Owner Direct Vacation Rentals in Paddleworks

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  4.  Maine
  5.  Orrs Island
  6.  Paddleworks

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253 Paddleworks Vacation Homes From $179

Looking for the ideal vacation rental in Paddleworks? Discover an extensive gallery of private rentals offering space, comfort, and authentic local character. Owner Direct simplifies your search by matching you with verified property options.

Betty's Place - Cozy ocean front getaway with views of Casco Bay
Betty's Place - Cozy ocean front getaway with views of Casco Bay
House
Orrs Island, ME, USA
0.7k from Paddleworks center

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

1 Bedroom4 Guests
New to Booking
$196
Average price / night
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Cozy oceanfront cottage on Orr's Island
Cozy oceanfront cottage on Orr's Island
Cottage
Harpswell, ME, 04066, United States
0.1k from Paddleworks center

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

1 Bedroom2 Guests
10.0

Exceptional

5 reviews

$359
Average price / night
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Charming Retreat with Deck about 4 Mi From Casco Bay!
Charming Retreat with Deck about 4 Mi From Casco Bay!
House
Orrs Island, ME, USA
1.2k from Paddleworks center

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

4 Bedrooms6 Guests
New to Booking
$405
Average price / night
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Charming, comfortable 2  Bedroom, One Bath, home, gorgeous views of Lowell's Cove--A great homeba...
Charming, comfortable 2 Bedroom, One Bath, home, gorgeous views of Lowell's Cove--A great homeba...
House
Orr's Island, ME, 04066, United States
0.3k from Paddleworks center

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

2 Bedrooms2 Guests
9.6

Exceptional

5 reviews

$321
Average price / night
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Clark Cove
Clark Cove
House
ME, USA
3.2k from Paddleworks center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

2 Bedrooms7 Guests
New to Booking
$648
Average price / night
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Watch sunrises and enjoy views of Lowell's Cove.
Watch sunrises and enjoy views of Lowell's Cove.
House
Orrs Island, ME, 04066, United States
0.3k from Paddleworks center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

3 Bedrooms7 Guests
10.0

Exceptional

3 reviews

$611
Average price / night
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Harpswell Beach House
Harpswell Beach House
House
West Harpswell, ME, USA
3.7k from Paddleworks center

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

3 Bedrooms8 Guests
New to Booking
$635
Average price / night
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Cozy Efficiency with Beautiful Ocean Views
Cozy Efficiency with Beautiful Ocean Views
Apartment
Orrs Island, ME, 04066, United States
0.4k from Paddleworks center

AC, Extra Bed, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

1 Bedroom4 Guests
9.8

Exceptional

61 reviews

$179
Average price / night
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Oceanfront Studio with Private Dock in Harpswell!
Oceanfront Studio with Private Dock in Harpswell!
Apartment
Dyer Cove, ME, USA
5.3k from Paddleworks center

Apartments, Accommodations, Parking, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$328
Average price / night
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Architectural Lighthouse
Architectural Lighthouse
House
Orrs Island, ME, 04066, United States
0.4k from Paddleworks center

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

6 Bedrooms10 Guests
10.0

Exceptional

62 reviews

$600
Average price / night
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Tide's Edge
Tide's Edge
House
Cundys Harbor, ME, USA
6.3k from Paddleworks center

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

4 Bedrooms10 Guests
New to Booking
$2069
Average price / night
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Lowell's Getaway.  Kayaking, beaches, dining and AC from this water view home.
Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.
House
Harpswell, ME, 04066, United States
0.4k from Paddleworks center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.8

Exceptional

42 reviews

$507
Average price / night
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Casco Breeze
Casco Breeze
House
North Harpswell, ME, USA
7.2k from Paddleworks center

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

2 Bedrooms4 Guests
9.1

Superb

9 reviews

$582
Average price / night
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Oceans Edge Private Home
Oceans Edge Private Home
House
Harpswell, ME, 04066, United States
0.4k from Paddleworks center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms1 Guest
10.0

Exceptional

1 reviews

$1155
Average price / night
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Harpswell Retreat
Harpswell Retreat
House
Cundys Harbor, ME, USA
8.0k from Paddleworks center

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

2 Bedrooms4 Guests
7.8

Good

6 reviews

$593
Average price / night
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The Little House - Gorgeous Views of Lowell's Cove and Casco Bay
The Little House - Gorgeous Views of Lowell's Cove and Casco Bay
Cottage
Orrs Island, ME, 04066, United States
0.4k from Paddleworks center

Barbecue, Free Parking, Heater, Kitchen, Microwave, No Smoking, Outdoor Space, TV

3 Bedrooms5 Guests
10.0

Exceptional

17 reviews

$411
Average price / night
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Private Waterfront Access, 1890s Cottage, Thoughtfully Renovated, Curated Design
Private Waterfront Access, 1890s Cottage, Thoughtfully Renovated, Curated Design
Cottage
Harpswell, ME, 04066, United States
0.5k from Paddleworks center

Heater, No Smoking

5 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$810
Average price / night
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Spacious 5 bedroom home just a short walk to local beach and ocean views from the upper decks!
Spacious 5 bedroom home just a short walk to local beach and ocean views from the upper decks!
House
Orrs Island, ME, 04066, United States
0.5k from Paddleworks center

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

5 Bedrooms11 Guests
9.4

Superb

13 reviews

$687
Average price / night
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Lowell's Cove Cottage - Quaint 2BR Cottage short walk away from Lowell's Cove
Lowell's Cove Cottage - Quaint 2BR Cottage short walk away from Lowell's Cove
Cottage
Orrs Island, ME, 04066, United States
0.5k from Paddleworks center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
9.6

Exceptional

24 reviews

$344
Average price / night
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Private Water Access and Dock, Amazing Sunsets and Ocean Views in Historic House
Private Water Access and Dock, Amazing Sunsets and Ocean Views in Historic House
Cottage
Orr's Island, ME, 04066, United States
0.6k from Paddleworks center

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

5 Bedrooms14 Guests
9.8

Exceptional

30 reviews

$643
Average price / night
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A quintessential Maine cottage experience, captivating guests of all ages
A quintessential Maine cottage experience, captivating guests of all ages
Cottage
Orr's Island, ME, 04066, United States
0.6k from Paddleworks center

Barbecue, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

8 Bedrooms14 Guests
9.4

Superb

20 reviews

$846
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental 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 Vacation Rentals in Paddleworks.

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From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Paddleworks. If you plan on staying in the Paddleworks area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Paddleworks

You can explore 253 verified vacation rentals in Paddleworks. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Paddleworks vary depending on the season, property size, and location. Rates typically start from around $179 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Paddleworks include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Paddleworks welcome pets. Currently, 24 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it's recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Paddleworks often include amenities such as Fireplace/Heating, Internet, and Balcony/Terrace. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.