The Best Vacation Rentals in Paddleworks

Prepare to Relax and Experience Family Fun – The Best Vacations Happen in a Vacation Rental

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From US $669

         

10.0 (55 Reviews)

Cottage

THIS IS THE PLACE - Intimate luxury cottage w massive oceanfront steam room

• Parking
• Pet Friendly
• View

• Maine
• Bailey Island

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From US $648

         

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New

House

Clark Cove

• View
• Private Beach
• Ocean View

• Maine
• Harpswell

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From US $326

         

New

Hotel

BAILEY ISLAND MOTEL

• Air Conditioner
• Parking
• Pool

• Maine
• Mid-Coast and Islands

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From US $245

         

9.6 (89 Reviews)

House

Shady Potts Point Cottage Cooled by Ocean Breezes

• Parking
• Pet Friendly
• TV

• Maine
• Mid-Coast and Islands

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From US $635

         

|

New

House

Harpswell Beach House

• Parking
• Pet Friendly
• View

• Maine
• Harpswell

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From US $163

         

9.8 (61 Reviews)

Apartment

Cozy Efficiency with Beautiful Ocean Views

• Air Conditioner
• Parking
• Pet Friendly

• Maine
• Orrs Island

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From US $405

         

|

New

House

Charming Retreat with Deck about 4 Mi From Casco Bay!

• Parking
• View
• Accessibility

• Maine
• Orrs Island

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From US $434

         

9.8 (93 Reviews)

House

Morningside. Waterfront home with seasonal dock and float, Pet friendly!

• Parking
• Pet Friendly
• TV

• Maine
• Harpswell

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From US $197

         

|

New

House

Betty's Place - Cozy ocean front getaway with views of Casco Bay

• Air Conditioner
• Parking
• View

• Maine
• Orrs Island

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From US $354

         

10.0 (232 Reviews)

House

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

• Air Conditioner
• Parking
• TV

• Maine
• Mid-Coast and Islands

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From US $790

         

10.0 (104 Reviews)

Cottage

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

• Air Conditioner
• Parking
• Pet Friendly

• Maine
• Bailey Island

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From US $208

         

10.0 (82 Reviews)

Cottage

Beaches, Boating, Cool Ocean Breezes, Trails & Incredible Views! Max 2 people.

• Air Conditioner
• Parking
• TV

• Maine
• Mid-Coast and Islands

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From US $409

         

10.0 (53 Reviews)

House

Spacious 3 Bedroom, 2 bath, new home, ocean views, close to Maine seafood!

• Air Conditioner
• Parking
• TV

• Maine
• Orrs Island

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From US $725

         

10.0 (50 Reviews)

House

Sunrise Catcher with a Panoramic View!

• Air Conditioner
• Parking
• TV

• Maine
• Harpswell

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From US $310

         

10.0 (35 Reviews)

Apartment

The Beach House Bailey Island Maine

• Parking
• TV
• View

• Maine
• Mid-Coast and Islands

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From US $624

         

10.0 (23 Reviews)

Cottage

Rose Cottage Oceanfront with Private Dock

• Air Conditioner
• Parking
• TV

• Harpswell
• Harpswell Center

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From US $316

         

10.0 (17 Reviews)

Cottage

The Little House - Gorgeous Views of Lowell's Cove and Casco Bay

• Parking
• TV
• Balcony/Terrace

• Maine
• Orrs Island

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From US $278

         

10.0 (17 Reviews)

Apartment

Enjoy breathtaking sunsets from this newly renovated studio on Bailey Island

• Air Conditioner
• Parking
• TV

• Maine
• Mid-Coast and Islands

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From US $750

         

10.0 (16 Reviews)

House

The Overlook- Enjoy stunning sunsets from this well-appointed Bailey Isl home

• TV
• View
• Ocean View

• Maine
• Mid-Coast and Islands

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From US $476

         

10.0 (15 Reviews)

House

Sea Spray - Beautiful 2BR, 1BA cottage with expansive views of Casco Bay

• Air Conditioner
• Parking
• TV

• Maine
• Mid-Coast and Islands

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From US $341

         

10.0 (11 Reviews)

Cottage

Great location on Bailey Island

• Air Conditioner
• Parking
• TV

• Maine
• Mid-Coast and Islands

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From US $488

         

10.0 (6 Reviews)

House

The Beach Rose - 3BR, 2BA home perched overlooking picturesque Mackerel Cove

• Parking
• TV
• View

• Maine
• Bailey Island

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From US $563

         

10.0 (4 Reviews)

Cottage

Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches

• Parking
• TV
• View

• Maine
• Mid-Coast and Islands

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From US $359

         

10.0 (4 Reviews)

House

Coastal Retreat Near Beach w/Ocean Views !

• Air Conditioner
• Parking
• Pet Friendly

• Maine
• Mid-Coast and Islands

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★ Pro Tip: Vacationsrental makes it easy to compare the best listings on Vacationsrental homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Vacationsrental homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Paddleworks.