Oceanfront Rentals in Squirrel Island, ME: Compare 10+ Sites & Save

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  2. Oceanfront Rentals
  3.  USA

  4.  Maine

  5.  Squirrel Island

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178 Best Oceanfront Rentals in Squirrel Island (Starting from $91)

Spruce Point Inn Resort and Spa
Spruce Point Inn Resort and Spa
Resort
Squirrel Island, Maine, USA
2.5k from Squirrel Island center

Cheap, Accommodations, Pools, Resorts, Parking, Spa, Romantic, Pet-friendly, 4-star

55 Bedrooms47 Guests
8.8

Fabulous

134 reviews

$279
Average price / night
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Waterfont Southport, Maine Cottage - Beautifully appointed 3-bedroom getaway
Waterfont Southport, Maine Cottage - Beautifully appointed 3-bedroom getaway
House
Southport, ME, 04576, United States
1.8k from Squirrel Island center

Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, Patio

3 Bedrooms6 Guests
New to Booking
$615
Average price / night
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Oceanfront Cottage with Deck 2 Mi to Boothbay Harbor
Oceanfront Cottage with Deck 2 Mi to Boothbay Harbor
House
West Boothbay Harbor, ME, USA
3.5k from Squirrel Island center

Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals

4 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$406
Average price / night
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Charming Two-Bedroom Ocean-View Cottage in Quiet Southport
Charming Two-Bedroom Ocean-View Cottage in Quiet Southport
Cottage
Southport, ME, 04576, United States
2.1k from Squirrel Island center

Balcony, Fireplace, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
New to Booking
$201
Average price / night
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Linekin Bay Resort
Linekin Bay Resort
Resort
Boothbay Harbor, ME, USA
4.5k from Squirrel Island center

Cheap, Accommodations, Pools, Resorts, Parking, Lodgings, Places to stay, Family, Accessible hotels

27 Bedrooms33 Guests
8.7

Fabulous

179 reviews

$232
Average price / night
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Three Porches by Sea Maine
Three Porches by Sea Maine
House
East Boothbay, ME, 04544, United States
2.2k from Squirrel Island center

Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

6 Bedrooms8 Guests
10.0

Exceptional

14 reviews

$769
Average price / night
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Charming East Boothbay Cottage with Large Yard!
Charming East Boothbay Cottage with Large Yard!
House
East Boothbay, ME, USA
4.6k from Squirrel Island center

Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals

1 Bedroom6 Guests
9.3

Superb

3 reviews

$91
Average price / night
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Ship's Wheel - Charming Ocean View in Ocean Point!
Ship's Wheel - Charming Ocean View in Ocean Point!
Cottage
East Boothbay, ME, 04544, United States
2.3k from Squirrel Island center

Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

23 reviews

$435
Average price / night
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Charming Cottage with Patio, Walk to Boothbay Harbor
Charming Cottage with Patio, Walk to Boothbay Harbor
House
Boothbay Harbor, ME, USA
5.1k from Squirrel Island center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
8.0

Good

2 reviews

$177
Average price / night
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New! A stylish and comfortable home designed for relaxation and convenience!
New! A stylish and comfortable home designed for relaxation and convenience!
House
Boothbay Harbor, ME, 04538, United States
2.4k from Squirrel Island center

Balcony, Dryer, Microwave, No Smoking, TV, Washer

5 Bedrooms10 Guests
New to Booking
$824
Average price / night
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Appalachee Pond Waterfront Cottage
Appalachee Pond Waterfront Cottage
House
Boothbay Harbor, ME, USA
5.6k from Squirrel Island center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
6.7

Good

3 reviews

$159
Average price / night
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Come and enjoy our Boothbay Cottage
Come and enjoy our Boothbay Cottage
Cottage
Boothbay Harbor, ME, 04538, United States
2.4k from Squirrel Island center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

49 reviews

$365
Average price / night
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Knickerbocker Lake Retreat
Knickerbocker Lake Retreat
House
Boothbay, ME, USA
8.9k from Squirrel Island center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family

4 Bedrooms10 Guests
New to Booking
$209
Average price / night
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Oceanfront home incredible ocean views, deck & location
Oceanfront home incredible ocean views, deck & location
House
Boothbay, ME, 04544, United States
2.4k from Squirrel Island center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms8 Guests
9.6

Exceptional

73 reviews

$630
Average price / night
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Ocean Point Colony Home w/ Sunroom & Sweeping Ocean Views, Dog-friendly
Ocean Point Colony Home w/ Sunroom & Sweeping Ocean Views, Dog-friendly
Cottage
East Boothbay, ME, 04544, United States
2.5k from Squirrel Island center

Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking

4 Bedrooms9 Guests
8.8

Fabulous

39 reviews

$722
Average price / night
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Boothbay Open Plan 1- Bedroom Apt. Woods & Water. Southport.
Boothbay Open Plan 1- Bedroom Apt. Woods & Water. Southport.
Apartment
Southport, ME, 04576, United States
2.6k from Squirrel Island center

Balcony, Crib, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

1 Bedroom3 Guests
9.8

Exceptional

6 reviews

$244
Average price / night
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Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace
Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace
Cottage
East Boothbay, ME, 04544, United States
2.6k from Squirrel Island center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry, Living Area

4 Bedrooms10 Guests
9.2

Superb

70 reviews

$669
Average price / night
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Just one block from the Ocean!
Just one block from the Ocean!
Cottage
East Boothbay, ME, 04544, United States
2.6k from Squirrel Island center

Barbecue, Dryer, Extra Bed, Fireplace, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
9.2

Superb

15 reviews

$460
Average price / night
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Ocean Point home, large porch, ocean view, water access
Ocean Point home, large porch, ocean view, water access
Cottage
East Boothbay, ME, 04544, United States
2.7k from Squirrel Island center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms7 Guests
9.2

Superb

21 reviews

$477
Average price / night
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New! Peer over the Tree tops for a stunning view of the ocean!
New! Peer over the Tree tops for a stunning view of the ocean!
House
Boothbay, ME, 04544, United States
2.8k from Squirrel Island center

AC, Balcony, Heater, Internet, Microwave, No Smoking

New to Booking
$459
Average price / night
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Cottage at Island Point; Charming Coastal Retreat
Cottage at Island Point; Charming Coastal Retreat
Cottage
Southport, ME, 04576, United States
2.9k from Squirrel Island center

Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$418
Average price / night
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Waterfront Paradise with Dock, Big Yard, Sundeck & Epic Bay Views | Dog-Friendly
Waterfront Paradise with Dock, Big Yard, Sundeck & Epic Bay Views | Dog-Friendly
Cottage
East Boothbay, ME, 04544, United States
2.9k from Squirrel Island center

Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom3 Guests
9.6

Exceptional

29 reviews

$401
Average price / night
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Charming Cottage: Deepwater Dock, Panoramic Linekin Bay Views, Near Village
Charming Cottage: Deepwater Dock, Panoramic Linekin Bay Views, Near Village
Cottage
East Boothbay, ME, 04544, United States
2.9k from Squirrel Island center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
9.2

Superb

12 reviews

$575
Average price / night
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Miradon Ocean Estate: Expansive Ocean Views
Miradon Ocean Estate: Expansive Ocean Views
House
Southport, ME, 04576, United States
3.0k from Squirrel Island center

Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$1255
Average price / night
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2 Waterfront Cottages in Ocean Point with Dock & Large Yard, Dog friendly
2 Waterfront Cottages in Ocean Point with Dock & Large Yard, Dog friendly
Cottage
East Boothbay, ME, 04544, United States
3.0k from Squirrel Island center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Kitchen, Living Area

3 Bedrooms9 Guests
6.0

Review score

1 reviews

$959
Average price / night
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Stunning oceanfront cottage w/ private deck and Atlantic views
Stunning oceanfront cottage w/ private deck and Atlantic views
House
Southport, ME, 04576, United States
3.1k from Squirrel Island center

Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
8.8

Fabulous

70 reviews

$463
Average price / night
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Cozy & Pet-Friendly Log Cabin with Access to a Private Beach!
Cozy & Pet-Friendly Log Cabin with Access to a Private Beach!
Cabin
Boothbay Harbor, ME, 04538, United States
3.1k from Squirrel Island center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms5 Guests
10.0

Exceptional

25 reviews

$267
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Oceanfront Rentals in Squirrel Island.

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Squirrel Island Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 178 verified oceanfront rentals in Squirrel Island. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Squirrel Island vary depending on the property size, exact beachfront location, and season. Rates typically start from around $91 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Squirrel Island offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Squirrel Island welcome pets. Currently, 21 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Squirrel Island often include features designed for a comfortable coastal stay, such as View, Ocean View, and Oceanfront. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.