Bailey Island Cottage Rentals & Holiday Homes
Find the best cottages in Bailey Island - We found 200 exact matches
About Bailey Island Luxury Rental on Luxury Cruises
Searching for cottages to rent near Bailey Island? Luxury Cruises features more than 200 cottages that are perfect for your next trip. Discover luxury cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Bailey Island have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. Luxury Cruises’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Bailey Island.
Are you planning to travel to the lakeside, beach, or mountain area? Luxury Cruises’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.
Luxury Cruises boasts of 200 holiday cottages and places to stay in Bailey Island. The site provides unique Airbnb, VRBO, Luxury Cruises-style cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget.
Frequently Asked Questions About Bailey Island Cottage Rentals
What are the top rated Cottage 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 Cottage Rentals in Bailey Island:
- Maine Oceanfront Home
- Brand new year-round oceanfront home with beach.
- Tidal Cove- Informal Charming Cottage Rebuilt to Passive Cozy
- Adorable cottage with million dollar view and short walk to stunning beach.
- Family & Pet Friendly Log House On Casco Bay
- Spectacular Oceanfront House on Maine Coast
- Step off the deck to enjoy the beach & a short walk down the scenic peninsula ~
- Waterfront Main House & Guest Cottage- Casco Bay, So. Harpswell.
- Enjoy spectacular sunset and water views from the deck and balconies with water access.
- Charming 4 bedroom Classic Maine Cottage located near the giant stairs.
How much does it cost to rent a cottage in Bailey Island?
The average cost for a cottage rental in Bailey Island is $420 per night. Luxurycruises has a wide list of great cottages near Bailey Island that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Bailey Island that allow pets?
Yes, here are the top cottage rentals in Bailey Island that allow you to bring your pet:
- THIS IS THE PLACE - Intimate luxury cottage w massive oceanfront steam room
- Betty's Place - Cozy ocean front getaway with views of Casco Bay
- BAILEY ISLAND MOTEL
- Shady Potts Point Cottage Cooled by Ocean Breezes
See all pet-friendly vacation rentals in Bailey Island on Luxurycruises
Do you have any rental cottages in Bailey Island that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Bailey Island to find one that works for you.
Are there quality cottages in Bailey Island that have indoor swimming pools?
As of 2026, the data from Luxurycruises shows that there are Over 200 private swimming pools or cottages with indoor pools in the Bailey Island area along with other great amenities.