Vacation Rentals in Bailey Island, ME: Compare 10+ Sites & Save

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  4.  Maine
  5.  Bailey Island

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190 Best Vacation Rentals in Bailey Island (Starting from $170)

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
3.4k from Bailey Island center

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

1 Bedroom4 Guests
New to Booking
$196
Average price / night
Check Availability
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
Check Availability
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
4.3k from Bailey Island 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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New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
House
Bailey Island, ME, 04003, United States
0.6k from Bailey Island center

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

3 Bedrooms6 Guests
10.0

Exceptional

234 reviews

$461
Average price / night
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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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1890 Summer Cottage on an Ocean Bluff
1890 Summer Cottage on an Ocean Bluff
Cottage
Bailey Island, ME, 04003, United States
0.6k from Bailey Island center

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

5 Bedrooms8 Guests
10.0

Exceptional

15 reviews

$434
Average price / night
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Clark Cove
Clark Cove
House
ME, USA
6.3k from Bailey Island 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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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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Oceanfront Studio with Private Dock in Harpswell!
Oceanfront Studio with Private Dock in Harpswell!
Apartment
Dyer Cove, ME, USA
8.3k from Bailey Island center

Apartments, Accommodations, Parking, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$328
Average price / night
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The Beach Rose - 3BR, 2BA home perched overlooking picturesque Mackerel Cove
The Beach Rose - 3BR, 2BA home perched overlooking picturesque Mackerel Cove
House
Bailey Island, ME, 04003, United States
0.6k from Bailey Island center

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

3 Bedrooms7 Guests
10.0

Exceptional

6 reviews

$472
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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Sea Spray - Beautiful 2BR, 1BA cottage with expansive views of Casco Bay
Sea Spray - Beautiful 2BR, 1BA cottage with expansive views of Casco Bay
House
Bailey Island, ME, 04003, United States
0.6k from Bailey Island center

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

2 Bedrooms4 Guests
10.0

Exceptional

21 reviews

$642
Average price / night
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Historic home located on Bailey Island within walking distance to the Giant's Stairs.
Historic home located on Bailey Island within walking distance to the Giant's Stairs.
House
Bailey Island, ME, 04003, United States
0.7k from Bailey Island center

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

4 Bedrooms8 Guests
New to Booking
$378
Average price / night
Check Availability
The Yellow Cottage is a 2-bedroom little getaway located right on its own private beach.
The Yellow Cottage is a 2-bedroom little getaway located right on its own private beach.
Cottage
Bailey Island, ME, 04003, United States
0.7k from Bailey Island center

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

2 Bedrooms4 Guests
New to Booking
$383
Average price / night
Check Availability
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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Gorgeous ocean views with private beach access.
Gorgeous ocean views with private beach access.
House
Bailey Island, ME, 04003, United States
0.7k from Bailey Island center

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

3 Bedrooms6 Guests
New to Booking
$328
Average price / night
Check Availability
Oceanside Oasis: 3  BR, 2.5  BA House in Bailey Island, Sleeps 6
Oceanside Oasis: 3 BR, 2.5 BA House in Bailey Island, Sleeps 6
House
Bailey Island, ME, 04003, United States
0.7k from Bailey Island center

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

3 Bedrooms6 Guests
New to Booking
$822
Average price / night
Check Availability
The Nugget- Perfect 1 bedroom cottage. Across from Mackerel Cove, Johnson Field.
The Nugget- Perfect 1 bedroom cottage. Across from Mackerel Cove, Johnson Field.
House
Harpswell, ME, 04003, United States
0.7k from Bailey Island center

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

1 Bedroom2 Guests
10.0

Exceptional

32 reviews

$277
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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Homeport - Modern oceanfront cottage overlooking quintessential Mackerel Cove
Homeport - Modern oceanfront cottage overlooking quintessential Mackerel Cove
House
Bailey Island, ME, 04003, United States
0.7k from Bailey Island center

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

3 Bedrooms6 Guests
9.8

Exceptional

18 reviews

$485
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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Perfect spot for a couples get-away, ocean views from the balcony and sitting area
Perfect spot for a couples get-away, ocean views from the balcony and sitting area
Apartment
Bailey Island, ME, 04003, United States
0.9k from Bailey Island center

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

1 Bedroom2 Guests
8.8

Fabulous

13 reviews

$212
Average price / night
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Charming 4 bedroom Classic Maine Cottage located near the giant stairs.
Charming 4 bedroom Classic Maine Cottage located near the giant stairs.
Cottage
Bailey Island, ME, 04003, United States
0.9k from Bailey Island center

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

4 Bedrooms7 Guests
10.0

Exceptional

6 reviews

$222
Average price / night
Check Availability
This sweet cottage offers a shared pebbly beachfront and gorgeous sunset views
This sweet cottage offers a shared pebbly beachfront and gorgeous sunset views
Cottage
Bailey Island, ME, 04003, United States
0.9k from Bailey Island center

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

1 Bedroom2 Guests
9.6

Exceptional

5 reviews

$170
Average price / night
Check Availability
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
Cozy hotel suite in lovely Harpswell with AC, WiFi
Cozy hotel suite in lovely Harpswell with AC, WiFi
Apartment
Harpswell, ME, 04003, United States
1.1k from Bailey Island center

AC, Heater, Internet, No Smoking

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$325
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 Bailey Island.

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Frequently Asked Questions

You can explore 190 verified vacation rentals in Bailey Island. 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 Bailey Island vary depending on the season, property size, and location. Rates typically start from around $170 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 Bailey Island 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 Bailey Island welcome pets. Currently, 18 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 Bailey Island often include amenities such as View, Ocean View, and Fireplace/Heating. 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.