9.6 out of 10, Exceptional, (52)
"Great stay. My husband and I were there for 4 days. Peaceful and quiet. Lovely views. Just perfect for the two of us. Short drive to area sites, businesses and restaurants."
The price is SAR 615
SAR 1,144 total
includes taxes & fees
8 Sep - 9 Sep
Camp Forever cottage
Make Shimmering River Retreat your Maine Coastal getaway!
Fridge, microwave, oven, stovetop

Make Shimmering River Retreat your Maine Coastal getaway!

9.6 out of 10, Exceptional, (37)
"It was a very nice place for a family vacation. There was plenty of room for all of us (10).Yard and inside games provided along with kayaks for the river and a pool."
Make Shimmering River Retreat your Maine Coastal getaway!
Charming 2-bedroom house in small-town neighborhood
Microwave, oven, stovetop, dishwasher

Charming 2-bedroom house in small-town neighborhood

9.0 out of 10, Wonderful, (4)
"Wonderful spot!! Really close to downtown and perfect place for family. Excited to stay again. "
Charming 2-bedroom house in small-town neighborhood
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Exterior

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

9.8 out of 10, Exceptional, (80)
"We had a great stay! Amazing weather and plenty of lobster."
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Oceanfront Retreat with Dock, Boothbay Harbor
Terrace/patio

Oceanfront Retreat with Dock, Boothbay Harbor

2.0 star property
Oceanfront Retreat with Dock, Boothbay Harbor
Downtown Boothbay 3BR – Harbor Views, Private Deck, Walk Everywhere
Dining

Downtown Boothbay 3BR – Harbor Views, Private Deck, Walk Everywhere

Downtown Boothbay 3BR – Harbor Views, Private Deck, Walk Everywhere
Oceanfront Cabin-Castle in Maine Woods
Interior

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (33)
"Place was amazing with an incredible view and fun layout. "
Oceanfront Cabin-Castle in Maine Woods
Quaint Coastal Cottage w/ Deck & High-Speed WiFi - Walk to Town
Dining

Quaint Coastal Cottage w/ Deck & High-Speed WiFi - Walk to Town

8.2 out of 10, Very Good, (23)
"Wonderful stay!"
Quaint Coastal Cottage w/ Deck & High-Speed WiFi - Walk to Town
Beautiful River-View Retreat | Home Office | Walk 5 MInutes to Main Street
TV, books

Beautiful River-View Retreat | Home Office | Walk 5 MInutes to Main Street

9.6 out of 10, Exceptional, (18)
"Nice house, close to great dining and only 5 min to a great grocery store"
Beautiful River-View Retreat | Home Office | Walk 5 MInutes to Main Street
Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!
Property grounds

Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!

8.0 out of 10, Very Good, (15)
"Clean, well maintained, slighly funky in an historical way . Very convenient to great breakfast spots and downtown Bath. Would stay there again."
The price is SAR 300
SAR 654 total
includes taxes & fees
25 Sep - 26 Sep
Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
Property grounds

Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

10.0 out of 10, Exceptional, (103)
"Adorable place, roomy, quiet, upscale yet felt just like home. Will definitely stay again! "
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
Charming cottage near the beach with balcony, deck, grill, fireplace - dogs OK
Fridge, microwave, oven, stovetop

Charming cottage near the beach with balcony, deck, grill, fireplace - dogs OK

9.2 out of 10, Wonderful, (10)
"This was a wonderful place to stay!"
Charming cottage near the beach with balcony, deck, grill, fireplace - dogs OK
Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer
Fridge, microwave, oven, stovetop

Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer

2.0 star property
10.0 out of 10, Exceptional, (27)
"Beautiful location, comfortable beds and wonderful linens. This place was wonderful"
Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer
Fantastic Waterfront Views
3 bedrooms, WiFi

Fantastic Waterfront Views

9.8 out of 10, Exceptional, (8)
"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. "
The price is SAR 985
SAR 1,641 total
includes taxes & fees
12 Sep - 13 Sep
Fantastic Waterfront Views
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

Flagship Inn and Suites

Flagship Inn and Suites

10/10 Excellent
"It wasn’t a fancy place, but they had a heated pool, even though the Jacuzzi was empty, and a nice breakfast the next day"
Gail 1-night trip
Posted 7 days ago
Flagship Inn and Suites
Newagen Seaside Inn

Newagen Seaside Inn

10/10 Excellent
"Cozy inn. Beautiful property. Such nice employees. Very relaxing stay. "
Diana 2-night trip
Posted 2 weeks ago
Newagen Seaside Inn