Vacation Rentals in Cobwork Bridge, ME: Compare 10+ Sites & Save

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217 Best Vacation Rentals in Cobwork Bridge (Starting from $125)

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
2.2k from Cobwork Bridge 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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Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage
Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage
Cottage
Bailey Island, ME, 04003, United States
0.1k from Cobwork Bridge center

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

3 Bedrooms5 Guests
9.8

Exceptional

12 reviews

$482
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
2.8k from Cobwork Bridge 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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Panoramic Oceanfront Views Of Garrison Cove, Wills Gut And Casco Bay
Panoramic Oceanfront Views Of Garrison Cove, Wills Gut And Casco Bay
House
Harpswell, ME, 04103, United States
0.1k from Cobwork Bridge center

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

5 Bedrooms10 Guests
9.8

Exceptional

158 reviews

$942
Average price / night
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Harpswell Beach House
Harpswell Beach House
House
West Harpswell, ME, USA
4.3k from Cobwork Bridge 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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Amazing Views, and Comfortable Spaces in this Well Appointed Island Home
Amazing Views, and Comfortable Spaces in this Well Appointed Island Home
House
Bailey Island, ME, 04003, United States
0.1k from Cobwork Bridge center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater

6 Bedrooms14 Guests
9.8

Exceptional

81 reviews

$782
Average price / night
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Clark Cove
Clark Cove
House
ME, USA
4.6k from Cobwork Bridge 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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 Authentic maine cottage with direct water frontage
Authentic maine cottage with direct water frontage
Cottage
Bailey Island, ME, 04003, United States
0.1k from Cobwork Bridge center

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

3 Bedrooms4 Guests
9.0

Fabulous

11 reviews

$256
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
7.0k from Cobwork Bridge center

Apartments, Accommodations, Parking, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$328
Average price / night
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Sunset Hideaway on Bailey Island
Sunset Hideaway on Bailey Island
Apartment
Harpswell, ME, 04003, United States
0.2k from Cobwork Bridge center

Barbecue, Free Parking, Internet, Kitchen, Living Area, No Smoking, TV

8.0

Good

4 reviews

$308
Average price / night
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Tide's Edge
Tide's Edge
House
Cundys Harbor, ME, USA
8.0k from Cobwork Bridge 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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Orchid Harbor, Bailey Island 3BR
Orchid Harbor, Bailey Island 3BR
House
Harpswell, ME, 04003, United States
0.2k from Cobwork Bridge center

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

9.8

Exceptional

9 reviews

$480
Average price / night
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Casco Breeze
Casco Breeze
House
North Harpswell, ME, USA
8.8k from Cobwork Bridge 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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Wake to Sunrise on the Ocean
Wake to Sunrise on the Ocean
Cottage
Bailey Island, ME, 04003, United States
0.2k from Cobwork Bridge center

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

4 Bedrooms7 Guests
9.8

Exceptional

27 reviews

$408
Average price / night
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By the Sea
By the Sea
House
South Freeport, ME, USA
9.4k from Cobwork Bridge center

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

1 Bedroom4 Guests
7.0

Good

1 reviews

$307
Average price / night
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In the heart of beautiful Bailey Island, this coastal retreat offers a blend of comfort and charm.
In the heart of beautiful Bailey Island, this coastal retreat offers a blend of comfort and charm.
House
Bailey Island, ME, 04003, United States
0.3k from Cobwork Bridge center

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

2 Bedrooms4 Guests
New to Booking
$303
Average price / night
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Sunflower Cottage
Sunflower Cottage
House
Cobwork Bridge, Bailey Island, Maine, USA
9.5k from Cobwork Bridge center

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

1 Bedroom4 Guests
New to Booking
$641
Average price / night
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The Captain York House
The Captain York House
House
Bailey Island, ME, 04003, United States
0.3k from Cobwork Bridge center

AC, Arcade, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

7 Bedrooms12 Guests
9.6

Exceptional

28 reviews

$772
Average price / night
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Harpswell Retreat
Harpswell Retreat
House
Cundys Harbor, ME, USA
9.6k from Cobwork Bridge 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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Enjoy breathtaking sunsets from this newly renovated studio on Bailey Island
Enjoy breathtaking sunsets from this newly renovated studio on Bailey Island
Apartment
Bailey Island, ME, 04003, United States
0.3k from Cobwork Bridge center

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

1 Bedroom2 Guests
10.0

Exceptional

17 reviews

$296
Average price / night
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Sweet 1 bedroom cottage tucked along Harpswell Sound' shore, quiet location and wonderful views
Sweet 1 bedroom cottage tucked along Harpswell Sound' shore, quiet location and wonderful views
Cottage
Bailey Island, ME, 04003, United States
0.5k from Cobwork Bridge center

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

1 Bedroom2 Guests
9.4

Superb

6 reviews

$240
Average price / night
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Beautifully landscaped, Spacious home, conveniently located in Harpswell
Beautifully landscaped, Spacious home, conveniently located in Harpswell
House
Bailey Island, ME, 04003, United States
0.5k from Cobwork Bridge center

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

3 Bedrooms6 Guests
9.8

Exceptional

18 reviews

$417
Average price / night
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Spend a relaxing time on Orr's Island
Spend a relaxing time on Orr's Island
House
Orr's Island, ME, 04066, United States
0.6k from Cobwork Bridge center

Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, TV

4 Bedrooms4 Guests
10.0

Exceptional

37 reviews

$255
Average price / night
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The Beach House Bailey Island Maine
The Beach House Bailey Island Maine
Apartment
Harpswell, ME, 04003, United States
0.6k from Cobwork Bridge center

Balcony, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms6 Guests
10.0

Exceptional

35 reviews

$309
Average price / night
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A newly renovated New Englander style home on the southern tip of Orr's Island.
A newly renovated New Englander style home on the southern tip of Orr's Island.
House
Orrs Island, ME, 04066, United States
0.7k from Cobwork Bridge center

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

3 Bedrooms6 Guests
New to Booking
$411
Average price / night
Check Availability
! Enjoy beautiful Orr's Island. .
! Enjoy beautiful Orr's Island. .
House
Orr's Island, ME, 04066, United States
0.7k from Cobwork Bridge center

Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, TV

2 Bedrooms4 Guests
9.6

Exceptional

20 reviews

$204
Average price / night
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Secluded Casco Bay Waterfront Cabin
Secluded Casco Bay Waterfront Cabin
Cabin
Orrs island, ME, 04066, United States
0.7k from Cobwork Bridge center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Patio

1 Bedroom2 Guests
9.8

Exceptional

24 reviews

$125
Average price / night
Check Availability

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 Vacation Rentals in Cobwork Bridge.

Cobwork Bridge Vacation Rentals on the Map

Frequently Asked Questions

You can explore 217 verified vacation rentals in Cobwork Bridge. 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 Cobwork Bridge vary depending on the season, property size, and location. Rates typically start from around $125 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 Cobwork Bridge 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 Cobwork Bridge welcome pets. Currently, 20 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 Cobwork Bridge often include amenities such as Fireplace/Heating, View, and Ocean View. 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.