Pet-Friendly Rentals in Bailey Island, ME: Compare 10+ Sites & Save

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  5.  Bailey Island

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84 Best Pet-Friendly Rentals in Bailey Island (Starting from $125)

Harpswell Beach House
Harpswell Beach House
House
West Harpswell, ME, USA
6.0k from Bailey Island 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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A perfectly placed cottage overlooking Mackerel Cove!
A perfectly placed cottage overlooking Mackerel Cove!
Cottage
Bailey Island, ME, 04003, United States
0.6k from Bailey Island center

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

3 Bedrooms8 Guests
9.0

Fabulous

2 reviews

$354
Average price / night
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Tide's Edge
Tide's Edge
House
Cundys Harbor, ME, USA
9.0k from Bailey Island 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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Classic Maine Cottage with astonishing views located within walking distance to Cedar Beach!
Classic Maine Cottage with astonishing views located within walking distance to Cedar Beach!
Cottage
Bailey Island, ME, 04003, United States
0.6k from Bailey Island center

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

2 Bedrooms5 Guests
8.4

Very Good

12 reviews

$278
Average price / night
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Atlantic View - on the eastern cliffs of Bailey Island!
Atlantic View - on the eastern cliffs of Bailey Island!
House
Harpswell, ME, 04003, United States
0.7k from Bailey Island center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$623
Average price / night
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Cozy 2 bedroom cottage with beautiful views of Mackerel Cove!
Cozy 2 bedroom cottage with beautiful views of Mackerel Cove!
Cottage
Bailey Island, ME, 04003, United States
0.7k from Bailey Island center

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

2 Bedrooms5 Guests
9.0

Fabulous

12 reviews

$203
Average price / night
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Nicest Waterfront in Maine w/ Private Beach!
Nicest Waterfront in Maine w/ Private Beach!
House
Harpswell, ME, 04003, United States
0.8k from Bailey Island center

Arcade, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater

4 Bedrooms10 Guests
9.6

Exceptional

44 reviews

$1341
Average price / night
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Recently updated cottage featuring beautiful easterly views of Casco Bay
Recently updated cottage featuring beautiful easterly views of Casco Bay
House
Bailey Island, ME, 04003, United States
0.8k from Bailey Island center

Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
9.2

Superb

12 reviews

$336
Average price / night
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A rustic Maine log cabin with water access.
A rustic Maine log cabin with water access.
Cabin
Bailey Island, ME, 04003, United States
1.0k from Bailey Island center

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

2 Bedrooms4 Guests
New to Booking
$222
Average price / night
Check Availability
3 bedroom, 2 bathroom classic Maine cottage with ocean views into Mackerel Cove
3 bedroom, 2 bathroom classic Maine cottage with ocean views into Mackerel Cove
Cottage
Bailey Island, ME, 04003, United States
1.2k from Bailey Island center

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

3 Bedrooms6 Guests
9.4

Superb

14 reviews

$279
Average price / night
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Sunset Cottage - Capture Breathtaking Sunsets from this Beautiful Home
Sunset Cottage - Capture Breathtaking Sunsets from this Beautiful Home
Cottage
Bailey Island, ME, 04003, United States
1.2k from Bailey Island center

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

2 Bedrooms4 Guests
9.8

Exceptional

26 reviews

$430
Average price / night
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Summer Cottage
Summer Cottage
Cottage
Harpswell, ME, 04003, United States
1.3k from Bailey Island center

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

4 Bedrooms8 Guests
8.8

Fabulous

8 reviews

$358
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
1.4k from Bailey Island 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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Wake to spectacular easterly ocean views and unforgettable Atlantic sunrises.
Wake to spectacular easterly ocean views and unforgettable Atlantic sunrises.
House
Bailey Island, ME, 04003, United States
1.6k from Bailey Island center

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

2 Bedrooms4 Guests
New to Booking
$495
Average price / night
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Perched on the rugged cliffs of beautiful Bailey Island.
Perched on the rugged cliffs of beautiful Bailey Island.
House
Bailey Island, ME, 04003, United States
1.6k from Bailey Island center

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

2 Bedrooms4 Guests
New to Booking
$537
Average price / night
Check Availability
Charming Bailey Island Coastal Getaway with Stunning Casco Bay Views.
Charming Bailey Island Coastal Getaway with Stunning Casco Bay Views.
House
Bailey Island, ME, 04003, United States
1.6k from Bailey Island center

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

2 Bedrooms4 Guests
New to Booking
$296
Average price / night
Check Availability
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
1.7k from Bailey Island 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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Sunset Hideaway on Bailey Island
Sunset Hideaway on Bailey Island
Apartment
Harpswell, ME, 04003, United States
1.7k from Bailey Island center

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

8.0

Good

4 reviews

$308
Average price / night
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Orchid Harbor, Bailey Island 3BR
Orchid Harbor, Bailey Island 3BR
House
Harpswell, ME, 04003, United States
1.7k from Bailey Island 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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THIS IS THE PLACE - Intimate luxury cottage w massive oceanfront steam room
THIS IS THE PLACE - Intimate luxury cottage w massive oceanfront steam room
Cottage
Harpswell, ME, 04003, United States
1.7k from Bailey Island center

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

2 Bedrooms4 Guests
10.0

Exceptional

55 reviews

$693
Average price / night
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PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Cottage
Bailey Island, ME, 04003, United States
1.7k from Bailey Island center

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

5 Bedrooms12 Guests
10.0

Exceptional

107 reviews

$875
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
1.7k from Bailey Island 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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Great Location! Expansive deck with huge yard! Well maintained path to the rocky shoreline.
Great Location! Expansive deck with huge yard! Well maintained path to the rocky shoreline.
House
Bailey Island, ME, 04003, United States
1.8k from Bailey Island center

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

3 Bedrooms8 Guests
New to Booking
$271
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
2.2k from Bailey Island center

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

3 Bedrooms6 Guests
New to Booking
$411
Average price / night
Check Availability
Secluded Casco Bay Waterfront Cabin
Secluded Casco Bay Waterfront Cabin
Cabin
Orrs island, ME, 04066, United States
2.3k from Bailey Island center

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

1 Bedroom2 Guests
9.8

Exceptional

24 reviews

$125
Average price / night
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Ocean Watch - Relax and let the ocean sweep you away at this charming retreat
Ocean Watch - Relax and let the ocean sweep you away at this charming retreat
Cottage
Orr's Island, ME, 04066, United States
2.3k from Bailey Island center

Barbecue, Free Parking, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, Patio, TV

1 Bedroom3 Guests
8.8

Fabulous

21 reviews

$296
Average price / night
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Charming 3BR, 2.5BA home with access to Merriconeag Sound
Charming 3BR, 2.5BA home with access to Merriconeag Sound
House
Harpswell, ME, 04079, United States
2.4k from Bailey Island center

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

3 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$327
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 Pet-Friendly Rentals in Bailey Island.

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Bailey Island Pet-Friendly Rentals on the Map

Frequently Asked Questions

You can explore 84 verified pet-friendly rentals in Bailey Island. These include a range of homes, cabins, and condos that welcome pets, making it easier to plan a trip with your companion.

Pet fees in Bailey Island vary by property and may include a nightly charge or a one-time fee. Rates for pet-friendly rentals typically start from around $125 per night, with additional fees depending on the host’s policy.

Some pet-friendly rentals in Bailey Island may have weight or breed restrictions, while others are more flexible. It’s recommended to review the property’s house rules or contact the host to confirm whether your pet is allowed.

Some pet-friendly rentals in Bailey Island include fenced or partially enclosed outdoor spaces, which can be helpful for pets. Checking the listing details can help you find properties that offer secure outdoor areas.

Pet-friendly properties can be in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. Availability may be more flexible during off-peak periods.

Pet-friendly rentals in Bailey Island may include amenities such as Pet Friendly, Bedding/Linens, and Fireplace/Heating. These features help make stays more comfortable for both pets and their owners.

You can use map-based search features to find rentals located near dog parks, walking trails, or pet-friendly outdoor areas. This can help you choose a location that is convenient for daily walks and outdoor activities with your pet.