Chicago\92s Best Vacation Rentals - Vacation Rentals in Bailey Island
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- View
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
Luxury Places to Stay in Bailey Island
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- TV
- View
- Ocean View
- Parking
- Pet Friendly
- TV
- Pet Friendly
- TV
- View
Top-Rated Vacation Rentals with a Pool in Bailey Island
- Parking
- Pet Friendly
- Pool
- Parking
- Pool
- View
- Parking
- Pool
- TV
- Air Conditioner
- Pool
- TV
- Pool
- View
- Ocean View
- Parking
- Pet Friendly
- Pool
Pet-Friendly Vacation Rentals in Bailey Island
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Pet Friendly
- Security/Safety
- Bedding/Linens
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
Large Vacation Homes & Villas in Bailey Island
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Pet Friendly
- TV
- Balcony/Terrace
- Parking
- TV
- View
- Parking
- Pet Friendly
- TV
Bailey Island Vacation Rentals and Airbnb Places to Stay Under $200
- Parking
- Pet Friendly
- TV
- Child Friendly
- Internet
- Kitchen
- Security/Safety
- Bedding/Linens
- Wellness Facilities
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Air Conditioner
- Parking
- Pet Friendly
Instantly Bookable Vacation Homes in Bailey Island
- Parking
- TV
- View
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Parking
- TV
- View
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Balcony/Terrace
About Bailey Island Vacation Rentals
With more than 191 Bailey Island vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Chicagosbestvacationrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Bailey Island.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Chicagosbestvacationrentals Bailey Island, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Bailey Island. Places to stay near Bailey Island are 1003.68 ft² on average, with prices averaging US $473 a night.
Chicagosbestvacationrentals makes it easy and safe to find and compare vacation rentals in Bailey Island with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Bailey Island
| Type | Count |
|---|---|
| Vacation Homes | 94 |
| Cottages | 77 |
| Holiday Apartments | 9 |
| Cabin Rentals | 4 |
| Hotels | 2 |
| Others | 1 |
Use these Quick Filters to Find a Vacation Rental in Bailey Island
★ Pro Tip: Chicagosbestvacationrentals makes it easy to compare the best listings on Chicagosbestvacationrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Chicagosbestvacationrentals 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 Bailey Island.
Weather in Bailey Island
View the weather forecast for Bailey Island before booking your Bailey Island Vacation Rentals to confirm your best time to go.
Top Attractions Around Bailey Island, ME
Chicagosbestvacationrentals offers a large selection of top attractions around Bailey Island. Research things to do on your vacation before you visit Bailey Island.
Other Places to Stay Near Bailey Island, ME
Bailey Island Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Bailey Island?
There are a lot of options in Bailey Island. If you plan on staying in the Bailey Island area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Bailey Island:
- Maine Oceanfront Home
- Architectural Lighthouse
- THIS IS THE PLACE - Intimate cottage with oceanfront views and AC!
- Brand new year-round oceanfront home with beach.
- The Beach House Bailey Island Maine
- Step off the deck to enjoy the beach & a short walk down the scenic peninsula ~
- Sea Spray - Beautiful 2BR, 1BA cottage with expansive views of Casco Bay
- Waterfront Main House & Guest Cottage- Casco Bay, So. Harpswell.
- Enjoy breathtaking sunsets from this newly renovated studio on Bailey Island
- The Little House - Gorgeous Views of Lowell's Cove and Casco Bay
Which vacation homes in Bailey Island are best for families?
If you are looking for a family-friendly vacation home in Bailey Island, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Bailey Island:
How many vacation rentals are available in Bailey Island?
Currently, the total number of properties listed in 2026 is over 191 in the Bailey Island area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Bailey Island.
