Vacation rentals in Squirrel Island, ME

155 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Squirrel Island, ME

Hidden Gem Retreat - Squirrel Island, ME

Hidden Gem Retreat

Holiday Home, Squirrel Island

Hidden Gem Retreat is a holiday home in Squirrel Island, with parking and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Hidden Gem Retreat

Hidden Gem Retreat is a holiday home in Squirrel Island, with parking and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, paid parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,533.

From$292/night
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Hammond Hideaway - Squirrel Island, ME

Hammond Hideaway

Holiday Home, Squirrel Island

Hammond Hideaway is a holiday home in Squirrel Island, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Hammond Hideaway

Hammond Hideaway is a holiday home in Squirrel Island, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,924.

From$338/night
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Waterfront tiny house cottage! Nautical, kayaks to use! - Squirrel Island, ME

Waterfront tiny house cottage! Nautical, kayaks to use!

Cottage, Squirrel Island

Waterfront tiny house cottage! Nautical, kayaks to use! is a cottage in Squirrel Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Waterfront tiny house cottage! Nautical, kayaks to use!

Waterfront tiny house cottage! Nautical, kayaks to use! is a cottage in Squirrel Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,587.

From$143/night
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Hove To - Downstairs - Close to Downtown Boothbay Harbor! - Squirrel Island, ME

Hove To - Downstairs - Close to Downtown Boothbay Harbor!

Apartment, Squirrel Island

Hove To - Downstairs - Close to Downtown Boothbay Harbor! is a apartment in Squirrel Island, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable…

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About Hove To - Downstairs - Close to Downtown Boothbay Harbor!

Hove To - Downstairs - Close to Downtown Boothbay Harbor! is a apartment in Squirrel Island, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,634.

From$145/night
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Browse Waterfront Vacation Rentals in Squirrel Island, ME

Discover vacation rentals close to the coast, water, and beach areas around Squirrel Island, ME.

Sunny coastal retreat with deck, grill, beach, dock, & ocean access - Squirrel Island, ME

Sunny coastal retreat with deck, grill, beach, dock, & ocean access

Holiday Home, Squirrel Island

Sunny coastal retreat with deck, grill, beach, dock, & ocean access is a holiday home in Squirrel Island, with easy beach access, outdoor space, and parking. This stay gives travelers a…

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About Sunny coastal retreat with deck, grill, beach, dock, & ocean access

Sunny coastal retreat with deck, grill, beach, dock, & ocean access is a holiday home in Squirrel Island, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,344.

From$233/night
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Puffin Perch - Waterfront Apartment on Linekin Bay - Fire Pit & Dock Access - Squirrel Island, ME

Puffin Perch - Waterfront Apartment on Linekin Bay - Fire Pit & Dock Access

Apartment, Squirrel Island

Puffin Perch - Waterfront Apartment on Linekin Bay - Fire Pit & Dock Access is a apartment in Squirrel Island, with easy beach access, parking, and kitchen access. This stay gives travelers…

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About Puffin Perch - Waterfront Apartment on Linekin Bay - Fire Pit & Dock Access

Puffin Perch - Waterfront Apartment on Linekin Bay - Fire Pit & Dock Access is a apartment in Squirrel Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,554.

From$258/night
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Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away - Squirrel Island, ME

Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away

Cabin, Squirrel Island

Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away is a cabin in Squirrel Island, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away

Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away is a cabin in Squirrel Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,567.

From$265/night
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Year Round Charming & Cozy Cottage at Ocean Point - Squirrel Island, ME

Year Round Charming & Cozy Cottage at Ocean Point

Cottage, Squirrel Island

Year Round Charming & Cozy Cottage at Ocean Point is a cottage in Squirrel Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Year Round Charming & Cozy Cottage at Ocean Point

Year Round Charming & Cozy Cottage at Ocean Point is a cottage in Squirrel Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,721.

From$293/night
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Best Squirrel Island, ME vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Charming, single-level getaway with a full kitchen, fast WiFi, & grassy yard - Squirrel Island, ME

Charming, single-level getaway with a full kitchen, fast WiFi, & grassy yard

Holiday Home, Squirrel Island

Charming, single-level getaway with a full kitchen, fast WiFi, & grassy yard is a holiday home in Squirrel Island, with parking and kitchen access. This stay gives travelers a comfortable…

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About Charming, single-level getaway with a full kitchen, fast WiFi, & grassy yard

Charming, single-level getaway with a full kitchen, fast WiFi, & grassy yard is a holiday home in Squirrel Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,938.

From$195/night
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Seaside Cottage on a wharf in a fishing village - Squirrel Island, ME

Seaside Cottage on a wharf in a fishing village

Holiday Home, Squirrel Island

Seaside Cottage on a wharf in a fishing village is a holiday home in Squirrel Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Seaside Cottage on a wharf in a fishing village

Seaside Cottage on a wharf in a fishing village is a holiday home in Squirrel Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,013.

From$235/night
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Blue Lagoon Escape Unit-A - Squirrel Island, ME

Blue Lagoon Escape Unit-A

Holiday Home, Squirrel Island

Blue Lagoon Escape Unit-A is a holiday home in Squirrel Island, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Blue Lagoon Escape Unit-A

Blue Lagoon Escape Unit-A is a holiday home in Squirrel Island, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, paid parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,138.

From$244/night
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Sebenoa Retreat at Sprucewold - Squirrel Island, ME

Sebenoa Retreat at Sprucewold

Holiday Home, Squirrel Island

Sebenoa Retreat at Sprucewold is a holiday home in Squirrel Island, with parking and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Sebenoa Retreat at Sprucewold

Sebenoa Retreat at Sprucewold is a holiday home in Squirrel Island, with parking and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,793.

From$331/night
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Best Pet-Friendly Vacation Rentals in Squirrel Island, ME

Bring your pet along with stays that welcome four-legged travelers.

Picturesque Waterfront Cottage Near Reid State Park - Squirrel Island, ME

Picturesque Waterfront Cottage Near Reid State Park

Cottage, Squirrel Island

Picturesque Waterfront Cottage Near Reid State Park is a cottage in Squirrel Island, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable…

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About Picturesque Waterfront Cottage Near Reid State Park

Picturesque Waterfront Cottage Near Reid State Park is a cottage in Squirrel Island, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,326.

From$263/night
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Cottage in Boothbay Harbor - Dock Access, Tennis, Linekin Bay - Squirrel Island, ME

Cottage in Boothbay Harbor - Dock Access, Tennis, Linekin Bay

Cottage, Squirrel Island

Cottage in Boothbay Harbor - Dock Access, Tennis, Linekin Bay is a cottage in Squirrel Island, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a…

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About Cottage in Boothbay Harbor - Dock Access, Tennis, Linekin Bay

Cottage in Boothbay Harbor - Dock Access, Tennis, Linekin Bay is a cottage in Squirrel Island, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,686.

From$269/night
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Hove To - Whole Home - Close to Downtown Boothbay Harbor! - Squirrel Island, ME

Hove To - Whole Home - Close to Downtown Boothbay Harbor!

Holiday Home, Squirrel Island

Hove To - Whole Home - Close to Downtown Boothbay Harbor! is a holiday home in Squirrel Island, with pet-friendly space, easy beach access, and parking. This stay gives travelers a…

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About Hove To - Whole Home - Close to Downtown Boothbay Harbor!

Hove To - Whole Home - Close to Downtown Boothbay Harbor! is a holiday home in Squirrel Island, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,240.

From$318/night
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Cozy Cottage and Bunkhouse right at the Water`s Edge - Squirrel Island, ME

Cozy Cottage and Bunkhouse right at the Water`s Edge

Holiday Home, Squirrel Island

Cozy Cottage and Bunkhouse right at the Water`s Edge is a holiday home in Squirrel Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Cozy Cottage and Bunkhouse right at the Water`s Edge

Cozy Cottage and Bunkhouse right at the Water`s Edge is a holiday home in Squirrel Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,373.

From$335/night
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Best Squirrel Island, ME vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

Fully Renovated \"Saltbox\" Home in Boothbay - Squirrel Island, ME

Fully Renovated \"Saltbox\" Home in Boothbay

Holiday Home, Squirrel Island

Fully Renovated \"Saltbox\" Home in Boothbay is a holiday home in Squirrel Island, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Fully Renovated \"Saltbox\" Home in Boothbay

Fully Renovated \"Saltbox\" Home in Boothbay is a holiday home in Squirrel Island, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,470.

From$252/night
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Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer - Squirrel Island, ME

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

Holiday Home, Squirrel Island

Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer is a holiday home in Squirrel Island, with parking and kitchen access. This stay gives travelers a comfortable base for…

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

Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer is a holiday home in Squirrel Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,503.

From$255/night
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Classic Boathouse - 2BD Waterfront Cottage - Dock & Float Access - Squirrel Island, ME

Classic Boathouse - 2BD Waterfront Cottage - Dock & Float Access

Cottage, Squirrel Island

Classic Boathouse - 2BD Waterfront Cottage - Dock & Float Access is a cottage in Squirrel Island, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a…

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About Classic Boathouse - 2BD Waterfront Cottage - Dock & Float Access

Classic Boathouse - 2BD Waterfront Cottage - Dock & Float Access is a cottage in Squirrel Island, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,341.

From$344/night
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Come and enjoy our Boothbay Cottage - Squirrel Island, ME

Come and enjoy our Boothbay Cottage

Cottage, Squirrel Island

Come and enjoy our Boothbay Cottage is a cottage in Squirrel Island, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Come and enjoy our Boothbay Cottage

Come and enjoy our Boothbay Cottage is a cottage in Squirrel Island, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,327.

From$386/night
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Our Favorite Family-Friendly Vacation Rentals in Squirrel Island, ME

Plan a trip with stays that give families more room to spread out.

McFarland's Pond Cottage - Waterfront - West Harbor Pond! - Squirrel Island, ME

McFarland's Pond Cottage - Waterfront - West Harbor Pond!

Cottage, Squirrel Island

McFarland's Pond Cottage - Waterfront - West Harbor Pond! is a cottage in Squirrel Island, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable…

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About McFarland's Pond Cottage - Waterfront - West Harbor Pond!

McFarland's Pond Cottage - Waterfront - West Harbor Pond! is a cottage in Squirrel Island, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,652.

From$256/night
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Stunning log cabin with fireplace & nature views - near shopping & dining - Squirrel Island, ME

Stunning log cabin with fireplace & nature views - near shopping & dining

Cabin, Squirrel Island

Stunning log cabin with fireplace & nature views - near shopping & dining is a cabin in Squirrel Island, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Stunning log cabin with fireplace & nature views - near shopping & dining

Stunning log cabin with fireplace & nature views - near shopping & dining is a cabin in Squirrel Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,643.

From$270/night
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Oceanfront Cottage Southport 3 BR 2BA, Handicapped Accessible - Squirrel Island, ME

Oceanfront Cottage Southport 3 BR 2BA, Handicapped Accessible

Cottage, Squirrel Island

Oceanfront Cottage Southport 3 BR 2BA, Handicapped Accessible is a cottage in Squirrel Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About Oceanfront Cottage Southport 3 BR 2BA, Handicapped Accessible

Oceanfront Cottage Southport 3 BR 2BA, Handicapped Accessible is a cottage in Squirrel Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,471.

From$278/night
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Ocean Point-4 bedrooms, 2 full baths - \"Peace Restored\" - Squirrel Island, ME

Ocean Point-4 bedrooms, 2 full baths - \"Peace Restored\"

Cottage, Squirrel Island

Ocean Point-4 bedrooms, 2 full baths - \"Peace Restored\" is a cottage in Squirrel Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Ocean Point-4 bedrooms, 2 full baths - \"Peace Restored\"

Ocean Point-4 bedrooms, 2 full baths - \"Peace Restored\" is a cottage in Squirrel Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,626.

From$293/night
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