Find Vacation Rentals in Bailey Island

We have 220 properties to choose from
Anytime
Guests
Anytime
Guests

Popular Bailey Island Vacation Rentals

Find the perfect Bailey Island vacation rental

House Bailey Island
from $921 per night
House ∙ 14 guests ∙ 7 bedrooms

297 m² House

4.9
Outstanding(79 ratings)
Bailey Island, Harpswell, Maine, United States
Vrbo
Details
House Bailey Island
from $522 per night
House ∙ 14 guests ∙ 6 bedrooms

325 m² House

4.6
Excellent(40 ratings)
Bailey Island, Harpswell, Maine, United States
Vrbo
Details
House Bailey Island
from $672 per night
House ∙ 11 guests ∙ 5 bedrooms

276 m² House

4.7
Excellent(22 ratings)
Bailey Island, Harpswell, Maine, United States
Vrbo
Details
Cottage Bailey Island
from $626 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

132 m² Cottage

5.0
Outstanding(16 ratings)
Bailey Island, Harpswell, Maine, United States
Vrbo
Details
House Bailey Island
from $232 per night
6 guests ∙ 3 bedrooms

House

4.9
Outstanding(95 ratings)
Bailey Island, Harpswell, Maine, United States
Vrbo
Details
Cottage Bailey Island
from $687 per night
6 guests ∙ 3 bedrooms

Cottage

4.8
Outstanding(70 ratings)
Bailey Island, Harpswell, Maine, United States
Vrbo
Details
Cottage Bailey Island
from $575 per night
Cottage ∙ 10 guests ∙ 7 bedrooms

223 m² Cottage

5.0
Outstanding(8 ratings)
Bailey Island, Harpswell, Maine, United States
Vrbo
Details
House Bailey Island
from $972 per night
House ∙ 10 guests ∙ 5 bedrooms

451 m² House

4.9
Outstanding(51 ratings)
Bailey Island, Harpswell, Maine, United States
Vrbo
Details
House Bailey Island
from $329 per night
House ∙ 8 guests ∙ 4 bedrooms

149 m² House

4.9
Outstanding(46 ratings)
Bailey Island, Harpswell, Maine, United States
Vrbo
Details
Show more

Pet-Friendly Homes and Apartments

House  Bailey Island
from $500 per night
House ∙ 5 guests ∙ 3 bedrooms

133 m² House

5.0
Outstanding(20 ratings)
Bailey Island, Harpswell, Maine, United States
Pet-friendly
Vrbo
Details
Cottage  Bailey Island
from $388 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

150 m² Cottage

4.7
Excellent(18 ratings)
Bailey Island, Harpswell, Maine, United States
Pet-friendly
Vrbo
Details
Cottage  Bailey Island
from $752 per night
Cottage ∙ 12 guests ∙ 5 bedrooms

174 m² Cottage

5.0
Outstanding(112 ratings)
Bailey Island, Harpswell, Maine, United States
Pet-friendly
Vrbo
Details
Show more

Vacation rentals with a balcony

Apartment  Bailey Island
from $267 per night
2 guests ∙ 1 bedroom

Apartment

4.4
Very good(22 ratings)
Bailey Island, Harpswell, Maine, United States
Balcony
Vrbo
Details
Cottage  Bailey Island
from $240 per night
Cottage ∙ 2 guests ∙ 1 bedroom

39 m² Cottage

4.9
Outstanding(16 ratings)
Bailey Island, Harpswell, Maine, United States
Balcony
Vrbo
Details
Cottage  Bailey Island
from $235 per night
Cottage ∙ 5 guests ∙ 2 bedrooms

69 m² Cottage

4.7
Excellent(12 ratings)
Bailey Island, Harpswell, Maine, United States
Balcony
Vrbo
Details
Show more

Vacation Homes With Terraces

Cottage  Bailey Island
from $317 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

153 m² Cottage

5.0
Outstanding(1 rating)
Bailey Island, Harpswell, Maine, United States
Balcony/Patio
HomeToGo
Details
House  Bailey Island
from $1,073 per night
House ∙ 10 guests ∙ 6 bedrooms

465 m² House

5.0
Outstanding(31 ratings)
Bailey Island, Harpswell, Maine, United States
Balcony/Patio
Vrbo
Details
Cottage  Bailey Island
from $182 per night
3 guests ∙ 2 bedrooms

Cottage

4.9
Outstanding(26 ratings)
Bailey Island, Harpswell, Maine, United States
Balcony/Patio
Vrbo
Details
Show more

Frequently Asked Questions

How much does a night in a vacation rental cost in Bailey Island on average?

The price per night in Bailey Island starts at $180.

Is it possible to find vacation rentals in Bailey Island?

Currently, there are 220 vacation rentals available for you to compare and book.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Bailey Island

Looking for a vacation rental in Bailey Island? Tripping.com has 152 vacation rental homes available in Bailey Island. You'll find 4 studios, 19 1-bedroom, 42 2-bedroom and 87 rentals with 3 or more bedrooms ranging from $68 a night. For extra convenience, many of these vacation homes can be booked directly online. The average price of a nightly rental in Bailey Island is $296 while the average price of a weekly rental is $25. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Bailey Island home is $25. Wondering if you can bring your dog or cat along with you? There are 39 pet-friendly vacation rentals available in Bailey Island. In addition to accommodating pets, Bailey Island rentals offer a variety of amenities. In particular, 149 rentals have Internet and WiFi, 143 have TV and/or cable and 8 have a pool or hot tub. Search properties from 3 vacation rental sites in Bailey Island where the top providers in that area are HomeAway, TripAdvisor, and HRS Holidays. There are 86 HomeAway rentals, 64 TripAdvisor short term rentals and 2 HRS Holidays vacation rentals.

Popular Day Trips Near Bailey Island

image-tag